NP-MRD: Showing NP-Card for Pyonitrin A (NP0020686)

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Record Information

Version

1.0

Created at

2021-01-06 06:04:31 UTC

Updated at

2021-07-15 17:34:19 UTC

NP-MRD ID

NP0020686

Secondary Accession Numbers

None

Natural Product Identification

Common Name

Pyonitrin A

Provided By

NPAtlas

Description

Pyonitrin A is found in Pseudomonas protegens. It was first documented in 2019 (PMID: 31600443). Based on a literature review a significant number of articles have been published on Pyonitrin A (PMID: 34588859) (PMID: 34569051) (PMID: 34553697) (PMID: 34552118).

Structure

MOL 3D MOL SDF 3D SDF PDB SMILES InChI


  Mrv1652306242120373D          

 38 42  0  0  0  0            999 V2000
   -5.1017   -2.2979    0.2354 O   0  0  0  0  0  0  0  0  0  0  0  0
   -4.9662   -0.9708   -0.0019 C   0  0  0  0  0  0  0  0  0  0  0  0
   -6.1657   -0.2663   -0.1688 C   0  0  0  0  0  0  0  0  0  0  0  0
   -6.1775    1.0731   -0.4131 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.9562    1.7406   -0.4953 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.7807    1.0654   -0.3344 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.7971   -0.2913   -0.0879 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.4985   -1.0049    0.0839 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.2932   -0.4548    0.0227 N   0  0  0  0  0  0  0  0  0  0  0  0
   -0.2408   -1.1832    0.1892 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.1441   -0.6331    0.1338 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.2005   -1.4262    0.3122 N   0  0  0  0  0  0  0  0  0  0  0  0
    3.4703   -1.0089    0.2773 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.5231   -1.8682    0.4677 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.2617   -3.5907    0.7728 Cl  0  0  0  0  0  0  0  0  0  0  0  0
    5.8299   -1.4118    0.4268 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.0936   -0.0792    0.1927 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.0485    0.7910    0.0005 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.7342    0.3161    0.0446 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.6916    1.1848   -0.1472 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.6283    2.5246   -0.3932 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.2971    2.8556   -0.4964 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.5563    1.7366   -0.3166 N   0  0  0  0  0  0  0  0  0  0  0  0
    1.3944    0.7016   -0.1011 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.4364   -2.5261    0.4274 C   0  0  0  0  0  0  0  0  0  0  0  0
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   -7.1160   -0.7972   -0.1028 H   0  0  0  0  0  0  0  0  0  0  0  0
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   -2.8454    1.5696   -0.3961 H   0  0  0  0  0  0  0  0  0  0  0  0
    6.6734   -2.0886    0.5772 H   0  0  0  0  0  0  0  0  0  0  0  0
    7.1380    0.2463    0.1671 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.2431    1.8342   -0.1831 H   0  0  0  0  0  0  0  0  0  0  0  0
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    0.8771    3.8326   -0.6878 H   0  0  0  0  0  0  0  0  0  0  0  0
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    0.3241   -3.3076    0.5942 H   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  1  0  0  0  0
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 21 35  1  0  0  0  0
 22 36  1  0  0  0  0
 23 37  1  0  0  0  0
 25 38  1  0  0  0  0
M  END

     RDKit          3D

 38 42  0  0  0  0  0  0  0  0999 V2000
   -5.1017   -2.2979    0.2354 O   0  0  0  0  0  0  0  0  0  0  0  0
   -4.9662   -0.9708   -0.0019 C   0  0  0  0  0  0  0  0  0  0  0  0
   -6.1657   -0.2663   -0.1688 C   0  0  0  0  0  0  0  0  0  0  0  0
   -6.1775    1.0731   -0.4131 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.9562    1.7406   -0.4953 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.7807    1.0654   -0.3344 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.7971   -0.2913   -0.0879 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.4985   -1.0049    0.0839 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.2932   -0.4548    0.0227 N   0  0  0  0  0  0  0  0  0  0  0  0
   -0.2408   -1.1832    0.1892 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.1441   -0.6331    0.1338 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.2005   -1.4262    0.3122 N   0  0  0  0  0  0  0  0  0  0  0  0
    3.4703   -1.0089    0.2773 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.5231   -1.8682    0.4677 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.2617   -3.5907    0.7728 Cl  0  0  0  0  0  0  0  0  0  0  0  0
    5.8299   -1.4118    0.4268 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.0936   -0.0792    0.1927 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.0485    0.7910    0.0005 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.7342    0.3161    0.0446 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.6916    1.1848   -0.1472 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.6283    2.5246   -0.3932 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.2971    2.8556   -0.4964 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.5563    1.7366   -0.3166 N   0  0  0  0  0  0  0  0  0  0  0  0
    1.3944    0.7016   -0.1011 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.4364   -2.5261    0.4274 C   0  0  0  0  0  0  0  0  0  0  0  0
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    5.2431    1.8342   -0.1831 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.4325    3.2410   -0.4977 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.8771    3.8326   -0.6878 H   0  0  0  0  0  0  0  0  0  0  0  0
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    0.3241   -3.3076    0.5942 H   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  1  0
  2  3  2  0
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 21 35  1  0
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 23 37  1  0
 25 38  1  0
M  END


  Mrv1652306242120373D          

 38 42  0  0  0  0            999 V2000
   -5.1017   -2.2979    0.2354 O   0  0  0  0  0  0  0  0  0  0  0  0
   -4.9662   -0.9708   -0.0019 C   0  0  0  0  0  0  0  0  0  0  0  0
   -6.1657   -0.2663   -0.1688 C   0  0  0  0  0  0  0  0  0  0  0  0
   -6.1775    1.0731   -0.4131 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.9562    1.7406   -0.4953 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.7807    1.0654   -0.3344 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.7971   -0.2913   -0.0879 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.4985   -1.0049    0.0839 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.2932   -0.4548    0.0227 N   0  0  0  0  0  0  0  0  0  0  0  0
   -0.2408   -1.1832    0.1892 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.1441   -0.6331    0.1338 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.2005   -1.4262    0.3122 N   0  0  0  0  0  0  0  0  0  0  0  0
    3.4703   -1.0089    0.2773 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.5231   -1.8682    0.4677 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.2617   -3.5907    0.7728 Cl  0  0  0  0  0  0  0  0  0  0  0  0
    5.8299   -1.4118    0.4268 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.0936   -0.0792    0.1927 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.0485    0.7910    0.0005 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.7342    0.3161    0.0446 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.6916    1.1848   -0.1472 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.6283    2.5246   -0.3932 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.2971    2.8556   -0.4964 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.5563    1.7366   -0.3166 N   0  0  0  0  0  0  0  0  0  0  0  0
    1.3944    0.7016   -0.1011 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.4364   -2.5261    0.4274 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.1357   -2.6357    0.3925 S   0  0  0  0  0  0  0  0  0  0  0  0
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    7.1380    0.2463    0.1671 H   0  0  0  0  0  0  0  0  0  0  0  0
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 23 24  1  0  0  0  0
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 26  8  1  0  0  0  0
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  1 27  1  0  0  0  0
  3 28  1  0  0  0  0
  4 29  1  0  0  0  0
  5 30  1  0  0  0  0
  6 31  1  0  0  0  0
 16 32  1  0  0  0  0
 17 33  1  0  0  0  0
 18 34  1  0  0  0  0
 21 35  1  0  0  0  0
 22 36  1  0  0  0  0
 23 37  1  0  0  0  0
 25 38  1  0  0  0  0
M  END
> <DATABASE_ID>
NP0020686

> <DATABASE_NAME>
NP-MRD

> <SMILES>
[H]OC1=C([H])C([H])=C([H])C([H])=C1C1=NC(=C([H])S1)C1=NC2=C(Cl)C([H])=C([H])C([H])=C2C2=C1N([H])C([H])=C2[H]

> <INCHI_IDENTIFIER>
InChI=1S/C20H12ClN3OS/c21-14-6-3-5-11-12-8-9-22-18(12)19(24-17(11)14)15-10-26-20(23-15)13-4-1-2-7-16(13)25/h1-10,22,25H

> <INCHI_KEY>
AMINWEWPBYIIHI-UHFFFAOYSA-N

> <FORMULA>
C20H12ClN3OS

> <MOLECULAR_WEIGHT>
377.85

> <EXACT_MASS>
377.0389609

> <JCHEM_ACCEPTOR_COUNT>
3

> <JCHEM_ATOM_COUNT>
38

> <JCHEM_AVERAGE_POLARIZABILITY>
39.88519478713536

> <JCHEM_BIOAVAILABILITY>
1

> <JCHEM_DONOR_COUNT>
2

> <JCHEM_FORMAL_CHARGE>
0

> <JCHEM_GHOSE_FILTER>
0

> <JCHEM_IUPAC>
2-(4-{6-chloro-3H-pyrrolo[2,3-c]quinolin-4-yl}-1,3-thiazol-2-yl)phenol

> <ALOGPS_LOGP>
5.70

> <JCHEM_LOGP>
5.632630862

> <ALOGPS_LOGS>
-5.48

> <JCHEM_MDDR_LIKE_RULE>
0

> <JCHEM_NUMBER_OF_RINGS>
5

> <JCHEM_PHYSIOLOGICAL_CHARGE>
0

> <JCHEM_PKA>
13.698319976231694

> <JCHEM_PKA_STRONGEST_ACIDIC>
8.79628345645092

> <JCHEM_PKA_STRONGEST_BASIC>
-1.1039096478867991

> <JCHEM_POLAR_SURFACE_AREA>
61.800000000000004

> <JCHEM_REFRACTIVITY>
112.5537

> <JCHEM_ROTATABLE_BOND_COUNT>
2

> <JCHEM_RULE_OF_FIVE>
0

> <ALOGPS_SOLUBILITY>
1.25e-03 g/l

> <JCHEM_TRADITIONAL_IUPAC>
2-(4-{6-chloro-3H-pyrrolo[2,3-c]quinolin-4-yl}-1,3-thiazol-2-yl)phenol

> <JCHEM_VEBER_RULE>
0

$$$$

     RDKit          3D

 38 42  0  0  0  0  0  0  0  0999 V2000
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   -4.9662   -0.9708   -0.0019 C   0  0  0  0  0  0  0  0  0  0  0  0
   -6.1657   -0.2663   -0.1688 C   0  0  0  0  0  0  0  0  0  0  0  0
   -6.1775    1.0731   -0.4131 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.9562    1.7406   -0.4953 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.7807    1.0654   -0.3344 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.7971   -0.2913   -0.0879 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.4985   -1.0049    0.0839 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.2932   -0.4548    0.0227 N   0  0  0  0  0  0  0  0  0  0  0  0
   -0.2408   -1.1832    0.1892 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.1441   -0.6331    0.1338 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.2005   -1.4262    0.3122 N   0  0  0  0  0  0  0  0  0  0  0  0
    3.4703   -1.0089    0.2773 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.5231   -1.8682    0.4677 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.2617   -3.5907    0.7728 Cl  0  0  0  0  0  0  0  0  0  0  0  0
    5.8299   -1.4118    0.4268 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.0936   -0.0792    0.1927 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.0485    0.7910    0.0005 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.7342    0.3161    0.0446 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.6916    1.1848   -0.1472 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.6283    2.5246   -0.3932 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.2971    2.8556   -0.4964 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.5563    1.7366   -0.3166 N   0  0  0  0  0  0  0  0  0  0  0  0
    1.3944    0.7016   -0.1011 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.4364   -2.5261    0.4274 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.1357   -2.6357    0.3925 S   0  0  0  0  0  0  0  0  0  0  0  0
   -4.4922   -3.0374    0.3897 H   0  0  0  0  0  0  0  0  0  0  0  0
   -7.1160   -0.7972   -0.1028 H   0  0  0  0  0  0  0  0  0  0  0  0
   -7.0868    1.6350   -0.5447 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.9983    2.8083   -0.6910 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.8454    1.5696   -0.3961 H   0  0  0  0  0  0  0  0  0  0  0  0
    6.6734   -2.0886    0.5772 H   0  0  0  0  0  0  0  0  0  0  0  0
    7.1380    0.2463    0.1671 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.2431    1.8342   -0.1831 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.4325    3.2410   -0.4977 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.8771    3.8326   -0.6878 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.4736    1.7235   -0.3475 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.3241   -3.3076    0.5942 H   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  1  0
  2  3  2  0
  3  4  1  0
  4  5  2  0
  5  6  1  0
  6  7  2  0
  7  8  1  0
  8  9  2  0
  9 10  1  0
 10 11  1  0
 11 12  2  0
 12 13  1  0
 13 14  2  0
 14 15  1  0
 14 16  1  0
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 18 19  2  0
 19 20  1  0
 20 21  1  0
 21 22  2  0
 22 23  1  0
 23 24  1  0
 10 25  2  0
 25 26  1  0
  7  2  1  0
 26  8  1  0
 24 11  1  0
 19 13  1  0
 24 20  2  0
  1 27  1  0
  3 28  1  0
  4 29  1  0
  5 30  1  0
  6 31  1  0
 16 32  1  0
 17 33  1  0
 18 34  1  0
 21 35  1  0
 22 36  1  0
 23 37  1  0
 25 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  O   UNK     0      -5.102  -2.298   0.235  0.00  0.00           O+0
HETATM    2  C   UNK     0      -4.966  -0.971  -0.002  0.00  0.00           C+0
HETATM    3  C   UNK     0      -6.166  -0.266  -0.169  0.00  0.00           C+0
HETATM    4  C   UNK     0      -6.178   1.073  -0.413  0.00  0.00           C+0
HETATM    5  C   UNK     0      -4.956   1.741  -0.495  0.00  0.00           C+0
HETATM    6  C   UNK     0      -3.781   1.065  -0.334  0.00  0.00           C+0
HETATM    7  C   UNK     0      -3.797  -0.291  -0.088  0.00  0.00           C+0
HETATM    8  C   UNK     0      -2.498  -1.005   0.084  0.00  0.00           C+0
HETATM    9  N   UNK     0      -1.293  -0.455   0.023  0.00  0.00           N+0
HETATM   10  C   UNK     0      -0.241  -1.183   0.189  0.00  0.00           C+0
HETATM   11  C   UNK     0       1.144  -0.633   0.134  0.00  0.00           C+0
HETATM   12  N   UNK     0       2.200  -1.426   0.312  0.00  0.00           N+0
HETATM   13  C   UNK     0       3.470  -1.009   0.277  0.00  0.00           C+0
HETATM   14  C   UNK     0       4.523  -1.868   0.468  0.00  0.00           C+0
HETATM   15 Cl   UNK     0       4.262  -3.591   0.773  0.00  0.00          Cl+0
HETATM   16  C   UNK     0       5.830  -1.412   0.427  0.00  0.00           C+0
HETATM   17  C   UNK     0       6.094  -0.079   0.193  0.00  0.00           C+0
HETATM   18  C   UNK     0       5.048   0.791   0.001  0.00  0.00           C+0
HETATM   19  C   UNK     0       3.734   0.316   0.045  0.00  0.00           C+0
HETATM   20  C   UNK     0       2.692   1.185  -0.147  0.00  0.00           C+0
HETATM   21  C   UNK     0       2.628   2.525  -0.393  0.00  0.00           C+0
HETATM   22  C   UNK     0       1.297   2.856  -0.496  0.00  0.00           C+0
HETATM   23  N   UNK     0       0.556   1.737  -0.317  0.00  0.00           N+0
HETATM   24  C   UNK     0       1.394   0.702  -0.101  0.00  0.00           C+0
HETATM   25  C   UNK     0      -0.436  -2.526   0.427  0.00  0.00           C+0
HETATM   26  S   UNK     0      -2.136  -2.636   0.393  0.00  0.00           S+0
HETATM   27  H   UNK     0      -4.492  -3.037   0.390  0.00  0.00           H+0
HETATM   28  H   UNK     0      -7.116  -0.797  -0.103  0.00  0.00           H+0
HETATM   29  H   UNK     0      -7.087   1.635  -0.545  0.00  0.00           H+0
HETATM   30  H   UNK     0      -4.998   2.808  -0.691  0.00  0.00           H+0
HETATM   31  H   UNK     0      -2.845   1.570  -0.396  0.00  0.00           H+0
HETATM   32  H   UNK     0       6.673  -2.089   0.577  0.00  0.00           H+0
HETATM   33  H   UNK     0       7.138   0.246   0.167  0.00  0.00           H+0
HETATM   34  H   UNK     0       5.243   1.834  -0.183  0.00  0.00           H+0
HETATM   35  H   UNK     0       3.433   3.241  -0.498  0.00  0.00           H+0
HETATM   36  H   UNK     0       0.877   3.833  -0.688  0.00  0.00           H+0
HETATM   37  H   UNK     0      -0.474   1.724  -0.348  0.00  0.00           H+0
HETATM   38  H   UNK     0       0.324  -3.308   0.594  0.00  0.00           H+0
CONECT    1    2   27                                                       
CONECT    2    1    3    7                                                  
CONECT    3    2    4   28                                                  
CONECT    4    3    5   29                                                  
CONECT    5    4    6   30                                                  
CONECT    6    5    7   31                                                  
CONECT    7    6    8    2                                                  
CONECT    8    7    9   26                                                  
CONECT    9    8   10                                                       
CONECT   10    9   11   25                                                  
CONECT   11   10   12   24                                                  
CONECT   12   11   13                                                       
CONECT   13   12   14   19                                                  
CONECT   14   13   15   16                                                  
CONECT   15   14                                                            
CONECT   16   14   17   32                                                  
CONECT   17   16   18   33                                                  
CONECT   18   17   19   34                                                  
CONECT   19   18   20   13                                                  
CONECT   20   19   21   24                                                  
CONECT   21   20   22   35                                                  
CONECT   22   21   23   36                                                  
CONECT   23   22   24   37                                                  
CONECT   24   23   11   20                                                  
CONECT   25   10   26   38                                                  
CONECT   26   25    8                                                       
CONECT   27    1                                                            
CONECT   28    3                                                            
CONECT   29    4                                                            
CONECT   30    5                                                            
CONECT   31    6                                                            
CONECT   32   16                                                            
CONECT   33   17                                                            
CONECT   34   18                                                            
CONECT   35   21                                                            
CONECT   36   22                                                            
CONECT   37   23                                                            
CONECT   38   25                                                            
MASTER        0    0    0    0    0    0    0    0   38    0   84    0
END

RDKit          3D

38 42  0  0  0  0  0  0  0  0999 V2000
   -5.1017   -2.2979    0.2354 O   0  0  0  0  0  0  0  0  0  0  0  0
   -4.9662   -0.9708   -0.0019 C   0  0  0  0  0  0  0  0  0  0  0  0
   -6.1657   -0.2663   -0.1688 C   0  0  0  0  0  0  0  0  0  0  0  0
   -6.1775    1.0731   -0.4131 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.9562    1.7406   -0.4953 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.7807    1.0654   -0.3344 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.7971   -0.2913   -0.0879 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.4985   -1.0049    0.0839 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.2932   -0.4548    0.0227 N   0  0  0  0  0  0  0  0  0  0  0  0
   -0.2408   -1.1832    0.1892 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.1441   -0.6331    0.1338 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.2005   -1.4262    0.3122 N   0  0  0  0  0  0  0  0  0  0  0  0
    3.4703   -1.0089    0.2773 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.5231   -1.8682    0.4677 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.2617   -3.5907    0.7728 Cl  0  0  0  0  0  0  0  0  0  0  0  0
    5.8299   -1.4118    0.4268 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.0936   -0.0792    0.1927 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.0485    0.7910    0.0005 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.7342    0.3161    0.0446 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.6916    1.1848   -0.1472 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.6283    2.5246   -0.3932 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.2971    2.8556   -0.4964 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.5563    1.7366   -0.3166 N   0  0  0  0  0  0  0  0  0  0  0  0
    1.3944    0.7016   -0.1011 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.4364   -2.5261    0.4274 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.1357   -2.6357    0.3925 S   0  0  0  0  0  0  0  0  0  0  0  0
   -4.4922   -3.0374    0.3897 H   0  0  0  0  0  0  0  0  0  0  0  0
   -7.1160   -0.7972   -0.1028 H   0  0  0  0  0  0  0  0  0  0  0  0
   -7.0868    1.6350   -0.5447 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.9983    2.8083   -0.6910 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.8454    1.5696   -0.3961 H   0  0  0  0  0  0  0  0  0  0  0  0
    6.6734   -2.0886    0.5772 H   0  0  0  0  0  0  0  0  0  0  0  0
    7.1380    0.2463    0.1671 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.2431    1.8342   -0.1831 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.4325    3.2410   -0.4977 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.8771    3.8326   -0.6878 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.4736    1.7235   -0.3475 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.3241   -3.3076    0.5942 H   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  1  0
  2  3  2  0
  3  4  1  0
  4  5  2  0
  5  6  1  0
  6  7  2  0
  7  8  1  0
  8  9  2  0
  9 10  1  0
 10 11  1  0
 11 12  2  0
 12 13  1  0
 13 14  2  0
 14 15  1  0
 14 16  1  0
 16 17  2  0
 17 18  1  0
 18 19  2  0
 19 20  1  0
 20 21  1  0
 21 22  2  0
 22 23  1  0
 23 24  1  0
 10 25  2  0
 25 26  1  0
  7  2  1  0
 26  8  1  0
 24 11  1  0
 19 13  1  0
 24 20  2  0
  1 27  1  0
  3 28  1  0
  4 29  1  0
  5 30  1  0
  6 31  1  0
 16 32  1  0
 17 33  1  0
 18 34  1  0
 21 35  1  0
 22 36  1  0
 23 37  1  0
 25 38  1  0
M  END

View in JSmol View NMR Assignments

Synonyms

Not Available

Chemical Formula

C₂₀H₁₂ClN₃OS

Average Mass

377.8500 Da

Monoisotopic Mass

377.03896 Da

IUPAC Name

2-(4-{6-chloro-3H-pyrrolo[2,3-c]quinolin-4-yl}-1,3-thiazol-2-yl)phenol

Traditional Name

2-(4-{6-chloro-3H-pyrrolo[2,3-c]quinolin-4-yl}-1,3-thiazol-2-yl)phenol

CAS Registry Number

Not Available

SMILES

OC1=CC=CC=C1C1=NC(=CS1)C1=NC2=C(Cl)C=CC=C2C2=C1NC=C2

InChI Identifier

InChI=1S/C20H12ClN3OS/c21-14-6-3-5-11-12-8-9-22-18(12)19(24-17(11)14)15-10-26-20(23-15)13-4-1-2-7-16(13)25/h1-10,22,25H

InChI Key

AMINWEWPBYIIHI-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
Pseudomonas protegens	NPAtlas	31600443

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	5.7	ALOGPS
logP	5.63	ChemAxon
logS	-5.5	ALOGPS
pKa (Strongest Acidic)	8.8	ChemAxon
pKa (Strongest Basic)	-1.1	ChemAxon
Physiological Charge	0	ChemAxon
Hydrogen Acceptor Count	3	ChemAxon
Hydrogen Donor Count	2	ChemAxon
Polar Surface Area	61.8 Å²	ChemAxon
Rotatable Bond Count	2	ChemAxon
Refractivity	112.55 m³·mol⁻¹	ChemAxon
Polarizability	39.89 Å³	ChemAxon
Number of Rings	5	ChemAxon
Bioavailability	Yes	ChemAxon
Rule of Five	No	ChemAxon
Ghose Filter	No	ChemAxon
Veber's Rule	No	ChemAxon
MDDR-like Rule	No	ChemAxon

External Links

NPAtlas ID

NPA025608

HMDB ID

Not Available

DrugBank ID

Not Available

Phenol Explorer Compound ID

Not Available

FoodDB ID

Not Available

KNApSAcK ID

Not Available

Chemspider ID

Not Available

KEGG Compound ID

Not Available

BioCyc ID

Not Available

BiGG ID

Not Available

Wikipedia Link

Not Available

METLIN ID

Not Available

PubChem Compound

146682097

PDB ID

Not Available

ChEBI ID

Not Available

Good Scents ID

Not Available

References

General References

Mevers E, Sauri J, Helfrich EJN, Henke M, Barns KJ, Bugni TS, Andes D, Currie CR, Clardy J: Pyonitrins A-D: Chimeric Natural Products Produced by Pseudomonas protegens. J Am Chem Soc. 2019 Oct 30;141(43):17098-17101. doi: 10.1021/jacs.9b09739. Epub 2019 Oct 16. [PubMed:31600443 ]
Jabborova D, Annapurna K, Al-Sadi AM, Alharbi SA, Datta R, Zuan ATK: Biochar and Arbuscular mycorrhizal fungi mediated enhanced drought tolerance in Okra (Abelmoschus esculentus) plant growth, root morphological traits and physiological properties. Saudi J Biol Sci. 2021 Oct;28(10):5490-5499. doi: 10.1016/j.sjbs.2021.08.016. Epub 2021 Aug 11. [PubMed:34588859 ]
Hanks JE, Larsen J, Campbell A: Factors associated with small lungworm infections in heavily infected sheep in southeast South Australia. Aust Vet J. 2021 Sep 26. doi: 10.1111/avj.13123. [PubMed:34569051 ]
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Showing NP-Card for Pyonitrin A (NP0020686)

MOL for NP0020686 (Pyonitrin A)

3D MOL for NP0020686 (Pyonitrin A)

3D SDF for NP0020686 (Pyonitrin A)

3D-SDF for NP0020686 (Pyonitrin A)

PDB for NP0020686 (Pyonitrin A)

3D PDB for NP0020686 (Pyonitrin A)

SMILES for NP0020686 (Pyonitrin A)

INCHI for NP0020686 (Pyonitrin A)

Structure for NP0020686 (Pyonitrin A)

3D Structure for NP0020686 (Pyonitrin A)