NAADP   

GtoPdb Ligand ID: 2450

Synonyms: NAADP+ | nicotinic acid adenine dinucleotide phosphate
2D Structure
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Physico-chemical Properties
Hydrogen bond acceptors 22
Hydrogen bond donors 9
Rotatable bonds 13
Topological polar surface area 388.43
Molecular weight 745.07
XLogP -5.13
No. Lipinski's rules broken 3
SMILES / InChI / InChIKey
Canonical SMILES OC1C(O)C(OC1[n+]1cccc(c1)C(=O)O)COP(=O)(OP(=O)(OCC1OC(C(C1O)OP(=O)(O)O)n1cnc2c1ncnc2N)O)O
Isomeric SMILES O[C@@H]1[C@H](O)[C@H](O[C@H]1[n+]1cccc(c1)C(=O)O)COP(=O)(OP(=O)(OC[C@H]1O[C@H]([C@@H]([C@@H]1O)OP(=O)(O)O)n1cnc2c1ncnc2N)O)O
InChI InChI=1S/C21H27N6O18P3/c22-17-12-18(24-7-23-17)27(8-25-12)20-16(44-46(33,34)35)14(29)11(43-20)6-41-48(38,39)45-47(36,37)40-5-10-13(28)15(30)19(42-10)26-3-1-2-9(4-26)21(31)32/h1-4,7-8,10-11,13-16,19-20,28-30H,5-6H2,(H6-,22,23,24,31,32,33,34,35,36,37,38,39)/p+1/t10-,11-,13-,14-,15-,16-,19-,20-/m1/s1
InChI Key QOTXBMGJKFVZRD-HISDBWNOSA-O
Classification
Compound class Metabolite or derivative
IUPAC Name
1-[(2R,3R,4S,5R)-5-[[[[(2R,3R,4R,5R)-5-(6-aminopurin-9-yl)-3-hydroxy-4-phosphonooxyoxolan-2-yl]methoxy-hydroxyphosphoryl]oxy-hydroxyphosphoryl]oxymethyl]-3,4-dihydroxyoxolan-2-yl]pyridin-1-ium-3-carboxylic acid
Synonyms
NAADP+ | nicotinic acid adenine dinucleotide phosphate
Database Links
CAS Registry No. 5502-96-5 (source: Scifinder)
ChEBI CHEBI:76072
GtoPdb PubChem SID 53801022
PubChem CID 123953
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Wikipedia Nicotinic_acid_adenine_dinucleotide_phosphate