905
  Mrv0541 02231215052D          

 30 31  0  0  1  0            999 V2000
    8.8251    2.3606    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    8.5216   -0.5276    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    5.4529   -0.6226    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    4.0040    4.7477    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    3.0478    3.6858    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    7.6826    1.4354    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
    7.5964    0.6149    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
    8.4896    1.6070    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
    8.3501    0.2794    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
    8.9021    0.8925    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.0695    1.9875    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.8819    0.2024    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.2410    2.7944    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.8819   -0.6226    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.1674   -1.0352    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
    6.6279    3.3465    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.1674   -1.8602    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.8433    3.0916    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.4529   -2.2727    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.2302    3.6436    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.4529   -3.0977    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.4455    3.3887    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.1674   -3.5102    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.7384   -3.5102    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.8325    3.9407    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.1674   -4.3352    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.7384   -4.3352    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.4529   -4.7477    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.4347    4.2378    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.6500    3.9829    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
  8  1  1  1  0  0  0
  9  2  1  1  0  0  0
 15  3  1  6  0  0  0
  4 25  2  0  0  0  0
  5 25  1  0  0  0  0
  5 29  1  0  0  0  0
  6  7  1  0  0  0  0
  6  8  1  0  0  0  0
  6 11  1  1  0  0  0
  7  9  1  0  0  0  0
  7 12  1  6  0  0  0
  8 10  1  0  0  0  0
  9 10  1  0  0  0  0
 11 13  1  0  0  0  0
 12 14  2  0  0  0  0
 13 16  2  0  0  0  0
 14 15  1  0  0  0  0
 15 17  1  0  0  0  0
 16 18  1  0  0  0  0
 17 19  1  0  0  0  0
 18 20  1  0  0  0  0
 19 21  1  0  0  0  0
 20 22  1  0  0  0  0
 21 23  2  0  0  0  0
 21 24  1  0  0  0  0
 22 25  1  0  0  0  0
 23 26  1  0  0  0  0
 24 27  2  0  0  0  0
 26 28  2  0  0  0  0
 27 28  1  0  0  0  0
 29 30  1  0  0  0  0
M  END
> <DATABASE_ID>
DB00905

> <DATABASE_NAME>
drugbank

> <SMILES>
CCNC(=O)CCC\C=C/C[C@H]1[C@@H](O)C[C@@H](O)[C@@H]1\C=C\[C@@H](O)CCC1=CC=CC=C1

> <INCHI_IDENTIFIER>
InChI=1S/C25H37NO4/c1-2-26-25(30)13-9-4-3-8-12-21-22(24(29)18-23(21)28)17-16-20(27)15-14-19-10-6-5-7-11-19/h3,5-8,10-11,16-17,20-24,27-29H,2,4,9,12-15,18H2,1H3,(H,26,30)/b8-3-,17-16+/t20-,21+,22+,23-,24+/m0/s1

> <INCHI_KEY>
InChIKey=AQOKCDNYWBIDND-FTOWTWDKSA-N

> <JCHEM_ACCEPTOR_COUNT>
4

> <JCHEM_AVERAGE_POLARIZABILITY>
48.98886311386664

> <JCHEM_BIOAVAILABILITY>
1

> <JCHEM_DONOR_COUNT>
4

> <JCHEM_EXACT_MASS>
415.272258677

> <JCHEM_FORMAL_CHARGE>
0

> <JCHEM_FORMULA>
C25H37NO4

> <JCHEM_GHOSE_FILTER>
1

> <JCHEM_IUPAC>
(5Z)-7-[(1R,2R,3R,5S)-3,5-dihydroxy-2-[(1E,3S)-3-hydroxy-5-phenylpent-1-en-1-yl]cyclopentyl]-N-ethylhept-5-enamide

> <ALOGPS_LOGP>
3.41

> <JCHEM_LOGP>
2.629262466666666

> <ALOGPS_LOGS>
-4.35

> <JCHEM_MASS>
415.5656

> <JCHEM_MDDR_LIKE_RULE>
0

> <JCHEM_NUMBER_OF_RINGS>
2

> <JCHEM_PHYSIOLOGICAL_CHARGE>
0

> <JCHEM_PKA>
14.850948591893623

> <JCHEM_PKA_STRONGEST_ACIDIC>
14.347020393912285

> <JCHEM_PKA_STRONGEST_BASIC>
-0.23276572028405906

> <JCHEM_POLAR_SURFACE_AREA>
89.78999999999999

> <JCHEM_REFRACTIVITY>
122.8312

> <JCHEM_ROTATABLE_BOND_COUNT>
12

> <JCHEM_RULE_OF_FIVE>
1

> <ALOGPS_SOLUBILITY>
1.87e-02 g/l

> <JCHEM_TRADITIONAL_IUPAC>
bimatoprost

> <JCHEM_VEBER_RULE>
0

> <DRUGBANK_ID>
DB00905

> <DRUG_GROUPS>
approved; investigational

> <GENERIC_NAME>
Bimatoprost

$$$$