AZT triphosphate
C₁₀H₁₆N₅O₁₃P₃·507.180 g/mol·CID 72187
IUPAC: [[(2S,3S,5R)-3-azido-5-(5-methyl-2,4-dioxopyrimidin-1-yl)oxolan-2-yl]methoxy-hydroxyphosphoryl] phosphono hydrogen phosphate
Also known as: Zidovudine triphosphate, AZTTP, 92586-35-1, Azt-TP, 3'-Azido-3'-deoxythymidine 5'-triphosphate (+14 more)
Molecular Structure
Molecular Propertiesmass · H-bonds · stereo
Molecular Weight
507.180g/mol
Exact Mass
506.995747Da
Monoisotopic Mass
506.995747Da
XLogP
-3.2
Polar Surface Area
233.0Ų
Complexity
973
Formal Charge
0
H-Bond Donors
5
H-Bond Acceptors
15
Rotatable Bonds
9
Heavy Atoms
31
Stereo Centers
3
Bond Stereo
0
Drug-Likeness (Lipinski's Rule of Five)
✗ 507.2 g/mol
MW ≤ 500
✓ -3.2
LogP ≤ 5
✓ 5
H-bond donors ≤ 5
✗ 15
H-bond acceptors ≤ 10
2 violations — poor oral bioavailability predicted
Chemical IdentifiersSMILES · InChI
InChI
InChI=1S/C10H16N5O13P3/c1-5-3-15(10(17)12-9(5)16)8-2-6(13-14-11)7(26-8)4-25-30(21,22)28-31(23,24)27-29(18,19)20/h3,6-8H,2,4H2,1H3,(H,21,22)(H,23,24)(H,12,16,17)(H2,18,19,20)/t6-,7+,8+/m0/s1
Isomers8 compounds with formula C₁₀H₁₆N₅O₁₃P₃
[[(2R,3S,4R,5R)-5-(6-aminopurin-9-yl)-3,4-dihydroxyoxolan-2-yl]methoxy-hydroxyphosphoryl] phosphono hydrogen phosphate
CID 5957 · 507.2 g/mol
[[(2R,3S,5R)-5-(2-amino-6-oxo-1H-purin-9-yl)-3-hydroxyoxolan-2-yl]methoxy-hydroxyphosphoryl] phosphono hydrogen phosphate
CID 135398599 · 507.2 g/mol
[(2R,3R,4R,5R)-5-(6-aminopurin-9-yl)-3-hydroxy-4-phosphonooxyoxolan-2-yl]methyl phosphono hydrogen phosphate
CID 165230 · 507.2 g/mol
[[5-(6-aminopurin-9-yl)-3,4-dihydroxyoxolan-2-yl]methoxy-hydroxyphosphoryl] phosphono hydrogen phosphate
CID 238 · 507.2 g/mol
[(2R,3S,4R,5R)-5-(6-aminopurin-9-yl)-4-hydroxy-3-phosphonooxyoxolan-2-yl]methyl phosphono hydrogen phosphate
CID 128882 · 507.2 g/mol
[[(2S,4R,5R)-5-(2-amino-6-oxo-1H-purin-9-yl)-4-hydroxyoxolan-2-yl]methoxy-hydroxyphosphoryl] phosphono hydrogen phosphate
CID 135434165 · 507.2 g/mol
[[(2R,3S,5R)-5-(6-amino-2-oxo-1H-purin-9-yl)-3-hydroxyoxolan-2-yl]methoxy-hydroxyphosphoryl] phosphono hydrogen phosphate
CID 10368940 · 507.2 g/mol
[[3-azido-5-(5-methyl-2,4-dioxopyrimidin-1-yl)oxolan-2-yl]methoxy-hydroxyphosphoryl] phosphono hydrogen phosphate
CID 4473760 · 507.2 g/mol