Mrv1909 12091921032D          

 36 38  0  0  0  0            999 V2000
   -1.7545    2.9736    0.0000 S   0  0  0  0  0  0  0  0  0  0  0  0
    3.9641   -0.0167    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.7895    0.1662    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.4501    2.5043    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -0.0354    3.0242    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.5120    1.5481    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    0.7895    1.5951    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   -1.7545    1.6457    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   -0.0354   -1.2628    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   -1.2729   -1.9772    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   -0.0354   -2.6917    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    2.0271    0.8807    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
    2.5120    0.2132    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.2967    0.4681    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
    3.2967    1.2932    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.2020    0.8807    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.2571    2.3328    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.0354    1.5951    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
   -0.4479    0.8807    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.8092    2.9459    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.0354    0.1662    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.4479    2.3096    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.4479   -0.5481    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.2729    2.3096    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.5350    2.7222    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.5350    1.8972    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.2496    3.1347    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.2496    1.4847    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.4479   -1.9772    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.9641    2.7222    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.9641    1.8972    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.0453    2.0382    0.0000 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.5287   -1.5343    0.0000 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.5287   -2.4202    0.0000 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.4761   -2.6917    0.0000 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.2912   -3.1347    0.0000 H   0  0  0  0  0  0  0  0  0  0  0  0
  1 24  1  0  0  0  0
  1 25  1  0  0  0  0
 14  2  1  6  0  0  0
  3 16  2  0  0  0  0
  4 17  2  0  0  0  0
  5 22  2  0  0  0  0
  6 12  1  0  0  0  0
  6 15  1  0  0  0  0
  6 17  1  0  0  0  0
  7 16  1  0  0  0  0
 18  7  1  1  0  0  0
  7 32  1  0  0  0  0
  8 24  2  0  0  0  0
  8 26  1  0  0  0  0
  9 23  1  0  0  0  0
  9 29  2  0  0  0  0
 10 29  1  0  0  0  0
 10 33  1  0  0  0  0
 10 34  1  0  0  0  0
 11 29  1  0  0  0  0
 11 35  1  0  0  0  0
 11 36  1  0  0  0  0
 12 13  1  0  0  0  0
 12 16  1  1  0  0  0
 13 14  1  0  0  0  0
 14 15  1  0  0  0  0
 17 20  1  0  0  0  0
 18 19  1  0  0  0  0
 18 22  1  0  0  0  0
 19 21  1  0  0  0  0
 21 23  1  0  0  0  0
 22 24  1  0  0  0  0
 25 26  1  0  0  0  0
 25 27  2  0  0  0  0
 26 28  2  0  0  0  0
 27 30  1  0  0  0  0
 28 31  1  0  0  0  0
 30 31  2  0  0  0  0
M  END
> <DATABASE_ID>
DB02812

> <DATABASE_NAME>
drugbank

> <SMILES>
[H]N([H])C(=NCCC[C@H](N([H])C(=O)[C@@H]1C[C@@H](O)CN1C(C)=O)C(=O)C1=NC2=CC=CC=C2S1)N([H])[H]

> <INCHI_IDENTIFIER>
InChI=1S/C20H26N6O4S/c1-11(27)26-10-12(28)9-15(26)18(30)24-14(6-4-8-23-20(21)22)17(29)19-25-13-5-2-3-7-16(13)31-19/h2-3,5,7,12,14-15,28H,4,6,8-10H2,1H3,(H,24,30)(H4,21,22,23)/t12-,14+,15+/m1/s1

> <INCHI_KEY>
VXDAVYUFYPFGDX-SNPRPXQTSA-N

> <FORMULA>
C20H26N6O4S

> <MOLECULAR_WEIGHT>
446.523

> <EXACT_MASS>
446.17362404

> <JCHEM_ACCEPTOR_COUNT>
8

> <JCHEM_ATOM_COUNT>
57

> <JCHEM_AVERAGE_POLARIZABILITY>
46.337256510382595

> <JCHEM_BIOAVAILABILITY>
1

> <JCHEM_DONOR_COUNT>
4

> <JCHEM_FORMAL_CHARGE>
0

> <JCHEM_GHOSE_FILTER>
0

> <JCHEM_IUPAC>
(2S,4R)-1-acetyl-N-[(2S)-1-(1,3-benzothiazol-2-yl)-5-[(diaminomethylidene)amino]-1-oxopentan-2-yl]-4-hydroxypyrrolidine-2-carboxamide

> <ALOGPS_LOGP>
-0.01

> <JCHEM_LOGP>
-1.0663949550604053

> <ALOGPS_LOGS>
-3.49

> <JCHEM_MDDR_LIKE_RULE>
1

> <JCHEM_NUMBER_OF_RINGS>
3

> <JCHEM_PHYSIOLOGICAL_CHARGE>
1

> <JCHEM_PKA>
14.816997433526502

> <JCHEM_PKA_STRONGEST_ACIDIC>
12.2681806411242

> <JCHEM_PKA_STRONGEST_BASIC>
11.054384079711545

> <JCHEM_POLAR_SURFACE_AREA>
164.0

> <JCHEM_REFRACTIVITY>
113.74350000000003

> <JCHEM_ROTATABLE_BOND_COUNT>
8

> <JCHEM_RULE_OF_FIVE>
1

> <ALOGPS_SOLUBILITY>
1.44e-01 g/l

> <JCHEM_TRADITIONAL_IUPAC>
[(1R,2S,6S,9R,11S)-11-(hydroxymethyl)-4,4,11-trimethyl-3,5,7,10,12-pentaoxatricyclo[7.3.0.0^{2,6}]dodecan-6-yl]methyl sulfamate

> <JCHEM_VEBER_RULE>
0

> <DRUGBANK_ID>
DB02812

> <SECONDARY_ACCESSION_NUMBERS>
EXPT00391

> <DRUG_GROUPS>
experimental

> <GENERIC_NAME>
RWJ-56423

> <SYNONYMS>
(2S,4R)-1-acetyl-N-[(2S)-1-(1,3-benzothiazol-2-yl)-5-(diaminomethylideneamino)-1-oxopentan-2-yl]-4-hydroxypyrrolidine-2-carboxamide

$$$$