Mrv1718011231813022D          

 28 32  0  0  0  0            999 V2000
    0.0852   -0.4124    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
    0.0852    0.4125    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.6453    0.8367    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.5981   -0.8367    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
    0.7923   -0.8131    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
   -1.1168    0.0354    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.5230   -0.4124    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
    0.7923    0.8367    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.7923   -1.6381    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.5230    0.4361    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.4099   -0.7340    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   -0.5981   -1.6617    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
   -0.6453    1.6618    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.1088   -2.0624    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.6111    0.2369    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.3524    2.0860    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -1.3053   -2.0860    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.4134    0.2290    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.7923    1.6618    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.1088    2.0625    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.7813   -1.4914    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.3663   -1.5107    0.0000 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.0669    1.6734    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.7813    2.0860    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.0669    0.8485    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -2.0198   -1.6735    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.7342   -2.0860    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.0198   -0.8485    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
  2  1  1  0  0  0  0
  4  1  1  0  0  0  0
  5  1  1  0  0  0  0
  1 15  1  1  0  0  0
  3  2  1  0  0  0  0
  8  2  2  0  0  0  0
 13  3  2  0  0  0  0
  6  3  1  0  0  0  0
  4  6  1  6  0  0  0
 12  4  1  0  0  0  0
  7  5  1  0  0  0  0
  9  5  1  0  0  0  0
  5 22  1  1  0  0  0
 10  7  1  0  0  0  0
  7 11  1  1  0  0  0
 19  8  1  0  0  0  0
 10  8  1  0  0  0  0
 14  9  2  0  0  0  0
 18 11  1  0  0  0  0
 21 11  1  0  0  0  0
 12 17  1  6  0  0  0
 14 12  1  0  0  0  0
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 20 13  1  0  0  0  0
 18 15  1  0  0  0  0
 20 19  2  0  0  0  0
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 23 24  1  0  0  0  0
 23 25  2  0  0  0  0
 17 26  1  0  0  0  0
 26 27  1  0  0  0  0
 26 28  2  0  0  0  0
M  END
> <DATABASE_ID>
DB01452

> <DATABASE_NAME>
drugbank

> <SMILES>
[H][C@@]12C=C[C@H](OC(C)=O)[C@@H]3OC4=C(OC(C)=O)C=CC5=C4[C@]13CCN(C)[C@@H]2C5

> <INCHI_IDENTIFIER>
InChI=1S/C21H23NO5/c1-11(23)25-16-6-4-13-10-15-14-5-7-17(26-12(2)24)20-21(14,8-9-22(15)3)18(13)19(16)27-20/h4-7,14-15,17,20H,8-10H2,1-3H3/t14-,15+,17-,20-,21-/m0/s1

> <INCHI_KEY>
GVGLGOZIDCSQPN-PVHGPHFFSA-N

> <FORMULA>
C21H23NO5

> <MOLECULAR_WEIGHT>
369.411

> <EXACT_MASS>
369.157622851

> <JCHEM_ACCEPTOR_COUNT>
4

> <JCHEM_ATOM_COUNT>
50

> <JCHEM_AVERAGE_POLARIZABILITY>
38.19242783020298

> <JCHEM_BIOAVAILABILITY>
1

> <JCHEM_DONOR_COUNT>
0

> <JCHEM_FORMAL_CHARGE>
0

> <JCHEM_GHOSE_FILTER>
1

> <JCHEM_IUPAC>
(1S,5R,13R,14S,17R)-10-(acetyloxy)-4-methyl-12-oxa-4-azapentacyclo[9.6.1.0^{1,13}.0^{5,17}.0^{7,18}]octadeca-7(18),8,10,15-tetraen-14-yl acetate

> <ALOGPS_LOGP>
2.30

> <JCHEM_LOGP>
1.5490089333333337

> <ALOGPS_LOGS>
-3.14

> <JCHEM_MDDR_LIKE_RULE>
0

> <JCHEM_NUMBER_OF_RINGS>
5

> <JCHEM_PHYSIOLOGICAL_CHARGE>
1

> <JCHEM_PKA_STRONGEST_BASIC>
9.09925519553095

> <JCHEM_POLAR_SURFACE_AREA>
65.07000000000001

> <JCHEM_REFRACTIVITY>
98.42540000000002

> <JCHEM_ROTATABLE_BOND_COUNT>
4

> <JCHEM_RULE_OF_FIVE>
1

> <ALOGPS_SOLUBILITY>
2.66e-01 g/l

> <JCHEM_TRADITIONAL_IUPAC>
(1S,5R,13R,14S,17R)-10-(acetyloxy)-4-methyl-12-oxa-4-azapentacyclo[9.6.1.0^{1,13}.0^{5,17}.0^{7,18}]octadeca-7(18),8,10,15-tetraen-14-yl acetate

> <JCHEM_VEBER_RULE>
0

> <DRUGBANK_ID>
DB01452

> <DRUG_GROUPS>
approved; illicit; investigational

> <GENERIC_NAME>
Diamorphine

> <SYNONYMS>
(5α,6α)-7,8-Didehydro-4,5-epoxy-17-methylmorphinan-3,6-diol diacetate (ester); 3,6-Diacetylmorphine; 7,8-Dihydro-4,5-alpha-epoxy-17-methylmorphinan-3,6-alpha-diol diacetate; Diacetylmorphine; Diamorphine; Heroin; O,O'-Diacetylmorphine

> <PRODUCTS>
Diacetylmorphine Hydrochloride; Diamorphine Hydrochloride Inj 100mg/ml BP; Diamorphine Hydrochloride Inj 30mg/ml BP

> <SALTS>
Diamorphine hydrochloride

$$$$