3DMET: B02086

Universal description

 
Entry B02086
Name Heroin; Diamorphine; Diacetylmorphine
Formula C21H23NO5
Weight 369.158
Canonical SMILES CO[C@@]12[C@H]3[NH2+][C@H]3CN2C4=C([C@H]1COC(=O)N)C(=O)C(=C(C)C4=O)N
InChI 1/C15H18N4O5/c1-5-9(16)12(21)8-6(4-24-14(17)22)15(23-2)13-7(18-13)3-19(15)10(8)11(5)20/h6-7,13,18H,3-4,16H2,1-2H3,(H2,17,22)/p+1/t6-,7+,13+,15-/m1/s1
CASRN® 561-27-3
COMPOUND C06534
 

2D and 3D structures/descriptors

 
2D Structure

3D structure (visualized by Jmol)
 

2D descriptors

3D descriptors

Formal charge 1
Weight 335.34
LogP(o/w) -1.529
SlogP -2.6774
LogS -1.66014
SMR 7.89002
TPSA (A2) 141.56
Number of rings 4
Number of atoms 43
   Chiral atoms 4
   H-bond acceptor 4
   H-bond donor 2
   Acidic atoms 0
   Basic atoms 1
   Aromatic atoms 0
    Heavy atoms 24
Number of bonds 46
   Single bonds 41
   Rotatable single bonds 3
   Double bonds 5
   Triple bonds 0
   Aromatic bonds 0
Volume (A3) 291.375
ASA (A2) 537.283
VSA (A2) 328.645
Density 1.14743
Diameter 9
Dipole (debye) 0
Globularity 0.273549
Potential energy (kcal/mol) 179.328
   angle bend energy 43.8002
   electrostatic energy -13.2633
   non-bond energy 19.3081
   out-of-plane energy 75.9615
   solvation energy -98.6935
   bond stretch-bend energy 1.13808
   torsion energy 26.1615
   Van del Waals energy 32.5714

Three-dimensionalizing operation

converted by CONCORD standalone
confirmed by InChI
status Completely same chiraliry