Mrv1572012161520292D          

 28 28  0  0  0  0            999 V2000
   -2.5715    0.4053    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
   -2.5715   -0.4192    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
   -3.3686    0.6527    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.8568    1.0233    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.3686   -0.6940    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
   -1.8568   -1.0373    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.8358   -0.0344    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.6161    1.4224    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -3.6161   -1.4638    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -1.1420   -0.6249    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.4274   -1.0373    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
    0.2872   -0.6249    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.0019   -1.0373    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.7165   -0.6249    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.4313   -1.0373    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.1459   -0.6249    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.1552    0.6220    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.4416    1.0341    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.2721    0.6220    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.9857    1.0341    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.6994    0.6220    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.4131    1.0341    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.1267    0.6220    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -0.4275   -1.8660    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.8659   -0.0547    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.2868   -0.0547    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.4132    1.8660    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    3.8358    1.0315    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  1  0  0  0  0
  1  3  1  0  0  0  0
  1  4  1  6  0  0  0
  2  5  1  0  0  0  0
  2  6  1  1  0  0  0
  3  7  1  0  0  0  0
  3  8  2  0  0  0  0
  5  9  1  6  0  0  0
  6 10  2  0  0  0  0
 10 11  1  0  0  0  0
 11 12  1  0  0  0  0
 12 13  1  0  0  0  0
 13 14  1  0  0  0  0
 14 15  1  0  0  0  0
 15 16  1  0  0  0  0
  5  7  1  0  0  0  0
  4 17  1  0  0  0  0
 17 18  1  0  0  0  0
 18 19  1  0  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
 11 24  1  6  0  0  0
 12 25  1  0  0  0  0
 12 26  1  0  0  0  0
 22 27  2  0  0  0  0
 23 28  1  0  0  0  0
M  END
> <DATABASE_ID>
DB08964

> <DATABASE_NAME>
drugbank

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

> <INCHI_IDENTIFIER>
InChI=1S/C23H38O5/c1-5-6-15-23(2,3)21(26)14-13-18-17(19(24)16-20(18)25)11-9-7-8-10-12-22(27)28-4/h10,12-14,17-18,20-21,25-26H,5-9,11,15-16H2,1-4H3/b12-10+,14-13+/t17-,18-,20-,21-/m1/s1

> <INCHI_KEY>
KYBOHGVERHWSSV-VNIVIJDLSA-N

> <FORMULA>
C23H38O5

> <MOLECULAR_WEIGHT>
394.552

> <EXACT_MASS>
394.271924324

> <JCHEM_ACCEPTOR_COUNT>
4

> <JCHEM_ATOM_COUNT>
66

> <JCHEM_AVERAGE_POLARIZABILITY>
46.30028757993688

> <JCHEM_BIOAVAILABILITY>
1

> <JCHEM_DONOR_COUNT>
2

> <JCHEM_FORMAL_CHARGE>
0

> <JCHEM_GHOSE_FILTER>
1

> <JCHEM_IUPAC>
methyl (2E)-7-[(1R,2R,3R)-3-hydroxy-2-[(1E,3R)-3-hydroxy-4,4-dimethyloct-1-en-1-yl]-5-oxocyclopentyl]hept-2-enoate

> <ALOGPS_LOGP>
4.02

> <JCHEM_LOGP>
4.707216349000003

> <ALOGPS_LOGS>
-4.35

> <JCHEM_MDDR_LIKE_RULE>
0

> <JCHEM_NUMBER_OF_RINGS>
1

> <JCHEM_PHYSIOLOGICAL_CHARGE>
0

> <JCHEM_PKA>
17.424965772518657

> <JCHEM_PKA_STRONGEST_ACIDIC>
14.680473082030609

> <JCHEM_PKA_STRONGEST_BASIC>
-1.1052306708791018

> <JCHEM_POLAR_SURFACE_AREA>
83.83000000000001

> <JCHEM_REFRACTIVITY>
113.05059999999997

> <JCHEM_ROTATABLE_BOND_COUNT>
13

> <JCHEM_RULE_OF_FIVE>
1

> <ALOGPS_SOLUBILITY>
1.76e-02 g/l

> <JCHEM_TRADITIONAL_IUPAC>
gemeprost

> <JCHEM_VEBER_RULE>
0

> <DRUGBANK_ID>
DB08964

> <DRUG_GROUPS>
approved; withdrawn

> <GENERIC_NAME>
Gemeprost

> <SYNONYMS>
16,16-Dimethyl-trans-delta-2-PGE1 methyl ester; 16,16-Dimethyl-trans-delta(sup 2)-prostaglandin E1 methyl ester; Gemeprost; SC-37681

> <INTERNATIONAL_BRANDS>
Cergem; Cervagem; Cervagème; Cervidil

$$$$