NP-MRD: Showing NP-Card for Quinolactacin A (NP0003604)

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Record Information

Version

1.0

Created at

2020-12-09 00:48:28 UTC

Updated at

2021-07-15 16:46:52 UTC

NP-MRD ID

NP0003604

Secondary Accession Numbers

None

Natural Product Identification

Common Name

Quinolactacin A

Provided By

NPAtlas

Description

Quinolactacin A is found in Penicillium, Penicillium citrinum 90648 and Penicillium sp. (EPF-6). It was first documented in 2000 (PMID: 11213285). Based on a literature review very few articles have been published on 3-(butan-2-yl)-1-hydroxy-4-methyl-3H,4H,9H-pyrrolo[3,4-b]quinolin-9-one.

Structure

MOL 3D MOL SDF 3D SDF PDB SMILES InChI


  Mrv1652306242117483D          

 38 40  0  0  0  0            999 V2000
    3.9327    0.1618   -1.2832 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.6508   -0.3604    0.0998 C   0  0  2  0  0  0  0  0  0  0  0  0
    2.1673   -0.7424    0.2544 C   0  0  1  0  0  0  0  0  0  0  0  0
    2.0090   -1.2445    1.6597 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.3766    0.4963    0.0551 C   0  0  2  0  0  0  0  0  0  0  0  0
    1.7813    1.4423    1.0547 N   0  0  0  0  0  0  0  0  0  0  0  0
    0.6199    1.8432    1.7443 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.5457    2.6242    2.7456 O   0  0  0  0  0  0  0  0  0  0  0  0
   -0.5280    1.2023    1.1117 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.0487    0.4417    0.0785 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.0103   -0.2019   -0.6526 N   0  0  0  0  0  0  0  0  0  0  0  0
   -0.5723   -0.9922   -1.7599 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.3271   -0.1211   -0.4056 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.2399   -0.8213   -1.2076 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.5858   -0.7431   -0.9563 C   0  0  0  0  0  0  0  0  0  0  0  0
   -5.0354    0.0299    0.0924 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.1627    0.7223    0.8893 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.7879    0.6491    0.6413 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.8825    1.3162    1.4059 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.2984    2.0245    2.3670 O   0  0  0  0  0  0  0  0  0  0  0  0
    4.8957   -0.2028   -1.6995 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.9876    1.2761   -1.2101 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.1506   -0.0861   -2.0147 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.0019    0.2702    0.9082 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.1965   -1.3353    0.1877 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.0586   -1.5291   -0.5130 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.1252   -0.7968    2.1841 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.8884   -0.9747    2.3139 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.9748   -2.3585    1.6855 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.6890    0.9554   -0.9334 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.7313    1.8186    1.2948 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.8573   -2.0493   -1.6438 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.1533   -0.6352   -2.6691 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.4657   -0.8134   -2.0893 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.8736   -1.4236   -2.0206 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.3189   -1.2857   -1.5751 H   0  0  0  0  0  0  0  0  0  0  0  0
   -6.1065    0.1037    0.3073 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.4600    1.3396    1.7200 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
  6  7  1  0  0  0  0
  7  8  2  0  0  0  0
  7  9  1  0  0  0  0
  9 10  2  0  0  0  0
 10 11  1  0  0  0  0
 11 12  1  0  0  0  0
 11 13  1  0  0  0  0
 13 14  2  0  0  0  0
 14 15  1  0  0  0  0
 15 16  2  0  0  0  0
 16 17  1  0  0  0  0
 17 18  2  0  0  0  0
 18 19  1  0  0  0  0
 19 20  2  0  0  0  0
 10  5  1  0  0  0  0
 18 13  1  0  0  0  0
 19  9  1  0  0  0  0
  1 21  1  0  0  0  0
  1 22  1  0  0  0  0
  1 23  1  0  0  0  0
  2 24  1  0  0  0  0
  2 25  1  0  0  0  0
  3 26  1  6  0  0  0
  4 27  1  0  0  0  0
  4 28  1  0  0  0  0
  4 29  1  0  0  0  0
  5 30  1  6  0  0  0
  6 31  1  0  0  0  0
 12 32  1  0  0  0  0
 12 33  1  0  0  0  0
 12 34  1  0  0  0  0
 14 35  1  0  0  0  0
 15 36  1  0  0  0  0
 16 37  1  0  0  0  0
 17 38  1  0  0  0  0
M  END

     RDKit          3D

 38 40  0  0  0  0  0  0  0  0999 V2000
    3.9327    0.1618   -1.2832 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.6508   -0.3604    0.0998 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.1673   -0.7424    0.2544 C   0  0  1  0  0  0  0  0  0  0  0  0
    2.0090   -1.2445    1.6597 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.3766    0.4963    0.0551 C   0  0  2  0  0  0  0  0  0  0  0  0
    1.7813    1.4423    1.0547 N   0  0  0  0  0  0  0  0  0  0  0  0
    0.6199    1.8432    1.7443 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.5457    2.6242    2.7456 O   0  0  0  0  0  0  0  0  0  0  0  0
   -0.5280    1.2023    1.1117 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.0487    0.4417    0.0785 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.0103   -0.2019   -0.6526 N   0  0  0  0  0  0  0  0  0  0  0  0
   -0.5723   -0.9922   -1.7599 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.3271   -0.1211   -0.4056 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.2399   -0.8213   -1.2076 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.5858   -0.7431   -0.9563 C   0  0  0  0  0  0  0  0  0  0  0  0
   -5.0354    0.0299    0.0924 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.1627    0.7223    0.8893 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.7879    0.6491    0.6413 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.8825    1.3162    1.4059 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.2984    2.0245    2.3670 O   0  0  0  0  0  0  0  0  0  0  0  0
    4.8957   -0.2028   -1.6995 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.9876    1.2761   -1.2101 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.1506   -0.0861   -2.0147 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.0019    0.2702    0.9082 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.1965   -1.3353    0.1877 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.0586   -1.5291   -0.5130 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.1252   -0.7968    2.1841 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.8884   -0.9747    2.3139 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.9748   -2.3585    1.6855 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.6890    0.9554   -0.9334 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.7313    1.8186    1.2948 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.8573   -2.0493   -1.6438 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.1533   -0.6352   -2.6691 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.4657   -0.8134   -2.0893 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.8736   -1.4236   -2.0206 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.3189   -1.2857   -1.5751 H   0  0  0  0  0  0  0  0  0  0  0  0
   -6.1065    0.1037    0.3073 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.4600    1.3396    1.7200 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
  6  7  1  0
  7  8  2  0
  7  9  1  0
  9 10  2  0
 10 11  1  0
 11 12  1  0
 11 13  1  0
 13 14  2  0
 14 15  1  0
 15 16  2  0
 16 17  1  0
 17 18  2  0
 18 19  1  0
 19 20  2  0
 10  5  1  0
 18 13  1  0
 19  9  1  0
  1 21  1  0
  1 22  1  0
  1 23  1  0
  2 24  1  0
  2 25  1  0
  3 26  1  6
  4 27  1  0
  4 28  1  0
  4 29  1  0
  5 30  1  6
  6 31  1  0
 12 32  1  0
 12 33  1  0
 12 34  1  0
 14 35  1  0
 15 36  1  0
 16 37  1  0
 17 38  1  0
M  END


  Mrv1652306242117483D          

 38 40  0  0  0  0            999 V2000
    3.9327    0.1618   -1.2832 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.6508   -0.3604    0.0998 C   0  0  2  0  0  0  0  0  0  0  0  0
    2.1673   -0.7424    0.2544 C   0  0  1  0  0  0  0  0  0  0  0  0
    2.0090   -1.2445    1.6597 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.3766    0.4963    0.0551 C   0  0  2  0  0  0  0  0  0  0  0  0
    1.7813    1.4423    1.0547 N   0  0  0  0  0  0  0  0  0  0  0  0
    0.6199    1.8432    1.7443 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.5457    2.6242    2.7456 O   0  0  0  0  0  0  0  0  0  0  0  0
   -0.5280    1.2023    1.1117 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.0487    0.4417    0.0785 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.0103   -0.2019   -0.6526 N   0  0  0  0  0  0  0  0  0  0  0  0
   -0.5723   -0.9922   -1.7599 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.3271   -0.1211   -0.4056 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.2399   -0.8213   -1.2076 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.5858   -0.7431   -0.9563 C   0  0  0  0  0  0  0  0  0  0  0  0
   -5.0354    0.0299    0.0924 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.1627    0.7223    0.8893 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.7879    0.6491    0.6413 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.8825    1.3162    1.4059 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.2984    2.0245    2.3670 O   0  0  0  0  0  0  0  0  0  0  0  0
    4.8957   -0.2028   -1.6995 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.9876    1.2761   -1.2101 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.1506   -0.0861   -2.0147 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.0019    0.2702    0.9082 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.1965   -1.3353    0.1877 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.0586   -1.5291   -0.5130 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.1252   -0.7968    2.1841 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.8884   -0.9747    2.3139 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.9748   -2.3585    1.6855 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.6890    0.9554   -0.9334 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.7313    1.8186    1.2948 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.8573   -2.0493   -1.6438 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.1533   -0.6352   -2.6691 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.4657   -0.8134   -2.0893 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.8736   -1.4236   -2.0206 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.3189   -1.2857   -1.5751 H   0  0  0  0  0  0  0  0  0  0  0  0
   -6.1065    0.1037    0.3073 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.4600    1.3396    1.7200 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
  6  7  1  0  0  0  0
  7  8  2  0  0  0  0
  7  9  1  0  0  0  0
  9 10  2  0  0  0  0
 10 11  1  0  0  0  0
 11 12  1  0  0  0  0
 11 13  1  0  0  0  0
 13 14  2  0  0  0  0
 14 15  1  0  0  0  0
 15 16  2  0  0  0  0
 16 17  1  0  0  0  0
 17 18  2  0  0  0  0
 18 19  1  0  0  0  0
 19 20  2  0  0  0  0
 10  5  1  0  0  0  0
 18 13  1  0  0  0  0
 19  9  1  0  0  0  0
  1 21  1  0  0  0  0
  1 22  1  0  0  0  0
  1 23  1  0  0  0  0
  2 24  1  0  0  0  0
  2 25  1  0  0  0  0
  3 26  1  6  0  0  0
  4 27  1  0  0  0  0
  4 28  1  0  0  0  0
  4 29  1  0  0  0  0
  5 30  1  6  0  0  0
  6 31  1  0  0  0  0
 12 32  1  0  0  0  0
 12 33  1  0  0  0  0
 12 34  1  0  0  0  0
 14 35  1  0  0  0  0
 15 36  1  0  0  0  0
 16 37  1  0  0  0  0
 17 38  1  0  0  0  0
M  END
> <DATABASE_ID>
NP0003604

> <DATABASE_NAME>
NP-MRD

> <SMILES>
[H]N1C(=O)C2=C(N(C3=C([H])C([H])=C([H])C([H])=C3C2=O)C([H])([H])[H])[C@]1([H])[C@]([H])(C([H])([H])[H])C([H])([H])C([H])([H])[H]

> <INCHI_IDENTIFIER>
InChI=1S/C16H18N2O2/c1-4-9(2)13-14-12(16(20)17-13)15(19)10-7-5-6-8-11(10)18(14)3/h5-9,13H,4H2,1-3H3,(H,17,20)/t9-,13+/m1/s1

> <INCHI_KEY>
FLHQAMWKNPOTDV-UHFFFAOYSA-N

> <FORMULA>
C16H18N2O2

> <MOLECULAR_WEIGHT>
270.332

> <EXACT_MASS>
270.136827828

> <JCHEM_ACCEPTOR_COUNT>
3

> <JCHEM_ATOM_COUNT>
38

> <JCHEM_AVERAGE_POLARIZABILITY>
29.44372766129755

> <JCHEM_BIOAVAILABILITY>
1

> <JCHEM_DONOR_COUNT>
1

> <JCHEM_FORMAL_CHARGE>
0

> <JCHEM_GHOSE_FILTER>
1

> <JCHEM_IUPAC>
3-(butan-2-yl)-4-methyl-1H,2H,3H,4H,9H-pyrrolo[3,4-b]quinoline-1,9-dione

> <ALOGPS_LOGP>
2.26

> <JCHEM_LOGP>
2.2122176136666667

> <ALOGPS_LOGS>
-2.45

> <JCHEM_MDDR_LIKE_RULE>
0

> <JCHEM_NUMBER_OF_RINGS>
3

> <JCHEM_PHYSIOLOGICAL_CHARGE>
0

> <JCHEM_PKA>
15.648491202181326

> <JCHEM_PKA_STRONGEST_ACIDIC>
11.917343488771728

> <JCHEM_PKA_STRONGEST_BASIC>
-1.0601763769386356

> <JCHEM_POLAR_SURFACE_AREA>
49.410000000000004

> <JCHEM_REFRACTIVITY>
79.16360000000002

> <JCHEM_ROTATABLE_BOND_COUNT>
2

> <JCHEM_RULE_OF_FIVE>
1

> <ALOGPS_SOLUBILITY>
9.62e-01 g/l

> <JCHEM_TRADITIONAL_IUPAC>
4-methyl-3-(sec-butyl)-2H,3H-pyrrolo[3,4-b]quinoline-1,9-dione

> <JCHEM_VEBER_RULE>
0

$$$$

     RDKit          3D

 38 40  0  0  0  0  0  0  0  0999 V2000
    3.9327    0.1618   -1.2832 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.6508   -0.3604    0.0998 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.1673   -0.7424    0.2544 C   0  0  1  0  0  0  0  0  0  0  0  0
    2.0090   -1.2445    1.6597 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.3766    0.4963    0.0551 C   0  0  2  0  0  0  0  0  0  0  0  0
    1.7813    1.4423    1.0547 N   0  0  0  0  0  0  0  0  0  0  0  0
    0.6199    1.8432    1.7443 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.5457    2.6242    2.7456 O   0  0  0  0  0  0  0  0  0  0  0  0
   -0.5280    1.2023    1.1117 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.0487    0.4417    0.0785 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.0103   -0.2019   -0.6526 N   0  0  0  0  0  0  0  0  0  0  0  0
   -0.5723   -0.9922   -1.7599 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.3271   -0.1211   -0.4056 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.2399   -0.8213   -1.2076 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.5858   -0.7431   -0.9563 C   0  0  0  0  0  0  0  0  0  0  0  0
   -5.0354    0.0299    0.0924 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.1627    0.7223    0.8893 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.7879    0.6491    0.6413 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.8825    1.3162    1.4059 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.2984    2.0245    2.3670 O   0  0  0  0  0  0  0  0  0  0  0  0
    4.8957   -0.2028   -1.6995 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.9876    1.2761   -1.2101 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.1506   -0.0861   -2.0147 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.0019    0.2702    0.9082 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.1965   -1.3353    0.1877 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.0586   -1.5291   -0.5130 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.1252   -0.7968    2.1841 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.8884   -0.9747    2.3139 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.9748   -2.3585    1.6855 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.6890    0.9554   -0.9334 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.7313    1.8186    1.2948 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.8573   -2.0493   -1.6438 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.1533   -0.6352   -2.6691 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.4657   -0.8134   -2.0893 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.8736   -1.4236   -2.0206 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.3189   -1.2857   -1.5751 H   0  0  0  0  0  0  0  0  0  0  0  0
   -6.1065    0.1037    0.3073 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.4600    1.3396    1.7200 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
  6  7  1  0
  7  8  2  0
  7  9  1  0
  9 10  2  0
 10 11  1  0
 11 12  1  0
 11 13  1  0
 13 14  2  0
 14 15  1  0
 15 16  2  0
 16 17  1  0
 17 18  2  0
 18 19  1  0
 19 20  2  0
 10  5  1  0
 18 13  1  0
 19  9  1  0
  1 21  1  0
  1 22  1  0
  1 23  1  0
  2 24  1  0
  2 25  1  0
  3 26  1  6
  4 27  1  0
  4 28  1  0
  4 29  1  0
  5 30  1  6
  6 31  1  0
 12 32  1  0
 12 33  1  0
 12 34  1  0
 14 35  1  0
 15 36  1  0
 16 37  1  0
 17 38  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       3.933   0.162  -1.283  0.00  0.00           C+0
HETATM    2  C   UNK     0       3.651  -0.360   0.100  0.00  0.00           C+0
HETATM    3  C   UNK     0       2.167  -0.742   0.254  0.00  0.00           C+0
HETATM    4  C   UNK     0       2.009  -1.244   1.660  0.00  0.00           C+0
HETATM    5  C   UNK     0       1.377   0.496   0.055  0.00  0.00           C+0
HETATM    6  N   UNK     0       1.781   1.442   1.055  0.00  0.00           N+0
HETATM    7  C   UNK     0       0.620   1.843   1.744  0.00  0.00           C+0
HETATM    8  O   UNK     0       0.546   2.624   2.746  0.00  0.00           O+0
HETATM    9  C   UNK     0      -0.528   1.202   1.112  0.00  0.00           C+0
HETATM   10  C   UNK     0      -0.049   0.442   0.079  0.00  0.00           C+0
HETATM   11  N   UNK     0      -1.010  -0.202  -0.653  0.00  0.00           N+0
HETATM   12  C   UNK     0      -0.572  -0.992  -1.760  0.00  0.00           C+0
HETATM   13  C   UNK     0      -2.327  -0.121  -0.406  0.00  0.00           C+0
HETATM   14  C   UNK     0      -3.240  -0.821  -1.208  0.00  0.00           C+0
HETATM   15  C   UNK     0      -4.586  -0.743  -0.956  0.00  0.00           C+0
HETATM   16  C   UNK     0      -5.035   0.030   0.092  0.00  0.00           C+0
HETATM   17  C   UNK     0      -4.163   0.722   0.889  0.00  0.00           C+0
HETATM   18  C   UNK     0      -2.788   0.649   0.641  0.00  0.00           C+0
HETATM   19  C   UNK     0      -1.883   1.316   1.406  0.00  0.00           C+0
HETATM   20  O   UNK     0      -2.298   2.025   2.367  0.00  0.00           O+0
HETATM   21  H   UNK     0       4.896  -0.203  -1.700  0.00  0.00           H+0
HETATM   22  H   UNK     0       3.988   1.276  -1.210  0.00  0.00           H+0
HETATM   23  H   UNK     0       3.151  -0.086  -2.015  0.00  0.00           H+0
HETATM   24  H   UNK     0       4.002   0.270   0.908  0.00  0.00           H+0
HETATM   25  H   UNK     0       4.197  -1.335   0.188  0.00  0.00           H+0
HETATM   26  H   UNK     0       2.059  -1.529  -0.513  0.00  0.00           H+0
HETATM   27  H   UNK     0       1.125  -0.797   2.184  0.00  0.00           H+0
HETATM   28  H   UNK     0       2.888  -0.975   2.314  0.00  0.00           H+0
HETATM   29  H   UNK     0       1.975  -2.358   1.686  0.00  0.00           H+0
HETATM   30  H   UNK     0       1.689   0.955  -0.933  0.00  0.00           H+0
HETATM   31  H   UNK     0       2.731   1.819   1.295  0.00  0.00           H+0
HETATM   32  H   UNK     0      -0.857  -2.049  -1.644  0.00  0.00           H+0
HETATM   33  H   UNK     0      -1.153  -0.635  -2.669  0.00  0.00           H+0
HETATM   34  H   UNK     0       0.466  -0.813  -2.089  0.00  0.00           H+0
HETATM   35  H   UNK     0      -2.874  -1.424  -2.021  0.00  0.00           H+0
HETATM   36  H   UNK     0      -5.319  -1.286  -1.575  0.00  0.00           H+0
HETATM   37  H   UNK     0      -6.106   0.104   0.307  0.00  0.00           H+0
HETATM   38  H   UNK     0      -4.460   1.340   1.720  0.00  0.00           H+0
CONECT    1    2   21   22   23                                             
CONECT    2    1    3   24   25                                             
CONECT    3    2    4    5   26                                             
CONECT    4    3   27   28   29                                             
CONECT    5    3    6   10   30                                             
CONECT    6    5    7   31                                                  
CONECT    7    6    8    9                                                  
CONECT    8    7                                                            
CONECT    9    7   10   19                                                  
CONECT   10    9   11    5                                                  
CONECT   11   10   12   13                                                  
CONECT   12   11   32   33   34                                             
CONECT   13   11   14   18                                                  
CONECT   14   13   15   35                                                  
CONECT   15   14   16   36                                                  
CONECT   16   15   17   37                                                  
CONECT   17   16   18   38                                                  
CONECT   18   17   19   13                                                  
CONECT   19   18   20    9                                                  
CONECT   20   19                                                            
CONECT   21    1                                                            
CONECT   22    1                                                            
CONECT   23    1                                                            
CONECT   24    2                                                            
CONECT   25    2                                                            
CONECT   26    3                                                            
CONECT   27    4                                                            
CONECT   28    4                                                            
CONECT   29    4                                                            
CONECT   30    5                                                            
CONECT   31    6                                                            
CONECT   32   12                                                            
CONECT   33   12                                                            
CONECT   34   12                                                            
CONECT   35   14                                                            
CONECT   36   15                                                            
CONECT   37   16                                                            
CONECT   38   17                                                            
MASTER        0    0    0    0    0    0    0    0   38    0   80    0
END

RDKit          3D

38 40  0  0  0  0  0  0  0  0999 V2000
    3.9327    0.1618   -1.2832 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.6508   -0.3604    0.0998 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.1673   -0.7424    0.2544 C   0  0  1  0  0  0  0  0  0  0  0  0
    2.0090   -1.2445    1.6597 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.3766    0.4963    0.0551 C   0  0  2  0  0  0  0  0  0  0  0  0
    1.7813    1.4423    1.0547 N   0  0  0  0  0  0  0  0  0  0  0  0
    0.6199    1.8432    1.7443 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.5457    2.6242    2.7456 O   0  0  0  0  0  0  0  0  0  0  0  0
   -0.5280    1.2023    1.1117 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.0487    0.4417    0.0785 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.0103   -0.2019   -0.6526 N   0  0  0  0  0  0  0  0  0  0  0  0
   -0.5723   -0.9922   -1.7599 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.3271   -0.1211   -0.4056 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.2399   -0.8213   -1.2076 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.5858   -0.7431   -0.9563 C   0  0  0  0  0  0  0  0  0  0  0  0
   -5.0354    0.0299    0.0924 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.1627    0.7223    0.8893 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.7879    0.6491    0.6413 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.8825    1.3162    1.4059 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.2984    2.0245    2.3670 O   0  0  0  0  0  0  0  0  0  0  0  0
    4.8957   -0.2028   -1.6995 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.9876    1.2761   -1.2101 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.1506   -0.0861   -2.0147 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.0019    0.2702    0.9082 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.1965   -1.3353    0.1877 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.0586   -1.5291   -0.5130 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.1252   -0.7968    2.1841 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.8884   -0.9747    2.3139 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.9748   -2.3585    1.6855 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.6890    0.9554   -0.9334 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.7313    1.8186    1.2948 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.8573   -2.0493   -1.6438 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.1533   -0.6352   -2.6691 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.4657   -0.8134   -2.0893 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.8736   -1.4236   -2.0206 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.3189   -1.2857   -1.5751 H   0  0  0  0  0  0  0  0  0  0  0  0
   -6.1065    0.1037    0.3073 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.4600    1.3396    1.7200 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
  6  7  1  0
  7  8  2  0
  7  9  1  0
  9 10  2  0
 10 11  1  0
 11 12  1  0
 11 13  1  0
 13 14  2  0
 14 15  1  0
 15 16  2  0
 16 17  1  0
 17 18  2  0
 18 19  1  0
 19 20  2  0
 10  5  1  0
 18 13  1  0
 19  9  1  0
  1 21  1  0
  1 22  1  0
  1 23  1  0
  2 24  1  0
  2 25  1  0
  3 26  1  6
  4 27  1  0
  4 28  1  0
  4 29  1  0
  5 30  1  6
  6 31  1  0
 12 32  1  0
 12 33  1  0
 12 34  1  0
 14 35  1  0
 15 36  1  0
 16 37  1  0
 17 38  1  0
M  END

View in JSmol View NMR Assignments

Synonyms

Not Available

Chemical Formula

C₁₆H₁₈N₂O₂

Average Mass

270.3320 Da

Monoisotopic Mass

270.13683 Da

IUPAC Name

3-(butan-2-yl)-4-methyl-1H,2H,3H,4H,9H-pyrrolo[3,4-b]quinoline-1,9-dione

Traditional Name

4-methyl-3-(sec-butyl)-2H,3H-pyrrolo[3,4-b]quinoline-1,9-dione

CAS Registry Number

Not Available

SMILES

CCC(C)C1NC(=O)C2=C1N(C)C1=CC=CC=C1C2=O

InChI Identifier

InChI=1S/C16H18N2O2/c1-4-9(2)13-14-12(16(20)17-13)15(19)10-7-5-6-8-11(10)18(14)3/h5-9,13H,4H2,1-3H3,(H,17,20)

InChI Key

FLHQAMWKNPOTDV-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
Penicillium	NPAtlas	11213285
Penicillium citrinum 90648	Fungi	KNApSAcK
Penicillium sp. (EPF-6)	Fungi	KNApSAcK

Chemical Taxonomy

Description

This compound belongs to the class of organic compounds known as pyrroloquinolines. These are compounds containing a pyrroloquinoline moiety, which consists of a pyrrole ring fused to a quinoline.

Kingdom

Organic compounds

Super Class

Organoheterocyclic compounds

Class

Quinolines and derivatives

Sub Class

Pyrroloquinolines

Direct Parent

Pyrroloquinolines

Alternative Parents

Substituents

Pyrroloquinoline
Dihydroquinolone
Dihydroquinoline
Pyridine
Benzenoid
Heteroaromatic compound
Vinylogous amide
Secondary carboxylic acid amide
Lactam
Carboxamide group
Carboxylic acid derivative
Azacycle
Organic oxygen compound
Organic nitrogen compound
Hydrocarbon derivative
Organooxygen compound
Organonitrogen compound
Organic oxide
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	2.26	ALOGPS
logP	2.21	ChemAxon
logS	-2.4	ALOGPS
pKa (Strongest Acidic)	11.92	ChemAxon
pKa (Strongest Basic)	-1.1	ChemAxon
Physiological Charge	0	ChemAxon
Hydrogen Acceptor Count	3	ChemAxon
Hydrogen Donor Count	1	ChemAxon
Polar Surface Area	49.41 Å²	ChemAxon
Rotatable Bond Count	2	ChemAxon
Refractivity	79.16 m³·mol⁻¹	ChemAxon
Polarizability	29.44 Å³	ChemAxon
Number of Rings	3	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

NPA015318

HMDB ID

Not Available

DrugBank ID

Not Available

Phenol Explorer Compound ID

Not Available

FoodDB ID

Not Available

KNApSAcK ID

Not Available

Chemspider ID

8396581

KEGG Compound ID

Not Available

BioCyc ID

Not Available

BiGG ID

Not Available

Wikipedia Link

Not Available

METLIN ID

Not Available

PubChem Compound

10221089

PDB ID

Not Available

ChEBI ID

Not Available

Good Scents ID

Not Available

References

General References

Takahashi S, Kakinuma N, Iwai H, Yanagisawa T, Nagai K, Suzuki K, Tokunaga T, Nakagawa A: Quinolactacins A, B and C: novel quinolone compounds from Penicillium sp. EPF-6. II. Physico-chemical properties and structure elucidation. J Antibiot (Tokyo). 2000 Nov;53(11):1252-6. doi: 10.7164/antibiotics.53.1252. [PubMed:11213285 ]

Showing NP-Card for Quinolactacin A (NP0003604)

MOL for NP0003604 (Quinolactacin A)

3D MOL for NP0003604 (Quinolactacin A)

3D SDF for NP0003604 (Quinolactacin A)

3D-SDF for NP0003604 (Quinolactacin A)

PDB for NP0003604 (Quinolactacin A)

3D PDB for NP0003604 (Quinolactacin A)

SMILES for NP0003604 (Quinolactacin A)

INCHI for NP0003604 (Quinolactacin A)

Structure for NP0003604 (Quinolactacin A)

3D Structure for NP0003604 (Quinolactacin A)