Mrv1902 03041923262D          

 27 28  0  0  0  0            999 V2000
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   -1.4051    1.0249    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.8188   -0.2441    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
   -0.7382    0.5395    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.9937   -0.2449    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
   -2.0744   -1.0287    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.4073   -1.5142    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
   -0.7393   -1.0298    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
   -1.4045    1.8500    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.1186    2.2631    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.8334    1.8513    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.5475    2.2644    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.2624    1.8526    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.9765    2.2657    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -4.2631    1.0275    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -0.0250   -1.4427    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.6895   -1.0305    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.4038   -1.4433    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
    2.1185   -1.0311    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.8329   -1.4440    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.5475   -1.0318    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.2618   -1.4446    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.9765   -1.0324    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.4151   -2.1871    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -1.4056   -2.2657    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -2.5842   -0.2464    0.0000 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.2034   -0.2464    0.0000 H   0  0  0  0  0  0  0  0  0  0  0  0
  2  1  1  0  0  0  0
  3  1  1  0  0  0  0
  4  2  1  0  0  0  0
  5  4  1  0  0  0  0
  6  3  1  0  0  0  0
  5  3  1  0  0  0  0
  7  6  1  0  0  0  0
  8  5  1  0  0  0  0
  8  7  1  0  0  0  0
  9  2  2  0  0  0  0
 10  9  1  0  0  0  0
 11 10  1  0  0  0  0
 12 11  1  0  0  0  0
 13 12  1  0  0  0  0
 14 13  1  0  0  0  0
 15 13  2  0  0  0  0
  8 16  1  1  0  0  0
 17 16  2  0  0  0  0
 18 17  1  0  0  0  0
 19 18  1  0  0  0  0
 20 19  1  0  0  0  0
 21 20  1  0  0  0  0
 22 21  1  0  0  0  0
 23 22  1  0  0  0  0
 18 24  1  6  0  0  0
  7 25  1  6  0  0  0
  3 26  1  1  0  0  0
  5 27  1  1  0  0  0
M  END
> <DATABASE_ID>
DB01240

> <DATABASE_NAME>
drugbank

> <SMILES>
[H][C@]12C[C@@H](O)[C@H](\C=C\[C@@H](O)CCCCC)[C@@]1([H])C\C(O2)=C\CCCC(O)=O

> <INCHI_IDENTIFIER>
InChI=1S/C20H32O5/c1-2-3-4-7-14(21)10-11-16-17-12-15(8-5-6-9-20(23)24)25-19(17)13-18(16)22/h8,10-11,14,16-19,21-22H,2-7,9,12-13H2,1H3,(H,23,24)/b11-10+,15-8-/t14-,16+,17+,18+,19-/m0/s1

> <INCHI_KEY>
KAQKFAOMNZTLHT-OZUDYXHBSA-N

> <FORMULA>
C20H32O5

> <MOLECULAR_WEIGHT>
352.4651

> <EXACT_MASS>
352.224974134

> <JCHEM_ACCEPTOR_COUNT>
5

> <JCHEM_ATOM_COUNT>
57

> <JCHEM_AVERAGE_POLARIZABILITY>
41.08718798205852

> <JCHEM_BIOAVAILABILITY>
1

> <JCHEM_DONOR_COUNT>
3

> <JCHEM_FORMAL_CHARGE>
0

> <JCHEM_GHOSE_FILTER>
1

> <JCHEM_IUPAC>
5-[(2Z,3aR,4R,5R,6aS)-5-hydroxy-4-[(1E,3S)-3-hydroxyoct-1-en-1-yl]-hexahydro-2H-cyclopenta[b]furan-2-ylidene]pentanoic acid

> <ALOGPS_LOGP>
3.83

> <JCHEM_LOGP>
2.415704516333332

> <ALOGPS_LOGS>
-3.41

> <JCHEM_MDDR_LIKE_RULE>
0

> <JCHEM_NUMBER_OF_RINGS>
2

> <JCHEM_PHYSIOLOGICAL_CHARGE>
-1

> <JCHEM_PKA>
14.796424142187194

> <JCHEM_PKA_STRONGEST_ACIDIC>
4.429290512385786

> <JCHEM_PKA_STRONGEST_BASIC>
-1.6260066430857807

> <JCHEM_POLAR_SURFACE_AREA>
86.99000000000001

> <JCHEM_REFRACTIVITY>
99.00689999999999

> <JCHEM_ROTATABLE_BOND_COUNT>
10

> <JCHEM_RULE_OF_FIVE>
1

> <ALOGPS_SOLUBILITY>
1.36e-01 g/l

> <JCHEM_TRADITIONAL_IUPAC>
epoprostenol

> <JCHEM_VEBER_RULE>
0

> <DRUGBANK_ID>
DB01240

> <SECONDARY_ACCESSION_NUMBERS>
APRD00949

> <DRUG_GROUPS>
approved

> <GENERIC_NAME>
Epoprostenol

> <SYNONYMS>
(5Z,13E)-(15S)-6,9alpha-Epoxy-11alpha,15-dihydroxyprosta-5,13-dienoate; (5Z,9α,11α,13E,15S)-6,9-epoxy-11,15-dihydroxyprosta-5,13-dien-1-oic acid; Epoprostenol; PGI2; PGX; Prostacyclin; Prostaglandin I2; Prostaglandin X; Vasocyclin

> <PRODUCTS>
Caripul; Epoprostenol; Epoprostenol Sodium; Epoprostenol for Injection; Flolan; Veletri

> <SALTS>
Epoprostenol sodium

$$$$