3-acetyl-1-[(2R,5R)-4-hydroxy-5-(hydroxymethyl)oxolan-2-yl]-5-methylpyrimidine-2,4-dione

Details

• Internal ID: 951e6542-c44b-488d-a058-7da1733d87f8
• Taxonomy: Nucleosides, nucleotides, and analogues > Pyrimidine nucleosides > Pyrimidine 2-deoxyribonucleosides
• IUPAC Name: 3-acetyl-1-[(2R,5R)-4-hydroxy-5-(hydroxymethyl)oxolan-2-yl]-5-methylpyrimidine-2,4-dione
• SMILES (Canonical): CC1=CN(C(=O)N(C1=O)C(=O)C)C2CC(C(O2)CO)O
• SMILES (Isomeric): CC1=CN(C(=O)N(C1=O)C(=O)C)[C@H]2CC([C@H](O2)CO)O
• InChI: InChI=1S/C12H16N2O6/c1-6-4-13(10-3-8(17)9(5-15)20-10)12(19)14(7(2)16)11(6)18/h4,8-10,15,17H,3,5H2,1-2H3/t8?,9-,10-/m1/s1
• InChI Key: DOYZPOPPDQRFPK-VXRWAFEHSA-N
• Popularity: 0 references in papers

Physical and Chemical Properties

• Molecular Formula: C₁₂H₁₆N₂O₆
• Molecular Weight: 284.26 g/mol
• Exact Mass: 284.10083623 g/mol
• Topological Polar Surface Area (TPSA): 107.00 Ų
• XlogP: -1.20
• Atomic LogP (AlogP): -1.38
• H-Bond Acceptor: 8
• H-Bond Donor: 2
• Rotatable Bonds: 2

Synonyms

There are no found synonyms.

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	+	0.7487	74.87%
Caco-2	-	0.8477	84.77%
Blood Brain Barrier	-	0.5500	55.00%
Human oral bioavailability	+	0.6429	64.29%
Subcellular localzation	Nucleus	0.5731	57.31%
OATP2B1 inhibitior	-	0.8636	86.36%
OATP1B1 inhibitior	+	0.9076	90.76%
OATP1B3 inhibitior	+	0.9438	94.38%
MATE1 inhibitior	-	0.9200	92.00%
OCT2 inhibitior	-	0.9750	97.50%
BSEP inhibitior	-	0.9616	96.16%
P-glycoprotein inhibitior	-	0.9006	90.06%
P-glycoprotein substrate	-	0.8699	86.99%
CYP3A4 substrate	+	0.5380	53.80%
CYP2C9 substrate	-	0.8026	80.26%
CYP2D6 substrate	-	0.8626	86.26%
CYP3A4 inhibition	-	0.9289	92.89%
CYP2C9 inhibition	-	0.9284	92.84%
CYP2C19 inhibition	-	0.9383	93.83%
CYP2D6 inhibition	-	0.9513	95.13%
CYP1A2 inhibition	-	0.9457	94.57%
CYP2C8 inhibition	-	0.9403	94.03%
CYP inhibitory promiscuity	-	0.9460	94.60%
UGT catelyzed	-	0.5000	50.00%
Carcinogenicity (binary)	-	0.8200	82.00%
Carcinogenicity (trinary)	Non-required	0.5129	51.29%
Eye corrosion	-	0.9888	98.88%
Eye irritation	-	0.9660	96.60%
Skin irritation	-	0.8590	85.90%
Skin corrosion	-	0.9598	95.98%
Ames mutagenesis	-	0.6054	60.54%
Human Ether-a-go-go-Related Gene inhibition	-	0.6342	63.42%
Micronuclear	+	0.9800	98.00%
Hepatotoxicity	+	0.5938	59.38%
skin sensitisation	-	0.9376	93.76%
Respiratory toxicity	+	0.7778	77.78%
Reproductive toxicity	+	0.9556	95.56%
Mitochondrial toxicity	+	0.8125	81.25%
Nephrotoxicity	-	0.5875	58.75%
Acute Oral Toxicity (c)	III	0.4934	49.34%
Estrogen receptor binding	-	0.6019	60.19%
Androgen receptor binding	-	0.5532	55.32%
Thyroid receptor binding	-	0.5618	56.18%
Glucocorticoid receptor binding	-	0.6340	63.40%
Aromatase binding	-	0.7946	79.46%
PPAR gamma	+	0.5514	55.14%
Honey bee toxicity	-	0.9099	90.99%
Biodegradation	-	0.5750	57.50%
Crustacea aquatic toxicity	-	0.5900	59.00%
Fish aquatic toxicity	-	0.5727	57.27%

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	98.10%	96.09%
CHEMBL4261	Q16665	Hypoxia-inducible factor 1 alpha	95.08%	85.14%
CHEMBL2581	P07339	Cathepsin D	92.48%	98.95%
CHEMBL1806	P11388	DNA topoisomerase II alpha	92.39%	89.00%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	91.30%	95.56%
CHEMBL2140	P48775	Tryptophan 2,3-dioxygenase	88.14%	98.46%
CHEMBL2635	P51452	Dual specificity protein phosphatase 3	86.59%	94.00%
CHEMBL3401	O75469	Pregnane X receptor	85.98%	94.73%
CHEMBL218	P21554	Cannabinoid CB1 receptor	85.89%	96.61%
CHEMBL3137262	O60341	LSD1/CoREST complex	85.87%	97.09%
CHEMBL5619	P27695	DNA-(apurinic or apyrimidinic site) lyase	85.72%	91.11%
CHEMBL4203	Q9HAZ1	Dual specificity protein kinase CLK4	83.77%	94.45%
CHEMBL3351	Q13085	Acetyl-CoA carboxylase 1	81.57%	93.04%

Plants that contains it

There are no matching plants.

Cross-Links

• PubChem: 67022859
• LOTUS: LTS0033568
• wikiData: Q104986333