8-oxo-dATP
C₁₀H₁₂N₅O₁₃P₃-₄·503.150 g/mol·CID 135397950
IUPAC: [[[(2R,3S,5R)-5-(6-amino-8-oxo-7H-purin-9-yl)-3-hydroxyoxolan-2-yl]methoxy-oxidophosphoryl]oxy-oxidophosphoryl] phosphate
Also known as: 8-oxo-dATP(4-), CHEBI:172871, ({[(2R,3S,5R)-5-(6-amino-8-oxo-8,9-dihydro-7H-purin-9-yl)-3-hydroxyoxolan-2-yl]methyl phosphonato}oxy)(phosphonatooxy)phosphinate
Molecular Structure
Molecular Propertiesmass · H-bonds · stereo
Molecular Weight
503.150g/mol
Exact Mass
502.964446Da
Monoisotopic Mass
502.964446Da
XLogP
-5.7
Polar Surface Area
285.0Ų
Complexity
813
Formal Charge
-4
H-Bond Donors
3
H-Bond Acceptors
16
Rotatable Bonds
7
Heavy Atoms
31
Stereo Centers
3
Bond Stereo
0
Drug-Likeness (Lipinski's Rule of Five)
✗ 503.1 g/mol
MW ≤ 500
✓ -5.7
LogP ≤ 5
✓ 3
H-bond donors ≤ 5
✗ 16
H-bond acceptors ≤ 10
2 violations — poor oral bioavailability predicted
Chemical IdentifiersSMILES · InChI
InChI
InChI=1S/C10H16N5O13P3/c11-8-7-9(13-3-12-8)15(10(17)14-7)6-1-4(16)5(26-6)2-25-30(21,22)28-31(23,24)27-29(18,19)20/h3-6,16H,1-2H2,(H,14,17)(H,21,22)(H,23,24)(H2,11,12,13)(H2,18,19,20)/p-4/t4-,5+,6+/m0/s1
Isomers8 compounds with formula C₁₀H₁₂N₅O₁₃P₃-₄
[[[(2R,3S,4R,5R)-5-(6-aminopurin-9-yl)-3,4-dihydroxyoxolan-2-yl]methoxy-oxidophosphoryl]oxy-oxidophosphoryl] phosphate
CID 5461108 · 503.1 g/mol
[[[(2R,3S,5R)-5-(2-amino-6-oxo-1H-purin-9-yl)-3-hydroxyoxolan-2-yl]methoxy-oxidophosphoryl]oxy-oxidophosphoryl] phosphate
CID 135398598 · 503.1 g/mol
[[[(2R,3S,5R)-5-(6-amino-2-oxo-1H-purin-9-yl)-3-hydroxyoxolan-2-yl]methoxy-oxidophosphoryl]oxy-oxidophosphoryl] phosphate
CID 86289402 · 503.1 g/mol
[[[(2R,3S,5R)-3-hydroxy-5-[6-(hydroxyamino)purin-9-yl]oxolan-2-yl]methoxy-oxidophosphoryl]oxy-oxidophosphoryl] phosphate
CID 54758627 · 503.1 g/mol
[[[5-(6-aminopurin-9-yl)-3,4-dihydroxyoxolan-2-yl]methoxy-oxidophosphoryl]oxy-oxidophosphoryl] phosphate
CID 44396372 · 503.1 g/mol
[[[(2R,4S,5R)-5-(6-aminopurin-9-yl)-3,4-dihydroxyoxolan-2-yl]methoxy-oxidophosphoryl]oxy-oxidophosphoryl] phosphate
CID 58165918 · 503.1 g/mol
[[[5-(2-amino-6-oxo-1H-purin-9-yl)-3-hydroxyoxolan-2-yl]methoxy-oxidophosphoryl]oxy-oxidophosphoryl] phosphate
CID 141666204 · 503.1 g/mol
[[[3-azido-5-(5-methyl-2,4-dioxopyrimidin-1-yl)oxolan-2-yl]methoxy-oxidophosphoryl]oxy-oxidophosphoryl] phosphate
CID 44346423 · 503.1 g/mol