Ap3a   Click here for help

GtoPdb Ligand ID: 5454

Synonyms: diadenosine triphosphate
PDB Ligand
Compound class: Synthetic organic
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2D Structure
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Physico-chemical Properties
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Hydrogen bond acceptors 24
Hydrogen bond donors 9
Rotatable bonds 12
Topological polar surface area 416.87
Molecular weight 756.08
XLogP -6.36
No. Lipinski's rules broken 3
SMILES / InChI / InChIKey
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Canonical SMILES OC1C(COP(=O)(OP(=O)(OP(=O)(OCC2OC(C(C2O)O)n2cnc3c2ncnc3N)O)O)O)OC(C1O)n1cnc2c1ncnc2N
Isomeric SMILES O[C@@H]1[C@@H](COP(=O)(OP(=O)(OP(=O)(OC[C@H]2O[C@H]([C@@H]([C@@H]2O)O)n2cnc3c2ncnc3N)O)O)O)O[C@H]([C@@H]1O)n1cnc2c1ncnc2N
InChI InChI=1S/C20H27N10O16P3/c21-15-9-17(25-3-23-15)29(5-27-9)19-13(33)11(31)7(43-19)1-41-47(35,36)45-49(39,40)46-48(37,38)42-2-8-12(32)14(34)20(44-8)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)(H2,21,23,25)(H2,22,24,26)/t7-,8-,11-,12-,13-,14-,19-,20-/m1/s1
InChI Key QCICUPZZLIQAPA-XPWFQUROSA-N
Classification Click here for help
Compound class Synthetic organic
IUPAC Name Click here for help
{[(2R,3S,4R,5R)-5-(6-amino-9H-purin-9-yl)-3,4-dihydroxyoxolan-2-yl]methoxy}({[({[(2R,3S,4R,5R)-5-(6-amino-9H-purin-9-yl)-3,4-dihydroxyoxolan-2-yl]methoxy}(hydroxy)phosphoryl)oxy](hydroxy)phosphoryl}oxy)phosphinic acid
Synonyms Click here for help
diadenosine triphosphate
Database Links Click here for help
Specialist databases
GPCRdb Ligand Ap3a
Other databases
ChEMBL Ligand CHEMBL407938
GtoPdb PubChem SID 178102104
PubChem CID 165381
RCSB PDB Ligand BA3
Search Google for chemical match using the InChIKey QCICUPZZLIQAPA-XPWFQUROSA-N
Search Google for chemicals with the same backbone QCICUPZZLIQAPA
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UniChem Connectivity Search for chemical match using the InChIKey QCICUPZZLIQAPA-XPWFQUROSA-N