2-hydroxy-N-methyl-N-[2-(3,4,5-trimethoxyphenyl)ethyl]benzamide

Details

• Internal ID: 72d48596-561d-4d6e-9f01-258e21a17d9f
• Taxonomy: Benzenoids > Benzene and substituted derivatives > Benzoic acids and derivatives > Salicylic acid and derivatives > Salicylamides
• IUPAC Name: 2-hydroxy-N-methyl-N-[2-(3,4,5-trimethoxyphenyl)ethyl]benzamide
• InChI: InChI=1S/C19H23NO5/c1-20(19(22)14-7-5-6-8-15(14)21)10-9-13-11-16(23-2)18(25-4)17(12-13)24-3/h5-8,11-12,21H,9-10H2,1-4H3
• InChI Key: ZPFOKZXWDLKWDG-UHFFFAOYSA-N
• Popularity: 2 references in papers

Physical and Chemical Properties

• Molecular Formula: C₁₉H₂₃NO₅
• Molecular Weight: 345.40 g/mol
• Exact Mass: 345.15762283 g/mol
• Topological Polar Surface Area (TPSA): 68.20 Ų
• XlogP: 3.40
• Atomic LogP (AlogP): 2.73
• H-Bond Acceptor: 5
• H-Bond Donor: 1
• Rotatable Bonds: 7

Synonyms

There are no found synonyms.

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	+	0.9507	95.07%
Caco-2	+	0.9107	91.07%
Blood Brain Barrier	-	0.5000	50.00%
Human oral bioavailability	+	0.6000	60.00%
Subcellular localzation	Mitochondria	0.8407	84.07%
OATP2B1 inhibitior	-	0.8611	86.11%
OATP1B1 inhibitior	+	0.9014	90.14%
OATP1B3 inhibitior	+	0.9408	94.08%
MATE1 inhibitior	-	0.9000	90.00%
OCT2 inhibitior	-	0.6250	62.50%
BSEP inhibitior	-	0.4833	48.33%
P-glycoprotein inhibitior	-	0.5376	53.76%
P-glycoprotein substrate	-	0.7373	73.73%
CYP3A4 substrate	+	0.6255	62.55%
CYP2C9 substrate	-	0.8086	80.86%
CYP2D6 substrate	-	0.8075	80.75%
CYP3A4 inhibition	-	0.7908	79.08%
CYP2C9 inhibition	-	0.7881	78.81%
CYP2C19 inhibition	-	0.7385	73.85%
CYP2D6 inhibition	-	0.8740	87.40%
CYP1A2 inhibition	-	0.5778	57.78%
CYP2C8 inhibition	+	0.7525	75.25%
CYP inhibitory promiscuity	-	0.9109	91.09%
UGT catelyzed	+	0.8000	80.00%
Carcinogenicity (binary)	-	0.7223	72.23%
Carcinogenicity (trinary)	Non-required	0.6868	68.68%
Eye corrosion	-	0.9906	99.06%
Eye irritation	-	0.9121	91.21%
Skin irritation	-	0.7990	79.90%
Skin corrosion	-	0.9497	94.97%
Ames mutagenesis	-	0.7100	71.00%
Human Ether-a-go-go-Related Gene inhibition	-	0.5282	52.82%
Micronuclear	+	0.5100	51.00%
Hepatotoxicity	-	0.6250	62.50%
skin sensitisation	-	0.8974	89.74%
Respiratory toxicity	+	0.6556	65.56%
Reproductive toxicity	+	0.7111	71.11%
Mitochondrial toxicity	+	0.7125	71.25%
Nephrotoxicity	-	0.7870	78.70%
Acute Oral Toxicity (c)	III	0.7855	78.55%
Estrogen receptor binding	+	0.8297	82.97%
Androgen receptor binding	-	0.5000	50.00%
Thyroid receptor binding	+	0.7408	74.08%
Glucocorticoid receptor binding	+	0.6895	68.95%
Aromatase binding	+	0.5217	52.17%
PPAR gamma	+	0.7769	77.69%
Honey bee toxicity	-	0.8164	81.64%
Biodegradation	-	0.9000	90.00%
Crustacea aquatic toxicity	-	0.6904	69.04%
Fish aquatic toxicity	+	0.8392	83.92%

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	97.64%	96.09%
CHEMBL2581	P07339	Cathepsin D	96.72%	98.95%
CHEMBL5619	P27695	DNA-(apurinic or apyrimidinic site) lyase	94.54%	91.11%
CHEMBL2535	P11166	Glucose transporter	93.26%	98.75%
CHEMBL3060	Q9Y345	Glycine transporter 2	93.26%	99.17%
CHEMBL1255126	O15151	Protein Mdm4	92.27%	90.20%
CHEMBL1293249	Q13887	Kruppel-like factor 5	89.63%	86.33%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	89.18%	95.56%
CHEMBL3091268	Q92753	Nuclear receptor ROR-beta	86.88%	95.50%
CHEMBL2635	P51452	Dual specificity protein phosphatase 3	84.98%	94.00%
CHEMBL204	P00734	Thrombin	84.45%	96.01%
CHEMBL3401	O75469	Pregnane X receptor	83.60%	94.73%
CHEMBL2373	P21730	C5a anaphylatoxin chemotactic receptor	82.24%	92.62%

Plants that contains it

• Piper hispidum

Cross-Links

• PubChem: 162886604
• LOTUS: LTS0143124
• wikiData: Q105380877