Onosmin B

Details

• Internal ID: cc94087f-ce72-4849-9b87-ce118b04acc2
• Taxonomy: Benzenoids > Benzene and substituted derivatives > Phenylmethylamines > Phenylbenzamines
• IUPAC Name: methyl 2-[(4-methylphenyl)methylamino]benzoate
• SMILES (Canonical): CC1=CC=C(C=C1)CNC2=CC=CC=C2C(=O)OC
• SMILES (Isomeric): CC1=CC=C(C=C1)CNC2=CC=CC=C2C(=O)OC
• InChI: InChI=1S/C16H17NO2/c1-12-7-9-13(10-8-12)11-17-15-6-4-3-5-14(15)16(18)19-2/h3-10,17H,11H2,1-2H3
• InChI Key: YBTJTIATNGZKEJ-UHFFFAOYSA-N
• Popularity: 1 reference in papers

Physical and Chemical Properties

• Molecular Formula: C₁₆H₁₇NO₂
• Molecular Weight: 255.31 g/mol
• Exact Mass: 255.125928785 g/mol
• Topological Polar Surface Area (TPSA): 38.30 Ų
• XlogP: 4.20
• Atomic LogP (AlogP): 3.39
• H-Bond Acceptor: 3
• H-Bond Donor: 1
• Rotatable Bonds: 4

Synonyms

• Methyl 2-[(4-methylbenzyl)amino]benzoate
• Methyl 2-[(4-methylphenyl)methylamino]benzoate
• CHEBI:66822
• AKOS009059751
• Q27135455

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	+	0.9903	99.03%
Caco-2	+	0.9169	91.69%
Blood Brain Barrier	+	0.7500	75.00%
Human oral bioavailability	+	0.8571	85.71%
Subcellular localzation	Mitochondria	0.8697	86.97%
OATP2B1 inhibitior	-	0.8613	86.13%
OATP1B1 inhibitior	+	0.9208	92.08%
OATP1B3 inhibitior	+	0.9534	95.34%
MATE1 inhibitior	-	0.9200	92.00%
OCT2 inhibitior	-	0.8750	87.50%
BSEP inhibitior	+	0.6823	68.23%
P-glycoprotein inhibitior	-	0.7445	74.45%
P-glycoprotein substrate	-	0.8588	85.88%
CYP3A4 substrate	-	0.5999	59.99%
CYP2C9 substrate	-	0.5624	56.24%
CYP2D6 substrate	-	0.8218	82.18%
CYP3A4 inhibition	-	0.9140	91.40%
CYP2C9 inhibition	-	0.8715	87.15%
CYP2C19 inhibition	-	0.6766	67.66%
CYP2D6 inhibition	-	0.8346	83.46%
CYP1A2 inhibition	+	0.8231	82.31%
CYP2C8 inhibition	+	0.4742	47.42%
CYP inhibitory promiscuity	+	0.6878	68.78%
UGT catelyzed	-	0.0000	0.00%
Carcinogenicity (binary)	-	0.5746	57.46%
Carcinogenicity (trinary)	Non-required	0.6055	60.55%
Eye corrosion	-	0.9646	96.46%
Eye irritation	+	0.5728	57.28%
Skin irritation	-	0.7091	70.91%
Skin corrosion	-	0.9682	96.82%
Ames mutagenesis	-	0.8000	80.00%
Human Ether-a-go-go-Related Gene inhibition	+	0.8166	81.66%
Micronuclear	+	0.5200	52.00%
Hepatotoxicity	+	0.5586	55.86%
skin sensitisation	-	0.8821	88.21%
Respiratory toxicity	-	0.5667	56.67%
Reproductive toxicity	-	0.5556	55.56%
Mitochondrial toxicity	+	0.6000	60.00%
Nephrotoxicity	+	0.6917	69.17%
Acute Oral Toxicity (c)	III	0.7821	78.21%
Estrogen receptor binding	+	0.8803	88.03%
Androgen receptor binding	+	0.6280	62.80%
Thyroid receptor binding	+	0.5348	53.48%
Glucocorticoid receptor binding	-	0.5783	57.83%
Aromatase binding	+	0.6240	62.40%
PPAR gamma	-	0.6007	60.07%
Honey bee toxicity	-	0.9087	90.87%
Biodegradation	-	0.8500	85.00%
Crustacea aquatic toxicity	-	0.6400	64.00%
Fish aquatic toxicity	+	0.9397	93.97%

Targets

Proven Targets:

No proven targets yet!

Predicted Targets (via Super-PRED):

CHEMBL ID	UniProt ID	Name	Probability	Model accuracy
CHEMBL2581	P07339	Cathepsin D	97.24%	98.95%
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	95.98%	96.09%
CHEMBL3091268	Q92753	Nuclear receptor ROR-beta	94.04%	95.50%
CHEMBL221	P23219	Cyclooxygenase-1	91.73%	90.17%
CHEMBL3902	P09211	Glutathione S-transferase Pi	86.67%	93.81%
CHEMBL5619	P27695	DNA-(apurinic or apyrimidinic site) lyase	85.95%	91.11%
CHEMBL3401	O75469	Pregnane X receptor	85.70%	94.73%
CHEMBL2635	P51452	Dual specificity protein phosphatase 3	85.21%	94.00%
CHEMBL4179	P45984	c-Jun N-terminal kinase 2	83.08%	90.75%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	82.98%	95.56%
CHEMBL2535	P11166	Glucose transporter	82.43%	98.75%
CHEMBL1293277	O15118	Niemann-Pick C1 protein	81.21%	81.11%
CHEMBL3060	Q9Y345	Glycine transporter 2	81.17%	99.17%
CHEMBL5028	O14672	ADAM10	80.77%	97.50%
CHEMBL1293249	Q13887	Kruppel-like factor 5	80.68%	86.33%

Plants that contains it

• Onosma hispida

Cross-Links

• PubChem: 11334308
• LOTUS: LTS0150541
• wikiData: Q27135455