dAMP (C10H14N5O6P): structure, properties and hazards

Names and identifiers

IUPAC name: [(2R,3S,5R)-5-(6-aminopurin-9-yl)-3-hydroxyoxolan-2-yl]methyl dihydrogen phosphate
Synonyms: deoxyadenosine monophosphate, 2'-Deoxyadenosine 5'-monophosphate, 5'-Adenylic acid, 2'-deoxy-
+ 36 more
Deoxyadenylic acid, Deoxy-AMP, 2'-Deoxy-AMP, Deoxyadenosine 5'-monophosphate, 2'-dAMP, Deoxyadenosine 5'-phosphate, 2'-Deoxyadenosine monophosphate, 2'-Deoxy-5'-adenosine monophosphate, Deoxyadenylate, VFR8I97ORM, CHEBI:17713, DTXSID901034859, NSC-77680, NSC-82625, dAMP cpd, 2'deoxy-5'-AMP, RefChem:439628, DTXCID101519358, 211-503-1, 2'-deoxyadenosine-5'-monophosphate, 2'-Deoxyadenosine 5'-phosphate, 2'-Deoxyadenylic acid, Deoxyadenosine monophosphate, Deoxy-5'-adenylic acid, 2'-DEOXY-5'-ADENYLIC ACID, d-AMP, 2-Deoxyadenosine-5-monophosphate, PdA (VAN), 2'-Deoxyadenosine 5'-(dihydrogen phosphate), [(2R,3S,5R)-5-(6-aminopurin-9-yl)-3-hydroxyoxolan-2-yl]methyl dihydrogen phosphate, {[(2R,3S,5R)-5-(6-amino-9H-purin-9-yl)-3-hydroxyoxolan-2-yl]methoxy}phosphonic acid, MFCD00005753, NSC 77680, NSC 82625, C10H14N5O6P, 5'-Adenylic acid, 2'-deoxy- (9CI)
Molecular formula: C₁₀H₁₄N₅O₆P
Empirical formula: C₁₀H₁₄N₅O₆P
Molecular weight: 331.22 g/mol
Exact mass: 331.06817
CAS number: 653-63-4
PubChem CID: 12599
Canonical SMILES: C1C(C(OC1N2C=NC3=C(N=CN=C32)N)COP(=O)(O)O)O
Isomeric SMILES: C1[C@@H]([C@H](O[C@H]1N2C=NC3=C(N=CN=C32)N)COP(=O)(O)O)O
InChI: InChI=1S/C10H14N5O6P/c11-9-8-10(13-3-12-9)15(4-14-8)7-1-5(16)6(21-7)2-20-22(17,18)19/h3-7,16H,1-2H2,(H2,11,12,13)(H2,17,18,19)/t5-,6+,7+/m0/s1
InChIKey: KHWCHTKSEGGWEX-RRKCRQDMSA-N
Molfile

Names, InChI and the identifiers from PubChem, retrieved 2026-10-14.

Calculated

Heavy atoms: 22
Rings: 3
Aromatic rings: 2
Fraction sp³ carbons (Fsp3): 0.5
H-bond donors: 4
H-bond acceptors: 8 computed here · PubChem 10
Rotatable bonds: 4
TPSA (Å²): 165.8 computed here · PubChem 166
Formal charge: 0
XLogP3: -2.2 PubChem
Complexity: 452 PubChem
Stereocenters: 3 definedCIP: C11: R · C13: S · C15: R
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

C36.26%
H4.26%
N21.14%
O28.98%
P9.35%

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: -0.83 Crippen (Wildman and Crippen 1999)
log S (water solubility): -1.41 ESOL (Delaney 2004), log mol/L
Synthetic accessibility: 3.73 SA score, 1 easy to 10 hard (Ertl and Schuffenhauer 2009)

Drug-likeness: Lipinski’s rule of five

Molecular weight ≤ 500: 331.23
log P ≤ 5 (Crippen): -0.83
H-bond donors ≤ 5: 4
H-bond acceptors ≤ 10: 8

Passes all 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: CATO Research Chemicals Inc., Molport, eMolecules.

Always read the supplier’s safety data sheet before working with it.

Spectra

Experimental spectra held by these sources; each link opens the source's own record.

Literature

Reading PubChem, OpenAlex and GSRS…

Bioactivity

Reading ChEMBL…

References

[1]European Chemicals Agency (ECHA) · ECHA legal notice: reuse with acknowledgement · via PubChem · retrieved 2026-10-14
[2]Human Metabolome Database (HMDB) · Linked only · via PubChem · retrieved 2026-10-14
[3]SpectraBase · Linked only · via PubChem · retrieved 2026-10-14
[4]MassBank Europe · Linked only · via PubChem · retrieved 2026-10-14
[5]MassBank of North America (MoNA) · CC BY 4.0 · via PubChem · retrieved 2026-10-14
[6]NIST Mass Spectrometry Data Center · Linked only · via PubChem · retrieved 2026-10-14
·Calculated values: computed by Athanor with RDKit 2026.09 from the structure.
·Literature on PubChem

Data last updated 2026-10-14.

Similar structures

Tanimoto similarity on Morgan fingerprints (radius 2) with RDKit 2026.09, at least 45%.