NP-MRD: Showing NP-Card for TMC-86B (NP0003171)

Jump To Section:

Identification Spectra BioTaxonomy ChemoTaxonomy Physical properties Links References XML

Record Information

Version

1.0

Created at

2020-12-09 00:31:29 UTC

Updated at

2021-07-15 16:45:42 UTC

NP-MRD ID

NP0003171

Secondary Accession Numbers

None

Natural Product Identification

Common Name

TMC-86B

Provided By

NPAtlas

Description

TMC-86B is also known as TMC 86B. TMC-86B is a secondary metabolite. Secondary metabolites are metabolically or physiologically non-essential metabolites that may serve a role as defense or signalling molecules. In some cases they are simply molecules that arise from the incomplete metabolism of other secondary metabolites. TMC-86B is found in Streptomyces and Streptomyces sp. TC 1084. It was first documented in 1999 (PMID: 10695669). Based on a literature review very few articles have been published on TMC-86B (PMID: 10724010).

Structure

MOL 3D MOL SDF 3D SDF PDB SMILES InChI


  Mrv1652306242117453D          

 63 63  0  0  0  0            999 V2000
   -3.4769   -2.6942   -1.3217 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.7065   -1.3830   -1.3252 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.9713   -0.5219   -2.2915 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.6894   -0.7702   -0.3754 C   0  0  2  0  0  0  0  0  0  0  0  0
   -3.9587    0.2328    0.4852 C   0  0  2  0  0  0  0  0  0  0  0  0
   -2.8901   -0.4879    1.2260 N   0  0  0  0  0  0  0  0  0  0  0  0
   -1.5419   -0.1085    1.0727 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.2347    0.8558    0.2911 O   0  0  0  0  0  0  0  0  0  0  0  0
   -0.4784   -0.8205    1.8091 C   0  0  2  0  0  0  0  0  0  0  0  0
   -0.6592   -0.5908    3.3099 C   0  0  2  0  0  0  0  0  0  0  0  0
   -1.8674   -1.0850    3.7011 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.8372   -0.2902    1.4165 N   0  0  0  0  0  0  0  0  0  0  0  0
    1.7810   -1.1321    0.8108 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.5556   -2.3389    0.5807 O   0  0  0  0  0  0  0  0  0  0  0  0
    3.1062   -0.5725    0.4241 C   0  0  2  0  0  0  0  0  0  0  0  0
    3.9512   -1.6159   -0.2363 C   0  0  2  0  0  0  0  0  0  0  0  0
    5.2854   -1.0427   -0.6007 C   0  0  2  0  0  0  0  0  0  0  0  0
    5.1910    0.1213   -1.5527 C   0  0  2  0  0  0  0  0  0  0  0  0
    6.6344    0.5754   -1.8341 C   0  0  2  0  0  0  0  0  0  0  0  0
    6.6507    1.7399   -2.7771 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.3190   -0.5836   -2.5505 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.2856    0.7900   -0.6447 O   0  0  0  0  0  0  0  0  0  0  0  0
   -4.7824    0.9204    1.4730 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.5170    0.7199    2.6757 O   0  0  0  0  0  0  0  0  0  0  0  0
   -5.9092    1.8425    1.2450 C   0  0  2  0  0  0  0  0  0  0  0  0
   -6.2796    2.1650   -0.1596 C   0  0  2  0  0  0  0  0  0  0  0  0
   -7.4312    1.4968   -0.5985 O   0  0  0  0  0  0  0  0  0  0  0  0
   -5.8338    3.0722    2.1658 C   0  0  1  0  0  0  0  0  0  0  0  0
   -6.8046    2.1026    2.2778 O   0  0  0  0  0  0  0  0  0  0  0  0
   -2.7678   -3.1285   -2.0092 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.9969   -3.3489   -0.6300 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.0110   -0.9856   -3.3107 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.4422    0.4769   -2.3996 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.8967   -0.4458   -2.0369 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.0313   -1.5841    0.3261 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.5612   -0.4181   -0.8950 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.4413    0.9901   -0.1290 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.1429   -1.2747    1.8471 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.5248   -1.9013    1.5870 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.5876    0.5158    3.4862 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.2107   -1.0250    3.8441 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.7905   -1.9884    4.0620 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.0249    0.7032    1.6034 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.6458   -0.1867    1.2990 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.9576    0.2870   -0.2806 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.4617   -2.0662   -1.1239 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.0778   -2.4557    0.4838 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.9341   -1.8529   -0.9993 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.8316   -0.6502    0.3012 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.6136    0.9641   -1.1418 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.7547   -0.1415   -2.5189 H   0  0  0  0  0  0  0  0  0  0  0  0
    6.7574    2.7105   -2.2206 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.7231    1.7958   -3.3866 H   0  0  0  0  0  0  0  0  0  0  0  0
    7.5312    1.6868   -3.4498 H   0  0  0  0  0  0  0  0  0  0  0  0
    7.7189   -1.3175   -1.8337 H   0  0  0  0  0  0  0  0  0  0  0  0
    6.5485   -1.0691   -3.1616 H   0  0  0  0  0  0  0  0  0  0  0  0
    8.1321   -0.1375   -3.1693 H   0  0  0  0  0  0  0  0  0  0  0  0
    7.0044    1.6347   -0.2172 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.4054    1.9388   -0.8162 H   0  0  0  0  0  0  0  0  0  0  0  0
   -6.5268    3.2502   -0.2381 H   0  0  0  0  0  0  0  0  0  0  0  0
   -8.0551    1.2997    0.1233 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.1012    3.0895    2.9824 H   0  0  0  0  0  0  0  0  0  0  0  0
   -6.2100    4.0381    1.7685 H   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  2  3  0  0  0
  2  3  1  0  0  0  0
  2  4  1  0  0  0  0
  4  5  1  0  0  0  0
  5  6  1  0  0  0  0
  6  7  1  0  0  0  0
  7  8  2  0  0  0  0
  7  9  1  0  0  0  0
  9 10  1  0  0  0  0
 10 11  1  0  0  0  0
  9 12  1  0  0  0  0
 12 13  1  0  0  0  0
 13 14  2  0  0  0  0
 13 15  1  0  0  0  0
 15 16  1  0  0  0  0
 16 17  1  0  0  0  0
 17 18  1  0  0  0  0
 18 19  1  0  0  0  0
 19 20  1  0  0  0  0
 19 21  1  0  0  0  0
 19 22  1  1  0  0  0
  5 23  1  0  0  0  0
 23 24  2  0  0  0  0
 25 23  1  6  0  0  0
 25 26  1  0  0  0  0
 26 27  1  0  0  0  0
 25 28  1  0  0  0  0
 28 29  1  0  0  0  0
 29 25  1  0  0  0  0
  1 30  1  0  0  0  0
  1 31  1  0  0  0  0
  3 32  1  0  0  0  0
  3 33  1  0  0  0  0
  3 34  1  0  0  0  0
  4 35  1  0  0  0  0
  4 36  1  0  0  0  0
  5 37  1  6  0  0  0
  6 38  1  0  0  0  0
  9 39  1  1  0  0  0
 10 40  1  0  0  0  0
 10 41  1  0  0  0  0
 11 42  1  0  0  0  0
 12 43  1  0  0  0  0
 15 44  1  0  0  0  0
 15 45  1  0  0  0  0
 16 46  1  0  0  0  0
 16 47  1  0  0  0  0
 17 48  1  0  0  0  0
 17 49  1  0  0  0  0
 18 50  1  0  0  0  0
 18 51  1  0  0  0  0
 20 52  1  0  0  0  0
 20 53  1  0  0  0  0
 20 54  1  0  0  0  0
 21 55  1  0  0  0  0
 21 56  1  0  0  0  0
 21 57  1  0  0  0  0
 22 58  1  0  0  0  0
 26 59  1  0  0  0  0
 26 60  1  0  0  0  0
 27 61  1  0  0  0  0
 28 62  1  0  0  0  0
 28 63  1  0  0  0  0
M  END

     RDKit          3D

 63 63  0  0  0  0  0  0  0  0999 V2000
   -3.4769   -2.6942   -1.3217 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.7065   -1.3830   -1.3252 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.9713   -0.5219   -2.2915 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.6894   -0.7702   -0.3754 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.9587    0.2328    0.4852 C   0  0  2  0  0  0  0  0  0  0  0  0
   -2.8901   -0.4879    1.2260 N   0  0  0  0  0  0  0  0  0  0  0  0
   -1.5419   -0.1085    1.0727 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.2347    0.8558    0.2911 O   0  0  0  0  0  0  0  0  0  0  0  0
   -0.4784   -0.8205    1.8091 C   0  0  2  0  0  0  0  0  0  0  0  0
   -0.6592   -0.5908    3.3099 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.8674   -1.0850    3.7011 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.8372   -0.2902    1.4165 N   0  0  0  0  0  0  0  0  0  0  0  0
    1.7810   -1.1321    0.8108 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.5556   -2.3389    0.5807 O   0  0  0  0  0  0  0  0  0  0  0  0
    3.1062   -0.5725    0.4241 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.9512   -1.6159   -0.2363 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.2854   -1.0427   -0.6007 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.1910    0.1213   -1.5527 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.6344    0.5754   -1.8341 C   0  0  2  0  0  0  0  0  0  0  0  0
    6.6507    1.7399   -2.7771 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.3190   -0.5836   -2.5505 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.2856    0.7900   -0.6447 O   0  0  0  0  0  0  0  0  0  0  0  0
   -4.7824    0.9204    1.4730 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.5170    0.7199    2.6757 O   0  0  0  0  0  0  0  0  0  0  0  0
   -5.9092    1.8425    1.2450 C   0  0  2  0  0  0  0  0  0  0  0  0
   -6.2796    2.1650   -0.1596 C   0  0  0  0  0  0  0  0  0  0  0  0
   -7.4312    1.4968   -0.5985 O   0  0  0  0  0  0  0  0  0  0  0  0
   -5.8338    3.0722    2.1658 C   0  0  0  0  0  0  0  0  0  0  0  0
   -6.8046    2.1026    2.2778 O   0  0  0  0  0  0  0  0  0  0  0  0
   -2.7678   -3.1285   -2.0092 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.9969   -3.3489   -0.6300 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.0110   -0.9856   -3.3107 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.4422    0.4769   -2.3996 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.8967   -0.4458   -2.0369 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.0313   -1.5841    0.3261 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.5612   -0.4181   -0.8950 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.4413    0.9901   -0.1290 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.1429   -1.2747    1.8471 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.5248   -1.9013    1.5870 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.5876    0.5158    3.4862 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.2107   -1.0250    3.8441 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.7905   -1.9884    4.0620 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.0249    0.7032    1.6034 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.6458   -0.1867    1.2990 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.9576    0.2870   -0.2806 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.4617   -2.0662   -1.1239 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.0778   -2.4557    0.4838 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.9341   -1.8529   -0.9993 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.8316   -0.6502    0.3012 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.6136    0.9641   -1.1418 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.7547   -0.1415   -2.5189 H   0  0  0  0  0  0  0  0  0  0  0  0
    6.7574    2.7105   -2.2206 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.7231    1.7958   -3.3866 H   0  0  0  0  0  0  0  0  0  0  0  0
    7.5312    1.6868   -3.4498 H   0  0  0  0  0  0  0  0  0  0  0  0
    7.7189   -1.3175   -1.8337 H   0  0  0  0  0  0  0  0  0  0  0  0
    6.5485   -1.0691   -3.1616 H   0  0  0  0  0  0  0  0  0  0  0  0
    8.1321   -0.1375   -3.1693 H   0  0  0  0  0  0  0  0  0  0  0  0
    7.0044    1.6347   -0.2172 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.4054    1.9388   -0.8162 H   0  0  0  0  0  0  0  0  0  0  0  0
   -6.5268    3.2502   -0.2381 H   0  0  0  0  0  0  0  0  0  0  0  0
   -8.0551    1.2997    0.1233 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.1012    3.0895    2.9824 H   0  0  0  0  0  0  0  0  0  0  0  0
   -6.2100    4.0381    1.7685 H   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  2  3
  2  3  1  0
  2  4  1  0
  4  5  1  0
  5  6  1  0
  6  7  1  0
  7  8  2  0
  7  9  1  0
  9 10  1  0
 10 11  1  0
  9 12  1  0
 12 13  1  0
 13 14  2  0
 13 15  1  0
 15 16  1  0
 16 17  1  0
 17 18  1  0
 18 19  1  0
 19 20  1  0
 19 21  1  0
 19 22  1  1
  5 23  1  0
 23 24  2  0
 25 23  1  6
 25 26  1  0
 26 27  1  0
 25 28  1  0
 28 29  1  0
 29 25  1  0
  1 30  1  0
  1 31  1  0
  3 32  1  0
  3 33  1  0
  3 34  1  0
  4 35  1  0
  4 36  1  0
  5 37  1  6
  6 38  1  0
  9 39  1  1
 10 40  1  0
 10 41  1  0
 11 42  1  0
 12 43  1  0
 15 44  1  0
 15 45  1  0
 16 46  1  0
 16 47  1  0
 17 48  1  0
 17 49  1  0
 18 50  1  0
 18 51  1  0
 20 52  1  0
 20 53  1  0
 20 54  1  0
 21 55  1  0
 21 56  1  0
 21 57  1  0
 22 58  1  0
 26 59  1  0
 26 60  1  0
 27 61  1  0
 28 62  1  0
 28 63  1  0
M  END


  Mrv1652306242117453D          

 63 63  0  0  0  0            999 V2000
   -3.4769   -2.6942   -1.3217 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.7065   -1.3830   -1.3252 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.9713   -0.5219   -2.2915 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.6894   -0.7702   -0.3754 C   0  0  2  0  0  0  0  0  0  0  0  0
   -3.9587    0.2328    0.4852 C   0  0  2  0  0  0  0  0  0  0  0  0
   -2.8901   -0.4879    1.2260 N   0  0  0  0  0  0  0  0  0  0  0  0
   -1.5419   -0.1085    1.0727 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.2347    0.8558    0.2911 O   0  0  0  0  0  0  0  0  0  0  0  0
   -0.4784   -0.8205    1.8091 C   0  0  2  0  0  0  0  0  0  0  0  0
   -0.6592   -0.5908    3.3099 C   0  0  2  0  0  0  0  0  0  0  0  0
   -1.8674   -1.0850    3.7011 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.8372   -0.2902    1.4165 N   0  0  0  0  0  0  0  0  0  0  0  0
    1.7810   -1.1321    0.8108 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.5556   -2.3389    0.5807 O   0  0  0  0  0  0  0  0  0  0  0  0
    3.1062   -0.5725    0.4241 C   0  0  2  0  0  0  0  0  0  0  0  0
    3.9512   -1.6159   -0.2363 C   0  0  2  0  0  0  0  0  0  0  0  0
    5.2854   -1.0427   -0.6007 C   0  0  2  0  0  0  0  0  0  0  0  0
    5.1910    0.1213   -1.5527 C   0  0  2  0  0  0  0  0  0  0  0  0
    6.6344    0.5754   -1.8341 C   0  0  2  0  0  0  0  0  0  0  0  0
    6.6507    1.7399   -2.7771 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.3190   -0.5836   -2.5505 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.2856    0.7900   -0.6447 O   0  0  0  0  0  0  0  0  0  0  0  0
   -4.7824    0.9204    1.4730 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.5170    0.7199    2.6757 O   0  0  0  0  0  0  0  0  0  0  0  0
   -5.9092    1.8425    1.2450 C   0  0  2  0  0  0  0  0  0  0  0  0
   -6.2796    2.1650   -0.1596 C   0  0  2  0  0  0  0  0  0  0  0  0
   -7.4312    1.4968   -0.5985 O   0  0  0  0  0  0  0  0  0  0  0  0
   -5.8338    3.0722    2.1658 C   0  0  1  0  0  0  0  0  0  0  0  0
   -6.8046    2.1026    2.2778 O   0  0  0  0  0  0  0  0  0  0  0  0
   -2.7678   -3.1285   -2.0092 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.9969   -3.3489   -0.6300 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.0110   -0.9856   -3.3107 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.4422    0.4769   -2.3996 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.8967   -0.4458   -2.0369 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.0313   -1.5841    0.3261 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.5612   -0.4181   -0.8950 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.4413    0.9901   -0.1290 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.1429   -1.2747    1.8471 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.5248   -1.9013    1.5870 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.5876    0.5158    3.4862 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.2107   -1.0250    3.8441 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.7905   -1.9884    4.0620 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.0249    0.7032    1.6034 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.6458   -0.1867    1.2990 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.9576    0.2870   -0.2806 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.4617   -2.0662   -1.1239 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.0778   -2.4557    0.4838 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.9341   -1.8529   -0.9993 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.8316   -0.6502    0.3012 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.6136    0.9641   -1.1418 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.7547   -0.1415   -2.5189 H   0  0  0  0  0  0  0  0  0  0  0  0
    6.7574    2.7105   -2.2206 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.7231    1.7958   -3.3866 H   0  0  0  0  0  0  0  0  0  0  0  0
    7.5312    1.6868   -3.4498 H   0  0  0  0  0  0  0  0  0  0  0  0
    7.7189   -1.3175   -1.8337 H   0  0  0  0  0  0  0  0  0  0  0  0
    6.5485   -1.0691   -3.1616 H   0  0  0  0  0  0  0  0  0  0  0  0
    8.1321   -0.1375   -3.1693 H   0  0  0  0  0  0  0  0  0  0  0  0
    7.0044    1.6347   -0.2172 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.4054    1.9388   -0.8162 H   0  0  0  0  0  0  0  0  0  0  0  0
   -6.5268    3.2502   -0.2381 H   0  0  0  0  0  0  0  0  0  0  0  0
   -8.0551    1.2997    0.1233 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.1012    3.0895    2.9824 H   0  0  0  0  0  0  0  0  0  0  0  0
   -6.2100    4.0381    1.7685 H   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  2  3  0  0  0
  2  3  1  0  0  0  0
  2  4  1  0  0  0  0
  4  5  1  0  0  0  0
  5  6  1  0  0  0  0
  6  7  1  0  0  0  0
  7  8  2  0  0  0  0
  7  9  1  0  0  0  0
  9 10  1  0  0  0  0
 10 11  1  0  0  0  0
  9 12  1  0  0  0  0
 12 13  1  0  0  0  0
 13 14  2  0  0  0  0
 13 15  1  0  0  0  0
 15 16  1  0  0  0  0
 16 17  1  0  0  0  0
 17 18  1  0  0  0  0
 18 19  1  0  0  0  0
 19 20  1  0  0  0  0
 19 21  1  0  0  0  0
 19 22  1  1  0  0  0
  5 23  1  0  0  0  0
 23 24  2  0  0  0  0
 25 23  1  6  0  0  0
 25 26  1  0  0  0  0
 26 27  1  0  0  0  0
 25 28  1  0  0  0  0
 28 29  1  0  0  0  0
 29 25  1  0  0  0  0
  1 30  1  0  0  0  0
  1 31  1  0  0  0  0
  3 32  1  0  0  0  0
  3 33  1  0  0  0  0
  3 34  1  0  0  0  0
  4 35  1  0  0  0  0
  4 36  1  0  0  0  0
  5 37  1  6  0  0  0
  6 38  1  0  0  0  0
  9 39  1  1  0  0  0
 10 40  1  0  0  0  0
 10 41  1  0  0  0  0
 11 42  1  0  0  0  0
 12 43  1  0  0  0  0
 15 44  1  0  0  0  0
 15 45  1  0  0  0  0
 16 46  1  0  0  0  0
 16 47  1  0  0  0  0
 17 48  1  0  0  0  0
 17 49  1  0  0  0  0
 18 50  1  0  0  0  0
 18 51  1  0  0  0  0
 20 52  1  0  0  0  0
 20 53  1  0  0  0  0
 20 54  1  0  0  0  0
 21 55  1  0  0  0  0
 21 56  1  0  0  0  0
 21 57  1  0  0  0  0
 22 58  1  0  0  0  0
 26 59  1  0  0  0  0
 26 60  1  0  0  0  0
 27 61  1  0  0  0  0
 28 62  1  0  0  0  0
 28 63  1  0  0  0  0
M  END
> <DATABASE_ID>
NP0003171

> <DATABASE_NAME>
NP-MRD

> <SMILES>
[H]OC([H])([H])[C@]([H])(N([H])C(=O)C([H])([H])C([H])([H])C([H])([H])C([H])([H])C(O[H])(C([H])([H])[H])C([H])([H])[H])C(=O)N([H])[C@]([H])(C(=O)[C@]1(OC1([H])[H])C([H])([H])O[H])C([H])([H])C(=C([H])[H])C([H])([H])[H]

> <INCHI_IDENTIFIER>
InChI=1S/C20H34N2O7/c1-13(2)9-14(17(26)20(11-24)12-29-20)22-18(27)15(10-23)21-16(25)7-5-6-8-19(3,4)28/h14-15,23-24,28H,1,5-12H2,2-4H3,(H,21,25)(H,22,27)/t14-,15-,20-/m0/s1

> <INCHI_KEY>
UUYGJEDLSUBYHW-CHWWFWEZSA-N

> <FORMULA>
C20H34N2O7

> <MOLECULAR_WEIGHT>
414.499

> <EXACT_MASS>
414.236601443

> <JCHEM_ACCEPTOR_COUNT>
7

> <JCHEM_ATOM_COUNT>
63

> <JCHEM_AVERAGE_POLARIZABILITY>
44.259028309604616

> <JCHEM_BIOAVAILABILITY>
1

> <JCHEM_DONOR_COUNT>
5

> <JCHEM_FORMAL_CHARGE>
0

> <JCHEM_GHOSE_FILTER>
0

> <JCHEM_IUPAC>
6-hydroxy-N-[(1S)-2-hydroxy-1-{[(2S)-1-[(2S)-2-(hydroxymethyl)oxiran-2-yl]-4-methyl-1-oxopent-4-en-2-yl]carbamoyl}ethyl]-6-methylheptanamide

> <ALOGPS_LOGP>
-0.15

> <JCHEM_LOGP>
-0.5603231680000008

> <ALOGPS_LOGS>
-2.33

> <JCHEM_MDDR_LIKE_RULE>
0

> <JCHEM_NUMBER_OF_RINGS>
1

> <JCHEM_PHYSIOLOGICAL_CHARGE>
0

> <JCHEM_PKA>
12.9840452156398

> <JCHEM_PKA_STRONGEST_ACIDIC>
12.049720575813707

> <JCHEM_PKA_STRONGEST_BASIC>
-1.0810350702111964

> <JCHEM_POLAR_SURFACE_AREA>
148.49

> <JCHEM_REFRACTIVITY>
105.68669999999999

> <JCHEM_ROTATABLE_BOND_COUNT>
14

> <JCHEM_RULE_OF_FIVE>
1

> <ALOGPS_SOLUBILITY>
1.96e+00 g/l

> <JCHEM_TRADITIONAL_IUPAC>
6-hydroxy-N-[(1S)-2-hydroxy-1-{[(2S)-1-[(2S)-2-(hydroxymethyl)oxiran-2-yl]-4-methyl-1-oxopent-4-en-2-yl]carbamoyl}ethyl]-6-methylheptanamide

> <JCHEM_VEBER_RULE>
0

$$$$

     RDKit          3D

 63 63  0  0  0  0  0  0  0  0999 V2000
   -3.4769   -2.6942   -1.3217 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.7065   -1.3830   -1.3252 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.9713   -0.5219   -2.2915 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.6894   -0.7702   -0.3754 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.9587    0.2328    0.4852 C   0  0  2  0  0  0  0  0  0  0  0  0
   -2.8901   -0.4879    1.2260 N   0  0  0  0  0  0  0  0  0  0  0  0
   -1.5419   -0.1085    1.0727 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.2347    0.8558    0.2911 O   0  0  0  0  0  0  0  0  0  0  0  0
   -0.4784   -0.8205    1.8091 C   0  0  2  0  0  0  0  0  0  0  0  0
   -0.6592   -0.5908    3.3099 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.8674   -1.0850    3.7011 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.8372   -0.2902    1.4165 N   0  0  0  0  0  0  0  0  0  0  0  0
    1.7810   -1.1321    0.8108 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.5556   -2.3389    0.5807 O   0  0  0  0  0  0  0  0  0  0  0  0
    3.1062   -0.5725    0.4241 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.9512   -1.6159   -0.2363 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.2854   -1.0427   -0.6007 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.1910    0.1213   -1.5527 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.6344    0.5754   -1.8341 C   0  0  2  0  0  0  0  0  0  0  0  0
    6.6507    1.7399   -2.7771 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.3190   -0.5836   -2.5505 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.2856    0.7900   -0.6447 O   0  0  0  0  0  0  0  0  0  0  0  0
   -4.7824    0.9204    1.4730 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.5170    0.7199    2.6757 O   0  0  0  0  0  0  0  0  0  0  0  0
   -5.9092    1.8425    1.2450 C   0  0  2  0  0  0  0  0  0  0  0  0
   -6.2796    2.1650   -0.1596 C   0  0  0  0  0  0  0  0  0  0  0  0
   -7.4312    1.4968   -0.5985 O   0  0  0  0  0  0  0  0  0  0  0  0
   -5.8338    3.0722    2.1658 C   0  0  0  0  0  0  0  0  0  0  0  0
   -6.8046    2.1026    2.2778 O   0  0  0  0  0  0  0  0  0  0  0  0
   -2.7678   -3.1285   -2.0092 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.9969   -3.3489   -0.6300 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.0110   -0.9856   -3.3107 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.4422    0.4769   -2.3996 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.8967   -0.4458   -2.0369 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.0313   -1.5841    0.3261 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.5612   -0.4181   -0.8950 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.4413    0.9901   -0.1290 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.1429   -1.2747    1.8471 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.5248   -1.9013    1.5870 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.5876    0.5158    3.4862 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.2107   -1.0250    3.8441 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.7905   -1.9884    4.0620 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.0249    0.7032    1.6034 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.6458   -0.1867    1.2990 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.9576    0.2870   -0.2806 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.4617   -2.0662   -1.1239 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.0778   -2.4557    0.4838 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.9341   -1.8529   -0.9993 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.8316   -0.6502    0.3012 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.6136    0.9641   -1.1418 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.7547   -0.1415   -2.5189 H   0  0  0  0  0  0  0  0  0  0  0  0
    6.7574    2.7105   -2.2206 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.7231    1.7958   -3.3866 H   0  0  0  0  0  0  0  0  0  0  0  0
    7.5312    1.6868   -3.4498 H   0  0  0  0  0  0  0  0  0  0  0  0
    7.7189   -1.3175   -1.8337 H   0  0  0  0  0  0  0  0  0  0  0  0
    6.5485   -1.0691   -3.1616 H   0  0  0  0  0  0  0  0  0  0  0  0
    8.1321   -0.1375   -3.1693 H   0  0  0  0  0  0  0  0  0  0  0  0
    7.0044    1.6347   -0.2172 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.4054    1.9388   -0.8162 H   0  0  0  0  0  0  0  0  0  0  0  0
   -6.5268    3.2502   -0.2381 H   0  0  0  0  0  0  0  0  0  0  0  0
   -8.0551    1.2997    0.1233 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.1012    3.0895    2.9824 H   0  0  0  0  0  0  0  0  0  0  0  0
   -6.2100    4.0381    1.7685 H   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  2  3
  2  3  1  0
  2  4  1  0
  4  5  1  0
  5  6  1  0
  6  7  1  0
  7  8  2  0
  7  9  1  0
  9 10  1  0
 10 11  1  0
  9 12  1  0
 12 13  1  0
 13 14  2  0
 13 15  1  0
 15 16  1  0
 16 17  1  0
 17 18  1  0
 18 19  1  0
 19 20  1  0
 19 21  1  0
 19 22  1  1
  5 23  1  0
 23 24  2  0
 25 23  1  6
 25 26  1  0
 26 27  1  0
 25 28  1  0
 28 29  1  0
 29 25  1  0
  1 30  1  0
  1 31  1  0
  3 32  1  0
  3 33  1  0
  3 34  1  0
  4 35  1  0
  4 36  1  0
  5 37  1  6
  6 38  1  0
  9 39  1  1
 10 40  1  0
 10 41  1  0
 11 42  1  0
 12 43  1  0
 15 44  1  0
 15 45  1  0
 16 46  1  0
 16 47  1  0
 17 48  1  0
 17 49  1  0
 18 50  1  0
 18 51  1  0
 20 52  1  0
 20 53  1  0
 20 54  1  0
 21 55  1  0
 21 56  1  0
 21 57  1  0
 22 58  1  0
 26 59  1  0
 26 60  1  0
 27 61  1  0
 28 62  1  0
 28 63  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      -3.477  -2.694  -1.322  0.00  0.00           C+0
HETATM    2  C   UNK     0      -3.707  -1.383  -1.325  0.00  0.00           C+0
HETATM    3  C   UNK     0      -2.971  -0.522  -2.292  0.00  0.00           C+0
HETATM    4  C   UNK     0      -4.689  -0.770  -0.375  0.00  0.00           C+0
HETATM    5  C   UNK     0      -3.959   0.233   0.485  0.00  0.00           C+0
HETATM    6  N   UNK     0      -2.890  -0.488   1.226  0.00  0.00           N+0
HETATM    7  C   UNK     0      -1.542  -0.109   1.073  0.00  0.00           C+0
HETATM    8  O   UNK     0      -1.235   0.856   0.291  0.00  0.00           O+0
HETATM    9  C   UNK     0      -0.478  -0.821   1.809  0.00  0.00           C+0
HETATM   10  C   UNK     0      -0.659  -0.591   3.310  0.00  0.00           C+0
HETATM   11  O   UNK     0      -1.867  -1.085   3.701  0.00  0.00           O+0
HETATM   12  N   UNK     0       0.837  -0.290   1.417  0.00  0.00           N+0
HETATM   13  C   UNK     0       1.781  -1.132   0.811  0.00  0.00           C+0
HETATM   14  O   UNK     0       1.556  -2.339   0.581  0.00  0.00           O+0
HETATM   15  C   UNK     0       3.106  -0.573   0.424  0.00  0.00           C+0
HETATM   16  C   UNK     0       3.951  -1.616  -0.236  0.00  0.00           C+0
HETATM   17  C   UNK     0       5.285  -1.043  -0.601  0.00  0.00           C+0
HETATM   18  C   UNK     0       5.191   0.121  -1.553  0.00  0.00           C+0
HETATM   19  C   UNK     0       6.634   0.575  -1.834  0.00  0.00           C+0
HETATM   20  C   UNK     0       6.651   1.740  -2.777  0.00  0.00           C+0
HETATM   21  C   UNK     0       7.319  -0.584  -2.551  0.00  0.00           C+0
HETATM   22  O   UNK     0       7.286   0.790  -0.645  0.00  0.00           O+0
HETATM   23  C   UNK     0      -4.782   0.920   1.473  0.00  0.00           C+0
HETATM   24  O   UNK     0      -4.517   0.720   2.676  0.00  0.00           O+0
HETATM   25  C   UNK     0      -5.909   1.843   1.245  0.00  0.00           C+0
HETATM   26  C   UNK     0      -6.280   2.165  -0.160  0.00  0.00           C+0
HETATM   27  O   UNK     0      -7.431   1.497  -0.599  0.00  0.00           O+0
HETATM   28  C   UNK     0      -5.834   3.072   2.166  0.00  0.00           C+0
HETATM   29  O   UNK     0      -6.805   2.103   2.278  0.00  0.00           O+0
HETATM   30  H   UNK     0      -2.768  -3.128  -2.009  0.00  0.00           H+0
HETATM   31  H   UNK     0      -3.997  -3.349  -0.630  0.00  0.00           H+0
HETATM   32  H   UNK     0      -3.011  -0.986  -3.311  0.00  0.00           H+0
HETATM   33  H   UNK     0      -3.442   0.477  -2.400  0.00  0.00           H+0
HETATM   34  H   UNK     0      -1.897  -0.446  -2.037  0.00  0.00           H+0
HETATM   35  H   UNK     0      -5.031  -1.584   0.326  0.00  0.00           H+0
HETATM   36  H   UNK     0      -5.561  -0.418  -0.895  0.00  0.00           H+0
HETATM   37  H   UNK     0      -3.441   0.990  -0.129  0.00  0.00           H+0
HETATM   38  H   UNK     0      -3.143  -1.275   1.847  0.00  0.00           H+0
HETATM   39  H   UNK     0      -0.525  -1.901   1.587  0.00  0.00           H+0
HETATM   40  H   UNK     0      -0.588   0.516   3.486  0.00  0.00           H+0
HETATM   41  H   UNK     0       0.211  -1.025   3.844  0.00  0.00           H+0
HETATM   42  H   UNK     0      -1.791  -1.988   4.062  0.00  0.00           H+0
HETATM   43  H   UNK     0       1.025   0.703   1.603  0.00  0.00           H+0
HETATM   44  H   UNK     0       3.646  -0.187   1.299  0.00  0.00           H+0
HETATM   45  H   UNK     0       2.958   0.287  -0.281  0.00  0.00           H+0
HETATM   46  H   UNK     0       3.462  -2.066  -1.124  0.00  0.00           H+0
HETATM   47  H   UNK     0       4.078  -2.456   0.484  0.00  0.00           H+0
HETATM   48  H   UNK     0       5.934  -1.853  -0.999  0.00  0.00           H+0
HETATM   49  H   UNK     0       5.832  -0.650   0.301  0.00  0.00           H+0
HETATM   50  H   UNK     0       4.614   0.964  -1.142  0.00  0.00           H+0
HETATM   51  H   UNK     0       4.755  -0.142  -2.519  0.00  0.00           H+0
HETATM   52  H   UNK     0       6.757   2.711  -2.221  0.00  0.00           H+0
HETATM   53  H   UNK     0       5.723   1.796  -3.387  0.00  0.00           H+0
HETATM   54  H   UNK     0       7.531   1.687  -3.450  0.00  0.00           H+0
HETATM   55  H   UNK     0       7.719  -1.317  -1.834  0.00  0.00           H+0
HETATM   56  H   UNK     0       6.548  -1.069  -3.162  0.00  0.00           H+0
HETATM   57  H   UNK     0       8.132  -0.138  -3.169  0.00  0.00           H+0
HETATM   58  H   UNK     0       7.004   1.635  -0.217  0.00  0.00           H+0
HETATM   59  H   UNK     0      -5.405   1.939  -0.816  0.00  0.00           H+0
HETATM   60  H   UNK     0      -6.527   3.250  -0.238  0.00  0.00           H+0
HETATM   61  H   UNK     0      -8.055   1.300   0.123  0.00  0.00           H+0
HETATM   62  H   UNK     0      -5.101   3.090   2.982  0.00  0.00           H+0
HETATM   63  H   UNK     0      -6.210   4.038   1.769  0.00  0.00           H+0
CONECT    1    2   30   31                                                  
CONECT    2    1    3    4                                                  
CONECT    3    2   32   33   34                                             
CONECT    4    2    5   35   36                                             
CONECT    5    4    6   23   37                                             
CONECT    6    5    7   38                                                  
CONECT    7    6    8    9                                                  
CONECT    8    7                                                            
CONECT    9    7   10   12   39                                             
CONECT   10    9   11   40   41                                             
CONECT   11   10   42                                                       
CONECT   12    9   13   43                                                  
CONECT   13   12   14   15                                                  
CONECT   14   13                                                            
CONECT   15   13   16   44   45                                             
CONECT   16   15   17   46   47                                             
CONECT   17   16   18   48   49                                             
CONECT   18   17   19   50   51                                             
CONECT   19   18   20   21   22                                             
CONECT   20   19   52   53   54                                             
CONECT   21   19   55   56   57                                             
CONECT   22   19   58                                                       
CONECT   23    5   24   25                                                  
CONECT   24   23                                                            
CONECT   25   23   26   28   29                                             
CONECT   26   25   27   59   60                                             
CONECT   27   26   61                                                       
CONECT   28   25   29   62   63                                             
CONECT   29   28   25                                                       
CONECT   30    1                                                            
CONECT   31    1                                                            
CONECT   32    3                                                            
CONECT   33    3                                                            
CONECT   34    3                                                            
CONECT   35    4                                                            
CONECT   36    4                                                            
CONECT   37    5                                                            
CONECT   38    6                                                            
CONECT   39    9                                                            
CONECT   40   10                                                            
CONECT   41   10                                                            
CONECT   42   11                                                            
CONECT   43   12                                                            
CONECT   44   15                                                            
CONECT   45   15                                                            
CONECT   46   16                                                            
CONECT   47   16                                                            
CONECT   48   17                                                            
CONECT   49   17                                                            
CONECT   50   18                                                            
CONECT   51   18                                                            
CONECT   52   20                                                            
CONECT   53   20                                                            
CONECT   54   20                                                            
CONECT   55   21                                                            
CONECT   56   21                                                            
CONECT   57   21                                                            
CONECT   58   22                                                            
CONECT   59   26                                                            
CONECT   60   26                                                            
CONECT   61   27                                                            
CONECT   62   28                                                            
CONECT   63   28                                                            
MASTER        0    0    0    0    0    0    0    0   63    0  126    0
END

RDKit          3D

63 63  0  0  0  0  0  0  0  0999 V2000
   -3.4769   -2.6942   -1.3217 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.7065   -1.3830   -1.3252 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.9713   -0.5219   -2.2915 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.6894   -0.7702   -0.3754 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.9587    0.2328    0.4852 C   0  0  2  0  0  0  0  0  0  0  0  0
   -2.8901   -0.4879    1.2260 N   0  0  0  0  0  0  0  0  0  0  0  0
   -1.5419   -0.1085    1.0727 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.2347    0.8558    0.2911 O   0  0  0  0  0  0  0  0  0  0  0  0
   -0.4784   -0.8205    1.8091 C   0  0  2  0  0  0  0  0  0  0  0  0
   -0.6592   -0.5908    3.3099 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.8674   -1.0850    3.7011 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.8372   -0.2902    1.4165 N   0  0  0  0  0  0  0  0  0  0  0  0
    1.7810   -1.1321    0.8108 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.5556   -2.3389    0.5807 O   0  0  0  0  0  0  0  0  0  0  0  0
    3.1062   -0.5725    0.4241 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.9512   -1.6159   -0.2363 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.2854   -1.0427   -0.6007 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.1910    0.1213   -1.5527 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.6344    0.5754   -1.8341 C   0  0  2  0  0  0  0  0  0  0  0  0
    6.6507    1.7399   -2.7771 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.3190   -0.5836   -2.5505 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.2856    0.7900   -0.6447 O   0  0  0  0  0  0  0  0  0  0  0  0
   -4.7824    0.9204    1.4730 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.5170    0.7199    2.6757 O   0  0  0  0  0  0  0  0  0  0  0  0
   -5.9092    1.8425    1.2450 C   0  0  2  0  0  0  0  0  0  0  0  0
   -6.2796    2.1650   -0.1596 C   0  0  0  0  0  0  0  0  0  0  0  0
   -7.4312    1.4968   -0.5985 O   0  0  0  0  0  0  0  0  0  0  0  0
   -5.8338    3.0722    2.1658 C   0  0  0  0  0  0  0  0  0  0  0  0
   -6.8046    2.1026    2.2778 O   0  0  0  0  0  0  0  0  0  0  0  0
   -2.7678   -3.1285   -2.0092 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.9969   -3.3489   -0.6300 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.0110   -0.9856   -3.3107 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.4422    0.4769   -2.3996 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.8967   -0.4458   -2.0369 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.0313   -1.5841    0.3261 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.5612   -0.4181   -0.8950 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.4413    0.9901   -0.1290 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.1429   -1.2747    1.8471 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.5248   -1.9013    1.5870 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.5876    0.5158    3.4862 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.2107   -1.0250    3.8441 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.7905   -1.9884    4.0620 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.0249    0.7032    1.6034 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.6458   -0.1867    1.2990 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.9576    0.2870   -0.2806 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.4617   -2.0662   -1.1239 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.0778   -2.4557    0.4838 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.9341   -1.8529   -0.9993 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.8316   -0.6502    0.3012 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.6136    0.9641   -1.1418 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.7547   -0.1415   -2.5189 H   0  0  0  0  0  0  0  0  0  0  0  0
    6.7574    2.7105   -2.2206 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.7231    1.7958   -3.3866 H   0  0  0  0  0  0  0  0  0  0  0  0
    7.5312    1.6868   -3.4498 H   0  0  0  0  0  0  0  0  0  0  0  0
    7.7189   -1.3175   -1.8337 H   0  0  0  0  0  0  0  0  0  0  0  0
    6.5485   -1.0691   -3.1616 H   0  0  0  0  0  0  0  0  0  0  0  0
    8.1321   -0.1375   -3.1693 H   0  0  0  0  0  0  0  0  0  0  0  0
    7.0044    1.6347   -0.2172 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.4054    1.9388   -0.8162 H   0  0  0  0  0  0  0  0  0  0  0  0
   -6.5268    3.2502   -0.2381 H   0  0  0  0  0  0  0  0  0  0  0  0
   -8.0551    1.2997    0.1233 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.1012    3.0895    2.9824 H   0  0  0  0  0  0  0  0  0  0  0  0
   -6.2100    4.0381    1.7685 H   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  2  3
  2  3  1  0
  2  4  1  0
  4  5  1  0
  5  6  1  0
  6  7  1  0
  7  8  2  0
  7  9  1  0
  9 10  1  0
 10 11  1  0
  9 12  1  0
 12 13  1  0
 13 14  2  0
 13 15  1  0
 15 16  1  0
 16 17  1  0
 17 18  1  0
 18 19  1  0
 19 20  1  0
 19 21  1  0
 19 22  1  1
  5 23  1  0
 23 24  2  0
 25 23  1  6
 25 26  1  0
 26 27  1  0
 25 28  1  0
 28 29  1  0
 29 25  1  0
  1 30  1  0
  1 31  1  0
  3 32  1  0
  3 33  1  0
  3 34  1  0
  4 35  1  0
  4 36  1  0
  5 37  1  6
  6 38  1  0
  9 39  1  1
 10 40  1  0
 10 41  1  0
 11 42  1  0
 12 43  1  0
 15 44  1  0
 15 45  1  0
 16 46  1  0
 16 47  1  0
 17 48  1  0
 17 49  1  0
 18 50  1  0
 18 51  1  0
 20 52  1  0
 20 53  1  0
 20 54  1  0
 21 55  1  0
 21 56  1  0
 21 57  1  0
 22 58  1  0
 26 59  1  0
 26 60  1  0
 27 61  1  0
 28 62  1  0
 28 63  1  0
M  END

View in JSmol View NMR Assignments

Synonyms

Value	Source
TMC 86b	MeSH

Chemical Formula

C₂₀H₃₄N₂O₇

Average Mass

414.4990 Da

Monoisotopic Mass

414.23660 Da

IUPAC Name

6-hydroxy-N-[(1S)-2-hydroxy-1-{[(2S)-1-[(2S)-2-(hydroxymethyl)oxiran-2-yl]-4-methyl-1-oxopent-4-en-2-yl]carbamoyl}ethyl]-6-methylheptanamide

Traditional Name

6-hydroxy-N-[(1S)-2-hydroxy-1-{[(2S)-1-[(2S)-2-(hydroxymethyl)oxiran-2-yl]-4-methyl-1-oxopent-4-en-2-yl]carbamoyl}ethyl]-6-methylheptanamide

CAS Registry Number

Not Available

SMILES

CC(=C)CC(NC(=O)[C@H](CO)NC(=O)CCCCC(C)(C)O)C(=O)C1(CO)CO1

InChI Identifier

InChI=1S/C20H34N2O7/c1-13(2)9-14(17(26)20(11-24)12-29-20)22-18(27)15(10-23)21-16(25)7-5-6-8-19(3,4)28/h14-15,23-24,28H,1,5-12H2,2-4H3,(H,21,25)(H,22,27)/t14?,15-,20?/m0/s1

InChI Key

UUYGJEDLSUBYHW-CHWWFWEZSA-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
Streptomyces	NPAtlas	10695669
Streptomyces sp. TC 1084	Bacteria	KNApSAcK

Chemical Taxonomy

Classification

Not classified

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	-0.15	ALOGPS
logP	-0.56	ChemAxon
logS	-2.3	ALOGPS
pKa (Strongest Acidic)	12.05	ChemAxon
pKa (Strongest Basic)	-1.1	ChemAxon
Physiological Charge	0	ChemAxon
Hydrogen Acceptor Count	7	ChemAxon
Hydrogen Donor Count	5	ChemAxon
Polar Surface Area	148.49 Å²	ChemAxon
Rotatable Bond Count	14	ChemAxon
Refractivity	105.69 m³·mol⁻¹	ChemAxon
Polarizability	44.26 Å³	ChemAxon
Number of Rings	1	ChemAxon
Bioavailability	Yes	ChemAxon
Rule of Five	Yes	ChemAxon
Ghose Filter	No	ChemAxon
Veber's Rule	No	ChemAxon
MDDR-like Rule	No	ChemAxon

External Links

NPAtlas ID

NPA003802

HMDB ID

Not Available

DrugBank ID

Not Available

Phenol Explorer Compound ID

Not Available

FoodDB ID

Not Available

KNApSAcK ID

Not Available

Chemspider ID

8177425

KEGG Compound ID

Not Available

BioCyc ID

Not Available

BiGG ID

Not Available

Wikipedia Link

Not Available

METLIN ID

Not Available

PubChem Compound

10001844

PDB ID

Not Available

ChEBI ID

66243

Good Scents ID

Not Available

References

General References

Koguchi Y, Kohno J, Suzuki S, Nishio M, Takahashi K, Ohnuki T, Komatsubara S: TMC-86A, B and TMC-96, new proteasome inhibitors from Streptomyces sp. TC 1084 and Saccharothrix sp. TC 1094. I. Taxonomy, fermentation, isolation, and biological activities. J Antibiot (Tokyo). 1999 Dec;52(12):1069-76. doi: 10.7164/antibiotics.52.1069. [PubMed:10695669 ]
Koguchi Y, Kohno J, Suzuki S, Nishio M, Takahashi K, Ohnuki T, Komatsubara S: TMC-86A, B and TMC-96, new proteasome inhibitors from Streptomyces sp. TC 1084 and Saccharothrix sp. TC 1094. II. Physico-chemical properties and structure determination. J Antibiot (Tokyo). 2000 Jan;53(1):63-5. doi: 10.7164/antibiotics.53.63. [PubMed:10724010 ]

Showing NP-Card for TMC-86B (NP0003171)

MOL for NP0003171 (TMC-86B)

3D MOL for NP0003171 (TMC-86B)

3D SDF for NP0003171 (TMC-86B)

3D-SDF for NP0003171 (TMC-86B)

PDB for NP0003171 (TMC-86B)

3D PDB for NP0003171 (TMC-86B)

SMILES for NP0003171 (TMC-86B)

INCHI for NP0003171 (TMC-86B)

Structure for NP0003171 (TMC-86B)

3D Structure for NP0003171 (TMC-86B)