Ap4A   Click here for help

GtoPdb Ligand ID: 1732

Synonyms: 5',5'''-diadenosine tetraphosphate | adenosyl-P4 | Ap4A | diadenosine tetraphosphate
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2D Structure
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Physico-chemical Properties
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Hydrogen bond acceptors 27
Hydrogen bond donors 6
Rotatable bonds 14
Topological polar surface area 484.53
Molecular weight 832.02
XLogP -7.59
No. Lipinski's rules broken 3
SMILES / InChI / InChIKey
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Canonical SMILES OC1C(COP(=O)(OP(=O)(OP(=O)(OP(=O)(OCC2OC(C(C2O)O)n2cnc3c2ncnc3N)[O-])[O-])[O-])[O-])OC(C1O)n1cnc2c1ncnc2N
Isomeric SMILES O[C@@H]1[C@@H](COP(=O)(OP(=O)(OP(=O)(OP(=O)(OC[C@H]2O[C@H]([C@@H]([C@@H]2O)O)n2cnc3c2ncnc3N)[O-])[O-])[O-])[O-])O[C@H]([C@@H]1O)n1cnc2c1ncnc2N
InChI InChI=1S/C20H28N10O19P4/c21-15-9-17(25-3-23-15)29(5-27-9)19-13(33)11(31)7(45-19)1-43-50(35,36)47-52(39,40)49-53(41,42)48-51(37,38)44-2-8-12(32)14(34)20(46-8)30-6-28-10-16(22)24-4-26-18(10)30/h3-8,11-14,19-20,31-34H,1-2H2,(H,35,36)(H,37,38)(H,39,40)(H,41,42)(H2,21,23,25)(H2,22,24,26)/p-4/t7-,8-,11-,12-,13-,14-,19-,20-/m1/s1
InChI Key YOAHKNVSNCMZGQ-XPWFQUROSA-J
Classification Click here for help
Compound class Metabolite or derivative
IUPAC Name Click here for help
[(2R,3S,4R,5R)-5-(6-amino-9H-purin-9-yl)-3,4-dihydroxyoxolan-2-yl]methyl [({[({[(2R,3S,4R,5R)-5-(6-amino-9H-purin-9-yl)-3,4-dihydroxyoxolan-2-yl]methyl phosphonato}oxy)phosphinato]oxy}phosphinato)oxy]phosphonate
Synonyms Click here for help
5',5'''-diadenosine tetraphosphate | adenosyl-P4 | Ap4A | diadenosine tetraphosphate
Database Links Click here for help
CAS Registry No. 5542-28-9 (source: Scifinder)
ChEBI CHEBI:58141
GtoPdb PubChem SID 135651441
PubChem CID 25243905
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Wikipedia Ap4A