NP-MRD: Showing NP-Card for Baciphelacin (NP0004027)

Jump To Section:

Identification Spectra BioTaxonomy ChemoTaxonomy Physical properties Links References XML

Record Information

Version

1.0

Created at

2020-12-09 01:32:30 UTC

Updated at

2021-07-15 16:48:02 UTC

NP-MRD ID

NP0004027

Secondary Accession Numbers

None

Natural Product Identification

Common Name

Baciphelacin

Provided By

NPAtlas

Description

5-Amino-3,4-dihydroxy-N-[1-(8-hydroxy-1-oxo-3,4-dihydro-1H-2-benzopyran-3-yl)-3-methylbutyl]-2-methylheptanimidic acid belongs to the class of organic compounds known as delta amino acids and derivatives. Delta amino acids and derivatives are compounds containing a carboxylic acid group and an amino group at the C5 carbon atom. Baciphelacin is found in Bacillus, Bacillus thiaminolyticus IFO 3967/B-1-7 and Paenibacillus thiaminolyticus. It was first documented in 1975 (PMID: 1184483). Based on a literature review very few articles have been published on 5-amino-3,4-dihydroxy-N-[1-(8-hydroxy-1-oxo-3,4-dihydro-1H-2-benzopyran-3-yl)-3-methylbutyl]-2-methylheptanimidic acid.

Structure

MOL 3D MOL SDF 3D SDF PDB SMILES InChI


  Mrv1652306242118033D          

 64 65  0  0  0  0            999 V2000
   -7.6017    0.8030   -0.8373 C   0  0  0  0  0  0  0  0  0  0  0  0
   -6.2882    0.3372   -0.2694 C   0  0  2  0  0  0  0  0  0  0  0  0
   -5.5712    1.4771    0.4207 C   0  0  1  0  0  0  0  0  0  0  0  0
   -6.4731    1.9263    1.4930 N   0  0  2  0  0  0  0  0  0  0  0  0
   -4.3302    0.9621    1.1185 C   0  0  2  0  0  0  0  0  0  0  0  0
   -3.8179    2.0611    1.8475 O   0  0  0  0  0  0  0  0  0  0  0  0
   -3.2794    0.4954    0.1375 C   0  0  1  0  0  0  0  0  0  0  0  0
   -3.0021    1.5673   -0.7080 O   0  0  0  0  0  0  0  0  0  0  0  0
   -2.0291    0.1424    0.8818 C   0  0  1  0  0  0  0  0  0  0  0  0
   -2.2304   -0.9531    1.8900 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.9301   -0.2689   -0.0208 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.1579   -0.2740   -1.2538 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.3417   -0.6495    0.4323 N   0  0  0  0  0  0  0  0  0  0  0  0
    1.4241   -1.0567   -0.4928 C   0  0  2  0  0  0  0  0  0  0  0  0
    1.8039   -2.4595   -0.2593 C   0  0  2  0  0  0  0  0  0  0  0  0
    2.8967   -3.0031   -1.1384 C   0  0  1  0  0  0  0  0  0  0  0  0
    3.1696   -4.4592   -0.7873 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.5969   -2.9364   -2.6009 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.4611   -0.0082   -0.3641 C   0  0  1  0  0  0  0  0  0  0  0  0
    3.0186    0.2010    0.9912 C   0  0  2  0  0  0  0  0  0  0  0  0
    4.0677    1.2222    1.0262 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.3143    1.9913    2.1565 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.2995    2.9442    2.2284 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.0765    3.1409    1.1219 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.8761    2.3912   -0.0592 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.6963    2.6553   -1.1083 O   0  0  0  0  0  0  0  0  0  0  0  0
    4.8650    1.4450   -0.0674 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.6204    0.6722   -1.2712 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.2929    0.8018   -2.3141 O   0  0  0  0  0  0  0  0  0  0  0  0
    3.5698   -0.2531   -1.2176 O   0  0  0  0  0  0  0  0  0  0  0  0
   -7.8790    1.8244   -0.4977 H   0  0  0  0  0  0  0  0  0  0  0  0
   -8.4470    0.1300   -0.5122 H   0  0  0  0  0  0  0  0  0  0  0  0
   -7.6187    0.7782   -1.9436 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.6282   -0.1115   -1.0369 H   0  0  0  0  0  0  0  0  0  0  0  0
   -6.4964   -0.4345    0.4973 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.3869    2.3387   -0.2259 H   0  0  0  0  0  0  0  0  0  0  0  0
   -6.0498    2.7598    1.9868 H   0  0  0  0  0  0  0  0  0  0  0  0
   -6.4805    1.1547    2.2104 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.6383    0.1517    1.8032 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.8684    2.8256    1.2175 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.6834   -0.3312   -0.4660 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.3199    1.4062   -1.6439 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.7065    1.0498    1.4360 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.2378   -1.1327    2.3741 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.5467   -1.8851    1.3696 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.9178   -0.6817    2.7125 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.5840   -0.6635    1.4416 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.9746   -0.9746   -1.5050 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.8965   -3.0986   -0.4716 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.0811   -2.7126    0.7803 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.8710   -2.4804   -0.8977 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.9502   -4.8189   -1.5018 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.2913   -5.1004   -0.9247 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.6280   -4.5387    0.2263 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.5743   -3.0521   -3.1410 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.1531   -1.9519   -2.8426 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.9362   -3.7843   -2.8538 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.0406    0.9866   -0.6977 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.2823   -0.7307    1.5315 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.1700    0.6232    1.6158 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.6962    1.8255    3.0175 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.4756    3.5372    3.1275 H   0  0  0  0  0  0  0  0  0  0  0  0
    6.8612    3.8807    1.1394 H   0  0  0  0  0  0  0  0  0  0  0  0
    6.7591    2.2961   -1.9827 H   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  1  0  0  0  0
  2  3  1  0  0  0  0
  3  4  1  0  0  0  0
  3  5  1  0  0  0  0
  5  6  1  0  0  0  0
  5  7  1  0  0  0  0
  7  8  1  0  0  0  0
  7  9  1  0  0  0  0
  9 10  1  0  0  0  0
  9 11  1  0  0  0  0
 11 12  2  0  0  0  0
 11 13  1  0  0  0  0
 13 14  1  0  0  0  0
 14 15  1  0  0  0  0
 15 16  1  0  0  0  0
 16 17  1  0  0  0  0
 16 18  1  0  0  0  0
 14 19  1  0  0  0  0
 19 20  1  0  0  0  0
 20 21  1  0  0  0  0
 21 22  2  0  0  0  0
 22 23  1  0  0  0  0
 23 24  2  0  0  0  0
 24 25  1  0  0  0  0
 25 26  1  0  0  0  0
 25 27  2  0  0  0  0
 27 28  1  0  0  0  0
 28 29  2  0  0  0  0
 28 30  1  0  0  0  0
 30 19  1  0  0  0  0
 27 21  1  0  0  0  0
  1 31  1  0  0  0  0
  1 32  1  0  0  0  0
  1 33  1  0  0  0  0
  2 34  1  0  0  0  0
  2 35  1  0  0  0  0
  3 36  1  6  0  0  0
  4 37  1  0  0  0  0
  4 38  1  0  0  0  0
  5 39  1  1  0  0  0
  6 40  1  0  0  0  0
  7 41  1  6  0  0  0
  8 42  1  0  0  0  0
  9 43  1  1  0  0  0
 10 44  1  0  0  0  0
 10 45  1  0  0  0  0
 10 46  1  0  0  0  0
 13 47  1  0  0  0  0
 14 48  1  6  0  0  0
 15 49  1  0  0  0  0
 15 50  1  0  0  0  0
 16 51  1  6  0  0  0
 17 52  1  0  0  0  0
 17 53  1  0  0  0  0
 17 54  1  0  0  0  0
 18 55  1  0  0  0  0
 18 56  1  0  0  0  0
 18 57  1  0  0  0  0
 19 58  1  6  0  0  0
 20 59  1  0  0  0  0
 20 60  1  0  0  0  0
 22 61  1  0  0  0  0
 23 62  1  0  0  0  0
 24 63  1  0  0  0  0
 26 64  1  0  0  0  0
M  END

     RDKit          3D

 64 65  0  0  0  0  0  0  0  0999 V2000
   -7.6017    0.8030   -0.8373 C   0  0  0  0  0  0  0  0  0  0  0  0
   -6.2882    0.3372   -0.2694 C   0  0  0  0  0  0  0  0  0  0  0  0
   -5.5712    1.4771    0.4207 C   0  0  1  0  0  0  0  0  0  0  0  0
   -6.4731    1.9263    1.4930 N   0  0  0  0  0  0  0  0  0  0  0  0
   -4.3302    0.9621    1.1185 C   0  0  2  0  0  0  0  0  0  0  0  0
   -3.8179    2.0611    1.8475 O   0  0  0  0  0  0  0  0  0  0  0  0
   -3.2794    0.4954    0.1375 C   0  0  1  0  0  0  0  0  0  0  0  0
   -3.0021    1.5673   -0.7080 O   0  0  0  0  0  0  0  0  0  0  0  0
   -2.0291    0.1424    0.8818 C   0  0  1  0  0  0  0  0  0  0  0  0
   -2.2304   -0.9531    1.8900 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.9301   -0.2689   -0.0208 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.1579   -0.2740   -1.2538 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.3417   -0.6495    0.4323 N   0  0  0  0  0  0  0  0  0  0  0  0
    1.4241   -1.0567   -0.4928 C   0  0  2  0  0  0  0  0  0  0  0  0
    1.8039   -2.4595   -0.2593 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.8967   -3.0031   -1.1384 C   0  0  1  0  0  0  0  0  0  0  0  0
    3.1696   -4.4592   -0.7873 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.5969   -2.9364   -2.6009 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.4611   -0.0082   -0.3641 C   0  0  1  0  0  0  0  0  0  0  0  0
    3.0186    0.2010    0.9912 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.0677    1.2222    1.0262 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.3143    1.9913    2.1565 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.2995    2.9442    2.2284 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.0765    3.1409    1.1219 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.8761    2.3912   -0.0592 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.6963    2.6553   -1.1083 O   0  0  0  0  0  0  0  0  0  0  0  0
    4.8650    1.4450   -0.0674 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.6204    0.6722   -1.2712 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.2929    0.8018   -2.3141 O   0  0  0  0  0  0  0  0  0  0  0  0
    3.5698   -0.2531   -1.2176 O   0  0  0  0  0  0  0  0  0  0  0  0
   -7.8790    1.8244   -0.4977 H   0  0  0  0  0  0  0  0  0  0  0  0
   -8.4470    0.1300   -0.5122 H   0  0  0  0  0  0  0  0  0  0  0  0
   -7.6187    0.7782   -1.9436 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.6282   -0.1115   -1.0369 H   0  0  0  0  0  0  0  0  0  0  0  0
   -6.4964   -0.4345    0.4973 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.3869    2.3387   -0.2259 H   0  0  0  0  0  0  0  0  0  0  0  0
   -6.0498    2.7598    1.9868 H   0  0  0  0  0  0  0  0  0  0  0  0
   -6.4805    1.1547    2.2104 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.6383    0.1517    1.8032 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.8684    2.8256    1.2175 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.6834   -0.3312   -0.4660 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.3199    1.4062   -1.6439 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.7065    1.0498    1.4360 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.2378   -1.1327    2.3741 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.5467   -1.8851    1.3696 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.9178   -0.6817    2.7125 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.5840   -0.6635    1.4416 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.9746   -0.9746   -1.5050 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.8965   -3.0986   -0.4716 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.0811   -2.7126    0.7803 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.8710   -2.4804   -0.8977 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.9502   -4.8189   -1.5018 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.2913   -5.1004   -0.9247 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.6280   -4.5387    0.2263 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.5743   -3.0521   -3.1410 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.1531   -1.9519   -2.8426 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.9362   -3.7843   -2.8538 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.0406    0.9866   -0.6977 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.2823   -0.7307    1.5315 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.1700    0.6232    1.6158 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.6962    1.8255    3.0175 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.4756    3.5372    3.1275 H   0  0  0  0  0  0  0  0  0  0  0  0
    6.8612    3.8807    1.1394 H   0  0  0  0  0  0  0  0  0  0  0  0
    6.7591    2.2961   -1.9827 H   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  1  0
  2  3  1  0
  3  4  1  0
  3  5  1  0
  5  6  1  0
  5  7  1  0
  7  8  1  0
  7  9  1  0
  9 10  1  0
  9 11  1  0
 11 12  2  0
 11 13  1  0
 13 14  1  0
 14 15  1  0
 15 16  1  0
 16 17  1  0
 16 18  1  0
 14 19  1  0
 19 20  1  0
 20 21  1  0
 21 22  2  0
 22 23  1  0
 23 24  2  0
 24 25  1  0
 25 26  1  0
 25 27  2  0
 27 28  1  0
 28 29  2  0
 28 30  1  0
 30 19  1  0
 27 21  1  0
  1 31  1  0
  1 32  1  0
  1 33  1  0
  2 34  1  0
  2 35  1  0
  3 36  1  6
  4 37  1  0
  4 38  1  0
  5 39  1  1
  6 40  1  0
  7 41  1  6
  8 42  1  0
  9 43  1  1
 10 44  1  0
 10 45  1  0
 10 46  1  0
 13 47  1  0
 14 48  1  6
 15 49  1  0
 15 50  1  0
 16 51  1  6
 17 52  1  0
 17 53  1  0
 17 54  1  0
 18 55  1  0
 18 56  1  0
 18 57  1  0
 19 58  1  6
 20 59  1  0
 20 60  1  0
 22 61  1  0
 23 62  1  0
 24 63  1  0
 26 64  1  0
M  END


  Mrv1652306242118033D          

 64 65  0  0  0  0            999 V2000
   -7.6017    0.8030   -0.8373 C   0  0  0  0  0  0  0  0  0  0  0  0
   -6.2882    0.3372   -0.2694 C   0  0  2  0  0  0  0  0  0  0  0  0
   -5.5712    1.4771    0.4207 C   0  0  1  0  0  0  0  0  0  0  0  0
   -6.4731    1.9263    1.4930 N   0  0  2  0  0  0  0  0  0  0  0  0
   -4.3302    0.9621    1.1185 C   0  0  2  0  0  0  0  0  0  0  0  0
   -3.8179    2.0611    1.8475 O   0  0  0  0  0  0  0  0  0  0  0  0
   -3.2794    0.4954    0.1375 C   0  0  1  0  0  0  0  0  0  0  0  0
   -3.0021    1.5673   -0.7080 O   0  0  0  0  0  0  0  0  0  0  0  0
   -2.0291    0.1424    0.8818 C   0  0  1  0  0  0  0  0  0  0  0  0
   -2.2304   -0.9531    1.8900 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.9301   -0.2689   -0.0208 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.1579   -0.2740   -1.2538 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.3417   -0.6495    0.4323 N   0  0  0  0  0  0  0  0  0  0  0  0
    1.4241   -1.0567   -0.4928 C   0  0  2  0  0  0  0  0  0  0  0  0
    1.8039   -2.4595   -0.2593 C   0  0  2  0  0  0  0  0  0  0  0  0
    2.8967   -3.0031   -1.1384 C   0  0  1  0  0  0  0  0  0  0  0  0
    3.1696   -4.4592   -0.7873 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.5969   -2.9364   -2.6009 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.4611   -0.0082   -0.3641 C   0  0  1  0  0  0  0  0  0  0  0  0
    3.0186    0.2010    0.9912 C   0  0  2  0  0  0  0  0  0  0  0  0
    4.0677    1.2222    1.0262 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.3143    1.9913    2.1565 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.2995    2.9442    2.2284 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.0765    3.1409    1.1219 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.8761    2.3912   -0.0592 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.6963    2.6553   -1.1083 O   0  0  0  0  0  0  0  0  0  0  0  0
    4.8650    1.4450   -0.0674 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.6204    0.6722   -1.2712 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.2929    0.8018   -2.3141 O   0  0  0  0  0  0  0  0  0  0  0  0
    3.5698   -0.2531   -1.2176 O   0  0  0  0  0  0  0  0  0  0  0  0
   -7.8790    1.8244   -0.4977 H   0  0  0  0  0  0  0  0  0  0  0  0
   -8.4470    0.1300   -0.5122 H   0  0  0  0  0  0  0  0  0  0  0  0
   -7.6187    0.7782   -1.9436 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.6282   -0.1115   -1.0369 H   0  0  0  0  0  0  0  0  0  0  0  0
   -6.4964   -0.4345    0.4973 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.3869    2.3387   -0.2259 H   0  0  0  0  0  0  0  0  0  0  0  0
   -6.0498    2.7598    1.9868 H   0  0  0  0  0  0  0  0  0  0  0  0
   -6.4805    1.1547    2.2104 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.6383    0.1517    1.8032 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.8684    2.8256    1.2175 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.6834   -0.3312   -0.4660 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.3199    1.4062   -1.6439 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.7065    1.0498    1.4360 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.2378   -1.1327    2.3741 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.5467   -1.8851    1.3696 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.9178   -0.6817    2.7125 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.5840   -0.6635    1.4416 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.9746   -0.9746   -1.5050 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.8965   -3.0986   -0.4716 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.0811   -2.7126    0.7803 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.8710   -2.4804   -0.8977 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.9502   -4.8189   -1.5018 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.2913   -5.1004   -0.9247 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.6280   -4.5387    0.2263 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.5743   -3.0521   -3.1410 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.1531   -1.9519   -2.8426 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.9362   -3.7843   -2.8538 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.0406    0.9866   -0.6977 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.2823   -0.7307    1.5315 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.1700    0.6232    1.6158 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.6962    1.8255    3.0175 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.4756    3.5372    3.1275 H   0  0  0  0  0  0  0  0  0  0  0  0
    6.8612    3.8807    1.1394 H   0  0  0  0  0  0  0  0  0  0  0  0
    6.7591    2.2961   -1.9827 H   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  1  0  0  0  0
  2  3  1  0  0  0  0
  3  4  1  0  0  0  0
  3  5  1  0  0  0  0
  5  6  1  0  0  0  0
  5  7  1  0  0  0  0
  7  8  1  0  0  0  0
  7  9  1  0  0  0  0
  9 10  1  0  0  0  0
  9 11  1  0  0  0  0
 11 12  2  0  0  0  0
 11 13  1  0  0  0  0
 13 14  1  0  0  0  0
 14 15  1  0  0  0  0
 15 16  1  0  0  0  0
 16 17  1  0  0  0  0
 16 18  1  0  0  0  0
 14 19  1  0  0  0  0
 19 20  1  0  0  0  0
 20 21  1  0  0  0  0
 21 22  2  0  0  0  0
 22 23  1  0  0  0  0
 23 24  2  0  0  0  0
 24 25  1  0  0  0  0
 25 26  1  0  0  0  0
 25 27  2  0  0  0  0
 27 28  1  0  0  0  0
 28 29  2  0  0  0  0
 28 30  1  0  0  0  0
 30 19  1  0  0  0  0
 27 21  1  0  0  0  0
  1 31  1  0  0  0  0
  1 32  1  0  0  0  0
  1 33  1  0  0  0  0
  2 34  1  0  0  0  0
  2 35  1  0  0  0  0
  3 36  1  6  0  0  0
  4 37  1  0  0  0  0
  4 38  1  0  0  0  0
  5 39  1  1  0  0  0
  6 40  1  0  0  0  0
  7 41  1  6  0  0  0
  8 42  1  0  0  0  0
  9 43  1  1  0  0  0
 10 44  1  0  0  0  0
 10 45  1  0  0  0  0
 10 46  1  0  0  0  0
 13 47  1  0  0  0  0
 14 48  1  6  0  0  0
 15 49  1  0  0  0  0
 15 50  1  0  0  0  0
 16 51  1  6  0  0  0
 17 52  1  0  0  0  0
 17 53  1  0  0  0  0
 17 54  1  0  0  0  0
 18 55  1  0  0  0  0
 18 56  1  0  0  0  0
 18 57  1  0  0  0  0
 19 58  1  6  0  0  0
 20 59  1  0  0  0  0
 20 60  1  0  0  0  0
 22 61  1  0  0  0  0
 23 62  1  0  0  0  0
 24 63  1  0  0  0  0
 26 64  1  0  0  0  0
M  END
> <DATABASE_ID>
NP0004027

> <DATABASE_NAME>
NP-MRD

> <SMILES>
[H]OC1=C2C(=O)O[C@]([H])(C([H])([H])C2=C([H])C([H])=C1[H])[C@]([H])(N([H])C(=O)[C@]([H])(C([H])([H])[H])[C@]([H])(O[H])[C@@]([H])(O[H])[C@]([H])(N([H])[H])C([H])([H])C([H])([H])[H])C([H])([H])C([H])(C([H])([H])[H])C([H])([H])[H]

> <INCHI_IDENTIFIER>
InChI=1S/C22H34N2O6/c1-5-14(23)20(27)19(26)12(4)21(28)24-15(9-11(2)3)17-10-13-7-6-8-16(25)18(13)22(29)30-17/h6-8,11-12,14-15,17,19-20,25-27H,5,9-10,23H2,1-4H3,(H,24,28)/t12-,14-,15-,17-,19+,20+/m1/s1

> <INCHI_KEY>
NGHPDQGNXFFIQH-UHFFFAOYSA-N

> <FORMULA>
C22H34N2O6

> <MOLECULAR_WEIGHT>
422.522

> <EXACT_MASS>
422.241686823

> <JCHEM_ACCEPTOR_COUNT>
6

> <JCHEM_ATOM_COUNT>
64

> <JCHEM_AVERAGE_POLARIZABILITY>
46.425031043220294

> <JCHEM_BIOAVAILABILITY>
1

> <JCHEM_DONOR_COUNT>
5

> <JCHEM_FORMAL_CHARGE>
0

> <JCHEM_GHOSE_FILTER>
1

> <JCHEM_IUPAC>
(2R,3S,4S,5R)-5-amino-3,4-dihydroxy-N-[(1R)-1-[(3R)-8-hydroxy-1-oxo-3,4-dihydro-1H-2-benzopyran-3-yl]-3-methylbutyl]-2-methylheptanamide

> <ALOGPS_LOGP>
1.19

> <JCHEM_LOGP>
1.9664163319144918

> <ALOGPS_LOGS>
-2.67

> <JCHEM_MDDR_LIKE_RULE>
0

> <JCHEM_NUMBER_OF_RINGS>
2

> <JCHEM_PHYSIOLOGICAL_CHARGE>
1

> <JCHEM_PKA>
13.3455845395399

> <JCHEM_PKA_STRONGEST_ACIDIC>
9.785195335441927

> <JCHEM_PKA_STRONGEST_BASIC>
9.07601478990635

> <JCHEM_POLAR_SURFACE_AREA>
142.11

> <JCHEM_REFRACTIVITY>
112.03139999999998

> <JCHEM_ROTATABLE_BOND_COUNT>
9

> <JCHEM_RULE_OF_FIVE>
1

> <ALOGPS_SOLUBILITY>
9.11e-01 g/l

> <JCHEM_TRADITIONAL_IUPAC>
(2R,3S,4S,5R)-5-amino-3,4-dihydroxy-N-[(1R)-1-[(3R)-8-hydroxy-1-oxo-3,4-dihydro-2-benzopyran-3-yl]-3-methylbutyl]-2-methylheptanamide

> <JCHEM_VEBER_RULE>
0

$$$$

     RDKit          3D

 64 65  0  0  0  0  0  0  0  0999 V2000
   -7.6017    0.8030   -0.8373 C   0  0  0  0  0  0  0  0  0  0  0  0
   -6.2882    0.3372   -0.2694 C   0  0  0  0  0  0  0  0  0  0  0  0
   -5.5712    1.4771    0.4207 C   0  0  1  0  0  0  0  0  0  0  0  0
   -6.4731    1.9263    1.4930 N   0  0  0  0  0  0  0  0  0  0  0  0
   -4.3302    0.9621    1.1185 C   0  0  2  0  0  0  0  0  0  0  0  0
   -3.8179    2.0611    1.8475 O   0  0  0  0  0  0  0  0  0  0  0  0
   -3.2794    0.4954    0.1375 C   0  0  1  0  0  0  0  0  0  0  0  0
   -3.0021    1.5673   -0.7080 O   0  0  0  0  0  0  0  0  0  0  0  0
   -2.0291    0.1424    0.8818 C   0  0  1  0  0  0  0  0  0  0  0  0
   -2.2304   -0.9531    1.8900 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.9301   -0.2689   -0.0208 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.1579   -0.2740   -1.2538 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.3417   -0.6495    0.4323 N   0  0  0  0  0  0  0  0  0  0  0  0
    1.4241   -1.0567   -0.4928 C   0  0  2  0  0  0  0  0  0  0  0  0
    1.8039   -2.4595   -0.2593 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.8967   -3.0031   -1.1384 C   0  0  1  0  0  0  0  0  0  0  0  0
    3.1696   -4.4592   -0.7873 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.5969   -2.9364   -2.6009 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.4611   -0.0082   -0.3641 C   0  0  1  0  0  0  0  0  0  0  0  0
    3.0186    0.2010    0.9912 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.0677    1.2222    1.0262 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.3143    1.9913    2.1565 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.2995    2.9442    2.2284 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.0765    3.1409    1.1219 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.8761    2.3912   -0.0592 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.6963    2.6553   -1.1083 O   0  0  0  0  0  0  0  0  0  0  0  0
    4.8650    1.4450   -0.0674 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.6204    0.6722   -1.2712 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.2929    0.8018   -2.3141 O   0  0  0  0  0  0  0  0  0  0  0  0
    3.5698   -0.2531   -1.2176 O   0  0  0  0  0  0  0  0  0  0  0  0
   -7.8790    1.8244   -0.4977 H   0  0  0  0  0  0  0  0  0  0  0  0
   -8.4470    0.1300   -0.5122 H   0  0  0  0  0  0  0  0  0  0  0  0
   -7.6187    0.7782   -1.9436 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.6282   -0.1115   -1.0369 H   0  0  0  0  0  0  0  0  0  0  0  0
   -6.4964   -0.4345    0.4973 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.3869    2.3387   -0.2259 H   0  0  0  0  0  0  0  0  0  0  0  0
   -6.0498    2.7598    1.9868 H   0  0  0  0  0  0  0  0  0  0  0  0
   -6.4805    1.1547    2.2104 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.6383    0.1517    1.8032 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.8684    2.8256    1.2175 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.6834   -0.3312   -0.4660 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.3199    1.4062   -1.6439 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.7065    1.0498    1.4360 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.2378   -1.1327    2.3741 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.5467   -1.8851    1.3696 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.9178   -0.6817    2.7125 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.5840   -0.6635    1.4416 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.9746   -0.9746   -1.5050 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.8965   -3.0986   -0.4716 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.0811   -2.7126    0.7803 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.8710   -2.4804   -0.8977 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.9502   -4.8189   -1.5018 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.2913   -5.1004   -0.9247 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.6280   -4.5387    0.2263 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.5743   -3.0521   -3.1410 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.1531   -1.9519   -2.8426 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.9362   -3.7843   -2.8538 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.0406    0.9866   -0.6977 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.2823   -0.7307    1.5315 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.1700    0.6232    1.6158 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.6962    1.8255    3.0175 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.4756    3.5372    3.1275 H   0  0  0  0  0  0  0  0  0  0  0  0
    6.8612    3.8807    1.1394 H   0  0  0  0  0  0  0  0  0  0  0  0
    6.7591    2.2961   -1.9827 H   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  1  0
  2  3  1  0
  3  4  1  0
  3  5  1  0
  5  6  1  0
  5  7  1  0
  7  8  1  0
  7  9  1  0
  9 10  1  0
  9 11  1  0
 11 12  2  0
 11 13  1  0
 13 14  1  0
 14 15  1  0
 15 16  1  0
 16 17  1  0
 16 18  1  0
 14 19  1  0
 19 20  1  0
 20 21  1  0
 21 22  2  0
 22 23  1  0
 23 24  2  0
 24 25  1  0
 25 26  1  0
 25 27  2  0
 27 28  1  0
 28 29  2  0
 28 30  1  0
 30 19  1  0
 27 21  1  0
  1 31  1  0
  1 32  1  0
  1 33  1  0
  2 34  1  0
  2 35  1  0
  3 36  1  6
  4 37  1  0
  4 38  1  0
  5 39  1  1
  6 40  1  0
  7 41  1  6
  8 42  1  0
  9 43  1  1
 10 44  1  0
 10 45  1  0
 10 46  1  0
 13 47  1  0
 14 48  1  6
 15 49  1  0
 15 50  1  0
 16 51  1  6
 17 52  1  0
 17 53  1  0
 17 54  1  0
 18 55  1  0
 18 56  1  0
 18 57  1  0
 19 58  1  6
 20 59  1  0
 20 60  1  0
 22 61  1  0
 23 62  1  0
 24 63  1  0
 26 64  1  0
M  END

HEADER    PROTEIN                                 24-JUN-21   NONE
TITLE     NULL                                                        
COMPND    NULL                                                        
SOURCE    NULL                                                        
KEYWDS    NULL                                                        
EXPDTA    NULL                                                        
AUTHOR    Marvin                                                      
REVDAT   1   24-JUN-21         0                                  
HETATM    1  C   UNK     0      -7.602   0.803  -0.837  0.00  0.00           C+0
HETATM    2  C   UNK     0      -6.288   0.337  -0.269  0.00  0.00           C+0
HETATM    3  C   UNK     0      -5.571   1.477   0.421  0.00  0.00           C+0
HETATM    4  N   UNK     0      -6.473   1.926   1.493  0.00  0.00           N+0
HETATM    5  C   UNK     0      -4.330   0.962   1.119  0.00  0.00           C+0
HETATM    6  O   UNK     0      -3.818   2.061   1.847  0.00  0.00           O+0
HETATM    7  C   UNK     0      -3.279   0.495   0.138  0.00  0.00           C+0
HETATM    8  O   UNK     0      -3.002   1.567  -0.708  0.00  0.00           O+0
HETATM    9  C   UNK     0      -2.029   0.142   0.882  0.00  0.00           C+0
HETATM   10  C   UNK     0      -2.230  -0.953   1.890  0.00  0.00           C+0
HETATM   11  C   UNK     0      -0.930  -0.269  -0.021  0.00  0.00           C+0
HETATM   12  O   UNK     0      -1.158  -0.274  -1.254  0.00  0.00           O+0
HETATM   13  N   UNK     0       0.342  -0.650   0.432  0.00  0.00           N+0
HETATM   14  C   UNK     0       1.424  -1.057  -0.493  0.00  0.00           C+0
HETATM   15  C   UNK     0       1.804  -2.459  -0.259  0.00  0.00           C+0
HETATM   16  C   UNK     0       2.897  -3.003  -1.138  0.00  0.00           C+0
HETATM   17  C   UNK     0       3.170  -4.459  -0.787  0.00  0.00           C+0
HETATM   18  C   UNK     0       2.597  -2.936  -2.601  0.00  0.00           C+0
HETATM   19  C   UNK     0       2.461  -0.008  -0.364  0.00  0.00           C+0
HETATM   20  C   UNK     0       3.019   0.201   0.991  0.00  0.00           C+0
HETATM   21  C   UNK     0       4.068   1.222   1.026  0.00  0.00           C+0
HETATM   22  C   UNK     0       4.314   1.991   2.156  0.00  0.00           C+0
HETATM   23  C   UNK     0       5.300   2.944   2.228  0.00  0.00           C+0
HETATM   24  C   UNK     0       6.077   3.141   1.122  0.00  0.00           C+0
HETATM   25  C   UNK     0       5.876   2.391  -0.059  0.00  0.00           C+0
HETATM   26  O   UNK     0       6.696   2.655  -1.108  0.00  0.00           O+0
HETATM   27  C   UNK     0       4.865   1.445  -0.067  0.00  0.00           C+0
HETATM   28  C   UNK     0       4.620   0.672  -1.271  0.00  0.00           C+0
HETATM   29  O   UNK     0       5.293   0.802  -2.314  0.00  0.00           O+0
HETATM   30  O   UNK     0       3.570  -0.253  -1.218  0.00  0.00           O+0
HETATM   31  H   UNK     0      -7.879   1.824  -0.498  0.00  0.00           H+0
HETATM   32  H   UNK     0      -8.447   0.130  -0.512  0.00  0.00           H+0
HETATM   33  H   UNK     0      -7.619   0.778  -1.944  0.00  0.00           H+0
HETATM   34  H   UNK     0      -5.628  -0.112  -1.037  0.00  0.00           H+0
HETATM   35  H   UNK     0      -6.496  -0.435   0.497  0.00  0.00           H+0
HETATM   36  H   UNK     0      -5.387   2.339  -0.226  0.00  0.00           H+0
HETATM   37  H   UNK     0      -6.050   2.760   1.987  0.00  0.00           H+0
HETATM   38  H   UNK     0      -6.481   1.155   2.210  0.00  0.00           H+0
HETATM   39  H   UNK     0      -4.638   0.152   1.803  0.00  0.00           H+0
HETATM   40  H   UNK     0      -3.868   2.826   1.218  0.00  0.00           H+0
HETATM   41  H   UNK     0      -3.683  -0.331  -0.466  0.00  0.00           H+0
HETATM   42  H   UNK     0      -3.320   1.406  -1.644  0.00  0.00           H+0
HETATM   43  H   UNK     0      -1.706   1.050   1.436  0.00  0.00           H+0
HETATM   44  H   UNK     0      -1.238  -1.133   2.374  0.00  0.00           H+0
HETATM   45  H   UNK     0      -2.547  -1.885   1.370  0.00  0.00           H+0
HETATM   46  H   UNK     0      -2.918  -0.682   2.712  0.00  0.00           H+0
HETATM   47  H   UNK     0       0.584  -0.664   1.442  0.00  0.00           H+0
HETATM   48  H   UNK     0       0.975  -0.975  -1.505  0.00  0.00           H+0
HETATM   49  H   UNK     0       0.897  -3.099  -0.472  0.00  0.00           H+0
HETATM   50  H   UNK     0       2.081  -2.713   0.780  0.00  0.00           H+0
HETATM   51  H   UNK     0       3.871  -2.480  -0.898  0.00  0.00           H+0
HETATM   52  H   UNK     0       3.950  -4.819  -1.502  0.00  0.00           H+0
HETATM   53  H   UNK     0       2.291  -5.100  -0.925  0.00  0.00           H+0
HETATM   54  H   UNK     0       3.628  -4.539   0.226  0.00  0.00           H+0
HETATM   55  H   UNK     0       3.574  -3.052  -3.141  0.00  0.00           H+0
HETATM   56  H   UNK     0       2.153  -1.952  -2.843  0.00  0.00           H+0
HETATM   57  H   UNK     0       1.936  -3.784  -2.854  0.00  0.00           H+0
HETATM   58  H   UNK     0       2.041   0.987  -0.698  0.00  0.00           H+0
HETATM   59  H   UNK     0       3.282  -0.731   1.532  0.00  0.00           H+0
HETATM   60  H   UNK     0       2.170   0.623   1.616  0.00  0.00           H+0
HETATM   61  H   UNK     0       3.696   1.825   3.018  0.00  0.00           H+0
HETATM   62  H   UNK     0       5.476   3.537   3.127  0.00  0.00           H+0
HETATM   63  H   UNK     0       6.861   3.881   1.139  0.00  0.00           H+0
HETATM   64  H   UNK     0       6.759   2.296  -1.983  0.00  0.00           H+0
CONECT    1    2   31   32   33                                             
CONECT    2    1    3   34   35                                             
CONECT    3    2    4    5   36                                             
CONECT    4    3   37   38                                                  
CONECT    5    3    6    7   39                                             
CONECT    6    5   40                                                       
CONECT    7    5    8    9   41                                             
CONECT    8    7   42                                                       
CONECT    9    7   10   11   43                                             
CONECT   10    9   44   45   46                                             
CONECT   11    9   12   13                                                  
CONECT   12   11                                                            
CONECT   13   11   14   47                                                  
CONECT   14   13   15   19   48                                             
CONECT   15   14   16   49   50                                             
CONECT   16   15   17   18   51                                             
CONECT   17   16   52   53   54                                             
CONECT   18   16   55   56   57                                             
CONECT   19   14   20   30   58                                             
CONECT   20   19   21   59   60                                             
CONECT   21   20   22   27                                                  
CONECT   22   21   23   61                                                  
CONECT   23   22   24   62                                                  
CONECT   24   23   25   63                                                  
CONECT   25   24   26   27                                                  
CONECT   26   25   64                                                       
CONECT   27   25   28   21                                                  
CONECT   28   27   29   30                                                  
CONECT   29   28                                                            
CONECT   30   28   19                                                       
CONECT   31    1                                                            
CONECT   32    1                                                            
CONECT   33    1                                                            
CONECT   34    2                                                            
CONECT   35    2                                                            
CONECT   36    3                                                            
CONECT   37    4                                                            
CONECT   38    4                                                            
CONECT   39    5                                                            
CONECT   40    6                                                            
CONECT   41    7                                                            
CONECT   42    8                                                            
CONECT   43    9                                                            
CONECT   44   10                                                            
CONECT   45   10                                                            
CONECT   46   10                                                            
CONECT   47   13                                                            
CONECT   48   14                                                            
CONECT   49   15                                                            
CONECT   50   15                                                            
CONECT   51   16                                                            
CONECT   52   17                                                            
CONECT   53   17                                                            
CONECT   54   17                                                            
CONECT   55   18                                                            
CONECT   56   18                                                            
CONECT   57   18                                                            
CONECT   58   19                                                            
CONECT   59   20                                                            
CONECT   60   20                                                            
CONECT   61   22                                                            
CONECT   62   23                                                            
CONECT   63   24                                                            
CONECT   64   26                                                            
MASTER        0    0    0    0    0    0    0    0   64    0  130    0
END

RDKit          3D

64 65  0  0  0  0  0  0  0  0999 V2000
   -7.6017    0.8030   -0.8373 C   0  0  0  0  0  0  0  0  0  0  0  0
   -6.2882    0.3372   -0.2694 C   0  0  0  0  0  0  0  0  0  0  0  0
   -5.5712    1.4771    0.4207 C   0  0  1  0  0  0  0  0  0  0  0  0
   -6.4731    1.9263    1.4930 N   0  0  0  0  0  0  0  0  0  0  0  0
   -4.3302    0.9621    1.1185 C   0  0  2  0  0  0  0  0  0  0  0  0
   -3.8179    2.0611    1.8475 O   0  0  0  0  0  0  0  0  0  0  0  0
   -3.2794    0.4954    0.1375 C   0  0  1  0  0  0  0  0  0  0  0  0
   -3.0021    1.5673   -0.7080 O   0  0  0  0  0  0  0  0  0  0  0  0
   -2.0291    0.1424    0.8818 C   0  0  1  0  0  0  0  0  0  0  0  0
   -2.2304   -0.9531    1.8900 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.9301   -0.2689   -0.0208 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.1579   -0.2740   -1.2538 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.3417   -0.6495    0.4323 N   0  0  0  0  0  0  0  0  0  0  0  0
    1.4241   -1.0567   -0.4928 C   0  0  2  0  0  0  0  0  0  0  0  0
    1.8039   -2.4595   -0.2593 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.8967   -3.0031   -1.1384 C   0  0  1  0  0  0  0  0  0  0  0  0
    3.1696   -4.4592   -0.7873 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.5969   -2.9364   -2.6009 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.4611   -0.0082   -0.3641 C   0  0  1  0  0  0  0  0  0  0  0  0
    3.0186    0.2010    0.9912 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.0677    1.2222    1.0262 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.3143    1.9913    2.1565 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.2995    2.9442    2.2284 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.0765    3.1409    1.1219 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.8761    2.3912   -0.0592 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.6963    2.6553   -1.1083 O   0  0  0  0  0  0  0  0  0  0  0  0
    4.8650    1.4450   -0.0674 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.6204    0.6722   -1.2712 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.2929    0.8018   -2.3141 O   0  0  0  0  0  0  0  0  0  0  0  0
    3.5698   -0.2531   -1.2176 O   0  0  0  0  0  0  0  0  0  0  0  0
   -7.8790    1.8244   -0.4977 H   0  0  0  0  0  0  0  0  0  0  0  0
   -8.4470    0.1300   -0.5122 H   0  0  0  0  0  0  0  0  0  0  0  0
   -7.6187    0.7782   -1.9436 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.6282   -0.1115   -1.0369 H   0  0  0  0  0  0  0  0  0  0  0  0
   -6.4964   -0.4345    0.4973 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.3869    2.3387   -0.2259 H   0  0  0  0  0  0  0  0  0  0  0  0
   -6.0498    2.7598    1.9868 H   0  0  0  0  0  0  0  0  0  0  0  0
   -6.4805    1.1547    2.2104 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.6383    0.1517    1.8032 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.8684    2.8256    1.2175 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.6834   -0.3312   -0.4660 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.3199    1.4062   -1.6439 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.7065    1.0498    1.4360 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.2378   -1.1327    2.3741 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.5467   -1.8851    1.3696 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.9178   -0.6817    2.7125 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.5840   -0.6635    1.4416 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.9746   -0.9746   -1.5050 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.8965   -3.0986   -0.4716 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.0811   -2.7126    0.7803 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.8710   -2.4804   -0.8977 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.9502   -4.8189   -1.5018 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.2913   -5.1004   -0.9247 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.6280   -4.5387    0.2263 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.5743   -3.0521   -3.1410 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.1531   -1.9519   -2.8426 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.9362   -3.7843   -2.8538 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.0406    0.9866   -0.6977 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.2823   -0.7307    1.5315 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.1700    0.6232    1.6158 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.6962    1.8255    3.0175 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.4756    3.5372    3.1275 H   0  0  0  0  0  0  0  0  0  0  0  0
    6.8612    3.8807    1.1394 H   0  0  0  0  0  0  0  0  0  0  0  0
    6.7591    2.2961   -1.9827 H   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  1  0
  2  3  1  0
  3  4  1  0
  3  5  1  0
  5  6  1  0
  5  7  1  0
  7  8  1  0
  7  9  1  0
  9 10  1  0
  9 11  1  0
 11 12  2  0
 11 13  1  0
 13 14  1  0
 14 15  1  0
 15 16  1  0
 16 17  1  0
 16 18  1  0
 14 19  1  0
 19 20  1  0
 20 21  1  0
 21 22  2  0
 22 23  1  0
 23 24  2  0
 24 25  1  0
 25 26  1  0
 25 27  2  0
 27 28  1  0
 28 29  2  0
 28 30  1  0
 30 19  1  0
 27 21  1  0
  1 31  1  0
  1 32  1  0
  1 33  1  0
  2 34  1  0
  2 35  1  0
  3 36  1  6
  4 37  1  0
  4 38  1  0
  5 39  1  1
  6 40  1  0
  7 41  1  6
  8 42  1  0
  9 43  1  1
 10 44  1  0
 10 45  1  0
 10 46  1  0
 13 47  1  0
 14 48  1  6
 15 49  1  0
 15 50  1  0
 16 51  1  6
 17 52  1  0
 17 53  1  0
 17 54  1  0
 18 55  1  0
 18 56  1  0
 18 57  1  0
 19 58  1  6
 20 59  1  0
 20 60  1  0
 22 61  1  0
 23 62  1  0
 24 63  1  0
 26 64  1  0
M  END

View in JSmol View NMR Assignments

Synonyms

Value	Source
5-Amino-3,4-dihydroxy-N-[1-(8-hydroxy-1-oxo-3,4-dihydro-1H-2-benzopyran-3-yl)-3-methylbutyl]-2-methylheptanimidate	Generator

Chemical Formula

C₂₂H₃₄N₂O₆

Average Mass

422.5220 Da

Monoisotopic Mass

422.24169 Da

IUPAC Name

(2R,3S,4S,5R)-5-amino-3,4-dihydroxy-N-[(1R)-1-[(3R)-8-hydroxy-1-oxo-3,4-dihydro-1H-2-benzopyran-3-yl]-3-methylbutyl]-2-methylheptanamide

Traditional Name

(2R,3S,4S,5R)-5-amino-3,4-dihydroxy-N-[(1R)-1-[(3R)-8-hydroxy-1-oxo-3,4-dihydro-2-benzopyran-3-yl]-3-methylbutyl]-2-methylheptanamide

CAS Registry Number

Not Available

SMILES

CCC(N)C(O)C(O)C(C)C(=O)NC(CC(C)C)C1CC2=C(C(O)=CC=C2)C(=O)O1

InChI Identifier

InChI=1S/C22H34N2O6/c1-5-14(23)20(27)19(26)12(4)21(28)24-15(9-11(2)3)17-10-13-7-6-8-16(25)18(13)22(29)30-17/h6-8,11-12,14-15,17,19-20,25-27H,5,9-10,23H2,1-4H3,(H,24,28)

InChI Key

NGHPDQGNXFFIQH-UHFFFAOYSA-N

Experimental Spectra

Not Available

Predicted Spectra

Spectrum Type	Description	Depositor ID	Depositor Organization	Depositor	Deposition Date	View
1D NMR	¹³C NMR Spectrum (1D, 25 MHz, D₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 100 MHz, D₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 252 MHz, D₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 1000 MHz, D₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 50 MHz, D₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 200 MHz, D₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 75 MHz, D₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 300 MHz, D₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 101 MHz, D₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 400 MHz, D₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 126 MHz, D₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 500 MHz, D₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 151 MHz, D₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 600 MHz, D₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 176 MHz, D₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 700 MHz, D₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 201 MHz, D₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 800 MHz, D₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 226 MHz, D₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 900 MHz, D₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum

Chemical Shift Submissions

Not Available

Species

Species of Origin

Species Name	Source	Reference
Bacillus	NPAtlas	1184483
Bacillus thiaminolyticus IFO 3967/B-1-7	Bacteria	KNApSAcK
Paenibacillus thiaminolyticus	LOTUS Database	35616633

Chemical Taxonomy

Description

Belongs to the class of organic compounds known as delta amino acids and derivatives. Delta amino acids and derivatives are compounds containing a carboxylic acid group and an amino group at the C5 carbon atom.

Kingdom

Organic compounds

Super Class

Organic acids and derivatives

Class

Carboxylic acids and derivatives

Sub Class

Amino acids, peptides, and analogues

Direct Parent

Delta amino acids and derivatives

Alternative Parents

Substituents

Delta amino acid or derivatives
Benzopyran
Isochromane
2-benzopyran
1-hydroxy-4-unsubstituted benzenoid
1-hydroxy-2-unsubstituted benzenoid
Fatty amide
N-acyl-amine
Fatty acyl
Benzenoid
1,3-aminoalcohol
Vinylogous acid
Secondary carboxylic acid amide
Secondary alcohol
Carboxamide group
Carboxylic acid ester
Lactone
1,2-diol
1,2-aminoalcohol
Oxacycle
Monocarboxylic acid or derivatives
Organoheterocyclic compound
Organic nitrogen compound
Primary aliphatic amine
Organonitrogen compound
Organooxygen compound
Primary amine
Carbonyl group
Hydrocarbon derivative
Organic oxide
Amine
Alcohol
Organopnictogen compound
Organic oxygen compound
Aromatic heteropolycyclic compound

Molecular Framework

Aromatic heteropolycyclic compounds

External Descriptors

Not Available

Physical Properties

State

Not Available

Experimental Properties

Property	Value	Reference
Melting Point	Not Available	Not Available
Boiling Point	Not Available	Not Available
Water Solubility	Not Available	Not Available
LogP	Not Available	Not Available

Predicted Properties

Property	Value	Source
logP	1.19	ALOGPS
logP	1.97	ChemAxon
logS	-2.7	ALOGPS
pKa (Strongest Acidic)	9.79	ChemAxon
pKa (Strongest Basic)	9.08	ChemAxon
Physiological Charge	1	ChemAxon
Hydrogen Acceptor Count	6	ChemAxon
Hydrogen Donor Count	5	ChemAxon
Polar Surface Area	142.11 Å²	ChemAxon
Rotatable Bond Count	9	ChemAxon
Refractivity	112.03 m³·mol⁻¹	ChemAxon
Polarizability	46.43 Å³	ChemAxon
Number of Rings	2	ChemAxon
Bioavailability	Yes	ChemAxon
Rule of Five	Yes	ChemAxon
Ghose Filter	Yes	ChemAxon
Veber's Rule	No	ChemAxon
MDDR-like Rule	No	ChemAxon

External Links

NPAtlas ID

NPA014938

HMDB ID

Not Available

DrugBank ID

Not Available

Phenol Explorer Compound ID

Not Available

FoodDB ID

Not Available

KNApSAcK ID

Not Available

Chemspider ID

150017

KEGG Compound ID

Not Available

BioCyc ID

Not Available

BiGG ID

Not Available

Wikipedia Link

Not Available

METLIN ID

Not Available

PubChem Compound

171612

PDB ID

Not Available

ChEBI ID

Not Available

Good Scents ID

Not Available

References

General References

Okazaki H, Kishi T, Beppu T, Arima K: Letter: A new antibiotic, baciphelacin. J Antibiot (Tokyo). 1975 Sep;28(9):717-9. doi: 10.7164/antibiotics.28.717. [PubMed:1184483 ]

Showing NP-Card for Baciphelacin (NP0004027)

MOL for NP0004027 (Baciphelacin)

3D MOL for NP0004027 (Baciphelacin)

3D SDF for NP0004027 (Baciphelacin)

3D-SDF for NP0004027 (Baciphelacin)

PDB for NP0004027 (Baciphelacin)

3D PDB for NP0004027 (Baciphelacin)

SMILES for NP0004027 (Baciphelacin)

INCHI for NP0004027 (Baciphelacin)

Structure for NP0004027 (Baciphelacin)

3D Structure for NP0004027 (Baciphelacin)