327
  Mrv1909 07311922412D          

 24 28  0  0  1  0            999 V2000
    2.1326   -0.2369    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.9319   -2.3664    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.9319    1.8010    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    5.5409   -1.1076    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    3.3976   -0.6952    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
    4.1120   -1.1076    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
    4.8265   -0.6952    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
    2.6831   -1.1076    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
    3.8742   -0.0902    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.3976    0.1297    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.1120   -1.9327    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.8265    0.1297    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.0475   -0.0902    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.1120    0.5422    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.3976   -2.3452    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.6831   -1.9327    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
    2.6831    0.5422    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.1318   -1.7427    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.1120    1.3672    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.6831    1.3672    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.3976    1.7796    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.5580   -1.6392    0.0000 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.0644   -1.3471    0.0000 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.0166   -1.3007    0.0000 H   0  0  0  0  0  0  0  0  0  0  0  0
  1 17  1  0  0  0  0
  3 20  1  0  0  0  0
  4  7  1  0  0  0  0
  4 13  1  0  0  0  0
  4 18  1  0  0  0  0
  5  6  1  0  0  0  0
  5  8  1  0  0  0  0
  5  9  1  1  0  0  0
  5 10  1  0  0  0  0
  6  7  1  0  0  0  0
  6 11  1  0  0  0  0
  6 22  1  1  0  0  0
  7 12  1  0  0  0  0
  7 23  1  6  0  0  0
  8 16  1  0  0  0  0
  8 24  1  1  0  0  0
  9 13  1  0  0  0  0
 10 14  2  0  0  0  0
 10 17  1  0  0  0  0
 11 15  1  0  0  0  0
 12 14  1  0  0  0  0
 14 19  1  0  0  0  0
 15 16  1  0  0  0  0
 17 20  2  0  0  0  0
 19 21  2  0  0  0  0
 20 21  1  0  0  0  0
 16  2  1  6  0  0  0
  8  1  1  6  0  0  0
M  END
> <DATABASE_ID>
DB01565

> <DATABASE_NAME>
drugbank

> <SMILES>
[H][C@@]12OC3=C(O)C=CC4=C3[C@@]11CCN(C)[C@]([H])(C4)[C@]1([H])CC[C@@H]2O

> <INCHI_IDENTIFIER>
InChI=1S/C17H21NO3/c1-18-7-6-17-10-3-5-13(20)16(17)21-15-12(19)4-2-9(14(15)17)8-11(10)18/h2,4,10-11,13,16,19-20H,3,5-8H2,1H3/t10-,11+,13-,16-,17-/m0/s1

> <INCHI_KEY>
IJVCSMSMFSCRME-KBQPJGBKSA-N

> <FORMULA>
C17H21NO3

> <MOLECULAR_WEIGHT>
287.3535

> <EXACT_MASS>
287.152143543

> <JCHEM_ACCEPTOR_COUNT>
4

> <JCHEM_ATOM_COUNT>
42

> <JCHEM_AVERAGE_POLARIZABILITY>
30.675439214909165

> <JCHEM_BIOAVAILABILITY>
1

> <JCHEM_DONOR_COUNT>
2

> <JCHEM_FORMAL_CHARGE>
0

> <JCHEM_GHOSE_FILTER>
1

> <JCHEM_IUPAC>
(1S,5R,13R,14S,17R)-4-methyl-12-oxa-4-azapentacyclo[9.6.1.0^{1,13}.0^{5,17}.0^{7,18}]octadeca-7(18),8,10-triene-10,14-diol

> <JCHEM_LOGP>
1.0786493941262352

> <JCHEM_MDDR_LIKE_RULE>
0

> <JCHEM_NUMBER_OF_RINGS>
5

> <JCHEM_PHYSIOLOGICAL_CHARGE>
1

> <JCHEM_PKA>
14.151856484300977

> <JCHEM_PKA_STRONGEST_ACIDIC>
10.288931769658

> <JCHEM_PKA_STRONGEST_BASIC>
9.235781522934591

> <JCHEM_POLAR_SURFACE_AREA>
52.93

> <JCHEM_REFRACTIVITY>
79.15980000000002

> <JCHEM_ROTATABLE_BOND_COUNT>
0

> <JCHEM_RULE_OF_FIVE>
1

> <JCHEM_TRADITIONAL_IUPAC>
(1S,5R,13R,14R,17R)-4-methyl-12-oxa-4-azapentacyclo[9.6.1.0^{1,13}.0^{5,17}.0^{7,18}]octadeca-7(18),8,10-triene-10,14-diol

> <JCHEM_VEBER_RULE>
0

> <DRUGBANK_ID>
DB01565

> <DRUG_GROUPS>
experimental; illicit

> <GENERIC_NAME>
Dihydromorphine

> <SYNONYMS>
Dihydromorphine

$$$$