3DMET: B02086

Universal description

 
Entry B02086
Name heroin; diamorphine; diacetylmorphine
Formula C21H23NO5
Weight 369.414
Canonical SMILES CN1CC[C@]23[C@H]4Oc5c3c(C[C@@H]1[C@@H]2C=C[C@@H]4OC(=O)C)ccc5OC(=O)C
InChI 1/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
KEGG C06534
 

2D and 3D-structures/descriptors

 
2D-Structure

3D-structure (visualized by JSmol)
 

2D descriptors

3D descriptors

Formal charge 0
Weight 369.417
LogP(o/w) 1.767
SlogP 1.98857
LogS -2.98081
SMR 9.6768
TPSA (A2) 65.07
Number of rings 5
Number of atoms 50
   Chiral atoms 5
   H-bond acceptor 4
   H-bond donor 0
   Acidic atoms 0
   Basic atoms 0
   Aromatic atoms 6
    Heavy atoms 27
Number of bonds 54
   Single bonds 45
   Rotatable single bonds 2
   Double bonds 3
   Triple bonds 0
   Aromatic bonds 6
Volume (A3) 346.375
ASA (A2) 569.078
VSA (A2) 369.319
Density 1.06652
Diameter 10
Dipole (debye) 1.45855
Globularity 0.218794
Potential energy (kcal/mol) 105.788
   angle bend energy 31.199
   electrostatic energy 6.08577
   non-bond energy 58.2467
   out-of-plane energy 0.297829
   solvation energy -10.8296
   bond stretch-bend energy 0.683516
   torsion energy 7.02029
   Van del Waals energy 52.1609