3DMET: B01146

Universal description

 
Entry B01146
Name Thiamin diphosphate; Thiamine diphosphate; Thiamin pyrophosphate; TPP; ThPP
Formula C12H19N4O7P2S
Weight 425.045
Canonical SMILES Cc1c(CCO[P@](=O)([OH-])OP(=O)([OH-])[OH-])sc[n+]1Cc2cnc(C)nc2N
InChI 1/C12H19N4O7P2S/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/h5,7,17-18,20H,3-4,6H2,1-2H3,(H2,13,14,15)/q-2
COMPOUND C00068
 

2D and 3D structures/descriptors

 
2D Structure

3D structure (visualized by Jmol)
 

2D descriptors

3D descriptors

Formal charge -2
Weight 422.295
LogP(o/w) -1.445
SlogP -2.92829
LogS -0.90784
SMR 8.43204
TPSA (A2) 159.49
Number of rings 2
Number of atoms 42
   Chiral atoms 1
   H-bond acceptor 3
   H-bond donor 1
   Acidic atoms 5
   Basic atoms 1
   Aromatic atoms 11
    Heavy atoms 26
Number of bonds 43
   Single bonds 32
   Rotatable single bonds 8
   Double bonds 0
   Triple bonds 0
   Aromatic bonds 11
Volume (A3) 336.75
ASA (A2) 634.674
VSA (A2) 398.308
Density 1.26301
Diameter 15
Dipole (debye) 0
Globularity 0.0503541
Potential energy (kcal/mol) -174.567
   angle bend energy 48.6747
   electrostatic energy -270.602
   non-bond energy -246.014
   out-of-plane energy 0.0413076
   solvation energy -562.11
   bond stretch-bend energy -4.14643
   torsion energy 8.82113
   Van del Waals energy 24.588

Three-dimensionalizing operation

converted by CORINA
confirmed by InChI
status Completely same chiraliry