Methyl 5-acetamido-6-(4-hydroxyphenyl)-4-oxohexanoate

Details

• Internal ID: 8de789f1-001c-4c37-90d9-2f37ee44853e
• Taxonomy: Benzenoids > Benzene and substituted derivatives > Phenethylamines > Amphetamines and derivatives
• IUPAC Name: methyl 5-acetamido-6-(4-hydroxyphenyl)-4-oxohexanoate
• InChI: InChI=1S/C15H19NO5/c1-10(17)16-13(14(19)7-8-15(20)21-2)9-11-3-5-12(18)6-4-11/h3-6,13,18H,7-9H2,1-2H3,(H,16,17)
• InChI Key: AHJYJENDMNBMKK-UHFFFAOYSA-N
• Popularity: 2 references in papers

Physical and Chemical Properties

• Molecular Formula: C₁₅H₁₉NO₅
• Molecular Weight: 293.31 g/mol
• Exact Mass: 293.12632271 g/mol
• Topological Polar Surface Area (TPSA): 92.70 Ų
• XlogP: 0.70
• Atomic LogP (AlogP): 0.96
• H-Bond Acceptor: 5
• H-Bond Donor: 2
• Rotatable Bonds: 7

Synonyms

• N-(1-(4-Hydroxyphenyl)-6-methoxy-3,6-dioxohexan-2-yl)ethanimidate
• N-[1-(4-Hydroxyphenyl)-6-methoxy-3,6-dioxohexan-2-yl]ethanimidate
• RefChem:157666
• Methyl 5-acetamido-6-(4-hydroxyphenyl)-4-oxohexanoic acid

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	+	0.9445	94.45%
Caco-2	-	0.6446	64.46%
Blood Brain Barrier	+	0.6250	62.50%
Human oral bioavailability	-	0.6714	67.14%
Subcellular localzation	Mitochondria	0.9028	90.28%
OATP2B1 inhibitior	-	0.8590	85.90%
OATP1B1 inhibitior	+	0.9032	90.32%
OATP1B3 inhibitior	+	0.9313	93.13%
MATE1 inhibitior	-	0.9400	94.00%
OCT2 inhibitior	-	0.8072	80.72%
BSEP inhibitior	-	0.7257	72.57%
P-glycoprotein inhibitior	-	0.9295	92.95%
P-glycoprotein substrate	-	0.5308	53.08%
CYP3A4 substrate	+	0.5176	51.76%
CYP2C9 substrate	-	0.6147	61.47%
CYP2D6 substrate	-	0.8156	81.56%
CYP3A4 inhibition	-	0.8471	84.71%
CYP2C9 inhibition	-	0.7541	75.41%
CYP2C19 inhibition	-	0.8387	83.87%
CYP2D6 inhibition	-	0.8242	82.42%
CYP1A2 inhibition	-	0.8020	80.20%
CYP2C8 inhibition	-	0.7963	79.63%
CYP inhibitory promiscuity	-	0.8203	82.03%
UGT catelyzed	+	0.6000	60.00%
Carcinogenicity (binary)	-	0.8711	87.11%
Carcinogenicity (trinary)	Non-required	0.7111	71.11%
Eye corrosion	-	0.9954	99.54%
Eye irritation	-	0.9926	99.26%
Skin irritation	-	0.8310	83.10%
Skin corrosion	-	0.9706	97.06%
Ames mutagenesis	-	0.6100	61.00%
Human Ether-a-go-go-Related Gene inhibition	-	0.3672	36.72%
Micronuclear	+	0.5500	55.00%
Hepatotoxicity	-	0.6716	67.16%
skin sensitisation	-	0.9485	94.85%
Respiratory toxicity	-	0.5000	50.00%
Reproductive toxicity	+	0.7483	74.83%
Mitochondrial toxicity	+	0.6125	61.25%
Nephrotoxicity	+	0.6454	64.54%
Acute Oral Toxicity (c)	III	0.7385	73.85%
Estrogen receptor binding	-	0.6269	62.69%
Androgen receptor binding	-	0.5705	57.05%
Thyroid receptor binding	-	0.7316	73.16%
Glucocorticoid receptor binding	-	0.6188	61.88%
Aromatase binding	-	0.7291	72.91%
PPAR gamma	-	0.7707	77.07%
Honey bee toxicity	-	0.8353	83.53%
Biodegradation	-	0.8500	85.00%
Crustacea aquatic toxicity	-	0.5400	54.00%
Fish aquatic toxicity	+	0.8146	81.46%

Targets

Proven Targets:

No proven targets yet!

Predicted Targets (via Super-PRED):

CHEMBL ID	UniProt ID	Name	Probability	Model accuracy
CHEMBL4040	P28482	MAP kinase ERK2	98.64%	83.82%
CHEMBL2581	P07339	Cathepsin D	98.24%	98.95%
CHEMBL4203	Q9HAZ1	Dual specificity protein kinase CLK4	96.02%	94.45%
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	94.72%	96.09%
CHEMBL5619	P27695	DNA-(apurinic or apyrimidinic site) lyase	94.68%	91.11%
CHEMBL3060	Q9Y345	Glycine transporter 2	94.43%	99.17%
CHEMBL1255126	O15151	Protein Mdm4	94.23%	90.20%
CHEMBL2107	P61073	C-X-C chemokine receptor type 4	89.81%	93.10%
CHEMBL3091268	Q92753	Nuclear receptor ROR-beta	89.79%	95.50%
CHEMBL4657	Q6V1X1	Dipeptidyl peptidase VIII	89.32%	97.21%
CHEMBL301	P24941	Cyclin-dependent kinase 2	85.00%	91.23%
CHEMBL340	P08684	Cytochrome P450 3A4	83.38%	91.19%
CHEMBL245	P20309	Muscarinic acetylcholine receptor M3	82.93%	97.53%
CHEMBL1907591	P30926	Neuronal acetylcholine receptor; alpha4/beta4	81.99%	100.00%

Plants that contains it

There are no matching plants.

Cross-Links

• PubChem: 66552745
• LOTUS: LTS0006907
• wikiData: Q77369275