6-amino-5-[3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl]oxy-1H-pyrimidine-2,4-dione

Details

• Internal ID: 5d2ed690-694c-4af2-8a29-1af361b5200d
• Taxonomy: Organic oxygen compounds > Organooxygen compounds > Carbohydrates and carbohydrate conjugates > Glycosyl compounds > O-glycosyl compounds
• IUPAC Name: 6-amino-5-[3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl]oxy-1H-pyrimidine-2,4-dione
• SMILES (Canonical): C(C1C(C(C(C(O1)OC2=C(NC(=O)NC2=O)N)O)O)O)O
• SMILES (Isomeric): C(C1C(C(C(C(O1)OC2=C(NC(=O)NC2=O)N)O)O)O)O
• InChI: InChI=1S/C10H15N3O8/c11-7-6(8(18)13-10(19)12-7)21-9-5(17)4(16)3(15)2(1-14)20-9/h2-5,9,14-17H,1H2,(H4,11,12,13,18,19)
• InChI Key: JJWYIMQKLTVAGZ-UHFFFAOYSA-N
• Popularity: 8 references in papers

Physical and Chemical Properties

• Molecular Formula: C₁₀H₁₅N₃O₈
• Molecular Weight: 305.24 g/mol
• Exact Mass: 305.08591445 g/mol
• Topological Polar Surface Area (TPSA): 184.00 Ų
• XlogP: -3.40
• Atomic LogP (AlogP): -4.18
• H-Bond Acceptor: 9
• H-Bond Donor: 7
• Rotatable Bonds: 3

Synonyms

• 6-Amino-5-beta-D-glucopyranosyloxyuracil
• SCHEMBL4630054
• CHEBI:182294
• 6-amino-5-[3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl]oxy-1H-pyrimidine-2,4-dione

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	-	0.7679	76.79%
Caco-2	-	0.9548	95.48%
Blood Brain Barrier	-	0.6750	67.50%
Human oral bioavailability	-	0.7286	72.86%
Subcellular localzation	Nucleus	0.5022	50.22%
OATP2B1 inhibitior	-	1.0000	100.00%
OATP1B1 inhibitior	+	0.9402	94.02%
OATP1B3 inhibitior	+	0.9444	94.44%
MATE1 inhibitior	-	1.0000	100.00%
OCT2 inhibitior	-	0.9500	95.00%
BSEP inhibitior	-	0.9228	92.28%
P-glycoprotein inhibitior	-	0.9190	91.90%
P-glycoprotein substrate	-	0.9411	94.11%
CYP3A4 substrate	-	0.5581	55.81%
CYP2C9 substrate	-	0.6018	60.18%
CYP2D6 substrate	-	0.8699	86.99%
CYP3A4 inhibition	-	0.9174	91.74%
CYP2C9 inhibition	-	0.9107	91.07%
CYP2C19 inhibition	-	0.8596	85.96%
CYP2D6 inhibition	-	0.9206	92.06%
CYP1A2 inhibition	-	0.8053	80.53%
CYP2C8 inhibition	-	0.9193	91.93%
CYP inhibitory promiscuity	-	0.9463	94.63%
UGT catelyzed	+	0.6000	60.00%
Carcinogenicity (binary)	-	0.8500	85.00%
Carcinogenicity (trinary)	Non-required	0.6404	64.04%
Eye corrosion	-	0.9892	98.92%
Eye irritation	-	0.9446	94.46%
Skin irritation	-	0.8102	81.02%
Skin corrosion	-	0.9466	94.66%
Ames mutagenesis	-	0.6645	66.45%
Human Ether-a-go-go-Related Gene inhibition	-	0.6049	60.49%
Micronuclear	+	0.9100	91.00%
Hepatotoxicity	-	0.7478	74.78%
skin sensitisation	-	0.8468	84.68%
Respiratory toxicity	-	0.5556	55.56%
Reproductive toxicity	+	0.8667	86.67%
Mitochondrial toxicity	+	0.9000	90.00%
Nephrotoxicity	+	0.4805	48.05%
Acute Oral Toxicity (c)	III	0.6331	63.31%
Estrogen receptor binding	-	0.5926	59.26%
Androgen receptor binding	-	0.5678	56.78%
Thyroid receptor binding	-	0.5520	55.20%
Glucocorticoid receptor binding	-	0.4919	49.19%
Aromatase binding	-	0.5589	55.89%
PPAR gamma	-	0.6243	62.43%
Honey bee toxicity	-	0.8292	82.92%
Biodegradation	-	0.7750	77.50%
Crustacea aquatic toxicity	-	0.8150	81.50%
Fish aquatic toxicity	-	0.8438	84.38%

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	94.54%	91.11%
CHEMBL4203	Q9HAZ1	Dual specificity protein kinase CLK4	92.92%	94.45%
CHEMBL3137262	O60341	LSD1/CoREST complex	92.14%	97.09%
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	91.38%	96.09%
CHEMBL4016	P42262	Glutamate receptor ionotropic, AMPA 2	89.98%	86.92%
CHEMBL2635	P51452	Dual specificity protein phosphatase 3	86.39%	94.00%
CHEMBL3060	Q9Y345	Glycine transporter 2	83.34%	99.17%
CHEMBL3880	P07900	Heat shock protein HSP 90-alpha	82.16%	96.21%
CHEMBL3401	O75469	Pregnane X receptor	81.45%	94.73%
CHEMBL1293267	Q9HC97	G-protein coupled receptor 35	80.98%	89.34%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	80.70%	95.56%

Plants that contains it

• Vicia faba

Cross-Links

• PubChem: 4480100
• LOTUS: LTS0102092
• wikiData: Q105130020