NP-MRD: Showing NP-Card for Azacoccone D (NP0017194)

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Record Information

Version

2.0

Created at

2021-01-06 01:58:28 UTC

Updated at

2021-07-15 17:24:49 UTC

NP-MRD ID

NP0017194

Secondary Accession Numbers

None

Natural Product Identification

Common Name

Azacoccone D

Provided By

NPAtlas

Description

Methyl 3-(4,6-dihydroxy-5-methoxy-7-methyl-1-oxo-2,3-dihydro-1H-isoindol-2-yl)propanoate belongs to the class of organic compounds known as indolyl carboxylic acids and derivatives. Indolyl carboxylic acids and derivatives are compounds containing a carboxylic acid chain (of at least 2 carbon atoms) linked to an indole ring. Azacoccone D is found in Aspergillus flavipes. Based on a literature review very few articles have been published on methyl 3-(4,6-dihydroxy-5-methoxy-7-methyl-1-oxo-2,3-dihydro-1H-isoindol-2-yl)propanoate.

Structure

MOL 3D MOL SDF 3D SDF PDB SMILES InChI


  Mrv1652306242104213D          

 38 39  0  0  0  0            999 V2000
    7.0765   -0.5328   -0.4702 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.7416   -0.0568   -0.5318 O   0  0  0  0  0  0  0  0  0  0  0  0
    4.6541   -0.8040   -0.1364 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.8248   -1.9578    0.3005 O   0  0  0  0  0  0  0  0  0  0  0  0
    3.2987   -0.2380   -0.2313 C   0  0  1  0  0  0  0  0  0  0  0  0
    2.3018   -1.2369    0.2544 C   0  0  1  0  0  0  0  0  0  0  0  0
    0.9524   -0.7291    0.1816 N   0  0  0  0  0  0  0  0  0  0  0  0
    0.0516   -0.8424   -0.9189 C   0  0  1  0  0  0  0  0  0  0  0  0
   -1.2038   -0.1416   -0.4702 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.4061    0.0611   -1.1330 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.5143   -0.4524   -2.4327 O   0  0  0  0  0  0  0  0  0  0  0  0
   -3.4678    0.7339   -0.5667 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.6132    0.8848   -1.2967 O   0  0  0  0  0  0  0  0  0  0  0  0
   -5.7008   -0.0023   -1.3179 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.2766    1.2029    0.7078 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.3027    1.8744    1.3032 O   0  0  0  0  0  0  0  0  0  0  0  0
   -2.0927    1.0249    1.4117 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.9401    1.5490    2.7902 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.0424    0.3351    0.7942 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.3145   -0.0212    1.2353 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.8063    0.2566    2.3442 O   0  0  0  0  0  0  0  0  0  0  0  0
    7.3381   -0.8581    0.5534 H   0  0  0  0  0  0  0  0  0  0  0  0
    7.2079   -1.4087   -1.1489 H   0  0  0  0  0  0  0  0  0  0  0  0
    7.7568    0.2876   -0.7393 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.2882    0.6713    0.4357 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.1011    0.1121   -1.2652 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.4253   -2.1592   -0.3861 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.5680   -1.4887    1.3080 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.4202   -0.3560   -1.8433 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.2610   -1.8998   -1.1097 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.3548   -0.3349   -2.9526 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.6690   -0.7619   -0.5079 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.6466   -0.5716   -2.2709 H   0  0  0  0  0  0  0  0  0  0  0  0
   -6.6754    0.5364   -1.3441 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.2370    2.2440    2.2182 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.0681    1.1214    3.2925 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.7876    2.6638    2.7590 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.8679    1.2947    3.3512 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
  3  5  1  0  0  0  0
  5  6  1  0  0  0  0
  6  7  1  0  0  0  0
  7  8  1  0  0  0  0
  8  9  1  0  0  0  0
  9 10  2  0  0  0  0
 10 11  1  0  0  0  0
 10 12  1  0  0  0  0
 12 13  1  0  0  0  0
 13 14  1  0  0  0  0
 12 15  2  0  0  0  0
 15 16  1  0  0  0  0
 15 17  1  0  0  0  0
 17 18  1  0  0  0  0
 17 19  2  0  0  0  0
 19 20  1  0  0  0  0
 20 21  2  0  0  0  0
 20  7  1  0  0  0  0
 19  9  1  0  0  0  0
  1 22  1  0  0  0  0
  1 23  1  0  0  0  0
  1 24  1  0  0  0  0
  5 25  1  0  0  0  0
  5 26  1  0  0  0  0
  6 27  1  0  0  0  0
  6 28  1  0  0  0  0
  8 29  1  0  0  0  0
  8 30  1  0  0  0  0
 11 31  1  0  0  0  0
 14 32  1  0  0  0  0
 14 33  1  0  0  0  0
 14 34  1  0  0  0  0
 16 35  1  0  0  0  0
 18 36  1  0  0  0  0
 18 37  1  0  0  0  0
 18 38  1  0  0  0  0
M  END

     RDKit          3D

 38 39  0  0  0  0  0  0  0  0999 V2000
    7.0765   -0.5328   -0.4702 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.7416   -0.0568   -0.5318 O   0  0  0  0  0  0  0  0  0  0  0  0
    4.6541   -0.8040   -0.1364 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.8248   -1.9578    0.3005 O   0  0  0  0  0  0  0  0  0  0  0  0
    3.2987   -0.2380   -0.2313 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.3018   -1.2369    0.2544 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.9524   -0.7291    0.1816 N   0  0  0  0  0  0  0  0  0  0  0  0
    0.0516   -0.8424   -0.9189 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.2038   -0.1416   -0.4702 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.4061    0.0611   -1.1330 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.5143   -0.4524   -2.4327 O   0  0  0  0  0  0  0  0  0  0  0  0
   -3.4678    0.7339   -0.5667 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.6132    0.8848   -1.2967 O   0  0  0  0  0  0  0  0  0  0  0  0
   -5.7008   -0.0023   -1.3179 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.2766    1.2029    0.7078 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.3027    1.8744    1.3032 O   0  0  0  0  0  0  0  0  0  0  0  0
   -2.0927    1.0249    1.4117 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.9401    1.5490    2.7902 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.0424    0.3351    0.7942 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.3145   -0.0212    1.2353 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.8063    0.2566    2.3442 O   0  0  0  0  0  0  0  0  0  0  0  0
    7.3381   -0.8581    0.5534 H   0  0  0  0  0  0  0  0  0  0  0  0
    7.2079   -1.4087   -1.1489 H   0  0  0  0  0  0  0  0  0  0  0  0
    7.7568    0.2876   -0.7393 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.2882    0.6713    0.4357 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.1011    0.1121   -1.2652 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.4253   -2.1592   -0.3861 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.5680   -1.4887    1.3080 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.4202   -0.3560   -1.8433 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.2610   -1.8998   -1.1097 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.3548   -0.3349   -2.9526 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.6690   -0.7619   -0.5079 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.6466   -0.5716   -2.2709 H   0  0  0  0  0  0  0  0  0  0  0  0
   -6.6754    0.5364   -1.3441 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.2370    2.2440    2.2182 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.0681    1.1214    3.2925 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.7876    2.6638    2.7590 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.8679    1.2947    3.3512 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
  3  5  1  0
  5  6  1  0
  6  7  1  0
  7  8  1  0
  8  9  1  0
  9 10  2  0
 10 11  1  0
 10 12  1  0
 12 13  1  0
 13 14  1  0
 12 15  2  0
 15 16  1  0
 15 17  1  0
 17 18  1  0
 17 19  2  0
 19 20  1  0
 20 21  2  0
 20  7  1  0
 19  9  1  0
  1 22  1  0
  1 23  1  0
  1 24  1  0
  5 25  1  0
  5 26  1  0
  6 27  1  0
  6 28  1  0
  8 29  1  0
  8 30  1  0
 11 31  1  0
 14 32  1  0
 14 33  1  0
 14 34  1  0
 16 35  1  0
 18 36  1  0
 18 37  1  0
 18 38  1  0
M  END


  Mrv1652306242104213D          

 38 39  0  0  0  0            999 V2000
    7.0765   -0.5328   -0.4702 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.7416   -0.0568   -0.5318 O   0  0  0  0  0  0  0  0  0  0  0  0
    4.6541   -0.8040   -0.1364 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.8248   -1.9578    0.3005 O   0  0  0  0  0  0  0  0  0  0  0  0
    3.2987   -0.2380   -0.2313 C   0  0  1  0  0  0  0  0  0  0  0  0
    2.3018   -1.2369    0.2544 C   0  0  1  0  0  0  0  0  0  0  0  0
    0.9524   -0.7291    0.1816 N   0  0  0  0  0  0  0  0  0  0  0  0
    0.0516   -0.8424   -0.9189 C   0  0  1  0  0  0  0  0  0  0  0  0
   -1.2038   -0.1416   -0.4702 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.4061    0.0611   -1.1330 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.5143   -0.4524   -2.4327 O   0  0  0  0  0  0  0  0  0  0  0  0
   -3.4678    0.7339   -0.5667 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.6132    0.8848   -1.2967 O   0  0  0  0  0  0  0  0  0  0  0  0
   -5.7008   -0.0023   -1.3179 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.2766    1.2029    0.7078 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.3027    1.8744    1.3032 O   0  0  0  0  0  0  0  0  0  0  0  0
   -2.0927    1.0249    1.4117 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.9401    1.5490    2.7902 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.0424    0.3351    0.7942 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.3145   -0.0212    1.2353 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.8063    0.2566    2.3442 O   0  0  0  0  0  0  0  0  0  0  0  0
    7.3381   -0.8581    0.5534 H   0  0  0  0  0  0  0  0  0  0  0  0
    7.2079   -1.4087   -1.1489 H   0  0  0  0  0  0  0  0  0  0  0  0
    7.7568    0.2876   -0.7393 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.2882    0.6713    0.4357 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.1011    0.1121   -1.2652 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.4253   -2.1592   -0.3861 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.5680   -1.4887    1.3080 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.4202   -0.3560   -1.8433 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.2610   -1.8998   -1.1097 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.3548   -0.3349   -2.9526 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.6690   -0.7619   -0.5079 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.6466   -0.5716   -2.2709 H   0  0  0  0  0  0  0  0  0  0  0  0
   -6.6754    0.5364   -1.3441 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.2370    2.2440    2.2182 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.0681    1.1214    3.2925 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.7876    2.6638    2.7590 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.8679    1.2947    3.3512 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
  3  5  1  0  0  0  0
  5  6  1  0  0  0  0
  6  7  1  0  0  0  0
  7  8  1  0  0  0  0
  8  9  1  0  0  0  0
  9 10  2  0  0  0  0
 10 11  1  0  0  0  0
 10 12  1  0  0  0  0
 12 13  1  0  0  0  0
 13 14  1  0  0  0  0
 12 15  2  0  0  0  0
 15 16  1  0  0  0  0
 15 17  1  0  0  0  0
 17 18  1  0  0  0  0
 17 19  2  0  0  0  0
 19 20  1  0  0  0  0
 20 21  2  0  0  0  0
 20  7  1  0  0  0  0
 19  9  1  0  0  0  0
  1 22  1  0  0  0  0
  1 23  1  0  0  0  0
  1 24  1  0  0  0  0
  5 25  1  0  0  0  0
  5 26  1  0  0  0  0
  6 27  1  0  0  0  0
  6 28  1  0  0  0  0
  8 29  1  0  0  0  0
  8 30  1  0  0  0  0
 11 31  1  0  0  0  0
 14 32  1  0  0  0  0
 14 33  1  0  0  0  0
 14 34  1  0  0  0  0
 16 35  1  0  0  0  0
 18 36  1  0  0  0  0
 18 37  1  0  0  0  0
 18 38  1  0  0  0  0
M  END
> <DATABASE_ID>
NP0017194

> <DATABASE_NAME>
NP-MRD

> <SMILES>
[H]OC1=C2C(C(=O)N(C([H])([H])C([H])([H])C(=O)OC([H])([H])[H])C2([H])[H])=C(C(O[H])=C1OC([H])([H])[H])C([H])([H])[H]

> <INCHI_IDENTIFIER>
InChI=1S/C14H17NO6/c1-7-10-8(12(18)13(21-3)11(7)17)6-15(14(10)19)5-4-9(16)20-2/h17-18H,4-6H2,1-3H3

> <INCHI_KEY>
SBRGDJSOYUSMOV-UHFFFAOYSA-N

> <FORMULA>
C14H17NO6

> <MOLECULAR_WEIGHT>
295.291

> <EXACT_MASS>
295.105587271

> <JCHEM_ACCEPTOR_COUNT>
5

> <JCHEM_ATOM_COUNT>
38

> <JCHEM_AVERAGE_POLARIZABILITY>
30.364805602539178

> <JCHEM_BIOAVAILABILITY>
1

> <JCHEM_DONOR_COUNT>
2

> <JCHEM_FORMAL_CHARGE>
0

> <JCHEM_GHOSE_FILTER>
1

> <JCHEM_IUPAC>
methyl 3-(4,6-dihydroxy-5-methoxy-7-methyl-1-oxo-2,3-dihydro-1H-isoindol-2-yl)propanoate

> <ALOGPS_LOGP>
0.95

> <JCHEM_LOGP>
0.6319751240000004

> <ALOGPS_LOGS>
-2.08

> <JCHEM_MDDR_LIKE_RULE>
0

> <JCHEM_NUMBER_OF_RINGS>
2

> <JCHEM_PHYSIOLOGICAL_CHARGE>
0

> <JCHEM_PKA>
10.75061424806406

> <JCHEM_PKA_STRONGEST_ACIDIC>
9.393456431551217

> <JCHEM_PKA_STRONGEST_BASIC>
-1.3506185061834834

> <JCHEM_POLAR_SURFACE_AREA>
96.30000000000001

> <JCHEM_REFRACTIVITY>
74.5037

> <JCHEM_ROTATABLE_BOND_COUNT>
5

> <JCHEM_RULE_OF_FIVE>
1

> <ALOGPS_SOLUBILITY>
2.47e+00 g/l

> <JCHEM_TRADITIONAL_IUPAC>
methyl 3-(4,6-dihydroxy-5-methoxy-7-methyl-1-oxo-3H-isoindol-2-yl)propanoate

> <JCHEM_VEBER_RULE>
0

$$$$

     RDKit          3D

 38 39  0  0  0  0  0  0  0  0999 V2000
    7.0765   -0.5328   -0.4702 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.7416   -0.0568   -0.5318 O   0  0  0  0  0  0  0  0  0  0  0  0
    4.6541   -0.8040   -0.1364 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.8248   -1.9578    0.3005 O   0  0  0  0  0  0  0  0  0  0  0  0
    3.2987   -0.2380   -0.2313 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.3018   -1.2369    0.2544 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.9524   -0.7291    0.1816 N   0  0  0  0  0  0  0  0  0  0  0  0
    0.0516   -0.8424   -0.9189 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.2038   -0.1416   -0.4702 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.4061    0.0611   -1.1330 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.5143   -0.4524   -2.4327 O   0  0  0  0  0  0  0  0  0  0  0  0
   -3.4678    0.7339   -0.5667 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.6132    0.8848   -1.2967 O   0  0  0  0  0  0  0  0  0  0  0  0
   -5.7008   -0.0023   -1.3179 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.2766    1.2029    0.7078 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.3027    1.8744    1.3032 O   0  0  0  0  0  0  0  0  0  0  0  0
   -2.0927    1.0249    1.4117 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.9401    1.5490    2.7902 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.0424    0.3351    0.7942 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.3145   -0.0212    1.2353 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.8063    0.2566    2.3442 O   0  0  0  0  0  0  0  0  0  0  0  0
    7.3381   -0.8581    0.5534 H   0  0  0  0  0  0  0  0  0  0  0  0
    7.2079   -1.4087   -1.1489 H   0  0  0  0  0  0  0  0  0  0  0  0
    7.7568    0.2876   -0.7393 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.2882    0.6713    0.4357 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.1011    0.1121   -1.2652 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.4253   -2.1592   -0.3861 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.5680   -1.4887    1.3080 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.4202   -0.3560   -1.8433 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.2610   -1.8998   -1.1097 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.3548   -0.3349   -2.9526 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.6690   -0.7619   -0.5079 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.6466   -0.5716   -2.2709 H   0  0  0  0  0  0  0  0  0  0  0  0
   -6.6754    0.5364   -1.3441 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.2370    2.2440    2.2182 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.0681    1.1214    3.2925 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.7876    2.6638    2.7590 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.8679    1.2947    3.3512 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
  3  5  1  0
  5  6  1  0
  6  7  1  0
  7  8  1  0
  8  9  1  0
  9 10  2  0
 10 11  1  0
 10 12  1  0
 12 13  1  0
 13 14  1  0
 12 15  2  0
 15 16  1  0
 15 17  1  0
 17 18  1  0
 17 19  2  0
 19 20  1  0
 20 21  2  0
 20  7  1  0
 19  9  1  0
  1 22  1  0
  1 23  1  0
  1 24  1  0
  5 25  1  0
  5 26  1  0
  6 27  1  0
  6 28  1  0
  8 29  1  0
  8 30  1  0
 11 31  1  0
 14 32  1  0
 14 33  1  0
 14 34  1  0
 16 35  1  0
 18 36  1  0
 18 37  1  0
 18 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       7.077  -0.533  -0.470  0.00  0.00           C+0
HETATM    2  O   UNK     0       5.742  -0.057  -0.532  0.00  0.00           O+0
HETATM    3  C   UNK     0       4.654  -0.804  -0.136  0.00  0.00           C+0
HETATM    4  O   UNK     0       4.825  -1.958   0.301  0.00  0.00           O+0
HETATM    5  C   UNK     0       3.299  -0.238  -0.231  0.00  0.00           C+0
HETATM    6  C   UNK     0       2.302  -1.237   0.254  0.00  0.00           C+0
HETATM    7  N   UNK     0       0.952  -0.729   0.182  0.00  0.00           N+0
HETATM    8  C   UNK     0       0.052  -0.842  -0.919  0.00  0.00           C+0
HETATM    9  C   UNK     0      -1.204  -0.142  -0.470  0.00  0.00           C+0
HETATM   10  C   UNK     0      -2.406   0.061  -1.133  0.00  0.00           C+0
HETATM   11  O   UNK     0      -2.514  -0.452  -2.433  0.00  0.00           O+0
HETATM   12  C   UNK     0      -3.468   0.734  -0.567  0.00  0.00           C+0
HETATM   13  O   UNK     0      -4.613   0.885  -1.297  0.00  0.00           O+0
HETATM   14  C   UNK     0      -5.701  -0.002  -1.318  0.00  0.00           C+0
HETATM   15  C   UNK     0      -3.277   1.203   0.708  0.00  0.00           C+0
HETATM   16  O   UNK     0      -4.303   1.874   1.303  0.00  0.00           O+0
HETATM   17  C   UNK     0      -2.093   1.025   1.412  0.00  0.00           C+0
HETATM   18  C   UNK     0      -1.940   1.549   2.790  0.00  0.00           C+0
HETATM   19  C   UNK     0      -1.042   0.335   0.794  0.00  0.00           C+0
HETATM   20  C   UNK     0       0.315  -0.021   1.235  0.00  0.00           C+0
HETATM   21  O   UNK     0       0.806   0.257   2.344  0.00  0.00           O+0
HETATM   22  H   UNK     0       7.338  -0.858   0.553  0.00  0.00           H+0
HETATM   23  H   UNK     0       7.208  -1.409  -1.149  0.00  0.00           H+0
HETATM   24  H   UNK     0       7.757   0.288  -0.739  0.00  0.00           H+0
HETATM   25  H   UNK     0       3.288   0.671   0.436  0.00  0.00           H+0
HETATM   26  H   UNK     0       3.101   0.112  -1.265  0.00  0.00           H+0
HETATM   27  H   UNK     0       2.425  -2.159  -0.386  0.00  0.00           H+0
HETATM   28  H   UNK     0       2.568  -1.489   1.308  0.00  0.00           H+0
HETATM   29  H   UNK     0       0.420  -0.356  -1.843  0.00  0.00           H+0
HETATM   30  H   UNK     0      -0.261  -1.900  -1.110  0.00  0.00           H+0
HETATM   31  H   UNK     0      -3.355  -0.335  -2.953  0.00  0.00           H+0
HETATM   32  H   UNK     0      -5.669  -0.762  -0.508  0.00  0.00           H+0
HETATM   33  H   UNK     0      -5.647  -0.572  -2.271  0.00  0.00           H+0
HETATM   34  H   UNK     0      -6.675   0.536  -1.344  0.00  0.00           H+0
HETATM   35  H   UNK     0      -4.237   2.244   2.218  0.00  0.00           H+0
HETATM   36  H   UNK     0      -1.068   1.121   3.293  0.00  0.00           H+0
HETATM   37  H   UNK     0      -1.788   2.664   2.759  0.00  0.00           H+0
HETATM   38  H   UNK     0      -2.868   1.295   3.351  0.00  0.00           H+0
CONECT    1    2   22   23   24                                             
CONECT    2    1    3                                                       
CONECT    3    2    4    5                                                  
CONECT    4    3                                                            
CONECT    5    3    6   25   26                                             
CONECT    6    5    7   27   28                                             
CONECT    7    6    8   20                                                  
CONECT    8    7    9   29   30                                             
CONECT    9    8   10   19                                                  
CONECT   10    9   11   12                                                  
CONECT   11   10   31                                                       
CONECT   12   10   13   15                                                  
CONECT   13   12   14                                                       
CONECT   14   13   32   33   34                                             
CONECT   15   12   16   17                                                  
CONECT   16   15   35                                                       
CONECT   17   15   18   19                                                  
CONECT   18   17   36   37   38                                             
CONECT   19   17   20    9                                                  
CONECT   20   19   21    7                                                  
CONECT   21   20                                                            
CONECT   22    1                                                            
CONECT   23    1                                                            
CONECT   24    1                                                            
CONECT   25    5                                                            
CONECT   26    5                                                            
CONECT   27    6                                                            
CONECT   28    6                                                            
CONECT   29    8                                                            
CONECT   30    8                                                            
CONECT   31   11                                                            
CONECT   32   14                                                            
CONECT   33   14                                                            
CONECT   34   14                                                            
CONECT   35   16                                                            
CONECT   36   18                                                            
CONECT   37   18                                                            
CONECT   38   18                                                            
MASTER        0    0    0    0    0    0    0    0   38    0   78    0
END

RDKit          3D

38 39  0  0  0  0  0  0  0  0999 V2000
    7.0765   -0.5328   -0.4702 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.7416   -0.0568   -0.5318 O   0  0  0  0  0  0  0  0  0  0  0  0
    4.6541   -0.8040   -0.1364 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.8248   -1.9578    0.3005 O   0  0  0  0  0  0  0  0  0  0  0  0
    3.2987   -0.2380   -0.2313 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.3018   -1.2369    0.2544 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.9524   -0.7291    0.1816 N   0  0  0  0  0  0  0  0  0  0  0  0
    0.0516   -0.8424   -0.9189 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.2038   -0.1416   -0.4702 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.4061    0.0611   -1.1330 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.5143   -0.4524   -2.4327 O   0  0  0  0  0  0  0  0  0  0  0  0
   -3.4678    0.7339   -0.5667 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.6132    0.8848   -1.2967 O   0  0  0  0  0  0  0  0  0  0  0  0
   -5.7008   -0.0023   -1.3179 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.2766    1.2029    0.7078 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.3027    1.8744    1.3032 O   0  0  0  0  0  0  0  0  0  0  0  0
   -2.0927    1.0249    1.4117 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.9401    1.5490    2.7902 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.0424    0.3351    0.7942 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.3145   -0.0212    1.2353 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.8063    0.2566    2.3442 O   0  0  0  0  0  0  0  0  0  0  0  0
    7.3381   -0.8581    0.5534 H   0  0  0  0  0  0  0  0  0  0  0  0
    7.2079   -1.4087   -1.1489 H   0  0  0  0  0  0  0  0  0  0  0  0
    7.7568    0.2876   -0.7393 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.2882    0.6713    0.4357 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.1011    0.1121   -1.2652 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.4253   -2.1592   -0.3861 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.5680   -1.4887    1.3080 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.4202   -0.3560   -1.8433 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.2610   -1.8998   -1.1097 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.3548   -0.3349   -2.9526 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.6690   -0.7619   -0.5079 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.6466   -0.5716   -2.2709 H   0  0  0  0  0  0  0  0  0  0  0  0
   -6.6754    0.5364   -1.3441 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.2370    2.2440    2.2182 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.0681    1.1214    3.2925 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.7876    2.6638    2.7590 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.8679    1.2947    3.3512 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
  3  5  1  0
  5  6  1  0
  6  7  1  0
  7  8  1  0
  8  9  1  0
  9 10  2  0
 10 11  1  0
 10 12  1  0
 12 13  1  0
 13 14  1  0
 12 15  2  0
 15 16  1  0
 15 17  1  0
 17 18  1  0
 17 19  2  0
 19 20  1  0
 20 21  2  0
 20  7  1  0
 19  9  1  0
  1 22  1  0
  1 23  1  0
  1 24  1  0
  5 25  1  0
  5 26  1  0
  6 27  1  0
  6 28  1  0
  8 29  1  0
  8 30  1  0
 11 31  1  0
 14 32  1  0
 14 33  1  0
 14 34  1  0
 16 35  1  0
 18 36  1  0
 18 37  1  0
 18 38  1  0
M  END

View in JSmol View NMR Assignments

Synonyms

Value	Source
Methyl 3-(4,6-dihydroxy-5-methoxy-7-methyl-1-oxo-2,3-dihydro-1H-isoindol-2-yl)propanoic acid	Generator

Chemical Formula

C₁₄H₁₇NO₆

Average Mass

295.2910 Da

Monoisotopic Mass

295.10559 Da

IUPAC Name

methyl 3-(4,6-dihydroxy-5-methoxy-7-methyl-1-oxo-2,3-dihydro-1H-isoindol-2-yl)propanoate

Traditional Name

methyl 3-(4,6-dihydroxy-5-methoxy-7-methyl-1-oxo-3H-isoindol-2-yl)propanoate

CAS Registry Number

Not Available

SMILES

COC(=O)CCN1CC2=C(O)C(OC)=C(O)C(C)=C2C1=O

InChI Identifier

InChI=1S/C14H17NO6/c1-7-10-8(12(18)13(21-3)11(7)17)6-15(14(10)19)5-4-9(16)20-2/h17-18H,4-6H2,1-3H3

InChI Key

SBRGDJSOYUSMOV-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
Aspergillus flavipes	NPAtlas	29106995

Chemical Taxonomy

Description

Belongs to the class of organic compounds known as indolyl carboxylic acids and derivatives. Indolyl carboxylic acids and derivatives are compounds containing a carboxylic acid chain (of at least 2 carbon atoms) linked to an indole ring.

Kingdom

Organic compounds

Super Class

Organoheterocyclic compounds

Class

Indoles and derivatives

Sub Class

Indolyl carboxylic acids and derivatives

Direct Parent

Indolyl carboxylic acids and derivatives

Alternative Parents

Substituents

Indolyl carboxylic acid derivative
Isoindolone
Isoindole or derivatives
Isoindole
Isoindoline
Indole
Anisole
Alkyl aryl ether
Benzenoid
Methyl ester
Tertiary carboxylic acid amide
Lactam
Carboxylic acid ester
Carboxamide group
Azacycle
Monocarboxylic acid or derivatives
Ether
Carboxylic acid derivative
Organic nitrogen compound
Organic oxygen compound
Organopnictogen compound
Organic oxide
Hydrocarbon derivative
Organooxygen compound
Organonitrogen compound
Carbonyl group
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	0.95	ALOGPS
logP	0.63	ChemAxon
logS	-2.1	ALOGPS
pKa (Strongest Acidic)	9.39	ChemAxon
pKa (Strongest Basic)	-1.4	ChemAxon
Physiological Charge	0	ChemAxon
Hydrogen Acceptor Count	5	ChemAxon
Hydrogen Donor Count	2	ChemAxon
Polar Surface Area	96.3 Å²	ChemAxon
Rotatable Bond Count	5	ChemAxon
Refractivity	74.5 m³·mol⁻¹	ChemAxon
Polarizability	30.36 Å³	ChemAxon
Number of Rings	2	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

NPA028068

HMDB ID

Not Available

DrugBank ID

Not Available

Phenol Explorer Compound ID

Not Available

FoodDB ID

Not Available

KNApSAcK ID

Not Available

Chemspider ID

65323181

KEGG Compound ID

Not Available

BioCyc ID

Not Available

BiGG ID

Not Available

Wikipedia Link

Not Available

METLIN ID

Not Available

PubChem Compound

146684267

PDB ID

Not Available

ChEBI ID

Not Available

Good Scents ID

Not Available

References

General References

Showing NP-Card for Azacoccone D (NP0017194)

MOL for NP0017194 (Azacoccone D)

3D MOL for NP0017194 (Azacoccone D)

3D SDF for NP0017194 (Azacoccone D)

3D-SDF for NP0017194 (Azacoccone D)

PDB for NP0017194 (Azacoccone D)

3D PDB for NP0017194 (Azacoccone D)

SMILES for NP0017194 (Azacoccone D)

INCHI for NP0017194 (Azacoccone D)

Structure for NP0017194 (Azacoccone D)

3D Structure for NP0017194 (Azacoccone D)