ddATP
Athanor · official
C10H16N5O11P3 · 475.18 g/mol
IUPAC name: [[(2S,5R)-5-(6-aminopurin-9-yl)oxolan-2-yl]methoxy-hydroxyphosphoryl] phosphono hydrogen phosphate
Also called dideoxyadenosine triphosphate, Sanger sequencing, chain terminator, ddNTP
Names and identifiers
- IUPAC name
- [[(2S,5R)-5-(6-aminopurin-9-yl)oxolan-2-yl]methoxy-hydroxyphosphoryl] phosphono hydrogen phosphate
- Synonyms
- dideoxyadenosine triphosphate, Sanger sequencing, chain terminator
+ 38 more
ddNTP, 2',3'-Dideoxyadenosine triphosphate, 2',3'-Dideoxy-ATP, 2',3'-DIDEOXYADENOSINE 5'-TRIPHOSPHATE, 9MCI2H1EJ6, Adenosine 5'-(tetrahydrogen triphosphate), 2',3'-dideoxy-, DTXSID90178767, RefChem:439358, DTXCID50101258, (((((((2S,5R)-5-(6-amino-9H-purin-9-yl)oxolan-2-yl)methoxy)(hydroxy)phosphoryl)oxy)(hydroxy)phosphoryl)oxy)phosphonic acid, 2',3'-ddATP, Dda-triphosphate, [[(2S,5R)-5-(6-aminopurin-9-yl)oxolan-2-yl]methoxy-hydroxyphosphoryl] phosphono hydrogen phosphate, dideoxyadenosine 5'-triphosphate, CHEMBL1383, 2',3'-dideoxyadenosine-5'-triphosphate, 2',3'-Dideoxyadenosine-5-triphosphate, UNII-9MCI2H1EJ6, ddA-TP, ATP,2',3'-dideoxy, orb65197, SCHEMBL79815, orb638821, 2',3'-DIDEOXYADENOSINE TRIPHOSPHATE (DDATP), GTPL1709, orb1709912, orb1733966, orb1734211, orb2702620, orb2702621, SCHEMBL30301198, EX-A9032N, CHEBI:172701, BDBM50164644, AKOS030589611, 2'',3''-dideoxyadenosine triphosphate, DB02189, DB-227048
- Molecular formula
- C10H16N5O11P3
- Empirical formula
- C10H16N5O11P3
- Molecular weight
- 475.18 g/mol
- Exact mass
- 475.00592
- CAS number
- 17176-04-6
- PubChem CID
- 65304
- Canonical SMILES
- C1CC(OC1COP(=O)(O)OP(=O)(O)OP(=O)(O)O)N2C=NC3=C(N=CN=C32)N
- Isomeric SMILES
- C1C[C@@H](O[C@@H]1COP(=O)(O)OP(=O)(O)OP(=O)(O)O)N2C=NC3=C(N=CN=C32)N
- InChI
- InChI=1S/C10H16N5O11P3/c11-9-8-10(13-4-12-9)15(5-14-8)7-2-1-6(24-7)3-23-28(19,20)26-29(21,22)25-27(16,17)18/h4-7H,1-3H2,(H,19,20)(H,21,22)(H2,11,12,13)(H2,16,17,18)/t6-,7+/m0/s1
- InChIKey
- OAKPWEUQDVLTCN-NKWVEPMBSA-N
- Molfile
Names, InChI and the identifiers from PubChem, retrieved 2026-10-14.
Calculated
- Heavy atoms
- 29
- Rings
- 3
- Aromatic rings
- 2
- Fraction sp³ carbons (Fsp3)
- 0.5
- H-bond donors
- 5
- H-bond acceptors
- 11 computed here · PubChem 15
- Rotatable bonds
- 8
- TPSA (Ų)
- 238.7 computed here · PubChem 239
- Formal charge
- 0
- XLogP3
- -3.5 PubChem
- Complexity
- 738 PubChem
- Stereocenters
- 2 defined, 2 undefinedCIP: C11: R · C14: S · P17: undefined · P21: undefined
- Double-bond geometry
- None specified
- Point group
- C1 of one 3D conformer with its hydrogens, by Athanor’s engine (as in the app)
Elemental analysis
- C25.28%
- H3.39%
- N14.74%
- O37.04%
- P19.55%
Isotope pattern
Each peak is a nominal mass with its abundance-weighted exact mass, as a percentage of the tallest, from IUPAC natural isotope abundances.
Computed from the structure with RDKit 2026.09 when this page was built, beside PubChem's own computed values from its record; where the two differ, both are shown.
Predicted
- log P
- 0.43 Crippen (Wildman and Crippen 1999)
- log S (water solubility)
- -2.76 ESOL (Delaney 2004), log mol/L
- Synthetic accessibility
- 4.28 SA score, 1 easy to 10 hard (Ertl and Schuffenhauer 2009)
Drug-likeness: Lipinski’s rule of five
- Molecular weight ≤ 500: 475.18
- log P ≤ 5 (Crippen): 0.43
- H-bond donors ≤ 5: 5
- H-bond acceptors ≤ 10: 11
Breaks 1 of the four rules.
¹³C NMR shifts, predicted
Predictions, not measurements; each names its method. A measured log P, where a source reports one, is under Physical properties.
Safety
No GHS hazard classification was found in the sources.
Safety data sheets on the supplier’s page: Biorbyt, MedChemexpress MCE, BLD Pharm.
Always read the supplier’s safety data sheet before working with it.
Literature
Reading PubChem, OpenAlex and GSRS…
Bioactivity
Reading ChEMBL…
References
- ·Calculated values: computed by Athanor with RDKit 2026.09 from the structure.
- ·Literature on PubChem
Data last updated 2026-10-14.