4-[2,4-Dinitro-5-(2,4,6-trimethylphenoxy)anilino]benzonitrile

Details

• Internal ID: 8e0049ee-ea77-40fd-9908-0f4b39f3049e
• Taxonomy: Benzenoids > Benzene and substituted derivatives > Diphenylethers
• IUPAC Name: 4-[2,4-dinitro-5-(2,4,6-trimethylphenoxy)anilino]benzonitrile
• SMILES (Canonical): CC1=CC(=C(C(=C1)C)OC2=C(C=C(C(=C2)NC3=CC=C(C=C3)C#N)[N+](=O)[O-])[N+](=O)[O-])C
• SMILES (Isomeric): CC1=CC(=C(C(=C1)C)OC2=C(C=C(C(=C2)NC3=CC=C(C=C3)C#N)[N+](=O)[O-])[N+](=O)[O-])C
• InChI: InChI=1S/C22H18N4O5/c1-13-8-14(2)22(15(3)9-13)31-21-10-18(19(25(27)28)11-20(21)26(29)30)24-17-6-4-16(12-23)5-7-17/h4-11,24H,1-3H3
• InChI Key: IQTVWGJWEJIBHJ-UHFFFAOYSA-N
• Popularity: 1 reference in papers

Physical and Chemical Properties

• Molecular Formula: C₂₂H₁₈N₄O₅
• Molecular Weight: 418.40 g/mol
• Exact Mass: 418.12771969 g/mol
• Topological Polar Surface Area (TPSA): 137.00 Ų
• XlogP: 6.00
• Atomic LogP (AlogP): 5.84
• H-Bond Acceptor: 7
• H-Bond Donor: 1
• Rotatable Bonds: 6

Synonyms

• CHEMBL1173109
• 4-[2,4-dinitro-5-(2,4,6-trimethylphenoxy)anilino]benzonitrile
• N-(4'-Cyanophenyl)-2,4-dinitro-5-(2",4",6"-trimethylphenoxy)-aniline

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	+	0.9787	97.87%
Caco-2	-	0.6321	63.21%
Blood Brain Barrier	+	0.6000	60.00%
Human oral bioavailability	+	0.8429	84.29%
Subcellular localzation	Mitochondria	0.7507	75.07%
OATP2B1 inhibitior	-	0.8582	85.82%
OATP1B1 inhibitior	+	0.9078	90.78%
OATP1B3 inhibitior	+	0.9397	93.97%
MATE1 inhibitior	-	0.9400	94.00%
OCT2 inhibitior	-	0.8750	87.50%
BSEP inhibitior	+	0.9560	95.60%
P-glycoprotein inhibitior	+	0.6698	66.98%
P-glycoprotein substrate	-	0.8386	83.86%
CYP3A4 substrate	+	0.5651	56.51%
CYP2C9 substrate	-	0.8097	80.97%
CYP2D6 substrate	-	0.8068	80.68%
CYP3A4 inhibition	+	0.5157	51.57%
CYP2C9 inhibition	+	0.7398	73.98%
CYP2C19 inhibition	+	0.6128	61.28%
CYP2D6 inhibition	-	0.8600	86.00%
CYP1A2 inhibition	+	0.5892	58.92%
CYP2C8 inhibition	+	0.5509	55.09%
CYP inhibitory promiscuity	+	0.6858	68.58%
UGT catelyzed	-	0.0000	0.00%
Carcinogenicity (binary)	+	0.5790	57.90%
Carcinogenicity (trinary)	Non-required	0.4546	45.46%
Eye corrosion	-	0.9805	98.05%
Eye irritation	-	0.8224	82.24%
Skin irritation	-	0.8398	83.98%
Skin corrosion	-	0.9521	95.21%
Ames mutagenesis	+	0.6500	65.00%
Human Ether-a-go-go-Related Gene inhibition	-	0.4482	44.82%
Micronuclear	+	0.9800	98.00%
Hepatotoxicity	+	0.7750	77.50%
skin sensitisation	-	0.8605	86.05%
Respiratory toxicity	+	0.5667	56.67%
Reproductive toxicity	+	0.5333	53.33%
Mitochondrial toxicity	-	0.8895	88.95%
Nephrotoxicity	+	0.6376	63.76%
Acute Oral Toxicity (c)	III	0.4423	44.23%
Estrogen receptor binding	+	0.7551	75.51%
Androgen receptor binding	+	0.8280	82.80%
Thyroid receptor binding	+	0.7558	75.58%
Glucocorticoid receptor binding	+	0.8367	83.67%
Aromatase binding	+	0.6860	68.60%
PPAR gamma	+	0.7391	73.91%
Honey bee toxicity	-	0.8101	81.01%
Biodegradation	-	0.8500	85.00%
Crustacea aquatic toxicity	-	0.6700	67.00%
Fish aquatic toxicity	+	0.9896	98.96%

Targets

Proven Targets:

No proven targets yet!

Predicted Targets (via Super-PRED):

CHEMBL ID	UniProt ID	Name	Probability	Model accuracy
CHEMBL4481	P35228	Nitric oxide synthase, inducible	98.29%	94.80%
CHEMBL3401	O75469	Pregnane X receptor	95.32%	94.73%
CHEMBL1293249	Q13887	Kruppel-like factor 5	95.18%	86.33%
CHEMBL5409	Q8TDU6	G-protein coupled bile acid receptor 1	93.93%	93.65%
CHEMBL1075094	Q16236	Nuclear factor erythroid 2-related factor 2	92.81%	96.00%
CHEMBL1871	P10275	Androgen Receptor	92.80%	96.43%
CHEMBL3902	P09211	Glutathione S-transferase Pi	92.63%	93.81%
CHEMBL2535	P11166	Glucose transporter	91.46%	98.75%
CHEMBL1913	P09619	Platelet-derived growth factor receptor beta	89.93%	95.70%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	86.51%	95.56%
CHEMBL4016	P42262	Glutamate receptor ionotropic, AMPA 2	85.93%	86.92%
CHEMBL2487	P05067	Beta amyloid A4 protein	85.77%	96.74%
CHEMBL3060	Q9Y345	Glycine transporter 2	85.55%	99.17%
CHEMBL284	P27487	Dipeptidyl peptidase IV	85.43%	95.69%
CHEMBL4208	P20618	Proteasome component C5	84.01%	90.00%
CHEMBL2104	Q99571	P2X purinoceptor 4	83.95%	97.50%
CHEMBL4657	Q6V1X1	Dipeptidyl peptidase VIII	83.47%	97.21%
CHEMBL1907602	P06493	Cyclin-dependent kinase 1/cyclin B1	83.31%	91.24%
CHEMBL4793	Q86TI2	Dipeptidyl peptidase IX	82.82%	96.95%
CHEMBL1907605	P24864	Cyclin-dependent kinase 2/cyclin E1	82.74%	92.88%
CHEMBL2069	P21731	Thromboxane A2 receptor	82.08%	92.62%
CHEMBL1868	P17948	Vascular endothelial growth factor receptor 1	81.86%	96.47%
CHEMBL2095164	P49354	Geranylgeranyl transferase type I	81.60%	92.80%
CHEMBL2581	P07339	Cathepsin D	80.51%	98.95%
CHEMBL4803	P29474	Nitric-oxide synthase, endothelial	80.03%	86.00%

Plants that contains it

• Curcuma aromatica
• Curcuma longa

Cross-Links

• PubChem: 49777919
• NPASS: NPC111492
• ChEMBL: CHEMBL1173109