dAMP

Details

• Internal ID: b25f6462-2bf3-416b-a82d-826ebe86cad9
• Taxonomy: Nucleosides, nucleotides, and analogues > Purine nucleotides > Purine deoxyribonucleotides > Purine deoxyribonucleoside monophosphates > Purine 2-deoxyribonucleoside monophosphates
• IUPAC Name: [(2R,3S,5R)-5-(6-aminopurin-9-yl)-3-hydroxyoxolan-2-yl]methyl dihydrogen phosphate
• 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
• InChI Key: KHWCHTKSEGGWEX-RRKCRQDMSA-N
• Popularity: 460 references in papers

Physical and Chemical Properties

• Molecular Formula: C₁₀H₁₄N₅O₆P
• Molecular Weight: 331.22 g/mol
• Exact Mass: 331.06817018 g/mol
• Topological Polar Surface Area (TPSA): 166.00 Ų
• XlogP: -2.20
• Atomic LogP (AlogP): -0.83
• H-Bond Acceptor: 9
• H-Bond Donor: 4
• Rotatable Bonds: 4

Synonyms

• 2'-deoxyadenosine-5'-monophosphate
• dAMP
• 2'-Deoxyadenosine 5'-monophosphate
• 2'-Deoxyadenylic acid
• 5'-Adenylic acid, 2'-deoxy-
• Deoxyadenylic acid
• Deoxy-AMP
• 2'-Deoxyadenosine 5'-phosphate
• 2'-Deoxy-AMP
• Deoxyadenosine 5'-monophosphate
• Deoxyadenosine monophosphate
• 2'-dAMP
• d-AMP
• Deoxyadenosine 5'-phosphate
• Deoxy-5'-adenylic acid
• 2'-DEOXY-5'-ADENYLIC ACID
• 2'-Deoxyadenosine monophosphate
• 2'-Deoxy-5'-adenosine monophosphate
• 2-Deoxyadenosine-5-monophosphate
• PdA (VAN)
• 2'-Deoxyadenosine 5'-(dihydrogen phosphate)
• 2'-Deoxyadenosine-5'-phosphoric acid
• 4-Dimethylaminobut-2-ynoic Acid Hydrochloride
• NSC 77680
• NSC 82625
• VFR8I97ORM
• ((2R,3S,5R)-5-(6-amino-9H-purin-9-yl)-3-hydroxytetrahydrofuran-2-yl)methyl dihydrogen phosphate
• [(2R,3S,5R)-5-(6-aminopurin-9-yl)-3-hydroxyoxolan-2-yl]methyl dihydrogen phosphate
• CHEBI:17713
• 5'-Adenylic acid, 2'-deoxy- (9CI)
• {[(2R,3S,5R)-5-(6-amino-9H-purin-9-yl)-3-hydroxyoxolan-2-yl]methoxy}phosphonic acid
• deoxyadenosine-phosphate
• 2_-Deoxyadenosine 5_-Monophosphate
• 54509-79-4
• 2'-Deoxy-5'-AMP
• C10H14N5O6P
• UNII-VFR8I97ORM
• 5'-dAMP
• Deoxyadenylate
• NSC-77680
• NSC-82625
• 2'-Deoxyadenylate
• D5M
• PdA
• EINECS 211-503-1
• Deoxy-5'-adenylate
• MFCD00005753
• Desoxyadenosinmonophosphat
• 2'-Deoxy-5'-adenylate
• bmse000250
• 2'-Deoxyadenosine-5'-Monophosphate, free acid
• SCHEMBL48174
• Adenosine, 2'-deoxy-, 5'-(dihydrogen phosphate)
• MLS000069642
• GTPL5120
• 2'-deoxyadenosine-5'-phosphate
• CHEMBL1206239
• 2'-Deoxyadenosine 5'Monophosphate
• DTXSID901034859
• HMS2232E10
• 2'-deoxy-Adenosine 5'-phosphorate
• HG1052
• s3248
• AKOS015896800
• 2'-deoxy-Adenosine 5'-phosphoric acid
• CS-W016725
• HY-W016009
• [(2R,3S,5R)-5-(6-aminopurin-9-yl)-3-hydroxy-tetrahydrofuran-2-yl]methyl dihydrogen phosphate
• [(3S,2R,5R)-5-(6-aminopurin-9-yl)-3-hydroxyoxolan-2-yl]methyl dihydrogen phosp hate
• NCGC00247026-01
• AS-59095
• BP-58811
• SMR000058246
• 2'-Deoxyadenosine-5'-monophosphate free acid
• C00360
• 2'-DEOXYADENOSINE-5-MONOPHOSPHATE FREE ACID
• Q1874427
• W-203418
• Adenosine, 2'-deoxy-, 5'-(dihydrogen phosphate) (8CI)
• 2'-Deoxyadenosine 5'-monophosphate, Sigma Grade, 98-100%
• Adenosine, 2'-deoxy-, 5'-(dihydrogen phosphate) (6CI,8CI)
• 9H-purin-6-amine, 9-(2-deoxy-5-O-phosphono-beta-D-erythro-pentofuranosyl)-
• 2 inverted exclamation marka-Deoxyadenosine -5 inverted exclamation marka-monophosphate free acid

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	+	0.9357	93.57%
Caco-2	-	0.9085	90.85%
Blood Brain Barrier	+	0.8500	85.00%
Human oral bioavailability	-	0.7143	71.43%
Subcellular localzation	Mitochondria	0.4285	42.85%
OATP2B1 inhibitior	-	1.0000	100.00%
OATP1B1 inhibitior	+	0.9539	95.39%
OATP1B3 inhibitior	+	0.9416	94.16%
MATE1 inhibitior	-	0.9800	98.00%
OCT2 inhibitior	-	0.9250	92.50%
BSEP inhibitior	-	0.9611	96.11%
P-glycoprotein inhibitior	-	0.8918	89.18%
P-glycoprotein substrate	-	0.8289	82.89%
CYP3A4 substrate	+	0.5059	50.59%
CYP2C9 substrate	-	0.7953	79.53%
CYP2D6 substrate	-	0.8402	84.02%
CYP3A4 inhibition	-	0.9063	90.63%
CYP2C9 inhibition	-	0.8987	89.87%
CYP2C19 inhibition	-	0.8856	88.56%
CYP2D6 inhibition	-	0.9037	90.37%
CYP1A2 inhibition	-	0.8853	88.53%
CYP2C8 inhibition	-	0.7386	73.86%
CYP inhibitory promiscuity	-	0.9329	93.29%
UGT catelyzed	-	0.8000	80.00%
Carcinogenicity (binary)	-	0.9400	94.00%
Carcinogenicity (trinary)	Non-required	0.4924	49.24%
Eye corrosion	-	0.9843	98.43%
Eye irritation	-	0.9771	97.71%
Skin irritation	-	0.7632	76.32%
Skin corrosion	-	0.9248	92.48%
Ames mutagenesis	-	0.8100	81.00%
Human Ether-a-go-go-Related Gene inhibition	-	0.7247	72.47%
Micronuclear	+	1.0000	100.00%
Hepatotoxicity	+	0.6352	63.52%
skin sensitisation	-	0.8493	84.93%
Respiratory toxicity	+	0.9556	95.56%
Reproductive toxicity	+	0.9333	93.33%
Mitochondrial toxicity	+	0.9375	93.75%
Nephrotoxicity	-	0.7765	77.65%
Acute Oral Toxicity (c)	III	0.5373	53.73%
Estrogen receptor binding	+	0.6115	61.15%
Androgen receptor binding	+	0.6405	64.05%
Thyroid receptor binding	+	0.7418	74.18%
Glucocorticoid receptor binding	+	0.6009	60.09%
Aromatase binding	+	0.7628	76.28%
PPAR gamma	+	0.5568	55.68%
Honey bee toxicity	-	0.8000	80.00%
Biodegradation	-	0.7250	72.50%
Crustacea aquatic toxicity	-	0.5500	55.00%
Fish aquatic toxicity	-	0.4320	43.20%

Targets

Proven Targets:

No proven targets yet!

Predicted Targets (via Super-PRED):

CHEMBL ID	UniProt ID	Name	Probability	Model accuracy
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	98.93%	96.09%
CHEMBL1075162	Q13304	Uracil nucleotide/cysteinyl leukotriene receptor	97.35%	80.33%
CHEMBL3137262	O60341	LSD1/CoREST complex	92.47%	97.09%
CHEMBL4040	P28482	MAP kinase ERK2	90.86%	83.82%
CHEMBL3137261	O14744	PRMT5/MEP50 complex	90.41%	100.00%
CHEMBL1293249	Q13887	Kruppel-like factor 5	88.91%	86.33%
CHEMBL3401	O75469	Pregnane X receptor	87.80%	94.73%
CHEMBL2635	P51452	Dual specificity protein phosphatase 3	87.34%	94.00%
CHEMBL5608	Q16288	NT-3 growth factor receptor	87.07%	95.89%
CHEMBL3230	O95977	Sphingosine 1-phosphate receptor Edg-6	86.86%	94.01%
CHEMBL4203	Q9HAZ1	Dual specificity protein kinase CLK4	86.79%	94.45%
CHEMBL2243	O00519	Anandamide amidohydrolase	86.07%	97.53%
CHEMBL2274	Q9H228	Sphingosine 1-phosphate receptor Edg-8	84.73%	100.00%
CHEMBL1806	P11388	DNA topoisomerase II alpha	84.55%	89.00%
CHEMBL3038477	P67870	Casein kinase II alpha/beta	82.56%	99.23%
CHEMBL5619	P27695	DNA-(apurinic or apyrimidinic site) lyase	81.72%	91.11%
CHEMBL1293267	Q9HC97	G-protein coupled receptor 35	81.49%	89.34%
CHEMBL4523377	Q86WV6	Stimulator of interferon genes protein	81.20%	95.48%
CHEMBL3714130	P46095	G-protein coupled receptor 6	80.59%	97.36%
CHEMBL3891	P07384	Calpain 1	80.53%	93.04%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	80.05%	95.56%

Plants that contains it

There are no matching plants.

Cross-Links

• PubChem: 12599
• LOTUS: LTS0155783
• wikiData: Q1874427