NP-MRD: Showing NP-Card for Aqabamycin E2 (NP0009185)

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Record Information

Version

2.0

Created at

2020-12-09 06:36:49 UTC

Updated at

2021-07-15 17:02:32 UTC

NP-MRD ID

NP0009185

Secondary Accession Numbers

None

Natural Product Identification

Common Name

Aqabamycin E2

Provided By

NPAtlas

Description

Aqabamycin E2 belongs to the class of organic compounds known as phenylpyrroles. These are polycyclic aromatic compounds containing a benzene ring linked to a pyrrole ring through a CC or CN bond. Aqabamycin E2 is found in Vibrio sp. Based on a literature review very few articles have been published on Aqabamycin E2.

Structure

MOL 3D MOL SDF 3D SDF PDB SMILES InChI


  Mrv1652306242106333D          

 35 37  0  0  0  0            999 V2000
    2.3189   -3.5763    1.4375 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.4839   -3.7134    0.5274 N   0  0  0  0  0  0  0  0  0  0  0  0
    0.2552   -3.0161    0.4536 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.0008   -3.5249    0.6238 N   0  0  0  0  0  0  0  0  0  0  0  0
   -1.9137   -2.5269    0.4730 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.2961   -2.6650    0.5757 O   0  0  0  0  0  0  0  0  0  0  0  0
   -1.2220   -1.3638    0.2022 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.7932   -0.0458   -0.0318 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.5402    0.5939    0.9411 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.1026    1.8395    0.7713 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.9297    2.5054   -0.4156 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.1829    1.8845   -1.4104 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.6304    0.6390   -1.2173 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.1196   -1.6684    0.1908 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.1667   -0.6865   -0.0620 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.0313   -0.7818   -1.1323 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.0161    0.1362   -1.3747 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.1762    1.2242   -0.5213 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.1634    2.1544   -0.7595 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.3384    1.3559    0.5545 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.4215    2.4278    1.4751 N   0  3  0  0  0  4  0  0  0  0  0  0
    1.3589    2.7767    2.0514 O   0  0  0  0  0  0  0  0  0  0  0  0
    3.5384    3.0989    1.7794 O   0  5  0  0  0  1  0  0  0  0  0  0
    1.3353    0.3862    0.7678 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.2291   -4.5030    0.8324 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.7712   -3.3639   -0.0076 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.6851    0.0817    1.8807 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.6807    2.3129    1.5515 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.3375    3.4874   -0.6327 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.0434    2.4039   -2.3473 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.0673    0.1986   -2.0004 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.9268   -1.6116   -1.8027 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.7013    0.0742   -2.2100 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.3995    2.9740   -0.2645 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.6750    0.4920    1.6171 H   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  2  0  0  0  0
  2  3  1  0  0  0  0
  3  4  1  0  0  0  0
  4  5  1  0  0  0  0
  5  6  1  0  0  0  0
  5  7  2  0  0  0  0
  7  8  1  0  0  0  0
  8  9  2  0  0  0  0
  9 10  1  0  0  0  0
 10 11  2  0  0  0  0
 11 12  1  0  0  0  0
 12 13  2  0  0  0  0
  7 14  1  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
 18 20  1  0  0  0  0
 20 21  1  0  0  0  0
 21 22  2  0  0  0  0
 21 23  1  0  0  0  0
 20 24  2  0  0  0  0
 14  3  2  0  0  0  0
 24 15  1  0  0  0  0
 13  8  1  0  0  0  0
  4 25  1  0  0  0  0
  6 26  1  0  0  0  0
  9 27  1  0  0  0  0
 10 28  1  0  0  0  0
 11 29  1  0  0  0  0
 12 30  1  0  0  0  0
 13 31  1  0  0  0  0
 16 32  1  0  0  0  0
 17 33  1  0  0  0  0
 19 34  1  0  0  0  0
 24 35  1  0  0  0  0
M  CHG  2  21   1  23  -1
M  END

     RDKit          3D

 35 37  0  0  0  0  0  0  0  0999 V2000
    2.3189   -3.5763    1.4375 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.4839   -3.7134    0.5274 N   0  0  0  0  0  0  0  0  0  0  0  0
    0.2552   -3.0161    0.4536 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.0008   -3.5249    0.6238 N   0  0  0  0  0  0  0  0  0  0  0  0
   -1.9137   -2.5269    0.4730 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.2961   -2.6650    0.5757 O   0  0  0  0  0  0  0  0  0  0  0  0
   -1.2220   -1.3638    0.2022 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.7932   -0.0458   -0.0318 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.5402    0.5939    0.9411 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.1026    1.8395    0.7713 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.9297    2.5054   -0.4156 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.1829    1.8845   -1.4104 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.6304    0.6390   -1.2173 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.1196   -1.6684    0.1908 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.1667   -0.6865   -0.0620 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.0313   -0.7818   -1.1323 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.0161    0.1362   -1.3747 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.1762    1.2242   -0.5213 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.1634    2.1544   -0.7595 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.3384    1.3559    0.5545 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.4215    2.4278    1.4751 N   0  0  0  0  0  4  0  0  0  0  0  0
    1.3589    2.7767    2.0514 O   0  0  0  0  0  0  0  0  0  0  0  0
    3.5384    3.0989    1.7794 O   0  0  0  0  0  1  0  0  0  0  0  0
    1.3353    0.3862    0.7678 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.2291   -4.5030    0.8324 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.7712   -3.3639   -0.0076 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.6851    0.0817    1.8807 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.6807    2.3129    1.5515 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.3375    3.4874   -0.6327 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.0434    2.4039   -2.3473 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.0673    0.1986   -2.0004 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.9268   -1.6116   -1.8027 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.7013    0.0742   -2.2100 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.3995    2.9740   -0.2645 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.6750    0.4920    1.6171 H   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  2  0
  2  3  1  0
  3  4  1  0
  4  5  1  0
  5  6  1  0
  5  7  2  0
  7  8  1  0
  8  9  2  0
  9 10  1  0
 10 11  2  0
 11 12  1  0
 12 13  2  0
  7 14  1  0
 14 15  1  0
 15 16  2  0
 16 17  1  0
 17 18  2  0
 18 19  1  0
 18 20  1  0
 20 21  1  0
 21 22  2  0
 21 23  1  0
 20 24  2  0
 14  3  2  0
 24 15  1  0
 13  8  1  0
  4 25  1  0
  6 26  1  0
  9 27  1  0
 10 28  1  0
 11 29  1  0
 12 30  1  0
 13 31  1  0
 16 32  1  0
 17 33  1  0
 19 34  1  0
 24 35  1  0
M  CHG  2  21   1  23  -1
M  END


  Mrv1652306242106333D          

 35 37  0  0  0  0            999 V2000
    2.3189   -3.5763    1.4375 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.4839   -3.7134    0.5274 N   0  0  0  0  0  0  0  0  0  0  0  0
    0.2552   -3.0161    0.4536 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.0008   -3.5249    0.6238 N   0  0  0  0  0  0  0  0  0  0  0  0
   -1.9137   -2.5269    0.4730 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.2961   -2.6650    0.5757 O   0  0  0  0  0  0  0  0  0  0  0  0
   -1.2220   -1.3638    0.2022 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.7932   -0.0458   -0.0318 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.5402    0.5939    0.9411 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.1026    1.8395    0.7713 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.9297    2.5054   -0.4156 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.1829    1.8845   -1.4104 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.6304    0.6390   -1.2173 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.1196   -1.6684    0.1908 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.1667   -0.6865   -0.0620 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.0313   -0.7818   -1.1323 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.0161    0.1362   -1.3747 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.1762    1.2242   -0.5213 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.1634    2.1544   -0.7595 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.3384    1.3559    0.5545 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.4215    2.4278    1.4751 N   0  3  0  0  0  4  0  0  0  0  0  0
    1.3589    2.7767    2.0514 O   0  0  0  0  0  0  0  0  0  0  0  0
    3.5384    3.0989    1.7794 O   0  5  0  0  0  1  0  0  0  0  0  0
    1.3353    0.3862    0.7678 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.2291   -4.5030    0.8324 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.7712   -3.3639   -0.0076 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.6851    0.0817    1.8807 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.6807    2.3129    1.5515 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.3375    3.4874   -0.6327 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.0434    2.4039   -2.3473 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.0673    0.1986   -2.0004 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.9268   -1.6116   -1.8027 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.7013    0.0742   -2.2100 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.3995    2.9740   -0.2645 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.6750    0.4920    1.6171 H   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  2  0  0  0  0
  2  3  1  0  0  0  0
  3  4  1  0  0  0  0
  4  5  1  0  0  0  0
  5  6  1  0  0  0  0
  5  7  2  0  0  0  0
  7  8  1  0  0  0  0
  8  9  2  0  0  0  0
  9 10  1  0  0  0  0
 10 11  2  0  0  0  0
 11 12  1  0  0  0  0
 12 13  2  0  0  0  0
  7 14  1  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
 18 20  1  0  0  0  0
 20 21  1  0  0  0  0
 21 22  2  0  0  0  0
 21 23  1  0  0  0  0
 20 24  2  0  0  0  0
 14  3  2  0  0  0  0
 24 15  1  0  0  0  0
 13  8  1  0  0  0  0
  4 25  1  0  0  0  0
  6 26  1  0  0  0  0
  9 27  1  0  0  0  0
 10 28  1  0  0  0  0
 11 29  1  0  0  0  0
 12 30  1  0  0  0  0
 13 31  1  0  0  0  0
 16 32  1  0  0  0  0
 17 33  1  0  0  0  0
 19 34  1  0  0  0  0
 24 35  1  0  0  0  0
M  CHG  2  21   1  23  -1
M  END
> <DATABASE_ID>
NP0009185

> <DATABASE_NAME>
NP-MRD

> <SMILES>
[H]OC1=C(C(=C(N=O)N1[H])C1=C([H])C([H])=C(O[H])C(=C1[H])[N+]([O-])=O)C1=C([H])C([H])=C([H])C([H])=C1[H]

> <INCHI_IDENTIFIER>
InChI=1S/C16H11N3O5/c20-12-7-6-10(8-11(12)19(23)24)13-14(9-4-2-1-3-5-9)16(21)17-15(13)18-22/h1-8,17,20-21H

> <INCHI_KEY>
NMMDNCZQLOFGES-UHFFFAOYSA-N

> <FORMULA>
C16H11N3O5

> <MOLECULAR_WEIGHT>
325.28

> <EXACT_MASS>
325.069870466

> <JCHEM_ACCEPTOR_COUNT>
5

> <JCHEM_ATOM_COUNT>
35

> <JCHEM_AVERAGE_POLARIZABILITY>
30.902650382073475

> <JCHEM_BIOAVAILABILITY>
1

> <JCHEM_DONOR_COUNT>
3

> <JCHEM_FORMAL_CHARGE>
0

> <JCHEM_GHOSE_FILTER>
1

> <JCHEM_IUPAC>
{[2-hydroxy-5-(5-hydroxy-2-nitroso-4-phenyl-1H-pyrrol-3-yl)phenyl]nitro}-lambda1-oxidanyl

> <ALOGPS_LOGP>
3.70

> <JCHEM_LOGP>
3.9367242796666666

> <ALOGPS_LOGS>
-4.18

> <JCHEM_MDDR_LIKE_RULE>
0

> <JCHEM_NUMBER_OF_RINGS>
3

> <JCHEM_PHYSIOLOGICAL_CHARGE>
-2

> <JCHEM_PKA>
6.760969658908881

> <JCHEM_PKA_STRONGEST_ACIDIC>
6.029172594942039

> <JCHEM_PKA_STRONGEST_BASIC>
3.5013679095481507

> <JCHEM_POLAR_SURFACE_AREA>
128.82000000000002

> <JCHEM_REFRACTIVITY>
85.45150000000001

> <JCHEM_ROTATABLE_BOND_COUNT>
4

> <JCHEM_RULE_OF_FIVE>
1

> <ALOGPS_SOLUBILITY>
2.16e-02 g/l

> <JCHEM_TRADITIONAL_IUPAC>
[2-hydroxy-5-(5-hydroxy-2-nitroso-4-phenyl-1H-pyrrol-3-yl)phenylnitro]-lambda1-oxidanyl

> <JCHEM_VEBER_RULE>
0

$$$$

     RDKit          3D

 35 37  0  0  0  0  0  0  0  0999 V2000
    2.3189   -3.5763    1.4375 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.4839   -3.7134    0.5274 N   0  0  0  0  0  0  0  0  0  0  0  0
    0.2552   -3.0161    0.4536 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.0008   -3.5249    0.6238 N   0  0  0  0  0  0  0  0  0  0  0  0
   -1.9137   -2.5269    0.4730 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.2961   -2.6650    0.5757 O   0  0  0  0  0  0  0  0  0  0  0  0
   -1.2220   -1.3638    0.2022 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.7932   -0.0458   -0.0318 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.5402    0.5939    0.9411 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.1026    1.8395    0.7713 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.9297    2.5054   -0.4156 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.1829    1.8845   -1.4104 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.6304    0.6390   -1.2173 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.1196   -1.6684    0.1908 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.1667   -0.6865   -0.0620 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.0313   -0.7818   -1.1323 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.0161    0.1362   -1.3747 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.1762    1.2242   -0.5213 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.1634    2.1544   -0.7595 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.3384    1.3559    0.5545 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.4215    2.4278    1.4751 N   0  0  0  0  0  4  0  0  0  0  0  0
    1.3589    2.7767    2.0514 O   0  0  0  0  0  0  0  0  0  0  0  0
    3.5384    3.0989    1.7794 O   0  0  0  0  0  1  0  0  0  0  0  0
    1.3353    0.3862    0.7678 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.2291   -4.5030    0.8324 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.7712   -3.3639   -0.0076 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.6851    0.0817    1.8807 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.6807    2.3129    1.5515 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.3375    3.4874   -0.6327 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.0434    2.4039   -2.3473 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.0673    0.1986   -2.0004 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.9268   -1.6116   -1.8027 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.7013    0.0742   -2.2100 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.3995    2.9740   -0.2645 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.6750    0.4920    1.6171 H   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  2  0
  2  3  1  0
  3  4  1  0
  4  5  1  0
  5  6  1  0
  5  7  2  0
  7  8  1  0
  8  9  2  0
  9 10  1  0
 10 11  2  0
 11 12  1  0
 12 13  2  0
  7 14  1  0
 14 15  1  0
 15 16  2  0
 16 17  1  0
 17 18  2  0
 18 19  1  0
 18 20  1  0
 20 21  1  0
 21 22  2  0
 21 23  1  0
 20 24  2  0
 14  3  2  0
 24 15  1  0
 13  8  1  0
  4 25  1  0
  6 26  1  0
  9 27  1  0
 10 28  1  0
 11 29  1  0
 12 30  1  0
 13 31  1  0
 16 32  1  0
 17 33  1  0
 19 34  1  0
 24 35  1  0
M  CHG  2  21   1  23  -1
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       2.319  -3.576   1.438  0.00  0.00           O+0
HETATM    2  N   UNK     0       1.484  -3.713   0.527  0.00  0.00           N+0
HETATM    3  C   UNK     0       0.255  -3.016   0.454  0.00  0.00           C+0
HETATM    4  N   UNK     0      -1.001  -3.525   0.624  0.00  0.00           N+0
HETATM    5  C   UNK     0      -1.914  -2.527   0.473  0.00  0.00           C+0
HETATM    6  O   UNK     0      -3.296  -2.665   0.576  0.00  0.00           O+0
HETATM    7  C   UNK     0      -1.222  -1.364   0.202  0.00  0.00           C+0
HETATM    8  C   UNK     0      -1.793  -0.046  -0.032  0.00  0.00           C+0
HETATM    9  C   UNK     0      -2.540   0.594   0.941  0.00  0.00           C+0
HETATM   10  C   UNK     0      -3.103   1.839   0.771  0.00  0.00           C+0
HETATM   11  C   UNK     0      -2.930   2.505  -0.416  0.00  0.00           C+0
HETATM   12  C   UNK     0      -2.183   1.885  -1.410  0.00  0.00           C+0
HETATM   13  C   UNK     0      -1.630   0.639  -1.217  0.00  0.00           C+0
HETATM   14  C   UNK     0       0.120  -1.668   0.191  0.00  0.00           C+0
HETATM   15  C   UNK     0       1.167  -0.687  -0.062  0.00  0.00           C+0
HETATM   16  C   UNK     0       2.031  -0.782  -1.132  0.00  0.00           C+0
HETATM   17  C   UNK     0       3.016   0.136  -1.375  0.00  0.00           C+0
HETATM   18  C   UNK     0       3.176   1.224  -0.521  0.00  0.00           C+0
HETATM   19  O   UNK     0       4.163   2.154  -0.760  0.00  0.00           O+0
HETATM   20  C   UNK     0       2.338   1.356   0.555  0.00  0.00           C+0
HETATM   21  N   UNK     0       2.422   2.428   1.475  0.00  0.00           N+1
HETATM   22  O   UNK     0       1.359   2.777   2.051  0.00  0.00           O+0
HETATM   23  O   UNK     0       3.538   3.099   1.779  0.00  0.00           O-1
HETATM   24  C   UNK     0       1.335   0.386   0.768  0.00  0.00           C+0
HETATM   25  H   UNK     0      -1.229  -4.503   0.832  0.00  0.00           H+0
HETATM   26  H   UNK     0      -3.771  -3.364  -0.008  0.00  0.00           H+0
HETATM   27  H   UNK     0      -2.685   0.082   1.881  0.00  0.00           H+0
HETATM   28  H   UNK     0      -3.681   2.313   1.552  0.00  0.00           H+0
HETATM   29  H   UNK     0      -3.337   3.487  -0.633  0.00  0.00           H+0
HETATM   30  H   UNK     0      -2.043   2.404  -2.347  0.00  0.00           H+0
HETATM   31  H   UNK     0      -1.067   0.199  -2.000  0.00  0.00           H+0
HETATM   32  H   UNK     0       1.927  -1.612  -1.803  0.00  0.00           H+0
HETATM   33  H   UNK     0       3.701   0.074  -2.210  0.00  0.00           H+0
HETATM   34  H   UNK     0       4.399   2.974  -0.265  0.00  0.00           H+0
HETATM   35  H   UNK     0       0.675   0.492   1.617  0.00  0.00           H+0
CONECT    1    2                                                            
CONECT    2    1    3                                                       
CONECT    3    2    4   14                                                  
CONECT    4    3    5   25                                                  
CONECT    5    4    6    7                                                  
CONECT    6    5   26                                                       
CONECT    7    5    8   14                                                  
CONECT    8    7    9   13                                                  
CONECT    9    8   10   27                                                  
CONECT   10    9   11   28                                                  
CONECT   11   10   12   29                                                  
CONECT   12   11   13   30                                                  
CONECT   13   12    8   31                                                  
CONECT   14    7   15    3                                                  
CONECT   15   14   16   24                                                  
CONECT   16   15   17   32                                                  
CONECT   17   16   18   33                                                  
CONECT   18   17   19   20                                                  
CONECT   19   18   34                                                       
CONECT   20   18   21   24                                                  
CONECT   21   20   22   23                                                  
CONECT   22   21                                                            
CONECT   23   21                                                            
CONECT   24   20   15   35                                                  
CONECT   25    4                                                            
CONECT   26    6                                                            
CONECT   27    9                                                            
CONECT   28   10                                                            
CONECT   29   11                                                            
CONECT   30   12                                                            
CONECT   31   13                                                            
CONECT   32   16                                                            
CONECT   33   17                                                            
CONECT   34   19                                                            
CONECT   35   24                                                            
MASTER        0    0    0    0    0    0    0    0   35    0   74    0
END

RDKit          3D

35 37  0  0  0  0  0  0  0  0999 V2000
    2.3189   -3.5763    1.4375 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.4839   -3.7134    0.5274 N   0  0  0  0  0  0  0  0  0  0  0  0
    0.2552   -3.0161    0.4536 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.0008   -3.5249    0.6238 N   0  0  0  0  0  0  0  0  0  0  0  0
   -1.9137   -2.5269    0.4730 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.2961   -2.6650    0.5757 O   0  0  0  0  0  0  0  0  0  0  0  0
   -1.2220   -1.3638    0.2022 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.7932   -0.0458   -0.0318 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.5402    0.5939    0.9411 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.1026    1.8395    0.7713 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.9297    2.5054   -0.4156 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.1829    1.8845   -1.4104 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.6304    0.6390   -1.2173 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.1196   -1.6684    0.1908 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.1667   -0.6865   -0.0620 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.0313   -0.7818   -1.1323 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.0161    0.1362   -1.3747 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.1762    1.2242   -0.5213 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.1634    2.1544   -0.7595 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.3384    1.3559    0.5545 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.4215    2.4278    1.4751 N   0  0  0  0  0  4  0  0  0  0  0  0
    1.3589    2.7767    2.0514 O   0  0  0  0  0  0  0  0  0  0  0  0
    3.5384    3.0989    1.7794 O   0  0  0  0  0  1  0  0  0  0  0  0
    1.3353    0.3862    0.7678 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.2291   -4.5030    0.8324 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.7712   -3.3639   -0.0076 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.6851    0.0817    1.8807 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.6807    2.3129    1.5515 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.3375    3.4874   -0.6327 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.0434    2.4039   -2.3473 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.0673    0.1986   -2.0004 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.9268   -1.6116   -1.8027 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.7013    0.0742   -2.2100 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.3995    2.9740   -0.2645 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.6750    0.4920    1.6171 H   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  2  0
  2  3  1  0
  3  4  1  0
  4  5  1  0
  5  6  1  0
  5  7  2  0
  7  8  1  0
  8  9  2  0
  9 10  1  0
 10 11  2  0
 11 12  1  0
 12 13  2  0
  7 14  1  0
 14 15  1  0
 15 16  2  0
 16 17  1  0
 17 18  2  0
 18 19  1  0
 18 20  1  0
 20 21  1  0
 21 22  2  0
 21 23  1  0
 20 24  2  0
 14  3  2  0
 24 15  1  0
 13  8  1  0
  4 25  1  0
  6 26  1  0
  9 27  1  0
 10 28  1  0
 11 29  1  0
 12 30  1  0
 13 31  1  0
 16 32  1  0
 17 33  1  0
 19 34  1  0
 24 35  1  0
M  CHG  2  21   1  23  -1
M  END

View in JSmol View NMR Assignments

Synonyms

Not Available

Chemical Formula

C₁₆H₁₁N₃O₅

Average Mass

325.2800 Da

Monoisotopic Mass

325.06987 Da

IUPAC Name

{[2-hydroxy-5-(5-hydroxy-2-nitroso-4-phenyl-1H-pyrrol-3-yl)phenyl]nitro}-lambda1-oxidanyl

Traditional Name

[2-hydroxy-5-(5-hydroxy-2-nitroso-4-phenyl-1H-pyrrol-3-yl)phenylnitro]-lambda1-oxidanyl

CAS Registry Number

Not Available

SMILES

OC1=C(C(=C(N1)N=O)C1=CC(=C(O)C=C1)[N+]([O-])=O)C1=CC=CC=C1

InChI Identifier

InChI=1S/C16H11N3O5/c20-12-7-6-10(8-11(12)19(23)24)13-14(9-4-2-1-3-5-9)16(21)17-15(13)18-22/h1-8,17,20-21H

InChI Key

NMMDNCZQLOFGES-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
Vibrio sp.	NPAtlas	20431617

Chemical Taxonomy

Description

Belongs to the class of organic compounds known as phenylpyrroles. These are polycyclic aromatic compounds containing a benzene ring linked to a pyrrole ring through a CC or CN bond.

Kingdom

Organic compounds

Super Class

Organoheterocyclic compounds

Class

Pyrroles

Sub Class

Substituted pyrroles

Direct Parent

Phenylpyrroles

Alternative Parents

Substituents

3-phenylpyrrole
Nitrophenol
Nitrobenzene
Nitroaromatic compound
1-hydroxy-2-unsubstituted benzenoid
Phenol
Benzenoid
Monocyclic benzene moiety
Heteroaromatic compound
Organic nitro compound
C-nitro compound
Organic nitroso compound
Azacycle
Organic 1,3-dipolar compound
Propargyl-type 1,3-dipolar organic compound
Allyl-type 1,3-dipolar organic compound
Organic oxoazanium
C-nitroso compound
Organic nitrogen compound
Organic oxygen compound
Organopnictogen compound
Organic oxide
Hydrocarbon derivative
Organic zwitterion
Organooxygen compound
Organonitrogen compound
Aromatic heteromonocyclic compound

Molecular Framework

Aromatic heteromonocyclic 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	3.7	ALOGPS
logP	3.94	ChemAxon
logS	-4.2	ALOGPS
pKa (Strongest Acidic)	6.03	ChemAxon
pKa (Strongest Basic)	3.5	ChemAxon
Physiological Charge	-2	ChemAxon
Hydrogen Acceptor Count	5	ChemAxon
Hydrogen Donor Count	3	ChemAxon
Polar Surface Area	128.82 Å²	ChemAxon
Rotatable Bond Count	4	ChemAxon
Refractivity	85.45 m³·mol⁻¹	ChemAxon
Polarizability	30.9 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

NPA000004

HMDB ID

Not Available

DrugBank ID

Not Available

Phenol Explorer Compound ID

Not Available

FoodDB ID

Not Available

KNApSAcK ID

Not Available

Chemspider ID

78434592

KEGG Compound ID

Not Available

BioCyc ID

Not Available

BiGG ID

Not Available

Wikipedia Link

Not Available

METLIN ID

Not Available

PubChem Compound

135936861

PDB ID

Not Available

ChEBI ID

Not Available

Good Scents ID

Not Available

References

General References

Showing NP-Card for Aqabamycin E2 (NP0009185)

MOL for NP0009185 (Aqabamycin E2)

3D MOL for NP0009185 (Aqabamycin E2)

3D SDF for NP0009185 (Aqabamycin E2)

3D-SDF for NP0009185 (Aqabamycin E2)

PDB for NP0009185 (Aqabamycin E2)

3D PDB for NP0009185 (Aqabamycin E2)

SMILES for NP0009185 (Aqabamycin E2)

INCHI for NP0009185 (Aqabamycin E2)

Structure for NP0009185 (Aqabamycin E2)

3D Structure for NP0009185 (Aqabamycin E2)