714
  Mrv1909 05252017052D          

 33 37  0  0  1  0            999 V2000
    1.9487    1.4473    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -0.9091   -1.0276    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   -0.1946   -0.6151    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
   -0.1946    0.2098    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.5198   -1.0276    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.9091    0.6223    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.6236   -0.6151    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.6236    0.2098    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.5198    0.6223    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.2342   -0.6151    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.2342    0.2098    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.9091   -1.8526    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.9091    1.4473    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.5198    1.4473    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.9487   -1.0276    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.9487    0.6223    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.1946    1.8598    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.6632    0.2098    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.6632   -0.6151    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.1946   -1.4401    0.0000 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.8066    0.6223    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    5.5211    0.2098    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
    4.0921    0.2098    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.8066   -1.0276    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
    4.0921   -0.6151    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
    5.5211   -0.6151    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
    3.3776    0.6223    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    4.8066   -1.8526    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    3.3776   -1.0276    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    6.2355   -1.0276    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    6.9500    0.2098    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    6.2355    0.6223    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.2355    1.4473    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
  1 16  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  6  0  0  0
 21 23  1  0  0  0  0
 23 27  1  0  0  0  0
 24 28  1  6  0  0  0
 25 23  1  0  0  0  0
 24 25  1  0  0  0  0
 25 29  1  1  0  0  0
 26 24  1  0  0  0  0
 22 26  1  0  0  0  0
 26 30  1  1  0  0  0
 32 31  1  0  0  0  0
 32 33  2  0  0  0  0
 27 18  1  0  0  0  0
M  END
> <DATABASE_ID>
DBMET03131

> <DATABASE_NAME>
drugbank

> <SMILES>
[H][C@]12CC3=C(C(O)=C(OC4O[C@@H]([C@@H](O)[C@H](O)[C@H]4O)C(O)=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(17(25)16(11)12)31-23-20(28)18(26)19(27)21(32-23)22(29)30/h2-6,13,18-21,23,25-28H,7-9H2,1H3,(H,29,30)/t13-,18+,19+,20-,21+,23?/m1/s1

> <INCHI_KEY>
PMDWDAGKJPXGPP-JEQSINIESA-N

> <FORMULA>
C23H25NO8

> <MOLECULAR_WEIGHT>
443.452

> <EXACT_MASS>
443.158016769

> <JCHEM_ACCEPTOR_COUNT>
9

> <JCHEM_ATOM_COUNT>
57

> <JCHEM_AVERAGE_NEUTRAL_MICROSPECIES_CHARGE>
-0.16797327789711392

> <JCHEM_AVERAGE_POLARIZABILITY>
45.700607037976525

> <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)-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_LOGP>
-1.5843073355711645

> <JCHEM_MDDR_LIKE_RULE>
0

> <JCHEM_NEUTRAL_CHARGE>
0

> <JCHEM_NUMBER_OF_RINGS>
5

> <JCHEM_PHYSIOLOGICAL_CHARGE>
0

> <JCHEM_PKA>
9.577273781372915

> <JCHEM_PKA_STRONGEST_ACIDIC>
2.9267161867722677

> <JCHEM_PKA_STRONGEST_BASIC>
7.702797924107097

> <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>
DBMET03131

> <NAME>
Apomorphine 10-glucuronide

$$$$