adenophostin A   Click here for help

GtoPdb Ligand ID: 4124

Compound class: Synthetic organic
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2D Structure
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Physico-chemical Properties
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Hydrogen bond acceptors 22
Hydrogen bond donors 10
Rotatable bonds 11
Topological polar surface area 387.71
Molecular weight 669.05
XLogP -8.36
No. Lipinski's rules broken 3
SMILES / InChI / InChIKey
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Canonical SMILES OCC1OC(C(C1OC1OC(CO)C(C(C1O)OP(=O)(O)O)OP(=O)(O)O)OP(=O)(O)O)n1cnc2c1ncnc2N
Isomeric SMILES OC[C@H]1O[C@H]([C@@H]([C@@H]1O[C@H]1O[C@H](CO)[C@H]([C@@H]([C@H]1O)OP(=O)(O)O)OP(=O)(O)O)OP(=O)(O)O)n1cnc2c1ncnc2N
InChI InChI=1S/C16H26N5O18P3/c17-13-7-14(19-3-18-13)21(4-20-7)15-12(39-42(31,32)33)9(5(1-22)34-15)36-16-8(24)11(38-41(28,29)30)10(6(2-23)35-16)37-40(25,26)27/h3-6,8-12,15-16,22-24H,1-2H2,(H2,17,18,19)(H2,25,26,27)(H2,28,29,30)(H2,31,32,33)/t5-,6-,8-,9-,10-,11-,12-,15-,16-/m1/s1
InChI Key RENVITLQVBEFDT-MZQFDOALSA-N
Classification Click here for help
Compound class Synthetic organic
IUPAC Name Click here for help
{[(2R,3R,4R,5R)-2-(6-amino-9H-purin-9-yl)-4-{[(2R,3R,4R,5R,6R)-3-hydroxy-6-(hydroxymethyl)-4,5-bis(phosphonooxy)oxan-2-yl]oxy}-5-(hydroxymethyl)oxolan-3-yl]oxy}phosphonic acid
Database Links Click here for help
CAS Registry No. 149091-92-9 (source: Scifinder)
ChEBI CHEBI:34524
ChEMBL Ligand CHEMBL204385
GtoPdb PubChem SID 178100946
PubChem CID 123695
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Wikipedia Adenophostin