N-[2-(4-hydroxyphenyl)-2-oxoethyl]-4-methylpentanamide

Details

• Internal ID: 8dbb78c9-f5a7-4dc1-a701-8e84d32c9b02
• Taxonomy: Organic oxygen compounds > Organooxygen compounds > Carbonyl compounds > Phenylketones > Alkyl-phenylketones
• IUPAC Name: N-[2-(4-hydroxyphenyl)-2-oxoethyl]-4-methylpentanamide
• InChI: InChI=1S/C14H19NO3/c1-10(2)3-8-14(18)15-9-13(17)11-4-6-12(16)7-5-11/h4-7,10,16H,3,8-9H2,1-2H3,(H,15,18)
• InChI Key: UASYVGIIXUPYNP-UHFFFAOYSA-N
• Popularity: 2 references in papers

Physical and Chemical Properties

• Molecular Formula: C₁₄H₁₉NO₃
• Molecular Weight: 249.30 g/mol
• Exact Mass: 249.13649347 g/mol
• Topological Polar Surface Area (TPSA): 66.40 Ų
• XlogP: 2.20
• Atomic LogP (AlogP): 2.13
• H-Bond Acceptor: 3
• H-Bond Donor: 2
• Rotatable Bonds: 6

Synonyms

• N-[2-(4-hydroxyphenyl)-2-oxoethyl]-4-methylpentanamide
• CHEMBL1811993
• Q27138084

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	+	0.9974	99.74%
Caco-2	+	0.8287	82.87%
Blood Brain Barrier	+	0.6000	60.00%
Human oral bioavailability	-	0.7000	70.00%
Subcellular localzation	Mitochondria	0.9205	92.05%
OATP2B1 inhibitior	-	0.8633	86.33%
OATP1B1 inhibitior	+	0.8359	83.59%
OATP1B3 inhibitior	+	0.9477	94.77%
MATE1 inhibitior	-	0.9600	96.00%
OCT2 inhibitior	-	0.6500	65.00%
BSEP inhibitior	-	0.8862	88.62%
P-glycoprotein inhibitior	-	0.9265	92.65%
P-glycoprotein substrate	-	0.6934	69.34%
CYP3A4 substrate	-	0.5890	58.90%
CYP2C9 substrate	-	0.6050	60.50%
CYP2D6 substrate	-	0.8237	82.37%
CYP3A4 inhibition	-	0.8813	88.13%
CYP2C9 inhibition	-	0.7710	77.10%
CYP2C19 inhibition	-	0.6186	61.86%
CYP2D6 inhibition	-	0.7119	71.19%
CYP1A2 inhibition	-	0.8038	80.38%
CYP2C8 inhibition	-	0.7812	78.12%
CYP inhibitory promiscuity	-	0.9160	91.60%
UGT catelyzed	+	0.8000	80.00%
Carcinogenicity (binary)	-	0.8300	83.00%
Carcinogenicity (trinary)	Non-required	0.7063	70.63%
Eye corrosion	-	0.9926	99.26%
Eye irritation	-	0.9190	91.90%
Skin irritation	-	0.8179	81.79%
Skin corrosion	-	0.9556	95.56%
Ames mutagenesis	-	0.8100	81.00%
Human Ether-a-go-go-Related Gene inhibition	-	0.7626	76.26%
Micronuclear	-	0.6000	60.00%
Hepatotoxicity	+	0.5750	57.50%
skin sensitisation	-	0.9024	90.24%
Respiratory toxicity	-	0.5778	57.78%
Reproductive toxicity	+	0.7333	73.33%
Mitochondrial toxicity	+	0.6125	61.25%
Nephrotoxicity	-	0.5595	55.95%
Acute Oral Toxicity (c)	III	0.7368	73.68%
Estrogen receptor binding	-	0.8489	84.89%
Androgen receptor binding	-	0.6515	65.15%
Thyroid receptor binding	-	0.6244	62.44%
Glucocorticoid receptor binding	-	0.8116	81.16%
Aromatase binding	-	0.5473	54.73%
PPAR gamma	-	0.8002	80.02%
Honey bee toxicity	-	0.9535	95.35%
Biodegradation	-	0.6250	62.50%
Crustacea aquatic toxicity	-	0.7600	76.00%
Fish aquatic toxicity	+	0.7846	78.46%

Targets

Proven Targets:

No proven targets yet!

Predicted Targets (via Super-PRED):

CHEMBL ID	UniProt ID	Name	Probability	Model accuracy
CHEMBL2581	P07339	Cathepsin D	96.82%	98.95%
CHEMBL2107	P61073	C-X-C chemokine receptor type 4	94.28%	93.10%
CHEMBL1907591	P30926	Neuronal acetylcholine receptor; alpha4/beta4	92.78%	100.00%
CHEMBL3060	Q9Y345	Glycine transporter 2	92.38%	99.17%
CHEMBL5619	P27695	DNA-(apurinic or apyrimidinic site) lyase	90.22%	91.11%
CHEMBL221	P23219	Cyclooxygenase-1	89.19%	90.17%
CHEMBL4208	P20618	Proteasome component C5	88.42%	90.00%
CHEMBL5701	Q9H2K8	Serine/threonine-protein kinase TAO3	86.74%	96.67%
CHEMBL5261	Q7L7X3	Serine/threonine-protein kinase TAO1	86.57%	89.33%
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	86.49%	96.09%
CHEMBL5845	P23415	Glycine receptor subunit alpha-1	86.20%	90.71%
CHEMBL2535	P11166	Glucose transporter	85.18%	98.75%
CHEMBL3401	O75469	Pregnane X receptor	83.86%	94.73%
CHEMBL1255126	O15151	Protein Mdm4	82.18%	90.20%
CHEMBL4657	Q6V1X1	Dipeptidyl peptidase VIII	81.61%	97.21%

Plants that contains it

There are no matching plants.

Cross-Links

• PubChem: 53360343
• LOTUS: LTS0146445
• wikiData: Q27138084