Mrv1572012191521202D          

 28 29  0  0  0  0            999 V2000
   -1.8005   -0.8684    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -1.2498    2.1606    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    5.2958   -3.0185    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    5.2958   -1.5887    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.3071   -0.4554    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
    0.3071   -1.2815    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
   -0.4766   -0.2012    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
   -0.4766   -1.5358    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.9638   -0.8684    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
    1.0909   -0.2012    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.0909   -1.5358    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.5675   -0.8684    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.7414    0.5931    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.4042   -0.8684    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.5463    0.7626    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.8173   -1.5887    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.8005    1.5463    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
    3.6435   -1.5887    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.6161    1.7158    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.0565   -2.2983    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.8702    2.5101    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.1668    1.1015    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.8827   -2.2983    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.6753    2.6797    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.4908    2.8490    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -5.2958    3.0185    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.3071    0.2436    0.0000 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.3071   -1.9806    0.0000 H   0  0  0  0  0  0  0  0  0  0  0  0
  9  1  1  1  0  0  0
 17  2  1  6  0  0  0
  3 23  1  0  0  0  0
  4 23  2  0  0  0  0
  5  6  1  0  0  0  0
  5  7  1  0  0  0  0
  5 10  1  0  0  0  0
  5 27  1  6  0  0  0
  6  8  1  0  0  0  0
  6 11  1  0  0  0  0
  6 28  1  6  0  0  0
  7  9  1  0  0  0  0
  7 13  1  6  0  0  0
  8  9  1  0  0  0  0
 10 12  1  0  0  0  0
 11 12  1  0  0  0  0
 12 14  2  0  0  0  0
 13 15  2  0  0  0  0
 14 16  1  0  0  0  0
 15 17  1  0  0  0  0
 16 18  1  0  0  0  0
 17 19  1  0  0  0  0
 18 20  1  0  0  0  0
 19 21  1  0  0  0  0
 19 22  1  0  0  0  0
 20 23  1  0  0  0  0
 21 24  1  0  0  0  0
 24 25  3  0  0  0  0
 25 26  1  0  0  0  0
M  END
> <DATABASE_ID>
DB01088

> <DATABASE_NAME>
drugbank

> <SMILES>
[H][C@]12C[C@@H](O)[C@H](\C=C\[C@@H](O)C(C)CC#CC)[C@@]1([H])C\C(C2)=C\CCCC(O)=O

> <INCHI_IDENTIFIER>
InChI=1S/C22H32O4/c1-3-4-7-15(2)20(23)11-10-18-19-13-16(8-5-6-9-22(25)26)12-17(19)14-21(18)24/h8,10-11,15,17-21,23-24H,5-7,9,12-14H2,1-2H3,(H,25,26)/b11-10+,16-8+/t15?,17-,18+,19-,20+,21+/m0/s1

> <INCHI_KEY>
HIFJCPQKFCZDDL-ACWOEMLNSA-N

> <FORMULA>
C22H32O4

> <MOLECULAR_WEIGHT>
360.494

> <EXACT_MASS>
360.23005951

> <JCHEM_ACCEPTOR_COUNT>
4

> <JCHEM_ATOM_COUNT>
58

> <JCHEM_AVERAGE_POLARIZABILITY>
42.68198784358218

> <JCHEM_BIOAVAILABILITY>
1

> <JCHEM_DONOR_COUNT>
3

> <JCHEM_FORMAL_CHARGE>
0

> <JCHEM_GHOSE_FILTER>
1

> <JCHEM_IUPAC>
5-[(2E,3aS,4R,5R,6aS)-5-hydroxy-4-[(1E,3S)-3-hydroxy-4-methyloct-1-en-6-yn-1-yl]-octahydropentalen-2-ylidene]pentanoic acid

> <ALOGPS_LOGP>
4.22

> <JCHEM_LOGP>
3.5643785116666664

> <ALOGPS_LOGS>
-4.62

> <JCHEM_MDDR_LIKE_RULE>
0

> <JCHEM_NUMBER_OF_RINGS>
2

> <JCHEM_PHYSIOLOGICAL_CHARGE>
-1

> <JCHEM_PKA>
18.153434881599377

> <JCHEM_PKA_STRONGEST_ACIDIC>
4.6648157743510605

> <JCHEM_PKA_STRONGEST_BASIC>
-0.8733211011361691

> <JCHEM_POLAR_SURFACE_AREA>
77.75999999999999

> <JCHEM_REFRACTIVITY>
105.1822

> <JCHEM_ROTATABLE_BOND_COUNT>
9

> <JCHEM_RULE_OF_FIVE>
1

> <ALOGPS_SOLUBILITY>
8.74e-03 g/l

> <JCHEM_TRADITIONAL_IUPAC>
iloprostum

> <JCHEM_VEBER_RULE>
0

> <DRUGBANK_ID>
DB01088

> <SECONDARY_ACCESSION_NUMBERS>
APRD01027

> <DRUG_GROUPS>
approved; investigational

> <GENERIC_NAME>
Iloprost

> <SYNONYMS>
(5E)-[3aS,4R,5R,6aS)-5-Hydroxy-4-[(1E)-(3S,4RS)-3-hydroxy-4-methyloct-1-en-6-ynyl]-hexahydropentalen-2(1H)-ylidene]pentanoic acid; (E)-(3aS, 4R, 5R, 6aS)-hexahydro-5-hydroxy-4-[(E)-(3S,4RS)­ 3-hydroxy-4-methyl-1-octen-6-ynyl]-Δ2(1H),Δ-pentalenevaleric acid; Iloprost; PENTANOIC ACID, 5-((3AS,4R,5R,6AS)-HEXAHYDRO-5-HYDROXY-4-((1E,3S)-3-HYDROXY-4-METHYL-1-OCTEN-6-YNYL)-2(1H)-PENTALENYLIDENE)-, (5E)-

> <PRODUCTS>
Ventavis

> <SALTS>
Iloprost tromethamine

$$$$