1515
  Mrv0541 02231215322D          

 23 25  0  0  1  0            999 V2000
    4.5079   -0.8211    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    5.5344   -2.1032    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    6.9321   -1.8061    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    3.7934    0.4164    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    6.8483    1.8890    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    7.2425    0.2815    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
    7.4560    1.0784    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
    5.9761   -0.7442    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
    8.7539   -0.3446    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    8.9674    0.4523    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.3086    0.4119    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.2223   -0.4086    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
    6.4358    2.6035    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.1476   -1.5511    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.7934   -0.4086    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.0790   -0.8211    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.0790   -1.6461    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.3644   -0.4086    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.3644   -2.0586    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.6500   -0.8211    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.6500   -1.6461    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.0717   -0.3561    0.0000 H   0  0  0  0  0  0  0  0  0  0  0  0
    7.6269    1.7158    0.0000 H   0  0  0  0  0  0  0  0  0  0  0  0
 12  1  1  1  0  0  0
  1 15  1  0  0  0  0
  2 14  1  0  0  0  0
  3 14  2  0  0  0  0
  4 15  2  0  0  0  0
  5  6  1  0  0  0  0
  5  7  1  0  0  0  0
  5 13  1  0  0  0  0
  6  8  1  0  0  0  0
  6  9  1  0  0  0  0
  6 22  1  1  0  0  0
  7 10  1  0  0  0  0
  7 11  1  0  0  0  0
  7 23  1  6  0  0  0
  8 12  1  0  0  0  0
  8 14  1  1  0  0  0
  9 10  1  0  0  0  0
 11 12  1  0  0  0  0
 15 16  1  0  0  0  0
 16 17  2  0  0  0  0
 16 18  1  0  0  0  0
 17 19  1  0  0  0  0
 18 20  2  0  0  0  0
 19 21  2  0  0  0  0
 20 21  1  0  0  0  0
M  END
> <DATABASE_ID>
DB01515

> <DATABASE_NAME>
drugbank

> <SMILES>
[H][C@]12CC[C@]([H])([C@H]([C@H](C1)OC(=O)C1=CC=CC=C1)C(O)=O)N2C

> <INCHI_IDENTIFIER>
InChI=1S/C16H19NO4/c1-17-11-7-8-12(17)14(15(18)19)13(9-11)21-16(20)10-5-3-2-4-6-10/h2-6,11-14H,7-9H2,1H3,(H,18,19)/t11-,12+,13-,14+/m0/s1

> <INCHI_KEY>
GVGYEFKIHJTNQZ-RFQIPJPRSA-N

> <FORMULA>
C16H19NO4

> <MOLECULAR_WEIGHT>
289.3264

> <EXACT_MASS>
289.131408101

> <JCHEM_ACCEPTOR_COUNT>
4

> <JCHEM_ATOM_COUNT>
40

> <JCHEM_AVERAGE_NEUTRAL_MICROSPECIES_CHARGE>
-0.0025907827641926673

> <JCHEM_AVERAGE_POLARIZABILITY>
29.928359148453637

> <JCHEM_BIOAVAILABILITY>
1

> <JCHEM_DONOR_COUNT>
1

> <JCHEM_FORMAL_CHARGE>
0

> <JCHEM_GHOSE_FILTER>
0

> <JCHEM_IUPAC>
(1R,2R,3S,5S)-3-(benzoyloxy)-8-methyl-8-azabicyclo[3.2.1]octane-2-carboxylic acid

> <ALOGPS_LOGP>
1.71

> <JCHEM_LOGP>
-0.5948680834280385

> <ALOGPS_LOGS>
-1.88

> <JCHEM_MDDR_LIKE_RULE>
0

> <JCHEM_NEUTRAL_CHARGE>
0

> <JCHEM_NUMBER_OF_RINGS>
3

> <JCHEM_PHYSIOLOGICAL_CHARGE>
0

> <JCHEM_PKA_STRONGEST_ACIDIC>
3.146437331171649

> <JCHEM_PKA_STRONGEST_BASIC>
9.54083420293863

> <JCHEM_POLAR_SURFACE_AREA>
66.84

> <JCHEM_REFRACTIVITY>
76.39130000000002

> <JCHEM_ROTATABLE_BOND_COUNT>
4

> <JCHEM_RULE_OF_FIVE>
1

> <ALOGPS_SOLUBILITY>
3.82e+00 g/l

> <JCHEM_TRADITIONAL_IUPAC>
biotin

> <JCHEM_VEBER_RULE>
0

> <DRUGBANK_ID>
DB01515

> <DRUG_GROUPS>
experimental; illicit

> <GENERIC_NAME>
Benzoylecgonine

> <SYNONYMS>
(-)-benzoylecgonine; (1R,2R,3S,5S)-8-methyl-3-[(phenylcarbonyl)oxy]-8-azabicyclo[3.2.1]octane-2-carboxylic acid; 3-(Benzoyloxy)-8-methyl-8-azabicyclo[3.2.1]octane-2-carboxylic acid; Ecgonine benzoate; O-benzoyl-(-)-ecgonine; O-benzoylecgonine

$$$$