[5-(6-Aminopurin-9-yl)-3,4-dihydroxyoxolan-2-yl]methyl dihydrogen phosphate

Details

• Internal ID: 6c0f8942-7ed8-46d3-ab0a-7fe68c6f35ad
• Taxonomy: Nucleosides, nucleotides, and analogues > Purine nucleotides > Purine ribonucleotides > Purine ribonucleoside monophosphates
• IUPAC Name: [5-(6-aminopurin-9-yl)-3,4-dihydroxyoxolan-2-yl]methyl dihydrogen phosphate
• SMILES (Canonical): C1=NC(=C2C(=N1)N(C=N2)C3C(C(C(O3)COP(=O)(O)O)O)O)N
• SMILES (Isomeric): C1=NC(=C2C(=N1)N(C=N2)C3C(C(C(O3)COP(=O)(O)O)O)O)N
• InChI: InChI=1S/C10H14N5O7P/c11-8-5-9(13-2-12-8)15(3-14-5)10-7(17)6(16)4(22-10)1-21-23(18,19)20/h2-4,6-7,10,16-17H,1H2,(H2,11,12,13)(H2,18,19,20)
• InChI Key: UDMBCSSLTHHNCD-UHFFFAOYSA-N
• Popularity: 9,542 references in papers

Physical and Chemical Properties

• Molecular Formula: C₁₀H₁₄N₅O₇P
• Molecular Weight: 347.22 g/mol
• Exact Mass: 347.06308480 g/mol
• Topological Polar Surface Area (TPSA): 186.00 Ų
• XlogP: -3.50

Synonyms

• [5-(6-aminopurin-9-yl)-3,4-dihydroxyoxolan-2-yl]methyl dihydrogen phosphate
• 31077-38-0
• NSC20264
• Ara-AMP
• Vidarabine (phosphate)
• Vidarabine-5'-monophosphate
• Arabinosyladenine monophosphate
• Adenine arabinoside monophosphate
• 5'-Arabinosyladenine monophosphate
• Adenine arabinoside 5'-monophosphate
• D-Arabinosyladenine 5'-monophosphate
• MFCD00005750
• NSC127223
• Adenine arabinonucleoside 5'-phosphate
• 122768-03-0
• Ara-A (phosphate);Adenine Arabinoside (phosphate);9-beta-D-Arabinofuranosyladenine (phosphate)
• Vidarabine5'-monophosphate
• 9H-Purine, 5'-phosphate
• ADENYLIC ACID, YEAST
• CHEMBL16720
• SCHEMBL144997
• 9H-Purin-6-amine, 9-(5-O-phosphono-.beta.-D-arabinofuranosyl)-
• SCHEMBL20277555
• CHEBI:181501
• Adenine, 5'-(dihydrogen phosphate)
• NSC257884
• AKOS025248003
• NSC-257884
• NCGC00094831-01
• NCGC00094831-02
• NCGC00094831-03
• 24937-83-5
• NCI60_002075
• SY035647
• 5 inverted exclamation mark -Adenylic Acid
• FT-0619943
• FT-0638900
• FT-0696931
• 9-.beta.-D-Arabinofuranosyladenine 5'-phosphate
• 9-.beta.-D-Arabinofuranosyladenine monophosphate
• L001143
• 9-.beta.-D-Arabinofuranosyladenine 5'-monophosphate
• WLN: T56 BN DN FN HNJ IZ D- BT5OTJ CQ DQ E1OPQQO
• 9-(.beta.-D-Arabinofuranosyl)adenine 5'-(dihydrogen phosphate)
• 9-(5-O-Phosphono-.beta.-D-arabinofuranosyl)-9H-purin-6-amine
• [5-(6-Aminopurin-9-yl)-3,4-dihydroxy-oxolan-2-yl]methoxyphosphonic aci d

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
No predicted properties yet!

Targets

Proven Targets:

CHEMBL ID	UniProt ID	Name	Min activity	Assay type	Source
CHEMBL226	P30542	Adenosine A1 receptor	500 nM	EC50	via Super-PRED
CHEMBL3975	P09467	Fructose-1,6-bisphosphatase	140 nM	IC50	via Super-PRED

Predicted Targets (via Super-PRED):

CHEMBL ID	UniProt ID	Name	Probability	Model accuracy
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	98.49%	96.09%
CHEMBL1075162	Q13304	Uracil nucleotide/cysteinyl leukotriene receptor	97.75%	80.33%
CHEMBL3137261	O14744	PRMT5/MEP50 complex	94.42%	100.00%
CHEMBL3401	O75469	Pregnane X receptor	91.27%	94.73%
CHEMBL3230	O95977	Sphingosine 1-phosphate receptor Edg-6	88.62%	94.01%
CHEMBL2635	P51452	Dual specificity protein phosphatase 3	86.15%	94.00%
CHEMBL5608	Q16288	NT-3 growth factor receptor	84.47%	95.89%
CHEMBL4523377	Q86WV6	Stimulator of interferon genes protein	83.05%	95.48%
CHEMBL5957	P21589	5'-nucleotidase	82.96%	97.78%
CHEMBL5619	P27695	DNA-(apurinic or apyrimidinic site) lyase	82.13%	91.11%
CHEMBL5524	Q99873	Protein-arginine N-methyltransferase 1	82.03%	96.67%
CHEMBL1806	P11388	DNA topoisomerase II alpha	81.75%	89.00%
CHEMBL3038477	P67870	Casein kinase II alpha/beta	81.55%	99.23%
CHEMBL2274	Q9H228	Sphingosine 1-phosphate receptor Edg-8	81.16%	100.00%
CHEMBL3060	Q9Y345	Glycine transporter 2	80.34%	99.17%

Plants that contains it

• Arabidopsis thaliana
• Helianthus tuberosus

Cross-Links

• PubChem: 224
• LOTUS: LTS0080280
• wikiData: Q105270415