3DMET: B02205

Universal description

 
Entry B02205
Name 7-aminocephalosporanic acid; 7-aminocephalosporinic acid; 7-ACA; (7R)-7-aminocephalosporanate
Formula C10H12N2O5S
Weight 272.273
Canonical SMILES CC(=O)OCC1=C(N2[C@@H](SC1)[C@H](N)C2=O)C(=O)O
InChI 1/C10H12N2O5S/c1-4(13)17-2-5-3-18-9-6(11)8(14)12(9)7(5)10(15)16/h6,9H,2-3,11H2,1H3,(H,15,16)/t6-,9+/m1/s1
KEGG C07756
 

2D and 3D-structures/descriptors

 
2D-Structure

3D-structure (visualized by JSmol)
 

2D descriptors

3D descriptors

Formal charge 0
Weight 272.281
LogP(o/w) -0.989
SlogP -0.8694
LogS -1.5111
SMR 6.23632
TPSA (A2) 109.93
Number of rings 2
Number of atoms 30
   Chiral atoms 2
   H-bond acceptor 5
   H-bond donor 3
   Acidic atoms 0
   Basic atoms 0
   Aromatic atoms 0
    Heavy atoms 18
Number of bonds 31
   Single bonds 27
   Rotatable single bonds 3
   Double bonds 4
   Triple bonds 0
   Aromatic bonds 0
Volume (A3) 227.125
ASA (A2) 466.809
VSA (A2) 265.146
Density 1.19882
Diameter 9
Dipole (debye) 0.878141
Globularity 0.0975101
Potential energy (kcal/mol) 250529
   angle bend energy 250510
   electrostatic energy -250501
   non-bond energy 250500
   out-of-plane energy 250491
   solvation energy 250476
   bond stretch-bend energy 250490
   torsion energy 250498
   Van del Waals energy 250510