714
  Mrv1909 05252017072D          

 33 37  0  0  1  0            999 V2000
    3.8879    1.1053    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -0.3988   -0.5446    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    0.3155   -0.1321    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
    0.3155    0.6928    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.0300   -0.5446    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.3988    1.1053    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.1133   -0.1321    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.1133    0.6928    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.0300    1.1053    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.7445   -0.1321    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.7445    0.6928    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.3988   -1.3696    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.3988    1.9303    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.0300    1.9303    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.4589   -0.5446    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.4589    1.1053    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.3155    2.3428    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.1734    0.6928    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.1734   -0.1321    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.3155   -0.9571    0.0000 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.8879    1.9303    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    4.6024    2.3428    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
    3.1734    2.3428    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.8879    3.5803    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
    3.1734    3.1678    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
    4.6024    3.1678    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
    2.4589    1.9303    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    3.8879    4.4053    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.4589    3.5803    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    5.3168    3.5803    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    5.3168    1.1053    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    5.3168    1.9303    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.0313    2.3428    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
  1 18  1  0  0  0  0
  2  3  1  0  0  0  0
  2  7  1  0  0  0  0
  2 12  1  0  0  0  0
  3  4  1  0  0  0  0
  3  5  1  0  0  0  0
  3 20  1  6  0  0  0
  4  6  2  0  0  0  0
  4  9  1  0  0  0  0
  5 10  1  0  0  0  0
  6  8  1  0  0  0  0
  6 13  1  0  0  0  0
  7  8  1  0  0  0  0
  9 11  1  0  0  0  0
  9 14  2  0  0  0  0
 10 11  2  0  0  0  0
 10 15  1  0  0  0  0
 11 16  1  0  0  0  0
 13 17  2  0  0  0  0
 14 17  1  0  0  0  0
 15 19  2  0  0  0  0
 16 18  2  0  0  0  0
 18 19  1  0  0  0  0
 21 22  1  0  0  0  0
 22 32  1  1  0  0  0
 21 23  1  0  0  0  0
 23 27  1  0  0  0  0
 24 28  1  1  0  0  0
 25 23  1  0  0  0  0
 24 25  1  0  0  0  0
 25 29  1  6  0  0  0
 26 24  1  0  0  0  0
 22 26  1  0  0  0  0
 26 30  1  6  0  0  0
 32 31  1  0  0  0  0
 32 33  2  0  0  0  0
 27 16  1  0  0  0  0
M  END
> <DATABASE_ID>
DBMET03132

> <DATABASE_NAME>
drugbank

> <SMILES>
[H][C@]12CC3=C(C(OC4O[C@@H]([C@@H](O)[C@H](O)[C@H]4O)C(O)=O)=C(O)C=C3)C3=CC=CC(CCN1C)=C23

> <INCHI_IDENTIFIER>
InChI=1S/C23H25NO8/c1-24-8-7-10-3-2-4-12-15(10)13(24)9-11-5-6-14(25)20(16(11)12)31-23-19(28)17(26)18(27)21(32-23)22(29)30/h2-6,13,17-19,21,23,25-28H,7-9H2,1H3,(H,29,30)/t13-,17+,18+,19-,21+,23?/m1/s1

> <INCHI_KEY>
CTLNQXYABOACKW-RHKOPTQJSA-N

> <FORMULA>
C23H25NO8

> <MOLECULAR_WEIGHT>
443.452

> <EXACT_MASS>
443.158016769

> <JCHEM_ACCEPTOR_COUNT>
9

> <JCHEM_ATOM_COUNT>
57

> <JCHEM_AVERAGE_NEUTRAL_MICROSPECIES_CHARGE>
-0.16322117188486943

> <JCHEM_AVERAGE_POLARIZABILITY>
45.214202725565855

> <JCHEM_BIOAVAILABILITY>
1

> <JCHEM_DONOR_COUNT>
5

> <JCHEM_FORMAL_CHARGE>
0

> <JCHEM_GHOSE_FILTER>
0

> <JCHEM_IUPAC>
(2S,3S,4S,5R)-3,4,5-trihydroxy-6-{[(9R)-4-hydroxy-10-methyl-10-azatetracyclo[7.7.1.0^{2,7}.0^{13,17}]heptadeca-1(16),2(7),3,5,13(17),14-hexaen-3-yl]oxy}oxane-2-carboxylic acid

> <JCHEM_LOGP>
-1.5841275605679137

> <JCHEM_MDDR_LIKE_RULE>
0

> <JCHEM_NEUTRAL_CHARGE>
0

> <JCHEM_NUMBER_OF_RINGS>
5

> <JCHEM_PHYSIOLOGICAL_CHARGE>
0

> <JCHEM_PKA>
9.956985604120431

> <JCHEM_PKA_STRONGEST_ACIDIC>
3.03815400435112

> <JCHEM_PKA_STRONGEST_BASIC>
7.712711630115811

> <JCHEM_POLAR_SURFACE_AREA>
139.92000000000002

> <JCHEM_REFRACTIVITY>
111.99989999999997

> <JCHEM_ROTATABLE_BOND_COUNT>
3

> <JCHEM_RULE_OF_FIVE>
1

> <JCHEM_TRADITIONAL_IUPAC>
(2S,3S,4S,5R)-3,4,5-trihydroxy-6-{[(9R)-3-hydroxy-10-methyl-10-azatetracyclo[7.7.1.0^{2,7}.0^{13,17}]heptadeca-1(16),2(7),3,5,13(17),14-hexaen-4-yl]oxy}oxane-2-carboxylic acid

> <JCHEM_VEBER_RULE>
0

> <DRUGBANK_ID>
DBMET03132

> <NAME>
Apomorphine 11-glucuronide

$$$$