NAD   

GtoPdb Ligand ID: 2451

Synonyms: NAD+
2D Structure
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Physico-chemical Properties
Hydrogen bond acceptors 19
Hydrogen bond donors 7
Rotatable bonds 11
Topological polar surface area 340.71
Molecular weight 663.11
XLogP -4.2
No. Lipinski's rules broken 3
SMILES / InChI / InChIKey
Canonical SMILES OC1C(COP(=O)(OP(=O)(OCC2OC(C(C2O)O)n2cnc3c2ncnc3N)O)[O-])OC(C1O)[n+]1cccc(c1)C(=O)N
Isomeric SMILES O[C@@H]1[C@@H](COP(=O)(OP(=O)(OC[C@H]2O[C@H]([C@@H]([C@@H]2O)O)n2cnc3c2ncnc3N)O)[O-])O[C@H]([C@@H]1O)[n+]1cccc(c1)C(=O)N
InChI InChI=1S/C21H27N7O14P2/c22-17-12-19(25-7-24-17)28(8-26-12)21-16(32)14(30)11(41-21)6-39-44(36,37)42-43(34,35)38-5-10-13(29)15(31)20(40-10)27-3-1-2-9(4-27)18(23)33/h1-4,7-8,10-11,13-16,20-21,29-32H,5-6H2,(H5-,22,23,24,25,33,34,35,36,37)/t10-,11-,13-,14-,15-,16-,20-,21-/m1/s1
InChI Key BAWFJGJZGIEFAR-NNYOXOHSSA-N
Classification
Compound class Metabolite or derivative
IUPAC Name
[[(2R,3S,4R,5R)-5-(6-aminopurin-9-yl)-3,4-dihydroxyoxolan-2-yl]methoxy-hydroxyphosphoryl] [(2R,3S,4R,5R)-5-(3-carbamoylpyridin-1-ium-1-yl)-3,4-dihydroxyoxolan-2-yl]methyl phosphate
Synonyms
NAD+
Database Links
CAS Registry No. 53-84-9 (source: Scifinder)
ChEBI CHEBI:44215
ChEMBL Ligand CHEMBL1234613
DrugCentral Ligand 4140
GtoPdb PubChem SID 135651521
PubChem CID 5892
RCSB PDB Ligand NAJ, NAD
Search Google for chemical match using the InChIKey BAWFJGJZGIEFAR-NNYOXOHSSA-N
Search Google for chemicals with the same backbone BAWFJGJZGIEFAR
Search UniChem for chemical match using the InChIKey BAWFJGJZGIEFAR-NNYOXOHSSA-N
Search UniChem for chemicals with the same backbone BAWFJGJZGIEFAR
Wikipedia Nicotinamide_adenine_dinucleotide