2-[(4-methylphenyl)methylamino]benzoic Acid

Details

• Internal ID: d5442dba-b0ec-45b4-a700-861d8084a44f
• Taxonomy: Benzenoids > Benzene and substituted derivatives > Phenylmethylamines > Phenylbenzamines
• IUPAC Name: 2-[(4-methylphenyl)methylamino]benzoic acid
• SMILES (Canonical): CC1=CC=C(C=C1)CNC2=CC=CC=C2C(=O)O
• SMILES (Isomeric): CC1=CC=C(C=C1)CNC2=CC=CC=C2C(=O)O
• InChI: InChI=1S/C15H15NO2/c1-11-6-8-12(9-7-11)10-16-14-5-3-2-4-13(14)15(17)18/h2-9,16H,10H2,1H3,(H,17,18)
• InChI Key: LLPMVUVDNDHOFH-UHFFFAOYSA-N
• Popularity: 1 reference in papers

Physical and Chemical Properties

• Molecular Formula: C₁₅H₁₅NO₂
• Molecular Weight: 241.28 g/mol
• Exact Mass: 241.110278721 g/mol
• Topological Polar Surface Area (TPSA): 49.30 Ų
• XlogP: 4.00
• Atomic LogP (AlogP): 3.31
• H-Bond Acceptor: 2
• H-Bond Donor: 2
• Rotatable Bonds: 4

Synonyms

• 2-[(4-methylphenyl)methylamino]benzoic Acid
• 2-[(4-methylbenzyl)amino]benzoic acid
• CHEBI:66821
• DTXSID901253863
• 57397-80-5
• 2-[[(4-Methylphenyl)methyl]amino]benzoic acid
• Q27135454

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	+	0.9570	95.70%
Caco-2	+	0.8403	84.03%
Blood Brain Barrier	-	0.5000	50.00%
Human oral bioavailability	+	0.8714	87.14%
Subcellular localzation	Mitochondria	0.8047	80.47%
OATP2B1 inhibitior	-	1.0000	100.00%
OATP1B1 inhibitior	+	0.9372	93.72%
OATP1B3 inhibitior	+	0.9373	93.73%
MATE1 inhibitior	-	0.9400	94.00%
OCT2 inhibitior	-	0.9500	95.00%
BSEP inhibitior	+	0.5751	57.51%
P-glycoprotein inhibitior	-	0.8975	89.75%
P-glycoprotein substrate	-	0.8833	88.33%
CYP3A4 substrate	-	0.7624	76.24%
CYP2C9 substrate	-	0.5251	52.51%
CYP2D6 substrate	-	0.8741	87.41%
CYP3A4 inhibition	-	0.9392	93.92%
CYP2C9 inhibition	-	0.5707	57.07%
CYP2C19 inhibition	-	0.8815	88.15%
CYP2D6 inhibition	-	0.9340	93.40%
CYP1A2 inhibition	+	0.7669	76.69%
CYP2C8 inhibition	-	0.7328	73.28%
CYP inhibitory promiscuity	-	0.7627	76.27%
UGT catelyzed	-	0.0000	0.00%
Carcinogenicity (binary)	-	0.6726	67.26%
Carcinogenicity (trinary)	Non-required	0.7439	74.39%
Eye corrosion	-	0.9895	98.95%
Eye irritation	+	0.6415	64.15%
Skin irritation	-	0.7075	70.75%
Skin corrosion	-	0.9597	95.97%
Ames mutagenesis	-	0.7700	77.00%
Human Ether-a-go-go-Related Gene inhibition	-	0.5895	58.95%
Micronuclear	+	0.6400	64.00%
Hepatotoxicity	+	0.6500	65.00%
skin sensitisation	-	0.8135	81.35%
Respiratory toxicity	+	0.5333	53.33%
Reproductive toxicity	-	0.5444	54.44%
Mitochondrial toxicity	+	0.6375	63.75%
Nephrotoxicity	+	0.6451	64.51%
Acute Oral Toxicity (c)	III	0.6584	65.84%
Estrogen receptor binding	+	0.8704	87.04%
Androgen receptor binding	+	0.5994	59.94%
Thyroid receptor binding	-	0.5141	51.41%
Glucocorticoid receptor binding	-	0.5106	51.06%
Aromatase binding	+	0.7961	79.61%
PPAR gamma	+	0.7394	73.94%
Honey bee toxicity	-	0.9510	95.10%
Biodegradation	-	0.8500	85.00%
Crustacea aquatic toxicity	-	0.7900	79.00%
Fish aquatic toxicity	+	0.9265	92.65%

Targets

Proven Targets:

No proven targets yet!

Predicted Targets (via Super-PRED):

CHEMBL ID	UniProt ID	Name	Probability	Model accuracy
CHEMBL2581	P07339	Cathepsin D	97.45%	98.95%
CHEMBL1293294	P51151	Ras-related protein Rab-9A	95.84%	87.67%
CHEMBL221	P23219	Cyclooxygenase-1	95.82%	90.17%
CHEMBL3091268	Q92753	Nuclear receptor ROR-beta	94.32%	95.50%
CHEMBL1293277	O15118	Niemann-Pick C1 protein	93.23%	81.11%
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	92.86%	96.09%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	92.14%	95.56%
CHEMBL3807	P17706	T-cell protein-tyrosine phosphatase	91.97%	93.00%
CHEMBL5847	P52895	Aldo-keto reductase family 1 member C2	88.30%	92.50%
CHEMBL3902	P09211	Glutathione S-transferase Pi	87.12%	93.81%
CHEMBL1293267	Q9HC97	G-protein coupled receptor 35	85.81%	89.34%
CHEMBL2035	P08912	Muscarinic acetylcholine receptor M5	83.54%	94.62%
CHEMBL3401	O75469	Pregnane X receptor	82.43%	94.73%
CHEMBL5028	O14672	ADAM10	80.85%	97.50%

Plants that contains it

• Onosma hispida

Cross-Links

• PubChem: 11425005
• LOTUS: LTS0045563
• wikiData: Q27135454