Mrv1652310171623502D          

 29 32  0  0  1  0            999 V2000
    4.9046    2.8984    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.6941    2.6589    0.0000 S   0  0  0  0  0  0  0  0  0  0  0  0
    6.4835    2.4195    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    5.9335    3.4484    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    5.4546    1.8694    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.0186    1.2673    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.7792    0.4778    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.9758    0.2904    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.4118    0.8925    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.6512    1.6820    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.9743    2.1537    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    3.3166    1.6557    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.5869    0.8763    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.9292    0.3783    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.2523    0.8500    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.4917    1.6395    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
    1.9938    2.2972    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.1751    2.1948    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.6771    2.8526    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.8545    1.4347    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    3.9581    2.9785    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.2356    3.3769    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.5294    2.9504    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.8069    3.3487    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.7907    4.1735    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.4969    4.6001    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.2193    4.2017    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.0682    4.5719    0.0000 Cl  0  0  0  0  0  0  0  0  0  0  0  0
    6.3432   -0.1242    0.0000 F   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  1  0  0  0  0
  2  3  2  0  0  0  0
  2  4  2  0  0  0  0
  2  5  1  0  0  0  0
  5  6  1  0  0  0  0
  6  7  2  0  0  0  0
  7  8  1  0  0  0  0
  8  9  2  0  0  0  0
  9 10  1  0  0  0  0
  5 10  2  0  0  0  0
 10 11  1  0  0  0  0
 11 12  1  0  0  0  0
 12 13  2  0  0  0  0
  9 13  1  0  0  0  0
 13 14  1  0  0  0  0
 14 15  1  0  0  0  0
 15 16  1  0  0  0  0
 12 16  1  0  0  0  0
 16 17  1  6  0  0  0
 17 18  1  0  0  0  0
 18 19  2  0  0  0  0
 18 20  1  0  0  0  0
 11 21  1  0  0  0  0
 21 22  1  0  0  0  0
 22 23  2  0  0  0  0
 23 24  1  0  0  0  0
 24 25  2  0  0  0  0
 25 26  1  0  0  0  0
 26 27  2  0  0  0  0
 22 27  1  0  0  0  0
 25 28  1  0  0  0  0
  7 29  1  0  0  0  0
M  END
> <DATABASE_ID>
DB11629

> <DATABASE_NAME>
drugbank

> <SMILES>
CS(=O)(=O)C1=C2N(CC3=CC=C(Cl)C=C3)C3=C(CC[C@@H]3CC(O)=O)C2=CC(F)=C1

> <INCHI_IDENTIFIER>
InChI=1S/C21H19ClFNO4S/c1-29(27,28)18-10-15(23)9-17-16-7-4-13(8-19(25)26)20(16)24(21(17)18)11-12-2-5-14(22)6-3-12/h2-3,5-6,9-10,13H,4,7-8,11H2,1H3,(H,25,26)/t13-/m1/s1

> <INCHI_KEY>
NXFFJDQHYLNEJK-CYBMUJFWSA-N

> <FORMULA>
C21H19ClFNO4S

> <MOLECULAR_WEIGHT>
435.89

> <EXACT_MASS>
435.0707351

> <JCHEM_ACCEPTOR_COUNT>
4

> <JCHEM_ATOM_COUNT>
48

> <JCHEM_AVERAGE_POLARIZABILITY>
42.757728630342655

> <JCHEM_BIOAVAILABILITY>
1

> <JCHEM_DONOR_COUNT>
1

> <JCHEM_FORMAL_CHARGE>
0

> <JCHEM_GHOSE_FILTER>
1

> <JCHEM_IUPAC>
2-[(3R)-4-[(4-chlorophenyl)methyl]-7-fluoro-5-methanesulfonyl-1H,2H,3H,4H-cyclopenta[b]indol-3-yl]acetic acid

> <ALOGPS_LOGP>
3.58

> <JCHEM_LOGP>
3.868291078

> <ALOGPS_LOGS>
-5.01

> <JCHEM_MDDR_LIKE_RULE>
0

> <JCHEM_NUMBER_OF_RINGS>
4

> <JCHEM_PHYSIOLOGICAL_CHARGE>
-1

> <JCHEM_PKA>
19.585211048930205

> <JCHEM_PKA_STRONGEST_ACIDIC>
3.984694403729416

> <JCHEM_POLAR_SURFACE_AREA>
76.37

> <JCHEM_REFRACTIVITY>
109.32929999999998

> <JCHEM_ROTATABLE_BOND_COUNT>
5

> <JCHEM_RULE_OF_FIVE>
1

> <ALOGPS_SOLUBILITY>
4.28e-03 g/l

> <JCHEM_TRADITIONAL_IUPAC>
laropiprant

> <JCHEM_VEBER_RULE>
0

> <DRUGBANK_ID>
DB11629

> <DRUG_GROUPS>
approved; investigational; withdrawn

> <GENERIC_NAME>
Laropiprant

> <SYNONYMS>
Laropiprant

$$$$