Mrv1572010201516322D          

 27 27  0  0  0  0            999 V2000
   -2.5803   -0.4124    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
   -2.5803    0.4125    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
   -3.3649    0.6674    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.8498    0.0000    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.3649   -0.6673    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
   -3.6176    1.4450    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -3.6176   -1.4450    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -1.8658    0.8250    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.1513    0.4125    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.4369    0.8250    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.2775    0.4125    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.9920    0.8250    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.7064    0.4125    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.4209    0.8250    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.1354    0.4125    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -1.8658   -0.8249    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.1513   -0.4124    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.4369   -0.8249    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
    0.2775   -0.4124    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.9920   -0.8249    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
    1.7064   -0.4124    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.4209   -0.8249    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.1354   -0.4124    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.8498   -0.8249    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.4209    1.6499    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -0.4369   -1.6499    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.9920   -1.6497    0.0000 C   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
  1  5  1  0  0  0  0
  3  6  2  0  0  0  0
  5  7  1  6  0  0  0
  2  8  1  6  0  0  0
  8  9  1  0  0  0  0
  9 10  1  0  0  0  0
 10 11  1  0  0  0  0
 11 12  1  0  0  0  0
 12 13  2  0  0  0  0
 13 14  1  0  0  0  0
 14 15  1  0  0  0  0
  1 16  1  1  0  0  0
 16 17  2  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  1  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
 14 25  2  0  0  0  0
 18 26  1  6  0  0  0
 20 27  1  6  0  0  0
M  END
> <DATABASE_ID>
DB09211

> <DATABASE_NAME>
drugbank

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

> <INCHI_IDENTIFIER>
InChI=1S/C22H36O5/c1-3-4-9-16(2)14-17(23)12-13-19-18(20(24)15-21(19)25)10-7-5-6-8-11-22(26)27/h8,11-13,16-19,21,23,25H,3-7,9-10,14-15H2,1-2H3,(H,26,27)/b11-8+,13-12+/t16-,17+,18+,19+,21+/m0/s1

> <INCHI_KEY>
OJZYRQPMEIEQFC-UAWLTFRCSA-N

> <FORMULA>
C22H36O5

> <MOLECULAR_WEIGHT>
380.525

> <EXACT_MASS>
380.256274259

> <JCHEM_ACCEPTOR_COUNT>
5

> <JCHEM_ATOM_COUNT>
63

> <JCHEM_AVERAGE_POLARIZABILITY>
45.223300099906005

> <JCHEM_BIOAVAILABILITY>
1

> <JCHEM_DONOR_COUNT>
3

> <JCHEM_FORMAL_CHARGE>
0

> <JCHEM_GHOSE_FILTER>
1

> <JCHEM_IUPAC>
(2E)-7-[(1R,2R,3R)-3-hydroxy-2-[(1E,3S,5S)-3-hydroxy-5-methylnon-1-en-1-yl]-5-oxocyclopentyl]hept-2-enoic acid

> <ALOGPS_LOGP>
4.03

> <JCHEM_LOGP>
4.316603044666667

> <ALOGPS_LOGS>
-4.19

> <JCHEM_MDDR_LIKE_RULE>
0

> <JCHEM_NUMBER_OF_RINGS>
1

> <JCHEM_PHYSIOLOGICAL_CHARGE>
-1

> <JCHEM_PKA>
14.680474089166317

> <JCHEM_PKA_STRONGEST_ACIDIC>
4.443187933160858

> <JCHEM_PKA_STRONGEST_BASIC>
-1.4858760815986902

> <JCHEM_POLAR_SURFACE_AREA>
94.83

> <JCHEM_REFRACTIVITY>
108.56139999999998

> <JCHEM_ROTATABLE_BOND_COUNT>
13

> <JCHEM_RULE_OF_FIVE>
1

> <ALOGPS_SOLUBILITY>
2.48e-02 g/l

> <JCHEM_TRADITIONAL_IUPAC>
limaprost

> <JCHEM_VEBER_RULE>
0

> <DRUGBANK_ID>
DB09211

> <DRUG_GROUPS>
investigational

> <GENERIC_NAME>
Limaprost

> <SYNONYMS>
Limaprost; Limaprost alfadex

> <INTERNATIONAL_BRANDS>
Opalmon; Prorenal

$$$$