Mrv1652310201622462D          

 21 23  0  0  1  0            999 V2000
    1.6442    1.0637    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.7733    0.2488    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
    2.5579    0.5038    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
    3.0428   -0.1637    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.8678   -0.1637    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.5579   -0.8311    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    1.7733   -0.5762    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
    0.9483   -0.5762    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.3649   -1.1595    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.9483    0.2488    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.6442   -1.3910    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
    2.2854   -1.9102    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
    3.0556   -1.6146    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.6967   -2.1337    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.5677   -2.9486    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.7975   -3.2442    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.1563   -2.7251    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.8740   -1.6867    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.8129    1.2884    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.6198    1.4599    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.8748    2.2445    0.0000 Cl  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
  3  4  1  0  0  0  0
  4  5  2  0  0  0  0
  4  6  1  0  0  0  0
  6  7  1  0  0  0  0
  2  7  1  0  0  0  0
  7  8  1  0  0  0  0
  8  9  2  0  0  0  0
  8 10  1  0  0  0  0
  2 10  1  0  0  0  0
  7 11  1  6  0  0  0
 12 11  1  1  0  0  0
 12 13  1  0  0  0  0
 13 14  1  0  0  0  0
 14 15  1  0  0  0  0
 15 16  1  0  0  0  0
 16 17  2  0  0  0  0
 12 17  1  0  0  0  0
 11 18  1  6  0  0  0
  3 19  1  1  0  0  0
 19 20  1  0  0  0  0
 20 21  1  0  0  0  0
M  END
> <DATABASE_ID>
DB11762

> <DATABASE_NAME>
drugbank

> <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

> <DRUGBANK_ID>
DB11762

> <DRUG_GROUPS>
investigational

> <GENERIC_NAME>
Marizomib

> <SYNONYMS>
Marizomib

$$$$