11347535
  -OEChem-10051722343D

 41 43  0     1  0  0  0  0  0999 V2000
    6.1003    0.1403   -0.0451 Cl  0  0  0  0  0  0  0  0  0  0  0  0
    1.7537    1.4133    0.7086 O   0  0  0  0  0  0  0  0  0  0  0  0
   -1.4730   -0.2497   -1.6355 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.0496    1.7964    2.2342 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.4703   -2.9085    0.4735 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.0149   -1.0743    0.4980 N   0  0  0  0  0  0  0  0  0  0  0  0
    0.0435    0.3339    0.1283 C   0  0  1  0  0  0  0  0  0  0  0  0
    1.4172    0.6168   -0.4663 C   0  0  2  0  0  0  0  0  0  0  0  0
    2.0946   -0.7592   -0.5217 C   0  0  2  0  0  0  0  0  0  0  0  0
   -1.2061    0.7283   -0.6401 C   0  0  2  0  0  0  0  0  0  0  0  0
    0.5005    1.2969    1.2285 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.1977   -1.7473    0.2135 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.4063    0.8270    0.3039 C   0  0  1  0  0  0  0  0  0  0  0  0
    1.5522    1.4426   -1.7197 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.5055   -0.7439    0.0407 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.6702    1.3047   -0.4354 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.6188   -0.4931    0.9992 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.3677    0.1673   -1.1793 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.4567    0.1710   -0.7243 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.7429   -0.9727   -0.2301 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.6717   -1.2898    0.7691 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.1198   -1.1149   -1.5611 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.0761    1.6918   -1.1437 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.6889   -1.6049    0.9857 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.2010    1.5815    1.0722 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.5893    1.6362   -1.9979 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.0818    0.9405   -2.5723 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.0718    2.4213   -1.6100 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.4884   -0.4555    1.0998 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.9078   -1.7656    0.0214 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.4294    2.1165   -1.1318 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.3733    1.7249    0.2967 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.0246   -0.7086    1.8831 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.4301   -1.1312   -1.2286 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.7604   -0.2115   -2.0054 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.2832    0.5524   -1.6455 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.1472    1.2142   -0.6554 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.5238   -0.1157   -1.7776 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.9695   -1.8687   -0.8189 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.6564   -0.7103    0.3171 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.8136   -2.1697    1.3901 H   0  0  0  0  0  0  0  0  0  0  0  0
  1 19  1  0  0  0  0
  2  8  1  0  0  0  0
  2 11  1  0  0  0  0
  3 10  1  0  0  0  0
  3 34  1  0  0  0  0
  4 11  2  0  0  0  0
  5 12  2  0  0  0  0
  6  7  1  0  0  0  0
  6 12  1  0  0  0  0
  6 24  1  0  0  0  0
  7  8  1  0  0  0  0
  7 10  1  0  0  0  0
  7 11  1  0  0  0  0
  8  9  1  0  0  0  0
  8 14  1  0  0  0  0
  9 12  1  0  0  0  0
  9 15  1  0  0  0  0
  9 22  1  0  0  0  0
 10 13  1  0  0  0  0
 10 23  1  0  0  0  0
 13 16  1  0  0  0  0
 13 17  1  0  0  0  0
 13 25  1  0  0  0  0
 14 26  1  0  0  0  0
 14 27  1  0  0  0  0
 14 28  1  0  0  0  0
 15 19  1  0  0  0  0
 15 29  1  0  0  0  0
 15 30  1  0  0  0  0
 16 18  1  0  0  0  0
 16 31  1  0  0  0  0
 16 32  1  0  0  0  0
 17 21  2  0  0  0  0
 17 33  1  0  0  0  0
 18 20  1  0  0  0  0
 18 35  1  0  0  0  0
 18 36  1  0  0  0  0
 19 37  1  0  0  0  0
 19 38  1  0  0  0  0
 20 21  1  0  0  0  0
 20 39  1  0  0  0  0
 20 40  1  0  0  0  0
 21 41  1  0  0  0  0
M  END
> <DATABASE_ID>
DB11762

> <DATABASE_NAME>
drugbank

> <ORIGINAL_SOURCE>
PUBCHEM

> <ORIGINAL_SOURCE_URL>
https://pubchem.ncbi.nlm.nih.gov/rest/pug/compound/inchikey/NGWSFRIPKNWYAO-SHTIJGAHSA-N/SDF?record_type=3d

> <SMILES>
C[C@@]12OC(=O)[C@@]1(NC(=O)[C@@H]2CCCl)[C@@H](O)[C@H]1CCCC=C1

> <INCHI_IDENTIFIER>
InChI=1S/C15H20ClNO4/c1-14-10(7-8-16)12(19)17-15(14,13(20)21-14)11(18)9-5-3-2-4-6-9/h3,5,9-11,18H,2,4,6-8H2,1H3,(H,17,19)/t9-,10+,11+,14+,15+/m1/s1

> <INCHI_KEY>
NGWSFRIPKNWYAO-SHTIJGAHSA-N

> <FORMULA>
C15H20ClNO4

> <MOLECULAR_WEIGHT>
313.78

> <EXACT_MASS>
313.1080858

> <JCHEM_ACCEPTOR_COUNT>
3

> <JCHEM_ATOM_COUNT>
41

> <JCHEM_AVERAGE_POLARIZABILITY>
31.61766606463708

> <JCHEM_BIOAVAILABILITY>
1

> <JCHEM_DONOR_COUNT>
2

> <JCHEM_FORMAL_CHARGE>
0

> <JCHEM_GHOSE_FILTER>
1

> <JCHEM_IUPAC>
(1R,4R,5S)-4-(2-chloroethyl)-1-[(S)-[(1S)-cyclohex-2-en-1-yl](hydroxy)methyl]-5-methyl-6-oxa-2-azabicyclo[3.2.0]heptane-3,7-dione

> <ALOGPS_LOGP>
1.39

> <JCHEM_LOGP>
1.2398347273333343

> <ALOGPS_LOGS>
-2.39

> <JCHEM_MDDR_LIKE_RULE>
0

> <JCHEM_NUMBER_OF_RINGS>
3

> <JCHEM_PHYSIOLOGICAL_CHARGE>
0

> <JCHEM_PKA>
13.725089535119388

> <JCHEM_PKA_STRONGEST_ACIDIC>
10.317678551607937

> <JCHEM_PKA_STRONGEST_BASIC>
-2.1645334966209755

> <JCHEM_POLAR_SURFACE_AREA>
75.63000000000001

> <JCHEM_REFRACTIVITY>
77.3853

> <JCHEM_ROTATABLE_BOND_COUNT>
4

> <JCHEM_RULE_OF_FIVE>
1

> <ALOGPS_SOLUBILITY>
1.29e+00 g/l

> <JCHEM_TRADITIONAL_IUPAC>
salinosporamide A

> <JCHEM_VEBER_RULE>
0

$$$$