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

Details

• Internal ID: 0b7cb781-3406-4e98-bee5-1f7b2f4e893f
• Taxonomy: Organic oxygen compounds > Organooxygen compounds > Carbonyl compounds > Phenylketones > Alkyl-phenylketones
• IUPAC Name: N-[2-(4-hydroxyphenyl)-2-oxoethyl]butanamide
• SMILES (Canonical): CCCC(=O)NCC(=O)C1=CC=C(C=C1)O
• SMILES (Isomeric): CCCC(=O)NCC(=O)C1=CC=C(C=C1)O
• InChI: InChI=1S/C12H15NO3/c1-2-3-12(16)13-8-11(15)9-4-6-10(14)7-5-9/h4-7,14H,2-3,8H2,1H3,(H,13,16)
• InChI Key: CLIQWBFKECNQNU-UHFFFAOYSA-N
• Popularity: 1 reference in papers

Physical and Chemical Properties

• Molecular Formula: C₁₂H₁₅NO₃
• Molecular Weight: 221.25 g/mol
• Exact Mass: 221.10519334 g/mol
• Topological Polar Surface Area (TPSA): 66.40 Ų
• XlogP: 1.40
• Atomic LogP (AlogP): 1.49
• H-Bond Acceptor: 3
• H-Bond Donor: 2
• Rotatable Bonds: 5

Synonyms

• N-[2-(4-hydroxyphenyl)-2-oxoethyl]butanamide
• CHEMBL1811990
• SCHEMBL20245315
• Q27138081

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	+	0.9969	99.69%
Caco-2	+	0.9140	91.40%
Blood Brain Barrier	+	0.6250	62.50%
Human oral bioavailability	-	0.6857	68.57%
Subcellular localzation	Mitochondria	0.8892	88.92%
OATP2B1 inhibitior	-	1.0000	100.00%
OATP1B1 inhibitior	+	0.7893	78.93%
OATP1B3 inhibitior	+	0.9481	94.81%
MATE1 inhibitior	-	0.9800	98.00%
OCT2 inhibitior	-	0.7750	77.50%
BSEP inhibitior	-	0.9563	95.63%
P-glycoprotein inhibitior	-	0.9696	96.96%
P-glycoprotein substrate	-	0.6824	68.24%
CYP3A4 substrate	-	0.6383	63.83%
CYP2C9 substrate	-	0.8074	80.74%
CYP2D6 substrate	-	0.8162	81.62%
CYP3A4 inhibition	-	0.7832	78.32%
CYP2C9 inhibition	-	0.8428	84.28%
CYP2C19 inhibition	-	0.5465	54.65%
CYP2D6 inhibition	-	0.6987	69.87%
CYP1A2 inhibition	-	0.8039	80.39%
CYP2C8 inhibition	+	0.6453	64.53%
CYP inhibitory promiscuity	-	0.8976	89.76%
UGT catelyzed	+	0.8000	80.00%
Carcinogenicity (binary)	-	0.8200	82.00%
Carcinogenicity (trinary)	Non-required	0.6754	67.54%
Eye corrosion	-	0.9912	99.12%
Eye irritation	+	0.5402	54.02%
Skin irritation	-	0.8097	80.97%
Skin corrosion	-	0.9690	96.90%
Ames mutagenesis	-	0.7700	77.00%
Human Ether-a-go-go-Related Gene inhibition	-	0.8130	81.30%
Micronuclear	-	0.6000	60.00%
Hepatotoxicity	+	0.5875	58.75%
skin sensitisation	-	0.9249	92.49%
Respiratory toxicity	-	0.7333	73.33%
Reproductive toxicity	+	0.7725	77.25%
Mitochondrial toxicity	+	0.6000	60.00%
Nephrotoxicity	-	0.5544	55.44%
Acute Oral Toxicity (c)	III	0.6968	69.68%
Estrogen receptor binding	-	0.9096	90.96%
Androgen receptor binding	-	0.7499	74.99%
Thyroid receptor binding	-	0.7369	73.69%
Glucocorticoid receptor binding	-	0.6433	64.33%
Aromatase binding	-	0.5000	50.00%
PPAR gamma	-	0.6997	69.97%
Honey bee toxicity	-	0.9757	97.57%
Biodegradation	+	0.5250	52.50%
Crustacea aquatic toxicity	-	0.6800	68.00%
Fish aquatic toxicity	-	0.4230	42.30%

Targets

Proven Targets:

No proven targets yet!

Predicted Targets (via Super-PRED):

CHEMBL ID	UniProt ID	Name	Probability	Model accuracy
CHEMBL2581	P07339	Cathepsin D	95.72%	98.95%
CHEMBL3060	Q9Y345	Glycine transporter 2	92.63%	99.17%
CHEMBL2107	P61073	C-X-C chemokine receptor type 4	92.57%	93.10%
CHEMBL221	P23219	Cyclooxygenase-1	91.19%	90.17%
CHEMBL5619	P27695	DNA-(apurinic or apyrimidinic site) lyase	90.34%	91.11%
CHEMBL1907591	P30926	Neuronal acetylcholine receptor; alpha4/beta4	88.14%	100.00%
CHEMBL4208	P20618	Proteasome component C5	86.07%	90.00%
CHEMBL5701	Q9H2K8	Serine/threonine-protein kinase TAO3	85.34%	96.67%
CHEMBL2535	P11166	Glucose transporter	84.51%	98.75%
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	81.92%	96.09%
CHEMBL5261	Q7L7X3	Serine/threonine-protein kinase TAO1	81.79%	89.33%
CHEMBL4657	Q6V1X1	Dipeptidyl peptidase VIII	81.09%	97.21%
CHEMBL3038477	P67870	Casein kinase II alpha/beta	81.05%	99.23%
CHEMBL242	Q92731	Estrogen receptor beta	80.24%	98.35%

Plants that contains it

There are no matching plants.

Cross-Links

• PubChem: 53360341
• LOTUS: LTS0226201
• wikiData: Q27138081