11508736
  -OEChem-10051722323D

 43 45  0     0  0  0  0  0  0999 V2000
   -5.4127    0.3539    0.8939 S   0  0  0  0  0  0  0  0  0  0  0  0
    5.7326    2.4552    1.0799 O   0  0  0  0  0  0  0  0  0  0  0  0
   -5.6195   -0.8842    1.6318 O   0  0  0  0  0  0  0  0  0  0  0  0
   -5.4960    1.6316    1.5885 O   0  0  0  0  0  0  0  0  0  0  0  0
    5.1219    1.1233   -0.6562 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.0093   -0.0641   -0.9465 N   0  0  0  0  0  0  0  0  0  0  0  0
    1.1052   -2.4580   -0.6935 N   0  0  0  0  0  0  0  0  0  0  0  0
    1.6762    1.0224   -0.4427 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.6409    0.5655    0.4293 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.5577   -0.8517    0.4570 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.5310   -1.2122   -0.4108 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.0826   -0.0124   -1.8954 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.4127    0.0790   -1.1977 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.5892    1.3999    1.1959 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.3307    2.4045   -0.8387 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.2366   -1.8868    1.1200 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.9443    1.3262   -0.8990 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.0914   -1.0849   -0.8633 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.8681    0.2478    0.0873 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.8361   -3.1969    0.8634 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.1779    1.4110   -0.2533 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.3250   -1.0002   -0.2177 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.7937   -3.4140   -0.0276 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.8688    1.6394    0.4252 C   0  0  0  0  0  0  0  0  0  0  0  0
   -6.5998    0.4058   -0.4297 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.0370   -0.9168   -2.5157 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.0636    0.8147   -2.5956 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.8499    0.9108    2.1412 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.1427    2.3718    1.4340 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.5322    2.7977   -0.2035 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.1945    3.0661   -0.7065 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.0430    2.5024   -1.8874 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.0488   -1.6837    1.8105 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.4399    2.2423   -1.1853 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.6846   -2.0631   -1.1018 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.3302   -4.0302    1.3512 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.5890    2.3931   -0.0375 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.8490   -1.9190    0.0303 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.4681   -4.4291   -0.2393 H   0  0  0  0  0  0  0  0  0  0  0  0
   -6.4085    1.2874   -1.0444 H   0  0  0  0  0  0  0  0  0  0  0  0
   -6.5118   -0.5073   -1.0215 H   0  0  0  0  0  0  0  0  0  0  0  0
   -7.5968    0.4685    0.0117 H   0  0  0  0  0  0  0  0  0  0  0  0
    6.5652    2.5851    0.5778 H   0  0  0  0  0  0  0  0  0  0  0  0
  1  3  2  0  0  0  0
  1  4  2  0  0  0  0
  1 19  1  0  0  0  0
  1 25  1  0  0  0  0
  2 24  1  0  0  0  0
  2 43  1  0  0  0  0
  5 24  2  0  0  0  0
  6  8  1  0  0  0  0
  6 11  1  0  0  0  0
  6 12  1  0  0  0  0
  7 11  1  0  0  0  0
  7 23  2  0  0  0  0
  8  9  2  0  0  0  0
  8 15  1  0  0  0  0
  9 10  1  0  0  0  0
  9 14  1  0  0  0  0
 10 11  2  0  0  0  0
 10 16  1  0  0  0  0
 12 13  1  0  0  0  0
 12 26  1  0  0  0  0
 12 27  1  0  0  0  0
 13 17  2  0  0  0  0
 13 18  1  0  0  0  0
 14 24  1  0  0  0  0
 14 28  1  0  0  0  0
 14 29  1  0  0  0  0
 15 30  1  0  0  0  0
 15 31  1  0  0  0  0
 15 32  1  0  0  0  0
 16 20  2  0  0  0  0
 16 33  1  0  0  0  0
 17 21  1  0  0  0  0
 17 34  1  0  0  0  0
 18 22  2  0  0  0  0
 18 35  1  0  0  0  0
 19 21  2  0  0  0  0
 19 22  1  0  0  0  0
 20 23  1  0  0  0  0
 20 36  1  0  0  0  0
 21 37  1  0  0  0  0
 22 38  1  0  0  0  0
 23 39  1  0  0  0  0
 25 40  1  0  0  0  0
 25 41  1  0  0  0  0
 25 42  1  0  0  0  0
M  END
> <DATABASE_ID>
DB11658

> <DATABASE_NAME>
drugbank

> <ORIGINAL_SOURCE>
PUBCHEM

> <ORIGINAL_SOURCE_URL>
https://pubchem.ncbi.nlm.nih.gov/rest/pug/compound/inchikey/YOPFAMROKXHVCQ-UHFFFAOYSA-N/SDF?record_type=3d

> <SMILES>
CC1=C(CC(O)=O)C2=CC=CN=C2N1CC1=CC=C(C=C1)S(C)(=O)=O

> <INCHI_IDENTIFIER>
InChI=1S/C18H18N2O4S/c1-12-16(10-17(21)22)15-4-3-9-19-18(15)20(12)11-13-5-7-14(8-6-13)25(2,23)24/h3-9H,10-11H2,1-2H3,(H,21,22)

> <INCHI_KEY>
YOPFAMROKXHVCQ-UHFFFAOYSA-N

> <FORMULA>
C18H18N2O4S

> <MOLECULAR_WEIGHT>
358.41

> <EXACT_MASS>
358.098728242

> <JCHEM_ACCEPTOR_COUNT>
5

> <JCHEM_ATOM_COUNT>
43

> <JCHEM_AVERAGE_POLARIZABILITY>
36.69947580908908

> <JCHEM_BIOAVAILABILITY>
1

> <JCHEM_DONOR_COUNT>
1

> <JCHEM_FORMAL_CHARGE>
0

> <JCHEM_GHOSE_FILTER>
1

> <JCHEM_IUPAC>
2-{1-[(4-methanesulfonylphenyl)methyl]-2-methyl-1H-pyrrolo[2,3-b]pyridin-3-yl}acetic acid

> <ALOGPS_LOGP>
1.73

> <JCHEM_LOGP>
1.3745808244399806

> <ALOGPS_LOGS>
-3.86

> <JCHEM_MDDR_LIKE_RULE>
0

> <JCHEM_NUMBER_OF_RINGS>
3

> <JCHEM_PHYSIOLOGICAL_CHARGE>
-1

> <JCHEM_PKA>
19.70693478444762

> <JCHEM_PKA_STRONGEST_ACIDIC>
4.371093064040579

> <JCHEM_PKA_STRONGEST_BASIC>
3.715084622657129

> <JCHEM_POLAR_SURFACE_AREA>
89.26

> <JCHEM_REFRACTIVITY>
94.91039999999998

> <JCHEM_ROTATABLE_BOND_COUNT>
5

> <JCHEM_RULE_OF_FIVE>
1

> <ALOGPS_SOLUBILITY>
4.98e-02 g/l

> <JCHEM_TRADITIONAL_IUPAC>
{1-[(4-methanesulfonylphenyl)methyl]-2-methylpyrrolo[2,3-b]pyridin-3-yl}acetic acid

> <JCHEM_VEBER_RULE>
0

$$$$