Deoxyuridine-5'-Diphosphate

Details

• Internal ID: 9017d9b3-d4fe-401e-aa87-14075d9dc148
• Taxonomy: Nucleosides, nucleotides, and analogues > Pyrimidine nucleotides > Pyrimidine deoxyribonucleotides > Pyrimidine deoxyribonucleoside diphosphates > Pyrimidine 2-deoxyribonucleoside diphosphates
• IUPAC Name: [(2R,3S,5R)-5-(2,4-dioxopyrimidin-1-yl)-3-hydroxyoxolan-2-yl]methyl phosphono hydrogen phosphate
• InChI: InChI=1S/C9H14N2O11P2/c12-5-3-8(11-2-1-7(13)10-9(11)14)21-6(5)4-20-24(18,19)22-23(15,16)17/h1-2,5-6,8,12H,3-4H2,(H,18,19)(H,10,13,14)(H2,15,16,17)/t5-,6+,8+/m0/s1
• InChI Key: QHWZTVCCBMIIKE-SHYZEUOFSA-N
• Popularity: 74 references in papers

Physical and Chemical Properties

• Molecular Formula: C₉H₁₄N₂O₁₁P₂
• Molecular Weight: 388.16 g/mol
• Exact Mass: 388.00728326 g/mol
• Topological Polar Surface Area (TPSA): 192.00 Ų
• XlogP: -4.40
• Atomic LogP (AlogP): -1.59
• H-Bond Acceptor: 9
• H-Bond Donor: 5
• Rotatable Bonds: 6

Synonyms

• B2SK7999YL
• (((((2S,3R,5R)-5-(2,4-dioxo-1,2,3,4-tetrahydropyrimidin-1-yl)-3-hydroxyoxolan-2-yl)methoxy)(hydroxy)phosphoryl)oxy)phosphonic acid
• [({[(2S,3R,5R)-5-(2,4-dioxo-1,2,3,4-tetrahydropyrimidin-1-yl)-3-hydroxyoxolan-2-yl]methoxy}(hydroxy)phosphoryl)oxy]phosphonic acid
• RefChem:585756
• dUDP
• 4208-67-7
• Deoxyuridine diphosphate
• 2'-Deoxyuridine 5'-diphosphate
• 2'-deoxyuridine-5'-diphosphate
• Uridine 5'-(trihydrogen diphosphate), 2'-deoxy-
• deoxyuridine-diphosphate
• 2'-deoxyuridine 5'-(trihydrogen diphosphate)
• CHEMBL9519
• ((2R,3S,5R)-5-(2,4-dioxo-3,4-dihydropyrimidin-1(2H)-yl)-3-hydroxytetrahydrofuran-2-yl)methyl trihydrogen diphosphate
• [(2R,3S,5R)-5-(2,4-dioxopyrimidin-1-yl)-3-hydroxy-tetrahydrofuran-2-yl]methyl phosphono hydrogen phosphate
• DUD
• 1dud
• C9H14N2O11P2
• dUDP.NEt3
• Deoxyuridine 5'-diphosphate
• SCHEMBL156694
• Uridine, 2'-deoxy-, 5'-(trihydrogen pyrophosphate)
• CHEBI:28850
• DTXSID90194922
• 2''-Deoxyuridine-5''-diphosphate
• BDBM50179185
• DEOXYURIDINE-5''-DIPHOSPHATE
• DB03413
• Uridine, 2'-deoxy-, 5'-pyrophosphate
• Uridine, 2'-deoxy-, 5'-pyrophosphatel
• [({[(2R,3S,5R)-5-(2,4-dioxo-1,2,3,4-tetrahydropyrimidin-1-yl)-3-hydroxyoxolan-2-yl]methoxy}(hydroxy)phosphoryl)oxy]phosphonic acid
• [(2R,3S,5R)-5-(2,4-dioxopyrimidin-1-yl)-3-hydroxyoxolan-2-yl]methyl phosphono hydrogen phosphate
• ND184391
• NS00070409
• C01346
• Q60573941
• 2'-Deoxyuridine-5'-diphosphate triethylammonium, 10 mM aqueous solution
• 2,4(1H,3H)-pyrimidinedione, 1-[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	-	0.5162	51.62%
Caco-2	-	0.9222	92.22%
Blood Brain Barrier	+	0.6000	60.00%
Human oral bioavailability	-	0.5286	52.86%
Subcellular localzation	Mitochondria	0.4544	45.44%
OATP2B1 inhibitior	-	1.0000	100.00%
OATP1B1 inhibitior	+	0.9428	94.28%
OATP1B3 inhibitior	+	0.9402	94.02%
MATE1 inhibitior	-	1.0000	100.00%
OCT2 inhibitior	-	0.9750	97.50%
BSEP inhibitior	-	0.9770	97.70%
P-glycoprotein inhibitior	-	0.8250	82.50%
P-glycoprotein substrate	-	0.8991	89.91%
CYP3A4 substrate	+	0.5763	57.63%
CYP2C9 substrate	-	0.7709	77.09%
CYP2D6 substrate	-	0.8607	86.07%
CYP3A4 inhibition	-	0.8470	84.70%
CYP2C9 inhibition	-	0.8883	88.83%
CYP2C19 inhibition	-	0.8724	87.24%
CYP2D6 inhibition	-	0.9113	91.13%
CYP1A2 inhibition	-	0.8865	88.65%
CYP2C8 inhibition	-	0.8408	84.08%
CYP inhibitory promiscuity	-	0.9230	92.30%
UGT catelyzed	-	0.6000	60.00%
Carcinogenicity (binary)	-	0.8600	86.00%
Carcinogenicity (trinary)	Non-required	0.5029	50.29%
Eye corrosion	-	0.9834	98.34%
Eye irritation	-	0.9885	98.85%
Skin irritation	-	0.7929	79.29%
Skin corrosion	-	0.9339	93.39%
Ames mutagenesis	-	0.7600	76.00%
Human Ether-a-go-go-Related Gene inhibition	-	0.4838	48.38%
Micronuclear	+	0.9900	99.00%
Hepatotoxicity	+	0.7496	74.96%
skin sensitisation	-	0.8702	87.02%
Respiratory toxicity	+	0.8222	82.22%
Reproductive toxicity	+	0.9667	96.67%
Mitochondrial toxicity	+	0.9000	90.00%
Nephrotoxicity	-	0.5787	57.87%
Acute Oral Toxicity (c)	III	0.5474	54.74%
Estrogen receptor binding	+	0.8230	82.30%
Androgen receptor binding	+	0.7835	78.35%
Thyroid receptor binding	+	0.6476	64.76%
Glucocorticoid receptor binding	+	0.6341	63.41%
Aromatase binding	+	0.6159	61.59%
PPAR gamma	+	0.7517	75.17%
Honey bee toxicity	-	0.7699	76.99%
Biodegradation	-	0.7250	72.50%
Crustacea aquatic toxicity	-	0.5600	56.00%
Fish aquatic toxicity	+	0.6743	67.43%

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	97.72%	96.09%
CHEMBL4203	Q9HAZ1	Dual specificity protein kinase CLK4	96.55%	94.45%
CHEMBL4040	P28482	MAP kinase ERK2	93.25%	83.82%
CHEMBL4016	P42262	Glutamate receptor ionotropic, AMPA 2	93.14%	86.92%
CHEMBL3137262	O60341	LSD1/CoREST complex	91.81%	97.09%
CHEMBL1075162	Q13304	Uracil nucleotide/cysteinyl leukotriene receptor	91.45%	80.33%
CHEMBL2581	P07339	Cathepsin D	88.39%	98.95%
CHEMBL1293249	Q13887	Kruppel-like factor 5	87.73%	86.33%
CHEMBL226	P30542	Adenosine A1 receptor	85.02%	95.93%
CHEMBL3230	O95977	Sphingosine 1-phosphate receptor Edg-6	84.97%	94.01%
CHEMBL3351	Q13085	Acetyl-CoA carboxylase 1	84.58%	93.04%
CHEMBL1806	P11388	DNA topoisomerase II alpha	84.11%	89.00%
CHEMBL255	P29275	Adenosine A2b receptor	83.61%	98.59%
CHEMBL5619	P27695	DNA-(apurinic or apyrimidinic site) lyase	83.46%	91.11%
CHEMBL2123	P51582	Pyrimidinergic receptor P2Y4	83.35%	93.39%
CHEMBL3401	O75469	Pregnane X receptor	83.17%	94.73%
CHEMBL2635	P51452	Dual specificity protein phosphatase 3	82.51%	94.00%
CHEMBL2288	Q13526	Peptidyl-prolyl cis-trans isomerase NIMA-interacting 1	82.34%	91.71%
CHEMBL5608	Q16288	NT-3 growth factor receptor	81.34%	95.89%
CHEMBL4714	Q15077	Pyrimidinergic receptor P2Y6	81.03%	88.00%
CHEMBL2274	Q9H228	Sphingosine 1-phosphate receptor Edg-8	80.64%	100.00%

Plants that contains it

There are no matching plants.

Cross-Links

• PubChem: 145729
• LOTUS: LTS0064310
• wikiData: Q60573941