[[5-(2,4-Dioxopyrimidin-1-yl)-3,4-dihydroxyoxolan-2-yl]methoxy-hydroxyphosphoryl] [3,4,5-trihydroxy-2-(hydroxymethyl)oxan-2-yl] hydrogen phosphate

Details

• Internal ID: e2cc88c6-a3d3-4438-8741-466ed78b3767
• Taxonomy: Nucleosides, nucleotides, and analogues > Pyrimidine nucleotides > Pyrimidine ribonucleotides > Pyrimidine ribonucleoside diphosphates
• IUPAC Name: [[5-(2,4-dioxopyrimidin-1-yl)-3,4-dihydroxyoxolan-2-yl]methoxy-hydroxyphosphoryl] [3,4,5-trihydroxy-2-(hydroxymethyl)oxan-2-yl] hydrogen phosphate
• SMILES (Canonical): C1C(C(C(C(O1)(CO)OP(=O)(O)OP(=O)(O)OCC2C(C(C(O2)N3C=CC(=O)NC3=O)O)O)O)O)O
• SMILES (Isomeric): C1C(C(C(C(O1)(CO)OP(=O)(O)OP(=O)(O)OCC2C(C(C(O2)N3C=CC(=O)NC3=O)O)O)O)O)O
• InChI: InChI=1S/C15H24N2O17P2/c18-5-15(12(24)9(21)6(19)3-30-15)33-36(28,29)34-35(26,27)31-4-7-10(22)11(23)13(32-7)17-2-1-8(20)16-14(17)25/h1-2,6-7,9-13,18-19,21-24H,3-5H2,(H,26,27)(H,28,29)(H,16,20,25)
• InChI Key: XFMLHGCQNDDNPW-UHFFFAOYSA-N
• Popularity: 0 references in papers

Physical and Chemical Properties

• Molecular Formula: C₁₅H₂₄N₂O₁₇P₂
• Molecular Weight: 566.30 g/mol
• Exact Mass: 566.05502130 g/mol
• Topological Polar Surface Area (TPSA): 292.00 Ų
• XlogP: -6.90
• Atomic LogP (AlogP): -4.79
• H-Bond Acceptor: 16
• H-Bond Donor: 9
• Rotatable Bonds: 9

Synonyms

There are no found synonyms.

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	-	0.8881	88.81%
Caco-2	-	0.9004	90.04%
Blood Brain Barrier	-	0.7000	70.00%
Human oral bioavailability	-	0.7429	74.29%
Subcellular localzation	Mitochondria	0.4019	40.19%
OATP2B1 inhibitior	-	1.0000	100.00%
OATP1B1 inhibitior	+	0.9090	90.90%
OATP1B3 inhibitior	+	0.9408	94.08%
MATE1 inhibitior	-	0.9200	92.00%
OCT2 inhibitior	-	0.9500	95.00%
BSEP inhibitior	+	0.5714	57.14%
P-glycoprotein inhibitior	-	0.5000	50.00%
P-glycoprotein substrate	-	0.6481	64.81%
CYP3A4 substrate	+	0.6470	64.70%
CYP2C9 substrate	-	0.5958	59.58%
CYP2D6 substrate	-	0.8648	86.48%
CYP3A4 inhibition	-	0.5161	51.61%
CYP2C9 inhibition	-	0.8568	85.68%
CYP2C19 inhibition	-	0.8254	82.54%
CYP2D6 inhibition	-	0.8597	85.97%
CYP1A2 inhibition	-	0.8534	85.34%
CYP2C8 inhibition	-	0.7869	78.69%
CYP inhibitory promiscuity	-	0.8315	83.15%
UGT catelyzed	+	0.7000	70.00%
Carcinogenicity (binary)	-	0.8500	85.00%
Carcinogenicity (trinary)	Non-required	0.4963	49.63%
Eye corrosion	-	0.9838	98.38%
Eye irritation	-	0.9494	94.94%
Skin irritation	-	0.7837	78.37%
Skin corrosion	-	0.9311	93.11%
Ames mutagenesis	-	0.6300	63.00%
Human Ether-a-go-go-Related Gene inhibition	+	0.6560	65.60%
Micronuclear	+	0.9700	97.00%
Hepatotoxicity	+	0.6172	61.72%
skin sensitisation	-	0.8554	85.54%
Respiratory toxicity	+	0.7889	78.89%
Reproductive toxicity	+	0.9556	95.56%
Mitochondrial toxicity	+	0.9375	93.75%
Nephrotoxicity	-	0.7340	73.40%
Acute Oral Toxicity (c)	III	0.5331	53.31%
Estrogen receptor binding	+	0.7211	72.11%
Androgen receptor binding	+	0.6923	69.23%
Thyroid receptor binding	+	0.5170	51.70%
Glucocorticoid receptor binding	+	0.5601	56.01%
Aromatase binding	+	0.6520	65.20%
PPAR gamma	+	0.6792	67.92%
Honey bee toxicity	-	0.7342	73.42%
Biodegradation	-	0.7250	72.50%
Crustacea aquatic toxicity	-	0.5600	56.00%
Fish aquatic toxicity	+	0.6826	68.26%

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	98.77%	96.09%
CHEMBL2581	P07339	Cathepsin D	96.90%	98.95%
CHEMBL226	P30542	Adenosine A1 receptor	94.82%	95.93%
CHEMBL5619	P27695	DNA-(apurinic or apyrimidinic site) lyase	92.95%	91.11%
CHEMBL4016	P42262	Glutamate receptor ionotropic, AMPA 2	91.50%	86.92%
CHEMBL4203	Q9HAZ1	Dual specificity protein kinase CLK4	91.08%	94.45%
CHEMBL253	P34972	Cannabinoid CB2 receptor	90.89%	97.25%
CHEMBL2123	P51582	Pyrimidinergic receptor P2Y4	88.11%	93.39%
CHEMBL1075162	Q13304	Uracil nucleotide/cysteinyl leukotriene receptor	86.81%	80.33%
CHEMBL3401	O75469	Pregnane X receptor	86.74%	94.73%
CHEMBL1806	P11388	DNA topoisomerase II alpha	86.06%	89.00%
CHEMBL5957	P21589	5'-nucleotidase	85.23%	97.78%
CHEMBL3476	O15111	Inhibitor of nuclear factor kappa B kinase alpha subunit	85.05%	95.83%
CHEMBL255	P29275	Adenosine A2b receptor	84.34%	98.59%
CHEMBL5608	Q16288	NT-3 growth factor receptor	84.33%	95.89%
CHEMBL3351	Q13085	Acetyl-CoA carboxylase 1	84.09%	93.04%
CHEMBL3137262	O60341	LSD1/CoREST complex	84.05%	97.09%
CHEMBL3038477	P67870	Casein kinase II alpha/beta	81.70%	99.23%
CHEMBL2274	Q9H228	Sphingosine 1-phosphate receptor Edg-8	81.70%	100.00%
CHEMBL1293249	Q13887	Kruppel-like factor 5	81.58%	86.33%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	81.57%	95.56%
CHEMBL2635	P51452	Dual specificity protein phosphatase 3	80.83%	94.00%
CHEMBL4261	Q16665	Hypoxia-inducible factor 1 alpha	80.05%	85.14%

Plants that contains it

• Helianthus tuberosus

Cross-Links

• PubChem: 162924264
• LOTUS: LTS0137924
• wikiData: Q105327107