Mrv1572003221618082D          

 27 27  0  0  1  0            999 V2000
   -0.6162   -5.1022    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.2107   -5.6741    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.0125   -6.4751    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.2199   -6.7039    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.3745   -6.1319    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.1671   -6.3606    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.7616   -5.7886    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.5541   -6.0174    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.7524   -6.8183    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    3.1486   -5.4454    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.9412   -5.6741    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.5358   -5.1022    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
    4.4225   -4.2850    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
    3.6947   -3.8964    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    5.1646   -3.9247    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.7366   -4.5192    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
    6.5538   -4.4058    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    5.3480   -5.2469    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
    5.7083   -5.9890    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.2458   -6.6722    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.6061   -7.4143    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.4290   -7.4733    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.7894   -8.2155    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.6123   -8.2745    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.9726   -9.0167    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.5100   -9.6998    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    8.7955   -9.0757    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  1  0  0  0  0
  2  3  1  0  0  0  0
  3  4  1  0  0  0  0
  4  5  1  0  0  0  0
  5  6  1  0  0  0  0
  6  7  1  0  0  0  0
  7  8  1  0  0  0  0
  8  9  2  0  0  0  0
  8 10  1  0  0  0  0
 10 11  1  0  0  0  0
 12 11  1  1  0  0  0
 12 13  1  0  0  0  0
 13 14  1  6  0  0  0
 13 15  1  0  0  0  0
 15 16  1  0  0  0  0
 16 17  1  6  0  0  0
 16 18  1  0  0  0  0
 12 18  1  0  0  0  0
 18 19  1  6  0  0  0
 19 20  1  0  0  0  0
 20 21  2  0  0  0  0
 21 22  1  0  0  0  0
 22 23  1  0  0  0  0
 23 24  1  0  0  0  0
 24 25  1  0  0  0  0
 25 26  2  0  0  0  0
 25 27  1  0  0  0  0
M  END
> <DATABASE_ID>
DB06826

> <DATABASE_NAME>
drugbank

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

> <INCHI_IDENTIFIER>
InChI=1S/C22H38O5/c1-2-3-4-5-8-11-17(23)14-15-19-18(20(24)16-21(19)25)12-9-6-7-10-13-22(26)27/h6,9,18-21,24-25H,2-5,7-8,10-16H2,1H3,(H,26,27)/b9-6-/t18-,19-,20+,21-/m1/s1

> <INCHI_KEY>
TVHAZVBUYQMHBC-SNHXEXRGSA-N

> <FORMULA>
C22H38O5

> <MOLECULAR_WEIGHT>
382.541

> <EXACT_MASS>
382.271924324

> <JCHEM_ACCEPTOR_COUNT>
5

> <JCHEM_ATOM_COUNT>
65

> <JCHEM_AVERAGE_POLARIZABILITY>
45.46864981554886

> <JCHEM_BIOAVAILABILITY>
1

> <JCHEM_DONOR_COUNT>
3

> <JCHEM_FORMAL_CHARGE>
0

> <JCHEM_GHOSE_FILTER>
1

> <JCHEM_IUPAC>
(5Z)-7-[(1R,2R,3R,5S)-3,5-dihydroxy-2-(3-oxodecyl)cyclopentyl]hept-5-enoic acid

> <ALOGPS_LOGP>
3.99

> <JCHEM_LOGP>
3.9137067456666657

> <ALOGPS_LOGS>
-4.10

> <JCHEM_MDDR_LIKE_RULE>
0

> <JCHEM_NUMBER_OF_RINGS>
1

> <JCHEM_PHYSIOLOGICAL_CHARGE>
-1

> <JCHEM_PKA>
14.54668364781423

> <JCHEM_PKA_STRONGEST_ACIDIC>
4.30630545882051

> <JCHEM_PKA_STRONGEST_BASIC>
-2.86345736064329

> <JCHEM_POLAR_SURFACE_AREA>
94.83

> <JCHEM_REFRACTIVITY>
107.682

> <JCHEM_ROTATABLE_BOND_COUNT>
15

> <JCHEM_RULE_OF_FIVE>
1

> <ALOGPS_SOLUBILITY>
3.06e-02 g/l

> <JCHEM_TRADITIONAL_IUPAC>
unoprostone

> <JCHEM_VEBER_RULE>
0

> <DRUGBANK_ID>
DB06826

> <DRUG_GROUPS>
approved; investigational

> <GENERIC_NAME>
Unoprostone

> <SYNONYMS>
13,14-dihydro-15-keto-20-ethyl PGF2α; Unoprostone

> <PRODUCTS>
Rescula

> <SALTS>
Unoprostone isopropyl

$$$$