NP-MRD: Showing NP-Card for Penicidone C (NP0007232)

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Record Information

Version

2.0

Created at

2020-12-09 04:04:46 UTC

Updated at

2021-07-15 16:57:02 UTC

NP-MRD ID

NP0007232

Secondary Accession Numbers

None

Natural Product Identification

Common Name

Penicidone C

Provided By

NPAtlas

Description

Methyl 3,5-dimethoxy-2-{4-oxo-6-[(1E)-prop-1-en-1-yl]-1,4-dihydropyridine-3-carbonyl}benzoate belongs to the class of organic compounds known as aryl-phenylketones. These are aromatic compounds containing a ketone substituted by one aryl group, and a phenyl group. Penicidone C is found in Penicillium sp. IFB-E022. Based on a literature review very few articles have been published on methyl 3,5-dimethoxy-2-{4-oxo-6-[(1E)-prop-1-en-1-yl]-1,4-dihydropyridine-3-carbonyl}benzoate.

Structure

MOL 3D MOL SDF 3D SDF PDB SMILES InChI


  Mrv1652306242118383D          

 45 46  0  0  0  0            999 V2000
    6.6797   -1.0789    0.5733 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.2268   -0.8930    0.3059 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.7129    0.2044   -0.2235 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.2970    0.4064   -0.4940 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.8925    1.5920   -1.1083 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.5432    1.8346   -1.3666 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.1665    2.8974   -1.9159 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.5732    0.9127   -1.0247 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.8624    1.1078   -1.2792 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.2322    1.8719   -2.1732 O   0  0  0  0  0  0  0  0  0  0  0  0
   -1.8203    0.3958   -0.4679 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.1271   -0.9183   -0.7945 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.5953   -1.5392   -1.9010 O   0  0  0  0  0  0  0  0  0  0  0  0
   -1.9063   -2.8565   -2.2233 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.0066   -1.5605    0.0663 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.5357   -0.9301    1.1698 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.3977   -1.6039    1.9980 O   0  0  0  0  0  0  0  0  0  0  0  0
   -4.7614   -2.9420    1.7720 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.1945    0.3897    1.4466 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.3264    1.0665    0.6197 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.0122    2.4502    0.9462 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.5001    3.0247    1.9537 O   0  0  0  0  0  0  0  0  0  0  0  0
   -1.1555    3.1925    0.1514 O   0  0  0  0  0  0  0  0  0  0  0  0
   -0.8131    4.5435    0.4162 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.0280   -0.2541   -0.4146 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.3407   -0.4587   -0.1777 N   0  0  0  0  0  0  0  0  0  0  0  0
    7.2256   -0.1523    0.7618 H   0  0  0  0  0  0  0  0  0  0  0  0
    7.1189   -1.6080   -0.3069 H   0  0  0  0  0  0  0  0  0  0  0  0
    6.7900   -1.8189    1.4115 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.5398   -1.7004    0.5492 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.4462    0.9970   -0.4542 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.6074    2.3681   -1.4035 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.1465   -3.3124   -2.9196 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.9702   -3.5391   -1.3350 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.8770   -2.9631   -2.7756 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.2638   -2.5955   -0.1762 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.8904   -3.5827    1.4828 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.1928   -3.3077    2.7456 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.5068   -2.9697    0.9549 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.5927    0.9145    2.3079 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.9171    4.7675    1.5017 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.1422    4.8404   -0.0136 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.6107    5.1584   -0.0962 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.2762   -0.9860   -0.1197 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.6082   -1.3650    0.2903 H   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  1  0  0  0  0
  2  3  2  0  0  0  0
  3  4  1  0  0  0  0
  4  5  2  0  0  0  0
  5  6  1  0  0  0  0
  6  7  2  0  0  0  0
  6  8  1  0  0  0  0
  8  9  1  0  0  0  0
  9 10  2  0  0  0  0
  9 11  1  0  0  0  0
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 12 13  1  0  0  0  0
 13 14  1  0  0  0  0
 12 15  1  0  0  0  0
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 16 17  1  0  0  0  0
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 21 23  1  0  0  0  0
 23 24  1  0  0  0  0
  8 25  2  0  0  0  0
 25 26  1  0  0  0  0
 26  4  1  0  0  0  0
 20 11  1  0  0  0  0
  1 27  1  0  0  0  0
  1 28  1  0  0  0  0
  1 29  1  0  0  0  0
  2 30  1  0  0  0  0
  3 31  1  0  0  0  0
  5 32  1  0  0  0  0
 14 33  1  0  0  0  0
 14 34  1  0  0  0  0
 14 35  1  0  0  0  0
 15 36  1  0  0  0  0
 18 37  1  0  0  0  0
 18 38  1  0  0  0  0
 18 39  1  0  0  0  0
 19 40  1  0  0  0  0
 24 41  1  0  0  0  0
 24 42  1  0  0  0  0
 24 43  1  0  0  0  0
 25 44  1  0  0  0  0
 26 45  1  0  0  0  0
M  END

     RDKit          3D

 45 46  0  0  0  0  0  0  0  0999 V2000
    6.6797   -1.0789    0.5733 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.2268   -0.8930    0.3059 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.7129    0.2044   -0.2235 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.2970    0.4064   -0.4940 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.8925    1.5920   -1.1083 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.5432    1.8346   -1.3666 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.1665    2.8974   -1.9159 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.5732    0.9127   -1.0247 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.8624    1.1078   -1.2792 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.2322    1.8719   -2.1732 O   0  0  0  0  0  0  0  0  0  0  0  0
   -1.8203    0.3958   -0.4679 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.1271   -0.9183   -0.7945 C   0  0  0  0  0  0  0  0  0  0  0  0
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   -1.9063   -2.8565   -2.2233 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.0066   -1.5605    0.0663 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.5357   -0.9301    1.1698 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.3977   -1.6039    1.9980 O   0  0  0  0  0  0  0  0  0  0  0  0
   -4.7614   -2.9420    1.7720 C   0  0  0  0  0  0  0  0  0  0  0  0
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   -2.3264    1.0665    0.6197 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.0122    2.4502    0.9462 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.5001    3.0247    1.9537 O   0  0  0  0  0  0  0  0  0  0  0  0
   -1.1555    3.1925    0.1514 O   0  0  0  0  0  0  0  0  0  0  0  0
   -0.8131    4.5435    0.4162 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.0280   -0.2541   -0.4146 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.3407   -0.4587   -0.1777 N   0  0  0  0  0  0  0  0  0  0  0  0
    7.2256   -0.1523    0.7618 H   0  0  0  0  0  0  0  0  0  0  0  0
    7.1189   -1.6080   -0.3069 H   0  0  0  0  0  0  0  0  0  0  0  0
    6.7900   -1.8189    1.4115 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.5398   -1.7004    0.5492 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.4462    0.9970   -0.4542 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.6074    2.3681   -1.4035 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.1465   -3.3124   -2.9196 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.9702   -3.5391   -1.3350 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.8770   -2.9631   -2.7756 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.2638   -2.5955   -0.1762 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.8904   -3.5827    1.4828 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.1928   -3.3077    2.7456 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.5068   -2.9697    0.9549 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.5927    0.9145    2.3079 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.9171    4.7675    1.5017 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.1422    4.8404   -0.0136 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.6107    5.1584   -0.0962 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.2762   -0.9860   -0.1197 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.6082   -1.3650    0.2903 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
  6  8  1  0
  8  9  1  0
  9 10  2  0
  9 11  1  0
 11 12  2  0
 12 13  1  0
 13 14  1  0
 12 15  1  0
 15 16  2  0
 16 17  1  0
 17 18  1  0
 16 19  1  0
 19 20  2  0
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 21 22  2  0
 21 23  1  0
 23 24  1  0
  8 25  2  0
 25 26  1  0
 26  4  1  0
 20 11  1  0
  1 27  1  0
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  1 29  1  0
  2 30  1  0
  3 31  1  0
  5 32  1  0
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 14 35  1  0
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 18 37  1  0
 18 38  1  0
 18 39  1  0
 19 40  1  0
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 25 44  1  0
 26 45  1  0
M  END


  Mrv1652306242118383D          

 45 46  0  0  0  0            999 V2000
    6.6797   -1.0789    0.5733 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.2268   -0.8930    0.3059 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.7129    0.2044   -0.2235 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.2970    0.4064   -0.4940 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.8925    1.5920   -1.1083 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.5432    1.8346   -1.3666 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.1665    2.8974   -1.9159 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.5732    0.9127   -1.0247 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.8624    1.1078   -1.2792 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.2322    1.8719   -2.1732 O   0  0  0  0  0  0  0  0  0  0  0  0
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   -3.5357   -0.9301    1.1698 C   0  0  0  0  0  0  0  0  0  0  0  0
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   -2.5001    3.0247    1.9537 O   0  0  0  0  0  0  0  0  0  0  0  0
   -1.1555    3.1925    0.1514 O   0  0  0  0  0  0  0  0  0  0  0  0
   -0.8131    4.5435    0.4162 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.0280   -0.2541   -0.4146 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.3407   -0.4587   -0.1777 N   0  0  0  0  0  0  0  0  0  0  0  0
    7.2256   -0.1523    0.7618 H   0  0  0  0  0  0  0  0  0  0  0  0
    7.1189   -1.6080   -0.3069 H   0  0  0  0  0  0  0  0  0  0  0  0
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    2.6082   -1.3650    0.2903 H   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  1  0  0  0  0
  2  3  2  0  0  0  0
  3  4  1  0  0  0  0
  4  5  2  0  0  0  0
  5  6  1  0  0  0  0
  6  7  2  0  0  0  0
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  8  9  1  0  0  0  0
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 26  4  1  0  0  0  0
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  1 29  1  0  0  0  0
  2 30  1  0  0  0  0
  3 31  1  0  0  0  0
  5 32  1  0  0  0  0
 14 33  1  0  0  0  0
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 15 36  1  0  0  0  0
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 19 40  1  0  0  0  0
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 24 43  1  0  0  0  0
 25 44  1  0  0  0  0
 26 45  1  0  0  0  0
M  END
> <DATABASE_ID>
NP0007232

> <DATABASE_NAME>
NP-MRD

> <SMILES>
[H]N1C([H])=C(C(=O)C2=C(OC([H])([H])[H])C([H])=C(OC([H])([H])[H])C([H])=C2C(=O)OC([H])([H])[H])C(=O)C([H])=C1\C([H])=C(/[H])C([H])([H])[H]

> <INCHI_IDENTIFIER>
InChI=1S/C19H19NO6/c1-5-6-11-7-15(21)14(10-20-11)18(22)17-13(19(23)26-4)8-12(24-2)9-16(17)25-3/h5-10H,1-4H3,(H,20,21)/b6-5+

> <INCHI_KEY>
VPAOKPNCSUMTKK-AATRIKPKSA-N

> <FORMULA>
C19H19NO6

> <MOLECULAR_WEIGHT>
357.362

> <EXACT_MASS>
357.121237336

> <JCHEM_ACCEPTOR_COUNT>
6

> <JCHEM_ATOM_COUNT>
45

> <JCHEM_AVERAGE_POLARIZABILITY>
37.27289052335374

> <JCHEM_BIOAVAILABILITY>
1

> <JCHEM_DONOR_COUNT>
1

> <JCHEM_FORMAL_CHARGE>
0

> <JCHEM_GHOSE_FILTER>
1

> <JCHEM_IUPAC>
methyl 3,5-dimethoxy-2-{4-oxo-6-[(1E)-prop-1-en-1-yl]-1,4-dihydropyridine-3-carbonyl}benzoate

> <ALOGPS_LOGP>
2.33

> <JCHEM_LOGP>
2.2665177939999994

> <ALOGPS_LOGS>
-4.50

> <JCHEM_MDDR_LIKE_RULE>
0

> <JCHEM_NUMBER_OF_RINGS>
2

> <JCHEM_PHYSIOLOGICAL_CHARGE>
0

> <JCHEM_PKA_STRONGEST_ACIDIC>
11.43172273152571

> <JCHEM_PKA_STRONGEST_BASIC>
-4.574837296936403

> <JCHEM_POLAR_SURFACE_AREA>
90.93000000000002

> <JCHEM_REFRACTIVITY>
98.36619999999999

> <JCHEM_ROTATABLE_BOND_COUNT>
7

> <JCHEM_RULE_OF_FIVE>
1

> <ALOGPS_SOLUBILITY>
1.12e-02 g/l

> <JCHEM_TRADITIONAL_IUPAC>
methyl 3,5-dimethoxy-2-{4-oxo-6-[(1E)-prop-1-en-1-yl]-1H-pyridine-3-carbonyl}benzoate

> <JCHEM_VEBER_RULE>
0

$$$$

     RDKit          3D

 45 46  0  0  0  0  0  0  0  0999 V2000
    6.6797   -1.0789    0.5733 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.2268   -0.8930    0.3059 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.7129    0.2044   -0.2235 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.2970    0.4064   -0.4940 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.8925    1.5920   -1.1083 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.5432    1.8346   -1.3666 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.1665    2.8974   -1.9159 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.5732    0.9127   -1.0247 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.8624    1.1078   -1.2792 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.2322    1.8719   -2.1732 O   0  0  0  0  0  0  0  0  0  0  0  0
   -1.8203    0.3958   -0.4679 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.1271   -0.9183   -0.7945 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.5953   -1.5392   -1.9010 O   0  0  0  0  0  0  0  0  0  0  0  0
   -1.9063   -2.8565   -2.2233 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.0066   -1.5605    0.0663 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.5357   -0.9301    1.1698 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.3977   -1.6039    1.9980 O   0  0  0  0  0  0  0  0  0  0  0  0
   -4.7614   -2.9420    1.7720 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.1945    0.3897    1.4466 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.3264    1.0665    0.6197 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.0122    2.4502    0.9462 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.5001    3.0247    1.9537 O   0  0  0  0  0  0  0  0  0  0  0  0
   -1.1555    3.1925    0.1514 O   0  0  0  0  0  0  0  0  0  0  0  0
   -0.8131    4.5435    0.4162 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.0280   -0.2541   -0.4146 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.3407   -0.4587   -0.1777 N   0  0  0  0  0  0  0  0  0  0  0  0
    7.2256   -0.1523    0.7618 H   0  0  0  0  0  0  0  0  0  0  0  0
    7.1189   -1.6080   -0.3069 H   0  0  0  0  0  0  0  0  0  0  0  0
    6.7900   -1.8189    1.4115 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.5398   -1.7004    0.5492 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.4462    0.9970   -0.4542 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.6074    2.3681   -1.4035 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.1465   -3.3124   -2.9196 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.9702   -3.5391   -1.3350 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.8770   -2.9631   -2.7756 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.2638   -2.5955   -0.1762 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.8904   -3.5827    1.4828 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.1928   -3.3077    2.7456 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.5068   -2.9697    0.9549 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.5927    0.9145    2.3079 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.9171    4.7675    1.5017 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.1422    4.8404   -0.0136 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.6107    5.1584   -0.0962 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.2762   -0.9860   -0.1197 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.6082   -1.3650    0.2903 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
  6  8  1  0
  8  9  1  0
  9 10  2  0
  9 11  1  0
 11 12  2  0
 12 13  1  0
 13 14  1  0
 12 15  1  0
 15 16  2  0
 16 17  1  0
 17 18  1  0
 16 19  1  0
 19 20  2  0
 20 21  1  0
 21 22  2  0
 21 23  1  0
 23 24  1  0
  8 25  2  0
 25 26  1  0
 26  4  1  0
 20 11  1  0
  1 27  1  0
  1 28  1  0
  1 29  1  0
  2 30  1  0
  3 31  1  0
  5 32  1  0
 14 33  1  0
 14 34  1  0
 14 35  1  0
 15 36  1  0
 18 37  1  0
 18 38  1  0
 18 39  1  0
 19 40  1  0
 24 41  1  0
 24 42  1  0
 24 43  1  0
 25 44  1  0
 26 45  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       6.680  -1.079   0.573  0.00  0.00           C+0
HETATM    2  C   UNK     0       5.227  -0.893   0.306  0.00  0.00           C+0
HETATM    3  C   UNK     0       4.713   0.204  -0.224  0.00  0.00           C+0
HETATM    4  C   UNK     0       3.297   0.406  -0.494  0.00  0.00           C+0
HETATM    5  C   UNK     0       2.893   1.592  -1.108  0.00  0.00           C+0
HETATM    6  C   UNK     0       1.543   1.835  -1.367  0.00  0.00           C+0
HETATM    7  O   UNK     0       1.167   2.897  -1.916  0.00  0.00           O+0
HETATM    8  C   UNK     0       0.573   0.913  -1.025  0.00  0.00           C+0
HETATM    9  C   UNK     0      -0.862   1.108  -1.279  0.00  0.00           C+0
HETATM   10  O   UNK     0      -1.232   1.872  -2.173  0.00  0.00           O+0
HETATM   11  C   UNK     0      -1.820   0.396  -0.468  0.00  0.00           C+0
HETATM   12  C   UNK     0      -2.127  -0.918  -0.795  0.00  0.00           C+0
HETATM   13  O   UNK     0      -1.595  -1.539  -1.901  0.00  0.00           O+0
HETATM   14  C   UNK     0      -1.906  -2.857  -2.223  0.00  0.00           C+0
HETATM   15  C   UNK     0      -3.007  -1.561   0.066  0.00  0.00           C+0
HETATM   16  C   UNK     0      -3.536  -0.930   1.170  0.00  0.00           C+0
HETATM   17  O   UNK     0      -4.398  -1.604   1.998  0.00  0.00           O+0
HETATM   18  C   UNK     0      -4.761  -2.942   1.772  0.00  0.00           C+0
HETATM   19  C   UNK     0      -3.195   0.390   1.447  0.00  0.00           C+0
HETATM   20  C   UNK     0      -2.326   1.067   0.620  0.00  0.00           C+0
HETATM   21  C   UNK     0      -2.012   2.450   0.946  0.00  0.00           C+0
HETATM   22  O   UNK     0      -2.500   3.025   1.954  0.00  0.00           O+0
HETATM   23  O   UNK     0      -1.155   3.192   0.151  0.00  0.00           O+0
HETATM   24  C   UNK     0      -0.813   4.543   0.416  0.00  0.00           C+0
HETATM   25  C   UNK     0       1.028  -0.254  -0.415  0.00  0.00           C+0
HETATM   26  N   UNK     0       2.341  -0.459  -0.178  0.00  0.00           N+0
HETATM   27  H   UNK     0       7.226  -0.152   0.762  0.00  0.00           H+0
HETATM   28  H   UNK     0       7.119  -1.608  -0.307  0.00  0.00           H+0
HETATM   29  H   UNK     0       6.790  -1.819   1.412  0.00  0.00           H+0
HETATM   30  H   UNK     0       4.540  -1.700   0.549  0.00  0.00           H+0
HETATM   31  H   UNK     0       5.446   0.997  -0.454  0.00  0.00           H+0
HETATM   32  H   UNK     0       3.607   2.368  -1.403  0.00  0.00           H+0
HETATM   33  H   UNK     0      -1.147  -3.312  -2.920  0.00  0.00           H+0
HETATM   34  H   UNK     0      -1.970  -3.539  -1.335  0.00  0.00           H+0
HETATM   35  H   UNK     0      -2.877  -2.963  -2.776  0.00  0.00           H+0
HETATM   36  H   UNK     0      -3.264  -2.595  -0.176  0.00  0.00           H+0
HETATM   37  H   UNK     0      -3.890  -3.583   1.483  0.00  0.00           H+0
HETATM   38  H   UNK     0      -5.193  -3.308   2.746  0.00  0.00           H+0
HETATM   39  H   UNK     0      -5.507  -2.970   0.955  0.00  0.00           H+0
HETATM   40  H   UNK     0      -3.593   0.915   2.308  0.00  0.00           H+0
HETATM   41  H   UNK     0      -0.917   4.768   1.502  0.00  0.00           H+0
HETATM   42  H   UNK     0       0.142   4.840  -0.014  0.00  0.00           H+0
HETATM   43  H   UNK     0      -1.611   5.158  -0.096  0.00  0.00           H+0
HETATM   44  H   UNK     0       0.276  -0.986  -0.120  0.00  0.00           H+0
HETATM   45  H   UNK     0       2.608  -1.365   0.290  0.00  0.00           H+0
CONECT    1    2   27   28   29                                             
CONECT    2    1    3   30                                                  
CONECT    3    2    4   31                                                  
CONECT    4    3    5   26                                                  
CONECT    5    4    6   32                                                  
CONECT    6    5    7    8                                                  
CONECT    7    6                                                            
CONECT    8    6    9   25                                                  
CONECT    9    8   10   11                                                  
CONECT   10    9                                                            
CONECT   11    9   12   20                                                  
CONECT   12   11   13   15                                                  
CONECT   13   12   14                                                       
CONECT   14   13   33   34   35                                             
CONECT   15   12   16   36                                                  
CONECT   16   15   17   19                                                  
CONECT   17   16   18                                                       
CONECT   18   17   37   38   39                                             
CONECT   19   16   20   40                                                  
CONECT   20   19   21   11                                                  
CONECT   21   20   22   23                                                  
CONECT   22   21                                                            
CONECT   23   21   24                                                       
CONECT   24   23   41   42   43                                             
CONECT   25    8   26   44                                                  
CONECT   26   25    4   45                                                  
CONECT   27    1                                                            
CONECT   28    1                                                            
CONECT   29    1                                                            
CONECT   30    2                                                            
CONECT   31    3                                                            
CONECT   32    5                                                            
CONECT   33   14                                                            
CONECT   34   14                                                            
CONECT   35   14                                                            
CONECT   36   15                                                            
CONECT   37   18                                                            
CONECT   38   18                                                            
CONECT   39   18                                                            
CONECT   40   19                                                            
CONECT   41   24                                                            
CONECT   42   24                                                            
CONECT   43   24                                                            
CONECT   44   25                                                            
CONECT   45   26                                                            
MASTER        0    0    0    0    0    0    0    0   45    0   92    0
END

RDKit          3D

45 46  0  0  0  0  0  0  0  0999 V2000
    6.6797   -1.0789    0.5733 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.2268   -0.8930    0.3059 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.7129    0.2044   -0.2235 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.2970    0.4064   -0.4940 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.8925    1.5920   -1.1083 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.5432    1.8346   -1.3666 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.1665    2.8974   -1.9159 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.5732    0.9127   -1.0247 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.8624    1.1078   -1.2792 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.2322    1.8719   -2.1732 O   0  0  0  0  0  0  0  0  0  0  0  0
   -1.8203    0.3958   -0.4679 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.1271   -0.9183   -0.7945 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.5953   -1.5392   -1.9010 O   0  0  0  0  0  0  0  0  0  0  0  0
   -1.9063   -2.8565   -2.2233 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.0066   -1.5605    0.0663 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.5357   -0.9301    1.1698 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.3977   -1.6039    1.9980 O   0  0  0  0  0  0  0  0  0  0  0  0
   -4.7614   -2.9420    1.7720 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.1945    0.3897    1.4466 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.3264    1.0665    0.6197 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.0122    2.4502    0.9462 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.5001    3.0247    1.9537 O   0  0  0  0  0  0  0  0  0  0  0  0
   -1.1555    3.1925    0.1514 O   0  0  0  0  0  0  0  0  0  0  0  0
   -0.8131    4.5435    0.4162 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.0280   -0.2541   -0.4146 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.3407   -0.4587   -0.1777 N   0  0  0  0  0  0  0  0  0  0  0  0
    7.2256   -0.1523    0.7618 H   0  0  0  0  0  0  0  0  0  0  0  0
    7.1189   -1.6080   -0.3069 H   0  0  0  0  0  0  0  0  0  0  0  0
    6.7900   -1.8189    1.4115 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.5398   -1.7004    0.5492 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.4462    0.9970   -0.4542 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.6074    2.3681   -1.4035 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.1465   -3.3124   -2.9196 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.9702   -3.5391   -1.3350 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.8770   -2.9631   -2.7756 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.2638   -2.5955   -0.1762 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.8904   -3.5827    1.4828 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.1928   -3.3077    2.7456 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.5068   -2.9697    0.9549 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.5927    0.9145    2.3079 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.9171    4.7675    1.5017 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.1422    4.8404   -0.0136 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.6107    5.1584   -0.0962 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.2762   -0.9860   -0.1197 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.6082   -1.3650    0.2903 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
  6  8  1  0
  8  9  1  0
  9 10  2  0
  9 11  1  0
 11 12  2  0
 12 13  1  0
 13 14  1  0
 12 15  1  0
 15 16  2  0
 16 17  1  0
 17 18  1  0
 16 19  1  0
 19 20  2  0
 20 21  1  0
 21 22  2  0
 21 23  1  0
 23 24  1  0
  8 25  2  0
 25 26  1  0
 26  4  1  0
 20 11  1  0
  1 27  1  0
  1 28  1  0
  1 29  1  0
  2 30  1  0
  3 31  1  0
  5 32  1  0
 14 33  1  0
 14 34  1  0
 14 35  1  0
 15 36  1  0
 18 37  1  0
 18 38  1  0
 18 39  1  0
 19 40  1  0
 24 41  1  0
 24 42  1  0
 24 43  1  0
 25 44  1  0
 26 45  1  0
M  END

View in JSmol View NMR Assignments

Synonyms

Value	Source
Methyl 3,5-dimethoxy-2-{4-oxo-6-[(1E)-prop-1-en-1-yl]-1,4-dihydropyridine-3-carbonyl}benzoic acid	Generator

Chemical Formula

C₁₉H₁₉NO₆

Average Mass

357.3620 Da

Monoisotopic Mass

357.12124 Da

IUPAC Name

methyl 3,5-dimethoxy-2-{4-oxo-6-[(1E)-prop-1-en-1-yl]-1,4-dihydropyridine-3-carbonyl}benzoate

Traditional Name

methyl 3,5-dimethoxy-2-{4-oxo-6-[(1E)-prop-1-en-1-yl]-1H-pyridine-3-carbonyl}benzoate

CAS Registry Number

Not Available

SMILES

COC(=O)C1=CC(OC)=CC(OC)=C1C(=O)C1=CNC(\C=C\C)=CC1=O

InChI Identifier

InChI=1S/C19H19NO6/c1-5-6-11-7-15(21)14(10-20-11)18(22)17-13(19(23)26-4)8-12(24-2)9-16(17)25-3/h5-10H,1-4H3,(H,20,21)/b6-5+

InChI Key

VPAOKPNCSUMTKK-AATRIKPKSA-N

Experimental Spectra

Not Available

Predicted Spectra

Spectrum Type	Description	Depositor ID	Depositor Organization	Depositor	Deposition Date	View
1D NMR	¹³C NMR Spectrum (1D, 25 MHz, D₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 100 MHz, D₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 252 MHz, D₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 1000 MHz, D₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 50 MHz, D₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 200 MHz, D₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 75 MHz, D₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 300 MHz, D₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 101 MHz, D₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 400 MHz, D₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 126 MHz, D₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 500 MHz, D₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 151 MHz, D₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 600 MHz, D₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 176 MHz, D₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 700 MHz, D₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 201 MHz, D₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 800 MHz, D₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 226 MHz, D₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 900 MHz, D₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum

Chemical Shift Submissions

Not Available

Species

Species of Origin

Species Name	Source	Reference
Penicillium sp. IFB-E022	NPAtlas	17804027

Chemical Taxonomy

Description

Belongs to the class of organic compounds known as aryl-phenylketones. These are aromatic compounds containing a ketone substituted by one aryl group, and a phenyl group.

Kingdom

Organic compounds

Super Class

Organic oxygen compounds

Class

Organooxygen compounds

Sub Class

Carbonyl compounds

Direct Parent

Aryl-phenylketones

Alternative Parents

Substituents

Aryl-phenylketone
M-methoxybenzoic acid or derivatives
Benzoate ester
M-dimethoxybenzene
Dimethoxybenzene
Benzoic acid or derivatives
Pyridine carboxylic acid or derivatives
Phenoxy compound
Anisole
Benzoyl
Methoxybenzene
Phenol ether
Alkyl aryl ether
Dihydropyridine
Monocyclic benzene moiety
Hydropyridine
Benzenoid
Pyridine
Vinylogous amide
Heteroaromatic compound
Methyl ester
Carboxylic acid ester
Cyclic ketone
Ether
Organoheterocyclic compound
Carboxylic acid derivative
Azacycle
Organonitrogen compound
Organic oxide
Hydrocarbon derivative
Organic nitrogen 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	2.33	ALOGPS
logP	2.27	ChemAxon
logS	-4.5	ALOGPS
pKa (Strongest Acidic)	11.43	ChemAxon
pKa (Strongest Basic)	-4.6	ChemAxon
Physiological Charge	0	ChemAxon
Hydrogen Acceptor Count	6	ChemAxon
Hydrogen Donor Count	1	ChemAxon
Polar Surface Area	90.93 Å²	ChemAxon
Rotatable Bond Count	7	ChemAxon
Refractivity	98.37 m³·mol⁻¹	ChemAxon
Polarizability	37.27 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

NPA019815

HMDB ID

Not Available

DrugBank ID

Not Available

Phenol Explorer Compound ID

Not Available

FoodDB ID

Not Available

KNApSAcK ID

C00034101

Chemspider ID

78435378

KEGG Compound ID

Not Available

BioCyc ID

Not Available

BiGG ID

Not Available

Wikipedia Link

Not Available

METLIN ID

Not Available

PubChem Compound

24761002

PDB ID

Not Available

ChEBI ID

Not Available

Good Scents ID

Not Available

References

General References

Showing NP-Card for Penicidone C (NP0007232)

MOL for NP0007232 (Penicidone C)

3D MOL for NP0007232 (Penicidone C)

3D SDF for NP0007232 (Penicidone C)

3D-SDF for NP0007232 (Penicidone C)

PDB for NP0007232 (Penicidone C)

3D PDB for NP0007232 (Penicidone C)

SMILES for NP0007232 (Penicidone C)

INCHI for NP0007232 (Penicidone C)

Structure for NP0007232 (Penicidone C)

3D Structure for NP0007232 (Penicidone C)