2'-Deoxyadenosine-5'-diphosphate

Details

• Internal ID: ac5a6f61-6a97-4bd1-9308-5f7bfcee3064
• Taxonomy: Nucleosides, nucleotides, and analogues > Purine nucleotides > Purine deoxyribonucleotides > Purine deoxyribonucleoside diphosphates > Purine 2-deoxyribonucleoside diphosphates
• IUPAC Name: [(2R,3S,5R)-5-(6-aminopurin-9-yl)-3-hydroxyoxolan-2-yl]methyl phosphono hydrogen phosphate
• SMILES (Canonical): C1C(C(OC1N2C=NC3=C(N=CN=C32)N)COP(=O)(O)OP(=O)(O)O)O
• SMILES (Isomeric): C1[C@@H]([C@H](O[C@H]1N2C=NC3=C(N=CN=C32)N)COP(=O)(O)OP(=O)(O)O)O
• InChI: InChI=1S/C10H15N5O9P2/c11-9-8-10(13-3-12-9)15(4-14-8)7-1-5(16)6(23-7)2-22-26(20,21)24-25(17,18)19/h3-7,16H,1-2H2,(H,20,21)(H2,11,12,13)(H2,17,18,19)/t5-,6+,7+/m0/s1
• InChI Key: DAEAPNUQQAICNR-RRKCRQDMSA-N
• Popularity: 79 references in papers

Physical and Chemical Properties

• Molecular Formula: C₁₀H₁₅N₅O₉P₂
• Molecular Weight: 411.20 g/mol
• Exact Mass: 411.03450107 g/mol
• Topological Polar Surface Area (TPSA): 212.00 Ų
• XlogP: -3.30
• Atomic LogP (AlogP): -0.72
• H-Bond Acceptor: 11
• H-Bond Donor: 5
• Rotatable Bonds: 6

Synonyms

• Deoxyadenosine diphosphate
• 2'-deoxyadenosine-5'-diphosphate
• 2'-Deoxyadenosine 5'-diphosphate
• 2793-06-8
• 2'-deoxyadenosine 5'-(trihydrogen diphosphate)
• APQ916I0QD
• Adenosine, 2'-deoxy-, 5'-pyrophosphate
• 72003-83-9
• deoxy-ADP
• 2'-Deoxyadenosine-5'-diphosphate disodium salt
• 2'-deoxy-ADP
• bmse000253
• UNII-APQ916I0QD
• SCHEMBL77641
• 2'-Deoxyadenosine diphosphate
• Deoxyadenosine 5'-diphosphate
• CHEBI:16174
• DTXSID90950621
• 2'-Deoxyadenosine 5'-pyrophosphate
• 2'-Deoxyadenosine-5'- diphosphate
• PD165867
• C00206
• Adenosine, 2'-deoxy-, 5'-(trihydrogen pyrophosphate)
• Adenosine, 2'-deoxy-, 5'-pyrophosphate (6CI,7CI)
• Q27098417
• ADENOSINE 5'-(TRIHYDROGEN DIPHOSPHATE), 2'-DEOXY-
• Adenosine 5'-(trihydrogen diphosphate), 2'-deoxy- (9CI)
• Adenosine, 2'-deoxy-, 5'-(trihydrogen pyrophosphate) (8CI)
• [5-(6-aminopurin-9-yl)-3-hydroxyoxolan-2-yl]methyl phosphono hydrogenphosphate
• ((2R,3S,5R)-5-(6-Amino-9H-purin-9-yl)-3-hydroxytetrahydrofuran-2-yl)methyl trihydrogen diphosphate
• 9H-purin-6-amine, 9-[2-deoxy-5-O-[hydroxy(phosphonooxy)phosphinyl]-beta-D-erythro-pentofuranosyl]-

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	+	0.8601	86.01%
Caco-2	-	0.9121	91.21%
Blood Brain Barrier	+	0.8500	85.00%
Human oral bioavailability	-	0.6857	68.57%
Subcellular localzation	Mitochondria	0.3409	34.09%
OATP2B1 inhibitior	-	1.0000	100.00%
OATP1B1 inhibitior	+	0.9459	94.59%
OATP1B3 inhibitior	+	0.9406	94.06%
MATE1 inhibitior	-	0.9800	98.00%
OCT2 inhibitior	-	0.9500	95.00%
BSEP inhibitior	-	0.9220	92.20%
P-glycoprotein inhibitior	-	0.7329	73.29%
P-glycoprotein substrate	-	0.7724	77.24%
CYP3A4 substrate	+	0.5380	53.80%
CYP2C9 substrate	-	0.7953	79.53%
CYP2D6 substrate	-	0.8397	83.97%
CYP3A4 inhibition	-	0.9258	92.58%
CYP2C9 inhibition	-	0.8952	89.52%
CYP2C19 inhibition	-	0.8920	89.20%
CYP2D6 inhibition	-	0.8992	89.92%
CYP1A2 inhibition	-	0.8745	87.45%
CYP2C8 inhibition	-	0.6393	63.93%
CYP inhibitory promiscuity	-	0.9536	95.36%
UGT catelyzed	-	0.7000	70.00%
Carcinogenicity (binary)	-	0.9300	93.00%
Carcinogenicity (trinary)	Non-required	0.4975	49.75%
Eye corrosion	-	0.9845	98.45%
Eye irritation	-	0.9847	98.47%
Skin irritation	-	0.7649	76.49%
Skin corrosion	-	0.9243	92.43%
Ames mutagenesis	-	0.8000	80.00%
Human Ether-a-go-go-Related Gene inhibition	-	0.6586	65.86%
Micronuclear	+	1.0000	100.00%
Hepatotoxicity	+	0.5924	59.24%
skin sensitisation	-	0.8503	85.03%
Respiratory toxicity	+	0.9556	95.56%
Reproductive toxicity	+	0.9444	94.44%
Mitochondrial toxicity	+	0.9375	93.75%
Nephrotoxicity	-	0.6769	67.69%
Acute Oral Toxicity (c)	III	0.5864	58.64%
Estrogen receptor binding	+	0.7912	79.12%
Androgen receptor binding	+	0.7453	74.53%
Thyroid receptor binding	+	0.7521	75.21%
Glucocorticoid receptor binding	+	0.5858	58.58%
Aromatase binding	+	0.8076	80.76%
PPAR gamma	+	0.6296	62.96%
Honey bee toxicity	-	0.7531	75.31%
Biodegradation	-	0.6750	67.50%
Crustacea aquatic toxicity	-	0.5400	54.00%
Fish aquatic toxicity	-	0.4015	40.15%

Targets

Proven Targets:

No proven targets yet!

Predicted Targets (via Super-PRED):

CHEMBL ID	UniProt ID	Name	Probability	Model accuracy
CHEMBL4040	P28482	MAP kinase ERK2	99.20%	83.82%
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	98.91%	96.09%
CHEMBL1075162	Q13304	Uracil nucleotide/cysteinyl leukotriene receptor	98.31%	80.33%
CHEMBL2243	O00519	Anandamide amidohydrolase	93.70%	97.53%
CHEMBL3137262	O60341	LSD1/CoREST complex	92.56%	97.09%
CHEMBL1293249	Q13887	Kruppel-like factor 5	90.94%	86.33%
CHEMBL3137261	O14744	PRMT5/MEP50 complex	90.15%	100.00%
CHEMBL3401	O75469	Pregnane X receptor	88.28%	94.73%
CHEMBL5608	Q16288	NT-3 growth factor receptor	87.32%	95.89%
CHEMBL2635	P51452	Dual specificity protein phosphatase 3	85.35%	94.00%
CHEMBL1806	P11388	DNA topoisomerase II alpha	85.11%	89.00%
CHEMBL4203	Q9HAZ1	Dual specificity protein kinase CLK4	84.91%	94.45%
CHEMBL335	P18031	Protein-tyrosine phosphatase 1B	84.03%	95.17%
CHEMBL3038477	P67870	Casein kinase II alpha/beta	83.15%	99.23%
CHEMBL3891	P07384	Calpain 1	83.09%	93.04%
CHEMBL1293267	Q9HC97	G-protein coupled receptor 35	82.80%	89.34%
CHEMBL2094108	P49354	Protein farnesyltransferase	82.27%	97.92%
CHEMBL2274	Q9H228	Sphingosine 1-phosphate receptor Edg-8	82.04%	100.00%
CHEMBL4523377	Q86WV6	Stimulator of interferon genes protein	81.20%	95.48%
CHEMBL5619	P27695	DNA-(apurinic or apyrimidinic site) lyase	80.95%	91.11%

Plants that contains it

There are no matching plants.

Cross-Links

• PubChem: 188966
• LOTUS: LTS0059882
• wikiData: Q27098417