287
  Mrv1718001231912552D          

 32 33  0  0  1  0            999 V2000
   10.0142    3.6771    0.0000 F   0  0  0  0  0  0  0  0  0  0  0  0
   11.6641    3.6771    0.0000 F   0  0  0  0  0  0  0  0  0  0  0  0
   10.8392    4.5021    0.0000 F   0  0  0  0  0  0  0  0  0  0  0  0
    7.0838   -4.0348    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    9.4334   -2.3278    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    7.9813    0.3771    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    9.4103    1.2021    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.6062   -1.0532    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    7.3139   -2.5828    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
    7.9813   -2.0979    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
    7.5688   -3.3674    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
    8.6487   -2.5828    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
    8.3938   -3.3674    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.5293   -2.3278    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.9813   -1.2729    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.9162   -2.8799    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    8.6958   -0.8604    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    8.6958   -0.0354    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
    5.1315   -2.6250    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.9600   -1.8180    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    9.4103    0.3771    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.1754   -1.5631    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.0039   -0.7560    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   10.1247    1.6146    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.2192   -0.5011    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   10.1247    2.4396    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   10.8392    1.2021    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   10.8392    2.8521    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   11.5538    1.6146    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   11.5538    2.4396    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   10.8392    3.6771    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.0475    0.3058    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
  1 31  1  0  0  0  0
  2 31  1  0  0  0  0
  3 31  1  0  0  0  0
 11  4  1  6  0  0  0
 12  5  1  6  0  0  0
 18  6  1  1  0  0  0
  7 21  1  0  0  0  0
  7 24  1  0  0  0  0
  8 25  2  0  0  0  0
  9 10  1  0  0  0  0
  9 11  1  0  0  0  0
  9 14  1  6  0  0  0
 10 12  1  0  0  0  0
 10 15  1  1  0  0  0
 11 13  1  0  0  0  0
 12 13  1  0  0  0  0
 14 16  1  0  0  0  0
 15 17  2  0  0  0  0
 16 19  2  0  0  0  0
 17 18  1  0  0  0  0
 18 21  1  0  0  0  0
 19 20  1  0  0  0  0
 20 22  1  0  0  0  0
 22 23  1  0  0  0  0
 23 25  1  0  0  0  0
 24 26  1  0  0  0  0
 24 27  2  0  0  0  0
 26 28  2  0  0  0  0
 27 29  1  0  0  0  0
 28 30  1  0  0  0  0
 28 31  1  0  0  0  0
 29 30  2  0  0  0  0
 25 32  1  0  0  0  0
M  END
> <DATABASE_ID>
DB11519

> <DATABASE_NAME>
drugbank

> <SMILES>
O[C@@H](COC1=CC=CC(=C1)C(F)(F)F)\C=C\[C@H]1[C@H](O)C[C@H](O)[C@@H]1C\C=C/CCCC(O)=O

> <INCHI_IDENTIFIER>
InChI=1S/C23H29F3O6/c24-23(25,26)15-6-5-7-17(12-15)32-14-16(27)10-11-19-18(20(28)13-21(19)29)8-3-1-2-4-9-22(30)31/h1,3,5-7,10-12,16,18-21,27-29H,2,4,8-9,13-14H2,(H,30,31)/b3-1-,11-10+/t16-,18-,19-,20+,21-/m1/s1

> <INCHI_KEY>
WWSWYXNVCBLWNZ-QIZQQNKQSA-N

> <FORMULA>
C23H29F3O6

> <MOLECULAR_WEIGHT>
458.474

> <EXACT_MASS>
458.191623143

> <JCHEM_ACCEPTOR_COUNT>
6

> <JCHEM_ATOM_COUNT>
61

> <JCHEM_AVERAGE_POLARIZABILITY>
45.10442187400305

> <JCHEM_BIOAVAILABILITY>
1

> <JCHEM_DONOR_COUNT>
4

> <JCHEM_FORMAL_CHARGE>
0

> <JCHEM_GHOSE_FILTER>
1

> <JCHEM_IUPAC>
(5Z)-7-[(1R,2R,3R,5S)-3,5-dihydroxy-2-[(3R)-3-hydroxy-4-[3-(trifluoromethyl)phenoxy]but-1-en-1-yl]cyclopentyl]hept-5-enoic acid

> <ALOGPS_LOGP>
3.39

> <JCHEM_LOGP>
2.919916161333333

> <ALOGPS_LOGS>
-4.45

> <JCHEM_MDDR_LIKE_RULE>
0

> <JCHEM_NUMBER_OF_RINGS>
2

> <JCHEM_PHYSIOLOGICAL_CHARGE>
-1

> <JCHEM_PKA>
13.948068466084013

> <JCHEM_PKA_STRONGEST_ACIDIC>
4.355293595886775

> <JCHEM_PKA_STRONGEST_BASIC>
-2.872004062695197

> <JCHEM_POLAR_SURFACE_AREA>
107.22000000000001

> <JCHEM_REFRACTIVITY>
113.921

> <JCHEM_ROTATABLE_BOND_COUNT>
12

> <JCHEM_RULE_OF_FIVE>
1

> <ALOGPS_SOLUBILITY>
1.64e-02 g/l

> <JCHEM_TRADITIONAL_IUPAC>
(5Z)-7-[(1R,2R,3R,5S)-3,5-dihydroxy-2-[(3R)-3-hydroxy-4-[3-(trifluoromethyl)phenoxy]but-1-en-1-yl]cyclopentyl]hept-5-enoic acid

> <JCHEM_VEBER_RULE>
0

> <DRUGBANK_ID>
DB11519

> <DRUG_GROUPS>
vet_approved

> <GENERIC_NAME>
Fluprostenol

> <SYNONYMS>
Fluprostenol; Fluprostenolum; Travoprost acid; Travoprost free acid

> <SALTS>
Fluprostenol sodium

$$$$