[hydroxy-[[(2R,3R,5R)-3-hydroxy-5-(5-methyl-2,4-dioxopyrimidin-1-yl)oxolan-2-yl]methoxy]phosphoryl] [(2R,3R,4S,5R,6S)-3,4,5-trihydroxy-6-methyloxan-2-yl] hydrogen phosphate

Details

• Internal ID: f35bbd80-a3a3-46eb-83ce-c53cc535fad5
• Taxonomy: Nucleosides, nucleotides, and analogues > Pyrimidine nucleotides > Pyrimidine nucleotide sugars
• IUPAC Name: [hydroxy-[[(2R,3R,5R)-3-hydroxy-5-(5-methyl-2,4-dioxopyrimidin-1-yl)oxolan-2-yl]methoxy]phosphoryl] [(2R,3R,4S,5R,6S)-3,4,5-trihydroxy-6-methyloxan-2-yl] hydrogen phosphate
• SMILES (Canonical): CC1C(C(C(C(O1)OP(=O)(O)OP(=O)(O)OCC2C(CC(O2)N3C=C(C(=O)NC3=O)C)O)O)O)O
• SMILES (Isomeric): C[C@H]1[C@@H]([C@@H]([C@H]([C@H](O1)OP(=O)(O)OP(=O)(O)OC[C@@H]2[C@@H](C[C@@H](O2)N3C=C(C(=O)NC3=O)C)O)O)O)O
• InChI: InChI=1S/C16H26N2O15P2/c1-6-4-18(16(24)17-14(6)23)10-3-8(19)9(31-10)5-29-34(25,26)33-35(27,28)32-15-13(22)12(21)11(20)7(2)30-15/h4,7-13,15,19-22H,3,5H2,1-2H3,(H,25,26)(H,27,28)(H,17,23,24)/t7-,8+,9+,10+,11-,12-,13+,15+/m0/s1
• InChI Key: ZOSQFDVXNQFKBY-OAOVJFGZSA-N
• Popularity: 0 references in papers

Physical and Chemical Properties

• Molecular Formula: C₁₆H₂₆N₂O₁₅P₂
• Molecular Weight: 548.33 g/mol
• Exact Mass: 548.08084212 g/mol
• Topological Polar Surface Area (TPSA): 251.00 Ų
• XlogP: -4.80
• Atomic LogP (AlogP): -2.43
• H-Bond Acceptor: 14
• H-Bond Donor: 7
• Rotatable Bonds: 8

Synonyms

There are no found synonyms.

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	-	0.7311	73.11%
Caco-2	-	0.8891	88.91%
Blood Brain Barrier	-	0.6750	67.50%
Human oral bioavailability	-	0.5286	52.86%
Subcellular localzation	Mitochondria	0.5394	53.94%
OATP2B1 inhibitior	-	1.0000	100.00%
OATP1B1 inhibitior	+	0.9178	91.78%
OATP1B3 inhibitior	+	0.9349	93.49%
MATE1 inhibitior	-	0.9000	90.00%
OCT2 inhibitior	-	0.9750	97.50%
BSEP inhibitior	-	0.7788	77.88%
P-glycoprotein inhibitior	-	0.5273	52.73%
P-glycoprotein substrate	-	0.7200	72.00%
CYP3A4 substrate	+	0.6397	63.97%
CYP2C9 substrate	-	0.7931	79.31%
CYP2D6 substrate	-	0.8665	86.65%
CYP3A4 inhibition	-	0.5932	59.32%
CYP2C9 inhibition	-	0.8612	86.12%
CYP2C19 inhibition	-	0.8280	82.80%
CYP2D6 inhibition	-	0.8918	89.18%
CYP1A2 inhibition	-	0.8691	86.91%
CYP2C8 inhibition	-	0.6576	65.76%
CYP inhibitory promiscuity	-	0.8431	84.31%
UGT catelyzed	-	0.5000	50.00%
Carcinogenicity (binary)	-	0.8400	84.00%
Carcinogenicity (trinary)	Non-required	0.4987	49.87%
Eye corrosion	-	0.9837	98.37%
Eye irritation	-	0.9510	95.10%
Skin irritation	-	0.8033	80.33%
Skin corrosion	-	0.9370	93.70%
Ames mutagenesis	-	0.6700	67.00%
Human Ether-a-go-go-Related Gene inhibition	+	0.6970	69.70%
Micronuclear	+	0.9700	97.00%
Hepatotoxicity	+	0.5782	57.82%
skin sensitisation	-	0.8741	87.41%
Respiratory toxicity	+	0.7778	77.78%
Reproductive toxicity	+	0.9667	96.67%
Mitochondrial toxicity	+	0.8750	87.50%
Nephrotoxicity	-	0.6602	66.02%
Acute Oral Toxicity (c)	III	0.5507	55.07%
Estrogen receptor binding	+	0.7247	72.47%
Androgen receptor binding	+	0.6742	67.42%
Thyroid receptor binding	+	0.5253	52.53%
Glucocorticoid receptor binding	+	0.5986	59.86%
Aromatase binding	+	0.6159	61.59%
PPAR gamma	+	0.6517	65.17%
Honey bee toxicity	-	0.7250	72.50%
Biodegradation	-	0.6750	67.50%
Crustacea aquatic toxicity	-	0.5200	52.00%
Fish aquatic toxicity	+	0.9065	90.65%

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	97.58%	96.09%
CHEMBL1075162	Q13304	Uracil nucleotide/cysteinyl leukotriene receptor	92.55%	80.33%
CHEMBL4016	P42262	Glutamate receptor ionotropic, AMPA 2	92.31%	86.92%
CHEMBL3401	O75469	Pregnane X receptor	92.08%	94.73%
CHEMBL1806	P11388	DNA topoisomerase II alpha	91.28%	89.00%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	90.39%	95.56%
CHEMBL4261	Q16665	Hypoxia-inducible factor 1 alpha	90.24%	85.14%
CHEMBL3351	Q13085	Acetyl-CoA carboxylase 1	90.06%	93.04%
CHEMBL3714130	P46095	G-protein coupled receptor 6	90.02%	97.36%
CHEMBL3137262	O60341	LSD1/CoREST complex	89.88%	97.09%
CHEMBL2581	P07339	Cathepsin D	86.94%	98.95%
CHEMBL3038477	P67870	Casein kinase II alpha/beta	85.84%	99.23%
CHEMBL1293249	Q13887	Kruppel-like factor 5	85.78%	86.33%
CHEMBL2288	Q13526	Peptidyl-prolyl cis-trans isomerase NIMA-interacting 1	85.56%	91.71%
CHEMBL2635	P51452	Dual specificity protein phosphatase 3	85.42%	94.00%
CHEMBL5697	Q9GZT9	Egl nine homolog 1	84.26%	93.40%
CHEMBL5619	P27695	DNA-(apurinic or apyrimidinic site) lyase	83.86%	91.11%
CHEMBL2274	Q9H228	Sphingosine 1-phosphate receptor Edg-8	82.84%	100.00%
CHEMBL218	P21554	Cannabinoid CB1 receptor	81.86%	96.61%
CHEMBL5255	O00206	Toll-like receptor 4	81.30%	92.50%
CHEMBL3230	O95977	Sphingosine 1-phosphate receptor Edg-6	81.14%	94.01%
CHEMBL5608	Q16288	NT-3 growth factor receptor	80.90%	95.89%

Plants that contains it

• Arabidopsis thaliana

Cross-Links

• PubChem: 162935806
• LOTUS: LTS0053029
• wikiData: Q105380692