N-(3-acetamidopropyl)-3-hydroxy-4-methoxybenzamide

Details

• Internal ID: a4cb5cb7-d736-4365-8f0d-62f17e158fa3
• Taxonomy: Benzenoids > Phenols > Methoxyphenols
• IUPAC Name: N-(3-acetamidopropyl)-3-hydroxy-4-methoxybenzamide
• SMILES (Canonical): CC(=O)NCCCNC(=O)C1=CC(=C(C=C1)OC)O
• SMILES (Isomeric): CC(=O)NCCCNC(=O)C1=CC(=C(C=C1)OC)O
• InChI: InChI=1S/C13H18N2O4/c1-9(16)14-6-3-7-15-13(18)10-4-5-12(19-2)11(17)8-10/h4-5,8,17H,3,6-7H2,1-2H3,(H,14,16)(H,15,18)
• InChI Key: ZRNZFRFSWUTANA-UHFFFAOYSA-N
• Popularity: 1 reference in papers

Physical and Chemical Properties

• Molecular Formula: C₁₃H₁₈N₂O₄
• Molecular Weight: 266.29 g/mol
• Exact Mass: 266.12665706 g/mol
• Topological Polar Surface Area (TPSA): 87.70 Ų
• XlogP: 0.90
• Atomic LogP (AlogP): 0.66
• H-Bond Acceptor: 4
• H-Bond Donor: 3
• Rotatable Bonds: 6

Synonyms

There are no found synonyms.

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	+	0.9027	90.27%
Caco-2	+	0.5772	57.72%
Blood Brain Barrier	+	0.5250	52.50%
Human oral bioavailability	+	0.6429	64.29%
Subcellular localzation	Mitochondria	0.6271	62.71%
OATP2B1 inhibitior	-	1.0000	100.00%
OATP1B1 inhibitior	+	0.9313	93.13%
OATP1B3 inhibitior	+	0.9419	94.19%
MATE1 inhibitior	-	0.9000	90.00%
OCT2 inhibitior	-	0.8287	82.87%
BSEP inhibitior	-	0.8593	85.93%
P-glycoprotein inhibitior	-	0.9574	95.74%
P-glycoprotein substrate	+	0.7662	76.62%
CYP3A4 substrate	-	0.5288	52.88%
CYP2C9 substrate	-	0.8019	80.19%
CYP2D6 substrate	-	0.7830	78.30%
CYP3A4 inhibition	-	0.7564	75.64%
CYP2C9 inhibition	-	0.8524	85.24%
CYP2C19 inhibition	-	0.8885	88.85%
CYP2D6 inhibition	-	0.8749	87.49%
CYP1A2 inhibition	-	0.8599	85.99%
CYP2C8 inhibition	+	0.4560	45.60%
CYP inhibitory promiscuity	-	0.9501	95.01%
UGT catelyzed	+	1.0000	100.00%
Carcinogenicity (binary)	-	0.8400	84.00%
Carcinogenicity (trinary)	Non-required	0.7324	73.24%
Eye corrosion	-	0.9849	98.49%
Eye irritation	-	0.9412	94.12%
Skin irritation	-	0.7203	72.03%
Skin corrosion	-	0.9372	93.72%
Ames mutagenesis	-	0.6000	60.00%
Human Ether-a-go-go-Related Gene inhibition	-	0.4891	48.91%
Micronuclear	+	0.6100	61.00%
Hepatotoxicity	-	0.6198	61.98%
skin sensitisation	-	0.8751	87.51%
Respiratory toxicity	-	0.5667	56.67%
Reproductive toxicity	+	0.8889	88.89%
Mitochondrial toxicity	+	0.8375	83.75%
Nephrotoxicity	-	0.6477	64.77%
Acute Oral Toxicity (c)	III	0.7337	73.37%
Estrogen receptor binding	-	0.4847	48.47%
Androgen receptor binding	-	0.7018	70.18%
Thyroid receptor binding	+	0.5857	58.57%
Glucocorticoid receptor binding	-	0.8297	82.97%
Aromatase binding	-	0.6004	60.04%
PPAR gamma	+	0.5767	57.67%
Honey bee toxicity	-	0.9599	95.99%
Biodegradation	-	0.8000	80.00%
Crustacea aquatic toxicity	-	0.7349	73.49%
Fish aquatic toxicity	-	0.6248	62.48%

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	96.48%	96.09%
CHEMBL1255126	O15151	Protein Mdm4	95.41%	90.20%
CHEMBL3060	Q9Y345	Glycine transporter 2	94.21%	99.17%
CHEMBL5619	P27695	DNA-(apurinic or apyrimidinic site) lyase	93.31%	91.11%
CHEMBL2581	P07339	Cathepsin D	93.03%	98.95%
CHEMBL4208	P20618	Proteasome component C5	92.67%	90.00%
CHEMBL2535	P11166	Glucose transporter	89.15%	98.75%
CHEMBL1075094	Q16236	Nuclear factor erythroid 2-related factor 2	89.14%	96.00%
CHEMBL4657	Q6V1X1	Dipeptidyl peptidase VIII	87.93%	97.21%
CHEMBL1293249	Q13887	Kruppel-like factor 5	86.34%	86.33%
CHEMBL1293277	O15118	Niemann-Pick C1 protein	84.29%	81.11%
CHEMBL5163	Q9NY46	Sodium channel protein type III alpha subunit	82.52%	96.90%
CHEMBL5845	P23415	Glycine receptor subunit alpha-1	81.78%	90.71%
CHEMBL3401	O75469	Pregnane X receptor	80.99%	94.73%
CHEMBL2007	P16234	Platelet-derived growth factor receptor alpha	80.96%	91.07%

Plants that contains it

There are no matching plants.

Cross-Links

• PubChem: 146683990
• LOTUS: LTS0166818
• wikiData: Q105382111