4-Amino-1-[3-hydroxy-5-(hydroxymethyl)-4-[3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl]oxyoxolan-2-yl]pyrimidin-2-one

Details

• Internal ID: fede5747-32f4-44ac-990d-f9f37108eb24
• Taxonomy: Nucleosides, nucleotides, and analogues > Pyrimidine nucleosides
• IUPAC Name: 4-amino-1-[3-hydroxy-5-(hydroxymethyl)-4-[3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl]oxyoxolan-2-yl]pyrimidin-2-one
• SMILES (Canonical): C1=CN(C(=O)N=C1N)C2C(C(C(O2)CO)OC3C(C(C(C(O3)CO)O)O)O)O
• SMILES (Isomeric): C1=CN(C(=O)N=C1N)C2C(C(C(O2)CO)OC3C(C(C(C(O3)CO)O)O)O)O
• InChI: InChI=1S/C15H23N3O10/c16-7-1-2-18(15(25)17-7)13-11(24)12(6(4-20)26-13)28-14-10(23)9(22)8(21)5(3-19)27-14/h1-2,5-6,8-14,19-24H,3-4H2,(H2,16,17,25)
• InChI Key: DHNKPBBSFXICPK-UHFFFAOYSA-N
• Popularity: 0 references in papers

Physical and Chemical Properties

• Molecular Formula: C₁₅H₂₃N₃O₁₀
• Molecular Weight: 405.36 g/mol
• Exact Mass: 405.13834394 g/mol
• Topological Polar Surface Area (TPSA): 208.00 Ų
• XlogP: -4.30
• Atomic LogP (AlogP): -4.74
• H-Bond Acceptor: 13
• H-Bond Donor: 7
• Rotatable Bonds: 5

Synonyms

There are no found synonyms.

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	-	0.6037	60.37%
Caco-2	-	0.8907	89.07%
Blood Brain Barrier	+	0.6000	60.00%
Human oral bioavailability	-	0.8571	85.71%
Subcellular localzation	Nucleus	0.3668	36.68%
OATP2B1 inhibitior	-	1.0000	100.00%
OATP1B1 inhibitior	+	0.9406	94.06%
OATP1B3 inhibitior	+	0.9461	94.61%
MATE1 inhibitior	-	0.9600	96.00%
OCT2 inhibitior	-	1.0000	100.00%
BSEP inhibitior	-	0.8916	89.16%
P-glycoprotein inhibitior	-	0.8036	80.36%
P-glycoprotein substrate	-	0.9354	93.54%
CYP3A4 substrate	-	0.5000	50.00%
CYP2C9 substrate	-	0.8000	80.00%
CYP2D6 substrate	-	0.8776	87.76%
CYP3A4 inhibition	-	0.6918	69.18%
CYP2C9 inhibition	-	0.9226	92.26%
CYP2C19 inhibition	-	0.8641	86.41%
CYP2D6 inhibition	-	0.8758	87.58%
CYP1A2 inhibition	-	0.8850	88.50%
CYP2C8 inhibition	-	0.9216	92.16%
CYP inhibitory promiscuity	-	0.8111	81.11%
UGT catelyzed	+	0.6000	60.00%
Carcinogenicity (binary)	-	0.9400	94.00%
Carcinogenicity (trinary)	Non-required	0.4555	45.55%
Eye corrosion	-	0.9886	98.86%
Eye irritation	-	0.9868	98.68%
Skin irritation	-	0.7827	78.27%
Skin corrosion	-	0.9417	94.17%
Ames mutagenesis	-	0.9600	96.00%
Human Ether-a-go-go-Related Gene inhibition	-	0.5331	53.31%
Micronuclear	+	0.9900	99.00%
Hepatotoxicity	-	0.5206	52.06%
skin sensitisation	-	0.8555	85.55%
Respiratory toxicity	+	0.9111	91.11%
Reproductive toxicity	+	0.9667	96.67%
Mitochondrial toxicity	+	0.9500	95.00%
Nephrotoxicity	-	0.7375	73.75%
Acute Oral Toxicity (c)	III	0.6702	67.02%
Estrogen receptor binding	-	0.5190	51.90%
Androgen receptor binding	+	0.8377	83.77%
Thyroid receptor binding	+	0.6359	63.59%
Glucocorticoid receptor binding	-	0.5388	53.88%
Aromatase binding	+	0.6746	67.46%
PPAR gamma	+	0.5233	52.33%
Honey bee toxicity	-	0.7890	78.90%
Biodegradation	-	0.7500	75.00%
Crustacea aquatic toxicity	-	0.6400	64.00%
Fish aquatic toxicity	-	0.7229	72.29%

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	95.31%	96.09%
CHEMBL226	P30542	Adenosine A1 receptor	92.61%	95.93%
CHEMBL2635	P51452	Dual specificity protein phosphatase 3	92.24%	94.00%
CHEMBL5619	P27695	DNA-(apurinic or apyrimidinic site) lyase	88.31%	91.11%
CHEMBL3137261	O14744	PRMT5/MEP50 complex	87.93%	100.00%
CHEMBL1293249	Q13887	Kruppel-like factor 5	86.51%	86.33%
CHEMBL3137262	O60341	LSD1/CoREST complex	83.10%	97.09%
CHEMBL3891	P07384	Calpain 1	82.47%	93.04%
CHEMBL2140	P48775	Tryptophan 2,3-dioxygenase	81.50%	98.46%
CHEMBL3060	Q9Y345	Glycine transporter 2	80.51%	99.17%
CHEMBL1075094	Q16236	Nuclear factor erythroid 2-related factor 2	80.40%	96.00%

Plants that contains it

There are no matching plants.

Cross-Links

• PubChem: 78174233
• LOTUS: LTS0151842
• wikiData: Q104980416