Jump To Section:

Identification Taxonomy Ontology Physical properties Spectra Biological properties Concentrations Links References XML

Record Information

Version

5.0

Status

Detected but not Quantified

Creation Date

2021-09-11 06:46:56 UTC

Update Date

2021-09-26 23:00:59 UTC

HMDB ID

HMDB0249869

Secondary Accession Numbers

None

Metabolite Identification

Common Name

2-Phenylpyrazolo(4,3-c)quinolin-3(5H)-one

Description

2-phenyl-1H,2H,3H-pyrazolo[4,3-c]quinolin-3-one belongs to the class of organic compounds known as phenylpyrazoles. Phenylpyrazoles are compounds containing a phenylpyrazole skeleton, which consists of a pyrazole bound to a phenyl group. Based on a literature review very few articles have been published on 2-phenyl-1H,2H,3H-pyrazolo[4,3-c]quinolin-3-one. This compound has been identified in human blood as reported by (PMID: 31557052 ). 2-phenylpyrazolo(4,3-c)quinolin-3(5h)-one is not a naturally occurring metabolite and is only found in those individuals exposed to this compound or its derivatives. Technically 2-Phenylpyrazolo(4,3-c)quinolin-3(5H)-one is part of the human exposome. The exposome can be defined as the collection of all the exposures of an individual in a lifetime and how those exposures relate to health. An individual's exposure begins before birth and includes insults from environmental and occupational sources.

Structure

MOL 3D MOL SDF 3D SDF PDB 3D PDB SMILES InChI

HMDB0249869
     RDKit          3D
2-Phenylpyrazolo(4,3-c)quinolin-3(5H)-one
 31 34  0  0  0  0  0  0  0  0999 V2000
   -1.3134   -2.7406    0.3967 O   0  0  0  0  0  0  0  0  0  0  0  0
   -0.6430   -1.6982    0.3358 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.7543   -1.6500    0.3730 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.7465   -2.6032    0.4757 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.0249   -2.1816    0.4806 N   0  0  0  0  0  0  0  0  0  0  0  0
    3.3338   -0.8664    0.3881 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.6525   -0.4611    0.3955 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.9755    0.8770    0.3016 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.0146    1.8623    0.1974 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.6943    1.4603    0.1898 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.3677    0.1134    0.2842 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.0475   -0.3048    0.2778 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.0890    0.3711    0.1923 N   0  0  0  0  0  0  0  0  0  0  0  0
   -1.1359   -0.4549    0.2254 N   0  0  0  0  0  0  0  0  0  0  0  0
   -2.4852   -0.0123    0.1517 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.2503    0.1847    1.2983 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.5571    0.6122    1.2513 C   0  0  0  0  0  0  0  0  0  0  0  0
   -5.1516    0.8607    0.0410 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.4210    0.6764   -1.1362 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.1034    0.2438   -1.0547 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.4871   -3.6530    0.5491 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.4179   -1.2282    0.4771 H   0  0  0  0  0  0  0  0  0  0  0  0
    6.0262    1.2042    0.3072 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.3223    2.8877    0.1273 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.9127    2.1916    0.1104 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.1516    1.4042    0.1107 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.7583   -0.0179    2.2302 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.1296    0.7568    2.1713 H   0  0  0  0  0  0  0  0  0  0  0  0
   -6.1607    1.1920   -0.0203 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.9003    0.8759   -2.0919 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.5276    0.0978   -1.9674 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
  7  8  2  0
  8  9  1  0
  9 10  2  0
 10 11  1  0
 11 12  2  0
 12 13  1  0
 13 14  1  0
 14 15  1  0
 15 16  2  0
 16 17  1  0
 17 18  2  0
 18 19  1  0
 19 20  2  0
 14  2  1  0
 20 15  1  0
 12  3  1  0
 11  6  1  0
  4 21  1  0
  7 22  1  0
  8 23  1  0
  9 24  1  0
 10 25  1  0
 13 26  1  0
 16 27  1  0
 17 28  1  0
 18 29  1  0
 19 30  1  0
 20 31  1  0
M  END


  Mrv1652309112108472D          

 20 23  0  0  0  0            999 V2000
    5.7638   -1.2610    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.0368   -1.6510    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.3355   -1.2164    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.3613   -0.3918    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.0883   -0.0018    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.7896   -0.4364    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.6601    0.0428    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    3.5995    0.8656    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.2295    1.3982    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.7983    1.0622    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.3637    0.3610    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.8963   -0.2691    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    1.5391    0.3867    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.1045   -0.3145    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.2799   -0.2887    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.1101    0.4383    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.3245    1.1395    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.1491    1.1137    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.5837    1.8150    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    2.4083    1.7892    0.0000 C   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
  1  6  1  0  0  0  0
  4  7  1  0  0  0  0
  7  8  1  0  0  0  0
  8  9  2  0  0  0  0
  8 10  1  0  0  0  0
 10 11  2  0  0  0  0
 11 12  1  0  0  0  0
  7 12  1  0  0  0  0
 11 13  1  0  0  0  0
 13 14  2  0  0  0  0
 14 15  1  0  0  0  0
 15 16  2  0  0  0  0
 16 17  1  0  0  0  0
 17 18  2  0  0  0  0
 13 18  1  0  0  0  0
 18 19  1  0  0  0  0
 19 20  2  0  0  0  0
 10 20  1  0  0  0  0
M  END
> <DATABASE_ID>
HMDB0249869

> <DATABASE_NAME>
hmdb

> <SMILES>
O=C1N(NC2=C1C=NC1=CC=CC=C21)C1=CC=CC=C1

> <INCHI_IDENTIFIER>
InChI=1S/C16H11N3O/c20-16-13-10-17-14-9-5-4-8-12(14)15(13)18-19(16)11-6-2-1-3-7-11/h1-10,18H

> <INCHI_KEY>
XTYGFVVANLMBHE-UHFFFAOYSA-N

> <FORMULA>
C16H11N3O

> <MOLECULAR_WEIGHT>
261.284

> <EXACT_MASS>
261.090211986

> <JCHEM_ACCEPTOR_COUNT>
3

> <JCHEM_ATOM_COUNT>
31

> <JCHEM_AVERAGE_POLARIZABILITY>
27.751781405463355

> <JCHEM_BIOAVAILABILITY>
1

> <JCHEM_DONOR_COUNT>
1

> <JCHEM_FORMAL_CHARGE>
0

> <JCHEM_GHOSE_FILTER>
1

> <JCHEM_IUPAC>
2-phenyl-1H,2H,3H-pyrazolo[4,3-c]quinolin-3-one

> <ALOGPS_LOGP>
2.33

> <JCHEM_LOGP>
3.642132542

> <ALOGPS_LOGS>
-3.11

> <JCHEM_MDDR_LIKE_RULE>
0

> <JCHEM_NUMBER_OF_RINGS>
4

> <JCHEM_PHYSIOLOGICAL_CHARGE>
0

> <JCHEM_PKA_STRONGEST_ACIDIC>
10.580916100862659

> <JCHEM_PKA_STRONGEST_BASIC>
5.589489990790052

> <JCHEM_POLAR_SURFACE_AREA>
45.230000000000004

> <JCHEM_REFRACTIVITY>
77.3546

> <JCHEM_ROTATABLE_BOND_COUNT>
1

> <JCHEM_RULE_OF_FIVE>
1

> <ALOGPS_SOLUBILITY>
2.05e-01 g/l

> <JCHEM_TRADITIONAL_IUPAC>
2-phenyl-1H-pyrazolo[4,3-c]quinolin-3-one

> <JCHEM_VEBER_RULE>
0

$$$$

HMDB0249869
     RDKit          3D
2-Phenylpyrazolo(4,3-c)quinolin-3(5H)-one
 31 34  0  0  0  0  0  0  0  0999 V2000
   -1.3134   -2.7406    0.3967 O   0  0  0  0  0  0  0  0  0  0  0  0
   -0.6430   -1.6982    0.3358 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.7543   -1.6500    0.3730 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.7465   -2.6032    0.4757 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.0249   -2.1816    0.4806 N   0  0  0  0  0  0  0  0  0  0  0  0
    3.3338   -0.8664    0.3881 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.6525   -0.4611    0.3955 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.9755    0.8770    0.3016 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.0146    1.8623    0.1974 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.6943    1.4603    0.1898 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.3677    0.1134    0.2842 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.0475   -0.3048    0.2778 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.0890    0.3711    0.1923 N   0  0  0  0  0  0  0  0  0  0  0  0
   -1.1359   -0.4549    0.2254 N   0  0  0  0  0  0  0  0  0  0  0  0
   -2.4852   -0.0123    0.1517 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.2503    0.1847    1.2983 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.5571    0.6122    1.2513 C   0  0  0  0  0  0  0  0  0  0  0  0
   -5.1516    0.8607    0.0410 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.4210    0.6764   -1.1362 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.1034    0.2438   -1.0547 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.4871   -3.6530    0.5491 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.4179   -1.2282    0.4771 H   0  0  0  0  0  0  0  0  0  0  0  0
    6.0262    1.2042    0.3072 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.3223    2.8877    0.1273 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.9127    2.1916    0.1104 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.1516    1.4042    0.1107 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.7583   -0.0179    2.2302 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.1296    0.7568    2.1713 H   0  0  0  0  0  0  0  0  0  0  0  0
   -6.1607    1.1920   -0.0203 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.9003    0.8759   -2.0919 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.5276    0.0978   -1.9674 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
  7  8  2  0
  8  9  1  0
  9 10  2  0
 10 11  1  0
 11 12  2  0
 12 13  1  0
 13 14  1  0
 14 15  1  0
 15 16  2  0
 16 17  1  0
 17 18  2  0
 18 19  1  0
 19 20  2  0
 14  2  1  0
 20 15  1  0
 12  3  1  0
 11  6  1  0
  4 21  1  0
  7 22  1  0
  8 23  1  0
  9 24  1  0
 10 25  1  0
 13 26  1  0
 16 27  1  0
 17 28  1  0
 18 29  1  0
 19 30  1  0
 20 31  1  0
M  END

HEADER    PROTEIN                                 11-SEP-21   NONE
TITLE     NULL                                                        
COMPND    NULL                                                        
SOURCE    NULL                                                        
KEYWDS    NULL                                                        
EXPDTA    NULL                                                        
AUTHOR    Marvin                                                      
REVDAT   1   11-SEP-21         0                                  
HETATM    1  C   UNK     0      10.759  -2.354   0.000  0.00  0.00           C+0
HETATM    2  C   UNK     0       9.402  -3.082   0.000  0.00  0.00           C+0
HETATM    3  C   UNK     0       8.093  -2.271   0.000  0.00  0.00           C+0
HETATM    4  C   UNK     0       8.141  -0.731   0.000  0.00  0.00           C+0
HETATM    5  C   UNK     0       9.498  -0.003   0.000  0.00  0.00           C+0
HETATM    6  C   UNK     0      10.807  -0.815   0.000  0.00  0.00           C+0
HETATM    7  N   UNK     0       6.832   0.080   0.000  0.00  0.00           N+0
HETATM    8  C   UNK     0       6.719   1.616   0.000  0.00  0.00           C+0
HETATM    9  O   UNK     0       7.895   2.610   0.000  0.00  0.00           O+0
HETATM   10  C   UNK     0       5.223   1.983   0.000  0.00  0.00           C+0
HETATM   11  C   UNK     0       4.412   0.674   0.000  0.00  0.00           C+0
HETATM   12  N   UNK     0       5.406  -0.502   0.000  0.00  0.00           N+0
HETATM   13  C   UNK     0       2.873   0.722   0.000  0.00  0.00           C+0
HETATM   14  C   UNK     0       2.062  -0.587   0.000  0.00  0.00           C+0
HETATM   15  C   UNK     0       0.522  -0.539   0.000  0.00  0.00           C+0
HETATM   16  C   UNK     0      -0.206   0.818   0.000  0.00  0.00           C+0
HETATM   17  C   UNK     0       0.606   2.127   0.000  0.00  0.00           C+0
HETATM   18  C   UNK     0       2.145   2.079   0.000  0.00  0.00           C+0
HETATM   19  N   UNK     0       2.956   3.388   0.000  0.00  0.00           N+0
HETATM   20  C   UNK     0       4.495   3.340   0.000  0.00  0.00           C+0
CONECT    1    2    6                                                       
CONECT    2    1    3                                                       
CONECT    3    2    4                                                       
CONECT    4    3    5    7                                                  
CONECT    5    4    6                                                       
CONECT    6    5    1                                                       
CONECT    7    4    8   12                                                  
CONECT    8    7    9   10                                                  
CONECT    9    8                                                            
CONECT   10    8   11   20                                                  
CONECT   11   10   12   13                                                  
CONECT   12   11    7                                                       
CONECT   13   11   14   18                                                  
CONECT   14   13   15                                                       
CONECT   15   14   16                                                       
CONECT   16   15   17                                                       
CONECT   17   16   18                                                       
CONECT   18   17   13   19                                                  
CONECT   19   18   20                                                       
CONECT   20   19   10                                                       
MASTER        0    0    0    0    0    0    0    0   20    0   46    0
END

COMPND    HMDB0249869
HETATM    1  O1  UNL     1      -1.313  -2.741   0.397  1.00  0.00           O  
HETATM    2  C1  UNL     1      -0.643  -1.698   0.336  1.00  0.00           C  
HETATM    3  C2  UNL     1       0.754  -1.650   0.373  1.00  0.00           C  
HETATM    4  C3  UNL     1       1.747  -2.603   0.476  1.00  0.00           C  
HETATM    5  N1  UNL     1       3.025  -2.182   0.481  1.00  0.00           N  
HETATM    6  C4  UNL     1       3.334  -0.866   0.388  1.00  0.00           C  
HETATM    7  C5  UNL     1       4.652  -0.461   0.395  1.00  0.00           C  
HETATM    8  C6  UNL     1       4.976   0.877   0.302  1.00  0.00           C  
HETATM    9  C7  UNL     1       4.015   1.862   0.197  1.00  0.00           C  
HETATM   10  C8  UNL     1       2.694   1.460   0.190  1.00  0.00           C  
HETATM   11  C9  UNL     1       2.368   0.113   0.284  1.00  0.00           C  
HETATM   12  C10 UNL     1       1.047  -0.305   0.278  1.00  0.00           C  
HETATM   13  N2  UNL     1      -0.089   0.371   0.192  1.00  0.00           N  
HETATM   14  N3  UNL     1      -1.136  -0.455   0.225  1.00  0.00           N  
HETATM   15  C11 UNL     1      -2.485  -0.012   0.152  1.00  0.00           C  
HETATM   16  C12 UNL     1      -3.250   0.185   1.298  1.00  0.00           C  
HETATM   17  C13 UNL     1      -4.557   0.612   1.251  1.00  0.00           C  
HETATM   18  C14 UNL     1      -5.152   0.861   0.041  1.00  0.00           C  
HETATM   19  C15 UNL     1      -4.421   0.676  -1.136  1.00  0.00           C  
HETATM   20  C16 UNL     1      -3.103   0.244  -1.055  1.00  0.00           C  
HETATM   21  H1  UNL     1       1.487  -3.653   0.549  1.00  0.00           H  
HETATM   22  H2  UNL     1       5.418  -1.228   0.477  1.00  0.00           H  
HETATM   23  H3  UNL     1       6.026   1.204   0.307  1.00  0.00           H  
HETATM   24  H4  UNL     1       4.322   2.888   0.127  1.00  0.00           H  
HETATM   25  H5  UNL     1       1.913   2.192   0.110  1.00  0.00           H  
HETATM   26  H6  UNL     1      -0.152   1.404   0.111  1.00  0.00           H  
HETATM   27  H7  UNL     1      -2.758  -0.018   2.230  1.00  0.00           H  
HETATM   28  H8  UNL     1      -5.130   0.757   2.171  1.00  0.00           H  
HETATM   29  H9  UNL     1      -6.161   1.192  -0.020  1.00  0.00           H  
HETATM   30  H10 UNL     1      -4.900   0.876  -2.092  1.00  0.00           H  
HETATM   31  H11 UNL     1      -2.528   0.098  -1.967  1.00  0.00           H  
CONECT    1    2    2
CONECT    2    3   14
CONECT    3    4    4   12
CONECT    4    5   21
CONECT    5    6    6
CONECT    6    7   11
CONECT    7    8    8   22
CONECT    8    9   23
CONECT    9   10   10   24
CONECT   10   11   25
CONECT   11   12   12
CONECT   12   13
CONECT   13   14   26
CONECT   14   15
CONECT   15   16   16   20
CONECT   16   17   27
CONECT   17   18   18   28
CONECT   18   19   29
CONECT   19   20   20   30
CONECT   20   31
END

HMDB0249869
     RDKit          3D
2-Phenylpyrazolo(4,3-c)quinolin-3(5H)-one
 31 34  0  0  0  0  0  0  0  0999 V2000
   -1.3134   -2.7406    0.3967 O   0  0  0  0  0  0  0  0  0  0  0  0
   -0.6430   -1.6982    0.3358 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.7543   -1.6500    0.3730 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.7465   -2.6032    0.4757 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.0249   -2.1816    0.4806 N   0  0  0  0  0  0  0  0  0  0  0  0
    3.3338   -0.8664    0.3881 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.6525   -0.4611    0.3955 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.9755    0.8770    0.3016 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.0146    1.8623    0.1974 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.6943    1.4603    0.1898 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.3677    0.1134    0.2842 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.0475   -0.3048    0.2778 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.0890    0.3711    0.1923 N   0  0  0  0  0  0  0  0  0  0  0  0
   -1.1359   -0.4549    0.2254 N   0  0  0  0  0  0  0  0  0  0  0  0
   -2.4852   -0.0123    0.1517 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.2503    0.1847    1.2983 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.5571    0.6122    1.2513 C   0  0  0  0  0  0  0  0  0  0  0  0
   -5.1516    0.8607    0.0410 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.4210    0.6764   -1.1362 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.1034    0.2438   -1.0547 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.4871   -3.6530    0.5491 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.4179   -1.2282    0.4771 H   0  0  0  0  0  0  0  0  0  0  0  0
    6.0262    1.2042    0.3072 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.3223    2.8877    0.1273 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.9127    2.1916    0.1104 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.1516    1.4042    0.1107 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.7583   -0.0179    2.2302 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.1296    0.7568    2.1713 H   0  0  0  0  0  0  0  0  0  0  0  0
   -6.1607    1.1920   -0.0203 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.9003    0.8759   -2.0919 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.5276    0.0978   -1.9674 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
  7  8  2  0
  8  9  1  0
  9 10  2  0
 10 11  1  0
 11 12  2  0
 12 13  1  0
 13 14  1  0
 14 15  1  0
 15 16  2  0
 16 17  1  0
 17 18  2  0
 18 19  1  0
 19 20  2  0
 14  2  1  0
 20 15  1  0
 12  3  1  0
 11  6  1  0
  4 21  1  0
  7 22  1  0
  8 23  1  0
  9 24  1  0
 10 25  1  0
 13 26  1  0
 16 27  1  0
 17 28  1  0
 18 29  1  0
 19 30  1  0
 20 31  1  0
M  END

View in JSmol View Stereo Labels

Synonyms

Not Available

Chemical Formula

C₁₆H₁₁N₃O

Average Molecular Weight

261.284

Monoisotopic Molecular Weight

261.090211986

IUPAC Name

2-phenyl-1H,2H,3H-pyrazolo[4,3-c]quinolin-3-one

Traditional Name

2-phenyl-1H-pyrazolo[4,3-c]quinolin-3-one

CAS Registry Number

Not Available

SMILES

O=C1N(NC2=C1C=NC1=CC=CC=C21)C1=CC=CC=C1

InChI Identifier

InChI=1S/C16H11N3O/c20-16-13-10-17-14-9-5-4-8-12(14)15(13)18-19(16)11-6-2-1-3-7-11/h1-10,18H

InChI Key

XTYGFVVANLMBHE-UHFFFAOYSA-N

Chemical Taxonomy

Description

Belongs to the class of organic compounds known as phenylpyrazoles. Phenylpyrazoles are compounds containing a phenylpyrazole skeleton, which consists of a pyrazole bound to a phenyl group.

Kingdom

Organic compounds

Super Class

Organoheterocyclic compounds

Class

Azoles

Sub Class

Pyrazoles

Direct Parent

Phenylpyrazoles

Alternative Parents

Substituents

Phenylpyrazole
Quinoline
Pyrazolopyridine
Monocyclic benzene moiety
Pyrazolinone
Pyridine
Benzenoid
Heteroaromatic compound
Vinylogous amide
Lactam
Azacycle
Hydrocarbon derivative
Organic oxide
Organopnictogen compound
Organic oxygen compound
Organooxygen compound
Organonitrogen compound
Organic nitrogen compound
Aromatic heteropolycyclic compound

Molecular Framework

Aromatic heteropolycyclic compounds

External Descriptors

Not Available

Ontology

Physiological effect

Not Available

Disposition

Biological location

Non-excretory biofluid

Biofluid or Excreta

Blood (PMID: 31557052)

Process

Not Available

Role

Not Available

Physical Properties

State

Not Available

Experimental Molecular 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

Experimental Chromatographic Properties

Not Available

Predicted Molecular Properties

Property	Value	Source
logP	2.33	ALOGPS
logP	3.64	ChemAxon
logS	-3.1	ALOGPS
pKa (Strongest Acidic)	10.58	ChemAxon
pKa (Strongest Basic)	5.59	ChemAxon
Physiological Charge	0	ChemAxon
Hydrogen Acceptor Count	3	ChemAxon
Hydrogen Donor Count	1	ChemAxon
Polar Surface Area	45.23 Å²	ChemAxon
Rotatable Bond Count	1	ChemAxon
Refractivity	77.35 m³·mol⁻¹	ChemAxon
Polarizability	27.75 Å³	ChemAxon
Number of Rings	4	ChemAxon
Bioavailability	Yes	ChemAxon
Rule of Five	Yes	ChemAxon
Ghose Filter	Yes	ChemAxon
Veber's Rule	No	ChemAxon
MDDR-like Rule	No	ChemAxon

Predicted Chromatographic Properties

Predicted Collision Cross Sections

Predictor	Adduct Type	CCS Value (Å²)	Reference
DeepCCS	[M-2H]-	191.007	30932474
DeepCCS	[M+Na]+	166.572	30932474
AllCCS	[M+H]+	159.7	32859911
AllCCS	[M+H-H2O]+	155.8	32859911
AllCCS	[M+NH4]+	163.3	32859911
AllCCS	[M+Na]+	164.3	32859911
AllCCS	[M-H]-	164.1	32859911
AllCCS	[M+Na-2H]-	162.9	32859911
AllCCS	[M+HCOO]-	161.7	32859911

Predicted Kovats Retention Indices

Underivatized

Metabolite	SMILES	Kovats RI Value	Column Type	Reference
2-Phenylpyrazolo(4,3-c)quinolin-3(5H)-one	O=C1N(NC2=C1C=NC1=CC=CC=C21)C1=CC=CC=C1	3681.3	Standard polar	33892256
2-Phenylpyrazolo(4,3-c)quinolin-3(5H)-one	O=C1N(NC2=C1C=NC1=CC=CC=C21)C1=CC=CC=C1	2562.4	Standard non polar	33892256
2-Phenylpyrazolo(4,3-c)quinolin-3(5H)-one	O=C1N(NC2=C1C=NC1=CC=CC=C21)C1=CC=CC=C1	2858.6	Semi standard non polar	33892256

Derivatized

Derivative Name / Structure	SMILES	Kovats RI Value	Column Type	Reference
2-Phenylpyrazolo(4,3-c)quinolin-3(5H)-one,1TMS,isomer #1	C[Si](C)(C)N1C2=C(C=NC3=CC=CC=C32)C(=O)N1C1=CC=CC=C1	2731.2	Semi standard non polar	33892256
2-Phenylpyrazolo(4,3-c)quinolin-3(5H)-one,1TMS,isomer #1	C[Si](C)(C)N1C2=C(C=NC3=CC=CC=C32)C(=O)N1C1=CC=CC=C1	2643.2	Standard non polar	33892256
2-Phenylpyrazolo(4,3-c)quinolin-3(5H)-one,1TMS,isomer #1	C[Si](C)(C)N1C2=C(C=NC3=CC=CC=C32)C(=O)N1C1=CC=CC=C1	3476.2	Standard polar	33892256
2-Phenylpyrazolo(4,3-c)quinolin-3(5H)-one,1TBDMS,isomer #1	CC(C)(C)[Si](C)(C)N1C2=C(C=NC3=CC=CC=C32)C(=O)N1C1=CC=CC=C1	2934.8	Semi standard non polar	33892256
2-Phenylpyrazolo(4,3-c)quinolin-3(5H)-one,1TBDMS,isomer #1	CC(C)(C)[Si](C)(C)N1C2=C(C=NC3=CC=CC=C32)C(=O)N1C1=CC=CC=C1	2825.6	Standard non polar	33892256
2-Phenylpyrazolo(4,3-c)quinolin-3(5H)-one,1TBDMS,isomer #1	CC(C)(C)[Si](C)(C)N1C2=C(C=NC3=CC=CC=C32)C(=O)N1C1=CC=CC=C1	3460.5	Standard polar	33892256

Spectra

GC-MS Spectra

Spectrum Type	Description	Splash Key	Deposition Date	Source	View
Predicted GC-MS	Predicted GC-MS Spectrum - 2-Phenylpyrazolo(4,3-c)quinolin-3(5H)-one GC-MS (Non-derivatized) - 70eV, Positive	splash10-0a59-1690000000-2310235c7cac147d6c15	2021-09-24	Wishart Lab	View Spectrum
Predicted GC-MS	Predicted GC-MS Spectrum - 2-Phenylpyrazolo(4,3-c)quinolin-3(5H)-one GC-MS (Non-derivatized) - 70eV, Positive	Not Available	2021-10-12	Wishart Lab	View Spectrum

Biological Properties

Cellular Locations

Not Available

Biospecimen Locations

Blood

Tissue Locations

Not Available

Pathways

Not Available

Name	SMPDB/PathBank	KEGG

Normal Concentrations

Biospecimen	Status	Value	Age	Sex	Condition	Reference	Details
Blood	Detected but not Quantified	Not Quantified	Not Specified	Not Specified	Normal	31557052	details

Abnormal Concentrations

Not Available

Associated Disorders and Diseases

Disease References

None

Associated OMIM IDs

None

External Links

DrugBank ID

Not Available

Phenol Explorer Compound ID

Not Available

FooDB ID

Not Available

KNApSAcK ID

Not Available

Chemspider ID

94682

KEGG Compound ID

Not Available

BioCyc ID

Not Available

BiGG ID

Not Available

Wikipedia Link

Not Available

METLIN ID

Not Available

PubChem Compound

104916

PDB ID

Not Available

ChEBI ID

Not Available

Food Biomarker Ontology

Not Available

VMH ID

Not Available

MarkerDB ID

Not Available

Good Scents ID

Not Available

References

Synthesis Reference

Not Available

Material Safety Data Sheet (MSDS)

Not Available

General References

Barupal DK, Fiehn O: Generating the Blood Exposome Database Using a Comprehensive Text Mining and Database Fusion Approach. Environ Health Perspect. 2019 Sep;127(9):97008. doi: 10.1289/EHP4713. Epub 2019 Sep 26. [PubMed:31557052 ]

Showing metabocard for 2-Phenylpyrazolo(4,3-c)quinolin-3(5H)-one (HMDB0249869)

MOL for HMDB0249869 (2-Phenylpyrazolo(4,3-c)quinolin-3(5H)-one)

3D MOL for HMDB0249869 (2-Phenylpyrazolo(4,3-c)quinolin-3(5H)-one)

3D SDF for HMDB0249869 (2-Phenylpyrazolo(4,3-c)quinolin-3(5H)-one)

3D-SDF for HMDB0249869 (2-Phenylpyrazolo(4,3-c)quinolin-3(5H)-one)

PDB for HMDB0249869 (2-Phenylpyrazolo(4,3-c)quinolin-3(5H)-one)

3D PDB for HMDB0249869 (2-Phenylpyrazolo(4,3-c)quinolin-3(5H)-one)

SMILES for HMDB0249869 (2-Phenylpyrazolo(4,3-c)quinolin-3(5H)-one)

INCHI for HMDB0249869 (2-Phenylpyrazolo(4,3-c)quinolin-3(5H)-one)

Structure for HMDB0249869 (2-Phenylpyrazolo(4,3-c)quinolin-3(5H)-one)

3D Structure for HMDB0249869 (2-Phenylpyrazolo(4,3-c)quinolin-3(5H)-one)

Predicted Collision Cross Sections

Predicted Kovats Retention Indices

Underivatized

Derivatized

GC-MS Spectra