5-[(2R,3R,4R,5R)-3,4-dihydroxy-5-(hydroxymethyl)oxolan-2-yl]-1H-pyrimidine-2,4-dione

Details

• Internal ID: efa16d2e-a1ce-4d2c-a627-5ea0624fc853
• Taxonomy: Nucleosides, nucleotides, and analogues > Nucleoside and nucleotide analogues
• IUPAC Name: 5-[(2R,3R,4R,5R)-3,4-dihydroxy-5-(hydroxymethyl)oxolan-2-yl]-1H-pyrimidine-2,4-dione
• SMILES (Canonical): C1=C(C(=O)NC(=O)N1)C2C(C(C(O2)CO)O)O
• SMILES (Isomeric): C1=C(C(=O)NC(=O)N1)[C@@H]2[C@@H]([C@H]([C@H](O2)CO)O)O
• InChI: InChI=1S/C9H12N2O6/c12-2-4-5(13)6(14)7(17-4)3-1-10-9(16)11-8(3)15/h1,4-7,12-14H,2H2,(H2,10,11,15,16)/t4-,5+,6-,7-/m1/s1
• InChI Key: PTJWIQPHWPFNBW-XZBKPIIZSA-N
• Popularity: 0 references in papers

Physical and Chemical Properties

• Molecular Formula: C₉H₁₂N₂O₆
• Molecular Weight: 244.20 g/mol
• Exact Mass: 244.06953611 g/mol
• Topological Polar Surface Area (TPSA): 128.00 Ų
• XlogP: -2.80
• Atomic LogP (AlogP): -2.78
• H-Bond Acceptor: 6
• H-Bond Donor: 5
• Rotatable Bonds: 2

Synonyms

There are no found synonyms.

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	-	0.5296	52.96%
Caco-2	-	0.9798	97.98%
Blood Brain Barrier	+	0.6750	67.50%
Human oral bioavailability	-	0.6857	68.57%
Subcellular localzation	Mitochondria	0.5373	53.73%
OATP2B1 inhibitior	-	1.0000	100.00%
OATP1B1 inhibitior	+	0.8707	87.07%
OATP1B3 inhibitior	+	0.9496	94.96%
MATE1 inhibitior	-	0.9800	98.00%
OCT2 inhibitior	-	0.9500	95.00%
BSEP inhibitior	-	0.9759	97.59%
P-glycoprotein inhibitior	-	0.9445	94.45%
P-glycoprotein substrate	-	0.9593	95.93%
CYP3A4 substrate	-	0.5834	58.34%
CYP2C9 substrate	-	0.6029	60.29%
CYP2D6 substrate	-	0.8647	86.47%
CYP3A4 inhibition	-	0.8481	84.81%
CYP2C9 inhibition	-	0.9297	92.97%
CYP2C19 inhibition	-	0.9184	91.84%
CYP2D6 inhibition	-	0.9407	94.07%
CYP1A2 inhibition	-	0.7169	71.69%
CYP2C8 inhibition	-	0.9580	95.80%
CYP inhibitory promiscuity	-	0.9675	96.75%
UGT catelyzed	+	0.8000	80.00%
Carcinogenicity (binary)	-	0.8700	87.00%
Carcinogenicity (trinary)	Non-required	0.6299	62.99%
Eye corrosion	-	0.9892	98.92%
Eye irritation	-	0.8452	84.52%
Skin irritation	-	0.8182	81.82%
Skin corrosion	-	0.9446	94.46%
Ames mutagenesis	-	0.5800	58.00%
Human Ether-a-go-go-Related Gene inhibition	-	0.7640	76.40%
Micronuclear	+	0.9040	90.40%
Hepatotoxicity	-	0.6219	62.19%
skin sensitisation	-	0.8591	85.91%
Respiratory toxicity	+	0.6444	64.44%
Reproductive toxicity	+	0.9222	92.22%
Mitochondrial toxicity	+	0.8625	86.25%
Nephrotoxicity	-	0.6031	60.31%
Acute Oral Toxicity (c)	III	0.6193	61.93%
Estrogen receptor binding	-	0.8164	81.64%
Androgen receptor binding	-	0.6485	64.85%
Thyroid receptor binding	-	0.5775	57.75%
Glucocorticoid receptor binding	-	0.5586	55.86%
Aromatase binding	-	0.6465	64.65%
PPAR gamma	-	0.4944	49.44%
Honey bee toxicity	-	0.8835	88.35%
Biodegradation	-	0.7000	70.00%
Crustacea aquatic toxicity	-	0.7700	77.00%
Fish aquatic toxicity	-	0.8794	87.94%

Targets

Proven Targets:

No proven targets yet!

Predicted Targets (via Super-PRED):

CHEMBL ID	UniProt ID	Name	Probability	Model accuracy
CHEMBL5619	P27695	DNA-(apurinic or apyrimidinic site) lyase	94.11%	91.11%
CHEMBL4040	P28482	MAP kinase ERK2	91.23%	83.82%
CHEMBL253	P34972	Cannabinoid CB2 receptor	91.19%	97.25%
CHEMBL4016	P42262	Glutamate receptor ionotropic, AMPA 2	91.01%	86.92%
CHEMBL2581	P07339	Cathepsin D	90.27%	98.95%
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	88.88%	96.09%
CHEMBL4203	Q9HAZ1	Dual specificity protein kinase CLK4	87.91%	94.45%
CHEMBL4261	Q16665	Hypoxia-inducible factor 1 alpha	86.71%	85.14%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	85.69%	95.56%
CHEMBL3401	O75469	Pregnane X receptor	85.00%	94.73%
CHEMBL3137262	O60341	LSD1/CoREST complex	84.15%	97.09%

Plants that contains it

• Amaranthus spinosus
• Combretum indicum

Cross-Links

• PubChem: 163193602
• LOTUS: LTS0029298
• wikiData: Q105214686