[1-[3,4-Dihydroxy-5-(hydroxymethyl)oxolan-2-yl]-2,4-dioxopyrimidin-5-yl]methyl formate

Details

• Internal ID: a588c7a8-8cf9-4165-bfb8-5799287081ba
• Taxonomy: Nucleosides, nucleotides, and analogues > Pyrimidine nucleosides
• IUPAC Name: [1-[3,4-dihydroxy-5-(hydroxymethyl)oxolan-2-yl]-2,4-dioxopyrimidin-5-yl]methyl formate
• SMILES (Canonical): C1=C(C(=O)NC(=O)N1C2C(C(C(O2)CO)O)O)COC=O
• SMILES (Isomeric): C1=C(C(=O)NC(=O)N1C2C(C(C(O2)CO)O)O)COC=O
• InChI: InChI=1S/C11H14N2O8/c14-2-6-7(16)8(17)10(21-6)13-1-5(3-20-4-15)9(18)12-11(13)19/h1,4,6-8,10,14,16-17H,2-3H2,(H,12,18,19)
• InChI Key: JZTZVTCZKZHFNF-UHFFFAOYSA-N
• Popularity: 1 reference in papers

Physical and Chemical Properties

• Molecular Formula: C₁₁H₁₄N₂O₈
• Molecular Weight: 302.24 g/mol
• Exact Mass: 302.07501541 g/mol
• Topological Polar Surface Area (TPSA): 146.00 Ų
• XlogP: -2.30
• Atomic LogP (AlogP): -3.18
• H-Bond Acceptor: 9
• H-Bond Donor: 4
• Rotatable Bonds: 5

Synonyms

There are no found synonyms.

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	-	0.9149	91.49%
Caco-2	-	0.9451	94.51%
Blood Brain Barrier	-	0.5000	50.00%
Human oral bioavailability	-	0.7429	74.29%
Subcellular localzation	Nucleus	0.4950	49.50%
OATP2B1 inhibitior	-	1.0000	100.00%
OATP1B1 inhibitior	+	0.8865	88.65%
OATP1B3 inhibitior	+	0.9465	94.65%
MATE1 inhibitior	-	0.9800	98.00%
OCT2 inhibitior	-	1.0000	100.00%
BSEP inhibitior	-	0.9012	90.12%
P-glycoprotein inhibitior	-	0.9219	92.19%
P-glycoprotein substrate	-	0.9463	94.63%
CYP3A4 substrate	-	0.5093	50.93%
CYP2C9 substrate	-	0.5928	59.28%
CYP2D6 substrate	-	0.8718	87.18%
CYP3A4 inhibition	-	0.8364	83.64%
CYP2C9 inhibition	-	0.9390	93.90%
CYP2C19 inhibition	-	0.8911	89.11%
CYP2D6 inhibition	-	0.8715	87.15%
CYP1A2 inhibition	-	0.9006	90.06%
CYP2C8 inhibition	-	0.9070	90.70%
CYP inhibitory promiscuity	-	0.8962	89.62%
UGT catelyzed	+	0.8000	80.00%
Carcinogenicity (binary)	-	0.8800	88.00%
Carcinogenicity (trinary)	Non-required	0.5270	52.70%
Eye corrosion	-	0.9894	98.94%
Eye irritation	-	0.9785	97.85%
Skin irritation	-	0.7935	79.35%
Skin corrosion	-	0.9497	94.97%
Ames mutagenesis	-	0.5200	52.00%
Human Ether-a-go-go-Related Gene inhibition	-	0.8164	81.64%
Micronuclear	+	0.9900	99.00%
Hepatotoxicity	+	0.6888	68.88%
skin sensitisation	-	0.8757	87.57%
Respiratory toxicity	+	0.7556	75.56%
Reproductive toxicity	+	0.9778	97.78%
Mitochondrial toxicity	+	0.8875	88.75%
Nephrotoxicity	-	0.6272	62.72%
Acute Oral Toxicity (c)	III	0.4642	46.42%
Estrogen receptor binding	-	0.5439	54.39%
Androgen receptor binding	+	0.6219	62.19%
Thyroid receptor binding	-	0.6776	67.76%
Glucocorticoid receptor binding	+	0.6156	61.56%
Aromatase binding	+	0.6037	60.37%
PPAR gamma	+	0.5934	59.34%
Honey bee toxicity	-	0.8003	80.03%
Biodegradation	-	0.7500	75.00%
Crustacea aquatic toxicity	-	0.7600	76.00%
Fish aquatic toxicity	-	0.7257	72.57%

Targets

Proven Targets:

No proven targets yet!

Predicted Targets (via Super-PRED):

CHEMBL ID	UniProt ID	Name	Probability	Model accuracy
CHEMBL4016	P42262	Glutamate receptor ionotropic, AMPA 2	96.64%	86.92%
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	95.18%	96.09%
CHEMBL5619	P27695	DNA-(apurinic or apyrimidinic site) lyase	92.76%	91.11%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	89.31%	95.56%
CHEMBL2581	P07339	Cathepsin D	88.27%	98.95%
CHEMBL3137262	O60341	LSD1/CoREST complex	87.76%	97.09%
CHEMBL5103	Q969S8	Histone deacetylase 10	87.10%	90.08%
CHEMBL4203	Q9HAZ1	Dual specificity protein kinase CLK4	85.55%	94.45%
CHEMBL226	P30542	Adenosine A1 receptor	82.77%	95.93%
CHEMBL3401	O75469	Pregnane X receptor	82.65%	94.73%
CHEMBL3060	Q9Y345	Glycine transporter 2	82.48%	99.17%
CHEMBL2635	P51452	Dual specificity protein phosphatase 3	82.00%	94.00%

Plants that contains it

There are no matching plants.

Cross-Links

• PubChem: 53461941
• LOTUS: LTS0244036
• wikiData: Q105182759