2,6-diamino-5-[3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl]oxy-1H-pyrimidin-4-one

Details

• Internal ID: e42a06b8-568b-4944-aa94-5bb350fe68ee
• Taxonomy: Organic oxygen compounds > Organooxygen compounds > Carbohydrates and carbohydrate conjugates > Glycosyl compounds > O-glycosyl compounds
• IUPAC Name: 2,6-diamino-5-[3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl]oxy-1H-pyrimidin-4-one
• SMILES (Canonical): C(C1C(C(C(C(O1)OC2=C(NC(=NC2=O)N)N)O)O)O)O
• SMILES (Isomeric): C(C1C(C(C(C(O1)OC2=C(NC(=NC2=O)N)N)O)O)O)O
• InChI: InChI=1S/C10H16N4O7/c11-7-6(8(19)14-10(12)13-7)21-9-5(18)4(17)3(16)2(1-15)20-9/h2-5,9,15-18H,1H2,(H5,11,12,13,14,19)
• InChI Key: KGNGTSCIQCLKEH-UHFFFAOYSA-N
• Popularity: 0 references in papers

Physical and Chemical Properties

• Molecular Formula: C₁₀H₁₆N₄O₇
• Molecular Weight: 304.26 g/mol
• Exact Mass: 304.10189886 g/mol
• Topological Polar Surface Area (TPSA): 193.00 Ų
• XlogP: -3.70
• Atomic LogP (AlogP): -3.89
• H-Bond Acceptor: 10
• H-Bond Donor: 7
• Rotatable Bonds: 3

Synonyms

There are no found synonyms.

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	-	0.7123	71.23%
Caco-2	-	0.9284	92.84%
Blood Brain Barrier	-	0.5750	57.50%
Human oral bioavailability	-	0.8286	82.86%
Subcellular localzation	Mitochondria	0.3956	39.56%
OATP2B1 inhibitior	-	1.0000	100.00%
OATP1B1 inhibitior	+	0.9343	93.43%
OATP1B3 inhibitior	+	0.9441	94.41%
MATE1 inhibitior	-	0.9600	96.00%
OCT2 inhibitior	-	0.9500	95.00%
BSEP inhibitior	-	0.9216	92.16%
P-glycoprotein inhibitior	-	0.9106	91.06%
P-glycoprotein substrate	-	0.9233	92.33%
CYP3A4 substrate	-	0.5316	53.16%
CYP2C9 substrate	-	0.8104	81.04%
CYP2D6 substrate	-	0.8801	88.01%
CYP3A4 inhibition	-	0.9459	94.59%
CYP2C9 inhibition	-	0.9001	90.01%
CYP2C19 inhibition	-	0.8601	86.01%
CYP2D6 inhibition	-	0.9156	91.56%
CYP1A2 inhibition	-	0.7667	76.67%
CYP2C8 inhibition	-	0.9055	90.55%
CYP inhibitory promiscuity	-	0.9337	93.37%
UGT catelyzed	+	0.6000	60.00%
Carcinogenicity (binary)	-	0.8900	89.00%
Carcinogenicity (trinary)	Non-required	0.5726	57.26%
Eye corrosion	-	0.9894	98.94%
Eye irritation	-	0.9338	93.38%
Skin irritation	-	0.8059	80.59%
Skin corrosion	-	0.9457	94.57%
Ames mutagenesis	-	0.7300	73.00%
Human Ether-a-go-go-Related Gene inhibition	-	0.6146	61.46%
Micronuclear	+	0.8800	88.00%
Hepatotoxicity	-	0.6384	63.84%
skin sensitisation	-	0.8139	81.39%
Respiratory toxicity	+	0.5556	55.56%
Reproductive toxicity	+	0.9111	91.11%
Mitochondrial toxicity	+	0.9125	91.25%
Nephrotoxicity	+	0.5292	52.92%
Acute Oral Toxicity (c)	III	0.6449	64.49%
Estrogen receptor binding	-	0.4947	49.47%
Androgen receptor binding	-	0.5830	58.30%
Thyroid receptor binding	+	0.6423	64.23%
Glucocorticoid receptor binding	+	0.5998	59.98%
Aromatase binding	-	0.4909	49.09%
PPAR gamma	+	0.5449	54.49%
Honey bee toxicity	-	0.8757	87.57%
Biodegradation	-	0.7250	72.50%
Crustacea aquatic toxicity	-	0.8250	82.50%
Fish aquatic toxicity	-	0.8900	89.00%

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	93.24%	96.09%
CHEMBL5619	P27695	DNA-(apurinic or apyrimidinic site) lyase	93.10%	91.11%
CHEMBL2635	P51452	Dual specificity protein phosphatase 3	91.98%	94.00%
CHEMBL3137262	O60341	LSD1/CoREST complex	91.32%	97.09%
CHEMBL4203	Q9HAZ1	Dual specificity protein kinase CLK4	87.87%	94.45%
CHEMBL4261	Q16665	Hypoxia-inducible factor 1 alpha	87.20%	85.14%
CHEMBL3880	P07900	Heat shock protein HSP 90-alpha	86.39%	96.21%
CHEMBL4040	P28482	MAP kinase ERK2	85.30%	83.82%
CHEMBL3060	Q9Y345	Glycine transporter 2	84.33%	99.17%
CHEMBL4016	P42262	Glutamate receptor ionotropic, AMPA 2	84.31%	86.92%
CHEMBL3038477	P67870	Casein kinase II alpha/beta	83.05%	99.23%
CHEMBL3401	O75469	Pregnane X receptor	81.94%	94.73%

Plants that contains it

• Momordica charantia
• Vicia narbonensis

Cross-Links

• PubChem: 261944
• LOTUS: LTS0056193
• wikiData: Q105140862