2-[[2-(Methoxymethyl)anilino]methyl]aniline

Details

• Internal ID: 75d5bc64-bbc0-4a9a-b125-0f24349ebc47
• Taxonomy: Benzenoids > Benzene and substituted derivatives > Phenylmethylamines > Phenylbenzamines
• IUPAC Name: 2-[[2-(methoxymethyl)anilino]methyl]aniline
• SMILES (Canonical): COCC1=CC=CC=C1NCC2=CC=CC=C2N
• SMILES (Isomeric): COCC1=CC=CC=C1NCC2=CC=CC=C2N
• InChI: InChI=1S/C15H18N2O/c1-18-11-13-7-3-5-9-15(13)17-10-12-6-2-4-8-14(12)16/h2-9,17H,10-11,16H2,1H3
• InChI Key: NQTMQERLPBHIAG-UHFFFAOYSA-N
• Popularity: 0 references in papers

Physical and Chemical Properties

• Molecular Formula: C₁₅H₁₈N₂O
• Molecular Weight: 242.32 g/mol
• Exact Mass: 242.141913202 g/mol
• Topological Polar Surface Area (TPSA): 47.30 Ų
• XlogP: 2.40
• Atomic LogP (AlogP): 3.03
• H-Bond Acceptor: 3
• H-Bond Donor: 2
• Rotatable Bonds: 5

Synonyms

There are no found synonyms.

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	+	0.9434	94.34%
Caco-2	+	0.8293	82.93%
Blood Brain Barrier	+	0.8500	85.00%
Human oral bioavailability	-	0.5571	55.71%
Subcellular localzation	Mitochondria	0.4504	45.04%
OATP2B1 inhibitior	-	1.0000	100.00%
OATP1B1 inhibitior	+	0.9460	94.60%
OATP1B3 inhibitior	+	0.9436	94.36%
MATE1 inhibitior	-	0.9200	92.00%
OCT2 inhibitior	-	0.6500	65.00%
BSEP inhibitior	+	0.6170	61.70%
P-glycoprotein inhibitior	-	0.8694	86.94%
P-glycoprotein substrate	+	0.5000	50.00%
CYP3A4 substrate	-	0.5902	59.02%
CYP2C9 substrate	-	0.8078	80.78%
CYP2D6 substrate	+	0.4313	43.13%
CYP3A4 inhibition	-	0.9338	93.38%
CYP2C9 inhibition	-	0.8256	82.56%
CYP2C19 inhibition	-	0.7416	74.16%
CYP2D6 inhibition	-	0.7412	74.12%
CYP1A2 inhibition	+	0.7284	72.84%
CYP2C8 inhibition	-	0.6410	64.10%
CYP inhibitory promiscuity	-	0.5384	53.84%
UGT catelyzed	-	0.0000	0.00%
Carcinogenicity (binary)	-	0.6800	68.00%
Carcinogenicity (trinary)	Non-required	0.5459	54.59%
Eye corrosion	-	0.9412	94.12%
Eye irritation	-	0.6651	66.51%
Skin irritation	-	0.8082	80.82%
Skin corrosion	-	0.9087	90.87%
Ames mutagenesis	+	0.6500	65.00%
Human Ether-a-go-go-Related Gene inhibition	+	0.6510	65.10%
Micronuclear	+	0.6600	66.00%
Hepatotoxicity	+	0.5409	54.09%
skin sensitisation	-	0.7624	76.24%
Respiratory toxicity	-	0.5444	54.44%
Reproductive toxicity	-	0.6222	62.22%
Mitochondrial toxicity	+	0.7125	71.25%
Nephrotoxicity	+	0.6983	69.83%
Acute Oral Toxicity (c)	III	0.6780	67.80%
Estrogen receptor binding	+	0.7502	75.02%
Androgen receptor binding	-	0.6227	62.27%
Thyroid receptor binding	+	0.6151	61.51%
Glucocorticoid receptor binding	-	0.4915	49.15%
Aromatase binding	+	0.7173	71.73%
PPAR gamma	-	0.5199	51.99%
Honey bee toxicity	-	0.7874	78.74%
Biodegradation	-	0.8500	85.00%
Crustacea aquatic toxicity	-	0.5500	55.00%
Fish aquatic toxicity	+	0.8935	89.35%

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	95.68%	96.09%
CHEMBL5619	P27695	DNA-(apurinic or apyrimidinic site) lyase	95.62%	91.11%
CHEMBL221	P23219	Cyclooxygenase-1	94.39%	90.17%
CHEMBL2581	P07339	Cathepsin D	87.08%	98.95%
CHEMBL3401	O75469	Pregnane X receptor	83.18%	94.73%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	82.66%	95.56%
CHEMBL1075094	Q16236	Nuclear factor erythroid 2-related factor 2	80.25%	96.00%

Plants that contains it

• Coptis japonica
• Justicia gendarussa
• Trigonostemon bonianus

Cross-Links

• PubChem: 66385053
• NPASS: NPC50686
• LOTUS: LTS0260266
• wikiData: Q105184075