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Record Information

Version

5.0

Status

Detected but not Quantified

Creation Date

2021-09-11 18:12:43 UTC

Update Date

2022-11-23 22:29:19 UTC

HMDB ID

HMDB0257305

Secondary Accession Numbers

None

Metabolite Identification

Common Name

Roquinimex

Description

Roquinimex belongs to the class of organic compounds known as aromatic anilides. These are aromatic compounds containing an anilide group in which the carboxamide group is substituted with an aromatic group. They have the general structure RNC(=O)R', where R= benzene, and R = aryl group. Based on a literature review very few articles have been published on Roquinimex. This compound has been identified in human blood as reported by (PMID: 31557052 ). Roquinimex is not a naturally occurring metabolite and is only found in those individuals exposed to this compound or its derivatives. Technically Roquinimex 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

HMDB0257305
     RDKit          3D
ROQUINIMEX
 39 41  0  0  0  0  0  0  0  0999 V2000
    2.0388    1.9143   -0.8571 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.0051    0.5925   -0.2971 N   0  0  0  0  0  0  0  0  0  0  0  0
    0.9299   -0.1757    0.1545 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.2404   -1.2298    0.8913 O   0  0  0  0  0  0  0  0  0  0  0  0
   -0.4820   -0.0191   -0.0399 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.3867   -0.6873    0.8350 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.8259   -1.4088    1.8680 O   0  0  0  0  0  0  0  0  0  0  0  0
   -2.7421   -0.6288    0.6776 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.6211   -1.2882    1.5409 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.9818   -1.1967    1.3363 C   0  0  0  0  0  0  0  0  0  0  0  0
   -5.5065   -0.4664    0.2945 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.6436    0.1912   -0.5673 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.2785    0.0931   -0.3533 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.4635    0.7386   -1.2023 N   0  0  0  0  0  0  0  0  0  0  0  0
   -3.0039    1.5169   -2.3001 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.1074    0.6741   -1.0382 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.4223    1.3045   -1.8872 O   0  0  0  0  0  0  0  0  0  0  0  0
    3.3341    0.0171   -0.1209 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.7238   -0.3857    1.1264 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.9868   -0.9420    1.3389 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.8573   -1.0925    0.2923 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.4782   -0.6917   -0.9673 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.2124   -0.1377   -1.1611 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.2664    2.6033   -0.4501 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.1071    1.8888   -1.9621 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.0049    2.4288   -0.5149 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.2939   -1.9238    2.5551 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.2394   -1.8622    2.3592 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.6850   -1.6980    1.9920 H   0  0  0  0  0  0  0  0  0  0  0  0
   -6.5624   -0.3637    0.0917 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.9798    0.7740   -1.3937 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.1793    2.1050   -2.7421 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.3946    0.8250   -3.0462 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.7399    2.2715   -1.9483 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.0818   -0.2931    1.9821 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.3248   -1.2686    2.3096 H   0  0  0  0  0  0  0  0  0  0  0  0
    6.8488   -1.5325    0.4748 H   0  0  0  0  0  0  0  0  0  0  0  0
    6.1842   -0.8231   -1.7726 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.9151    0.1766   -2.1507 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  2  0
  6  7  1  0
  6  8  1  0
  8  9  2  0
  9 10  1  0
 10 11  2  0
 11 12  1  0
 12 13  2  0
 13 14  1  0
 14 15  1  0
 14 16  1  0
 16 17  2  0
  2 18  1  0
 18 19  2  0
 19 20  1  0
 20 21  2  0
 21 22  1  0
 22 23  2  0
 16  5  1  0
 23 18  1  0
 13  8  1  0
  1 24  1  0
  1 25  1  0
  1 26  1  0
  7 27  1  0
  9 28  1  0
 10 29  1  0
 11 30  1  0
 12 31  1  0
 15 32  1  0
 15 33  1  0
 15 34  1  0
 19 35  1  0
 20 36  1  0
 21 37  1  0
 22 38  1  0
 23 39  1  0
M  END


  Mrv1572001111621102D          

 23 25  0  0  0  0            999 V2000
   -1.4297    0.4118    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -0.7149    0.0000    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.0000    0.4118    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.7149    0.0000    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.7149   -0.8235    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.4297    0.4118    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.4297    1.2410    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.7149    1.6528    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    0.7149    2.4764    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.0000    1.2410    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.7149    1.6528    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.1447    1.6528    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.8596    1.2410    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.8596    0.4118    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.1447    0.0000    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.7149   -0.8235    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   -1.4297   -1.2353    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.1447   -0.8235    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.8596   -1.2353    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.8596   -2.0646    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.1447   -2.4764    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.4297   -2.0646    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.0000   -1.2353    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
  2 16  1  0  0  0  0
  3  4  2  0  0  0  0
  3 10  1  0  0  0  0
  4  5  1  0  0  0  0
  4  6  1  0  0  0  0
  6  7  2  0  0  0  0
  6 15  1  0  0  0  0
  7  8  1  0  0  0  0
  7 12  1  0  0  0  0
  8  9  1  0  0  0  0
  8 10  1  0  0  0  0
 10 11  2  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
 16 17  1  0  0  0  0
 16 23  1  0  0  0  0
 17 18  2  0  0  0  0
 17 22  1  0  0  0  0
 18 19  1  0  0  0  0
 19 20  2  0  0  0  0
 20 21  1  0  0  0  0
 21 22  2  0  0  0  0
M  END
> <DATABASE_ID>
HMDB0257305

> <DATABASE_NAME>
hmdb

> <SMILES>
CN(C(=O)C1=C(O)C2=C(C=CC=C2)N(C)C1=O)C1=CC=CC=C1

> <INCHI_IDENTIFIER>
InChI=1S/C18H16N2O3/c1-19(12-8-4-3-5-9-12)17(22)15-16(21)13-10-6-7-11-14(13)20(2)18(15)23/h3-11,21H,1-2H3

> <INCHI_KEY>
SGOOQMRIPALTEL-UHFFFAOYSA-N

> <FORMULA>
C18H16N2O3

> <MOLECULAR_WEIGHT>
308.337

> <EXACT_MASS>
308.116092383

> <JCHEM_ACCEPTOR_COUNT>
3

> <JCHEM_ATOM_COUNT>
39

> <JCHEM_AVERAGE_POLARIZABILITY>
31.607103261502864

> <JCHEM_BIOAVAILABILITY>
1

> <JCHEM_DONOR_COUNT>
1

> <JCHEM_FORMAL_CHARGE>
0

> <JCHEM_GHOSE_FILTER>
1

> <JCHEM_IUPAC>
4-hydroxy-N,1-dimethyl-2-oxo-N-phenyl-1,2-dihydroquinoline-3-carboxamide

> <ALOGPS_LOGP>
1.57

> <JCHEM_LOGP>
1.593272566

> <ALOGPS_LOGS>
-3.40

> <JCHEM_MDDR_LIKE_RULE>
0

> <JCHEM_NUMBER_OF_RINGS>
3

> <JCHEM_PHYSIOLOGICAL_CHARGE>
-1

> <JCHEM_PKA_STRONGEST_ACIDIC>
6.0309706756588035

> <JCHEM_PKA_STRONGEST_BASIC>
-2.392481646519763

> <JCHEM_POLAR_SURFACE_AREA>
60.85

> <JCHEM_REFRACTIVITY>
87.75490000000002

> <JCHEM_ROTATABLE_BOND_COUNT>
2

> <JCHEM_RULE_OF_FIVE>
1

> <ALOGPS_SOLUBILITY>
1.23e-01 g/l

> <JCHEM_TRADITIONAL_IUPAC>
linomide

> <JCHEM_VEBER_RULE>
0

$$$$

HMDB0257305
     RDKit          3D
ROQUINIMEX
 39 41  0  0  0  0  0  0  0  0999 V2000
    2.0388    1.9143   -0.8571 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.0051    0.5925   -0.2971 N   0  0  0  0  0  0  0  0  0  0  0  0
    0.9299   -0.1757    0.1545 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.2404   -1.2298    0.8913 O   0  0  0  0  0  0  0  0  0  0  0  0
   -0.4820   -0.0191   -0.0399 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.3867   -0.6873    0.8350 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.8259   -1.4088    1.8680 O   0  0  0  0  0  0  0  0  0  0  0  0
   -2.7421   -0.6288    0.6776 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.6211   -1.2882    1.5409 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.9818   -1.1967    1.3363 C   0  0  0  0  0  0  0  0  0  0  0  0
   -5.5065   -0.4664    0.2945 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.6436    0.1912   -0.5673 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.2785    0.0931   -0.3533 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.4635    0.7386   -1.2023 N   0  0  0  0  0  0  0  0  0  0  0  0
   -3.0039    1.5169   -2.3001 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.1074    0.6741   -1.0382 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.4223    1.3045   -1.8872 O   0  0  0  0  0  0  0  0  0  0  0  0
    3.3341    0.0171   -0.1209 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.7238   -0.3857    1.1264 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.9868   -0.9420    1.3389 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.8573   -1.0925    0.2923 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.4782   -0.6917   -0.9673 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.2124   -0.1377   -1.1611 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.2664    2.6033   -0.4501 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.1071    1.8888   -1.9621 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.0049    2.4288   -0.5149 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.2939   -1.9238    2.5551 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.2394   -1.8622    2.3592 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.6850   -1.6980    1.9920 H   0  0  0  0  0  0  0  0  0  0  0  0
   -6.5624   -0.3637    0.0917 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.9798    0.7740   -1.3937 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.1793    2.1050   -2.7421 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.3946    0.8250   -3.0462 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.7399    2.2715   -1.9483 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.0818   -0.2931    1.9821 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.3248   -1.2686    2.3096 H   0  0  0  0  0  0  0  0  0  0  0  0
    6.8488   -1.5325    0.4748 H   0  0  0  0  0  0  0  0  0  0  0  0
    6.1842   -0.8231   -1.7726 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.9151    0.1766   -2.1507 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  2  0
  6  7  1  0
  6  8  1  0
  8  9  2  0
  9 10  1  0
 10 11  2  0
 11 12  1  0
 12 13  2  0
 13 14  1  0
 14 15  1  0
 14 16  1  0
 16 17  2  0
  2 18  1  0
 18 19  2  0
 19 20  1  0
 20 21  2  0
 21 22  1  0
 22 23  2  0
 16  5  1  0
 23 18  1  0
 13  8  1  0
  1 24  1  0
  1 25  1  0
  1 26  1  0
  7 27  1  0
  9 28  1  0
 10 29  1  0
 11 30  1  0
 12 31  1  0
 15 32  1  0
 15 33  1  0
 15 34  1  0
 19 35  1  0
 20 36  1  0
 21 37  1  0
 22 38  1  0
 23 39  1  0
M  END

HEADER    PROTEIN                                 11-JAN-16   NONE
TITLE     NULL                                                        
COMPND    NULL                                                        
SOURCE    NULL                                                        
KEYWDS    NULL                                                        
EXPDTA    NULL                                                        
AUTHOR    Marvin                                                      
REVDAT   1   11-JAN-16         0                                  
HETATM    1  O   UNK     0      -2.669   0.769   0.000  0.00  0.00           O+0
HETATM    2  C   UNK     0      -1.334   0.000   0.000  0.00  0.00           C+0
HETATM    3  C   UNK     0       0.000   0.769   0.000  0.00  0.00           C+0
HETATM    4  C   UNK     0       1.334   0.000   0.000  0.00  0.00           C+0
HETATM    5  O   UNK     0       1.334  -1.537   0.000  0.00  0.00           O+0
HETATM    6  C   UNK     0       2.669   0.769   0.000  0.00  0.00           C+0
HETATM    7  C   UNK     0       2.669   2.317   0.000  0.00  0.00           C+0
HETATM    8  N   UNK     0       1.334   3.085   0.000  0.00  0.00           N+0
HETATM    9  C   UNK     0       1.334   4.623   0.000  0.00  0.00           C+0
HETATM   10  C   UNK     0       0.000   2.317   0.000  0.00  0.00           C+0
HETATM   11  O   UNK     0      -1.334   3.085   0.000  0.00  0.00           O+0
HETATM   12  C   UNK     0       4.003   3.085   0.000  0.00  0.00           C+0
HETATM   13  C   UNK     0       5.338   2.317   0.000  0.00  0.00           C+0
HETATM   14  C   UNK     0       5.338   0.769   0.000  0.00  0.00           C+0
HETATM   15  C   UNK     0       4.003   0.000   0.000  0.00  0.00           C+0
HETATM   16  N   UNK     0      -1.334  -1.537   0.000  0.00  0.00           N+0
HETATM   17  C   UNK     0      -2.669  -2.306   0.000  0.00  0.00           C+0
HETATM   18  C   UNK     0      -4.003  -1.537   0.000  0.00  0.00           C+0
HETATM   19  C   UNK     0      -5.338  -2.306   0.000  0.00  0.00           C+0
HETATM   20  C   UNK     0      -5.338  -3.854   0.000  0.00  0.00           C+0
HETATM   21  C   UNK     0      -4.003  -4.623   0.000  0.00  0.00           C+0
HETATM   22  C   UNK     0      -2.669  -3.854   0.000  0.00  0.00           C+0
HETATM   23  C   UNK     0       0.000  -2.306   0.000  0.00  0.00           C+0
CONECT    1    2                                                            
CONECT    2    1    3   16                                                  
CONECT    3    2    4   10                                                  
CONECT    4    3    5    6                                                  
CONECT    5    4                                                            
CONECT    6    4    7   15                                                  
CONECT    7    6    8   12                                                  
CONECT    8    7    9   10                                                  
CONECT    9    8                                                            
CONECT   10    3    8   11                                                  
CONECT   11   10                                                            
CONECT   12    7   13                                                       
CONECT   13   12   14                                                       
CONECT   14   13   15                                                       
CONECT   15    6   14                                                       
CONECT   16    2   17   23                                                  
CONECT   17   16   18   22                                                  
CONECT   18   17   19                                                       
CONECT   19   18   20                                                       
CONECT   20   19   21                                                       
CONECT   21   20   22                                                       
CONECT   22   17   21                                                       
CONECT   23   16                                                            
MASTER        0    0    0    0    0    0    0    0   23    0   50    0
END

COMPND    HMDB0257305
HETATM    1  C1  UNL     1       2.039   1.914  -0.857  1.00  0.00           C  
HETATM    2  N1  UNL     1       2.005   0.592  -0.297  1.00  0.00           N  
HETATM    3  C2  UNL     1       0.930  -0.176   0.155  1.00  0.00           C  
HETATM    4  O1  UNL     1       1.240  -1.230   0.891  1.00  0.00           O  
HETATM    5  C3  UNL     1      -0.482  -0.019  -0.040  1.00  0.00           C  
HETATM    6  C4  UNL     1      -1.387  -0.687   0.835  1.00  0.00           C  
HETATM    7  O2  UNL     1      -0.826  -1.409   1.868  1.00  0.00           O  
HETATM    8  C5  UNL     1      -2.742  -0.629   0.678  1.00  0.00           C  
HETATM    9  C6  UNL     1      -3.621  -1.288   1.541  1.00  0.00           C  
HETATM   10  C7  UNL     1      -4.982  -1.197   1.336  1.00  0.00           C  
HETATM   11  C8  UNL     1      -5.507  -0.466   0.294  1.00  0.00           C  
HETATM   12  C9  UNL     1      -4.644   0.191  -0.567  1.00  0.00           C  
HETATM   13  C10 UNL     1      -3.279   0.093  -0.353  1.00  0.00           C  
HETATM   14  N2  UNL     1      -2.463   0.739  -1.202  1.00  0.00           N  
HETATM   15  C11 UNL     1      -3.004   1.517  -2.300  1.00  0.00           C  
HETATM   16  C12 UNL     1      -1.107   0.674  -1.038  1.00  0.00           C  
HETATM   17  O3  UNL     1      -0.422   1.305  -1.887  1.00  0.00           O  
HETATM   18  C13 UNL     1       3.334   0.017  -0.121  1.00  0.00           C  
HETATM   19  C14 UNL     1       3.724  -0.386   1.126  1.00  0.00           C  
HETATM   20  C15 UNL     1       4.987  -0.942   1.339  1.00  0.00           C  
HETATM   21  C16 UNL     1       5.857  -1.092   0.292  1.00  0.00           C  
HETATM   22  C17 UNL     1       5.478  -0.692  -0.967  1.00  0.00           C  
HETATM   23  C18 UNL     1       4.212  -0.138  -1.161  1.00  0.00           C  
HETATM   24  H1  UNL     1       1.266   2.603  -0.450  1.00  0.00           H  
HETATM   25  H2  UNL     1       2.107   1.889  -1.962  1.00  0.00           H  
HETATM   26  H3  UNL     1       3.005   2.429  -0.515  1.00  0.00           H  
HETATM   27  H4  UNL     1      -1.294  -1.924   2.555  1.00  0.00           H  
HETATM   28  H5  UNL     1      -3.239  -1.862   2.359  1.00  0.00           H  
HETATM   29  H6  UNL     1      -5.685  -1.698   1.992  1.00  0.00           H  
HETATM   30  H7  UNL     1      -6.562  -0.364   0.092  1.00  0.00           H  
HETATM   31  H8  UNL     1      -4.980   0.774  -1.394  1.00  0.00           H  
HETATM   32  H9  UNL     1      -2.179   2.105  -2.742  1.00  0.00           H  
HETATM   33  H10 UNL     1      -3.395   0.825  -3.046  1.00  0.00           H  
HETATM   34  H11 UNL     1      -3.740   2.272  -1.948  1.00  0.00           H  
HETATM   35  H12 UNL     1       3.082  -0.293   1.982  1.00  0.00           H  
HETATM   36  H13 UNL     1       5.325  -1.269   2.310  1.00  0.00           H  
HETATM   37  H14 UNL     1       6.849  -1.533   0.475  1.00  0.00           H  
HETATM   38  H15 UNL     1       6.184  -0.823  -1.773  1.00  0.00           H  
HETATM   39  H16 UNL     1       3.915   0.177  -2.151  1.00  0.00           H  
CONECT    1    2   24   25   26
CONECT    2    3   18
CONECT    3    4    4    5
CONECT    5    6    6   16
CONECT    6    7    8
CONECT    7   27
CONECT    8    9    9   13
CONECT    9   10   28
CONECT   10   11   11   29
CONECT   11   12   30
CONECT   12   13   13   31
CONECT   13   14
CONECT   14   15   16
CONECT   15   32   33   34
CONECT   16   17   17
CONECT   18   19   19   23
CONECT   19   20   35
CONECT   20   21   21   36
CONECT   21   22   37
CONECT   22   23   23   38
CONECT   23   39
END

HMDB0257305
     RDKit          3D
ROQUINIMEX
 39 41  0  0  0  0  0  0  0  0999 V2000
    2.0388    1.9143   -0.8571 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.0051    0.5925   -0.2971 N   0  0  0  0  0  0  0  0  0  0  0  0
    0.9299   -0.1757    0.1545 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.2404   -1.2298    0.8913 O   0  0  0  0  0  0  0  0  0  0  0  0
   -0.4820   -0.0191   -0.0399 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.3867   -0.6873    0.8350 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.8259   -1.4088    1.8680 O   0  0  0  0  0  0  0  0  0  0  0  0
   -2.7421   -0.6288    0.6776 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.6211   -1.2882    1.5409 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.9818   -1.1967    1.3363 C   0  0  0  0  0  0  0  0  0  0  0  0
   -5.5065   -0.4664    0.2945 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.6436    0.1912   -0.5673 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.2785    0.0931   -0.3533 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.4635    0.7386   -1.2023 N   0  0  0  0  0  0  0  0  0  0  0  0
   -3.0039    1.5169   -2.3001 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.1074    0.6741   -1.0382 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.4223    1.3045   -1.8872 O   0  0  0  0  0  0  0  0  0  0  0  0
    3.3341    0.0171   -0.1209 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.7238   -0.3857    1.1264 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.9868   -0.9420    1.3389 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.8573   -1.0925    0.2923 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.4782   -0.6917   -0.9673 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.2124   -0.1377   -1.1611 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.2664    2.6033   -0.4501 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.1071    1.8888   -1.9621 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.0049    2.4288   -0.5149 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.2939   -1.9238    2.5551 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.2394   -1.8622    2.3592 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.6850   -1.6980    1.9920 H   0  0  0  0  0  0  0  0  0  0  0  0
   -6.5624   -0.3637    0.0917 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.9798    0.7740   -1.3937 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.1793    2.1050   -2.7421 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.3946    0.8250   -3.0462 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.7399    2.2715   -1.9483 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.0818   -0.2931    1.9821 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.3248   -1.2686    2.3096 H   0  0  0  0  0  0  0  0  0  0  0  0
    6.8488   -1.5325    0.4748 H   0  0  0  0  0  0  0  0  0  0  0  0
    6.1842   -0.8231   -1.7726 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.9151    0.1766   -2.1507 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  2  0
  6  7  1  0
  6  8  1  0
  8  9  2  0
  9 10  1  0
 10 11  2  0
 11 12  1  0
 12 13  2  0
 13 14  1  0
 14 15  1  0
 14 16  1  0
 16 17  2  0
  2 18  1  0
 18 19  2  0
 19 20  1  0
 20 21  2  0
 21 22  1  0
 22 23  2  0
 16  5  1  0
 23 18  1  0
 13  8  1  0
  1 24  1  0
  1 25  1  0
  1 26  1  0
  7 27  1  0
  9 28  1  0
 10 29  1  0
 11 30  1  0
 12 31  1  0
 15 32  1  0
 15 33  1  0
 15 34  1  0
 19 35  1  0
 20 36  1  0
 21 37  1  0
 22 38  1  0
 23 39  1  0
M  END

View in JSmol View Stereo Labels

Synonyms

Value	Source
FCF-89LS-2616Linomide	ChEMBL
Roquinimex	MeSH
Linomide	MeSH
N-Phenylmethyl-1,2-dihydro-4-hydroxy-1-methyl-2-oxoquinoline-3-carboxamide	MeSH

Chemical Formula

C₁₈H₁₆N₂O₃

Average Molecular Weight

308.337

Monoisotopic Molecular Weight

308.116092383

IUPAC Name

4-hydroxy-N,1-dimethyl-2-oxo-N-phenyl-1,2-dihydroquinoline-3-carboxamide

Traditional Name

linomide

CAS Registry Number

Not Available

SMILES

CN(C(=O)C1=C(O)C2=C(C=CC=C2)N(C)C1=O)C1=CC=CC=C1

InChI Identifier

InChI=1S/C18H16N2O3/c1-19(12-8-4-3-5-9-12)17(22)15-16(21)13-10-6-7-11-14(13)20(2)18(15)23/h3-11,21H,1-2H3

InChI Key

SGOOQMRIPALTEL-UHFFFAOYSA-N

Chemical Taxonomy

Description

Belongs to the class of organic compounds known as aromatic anilides. These are aromatic compounds containing an anilide group in which the carboxamide group is substituted with an aromatic group. They have the general structure RNC(=O)R', where R= benzene, and R = aryl group.

Kingdom

Organic compounds

Super Class

Benzenoids

Class

Benzene and substituted derivatives

Sub Class

Anilides

Direct Parent

Aromatic anilides

Alternative Parents

Substituents

Aromatic anilide
Quinoline-3-carboxamide
Dihydroquinolone
Hydroxyquinoline
Dihydroquinoline
Quinoline
Pyridine carboxylic acid or derivatives
Hydroxypyridine
Pyridinone
Pyridine
Heteroaromatic compound
Tertiary carboxylic acid amide
Vinylogous acid
Vinylogous amide
Lactam
Carboxamide group
Azacycle
Carboxylic acid derivative
Organoheterocyclic compound
Hydrocarbon derivative
Organic oxide
Organooxygen compound
Organonitrogen compound
Organopnictogen compound
Organic oxygen 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	1.57	ALOGPS
logP	1.59	ChemAxon
logS	-3.4	ALOGPS
pKa (Strongest Acidic)	6.03	ChemAxon
pKa (Strongest Basic)	-2.4	ChemAxon
Physiological Charge	-1	ChemAxon
Hydrogen Acceptor Count	3	ChemAxon
Hydrogen Donor Count	1	ChemAxon
Polar Surface Area	60.85 Å²	ChemAxon
Rotatable Bond Count	2	ChemAxon
Refractivity	87.75 m³·mol⁻¹	ChemAxon
Polarizability	31.61 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

Predicted Chromatographic Properties

Predicted Collision Cross Sections

Predictor	Adduct Type	CCS Value (Å²)	Reference
DeepCCS	[M+H]+	174.96	30932474
DeepCCS	[M-H]-	172.602	30932474
DeepCCS	[M-2H]-	206.673	30932474
DeepCCS	[M+Na]+	181.901	30932474
AllCCS	[M+H]+	172.3	32859911
AllCCS	[M+H-H2O]+	168.8	32859911
AllCCS	[M+NH4]+	175.5	32859911
AllCCS	[M+Na]+	176.5	32859911
AllCCS	[M-H]-	176.3	32859911
AllCCS	[M+Na-2H]-	175.7	32859911
AllCCS	[M+HCOO]-	175.2	32859911

Predicted Kovats Retention Indices

Underivatized

Metabolite	SMILES	Kovats RI Value	Column Type	Reference
ROQUINIMEX	CN(C(=O)C1=C(O)C2=C(C=CC=C2)N(C)C1=O)C1=CC=CC=C1	3524.6	Standard polar	33892256
ROQUINIMEX	CN(C(=O)C1=C(O)C2=C(C=CC=C2)N(C)C1=O)C1=CC=CC=C1	2736.6	Standard non polar	33892256
ROQUINIMEX	CN(C(=O)C1=C(O)C2=C(C=CC=C2)N(C)C1=O)C1=CC=CC=C1	2864.3	Semi standard non polar	33892256

Spectra

GC-MS Spectra

Spectrum Type	Description	Splash Key	Deposition Date	Source	View
Predicted GC-MS	Predicted GC-MS Spectrum - Roquinimex GC-MS (Non-derivatized) - 70eV, Positive	splash10-0a4i-1930000000-a94f94fb54518b8535c7	2021-09-24	Wishart Lab	View Spectrum
Predicted GC-MS	Predicted GC-MS Spectrum - Roquinimex GC-MS (Non-derivatized) - 70eV, Positive	Not Available	2021-10-12	Wishart Lab	View Spectrum
Predicted GC-MS	Predicted GC-MS Spectrum - Roquinimex GC-MS (TMS_1_1) - 70eV, Positive	Not Available	2021-11-05	Wishart Lab	View Spectrum
Predicted GC-MS	Predicted GC-MS Spectrum - Roquinimex GC-MS (TBDMS_1_1) - 70eV, Positive	Not Available	2021-11-05	Wishart Lab	View Spectrum

MS/MS Spectra

Spectrum Type	Description	Splash Key	Deposition Date	Source	View
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Roquinimex 10V, Positive-QTOF	splash10-0a4i-0019000000-fa32dda551b791fc83f6	2016-08-03	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Roquinimex 20V, Positive-QTOF	splash10-0zfr-0196000000-9b7055c130f4e3540826	2016-08-03	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Roquinimex 40V, Positive-QTOF	splash10-0fb9-2940000000-2e40d47f2c1a76a96ad2	2016-08-03	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Roquinimex 10V, Negative-QTOF	splash10-0a4i-0009000000-8d63ae3f8b31d2e7a916	2016-08-04	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Roquinimex 20V, Negative-QTOF	splash10-0a4i-0229000000-117748994a37a7036dbd	2016-08-04	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Roquinimex 40V, Negative-QTOF	splash10-0a4i-3900000000-ff132df28d6255fa1d83	2016-08-04	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

DB11366

Phenol Explorer Compound ID

Not Available

FooDB ID

Not Available

KNApSAcK ID

Not Available

Chemspider ID

10619239

KEGG Compound ID

Not Available

BioCyc ID

Not Available

BiGG ID

Not Available

Wikipedia Link

Roquinimex

METLIN ID

Not Available

PubChem Compound

Not Available

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 Roquinimex (HMDB0257305)

MOL for HMDB0257305 (Roquinimex)

3D MOL for HMDB0257305 (Roquinimex)

3D SDF for HMDB0257305 (Roquinimex)

3D-SDF for HMDB0257305 (Roquinimex)

PDB for HMDB0257305 (Roquinimex)

3D PDB for HMDB0257305 (Roquinimex)

SMILES for HMDB0257305 (Roquinimex)

INCHI for HMDB0257305 (Roquinimex)

Structure for HMDB0257305 (Roquinimex)

3D Structure for HMDB0257305 (Roquinimex)

Predicted Collision Cross Sections

Predicted Kovats Retention Indices

Underivatized

GC-MS Spectra

MS/MS Spectra