NAD   Click here for help

GtoPdb Ligand ID: 2451

Synonyms: NAD+
PDB Ligand
Compound class: Metabolite
2D Structure
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Physico-chemical Properties
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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
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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
Enzymes Catalysing Reactions with this Compound as a Substrate or Product
Enzyme EC number Reaction Reference
aldehyde dehydrogenase 2 family member
aldehyde dehydrogenase 5 family member A1
aldehyde dehydrogenase 9 family member A1
Cofactor in Enzyme Reactions
Enzyme Reference
aldehyde dehydrogenase 5 family member A1
aldehyde dehydrogenase 9 family member A1
delta 4-desaturase, sphingolipid 1
delta 4-desaturase, sphingolipid 2
Selectivity at GPCRs
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Target Sp. Type Action Value Parameter Concentration range (M) Reference
P2Y11 receptor Hs Agonist Full agonist - - - 3
[3]
Selectivity at ion channels
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Target Sp. Type Action Value Parameter Concentration range (M) Reference
TRPM2 Ligand is endogenous in the given species Hs Activator Agonist - - 3x10-4 - 1x10-3 1-2,4-5
Conc range: 3x10-4 - 1x10-3 M [1-2,4-5]
Voltage: -60.0 mV