2-Anilino-4-phenylimino-naphthalen-1-one

Details

• Internal ID: 5538e7c8-1d64-4d77-9ad8-397efd72cb95
• Taxonomy: Benzenoids > Naphthalenes
• IUPAC Name: 2-anilino-4-phenyliminonaphthalen-1-one
• SMILES (Canonical): C1=CC=C(C=C1)NC2=CC(=NC3=CC=CC=C3)C4=CC=CC=C4C2=O
• SMILES (Isomeric): C1=CC=C(C=C1)NC2=CC(=NC3=CC=CC=C3)C4=CC=CC=C4C2=O
• InChI: InChI=1S/C22H16N2O/c25-22-19-14-8-7-13-18(19)20(23-16-9-3-1-4-10-16)15-21(22)24-17-11-5-2-6-12-17/h1-15,24H
• InChI Key: QOTVFAGFCXDHJR-UHFFFAOYSA-N
• Popularity: 5 references in papers

Physical and Chemical Properties

• Molecular Formula: C₂₂H₁₆N₂O
• Molecular Weight: 324.40 g/mol
• Exact Mass: 324.126263138 g/mol
• Topological Polar Surface Area (TPSA): 41.50 Ų
• XlogP: 4.70
• Atomic LogP (AlogP): 5.00
• H-Bond Acceptor: 3
• H-Bond Donor: 1
• Rotatable Bonds: 3

Synonyms

• NSC400864
• SCHEMBL7913479
• SCHEMBL7915524
• STL434843
• AKOS037480508
• NSC-400864
• 2-anilino-4-(phenylimino)naphthalen-1(4h)-one
• 2-ANILINO-4-(PHENYLIMINO)-1(4H)-NAPHTHALENONE
• (4E)-2-(phenylamino)-4-(phenylimino)naphthalen-1(4H)-one

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	+	0.9938	99.38%
Caco-2	+	0.7673	76.73%
Blood Brain Barrier	+	0.6250	62.50%
Human oral bioavailability	+	0.7000	70.00%
Subcellular localzation	Mitochondria	0.4550	45.50%
OATP2B1 inhibitior	-	0.8656	86.56%
OATP1B1 inhibitior	+	0.9325	93.25%
OATP1B3 inhibitior	+	0.9521	95.21%
MATE1 inhibitior	-	0.9000	90.00%
OCT2 inhibitior	-	0.7750	77.50%
BSEP inhibitior	+	0.8215	82.15%
P-glycoprotein inhibitior	-	0.6941	69.41%
P-glycoprotein substrate	-	0.9212	92.12%
CYP3A4 substrate	-	0.6013	60.13%
CYP2C9 substrate	-	1.0000	100.00%
CYP2D6 substrate	-	0.7839	78.39%
CYP3A4 inhibition	-	0.8542	85.42%
CYP2C9 inhibition	-	0.8034	80.34%
CYP2C19 inhibition	+	0.5878	58.78%
CYP2D6 inhibition	-	0.5308	53.08%
CYP1A2 inhibition	+	0.9287	92.87%
CYP2C8 inhibition	-	0.8041	80.41%
CYP inhibitory promiscuity	+	0.9729	97.29%
UGT catelyzed	-	0.0000	0.00%
Carcinogenicity (binary)	-	0.6410	64.10%
Carcinogenicity (trinary)	Non-required	0.5776	57.76%
Eye corrosion	-	0.9794	97.94%
Eye irritation	+	0.5585	55.85%
Skin irritation	-	0.6243	62.43%
Skin corrosion	-	0.9606	96.06%
Ames mutagenesis	+	0.7300	73.00%
Human Ether-a-go-go-Related Gene inhibition	-	0.4104	41.04%
Micronuclear	+	0.7700	77.00%
Hepatotoxicity	+	0.6927	69.27%
skin sensitisation	-	0.5307	53.07%
Respiratory toxicity	+	0.6111	61.11%
Reproductive toxicity	-	0.5556	55.56%
Mitochondrial toxicity	+	0.5500	55.00%
Nephrotoxicity	+	0.7859	78.59%
Acute Oral Toxicity (c)	III	0.5409	54.09%
Estrogen receptor binding	+	0.9390	93.90%
Androgen receptor binding	+	0.9456	94.56%
Thyroid receptor binding	+	0.6989	69.89%
Glucocorticoid receptor binding	+	0.7755	77.55%
Aromatase binding	+	0.8796	87.96%
PPAR gamma	+	0.8512	85.12%
Honey bee toxicity	-	0.7945	79.45%
Biodegradation	-	1.0000	100.00%
Crustacea aquatic toxicity	+	0.5700	57.00%
Fish aquatic toxicity	+	0.9741	97.41%

Targets

Proven Targets:

No proven targets yet!

Predicted Targets (via Super-PRED):

CHEMBL ID	UniProt ID	Name	Probability	Model accuracy
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	96.14%	95.56%
CHEMBL4026	P40763	Signal transducer and activator of transcription 3	94.33%	82.69%
CHEMBL1907600	Q00535	Cyclin-dependent kinase 5/CDK5 activator 1	89.08%	93.03%
CHEMBL2378	P30307	Dual specificity phosphatase Cdc25C	88.65%	96.67%
CHEMBL3038477	P67870	Casein kinase II alpha/beta	88.38%	99.23%
CHEMBL2535	P11166	Glucose transporter	87.75%	98.75%
CHEMBL5619	P27695	DNA-(apurinic or apyrimidinic site) lyase	86.65%	91.11%
CHEMBL2581	P07339	Cathepsin D	84.66%	98.95%
CHEMBL216	P11229	Muscarinic acetylcholine receptor M1	83.02%	94.23%
CHEMBL1821	P08173	Muscarinic acetylcholine receptor M4	80.93%	94.08%
CHEMBL3401	O75469	Pregnane X receptor	80.51%	94.73%

Plants that contains it

• Reseda luteola

Cross-Links

• PubChem: 344133
• LOTUS: LTS0089464
• wikiData: Q105225123