1-[(2,4-Dihydroxy-2-oxo-3a,4,6,6a-tetrahydrofuro[3,4-d][1,3,2]dioxaphosphol-6-yl)methyl]pyrimidine-2,4-dione

Details

• Internal ID: c81c4fba-ad30-4118-8e44-19874921270d
• Taxonomy: Organoheterocyclic compounds > Diazines > Pyrimidines and pyrimidine derivatives > Hydroxypyrimidines
• IUPAC Name: 1-[(2,4-dihydroxy-2-oxo-3a,4,6,6a-tetrahydrofuro[3,4-d][1,3,2]dioxaphosphol-6-yl)methyl]pyrimidine-2,4-dione
• SMILES (Canonical): C1=CN(C(=O)NC1=O)CC2C3C(C(O2)O)OP(=O)(O3)O
• SMILES (Isomeric): C1=CN(C(=O)NC1=O)CC2C3C(C(O2)O)OP(=O)(O3)O
• InChI: InChI=1S/C9H11N2O8P/c12-5-1-2-11(9(14)10-5)3-4-6-7(8(13)17-4)19-20(15,16)18-6/h1-2,4,6-8,13H,3H2,(H,15,16)(H,10,12,14)
• InChI Key: AFTLDBVPRCDOJK-UHFFFAOYSA-N
• Popularity: 0 references in papers

Physical and Chemical Properties

• Molecular Formula: C₉H₁₁N₂O₈P
• Molecular Weight: 306.17 g/mol
• Exact Mass: 306.02530231 g/mol
• Topological Polar Surface Area (TPSA): 135.00 Ų
• XlogP: -3.00
• Atomic LogP (AlogP): -1.86
• H-Bond Acceptor: 8
• H-Bond Donor: 3
• Rotatable Bonds: 2

Synonyms

There are no found synonyms.

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	-	0.6850	68.50%
Caco-2	-	0.8719	87.19%
Blood Brain Barrier	+	0.6250	62.50%
Human oral bioavailability	-	0.5000	50.00%
Subcellular localzation	Mitochondria	0.5862	58.62%
OATP2B1 inhibitior	-	1.0000	100.00%
OATP1B1 inhibitior	+	0.9317	93.17%
OATP1B3 inhibitior	+	0.9403	94.03%
MATE1 inhibitior	-	0.9200	92.00%
OCT2 inhibitior	-	1.0000	100.00%
BSEP inhibitior	-	0.9399	93.99%
P-glycoprotein inhibitior	-	0.9188	91.88%
P-glycoprotein substrate	-	0.8096	80.96%
CYP3A4 substrate	+	0.5122	51.22%
CYP2C9 substrate	-	0.6019	60.19%
CYP2D6 substrate	-	0.8668	86.68%
CYP3A4 inhibition	-	0.9440	94.40%
CYP2C9 inhibition	-	0.8566	85.66%
CYP2C19 inhibition	-	0.8241	82.41%
CYP2D6 inhibition	-	0.9061	90.61%
CYP1A2 inhibition	-	0.8481	84.81%
CYP2C8 inhibition	-	0.8550	85.50%
CYP inhibitory promiscuity	-	0.9299	92.99%
UGT catelyzed	-	0.5000	50.00%
Carcinogenicity (binary)	-	0.8500	85.00%
Carcinogenicity (trinary)	Non-required	0.5331	53.31%
Eye corrosion	-	0.9835	98.35%
Eye irritation	-	0.9729	97.29%
Skin irritation	-	0.7800	78.00%
Skin corrosion	-	0.9327	93.27%
Ames mutagenesis	-	0.5900	59.00%
Human Ether-a-go-go-Related Gene inhibition	-	0.8068	80.68%
Micronuclear	+	0.9700	97.00%
Hepatotoxicity	+	0.6750	67.50%
skin sensitisation	-	0.8694	86.94%
Respiratory toxicity	+	0.7444	74.44%
Reproductive toxicity	+	0.8444	84.44%
Mitochondrial toxicity	+	0.7875	78.75%
Nephrotoxicity	-	0.6306	63.06%
Acute Oral Toxicity (c)	III	0.5587	55.87%
Estrogen receptor binding	+	0.5606	56.06%
Androgen receptor binding	+	0.5286	52.86%
Thyroid receptor binding	-	0.6672	66.72%
Glucocorticoid receptor binding	-	0.7974	79.74%
Aromatase binding	-	0.7028	70.28%
PPAR gamma	-	0.5327	53.27%
Honey bee toxicity	-	0.8697	86.97%
Biodegradation	-	0.6750	67.50%
Crustacea aquatic toxicity	-	0.5200	52.00%
Fish aquatic toxicity	-	0.5379	53.79%

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	94.01%	86.92%
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	93.43%	96.09%
CHEMBL2581	P07339	Cathepsin D	92.14%	98.95%
CHEMBL4203	Q9HAZ1	Dual specificity protein kinase CLK4	88.97%	94.45%
CHEMBL2635	P51452	Dual specificity protein phosphatase 3	87.85%	94.00%
CHEMBL5619	P27695	DNA-(apurinic or apyrimidinic site) lyase	87.10%	91.11%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	84.05%	95.56%
CHEMBL1806	P11388	DNA topoisomerase II alpha	80.45%	89.00%
CHEMBL3401	O75469	Pregnane X receptor	80.45%	94.73%

Plants that contains it

• Cicer arietinum

Cross-Links

• PubChem: 163007159
• LOTUS: LTS0118484
• wikiData: Q104911559