Mrv1718003261822422D          

 29 30  0  0  0  0            999 V2000
   -3.6422   -1.3424    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -3.6422    1.5526    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.7004   -0.3074    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -0.1244   -1.7161    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    3.1909    1.2179    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.4827    2.4632    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -2.6072   -0.3074    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
   -2.6072    0.5175    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
   -3.3933   -0.5564    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
   -3.3933    0.7666    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
   -3.8913    0.1050    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.7822   -0.3074    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.7822    0.5175    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.3697   -1.0156    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.3697    1.2179    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.5369   -1.0156    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
   -0.1244   -0.3074    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.1207   -1.0156    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.5369    1.2179    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.9457   -1.0156    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.7004   -1.7627    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.2879    1.2179    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.3582   -1.7627    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.1207   -2.4632    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.9457   -2.4632    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.0351    1.6382    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.7356    1.2179    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.4827    1.6382    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.8913    1.6382    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
  9  1  1  1  0  0  0
 10  2  1  1  0  0  0
  3 17  1  0  0  0  0
  3 18  1  0  0  0  0
 16  4  1  1  0  0  0
  5 28  1  0  0  0  0
  5 29  1  0  0  0  0
  6 28  2  0  0  0  0
  7  8  1  0  0  0  0
  7  9  1  0  0  0  0
  7 12  1  6  0  0  0
  8 10  1  0  0  0  0
  8 13  1  1  0  0  0
  9 11  1  0  0  0  0
 10 11  1  0  0  0  0
 12 14  2  0  0  0  0
 13 15  1  0  0  0  0
 14 16  1  0  0  0  0
 15 19  2  0  0  0  0
 16 17  1  0  0  0  0
 18 20  2  0  0  0  0
 18 21  1  0  0  0  0
 19 22  2  0  0  0  0
 20 23  1  0  0  0  0
 21 24  2  0  0  0  0
 22 26  1  0  0  0  0
 23 25  2  0  0  0  0
 24 25  1  0  0  0  0
 26 27  1  0  0  0  0
 27 28  1  0  0  0  0
M  END
> <DATABASE_ID>
DB11411

> <DATABASE_NAME>
drugbank

> <SMILES>
COC(=O)CCC=C=CC[C@@H]1[C@H](O)C[C@H](O)[C@H]1\C=C\[C@H](O)COC1=CC=CC=C1

> <INCHI_IDENTIFIER>
InChI=1S/C23H30O6/c1-28-23(27)12-8-3-2-7-11-19-20(22(26)15-21(19)25)14-13-17(24)16-29-18-9-5-4-6-10-18/h3-7,9-10,13-14,17,19-22,24-26H,8,11-12,15-16H2,1H3/b14-13+/t2?,17-,19-,20-,21+,22-/m0/s1

> <INCHI_KEY>
BYNHBQROLKAEDQ-CNDPCGPLSA-N

> <FORMULA>
C23H30O6

> <MOLECULAR_WEIGHT>
402.487

> <EXACT_MASS>
402.204238686

> <JCHEM_ACCEPTOR_COUNT>
5

> <JCHEM_ATOM_COUNT>
59

> <JCHEM_AVERAGE_POLARIZABILITY>
44.18422594476165

> <JCHEM_BIOAVAILABILITY>
1

> <JCHEM_DONOR_COUNT>
3

> <JCHEM_FORMAL_CHARGE>
0

> <JCHEM_GHOSE_FILTER>
1

> <JCHEM_IUPAC>
methyl 7-[(1S,2S,3S,5R)-3,5-dihydroxy-2-[(3S)-3-hydroxy-4-phenoxybut-1-en-1-yl]cyclopentyl]hepta-4,5-dienoate

> <ALOGPS_LOGP>
2.66

> <JCHEM_LOGP>
1.980315067999999

> <ALOGPS_LOGS>
-4.39

> <JCHEM_MDDR_LIKE_RULE>
0

> <JCHEM_NUMBER_OF_RINGS>
2

> <JCHEM_PHYSIOLOGICAL_CHARGE>
0

> <JCHEM_PKA>
14.620789507856795

> <JCHEM_PKA_STRONGEST_ACIDIC>
13.947921599093824

> <JCHEM_PKA_STRONGEST_BASIC>
-2.8724819086789832

> <JCHEM_POLAR_SURFACE_AREA>
96.22

> <JCHEM_REFRACTIVITY>
112.39710000000002

> <JCHEM_ROTATABLE_BOND_COUNT>
11

> <JCHEM_RULE_OF_FIVE>
1

> <ALOGPS_SOLUBILITY>
1.64e-02 g/l

> <JCHEM_TRADITIONAL_IUPAC>
methyl 7-[(1S,2S,3S,5R)-3,5-dihydroxy-2-[(3S)-3-hydroxy-4-phenoxybut-1-en-1-yl]cyclopentyl]hepta-4,5-dienoate

> <JCHEM_VEBER_RULE>
0

> <DRUGBANK_ID>
DB11411

> <DRUG_GROUPS>
vet_approved

> <GENERIC_NAME>
Fenprostalene

> <SYNONYMS>
Fenprostalene

> <INTERNATIONAL_BRANDS>
Synchrocept B

$$$$