Mrv2304 09262321202D          

 31 33  0  0  1  0            999 V2000
    2.5270   -1.3919    0.0000 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.7065   -1.3057    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
    1.8780   -2.1127    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.1635   -2.5252    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
    1.0773   -3.3457    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.5504   -1.9731    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
   -0.2565   -2.1447    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.8086   -1.5316    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.6155   -1.7031    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
   -2.1676   -1.0900    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -1.8705   -2.4877    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
   -2.6774   -2.6593    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.3184   -3.1008    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.5734   -3.8854    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.8283   -4.6701    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.0833   -5.4547    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.8860   -1.2195    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
    0.0655   -1.1332    0.0000 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.7145   -0.4125    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.0000    0.0000    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.0000    0.8250    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.7145    1.2375    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.4289    0.8250    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.1434    1.2375    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.8579    0.8250    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.5724    1.2375    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.2868    0.8250    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.0013    1.2375    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    4.2868    0.0000    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.4289    0.0000    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.0420   -0.5520    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
  2  1  1  6  0  0  0
  2  3  1  0  0  0  0
  4  3  1  0  0  0  0
  4  5  1  1  0  0  0
  6  4  1  0  0  0  0
  6  7  1  6  0  0  0
  7  8  2  0  0  0  0
  9  8  1  0  0  0  0
  9 10  1  6  0  0  0
  9 11  1  0  0  0  0
 11 12  1  6  0  0  0
 11 13  1  0  0  0  0
 13 14  1  0  0  0  0
 14 15  3  0  0  0  0
 15 16  1  0  0  0  0
  6 17  1  0  0  0  0
 17  2  1  0  0  0  0
 17 18  1  6  0  0  0
 17 19  1  0  0  0  0
 19 20  2  0  0  0  0
 20 21  1  0  0  0  0
 21 22  2  0  0  0  0
 22 23  1  0  0  0  0
 23 24  1  0  0  0  0
 24 25  1  0  0  0  0
 25 26  1  0  0  0  0
 26 27  1  0  0  0  0
 27 28  1  0  0  0  0
 27 29  2  0  0  0  0
 23 30  2  0  0  0  0
 19 30  1  0  0  0  0
 30 31  1  0  0  0  0
  2 31  1  0  0  0  0
M  END
> <DATABASE_ID>
DB18464

> <DATABASE_NAME>
drugbank

> <SMILES>
[H][C@]12C[C@@H](O)[C@H](\C=C\[C@@H](O)[C@@H](C)CC#CC)[C@@]1([H])C1=CC=CC(CCCC(O)=O)=C1O2

> <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-NOQAJONNSA-N

> <FORMULA>
C24H30O5

> <MOLECULAR_WEIGHT>
398.499

> <EXACT_MASS>
398.209324066

> <JCHEM_ACCEPTOR_COUNT>
5

> <JCHEM_ATOM_COUNT>
59

> <JCHEM_AVERAGE_NEUTRAL_MICROSPECIES_CHARGE>
0.03785269062981078

> <JCHEM_AVERAGE_POLARIZABILITY>
44.70842828506596

> <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,4S)-3-hydroxy-4-methyloct-1-en-6-yn-1-yl]-7-oxatricyclo[6.4.0.0^{2,6}]dodeca-1(12),8,10-trien-9-yl]butanoic acid

> <JCHEM_LOGP>
3.5970807350000005

> <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>
112.72219999999999

> <JCHEM_ROTATABLE_BOND_COUNT>
9

> <JCHEM_RULE_OF_FIVE>
1

> <JCHEM_TRADITIONAL_IUPAC>
4-[(2S,3R,4R,6S)-4-hydroxy-3-[(1E,3S,4S)-3-hydroxy-4-methyloct-1-en-6-yn-1-yl]-7-oxatricyclo[6.4.0.0^{2,6}]dodeca-1(12),8,10-trien-9-yl]butanoic acid

> <JCHEM_VEBER_RULE>
0

> <DRUGBANK_ID>
DB18464

> <DRUG_GROUPS>
investigational

> <GENERIC_NAME>
Esuberaprost

> <SYNONYMS>
(+)-4-((1r,2r,3as,8bs)-2-hydroxy-1-((1e,3s,4s)-3-hydroxy-4-methyl-oct-1-en-6-yn-1-yl)-2,3,3a,8b-tetrahydro-1h-cyclopenta(b)(1)benzofuran-5-yl)butanoic acid; 1h-cyclopenta(b)benzofuran-5-butanoic acid, 2,3,3a,8b-tetrahydro-2-hydroxy-1-((1e,3s,4s)-3-hydroxy-4-methyl-1-octen-6-ynyl)-, (1r,2r,3as,8bs)-; Aps-314d free acid; Beraprost, (+)-

> <SALTS>
Esuberaprost Sodium

$$$$