Mrv1902 03141920582D          

 29 30  0  0  0  0            999 V2000
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   -3.8492    1.9159    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.0646    1.6610    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.8930    0.8540    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.5061    0.3020    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.3346   -0.5049    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.5500   -0.7599    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.3785   -1.5668    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
   -1.6248   -1.9024    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
   -1.7110   -2.7229    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
   -2.5180   -2.8944    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.9305   -2.1799    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
   -3.7510   -2.0937    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -1.0979   -3.2749    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -0.9103   -1.4899    0.0000 S   0  0  0  0  0  0  0  0  0  0  0  0
   -0.1959   -1.9024    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.5185   -1.4899    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
    1.2330   -1.9024    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.9475   -1.4899    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.6619   -1.9024    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.3764   -1.4899    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.0909   -1.9024    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.0909   -2.7274    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.3764   -3.1399    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.6619   -2.7274    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.8053   -1.4899    0.0000 Cl  0  0  0  0  0  0  0  0  0  0  0  0
    0.5185   -0.6649    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -4.8053    2.9778    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -3.4076    3.2749    0.0000 O   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
  5  6  2  0  0  0  0
  6  7  1  0  0  0  0
  8  7  1  1  0  0  0
  8  9  1  0  0  0  0
  9 10  1  0  0  0  0
 10 11  1  0  0  0  0
 12 11  1  0  0  0  0
  8 12  1  0  0  0  0
 12 13  1  1  0  0  0
 10 14  1  1  0  0  0
  9 15  1  6  0  0  0
 15 16  1  0  0  0  0
 17 16  1  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  2  0  0  0  0
 21 22  1  0  0  0  0
 22 23  2  0  0  0  0
 23 24  1  0  0  0  0
 24 25  2  0  0  0  0
 20 25  1  0  0  0  0
 22 26  1  0  0  0  0
 17 27  1  6  0  0  0
  1 28  2  0  0  0  0
  1 29  1  0  0  0  0
M  END
> <DATABASE_ID>
DB11425

> <DATABASE_NAME>
drugbank

> <SMILES>
O[C@H](COC1=CC(Cl)=CC=C1)CS[C@@H]1[C@@H](O)C[C@@H](O)[C@H]1C\C=C/CCCC(O)=O

> <INCHI_IDENTIFIER>
InChI=1S/C21H29ClO6S/c22-14-6-5-7-16(10-14)28-12-15(23)13-29-21-17(18(24)11-19(21)25)8-3-1-2-4-9-20(26)27/h1,3,5-7,10,15,17-19,21,23-25H,2,4,8-9,11-13H2,(H,26,27)/b3-1-/t15-,17-,18-,19+,21+/m1/s1

> <INCHI_KEY>
KFUDFIMHDRJVLV-OZCLATTGSA-N

> <FORMULA>
C21H29ClO6S

> <MOLECULAR_WEIGHT>
444.97

> <EXACT_MASS>
444.1373375

> <JCHEM_ACCEPTOR_COUNT>
6

> <JCHEM_ATOM_COUNT>
58

> <JCHEM_AVERAGE_POLARIZABILITY>
47.634873094446334

> <JCHEM_BIOAVAILABILITY>
1

> <JCHEM_DONOR_COUNT>
4

> <JCHEM_FORMAL_CHARGE>
0

> <JCHEM_GHOSE_FILTER>
1

> <JCHEM_IUPAC>
(5Z)-7-[(1R,2S,3S,5R)-2-{[(2R)-3-(3-chlorophenoxy)-2-hydroxypropyl]sulfanyl}-3,5-dihydroxycyclopentyl]hept-5-enoic acid

> <ALOGPS_LOGP>
3.15

> <JCHEM_LOGP>
2.5082076083333336

> <ALOGPS_LOGS>
-4.29

> <JCHEM_MDDR_LIKE_RULE>
0

> <JCHEM_NUMBER_OF_RINGS>
2

> <JCHEM_PHYSIOLOGICAL_CHARGE>
-1

> <JCHEM_PKA>
13.906328551071102

> <JCHEM_PKA_STRONGEST_ACIDIC>
4.306106520062953

> <JCHEM_PKA_STRONGEST_BASIC>
-2.879757823235538

> <JCHEM_POLAR_SURFACE_AREA>
107.22000000000001

> <JCHEM_REFRACTIVITY>
114.7512

> <JCHEM_ROTATABLE_BOND_COUNT>
12

> <JCHEM_RULE_OF_FIVE>
1

> <ALOGPS_SOLUBILITY>
2.29e-02 g/l

> <JCHEM_TRADITIONAL_IUPAC>
[(1R,2R,6R,10S,11R,15R,17R)-13-benzyl-6-hydroxy-4,17-dimethyl-5-oxo-15-(prop-1-en-2-yl)-12,14,18-trioxapentacyclo[11.4.1.0^{1,10}.0^{2,6}.0^{11,15}]octadeca-3,8-dien-8-yl]methyl 2-(4-hydroxy-3-methoxyphenyl)acetate

> <JCHEM_VEBER_RULE>
0

> <DRUGBANK_ID>
DB11425

> <DRUG_GROUPS>
experimental; vet_approved

> <GENERIC_NAME>
Luprostiol

> <SYNONYMS>
Luprostiol; Luprostiolum

> <INTERNATIONAL_BRANDS>
Equestrolin; Prosolvin; Reprodin

$$$$