Thymidine 5'-(trihydrogen diphosphate)

Details

• Internal ID: 52513f9d-bf86-440b-a19e-922132ea74ec
• Taxonomy: Nucleosides, nucleotides, and analogues > Pyrimidine nucleotides > Pyrimidine deoxyribonucleotides > Pyrimidine deoxyribonucleoside diphosphates > Pyrimidine 2-deoxyribonucleoside diphosphates
• IUPAC Name: [(2R,3S,5R)-3-hydroxy-5-(5-methyl-2,4-dioxopyrimidin-1-yl)oxolan-2-yl]methyl phosphono hydrogen phosphate
• InChI: InChI=1S/C10H16N2O11P2/c1-5-3-12(10(15)11-9(5)14)8-2-6(13)7(22-8)4-21-25(19,20)23-24(16,17)18/h3,6-8,13H,2,4H2,1H3,(H,19,20)(H,11,14,15)(H2,16,17,18)/t6-,7+,8+/m0/s1
• InChI Key: UJLXYODCHAELLY-XLPZGREQSA-N
• Popularity: 306 references in papers

Physical and Chemical Properties

• Molecular Formula: C₁₀H₁₆N₂O₁₁P₂
• Molecular Weight: 402.19 g/mol
• Exact Mass: 402.02293333 g/mol
• Topological Polar Surface Area (TPSA): 192.00 Ų
• XlogP: -3.90
• Atomic LogP (AlogP): -1.28
• H-Bond Acceptor: 9
• H-Bond Donor: 5
• Rotatable Bonds: 6

Synonyms

• Thymidine 5'-diphosphate
• deoxy-TDP
• thymidine-5'-diphosphate
• 491-97-4
• Thymidine diphosphate
• Thymidine 5'-pyrophosphate
• thymidine-5'- diphosphate
• Deoxythymidine 5'-diphosphate
• Thymidine 5'-(trihydrogen diphosphate)
• QQ3K1P45DF
• 5'-TDP
• CHEBI:18075
• [(2R,3S,5R)-3-hydroxy-5-(5-methyl-2,4-dioxopyrimidin-1-yl)oxolan-2-yl]methyl phosphono hydrogen phosphate
• TYD
• thymidine 5'-(trihydrogen diphosphate) (9CI)
• TDP (nucleotide)
• UNII-QQ3K1P45DF
• 5-TDP
• Mono(trihydrogen diphosphate)
• SCHEMBL154111
• Thymidine pyrophosphate (6CI)
• CHEMBL259724
• DTXSID801027011
• Thymidine 5'-pyrophosphate (7CI)
• Thymidine 5-(trihydrogen diphosphate)
• DB03103
• Thymidine 5-(trihydrogen pyrophosphate)
• 2-CHLORO-1 3-DIMETHYLIMIDAZOLINIUM
• C00363
• Thymidine 5'-(trihydrogen pyrophosphate) (8CI)
• Thymidine, mono(trihydrogen diphosphate) (ester)
• 2'-deoxyribosylthymine 5'-(trihydrogen diphosphate)
• Q2186340
• ((2R,3R,5R)-5-(5-METHYL-2,4-BIS(OXIDANYLIDENE)PYRIMIDIN-1-YL)-3-OXIDANYL-OXOLAN-2-YL)METHYL PHOSPHONO HYDROGEN PHOSPHATE
• ((2R,3S,5R)-3-Hydroxy-5-(5-methyl-2,4-dioxo-3,4-dihydropyrimidin-1(2H)-yl)tetrahydrofuran-2-yl)methyl trihydrogen diphosphate
• {[hydroxy({[(2R,3S,5R)-3-hydroxy-5-(5-methyl-2,4-dioxo-1,2,3,4-tetrahydropyrimidin-1-yl)oxolan-2-yl]methoxy})phosphoryl]oxy}phosphonic acid
• 2,4(1H,3H)-pyrimidinedione, 1-[2-deoxy-5-O-[hydroxy(phosphonooxy)phosphinyl]-beta-D-erythro-pentofuranosyl]-5-methyl-

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	-	0.5277	52.77%
Caco-2	-	0.9066	90.66%
Blood Brain Barrier	+	0.5750	57.50%
Human oral bioavailability	+	0.5571	55.71%
Subcellular localzation	Mitochondria	0.5610	56.10%
OATP2B1 inhibitior	-	1.0000	100.00%
OATP1B1 inhibitior	+	0.9406	94.06%
OATP1B3 inhibitior	+	0.9400	94.00%
MATE1 inhibitior	-	1.0000	100.00%
OCT2 inhibitior	-	0.9750	97.50%
BSEP inhibitior	-	0.9371	93.71%
P-glycoprotein inhibitior	-	0.7480	74.80%
P-glycoprotein substrate	-	0.9000	90.00%
CYP3A4 substrate	+	0.5828	58.28%
CYP2C9 substrate	-	0.7881	78.81%
CYP2D6 substrate	-	0.8701	87.01%
CYP3A4 inhibition	-	0.8648	86.48%
CYP2C9 inhibition	-	0.8836	88.36%
CYP2C19 inhibition	-	0.8733	87.33%
CYP2D6 inhibition	-	0.9093	90.93%
CYP1A2 inhibition	-	0.8866	88.66%
CYP2C8 inhibition	-	0.8542	85.42%
CYP inhibitory promiscuity	-	0.9163	91.63%
UGT catelyzed	-	0.6000	60.00%
Carcinogenicity (binary)	-	0.8500	85.00%
Carcinogenicity (trinary)	Non-required	0.5059	50.59%
Eye corrosion	-	0.9836	98.36%
Eye irritation	-	0.9826	98.26%
Skin irritation	-	0.8024	80.24%
Skin corrosion	-	0.9362	93.62%
Ames mutagenesis	-	0.6600	66.00%
Human Ether-a-go-go-Related Gene inhibition	-	0.4510	45.10%
Micronuclear	+	0.9900	99.00%
Hepatotoxicity	+	0.6819	68.19%
skin sensitisation	-	0.8760	87.60%
Respiratory toxicity	+	0.8333	83.33%
Reproductive toxicity	+	0.9556	95.56%
Mitochondrial toxicity	+	0.8875	88.75%
Nephrotoxicity	+	0.5000	50.00%
Acute Oral Toxicity (c)	III	0.5621	56.21%
Estrogen receptor binding	+	0.7985	79.85%
Androgen receptor binding	+	0.7603	76.03%
Thyroid receptor binding	+	0.6887	68.87%
Glucocorticoid receptor binding	+	0.5985	59.85%
Aromatase binding	+	0.5975	59.75%
PPAR gamma	+	0.7176	71.76%
Honey bee toxicity	-	0.7616	76.16%
Biodegradation	-	0.6500	65.00%
Crustacea aquatic toxicity	-	0.5700	57.00%
Fish aquatic toxicity	+	0.6890	68.90%

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	97.12%	96.09%
CHEMBL4016	P42262	Glutamate receptor ionotropic, AMPA 2	94.70%	86.92%
CHEMBL1075162	Q13304	Uracil nucleotide/cysteinyl leukotriene receptor	93.19%	80.33%
CHEMBL3401	O75469	Pregnane X receptor	91.72%	94.73%
CHEMBL3137262	O60341	LSD1/CoREST complex	91.59%	97.09%
CHEMBL3351	Q13085	Acetyl-CoA carboxylase 1	90.58%	93.04%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	90.19%	95.56%
CHEMBL4203	Q9HAZ1	Dual specificity protein kinase CLK4	88.01%	94.45%
CHEMBL2581	P07339	Cathepsin D	87.66%	98.95%
CHEMBL4261	Q16665	Hypoxia-inducible factor 1 alpha	86.90%	85.14%
CHEMBL1806	P11388	DNA topoisomerase II alpha	86.42%	89.00%
CHEMBL3038477	P67870	Casein kinase II alpha/beta	85.74%	99.23%
CHEMBL3230	O95977	Sphingosine 1-phosphate receptor Edg-6	84.07%	94.01%
CHEMBL4714	Q15077	Pyrimidinergic receptor P2Y6	83.90%	88.00%
CHEMBL4793	Q86TI2	Dipeptidyl peptidase IX	83.17%	96.95%
CHEMBL2274	Q9H228	Sphingosine 1-phosphate receptor Edg-8	82.48%	100.00%
CHEMBL2635	P51452	Dual specificity protein phosphatase 3	82.42%	94.00%
CHEMBL1293249	Q13887	Kruppel-like factor 5	82.36%	86.33%
CHEMBL2111367	P27986	PI3-kinase p110-alpha/p85-alpha	81.37%	94.33%
CHEMBL5608	Q16288	NT-3 growth factor receptor	80.87%	95.89%

Plants that contains it

There are no matching plants.

Cross-Links

• PubChem: 164628
• LOTUS: LTS0125023
• wikiData: Q2186340