3DMET: B01146

Universal description

 
Entry B01146
Name thiamin diphosphate; thiamine diphosphate; thiamin pyrophosphate; TPP; thPP
Formula C12H19N4O7P2S
Weight 425.309
Canonical SMILES Cc1c(CCO[P@@](=O)(O)OP(=O)(O)O)sc[n+]1Cc2cnc(C)nc2N
InChI 1/C12H18N4O7P2S/c1-8-11(3-4-22-25(20,21)23-24(17,18)19)26-7-16(8)6-10-5-14-9(2)15-12(10)13/h5,7H,3-4,6H2,1-2H3,(H4-,13,14,15,17,18,19,20,21)/p+1
KEGG C00068
 

2D and 3D-structures/descriptors

 
2D-Structure

3D-structure (visualized by JSmol)
 

2D descriptors

3D descriptors

Formal charge 1
Weight 425.319
LogP(o/w) -1.295
SlogP -1.03229
LogS -0.69328
SMR 9.09768
TPSA (A2) 168.97
Number of rings 2
Number of atoms 45
   Chiral atoms 1
   H-bond acceptor 8
   H-bond donor 6
   Acidic atoms 0
   Basic atoms 1
   Aromatic atoms 11
    Heavy atoms 26
Number of bonds 46
   Single bonds 35
   Rotatable single bonds 8
   Double bonds 0
   Triple bonds 0
   Aromatic bonds 11
Volume (A3) 335.5
ASA (A2) 635.962
VSA (A2) 398.834
Density 1.26772
Diameter 15
Dipole (debye) 1.44837
Globularity 0.0543872
Potential energy (kcal/mol) -109.293
   angle bend energy 61.0252
   electrostatic energy -157.559
   non-bond energy -133.564
   out-of-plane energy 0.0263957
   solvation energy -42.6646
   bond stretch-bend energy -4.24657
   torsion energy -38.2433
   Van del Waals energy 23.9944