Mrv1909 03222119422D          

 32 34  0  0  1  0            999 V2000
   -4.7177   -8.0472    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -5.2026   -7.3797    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.8670   -6.6260    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -5.3519   -5.9586    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   -5.0164   -5.2049    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -5.4288   -4.4905    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   -4.8768   -3.8774    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -5.0484   -3.0703    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -4.1232   -4.2129    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.4087   -3.8004    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.6942   -4.2129    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.9798   -3.8004    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.2653   -4.2129    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.2653   -5.0378    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.9798   -5.4504    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.6942   -5.0378    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.9798   -6.2754    0.0000 Cl  0  0  0  0  0  0  0  0  0  0  0  0
   -0.5508   -5.4504    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -0.5508   -6.2754    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.1637   -6.6879    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
    0.8781   -6.2754    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.8781   -5.4504    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.1637   -7.5129    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -4.2093   -5.0334    0.0000 S   0  0  0  0  0  0  0  0  0  0  0  0
   -6.2493   -4.4041    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -6.7343   -5.0717    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -7.5548   -4.9854    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -7.8903   -4.2317    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -7.4054   -3.5643    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -6.5849   -3.6505    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -6.1000   -2.9831    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.5925   -6.6878    0.0000 O   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
  3  4  1  0  0  0  0
  4  5  2  0  0  0  0
  5  6  1  0  0  0  0
  6  7  1  0  0  0  0
  7  8  2  0  0  0  0
  7  9  1  0  0  0  0
  9 10  2  0  0  0  0
 10 11  1  0  0  0  0
 11 12  2  0  0  0  0
 12 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
 11 16  1  0  0  0  0
 15 17  1  0  0  0  0
 14 18  1  0  0  0  0
 18 19  1  0  0  0  0
 19 20  1  0  0  0  0
 20 21  1  0  0  0  0
 21 22  1  0  0  0  0
 20 23  1  1  0  0  0
  9 24  1  0  0  0  0
  5 24  1  0  0  0  0
  6 25  1  0  0  0  0
 25 26  2  0  0  0  0
 26 27  1  0  0  0  0
 27 28  2  0  0  0  0
 28 29  1  0  0  0  0
 29 30  2  0  0  0  0
 25 30  1  0  0  0  0
 30 31  1  0  0  0  0
 21 32  2  0  0  0  0
M  END
> <DATABASE_ID>
DBMET03311

> <DATABASE_NAME>
drugbank

> <SMILES>
CCC\N=C1/S\C(=C/C2=CC=C(OC[C@H](O)C(O)=O)C(Cl)=C2)C(=O)N1C1=CC=CC=C1C

> <INCHI_IDENTIFIER>
InChI=1S/C23H23ClN2O5S/c1-3-10-25-23-26(17-7-5-4-6-14(17)2)21(28)20(32-23)12-15-8-9-19(16(24)11-15)31-13-18(27)22(29)30/h4-9,11-12,18,27H,3,10,13H2,1-2H3,(H,29,30)/b20-12-,25-23-/t18-/m0/s1

> <INCHI_KEY>
MUIMNXWZUPCHLV-ZKFKVELASA-N

> <FORMULA>
C23H23ClN2O5S

> <MOLECULAR_WEIGHT>
474.96

> <EXACT_MASS>
474.1016207

> <JCHEM_ACCEPTOR_COUNT>
6

> <JCHEM_ATOM_COUNT>
55

> <JCHEM_AVERAGE_NEUTRAL_MICROSPECIES_CHARGE>
-0.9998479370048808

> <JCHEM_AVERAGE_POLARIZABILITY>
49.62865035574187

> <JCHEM_BIOAVAILABILITY>
1

> <JCHEM_DONOR_COUNT>
2

> <JCHEM_FORMAL_CHARGE>
0

> <JCHEM_GHOSE_FILTER>
1

> <JCHEM_IUPAC>
(2S)-3-(2-chloro-4-{[(2Z,5Z)-3-(2-methylphenyl)-4-oxo-2-(propylimino)-1,3-thiazolidin-5-ylidene]methyl}phenoxy)-2-hydroxypropanoic acid

> <ALOGPS_LOGP>
4.19

> <JCHEM_LOGP>
4.806893801999999

> <ALOGPS_LOGS>
-5.15

> <JCHEM_MDDR_LIKE_RULE>
1

> <JCHEM_NEUTRAL_CHARGE>
-1

> <JCHEM_NUMBER_OF_RINGS>
3

> <JCHEM_PHYSIOLOGICAL_CHARGE>
-1

> <JCHEM_PKA>
13.49265690962729

> <JCHEM_PKA_STRONGEST_ACIDIC>
3.1830232115297754

> <JCHEM_PKA_STRONGEST_BASIC>
0.9087261818115588

> <JCHEM_POLAR_SURFACE_AREA>
99.43

> <JCHEM_REFRACTIVITY>
125.5531

> <JCHEM_ROTATABLE_BOND_COUNT>
8

> <JCHEM_RULE_OF_FIVE>
1

> <ALOGPS_SOLUBILITY>
3.37e-03 g/l

> <JCHEM_TRADITIONAL_IUPAC>
(2S)-3-(2-chloro-4-{[(2Z,5Z)-3-(2-methylphenyl)-4-oxo-2-(propylimino)-1,3-thiazolidin-5-ylidene]methyl}phenoxy)-2-hydroxypropanoic acid

> <JCHEM_VEBER_RULE>
0

> <DRUGBANK_ID>
DBMET03311

> <NAME>
Ponesimod M12 Metabolite (ACT-204426)

$$$$