NP-MRD: Showing NP-Card for IIQ A (NP0015802)

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Record Information

Version

2.0

Created at

2021-01-06 00:57:52 UTC

Updated at

2021-07-15 17:20:59 UTC

NP-MRD ID

NP0015802

Secondary Accession Numbers

None

Natural Product Identification

Common Name

IIQ A

Provided By

NPAtlas

Description

6,8-Dihydroxy-7-methoxy-1-methyl-2H,4H,9H-benzo[f]isoindole-4,9-dione belongs to the class of organic compounds known as isoindolones. These are aromatic polycyclic compounds that an isoindole bearing a ketone. IIQ A is found in Streptomyces sp. CB01388. IIQ A was first documented in 2017 (PMID: 27731333). Based on a literature review very few articles have been published on 6,8-dihydroxy-7-methoxy-1-methyl-2H,4H,9H-benzo[f]isoindole-4,9-dione.

Structure

MOL 3D MOL SDF 3D SDF PDB SMILES InChI


  Mrv1652306242117223D          

 31 33  0  0  0  0            999 V2000
    4.7280    1.2870    0.3311 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.9325    0.3009    0.9487 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.7302   -0.1583    0.4365 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.7340   -1.2295   -0.4165 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.9283   -1.8614   -0.7746 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.5548   -1.7117   -0.9442 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.3487   -1.1282   -0.6260 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.3382   -0.0395    0.2401 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.5165    0.4427    0.7677 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.5985    1.4983    1.6187 O   0  0  0  0  0  0  0  0  0  0  0  0
   -0.9366    0.5733    0.5732 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.0165    1.5594    1.3491 O   0  0  0  0  0  0  0  0  0  0  0  0
   -2.2156    0.0964    0.0376 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.1874   -0.9863   -0.8216 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.5018   -1.2249   -1.1717 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.2799   -0.3100   -0.5374 N   0  0  0  0  0  0  0  0  0  0  0  0
   -3.5227    0.4989    0.1992 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.9575    1.6265    1.0447 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.9158   -1.6116   -1.1651 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.9027   -2.6042   -1.9543 O   0  0  0  0  0  0  0  0  0  0  0  0
    4.2635    1.7562   -0.5403 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.0091    2.0700    1.0821 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.6800    0.7998    0.0320 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.9332   -2.6515   -1.4035 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.5526   -2.5629   -1.6226 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.9758    2.1174    2.0362 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.8659   -1.9958   -1.8301 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.3235   -0.2806   -0.6410 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.9215    1.2940    2.1098 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.2939    2.5086    0.9115 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.9826    1.9270    0.7311 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  2  0  0  0  0
  4  5  1  0  0  0  0
  4  6  1  0  0  0  0
  6  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
  8 11  1  0  0  0  0
 11 12  2  0  0  0  0
 11 13  1  0  0  0  0
 13 14  1  0  0  0  0
 14 15  2  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
 14 19  1  0  0  0  0
 19 20  2  0  0  0  0
  9  3  1  0  0  0  0
 17 13  2  0  0  0  0
 19  7  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
  5 24  1  0  0  0  0
  6 25  1  0  0  0  0
 10 26  1  0  0  0  0
 15 27  1  0  0  0  0
 16 28  1  0  0  0  0
 18 29  1  0  0  0  0
 18 30  1  0  0  0  0
 18 31  1  0  0  0  0
M  END

     RDKit          3D

 31 33  0  0  0  0  0  0  0  0999 V2000
    4.7280    1.2870    0.3311 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.9325    0.3009    0.9487 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.7302   -0.1583    0.4365 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.7340   -1.2295   -0.4165 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.9283   -1.8614   -0.7746 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.5548   -1.7117   -0.9442 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.3487   -1.1282   -0.6260 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.3382   -0.0395    0.2401 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.5165    0.4427    0.7677 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.5985    1.4983    1.6187 O   0  0  0  0  0  0  0  0  0  0  0  0
   -0.9366    0.5733    0.5732 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.0165    1.5594    1.3491 O   0  0  0  0  0  0  0  0  0  0  0  0
   -2.2156    0.0964    0.0376 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.1874   -0.9863   -0.8216 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.5018   -1.2249   -1.1717 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.2799   -0.3100   -0.5374 N   0  0  0  0  0  0  0  0  0  0  0  0
   -3.5227    0.4989    0.1992 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.9575    1.6265    1.0447 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.9158   -1.6116   -1.1651 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.9027   -2.6042   -1.9543 O   0  0  0  0  0  0  0  0  0  0  0  0
    4.2635    1.7562   -0.5403 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.0091    2.0700    1.0821 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.6800    0.7998    0.0320 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.9332   -2.6515   -1.4035 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.5526   -2.5629   -1.6226 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.9758    2.1174    2.0362 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.8659   -1.9958   -1.8301 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.3235   -0.2806   -0.6410 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.9215    1.2940    2.1098 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.2939    2.5086    0.9115 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.9826    1.9270    0.7311 H   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  1  0
  2  3  1  0
  3  4  2  0
  4  5  1  0
  4  6  1  0
  6  7  2  0
  7  8  1  0
  8  9  2  0
  9 10  1  0
  8 11  1  0
 11 12  2  0
 11 13  1  0
 13 14  1  0
 14 15  2  0
 15 16  1  0
 16 17  1  0
 17 18  1  0
 14 19  1  0
 19 20  2  0
  9  3  1  0
 17 13  2  0
 19  7  1  0
  1 21  1  0
  1 22  1  0
  1 23  1  0
  5 24  1  0
  6 25  1  0
 10 26  1  0
 15 27  1  0
 16 28  1  0
 18 29  1  0
 18 30  1  0
 18 31  1  0
M  END


  Mrv1652306242117223D          

 31 33  0  0  0  0            999 V2000
    4.7280    1.2870    0.3311 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.9325    0.3009    0.9487 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.7302   -0.1583    0.4365 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.7340   -1.2295   -0.4165 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.9283   -1.8614   -0.7746 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.5548   -1.7117   -0.9442 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.3487   -1.1282   -0.6260 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.3382   -0.0395    0.2401 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.5165    0.4427    0.7677 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.5985    1.4983    1.6187 O   0  0  0  0  0  0  0  0  0  0  0  0
   -0.9366    0.5733    0.5732 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.0165    1.5594    1.3491 O   0  0  0  0  0  0  0  0  0  0  0  0
   -2.2156    0.0964    0.0376 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.1874   -0.9863   -0.8216 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.5018   -1.2249   -1.1717 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.2799   -0.3100   -0.5374 N   0  0  0  0  0  0  0  0  0  0  0  0
   -3.5227    0.4989    0.1992 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.9575    1.6265    1.0447 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.9158   -1.6116   -1.1651 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.9027   -2.6042   -1.9543 O   0  0  0  0  0  0  0  0  0  0  0  0
    4.2635    1.7562   -0.5403 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.0091    2.0700    1.0821 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.6800    0.7998    0.0320 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.9332   -2.6515   -1.4035 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.5526   -2.5629   -1.6226 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.9758    2.1174    2.0362 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.8659   -1.9958   -1.8301 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.3235   -0.2806   -0.6410 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.9215    1.2940    2.1098 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.2939    2.5086    0.9115 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.9826    1.9270    0.7311 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  2  0  0  0  0
  4  5  1  0  0  0  0
  4  6  1  0  0  0  0
  6  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
  8 11  1  0  0  0  0
 11 12  2  0  0  0  0
 11 13  1  0  0  0  0
 13 14  1  0  0  0  0
 14 15  2  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
 14 19  1  0  0  0  0
 19 20  2  0  0  0  0
  9  3  1  0  0  0  0
 17 13  2  0  0  0  0
 19  7  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
  5 24  1  0  0  0  0
  6 25  1  0  0  0  0
 10 26  1  0  0  0  0
 15 27  1  0  0  0  0
 16 28  1  0  0  0  0
 18 29  1  0  0  0  0
 18 30  1  0  0  0  0
 18 31  1  0  0  0  0
M  END
> <DATABASE_ID>
NP0015802

> <DATABASE_NAME>
NP-MRD

> <SMILES>
[H]OC1=C(OC([H])([H])[H])C(O[H])=C2C(=O)C3=C(N([H])C([H])=C3C(=O)C2=C1[H])C([H])([H])[H]

> <INCHI_IDENTIFIER>
InChI=1S/C14H11NO5/c1-5-9-7(4-15-5)11(17)6-3-8(16)14(20-2)13(19)10(6)12(9)18/h3-4,15-16,19H,1-2H3

> <INCHI_KEY>
HTWQLBCQBLVVQG-UHFFFAOYSA-N

> <FORMULA>
C14H11NO5

> <MOLECULAR_WEIGHT>
273.244

> <EXACT_MASS>
273.063722458

> <JCHEM_ACCEPTOR_COUNT>
5

> <JCHEM_ATOM_COUNT>
31

> <JCHEM_AVERAGE_POLARIZABILITY>
27.013229748827577

> <JCHEM_BIOAVAILABILITY>
1

> <JCHEM_DONOR_COUNT>
3

> <JCHEM_FORMAL_CHARGE>
0

> <JCHEM_GHOSE_FILTER>
1

> <JCHEM_IUPAC>
6,8-dihydroxy-7-methoxy-1-methyl-2H,4H,9H-benzo[f]isoindole-4,9-dione

> <ALOGPS_LOGP>
2.37

> <JCHEM_LOGP>
2.0833496013333335

> <ALOGPS_LOGS>
-2.67

> <JCHEM_MDDR_LIKE_RULE>
0

> <JCHEM_NUMBER_OF_RINGS>
3

> <JCHEM_PHYSIOLOGICAL_CHARGE>
0

> <JCHEM_PKA>
9.50283587177776

> <JCHEM_PKA_STRONGEST_ACIDIC>
7.918808205612199

> <JCHEM_PKA_STRONGEST_BASIC>
-4.497801205408327

> <JCHEM_POLAR_SURFACE_AREA>
99.61999999999998

> <JCHEM_REFRACTIVITY>
71.48449999999998

> <JCHEM_ROTATABLE_BOND_COUNT>
1

> <JCHEM_RULE_OF_FIVE>
1

> <ALOGPS_SOLUBILITY>
5.83e-01 g/l

> <JCHEM_TRADITIONAL_IUPAC>
6,8-dihydroxy-7-methoxy-1-methyl-2H-benzo[f]isoindole-4,9-dione

> <JCHEM_VEBER_RULE>
0

$$$$

     RDKit          3D

 31 33  0  0  0  0  0  0  0  0999 V2000
    4.7280    1.2870    0.3311 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.9325    0.3009    0.9487 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.7302   -0.1583    0.4365 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.7340   -1.2295   -0.4165 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.9283   -1.8614   -0.7746 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.5548   -1.7117   -0.9442 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.3487   -1.1282   -0.6260 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.3382   -0.0395    0.2401 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.5165    0.4427    0.7677 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.5985    1.4983    1.6187 O   0  0  0  0  0  0  0  0  0  0  0  0
   -0.9366    0.5733    0.5732 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.0165    1.5594    1.3491 O   0  0  0  0  0  0  0  0  0  0  0  0
   -2.2156    0.0964    0.0376 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.1874   -0.9863   -0.8216 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.5018   -1.2249   -1.1717 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.2799   -0.3100   -0.5374 N   0  0  0  0  0  0  0  0  0  0  0  0
   -3.5227    0.4989    0.1992 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.9575    1.6265    1.0447 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.9158   -1.6116   -1.1651 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.9027   -2.6042   -1.9543 O   0  0  0  0  0  0  0  0  0  0  0  0
    4.2635    1.7562   -0.5403 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.0091    2.0700    1.0821 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.6800    0.7998    0.0320 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.9332   -2.6515   -1.4035 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.5526   -2.5629   -1.6226 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.9758    2.1174    2.0362 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.8659   -1.9958   -1.8301 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.3235   -0.2806   -0.6410 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.9215    1.2940    2.1098 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.2939    2.5086    0.9115 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.9826    1.9270    0.7311 H   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  1  0
  2  3  1  0
  3  4  2  0
  4  5  1  0
  4  6  1  0
  6  7  2  0
  7  8  1  0
  8  9  2  0
  9 10  1  0
  8 11  1  0
 11 12  2  0
 11 13  1  0
 13 14  1  0
 14 15  2  0
 15 16  1  0
 16 17  1  0
 17 18  1  0
 14 19  1  0
 19 20  2  0
  9  3  1  0
 17 13  2  0
 19  7  1  0
  1 21  1  0
  1 22  1  0
  1 23  1  0
  5 24  1  0
  6 25  1  0
 10 26  1  0
 15 27  1  0
 16 28  1  0
 18 29  1  0
 18 30  1  0
 18 31  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       4.728   1.287   0.331  0.00  0.00           C+0
HETATM    2  O   UNK     0       3.933   0.301   0.949  0.00  0.00           O+0
HETATM    3  C   UNK     0       2.730  -0.158   0.437  0.00  0.00           C+0
HETATM    4  C   UNK     0       2.734  -1.230  -0.417  0.00  0.00           C+0
HETATM    5  O   UNK     0       3.928  -1.861  -0.775  0.00  0.00           O+0
HETATM    6  C   UNK     0       1.555  -1.712  -0.944  0.00  0.00           C+0
HETATM    7  C   UNK     0       0.349  -1.128  -0.626  0.00  0.00           C+0
HETATM    8  C   UNK     0       0.338  -0.040   0.240  0.00  0.00           C+0
HETATM    9  C   UNK     0       1.517   0.443   0.768  0.00  0.00           C+0
HETATM   10  O   UNK     0       1.599   1.498   1.619  0.00  0.00           O+0
HETATM   11  C   UNK     0      -0.937   0.573   0.573  0.00  0.00           C+0
HETATM   12  O   UNK     0      -1.016   1.559   1.349  0.00  0.00           O+0
HETATM   13  C   UNK     0      -2.216   0.096   0.038  0.00  0.00           C+0
HETATM   14  C   UNK     0      -2.187  -0.986  -0.822  0.00  0.00           C+0
HETATM   15  C   UNK     0      -3.502  -1.225  -1.172  0.00  0.00           C+0
HETATM   16  N   UNK     0      -4.280  -0.310  -0.537  0.00  0.00           N+0
HETATM   17  C   UNK     0      -3.523   0.499   0.199  0.00  0.00           C+0
HETATM   18  C   UNK     0      -3.958   1.627   1.045  0.00  0.00           C+0
HETATM   19  C   UNK     0      -0.916  -1.612  -1.165  0.00  0.00           C+0
HETATM   20  O   UNK     0      -0.903  -2.604  -1.954  0.00  0.00           O+0
HETATM   21  H   UNK     0       4.263   1.756  -0.540  0.00  0.00           H+0
HETATM   22  H   UNK     0       5.009   2.070   1.082  0.00  0.00           H+0
HETATM   23  H   UNK     0       5.680   0.800   0.032  0.00  0.00           H+0
HETATM   24  H   UNK     0       3.933  -2.652  -1.403  0.00  0.00           H+0
HETATM   25  H   UNK     0       1.553  -2.563  -1.623  0.00  0.00           H+0
HETATM   26  H   UNK     0       0.976   2.117   2.036  0.00  0.00           H+0
HETATM   27  H   UNK     0      -3.866  -1.996  -1.830  0.00  0.00           H+0
HETATM   28  H   UNK     0      -5.324  -0.281  -0.641  0.00  0.00           H+0
HETATM   29  H   UNK     0      -3.922   1.294   2.110  0.00  0.00           H+0
HETATM   30  H   UNK     0      -3.294   2.509   0.912  0.00  0.00           H+0
HETATM   31  H   UNK     0      -4.983   1.927   0.731  0.00  0.00           H+0
CONECT    1    2   21   22   23                                             
CONECT    2    1    3                                                       
CONECT    3    2    4    9                                                  
CONECT    4    3    5    6                                                  
CONECT    5    4   24                                                       
CONECT    6    4    7   25                                                  
CONECT    7    6    8   19                                                  
CONECT    8    7    9   11                                                  
CONECT    9    8   10    3                                                  
CONECT   10    9   26                                                       
CONECT   11    8   12   13                                                  
CONECT   12   11                                                            
CONECT   13   11   14   17                                                  
CONECT   14   13   15   19                                                  
CONECT   15   14   16   27                                                  
CONECT   16   15   17   28                                                  
CONECT   17   16   18   13                                                  
CONECT   18   17   29   30   31                                             
CONECT   19   14   20    7                                                  
CONECT   20   19                                                            
CONECT   21    1                                                            
CONECT   22    1                                                            
CONECT   23    1                                                            
CONECT   24    5                                                            
CONECT   25    6                                                            
CONECT   26   10                                                            
CONECT   27   15                                                            
CONECT   28   16                                                            
CONECT   29   18                                                            
CONECT   30   18                                                            
CONECT   31   18                                                            
MASTER        0    0    0    0    0    0    0    0   31    0   66    0
END

RDKit          3D

31 33  0  0  0  0  0  0  0  0999 V2000
    4.7280    1.2870    0.3311 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.9325    0.3009    0.9487 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.7302   -0.1583    0.4365 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.7340   -1.2295   -0.4165 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.9283   -1.8614   -0.7746 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.5548   -1.7117   -0.9442 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.3487   -1.1282   -0.6260 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.3382   -0.0395    0.2401 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.5165    0.4427    0.7677 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.5985    1.4983    1.6187 O   0  0  0  0  0  0  0  0  0  0  0  0
   -0.9366    0.5733    0.5732 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.0165    1.5594    1.3491 O   0  0  0  0  0  0  0  0  0  0  0  0
   -2.2156    0.0964    0.0376 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.1874   -0.9863   -0.8216 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.5018   -1.2249   -1.1717 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.2799   -0.3100   -0.5374 N   0  0  0  0  0  0  0  0  0  0  0  0
   -3.5227    0.4989    0.1992 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.9575    1.6265    1.0447 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.9158   -1.6116   -1.1651 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.9027   -2.6042   -1.9543 O   0  0  0  0  0  0  0  0  0  0  0  0
    4.2635    1.7562   -0.5403 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.0091    2.0700    1.0821 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.6800    0.7998    0.0320 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.9332   -2.6515   -1.4035 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.5526   -2.5629   -1.6226 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.9758    2.1174    2.0362 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.8659   -1.9958   -1.8301 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.3235   -0.2806   -0.6410 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.9215    1.2940    2.1098 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.2939    2.5086    0.9115 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.9826    1.9270    0.7311 H   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  1  0
  2  3  1  0
  3  4  2  0
  4  5  1  0
  4  6  1  0
  6  7  2  0
  7  8  1  0
  8  9  2  0
  9 10  1  0
  8 11  1  0
 11 12  2  0
 11 13  1  0
 13 14  1  0
 14 15  2  0
 15 16  1  0
 16 17  1  0
 17 18  1  0
 14 19  1  0
 19 20  2  0
  9  3  1  0
 17 13  2  0
 19  7  1  0
  1 21  1  0
  1 22  1  0
  1 23  1  0
  5 24  1  0
  6 25  1  0
 10 26  1  0
 15 27  1  0
 16 28  1  0
 18 29  1  0
 18 30  1  0
 18 31  1  0
M  END

View in JSmol View NMR Assignments

Synonyms

Not Available

Chemical Formula

C₁₄H₁₁NO₅

Average Mass

273.2440 Da

Monoisotopic Mass

273.06372 Da

IUPAC Name

6,8-dihydroxy-7-methoxy-1-methyl-2H,4H,9H-benzo[f]isoindole-4,9-dione

Traditional Name

6,8-dihydroxy-7-methoxy-1-methyl-2H-benzo[f]isoindole-4,9-dione

CAS Registry Number

Not Available

SMILES

COC1=C(O)C=C2C(=O)C3=CNC(C)=C3C(=O)C2=C1O

InChI Identifier

InChI=1S/C14H11NO5/c1-5-9-7(4-15-5)11(17)6-3-8(16)14(20-2)13(19)10(6)12(9)18/h3-4,15-16,19H,1-2H3

InChI Key

HTWQLBCQBLVVQG-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
Streptomyces sp. CB01388	NPAtlas	27731333

Chemical Taxonomy

Description

Belongs to the class of organic compounds known as isoindolones. These are aromatic polycyclic compounds that an isoindole bearing a ketone.

Kingdom

Organic compounds

Super Class

Organoheterocyclic compounds

Class

Isoindoles and derivatives

Sub Class

Isoindolines

Direct Parent

Isoindolones

Alternative Parents

Substituents

Naphthalene
Isoindolone
Isoindole
Aryl ketone
Anisole
1-hydroxy-4-unsubstituted benzenoid
1-hydroxy-2-unsubstituted benzenoid
Alkyl aryl ether
Benzenoid
Substituted pyrrole
Heteroaromatic compound
Vinylogous amide
Vinylogous acid
Pyrrole
Ketone
Azacycle
Ether
Organic nitrogen compound
Organic oxygen compound
Organopnictogen compound
Organic oxide
Hydrocarbon derivative
Organooxygen compound
Organonitrogen compound
Aromatic heteropolycyclic compound

Molecular Framework

Aromatic heteropolycyclic compounds

External Descriptors

Not Available

Physical Properties

State

Not Available

Experimental Properties

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

Predicted Properties

Property	Value	Source
logP	2.37	ALOGPS
logP	2.08	ChemAxon
logS	-2.7	ALOGPS
pKa (Strongest Acidic)	7.92	ChemAxon
pKa (Strongest Basic)	-4.5	ChemAxon
Physiological Charge	0	ChemAxon
Hydrogen Acceptor Count	5	ChemAxon
Hydrogen Donor Count	3	ChemAxon
Polar Surface Area	99.62 Å²	ChemAxon
Rotatable Bond Count	1	ChemAxon
Refractivity	71.48 m³·mol⁻¹	ChemAxon
Polarizability	27.01 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

NPA021587

HMDB ID

Not Available

DrugBank ID

Not Available

Phenol Explorer Compound ID

Not Available

FoodDB ID

Not Available

KNApSAcK ID

Not Available

Chemspider ID

78435194

KEGG Compound ID

Not Available

BioCyc ID

Not Available

BiGG ID

Not Available

Wikipedia Link

Not Available

METLIN ID

Not Available

PubChem Compound

139589413

PDB ID

Not Available

ChEBI ID

Not Available

Good Scents ID

Not Available

References

General References

Guo Z, Pan G, Xu Z, Yang D, Hindra, Zhu X, Huang Y, Zhao LX, Jiang Y, Duan Y, Shen B: New isofuranonaphthoquinones and isoindolequinones from Streptomyces sp. CB01883. J Antibiot (Tokyo). 2017 Apr;70(4):414-422. doi: 10.1038/ja.2016.122. Epub 2016 Oct 12. [PubMed:27731333 ]

Showing NP-Card for IIQ A (NP0015802)

MOL for NP0015802 (IIQ A)

3D MOL for NP0015802 (IIQ A)

3D SDF for NP0015802 (IIQ A)

3D-SDF for NP0015802 (IIQ A)

PDB for NP0015802 (IIQ A)

3D PDB for NP0015802 (IIQ A)

SMILES for NP0015802 (IIQ A)

INCHI for NP0015802 (IIQ A)

Structure for NP0015802 (IIQ A)

3D Structure for NP0015802 (IIQ A)