[(2S,3S,4S,5S,6R)-6-[[[(2R,3R,4R,5R)-5-(2,4-dioxopyrimidin-1-yl)-3,4-dihydroxyoxolan-2-yl]methoxy-hydroxyphosphoryl]oxy-hydroxyphosphoryl]oxy-3,4,5-trihydroxyoxan-2-yl]methanesulfonic acid

Details

• Internal ID: 61c9b3b2-fc53-4b51-9415-b479009438d8
• Taxonomy: Nucleosides, nucleotides, and analogues > Pyrimidine nucleotides > Pyrimidine nucleotide sugars
• IUPAC Name: [(2S,3S,4S,5S,6R)-6-[[[(2R,3R,4R,5R)-5-(2,4-dioxopyrimidin-1-yl)-3,4-dihydroxyoxolan-2-yl]methoxy-hydroxyphosphoryl]oxy-hydroxyphosphoryl]oxy-3,4,5-trihydroxyoxan-2-yl]methanesulfonic acid
• SMILES (Canonical): C1=CN(C(=O)NC1=O)C2C(C(C(O2)COP(=O)(O)OP(=O)(O)OC3C(C(C(C(O3)CS(=O)(=O)O)O)O)O)O)O
• SMILES (Isomeric): C1=CN(C(=O)NC1=O)[C@H]2[C@@H]([C@H]([C@H](O2)COP(=O)(O)OP(=O)(O)O[C@@H]3[C@H]([C@H]([C@@H]([C@H](O3)CS(=O)(=O)O)O)O)O)O)O
• InChI: InChI=1S/C15H24N2O19P2S/c18-7-1-2-17(15(24)16-7)13-11(22)8(19)5(33-13)3-32-37(25,26)36-38(27,28)35-14-12(23)10(21)9(20)6(34-14)4-39(29,30)31/h1-2,5-6,8-14,19-23H,3-4H2,(H,25,26)(H,27,28)(H,16,18,24)(H,29,30,31)/t5-,6-,8+,9-,10+,11-,12+,13-,14-/m1/s1
• InChI Key: FQANCGQCBCUSMI-PGRLXCGISA-N
• Popularity: 0 references in papers

Physical and Chemical Properties

• Molecular Formula: C₁₅H₂₄N₂O₁₉P₂S
• Molecular Weight: 630.40 g/mol
• Exact Mass: 630.01692171 g/mol
• Topological Polar Surface Area (TPSA): 334.00 Ų
• XlogP: -7.60
• Atomic LogP (AlogP): -4.90
• H-Bond Acceptor: 17
• H-Bond Donor: 9
• Rotatable Bonds: 10

Synonyms

There are no found synonyms.

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	-	0.8561	85.61%
Caco-2	-	0.8856	88.56%
Blood Brain Barrier	-	0.6500	65.00%
Human oral bioavailability	-	0.6143	61.43%
Subcellular localzation	Mitochondria	0.3487	34.87%
OATP2B1 inhibitior	-	0.8596	85.96%
OATP1B1 inhibitior	+	0.9205	92.05%
OATP1B3 inhibitior	+	0.9360	93.60%
MATE1 inhibitior	-	0.9200	92.00%
OCT2 inhibitior	-	0.9000	90.00%
BSEP inhibitior	-	0.6875	68.75%
P-glycoprotein inhibitior	-	0.4622	46.22%
P-glycoprotein substrate	-	0.7640	76.40%
CYP3A4 substrate	+	0.6176	61.76%
CYP2C9 substrate	-	0.5961	59.61%
CYP2D6 substrate	-	0.8635	86.35%
CYP3A4 inhibition	+	0.5674	56.74%
CYP2C9 inhibition	-	0.7577	75.77%
CYP2C19 inhibition	-	0.7395	73.95%
CYP2D6 inhibition	-	0.8426	84.26%
CYP1A2 inhibition	-	0.7758	77.58%
CYP2C8 inhibition	-	0.6897	68.97%
CYP inhibitory promiscuity	-	0.7963	79.63%
UGT catelyzed	+	0.6000	60.00%
Carcinogenicity (binary)	+	0.5495	54.95%
Carcinogenicity (trinary)	Non-required	0.5754	57.54%
Eye corrosion	-	0.9776	97.76%
Eye irritation	-	0.9300	93.00%
Skin irritation	-	0.7699	76.99%
Skin corrosion	-	0.9139	91.39%
Ames mutagenesis	-	0.7170	71.70%
Human Ether-a-go-go-Related Gene inhibition	+	0.6827	68.27%
Micronuclear	+	0.9700	97.00%
Hepatotoxicity	+	0.5210	52.10%
skin sensitisation	-	0.8378	83.78%
Respiratory toxicity	+	0.7333	73.33%
Reproductive toxicity	+	0.9000	90.00%
Mitochondrial toxicity	+	0.7375	73.75%
Nephrotoxicity	-	0.7238	72.38%
Acute Oral Toxicity (c)	III	0.5639	56.39%
Estrogen receptor binding	+	0.6686	66.86%
Androgen receptor binding	+	0.7924	79.24%
Thyroid receptor binding	-	0.5143	51.43%
Glucocorticoid receptor binding	+	0.5606	56.06%
Aromatase binding	+	0.6026	60.26%
PPAR gamma	+	0.6335	63.35%
Honey bee toxicity	-	0.6560	65.60%
Biodegradation	-	0.7000	70.00%
Crustacea aquatic toxicity	-	0.6200	62.00%
Fish aquatic toxicity	+	0.7917	79.17%

Targets

Proven Targets:

No proven targets yet!

Predicted Targets (via Super-PRED):

CHEMBL ID	UniProt ID	Name	Probability	Model accuracy
CHEMBL226	P30542	Adenosine A1 receptor	96.75%	95.93%
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	96.24%	96.09%
CHEMBL255	P29275	Adenosine A2b receptor	92.46%	98.59%
CHEMBL4016	P42262	Glutamate receptor ionotropic, AMPA 2	91.45%	86.92%
CHEMBL2581	P07339	Cathepsin D	91.44%	98.95%
CHEMBL1075162	Q13304	Uracil nucleotide/cysteinyl leukotriene receptor	91.19%	80.33%
CHEMBL2123	P51582	Pyrimidinergic receptor P2Y4	90.96%	93.39%
CHEMBL3401	O75469	Pregnane X receptor	90.43%	94.73%
CHEMBL5925	P22413	Ectonucleotide pyrophosphatase/phosphodiesterase family member 1	88.40%	92.38%
CHEMBL2635	P51452	Dual specificity protein phosphatase 3	87.05%	94.00%
CHEMBL1806	P11388	DNA topoisomerase II alpha	86.48%	89.00%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	85.94%	95.56%
CHEMBL3476	O15111	Inhibitor of nuclear factor kappa B kinase alpha subunit	85.46%	95.83%
CHEMBL1075094	Q16236	Nuclear factor erythroid 2-related factor 2	82.88%	96.00%
CHEMBL3038477	P67870	Casein kinase II alpha/beta	81.46%	99.23%
CHEMBL4685	P14902	Indoleamine 2,3-dioxygenase	80.45%	96.38%

Plants that contains it

• Arabidopsis thaliana

Cross-Links

• PubChem: 163129600
• LOTUS: LTS0113449
• wikiData: Q104999501