Mrv1909 06162103262D          

 20 21  0  0  1  0            999 V2000
   -1.1456    1.1178    0.0000 S   0  0  0  0  0  0  0  0  0  0  0  0
    1.7587    1.1178    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -0.5909    2.8249    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.2040    2.8249    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.3065    0.0627    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    0.3065    0.8878    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
   -0.3609    1.3728    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
    0.9739    1.3728    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
   -0.1059    2.1574    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
    0.7190    2.1574    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
   -0.4079   -0.3497    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.7587    1.6699    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.4079   -1.1748    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.3065   -1.5873    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.1224   -1.5873    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.3065   -2.4124    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.1224   -2.4124    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.4079   -2.8249    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.8276    1.8395    0.0000 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.7496   -0.1929    0.0000 H   0  0  0  0  0  0  0  0  0  0  0  0
  1  7  1  0  0  0  0
  1 12  1  0  0  0  0
  8  2  1  6  0  0  0
  9  3  1  6  0  0  0
 10  4  1  6  0  0  0
  6  5  1  6  0  0  0
  5 11  1  0  0  0  0
  5 20  1  0  0  0  0
  6  7  1  0  0  0  0
  6  8  1  0  0  0  0
  7  9  1  0  0  0  0
  7 19  1  6  0  0  0
  8 10  1  0  0  0  0
  9 10  1  0  0  0  0
 11 13  1  0  0  0  0
 13 14  2  0  0  0  0
 13 15  1  0  0  0  0
 14 16  1  0  0  0  0
 15 17  2  0  0  0  0
 16 18  2  0  0  0  0
 17 18  1  0  0  0  0
M  END
> <DATABASE_ID>
DB06984

> <DATABASE_NAME>
drugbank

> <SMILES>
[H]N(CC1=CC=CC=C1)[C@H]1[C@@H](O)[C@@H](O)[C@@H](O)[C@]1([H])SC

> <INCHI_IDENTIFIER>
InChI=1S/C13H19NO3S/c1-18-13-9(10(15)11(16)12(13)17)14-7-8-5-3-2-4-6-8/h2-6,9-17H,7H2,1H3/t9-,10+,11+,12+,13+/m0/s1

> <INCHI_KEY>
CHTYSDQNKZIWBZ-ZOLYEBIHSA-N

> <FORMULA>
C13H19NO3S

> <MOLECULAR_WEIGHT>
269.36

> <EXACT_MASS>
269.108564169

> <JCHEM_ACCEPTOR_COUNT>
4

> <JCHEM_ATOM_COUNT>
37

> <JCHEM_AVERAGE_NEUTRAL_MICROSPECIES_CHARGE>
1.00055419519755

> <JCHEM_AVERAGE_POLARIZABILITY>
28.631507660297174

> <JCHEM_BIOAVAILABILITY>
1

> <JCHEM_DONOR_COUNT>
4

> <JCHEM_FORMAL_CHARGE>
0

> <JCHEM_GHOSE_FILTER>
1

> <JCHEM_IUPAC>
(1R,2R,3R,4S,5R)-4-(benzylamino)-5-(methylsulfanyl)cyclopentane-1,2,3-triol

> <ALOGPS_LOGP>
-0.01

> <JCHEM_LOGP>
0.24079318300000024

> <ALOGPS_LOGS>
-1.68

> <JCHEM_MDDR_LIKE_RULE>
0

> <JCHEM_NEUTRAL_CHARGE>
1

> <JCHEM_NUMBER_OF_RINGS>
2

> <JCHEM_PHYSIOLOGICAL_CHARGE>
1

> <JCHEM_PKA>
13.973088154691494

> <JCHEM_PKA_STRONGEST_ACIDIC>
12.877122137462493

> <JCHEM_PKA_STRONGEST_BASIC>
7.956191573585453

> <JCHEM_POLAR_SURFACE_AREA>
72.72

> <JCHEM_REFRACTIVITY>
71.71820000000002

> <JCHEM_ROTATABLE_BOND_COUNT>
4

> <JCHEM_RULE_OF_FIVE>
1

> <ALOGPS_SOLUBILITY>
5.64e+00 g/l

> <JCHEM_TRADITIONAL_IUPAC>
(1R,2R,3R,4S,5R)-4-(benzylamino)-5-(methylsulfanyl)cyclopentane-1,2,3-triol

> <JCHEM_VEBER_RULE>
0

> <DRUGBANK_ID>
DB06984

> <DRUG_GROUPS>
experimental

> <GENERIC_NAME>
(1R,2R,3R,4S,5R)-4-(Benzylamino)-5-(methylthio)cyclopentane-1,2,3-triol

> <SYNONYMS>
Benzylation of mannostatin A, 1b

$$$$