N-(4-Methoxyphenyl)Acetamide

Details

• Internal ID: dfbae468-6e11-404e-8fd7-7545c6aaa261
• Taxonomy: Benzenoids > Benzene and substituted derivatives > Anilides > Acetanilides
• IUPAC Name: N-(4-methoxyphenyl)acetamide
• InChI: InChI=1S/C9H11NO2/c1-7(11)10-8-3-5-9(12-2)6-4-8/h3-6H,1-2H3,(H,10,11)
• InChI Key: XVAIDCNLVLTVFM-UHFFFAOYSA-N
• Popularity: 231 references in papers

Physical and Chemical Properties

• Molecular Formula: C₉H₁₁NO₂
• Molecular Weight: 165.19 g/mol
• Exact Mass: 165.078978594 g/mol
• Topological Polar Surface Area (TPSA): 38.30 Ų
• XlogP: 1.10
• Atomic LogP (AlogP): 1.65
• H-Bond Acceptor: 2
• H-Bond Donor: 1
• Rotatable Bonds: 2

Synonyms

• 51-66-1
• 4'-Methoxyacetanilide
• p-Acetanisidine
• Methacetin
• p-Methoxyacetanilide
• Aceto-p-anisidide
• N-Acetyl-p-anisidine
• Acetyl-p-anisidine
• N-Acetyl-p-methoxyaniline
• NSC 4687
• 13E468TFHP
• DTXSID6026325
• NSC-4687
• DTXCID806325
• CHEBI:139354
• RefChem:162178
• 200-114-2
• p-Acetanisidide
• 4-METHOXYACETANILIDE
• Acetamide, N-(4-methoxyphenyl)-
• Acetanilide, 4'-methoxy-
• 4-(Acetylamino)anisole
• MFCD00014963
• 4-acetamidoanisole
• N-(4-Methoxy-phenyl)-acetamide
• EINECS 200-114-2
• BRN 0387887
• UNII-13E468TFHP
• N-(p-Methoxyphenyl)acetamide
• p-Acetaniside
• AI3-00798
• p-acetamidoanisole
• Aceto-p-anisidine
• 4-acetaminoanisole
• ACETANISIDIDE, P-
• WLN: 1VMR DO1
• SCHEMBL97146
• P-ACETANISIDINE [MI]
• N-(4-methoxyphenyl)ethanamide
• SCHEMBL171415
• N-(4-methoxyphenyl)-acetamide
• SCHEMBL1403594
• SCHEMBL3649880
• SCHEMBL6089764
• SCHEMBL7066590
• CHEMBL3183230
• SCHEMBL12015254
• SCHEMBL17220427
• NSC4687
• HMS1783M19
• Tox21_201131
• SBB056791
• STK045687
• N-(4-Methoxyphenyl)acetic acid amide
• AKOS000121469
• FM25132
• CAS-51-66-1
• NCGC00248932-01
• NCGC00258683-01
• DS-15877
• ST040205
• SY078829
• A0019
• A7614
• CS-0072050
• NS00002763
• EN300-15545
• A15080
• AE-641/00642037
• F091550
• SR-01000395318
• SR-01000395318-1
• Q27251512
• Z28138902
• F1962-0209
• Methacetin; N-(4-Methoxyphenyl)acetamide; p-Acetanisidine
• N-(4-Methoxyphenyl)acetamide;p-Acetanisidine;p-Methoxyacetanilide
• InChI=1/C9H11NO2/c1-7(11)10-8-3-5-9(12-2)6-4-8/h3-6H,1-2H3,(H,10,11

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	+	0.9931	99.31%
Caco-2	+	0.8611	86.11%
Blood Brain Barrier	+	0.8250	82.50%
Human oral bioavailability	+	0.5429	54.29%
Subcellular localzation	Mitochondria	0.7751	77.51%
OATP2B1 inhibitior	-	1.0000	100.00%
OATP1B1 inhibitior	+	0.9752	97.52%
OATP1B3 inhibitior	+	0.9666	96.66%
MATE1 inhibitior	+	0.6000	60.00%
OCT2 inhibitior	-	1.0000	100.00%
BSEP inhibitior	-	0.7846	78.46%
P-glycoprotein inhibitior	-	0.9905	99.05%
P-glycoprotein substrate	-	0.9764	97.64%
CYP3A4 substrate	-	0.5839	58.39%
CYP2C9 substrate	+	1.0000	100.00%
CYP2D6 substrate	-	0.7960	79.60%
CYP3A4 inhibition	-	0.9014	90.14%
CYP2C9 inhibition	-	0.9432	94.32%
CYP2C19 inhibition	-	0.9533	95.33%
CYP2D6 inhibition	-	0.9308	93.08%
CYP1A2 inhibition	+	0.5144	51.44%
CYP2C8 inhibition	-	0.9836	98.36%
CYP inhibitory promiscuity	-	0.7633	76.33%
UGT catelyzed	-	0.0000	0.00%
Carcinogenicity (binary)	-	0.6605	66.05%
Carcinogenicity (trinary)	Warning	0.4932	49.32%
Eye corrosion	-	0.9487	94.87%
Eye irritation	+	0.9643	96.43%
Skin irritation	-	0.5790	57.90%
Skin corrosion	-	0.9830	98.30%
Ames mutagenesis	-	0.7600	76.00%
Human Ether-a-go-go-Related Gene inhibition	-	0.5548	55.48%
Micronuclear	+	0.7800	78.00%
Hepatotoxicity	-	0.6750	67.50%
skin sensitisation	-	0.9584	95.84%
Respiratory toxicity	-	0.5000	50.00%
Reproductive toxicity	+	0.5556	55.56%
Mitochondrial toxicity	-	0.6375	63.75%
Nephrotoxicity	+	0.7189	71.89%
Acute Oral Toxicity (c)	III	0.7668	76.68%
Estrogen receptor binding	-	0.6928	69.28%
Androgen receptor binding	-	0.4862	48.62%
Thyroid receptor binding	-	0.5964	59.64%
Glucocorticoid receptor binding	-	0.8143	81.43%
Aromatase binding	-	0.7464	74.64%
PPAR gamma	-	0.7098	70.98%
Honey bee toxicity	-	0.9781	97.81%
Biodegradation	-	0.6750	67.50%
Crustacea aquatic toxicity	-	0.6200	62.00%
Fish aquatic toxicity	-	0.5420	54.20%

Targets

Proven Targets:

No proven targets yet!

Predicted Targets (via Super-PRED):

CHEMBL ID	UniProt ID	Name	Probability	Model accuracy
CHEMBL1293277	O15118	Niemann-Pick C1 protein	93.31%	81.11%
CHEMBL5619	P27695	DNA-(apurinic or apyrimidinic site) lyase	91.27%	91.11%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	90.37%	95.56%
CHEMBL4208	P20618	Proteasome component C5	89.67%	90.00%
CHEMBL3401	O75469	Pregnane X receptor	89.26%	94.73%
CHEMBL3085	P43003	Excitatory amino acid transporter 1	88.96%	94.67%
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	86.65%	96.09%
CHEMBL340	P08684	Cytochrome P450 3A4	86.14%	91.19%
CHEMBL2111367	P27986	PI3-kinase p110-alpha/p85-alpha	85.78%	94.33%
CHEMBL4203	Q9HAZ1	Dual specificity protein kinase CLK4	85.05%	94.45%
CHEMBL2635	P51452	Dual specificity protein phosphatase 3	82.49%	94.00%
CHEMBL4657	Q6V1X1	Dipeptidyl peptidase VIII	82.40%	97.21%
CHEMBL1075094	Q16236	Nuclear factor erythroid 2-related factor 2	81.93%	96.00%
CHEMBL3091268	Q92753	Nuclear receptor ROR-beta	80.89%	95.50%
CHEMBL2535	P11166	Glucose transporter	80.83%	98.75%
CHEMBL1293294	P51151	Ras-related protein Rab-9A	80.68%	87.67%

Plants that contains it

• Rosa transmorrisonensis

Cross-Links

• PubChem: 5827
• NPASS: NPC264782