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Record Information

Version

5.0

Status

Detected but not Quantified

Creation Date

2021-09-11 20:24:12 UTC

Update Date

2021-09-26 23:15:49 UTC

HMDB ID

HMDB0258704

Secondary Accession Numbers

None

Metabolite Identification

Common Name

Talviraline

Description

propan-2-yl 7-methoxy-2-[(methylsulfanyl)methyl]-3-sulfanyl-1,2-dihydroquinoxaline-1-carboxylate belongs to the class of organic compounds known as anisoles. These are organic compounds containing a methoxybenzene or a derivative thereof. Based on a literature review very few articles have been published on propan-2-yl 7-methoxy-2-[(methylsulfanyl)methyl]-3-sulfanyl-1,2-dihydroquinoxaline-1-carboxylate. This compound has been identified in human blood as reported by (PMID: 31557052 ). Talviraline is not a naturally occurring metabolite and is only found in those individuals exposed to this compound or its derivatives. Technically Talviraline 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

HMDB0258704
     RDKit          3D
Talviraline
 42 43  0  0  0  0  0  0  0  0999 V2000
    5.2551   -2.2869   -1.1943 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.8647   -2.1901   -1.0649 O   0  0  0  0  0  0  0  0  0  0  0  0
    3.1984   -1.0753   -0.5601 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.9587    0.0028   -0.1623 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.3010    1.1070    0.3369 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.9244    1.0873    0.4171 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.1668   -0.0079    0.0134 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.8164   -1.1206   -0.4902 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.2452   -0.0474    0.1040 N   0  0  0  0  0  0  0  0  0  0  0  0
   -1.0274   -1.2065    0.2633 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.4970   -2.3332    0.4084 O   0  0  0  0  0  0  0  0  0  0  0  0
   -2.4277   -1.1373    0.2645 O   0  0  0  0  0  0  0  0  0  0  0  0
   -3.1558   -2.3256    0.4268 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.8847   -2.2257    1.7565 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.1359   -2.5307   -0.7107 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.9304    1.2628    0.0573 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.9783    1.7702   -1.3366 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.7958    3.3560   -1.4550 S   0  0  0  0  0  0  0  0  0  0  0  0
   -0.8706    4.7181   -0.7442 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.2084    2.1871    0.9539 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.0173    3.1108    1.9982 S   0  0  0  0  0  0  0  0  0  0  0  0
    1.2087    2.2276    0.9063 N   0  0  0  0  0  0  0  0  0  0  0  0
    5.7007   -2.5191   -0.1929 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.7178   -1.3792   -1.6026 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.4843   -3.1706   -1.8398 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.0581   -0.0184   -0.2407 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.8858    1.9502    0.6482 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.2513   -1.9777   -0.8230 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.4499   -3.1677    0.5293 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.8228   -1.2047    2.1827 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.9493   -2.4652    1.5701 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.4512   -2.9033    2.5273 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.1205   -2.1851   -0.3362 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.7861   -1.9275   -1.5528 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.1913   -3.6129   -0.8946 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.9491    1.1215    0.4411 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.0282    1.7722   -1.8262 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.5755    1.0619   -1.9947 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.4403    5.2752    0.0374 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.7835    5.4917   -1.5795 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.1323    4.4603   -0.3706 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.7414    3.0559    1.2143 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
  4  5  1  0
  5  6  2  0
  6  7  1  0
  7  8  2  0
  7  9  1  0
  9 10  1  0
 10 11  2  0
 10 12  1  0
 12 13  1  0
 13 14  1  0
 13 15  1  0
  9 16  1  0
 16 17  1  0
 17 18  1  0
 18 19  1  0
 16 20  1  0
 20 21  2  0
 20 22  1  0
  8  3  1  0
 22  6  1  0
  1 23  1  0
  1 24  1  0
  1 25  1  0
  4 26  1  0
  5 27  1  0
  8 28  1  0
 13 29  1  0
 14 30  1  0
 14 31  1  0
 14 32  1  0
 15 33  1  0
 15 34  1  0
 15 35  1  0
 16 36  1  0
 17 37  1  0
 17 38  1  0
 19 39  1  0
 19 40  1  0
 19 41  1  0
 22 42  1  0
M  END


  Mrv1652309112122242D          

 22 23  0  0  0  0            999 V2000
   -1.4289    2.4750    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.7145    2.0625    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.0000    2.4750    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.7145    1.2375    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.0000    0.8250    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.7145    1.2375    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.0000   -0.0000    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   -0.7145   -0.4125    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.7145   -1.2375    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.4289   -1.6500    0.0000 S   0  0  0  0  0  0  0  0  0  0  0  0
    0.0000   -1.6500    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    0.7145   -1.2375    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.7145   -0.4125    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.4289   -0.0000    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.1434   -0.4125    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.1434   -1.2375    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.4289   -1.6500    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.8579   -0.0000    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.8579    0.8250    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.4289   -0.0000    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.1434   -0.4125    0.0000 S   0  0  0  0  0  0  0  0  0  0  0  0
   -2.8579    0.0000    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  1  0  0  0  0
  2  3  1  0  0  0  0
  2  4  1  0  0  0  0
  4  5  1  0  0  0  0
  5  6  2  0  0  0  0
  5  7  1  0  0  0  0
  7  8  1  0  0  0  0
  8  9  1  0  0  0  0
  9 10  2  0  0  0  0
  9 11  1  0  0  0  0
 11 12  1  0  0  0  0
 12 13  2  0  0  0  0
  7 13  1  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
 12 17  1  0  0  0  0
 15 18  1  0  0  0  0
 18 19  1  0  0  0  0
  8 20  1  0  0  0  0
 20 21  1  0  0  0  0
 21 22  1  0  0  0  0
M  END
> <DATABASE_ID>
HMDB0258704

> <DATABASE_NAME>
hmdb

> <SMILES>
COC1=CC2=C(NC(=S)C(CSC)N2C(=O)OC(C)C)C=C1

> <INCHI_IDENTIFIER>
InChI=1S/C15H20N2O3S2/c1-9(2)20-15(18)17-12-7-10(19-3)5-6-11(12)16-14(21)13(17)8-22-4/h5-7,9,13H,8H2,1-4H3,(H,16,21)

> <INCHI_KEY>
GWKIPRVERALPRD-UHFFFAOYSA-N

> <FORMULA>
C15H20N2O3S2

> <MOLECULAR_WEIGHT>
340.46

> <EXACT_MASS>
340.09153486

> <JCHEM_ACCEPTOR_COUNT>
3

> <JCHEM_ATOM_COUNT>
42

> <JCHEM_AVERAGE_POLARIZABILITY>
35.65581155559489

> <JCHEM_BIOAVAILABILITY>
1

> <JCHEM_DONOR_COUNT>
1

> <JCHEM_FORMAL_CHARGE>
0

> <JCHEM_GHOSE_FILTER>
1

> <JCHEM_IUPAC>
propan-2-yl 7-methoxy-2-[(methylsulfanyl)methyl]-3-sulfanylidene-1,2,3,4-tetrahydroquinoxaline-1-carboxylate

> <ALOGPS_LOGP>
2.26

> <JCHEM_LOGP>
3.143259497666667

> <ALOGPS_LOGS>
-4.53

> <JCHEM_MDDR_LIKE_RULE>
0

> <JCHEM_NUMBER_OF_RINGS>
2

> <JCHEM_PHYSIOLOGICAL_CHARGE>
0

> <JCHEM_PKA_STRONGEST_ACIDIC>
8.1622514662305

> <JCHEM_PKA_STRONGEST_BASIC>
-2.8888369190296883

> <JCHEM_POLAR_SURFACE_AREA>
50.8

> <JCHEM_REFRACTIVITY>
94.45710000000001

> <JCHEM_ROTATABLE_BOND_COUNT>
5

> <JCHEM_RULE_OF_FIVE>
1

> <ALOGPS_SOLUBILITY>
1.01e-02 g/l

> <JCHEM_TRADITIONAL_IUPAC>
isopropyl 7-methoxy-2-[(methylsulfanyl)methyl]-3-sulfanylidene-2,4-dihydroquinoxaline-1-carboxylate

> <JCHEM_VEBER_RULE>
0

$$$$

HMDB0258704
     RDKit          3D
Talviraline
 42 43  0  0  0  0  0  0  0  0999 V2000
    5.2551   -2.2869   -1.1943 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.8647   -2.1901   -1.0649 O   0  0  0  0  0  0  0  0  0  0  0  0
    3.1984   -1.0753   -0.5601 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.9587    0.0028   -0.1623 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.3010    1.1070    0.3369 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.9244    1.0873    0.4171 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.1668   -0.0079    0.0134 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.8164   -1.1206   -0.4902 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.2452   -0.0474    0.1040 N   0  0  0  0  0  0  0  0  0  0  0  0
   -1.0274   -1.2065    0.2633 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.4970   -2.3332    0.4084 O   0  0  0  0  0  0  0  0  0  0  0  0
   -2.4277   -1.1373    0.2645 O   0  0  0  0  0  0  0  0  0  0  0  0
   -3.1558   -2.3256    0.4268 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.8847   -2.2257    1.7565 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.1359   -2.5307   -0.7107 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.9304    1.2628    0.0573 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.9783    1.7702   -1.3366 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.7958    3.3560   -1.4550 S   0  0  0  0  0  0  0  0  0  0  0  0
   -0.8706    4.7181   -0.7442 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.2084    2.1871    0.9539 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.0173    3.1108    1.9982 S   0  0  0  0  0  0  0  0  0  0  0  0
    1.2087    2.2276    0.9063 N   0  0  0  0  0  0  0  0  0  0  0  0
    5.7007   -2.5191   -0.1929 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.7178   -1.3792   -1.6026 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.4843   -3.1706   -1.8398 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.0581   -0.0184   -0.2407 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.8858    1.9502    0.6482 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.2513   -1.9777   -0.8230 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.4499   -3.1677    0.5293 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.8228   -1.2047    2.1827 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.9493   -2.4652    1.5701 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.4512   -2.9033    2.5273 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.1205   -2.1851   -0.3362 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.7861   -1.9275   -1.5528 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.1913   -3.6129   -0.8946 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.9491    1.1215    0.4411 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.0282    1.7722   -1.8262 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.5755    1.0619   -1.9947 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.4403    5.2752    0.0374 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.7835    5.4917   -1.5795 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.1323    4.4603   -0.3706 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.7414    3.0559    1.2143 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
  4  5  1  0
  5  6  2  0
  6  7  1  0
  7  8  2  0
  7  9  1  0
  9 10  1  0
 10 11  2  0
 10 12  1  0
 12 13  1  0
 13 14  1  0
 13 15  1  0
  9 16  1  0
 16 17  1  0
 17 18  1  0
 18 19  1  0
 16 20  1  0
 20 21  2  0
 20 22  1  0
  8  3  1  0
 22  6  1  0
  1 23  1  0
  1 24  1  0
  1 25  1  0
  4 26  1  0
  5 27  1  0
  8 28  1  0
 13 29  1  0
 14 30  1  0
 14 31  1  0
 14 32  1  0
 15 33  1  0
 15 34  1  0
 15 35  1  0
 16 36  1  0
 17 37  1  0
 17 38  1  0
 19 39  1  0
 19 40  1  0
 19 41  1  0
 22 42  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      -2.667   4.620   0.000  0.00  0.00           C+0
HETATM    2  C   UNK     0      -1.334   3.850   0.000  0.00  0.00           C+0
HETATM    3  C   UNK     0       0.000   4.620   0.000  0.00  0.00           C+0
HETATM    4  O   UNK     0      -1.334   2.310   0.000  0.00  0.00           O+0
HETATM    5  C   UNK     0       0.000   1.540   0.000  0.00  0.00           C+0
HETATM    6  O   UNK     0       1.334   2.310   0.000  0.00  0.00           O+0
HETATM    7  N   UNK     0       0.000  -0.000   0.000  0.00  0.00           N+0
HETATM    8  C   UNK     0      -1.334  -0.770   0.000  0.00  0.00           C+0
HETATM    9  C   UNK     0      -1.334  -2.310   0.000  0.00  0.00           C+0
HETATM   10  S   UNK     0      -2.667  -3.080   0.000  0.00  0.00           S+0
HETATM   11  N   UNK     0       0.000  -3.080   0.000  0.00  0.00           N+0
HETATM   12  C   UNK     0       1.334  -2.310   0.000  0.00  0.00           C+0
HETATM   13  C   UNK     0       1.334  -0.770   0.000  0.00  0.00           C+0
HETATM   14  C   UNK     0       2.667  -0.000   0.000  0.00  0.00           C+0
HETATM   15  C   UNK     0       4.001  -0.770   0.000  0.00  0.00           C+0
HETATM   16  C   UNK     0       4.001  -2.310   0.000  0.00  0.00           C+0
HETATM   17  C   UNK     0       2.667  -3.080   0.000  0.00  0.00           C+0
HETATM   18  O   UNK     0       5.335  -0.000   0.000  0.00  0.00           O+0
HETATM   19  C   UNK     0       5.335   1.540   0.000  0.00  0.00           C+0
HETATM   20  C   UNK     0      -2.667  -0.000   0.000  0.00  0.00           C+0
HETATM   21  S   UNK     0      -4.001  -0.770   0.000  0.00  0.00           S+0
HETATM   22  C   UNK     0      -5.335   0.000   0.000  0.00  0.00           C+0
CONECT    1    2                                                            
CONECT    2    1    3    4                                                  
CONECT    3    2                                                            
CONECT    4    2    5                                                       
CONECT    5    4    6    7                                                  
CONECT    6    5                                                            
CONECT    7    5    8   13                                                  
CONECT    8    7    9   20                                                  
CONECT    9    8   10   11                                                  
CONECT   10    9                                                            
CONECT   11    9   12                                                       
CONECT   12   11   13   17                                                  
CONECT   13   12    7   14                                                  
CONECT   14   13   15                                                       
CONECT   15   14   16   18                                                  
CONECT   16   15   17                                                       
CONECT   17   16   12                                                       
CONECT   18   15   19                                                       
CONECT   19   18                                                            
CONECT   20    8   21                                                       
CONECT   21   20   22                                                       
CONECT   22   21                                                            
MASTER        0    0    0    0    0    0    0    0   22    0   46    0
END

COMPND    HMDB0258704
HETATM    1  C1  UNL     1       5.255  -2.287  -1.194  1.00  0.00           C  
HETATM    2  O1  UNL     1       3.865  -2.190  -1.065  1.00  0.00           O  
HETATM    3  C2  UNL     1       3.198  -1.075  -0.560  1.00  0.00           C  
HETATM    4  C3  UNL     1       3.959   0.003  -0.162  1.00  0.00           C  
HETATM    5  C4  UNL     1       3.301   1.107   0.337  1.00  0.00           C  
HETATM    6  C5  UNL     1       1.924   1.087   0.417  1.00  0.00           C  
HETATM    7  C6  UNL     1       1.167  -0.008   0.013  1.00  0.00           C  
HETATM    8  C7  UNL     1       1.816  -1.121  -0.490  1.00  0.00           C  
HETATM    9  N1  UNL     1      -0.245  -0.047   0.104  1.00  0.00           N  
HETATM   10  C8  UNL     1      -1.027  -1.206   0.263  1.00  0.00           C  
HETATM   11  O2  UNL     1      -0.497  -2.333   0.408  1.00  0.00           O  
HETATM   12  O3  UNL     1      -2.428  -1.137   0.264  1.00  0.00           O  
HETATM   13  C9  UNL     1      -3.156  -2.326   0.427  1.00  0.00           C  
HETATM   14  C10 UNL     1      -3.885  -2.226   1.756  1.00  0.00           C  
HETATM   15  C11 UNL     1      -4.136  -2.531  -0.711  1.00  0.00           C  
HETATM   16  C12 UNL     1      -0.930   1.263   0.057  1.00  0.00           C  
HETATM   17  C13 UNL     1      -0.978   1.770  -1.337  1.00  0.00           C  
HETATM   18  S1  UNL     1      -1.796   3.356  -1.455  1.00  0.00           S  
HETATM   19  C14 UNL     1      -0.871   4.718  -0.744  1.00  0.00           C  
HETATM   20  C15 UNL     1      -0.208   2.187   0.954  1.00  0.00           C  
HETATM   21  S2  UNL     1      -1.017   3.111   1.998  1.00  0.00           S  
HETATM   22  N2  UNL     1       1.209   2.228   0.906  1.00  0.00           N  
HETATM   23  H1  UNL     1       5.701  -2.519  -0.193  1.00  0.00           H  
HETATM   24  H2  UNL     1       5.718  -1.379  -1.603  1.00  0.00           H  
HETATM   25  H3  UNL     1       5.484  -3.171  -1.840  1.00  0.00           H  
HETATM   26  H4  UNL     1       5.058  -0.018  -0.241  1.00  0.00           H  
HETATM   27  H5  UNL     1       3.886   1.950   0.648  1.00  0.00           H  
HETATM   28  H6  UNL     1       1.251  -1.978  -0.823  1.00  0.00           H  
HETATM   29  H7  UNL     1      -2.450  -3.168   0.529  1.00  0.00           H  
HETATM   30  H8  UNL     1      -3.823  -1.205   2.183  1.00  0.00           H  
HETATM   31  H9  UNL     1      -4.949  -2.465   1.570  1.00  0.00           H  
HETATM   32  H10 UNL     1      -3.451  -2.903   2.527  1.00  0.00           H  
HETATM   33  H11 UNL     1      -5.121  -2.185  -0.336  1.00  0.00           H  
HETATM   34  H12 UNL     1      -3.786  -1.928  -1.553  1.00  0.00           H  
HETATM   35  H13 UNL     1      -4.191  -3.613  -0.895  1.00  0.00           H  
HETATM   36  H14 UNL     1      -1.949   1.121   0.441  1.00  0.00           H  
HETATM   37  H15 UNL     1       0.028   1.772  -1.826  1.00  0.00           H  
HETATM   38  H16 UNL     1      -1.575   1.062  -1.995  1.00  0.00           H  
HETATM   39  H17 UNL     1      -1.440   5.275   0.037  1.00  0.00           H  
HETATM   40  H18 UNL     1      -0.783   5.492  -1.579  1.00  0.00           H  
HETATM   41  H19 UNL     1       0.132   4.460  -0.371  1.00  0.00           H  
HETATM   42  H20 UNL     1       1.741   3.056   1.214  1.00  0.00           H  
CONECT    1    2   23   24   25
CONECT    2    3
CONECT    3    4    4    8
CONECT    4    5   26
CONECT    5    6    6   27
CONECT    6    7   22
CONECT    7    8    8    9
CONECT    8   28
CONECT    9   10   16
CONECT   10   11   11   12
CONECT   12   13
CONECT   13   14   15   29
CONECT   14   30   31   32
CONECT   15   33   34   35
CONECT   16   17   20   36
CONECT   17   18   37   38
CONECT   18   19
CONECT   19   39   40   41
CONECT   20   21   21   22
CONECT   22   42
END

HMDB0258704
     RDKit          3D
Talviraline
 42 43  0  0  0  0  0  0  0  0999 V2000
    5.2551   -2.2869   -1.1943 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.8647   -2.1901   -1.0649 O   0  0  0  0  0  0  0  0  0  0  0  0
    3.1984   -1.0753   -0.5601 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.9587    0.0028   -0.1623 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.3010    1.1070    0.3369 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.9244    1.0873    0.4171 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.1668   -0.0079    0.0134 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.8164   -1.1206   -0.4902 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.2452   -0.0474    0.1040 N   0  0  0  0  0  0  0  0  0  0  0  0
   -1.0274   -1.2065    0.2633 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.4970   -2.3332    0.4084 O   0  0  0  0  0  0  0  0  0  0  0  0
   -2.4277   -1.1373    0.2645 O   0  0  0  0  0  0  0  0  0  0  0  0
   -3.1558   -2.3256    0.4268 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.8847   -2.2257    1.7565 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.1359   -2.5307   -0.7107 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.9304    1.2628    0.0573 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.9783    1.7702   -1.3366 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.7958    3.3560   -1.4550 S   0  0  0  0  0  0  0  0  0  0  0  0
   -0.8706    4.7181   -0.7442 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.2084    2.1871    0.9539 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.0173    3.1108    1.9982 S   0  0  0  0  0  0  0  0  0  0  0  0
    1.2087    2.2276    0.9063 N   0  0  0  0  0  0  0  0  0  0  0  0
    5.7007   -2.5191   -0.1929 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.7178   -1.3792   -1.6026 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.4843   -3.1706   -1.8398 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.0581   -0.0184   -0.2407 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.8858    1.9502    0.6482 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.2513   -1.9777   -0.8230 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.4499   -3.1677    0.5293 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.8228   -1.2047    2.1827 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.9493   -2.4652    1.5701 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.4512   -2.9033    2.5273 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.1205   -2.1851   -0.3362 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.7861   -1.9275   -1.5528 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.1913   -3.6129   -0.8946 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.9491    1.1215    0.4411 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.0282    1.7722   -1.8262 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.5755    1.0619   -1.9947 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.4403    5.2752    0.0374 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.7835    5.4917   -1.5795 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.1323    4.4603   -0.3706 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.7414    3.0559    1.2143 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
  4  5  1  0
  5  6  2  0
  6  7  1  0
  7  8  2  0
  7  9  1  0
  9 10  1  0
 10 11  2  0
 10 12  1  0
 12 13  1  0
 13 14  1  0
 13 15  1  0
  9 16  1  0
 16 17  1  0
 17 18  1  0
 18 19  1  0
 16 20  1  0
 20 21  2  0
 20 22  1  0
  8  3  1  0
 22  6  1  0
  1 23  1  0
  1 24  1  0
  1 25  1  0
  4 26  1  0
  5 27  1  0
  8 28  1  0
 13 29  1  0
 14 30  1  0
 14 31  1  0
 14 32  1  0
 15 33  1  0
 15 34  1  0
 15 35  1  0
 16 36  1  0
 17 37  1  0
 17 38  1  0
 19 39  1  0
 19 40  1  0
 19 41  1  0
 22 42  1  0
M  END

View in JSmol View Stereo Labels

Synonyms

Value	Source
Propan-2-yl 7-methoxy-2-[(methylsulfanyl)methyl]-3-sulfanyl-1,2-dihydroquinoxaline-1-carboxylic acid	Generator
Propan-2-yl 7-methoxy-2-[(methylsulphanyl)methyl]-3-sulphanyl-1,2-dihydroquinoxaline-1-carboxylate	Generator
Propan-2-yl 7-methoxy-2-[(methylsulphanyl)methyl]-3-sulphanyl-1,2-dihydroquinoxaline-1-carboxylic acid	Generator

Chemical Formula

C₁₅H₂₀N₂O₃S₂

Average Molecular Weight

340.46

Monoisotopic Molecular Weight

340.09153486

IUPAC Name

propan-2-yl 7-methoxy-2-[(methylsulfanyl)methyl]-3-sulfanylidene-1,2,3,4-tetrahydroquinoxaline-1-carboxylate

Traditional Name

isopropyl 7-methoxy-2-[(methylsulfanyl)methyl]-3-sulfanylidene-2,4-dihydroquinoxaline-1-carboxylate

CAS Registry Number

Not Available

SMILES

COC1=CC2=C(NC(=S)C(CSC)N2C(=O)OC(C)C)C=C1

InChI Identifier

InChI=1S/C15H20N2O3S2/c1-9(2)20-15(18)17-12-7-10(19-3)5-6-11(12)16-14(21)13(17)8-22-4/h5-7,9,13H,8H2,1-4H3,(H,16,21)

InChI Key

GWKIPRVERALPRD-UHFFFAOYSA-N

Chemical Taxonomy

Description

Belongs to the class of organic compounds known as anisoles. These are organic compounds containing a methoxybenzene or a derivative thereof.

Kingdom

Super Class

Class

Sub Class

Direct Parent

Alternative Parents

Substituents

Anisole
Alkyl aryl ether
Thiolactam
Carbamic acid ester
Ether
Thioether
Sulfenyl compound
Dialkylthioether
Organoheterocyclic compound
Azacycle
Organic oxygen compound
Thiocarbonyl group
Organosulfur compound
Organooxygen compound
Organic oxide
Hydrocarbon derivative
Carbonyl group
Organic nitrogen compound
Organonitrogen 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	2.26	ALOGPS
logP	3.14	ChemAxon
logS	-4.5	ALOGPS
pKa (Strongest Acidic)	8.16	ChemAxon
pKa (Strongest Basic)	-2.9	ChemAxon
Physiological Charge	0	ChemAxon
Hydrogen Acceptor Count	3	ChemAxon
Hydrogen Donor Count	1	ChemAxon
Polar Surface Area	50.8 Å²	ChemAxon
Rotatable Bond Count	5	ChemAxon
Refractivity	94.46 m³·mol⁻¹	ChemAxon
Polarizability	35.66 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

Predicted Chromatographic Properties

Predicted Collision Cross Sections

Predictor	Adduct Type	CCS Value (Å²)	Reference
DeepCCS	[M+H]+	179.08	30932474
DeepCCS	[M-H]-	176.722	30932474
DeepCCS	[M-2H]-	209.608	30932474
DeepCCS	[M+Na]+	185.173	30932474
AllCCS	[M+H]+	177.2	32859911
AllCCS	[M+H-H2O]+	174.5	32859911
AllCCS	[M+NH4]+	179.8	32859911
AllCCS	[M+Na]+	180.5	32859911
AllCCS	[M-H]-	174.7	32859911
AllCCS	[M+Na-2H]-	174.8	32859911
AllCCS	[M+HCOO]-	175.1	32859911

Predicted Kovats Retention Indices

Underivatized

Metabolite	SMILES	Kovats RI Value	Column Type	Reference
Talviraline	COC1=CC2=C(NC(=S)C(CSC)N2C(=O)OC(C)C)C=C1	4259.7	Standard polar	33892256
Talviraline	COC1=CC2=C(NC(=S)C(CSC)N2C(=O)OC(C)C)C=C1	2476.6	Standard non polar	33892256
Talviraline	COC1=CC2=C(NC(=S)C(CSC)N2C(=O)OC(C)C)C=C1	2733.4	Semi standard non polar	33892256

Derivatized

Derivative Name / Structure	SMILES	Kovats RI Value	Column Type	Reference
Talviraline,1TMS,isomer #1	COC1=CC=C2C(=C1)N(C(=O)OC(C)C)C(CSC)C(=S)N2[Si](C)(C)C	2541.3	Semi standard non polar	33892256
Talviraline,1TMS,isomer #1	COC1=CC=C2C(=C1)N(C(=O)OC(C)C)C(CSC)C(=S)N2[Si](C)(C)C	2574.3	Standard non polar	33892256
Talviraline,1TMS,isomer #1	COC1=CC=C2C(=C1)N(C(=O)OC(C)C)C(CSC)C(=S)N2[Si](C)(C)C	3640.7	Standard polar	33892256
Talviraline,1TBDMS,isomer #1	COC1=CC=C2C(=C1)N(C(=O)OC(C)C)C(CSC)C(=S)N2[Si](C)(C)C(C)(C)C	2736.8	Semi standard non polar	33892256
Talviraline,1TBDMS,isomer #1	COC1=CC=C2C(=C1)N(C(=O)OC(C)C)C(CSC)C(=S)N2[Si](C)(C)C(C)(C)C	2818.6	Standard non polar	33892256
Talviraline,1TBDMS,isomer #1	COC1=CC=C2C(=C1)N(C(=O)OC(C)C)C(CSC)C(=S)N2[Si](C)(C)C(C)(C)C	3648.4	Standard polar	33892256

Spectra

GC-MS Spectra

Spectrum Type	Description	Splash Key	Deposition Date	Source	View
Predicted GC-MS	Predicted GC-MS Spectrum - Talviraline GC-MS (Non-derivatized) - 70eV, Positive	splash10-0006-9352000000-3273b3341e3322680595	2021-09-24	Wishart Lab	View Spectrum
Predicted GC-MS	Predicted GC-MS Spectrum - Talviraline 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

2618915

KEGG Compound ID

Not Available

BioCyc ID

Not Available

BiGG ID

Not Available

Wikipedia Link

Not Available

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 Talviraline (HMDB0258704)

MOL for HMDB0258704 (Talviraline)

3D MOL for HMDB0258704 (Talviraline)

3D SDF for HMDB0258704 (Talviraline)

3D-SDF for HMDB0258704 (Talviraline)

PDB for HMDB0258704 (Talviraline)

3D PDB for HMDB0258704 (Talviraline)

SMILES for HMDB0258704 (Talviraline)

INCHI for HMDB0258704 (Talviraline)

Structure for HMDB0258704 (Talviraline)

3D Structure for HMDB0258704 (Talviraline)

Predicted Collision Cross Sections

Predicted Kovats Retention Indices

Underivatized

Derivatized

GC-MS Spectra