Mrv1909 08262121392D          

 31 33  0  0  0  0            999 V2000
   -0.3203    0.3008    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
   -0.9168   -0.2651    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.6864    0.0378    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.3331   -0.4745    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
   -3.1027   -0.1715    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.7493   -0.6841    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.5190   -0.3811    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.2246    0.6482    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -5.2885   -0.0781    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -6.0582    0.2248    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.1213   -1.2733    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.2812    1.4905    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.4506    1.1168    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
    0.8628    0.9099    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
    0.4940    0.1800    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
    1.6708    0.7845    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.8016   -0.0225    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.0756   -0.3909    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.0327   -1.2019    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.7150   -1.6455    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.4419   -1.2723    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.4812   -0.4624    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.1949   -0.0467    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.9108   -0.4571    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.6266   -0.0426    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.3424   -0.4528    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.0582   -0.0384    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    5.3442   -1.2817    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -1.1895    1.4922    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.2447    1.6455    0.0000 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.1316   -0.5652    0.0000 H   0  0  0  0  0  0  0  0  0  0  0  0
  5  6  1  0  0  0  0
 15 18  1  0  0  0  0
 17 16  1  0  0  0  0
 16 14  1  0  0  0  0
  6  7  1  0  0  0  0
  5  8  1  0  0  0  0
 17 18  2  0  0  0  0
  7  9  3  0  0  0  0
 18 19  1  0  0  0  0
  9 10  1  0  0  0  0
 19 20  2  0  0  0  0
 20 21  1  0  0  0  0
  4 11  1  1  0  0  0
 21 22  2  0  0  0  0
 22 17  1  0  0  0  0
  1 15  1  0  0  0  0
 22 23  1  0  0  0  0
  1  2  1  1  0  0  0
 23 24  1  0  0  0  0
  2  3  2  0  0  0  0
 24 25  1  0  0  0  0
 14 12  1  0  0  0  0
 25 26  1  0  0  0  0
 12 13  1  0  0  0  0
 26 27  1  0  0  0  0
 13  1  1  0  0  0  0
 26 28  2  0  0  0  0
 14 15  1  0  0  0  0
 13 29  1  6  0  0  0
  3  4  1  0  0  0  0
 14 30  1  1  0  0  0
  4  5  1  0  0  0  0
 15 31  1  1  0  0  0
M  END
> <DATABASE_ID>
DB05229

> <DATABASE_NAME>
drugbank

> <SMILES>
[H][C@]12C[C@@H](O)[C@H](\C=C\[C@@H](O)C(C)CC#CC)[C@@]1([H])C1=C(O2)C(CCCC(O)=O)=CC=C1

> <INCHI_IDENTIFIER>
InChI=1S/C24H30O5/c1-3-4-7-15(2)19(25)13-12-17-20(26)14-21-23(17)18-10-5-8-16(24(18)29-21)9-6-11-22(27)28/h5,8,10,12-13,15,17,19-21,23,25-26H,6-7,9,11,14H2,1-2H3,(H,27,28)/b13-12+/t15?,17-,19+,20+,21-,23-/m0/s1

> <INCHI_KEY>
CTPOHARTNNSRSR-APJZLKAGSA-N

> <FORMULA>
C24H30O5

> <MOLECULAR_WEIGHT>
398.499

> <EXACT_MASS>
398.209324066

> <JCHEM_ACCEPTOR_COUNT>
5

> <JCHEM_ATOM_COUNT>
59

> <JCHEM_AVERAGE_NEUTRAL_MICROSPECIES_CHARGE>
0.037852775325378764

> <JCHEM_AVERAGE_POLARIZABILITY>
44.74395143017621

> <JCHEM_BIOAVAILABILITY>
1

> <JCHEM_DONOR_COUNT>
3

> <JCHEM_FORMAL_CHARGE>
0

> <JCHEM_GHOSE_FILTER>
1

> <JCHEM_IUPAC>
4-[(2S,3R,4R,6S)-4-hydroxy-3-[(1E,3S)-3-hydroxy-4-methyloct-1-en-6-yn-1-yl]-7-oxatricyclo[6.4.0.0^{2,6}]dodeca-1(8),9,11-trien-9-yl]butanoic acid

> <ALOGPS_LOGP>
3.45

> <JCHEM_LOGP>
3.5970807350000005

> <ALOGPS_LOGS>
-4.60

> <JCHEM_MDDR_LIKE_RULE>
1

> <JCHEM_NEUTRAL_CHARGE>
-1

> <JCHEM_NUMBER_OF_RINGS>
3

> <JCHEM_PHYSIOLOGICAL_CHARGE>
-1

> <JCHEM_PKA>
14.785076344202643

> <JCHEM_PKA_STRONGEST_ACIDIC>
4.200712677771753

> <JCHEM_PKA_STRONGEST_BASIC>
-1.4193389705022526

> <JCHEM_POLAR_SURFACE_AREA>
86.99

> <JCHEM_REFRACTIVITY>
112.72219999999997

> <JCHEM_ROTATABLE_BOND_COUNT>
9

> <JCHEM_RULE_OF_FIVE>
1

> <ALOGPS_SOLUBILITY>
9.90e-03 g/l

> <JCHEM_TRADITIONAL_IUPAC>
4-[(2S,3R,4R,6S)-4-hydroxy-3-[(1E,3S)-3-hydroxy-4-methyloct-1-en-6-yn-1-yl]-7-oxatricyclo[6.4.0.0^{2,6}]dodeca-1(8),9,11-trien-9-yl]butanoic acid

> <JCHEM_VEBER_RULE>
0

> <DRUGBANK_ID>
DB05229

> <DRUG_GROUPS>
investigational

> <GENERIC_NAME>
Beraprost

> <SYNONYMS>
Beraprost; Beraprostum

> <SALTS>
Beraprost sodium

$$$$