NP-MRD: Showing NP-Card for Penipanoid C (NP0009940)

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Record Information

Version

2.0

Created at

2021-01-05 19:37:37 UTC

Updated at

2021-07-15 17:04:41 UTC

NP-MRD ID

NP0009940

Secondary Accession Numbers

None

Natural Product Identification

Common Name

Penipanoid C

Provided By

NPAtlas

Description

Penipanoid C 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. Penipanoid C is a secondary metabolite. Secondary metabolites are metabolically or physiologically non-essential metabolites that may serve a role as defense or signalling molecules. In some cases they are simply molecules that arise from the incomplete metabolism of other secondary metabolites. Penipanoid C is found in Penicillium and Penicillium paneum. Penipanoid C was first documented in 2021 (PMID: 34237623). Based on a literature review very few articles have been published on penipanoid C.

Structure

MOL 3D MOL SDF 3D SDF PDB SMILES InChI


  Mrv1652306242106533D          

 30 32  0  0  0  0            999 V2000
   -0.8739    2.9880   -0.4294 O   0  0  0  0  0  0  0  0  0  0  0  0
   -0.8259    1.7275   -0.3082 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.0554    1.0069   -0.0819 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.1393    1.6288    0.5358 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.3458    1.0054    0.7606 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.4752   -0.3023    0.3482 C   0  0  0  0  0  0  0  0  0  0  0  0
   -5.6816   -0.9545    0.5626 O   0  0  0  0  0  0  0  0  0  0  0  0
   -3.4106   -0.9284   -0.2635 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.2142   -0.2911   -0.4794 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.4346    1.0260   -0.3957 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.1644    0.6473    0.6687 N   0  0  0  0  0  0  0  0  0  0  0  0
    2.3269   -0.0122    0.4761 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.0992   -0.4064    1.5772 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.2922   -1.0771    1.4111 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.6915   -1.3425    0.1223 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.9764   -0.9802   -0.9875 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.7711   -0.3014   -0.7969 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.0002    0.0997   -1.8645 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.4481   -0.1889   -3.0154 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.8612    0.7474   -1.6640 N   0  0  0  0  0  0  0  0  0  0  0  0
   -2.9953    2.6464    0.8413 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.1753    1.5074    1.2423 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.7976   -1.8995    0.2708 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.5048   -1.9644   -0.5943 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.4005   -0.8188   -0.9637 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.7257   -0.1639    2.5699 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.9025   -1.3871    2.2548 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.6259   -1.8680   -0.0151 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.2704   -1.1791   -1.9957 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.3050    1.0350   -2.5005 H   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  2  0  0  0  0
  2  3  1  0  0  0  0
  3  4  2  0  0  0  0
  4  5  1  0  0  0  0
  5  6  2  0  0  0  0
  6  7  1  0  0  0  0
  6  8  1  0  0  0  0
  8  9  2  0  0  0  0
  2 10  1  0  0  0  0
 10 11  2  0  0  0  0
 11 12  1  0  0  0  0
 12 13  2  0  0  0  0
 13 14  1  0  0  0  0
 14 15  2  0  0  0  0
 15 16  1  0  0  0  0
 16 17  2  0  0  0  0
 17 18  1  0  0  0  0
 18 19  2  0  0  0  0
 18 20  1  0  0  0  0
  9  3  1  0  0  0  0
 20 10  1  0  0  0  0
 17 12  1  0  0  0  0
  4 21  1  0  0  0  0
  5 22  1  0  0  0  0
  7 23  1  0  0  0  0
  8 24  1  0  0  0  0
  9 25  1  0  0  0  0
 13 26  1  0  0  0  0
 14 27  1  0  0  0  0
 15 28  1  0  0  0  0
 16 29  1  0  0  0  0
 20 30  1  0  0  0  0
M  END

     RDKit          3D

 30 32  0  0  0  0  0  0  0  0999 V2000
   -0.8739    2.9880   -0.4294 O   0  0  0  0  0  0  0  0  0  0  0  0
   -0.8259    1.7275   -0.3082 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.0554    1.0069   -0.0819 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.1393    1.6288    0.5358 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.3458    1.0054    0.7606 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.4752   -0.3023    0.3482 C   0  0  0  0  0  0  0  0  0  0  0  0
   -5.6816   -0.9545    0.5626 O   0  0  0  0  0  0  0  0  0  0  0  0
   -3.4106   -0.9284   -0.2635 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.2142   -0.2911   -0.4794 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.4346    1.0260   -0.3957 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.1644    0.6473    0.6687 N   0  0  0  0  0  0  0  0  0  0  0  0
    2.3269   -0.0122    0.4761 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.0992   -0.4064    1.5772 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.2922   -1.0771    1.4111 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.6915   -1.3425    0.1223 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.9764   -0.9802   -0.9875 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.7711   -0.3014   -0.7969 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.0002    0.0997   -1.8645 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.4481   -0.1889   -3.0154 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.8612    0.7474   -1.6640 N   0  0  0  0  0  0  0  0  0  0  0  0
   -2.9953    2.6464    0.8413 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.1753    1.5074    1.2423 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.7976   -1.8995    0.2708 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.5048   -1.9644   -0.5943 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.4005   -0.8188   -0.9637 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.7257   -0.1639    2.5699 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.9025   -1.3871    2.2548 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.6259   -1.8680   -0.0151 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.2704   -1.1791   -1.9957 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.3050    1.0350   -2.5005 H   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  2  0
  2  3  1  0
  3  4  2  0
  4  5  1  0
  5  6  2  0
  6  7  1  0
  6  8  1  0
  8  9  2  0
  2 10  1  0
 10 11  2  0
 11 12  1  0
 12 13  2  0
 13 14  1  0
 14 15  2  0
 15 16  1  0
 16 17  2  0
 17 18  1  0
 18 19  2  0
 18 20  1  0
  9  3  1  0
 20 10  1  0
 17 12  1  0
  4 21  1  0
  5 22  1  0
  7 23  1  0
  8 24  1  0
  9 25  1  0
 13 26  1  0
 14 27  1  0
 15 28  1  0
 16 29  1  0
 20 30  1  0
M  END


  Mrv1652306242106533D          

 30 32  0  0  0  0            999 V2000
   -0.8739    2.9880   -0.4294 O   0  0  0  0  0  0  0  0  0  0  0  0
   -0.8259    1.7275   -0.3082 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.0554    1.0069   -0.0819 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.1393    1.6288    0.5358 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.3458    1.0054    0.7606 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.4752   -0.3023    0.3482 C   0  0  0  0  0  0  0  0  0  0  0  0
   -5.6816   -0.9545    0.5626 O   0  0  0  0  0  0  0  0  0  0  0  0
   -3.4106   -0.9284   -0.2635 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.2142   -0.2911   -0.4794 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.4346    1.0260   -0.3957 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.1644    0.6473    0.6687 N   0  0  0  0  0  0  0  0  0  0  0  0
    2.3269   -0.0122    0.4761 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.0992   -0.4064    1.5772 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.2922   -1.0771    1.4111 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.6915   -1.3425    0.1223 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.9764   -0.9802   -0.9875 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.7711   -0.3014   -0.7969 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.0002    0.0997   -1.8645 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.4481   -0.1889   -3.0154 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.8612    0.7474   -1.6640 N   0  0  0  0  0  0  0  0  0  0  0  0
   -2.9953    2.6464    0.8413 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.1753    1.5074    1.2423 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.7976   -1.8995    0.2708 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.5048   -1.9644   -0.5943 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.4005   -0.8188   -0.9637 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.7257   -0.1639    2.5699 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.9025   -1.3871    2.2548 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.6259   -1.8680   -0.0151 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.2704   -1.1791   -1.9957 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.3050    1.0350   -2.5005 H   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  2  0  0  0  0
  2  3  1  0  0  0  0
  3  4  2  0  0  0  0
  4  5  1  0  0  0  0
  5  6  2  0  0  0  0
  6  7  1  0  0  0  0
  6  8  1  0  0  0  0
  8  9  2  0  0  0  0
  2 10  1  0  0  0  0
 10 11  2  0  0  0  0
 11 12  1  0  0  0  0
 12 13  2  0  0  0  0
 13 14  1  0  0  0  0
 14 15  2  0  0  0  0
 15 16  1  0  0  0  0
 16 17  2  0  0  0  0
 17 18  1  0  0  0  0
 18 19  2  0  0  0  0
 18 20  1  0  0  0  0
  9  3  1  0  0  0  0
 20 10  1  0  0  0  0
 17 12  1  0  0  0  0
  4 21  1  0  0  0  0
  5 22  1  0  0  0  0
  7 23  1  0  0  0  0
  8 24  1  0  0  0  0
  9 25  1  0  0  0  0
 13 26  1  0  0  0  0
 14 27  1  0  0  0  0
 15 28  1  0  0  0  0
 16 29  1  0  0  0  0
 20 30  1  0  0  0  0
M  END
> <DATABASE_ID>
NP0009940

> <DATABASE_NAME>
NP-MRD

> <SMILES>
[H]OC1=C([H])C([H])=C(C([H])=C1[H])C(=O)C1=NC2=C([H])C([H])=C([H])C([H])=C2C(=O)N1[H]

> <INCHI_IDENTIFIER>
InChI=1S/C15H10N2O3/c18-10-7-5-9(6-8-10)13(19)14-16-12-4-2-1-3-11(12)15(20)17-14/h1-8,18H,(H,16,17,20)

> <INCHI_KEY>
RGJAZQRSYANVPX-UHFFFAOYSA-N

> <FORMULA>
C15H10N2O3

> <MOLECULAR_WEIGHT>
266.256

> <EXACT_MASS>
266.06914219

> <JCHEM_ACCEPTOR_COUNT>
4

> <JCHEM_ATOM_COUNT>
30

> <JCHEM_AVERAGE_POLARIZABILITY>
26.75890831407859

> <JCHEM_BIOAVAILABILITY>
1

> <JCHEM_DONOR_COUNT>
2

> <JCHEM_FORMAL_CHARGE>
0

> <JCHEM_GHOSE_FILTER>
1

> <JCHEM_IUPAC>
2-(4-hydroxybenzoyl)-3,4-dihydroquinazolin-4-one

> <ALOGPS_LOGP>
2.23

> <JCHEM_LOGP>
2.1837083736666663

> <ALOGPS_LOGS>
-3.39

> <JCHEM_MDDR_LIKE_RULE>
0

> <JCHEM_NUMBER_OF_RINGS>
3

> <JCHEM_PHYSIOLOGICAL_CHARGE>
0

> <JCHEM_PKA>
8.509499500268538

> <JCHEM_PKA_STRONGEST_ACIDIC>
7.437537345599778

> <JCHEM_PKA_STRONGEST_BASIC>
0.6883788621148866

> <JCHEM_POLAR_SURFACE_AREA>
78.75999999999999

> <JCHEM_REFRACTIVITY>
74.9828

> <JCHEM_ROTATABLE_BOND_COUNT>
2

> <JCHEM_RULE_OF_FIVE>
1

> <ALOGPS_SOLUBILITY>
1.09e-01 g/l

> <JCHEM_TRADITIONAL_IUPAC>
penipanoid C

> <JCHEM_VEBER_RULE>
0

$$$$

     RDKit          3D

 30 32  0  0  0  0  0  0  0  0999 V2000
   -0.8739    2.9880   -0.4294 O   0  0  0  0  0  0  0  0  0  0  0  0
   -0.8259    1.7275   -0.3082 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.0554    1.0069   -0.0819 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.1393    1.6288    0.5358 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.3458    1.0054    0.7606 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.4752   -0.3023    0.3482 C   0  0  0  0  0  0  0  0  0  0  0  0
   -5.6816   -0.9545    0.5626 O   0  0  0  0  0  0  0  0  0  0  0  0
   -3.4106   -0.9284   -0.2635 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.2142   -0.2911   -0.4794 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.4346    1.0260   -0.3957 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.1644    0.6473    0.6687 N   0  0  0  0  0  0  0  0  0  0  0  0
    2.3269   -0.0122    0.4761 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.0992   -0.4064    1.5772 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.2922   -1.0771    1.4111 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.6915   -1.3425    0.1223 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.9764   -0.9802   -0.9875 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.7711   -0.3014   -0.7969 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.0002    0.0997   -1.8645 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.4481   -0.1889   -3.0154 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.8612    0.7474   -1.6640 N   0  0  0  0  0  0  0  0  0  0  0  0
   -2.9953    2.6464    0.8413 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.1753    1.5074    1.2423 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.7976   -1.8995    0.2708 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.5048   -1.9644   -0.5943 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.4005   -0.8188   -0.9637 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.7257   -0.1639    2.5699 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.9025   -1.3871    2.2548 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.6259   -1.8680   -0.0151 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.2704   -1.1791   -1.9957 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.3050    1.0350   -2.5005 H   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  2  0
  2  3  1  0
  3  4  2  0
  4  5  1  0
  5  6  2  0
  6  7  1  0
  6  8  1  0
  8  9  2  0
  2 10  1  0
 10 11  2  0
 11 12  1  0
 12 13  2  0
 13 14  1  0
 14 15  2  0
 15 16  1  0
 16 17  2  0
 17 18  1  0
 18 19  2  0
 18 20  1  0
  9  3  1  0
 20 10  1  0
 17 12  1  0
  4 21  1  0
  5 22  1  0
  7 23  1  0
  8 24  1  0
  9 25  1  0
 13 26  1  0
 14 27  1  0
 15 28  1  0
 16 29  1  0
 20 30  1  0
M  END

HEADER    PROTEIN                                 24-JUN-21   NONE
TITLE     NULL                                                        
COMPND    NULL                                                        
SOURCE    NULL                                                        
KEYWDS    NULL                                                        
EXPDTA    NULL                                                        
AUTHOR    Marvin                                                      
REVDAT   1   24-JUN-21         0                                  
HETATM    1  O   UNK     0      -0.874   2.988  -0.429  0.00  0.00           O+0
HETATM    2  C   UNK     0      -0.826   1.728  -0.308  0.00  0.00           C+0
HETATM    3  C   UNK     0      -2.055   1.007  -0.082  0.00  0.00           C+0
HETATM    4  C   UNK     0      -3.139   1.629   0.536  0.00  0.00           C+0
HETATM    5  C   UNK     0      -4.346   1.005   0.761  0.00  0.00           C+0
HETATM    6  C   UNK     0      -4.475  -0.302   0.348  0.00  0.00           C+0
HETATM    7  O   UNK     0      -5.682  -0.955   0.563  0.00  0.00           O+0
HETATM    8  C   UNK     0      -3.411  -0.928  -0.264  0.00  0.00           C+0
HETATM    9  C   UNK     0      -2.214  -0.291  -0.479  0.00  0.00           C+0
HETATM   10  C   UNK     0       0.435   1.026  -0.396  0.00  0.00           C+0
HETATM   11  N   UNK     0       1.164   0.647   0.669  0.00  0.00           N+0
HETATM   12  C   UNK     0       2.327  -0.012   0.476  0.00  0.00           C+0
HETATM   13  C   UNK     0       3.099  -0.406   1.577  0.00  0.00           C+0
HETATM   14  C   UNK     0       4.292  -1.077   1.411  0.00  0.00           C+0
HETATM   15  C   UNK     0       4.691  -1.343   0.122  0.00  0.00           C+0
HETATM   16  C   UNK     0       3.976  -0.980  -0.988  0.00  0.00           C+0
HETATM   17  C   UNK     0       2.771  -0.301  -0.797  0.00  0.00           C+0
HETATM   18  C   UNK     0       2.000   0.100  -1.865  0.00  0.00           C+0
HETATM   19  O   UNK     0       2.448  -0.189  -3.015  0.00  0.00           O+0
HETATM   20  N   UNK     0       0.861   0.747  -1.664  0.00  0.00           N+0
HETATM   21  H   UNK     0      -2.995   2.646   0.841  0.00  0.00           H+0
HETATM   22  H   UNK     0      -5.175   1.507   1.242  0.00  0.00           H+0
HETATM   23  H   UNK     0      -5.798  -1.900   0.271  0.00  0.00           H+0
HETATM   24  H   UNK     0      -3.505  -1.964  -0.594  0.00  0.00           H+0
HETATM   25  H   UNK     0      -1.401  -0.819  -0.964  0.00  0.00           H+0
HETATM   26  H   UNK     0       2.726  -0.164   2.570  0.00  0.00           H+0
HETATM   27  H   UNK     0       4.902  -1.387   2.255  0.00  0.00           H+0
HETATM   28  H   UNK     0       5.626  -1.868  -0.015  0.00  0.00           H+0
HETATM   29  H   UNK     0       4.270  -1.179  -1.996  0.00  0.00           H+0
HETATM   30  H   UNK     0       0.305   1.035  -2.501  0.00  0.00           H+0
CONECT    1    2                                                            
CONECT    2    1    3   10                                                  
CONECT    3    2    4    9                                                  
CONECT    4    3    5   21                                                  
CONECT    5    4    6   22                                                  
CONECT    6    5    7    8                                                  
CONECT    7    6   23                                                       
CONECT    8    6    9   24                                                  
CONECT    9    8    3   25                                                  
CONECT   10    2   11   20                                                  
CONECT   11   10   12                                                       
CONECT   12   11   13   17                                                  
CONECT   13   12   14   26                                                  
CONECT   14   13   15   27                                                  
CONECT   15   14   16   28                                                  
CONECT   16   15   17   29                                                  
CONECT   17   16   18   12                                                  
CONECT   18   17   19   20                                                  
CONECT   19   18                                                            
CONECT   20   18   10   30                                                  
CONECT   21    4                                                            
CONECT   22    5                                                            
CONECT   23    7                                                            
CONECT   24    8                                                            
CONECT   25    9                                                            
CONECT   26   13                                                            
CONECT   27   14                                                            
CONECT   28   15                                                            
CONECT   29   16                                                            
CONECT   30   20                                                            
MASTER        0    0    0    0    0    0    0    0   30    0   64    0
END

RDKit          3D

30 32  0  0  0  0  0  0  0  0999 V2000
   -0.8739    2.9880   -0.4294 O   0  0  0  0  0  0  0  0  0  0  0  0
   -0.8259    1.7275   -0.3082 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.0554    1.0069   -0.0819 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.1393    1.6288    0.5358 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.3458    1.0054    0.7606 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.4752   -0.3023    0.3482 C   0  0  0  0  0  0  0  0  0  0  0  0
   -5.6816   -0.9545    0.5626 O   0  0  0  0  0  0  0  0  0  0  0  0
   -3.4106   -0.9284   -0.2635 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.2142   -0.2911   -0.4794 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.4346    1.0260   -0.3957 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.1644    0.6473    0.6687 N   0  0  0  0  0  0  0  0  0  0  0  0
    2.3269   -0.0122    0.4761 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.0992   -0.4064    1.5772 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.2922   -1.0771    1.4111 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.6915   -1.3425    0.1223 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.9764   -0.9802   -0.9875 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.7711   -0.3014   -0.7969 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.0002    0.0997   -1.8645 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.4481   -0.1889   -3.0154 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.8612    0.7474   -1.6640 N   0  0  0  0  0  0  0  0  0  0  0  0
   -2.9953    2.6464    0.8413 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.1753    1.5074    1.2423 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.7976   -1.8995    0.2708 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.5048   -1.9644   -0.5943 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.4005   -0.8188   -0.9637 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.7257   -0.1639    2.5699 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.9025   -1.3871    2.2548 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.6259   -1.8680   -0.0151 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.2704   -1.1791   -1.9957 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.3050    1.0350   -2.5005 H   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  2  0
  2  3  1  0
  3  4  2  0
  4  5  1  0
  5  6  2  0
  6  7  1  0
  6  8  1  0
  8  9  2  0
  2 10  1  0
 10 11  2  0
 11 12  1  0
 12 13  2  0
 13 14  1  0
 14 15  2  0
 15 16  1  0
 16 17  2  0
 17 18  1  0
 18 19  2  0
 18 20  1  0
  9  3  1  0
 20 10  1  0
 17 12  1  0
  4 21  1  0
  5 22  1  0
  7 23  1  0
  8 24  1  0
  9 25  1  0
 13 26  1  0
 14 27  1  0
 15 28  1  0
 16 29  1  0
 20 30  1  0
M  END

View in JSmol View NMR Assignments

Synonyms

Not Available

Chemical Formula

C₁₅H₁₀N₂O₃

Average Mass

266.2560 Da

Monoisotopic Mass

266.06914 Da

IUPAC Name

2-(4-hydroxybenzoyl)-3,4-dihydroquinazolin-4-one

Traditional Name

penipanoid C

CAS Registry Number

Not Available

SMILES

OC1=CC=C(C=C1)C(=O)C1=NC2=CC=CC=C2C(=O)N1

InChI Identifier

InChI=1S/C15H10N2O3/c18-10-7-5-9(6-8-10)13(19)14-16-12-4-2-1-3-11(12)15(20)17-14/h1-8,18H,(H,16,17,20)

InChI Key

RGJAZQRSYANVPX-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
Penicillium	NPAtlas	21495659
Penicillium paneum	LOTUS Database	35616633

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
Diazanaphthalene
Quinazoline
Pyrimidine-2-carboxylic acid or derivatives
Benzoyl
1-hydroxy-2-unsubstituted benzenoid
Phenol
Pyrimidone
Monocyclic benzene moiety
Pyrimidine
Benzenoid
Heteroaromatic compound
Vinylogous amide
Azacycle
Organoheterocyclic compound
Organopnictogen compound
Organonitrogen compound
Hydrocarbon derivative
Organic oxide
Organic nitrogen compound
Aromatic heteropolycyclic compound

Molecular Framework

Aromatic heteropolycyclic compounds

External Descriptors

phenols (CHEBI:68111 )
quinazoline alkaloid (CHEBI:68111 )

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	2.23	ALOGPS
logP	2.18	ChemAxon
logS	-3.4	ALOGPS
pKa (Strongest Acidic)	7.44	ChemAxon
pKa (Strongest Basic)	0.69	ChemAxon
Physiological Charge	0	ChemAxon
Hydrogen Acceptor Count	4	ChemAxon
Hydrogen Donor Count	2	ChemAxon
Polar Surface Area	78.76 Å²	ChemAxon
Rotatable Bond Count	2	ChemAxon
Refractivity	74.98 m³·mol⁻¹	ChemAxon
Polarizability	26.76 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

NPA019281

HMDB ID

Not Available

DrugBank ID

Not Available

Phenol Explorer Compound ID

Not Available

FoodDB ID

Not Available

KNApSAcK ID

Not Available

Chemspider ID

26631234

KEGG Compound ID

Not Available

BioCyc ID

Not Available

BiGG ID

Not Available

Wikipedia Link

Not Available

METLIN ID

Not Available

PubChem Compound

53356218

PDB ID

Not Available

ChEBI ID

68111

Good Scents ID

Not Available

References

General References

Wang CJ, Guo X, Zhai RQ, Sun C, Xiao G, Chen J, Wei MY, Shao CL, Gu Y: Discovery of penipanoid C-inspired 2-(3,4,5-trimethoxybenzoyl)quinazolin-4(3H)-one derivatives as potential anticancer agents by inhibiting cell proliferation and inducing apoptosis in hepatocellular carcinoma cells. Eur J Med Chem. 2021 Jun 30;224:113671. doi: 10.1016/j.ejmech.2021.113671. [PubMed:34237623 ]

Showing NP-Card for Penipanoid C (NP0009940)

MOL for NP0009940 (Penipanoid C)

3D MOL for NP0009940 (Penipanoid C)

3D SDF for NP0009940 (Penipanoid C)

3D-SDF for NP0009940 (Penipanoid C)

PDB for NP0009940 (Penipanoid C)

3D PDB for NP0009940 (Penipanoid C)

SMILES for NP0009940 (Penipanoid C)

INCHI for NP0009940 (Penipanoid C)

Structure for NP0009940 (Penipanoid C)

3D Structure for NP0009940 (Penipanoid C)