N'-[(1E)-2-methoxy-4-oxocyclohexa-2,5-dien-1-ylidene]-2-phenylacetohydrazide

Details

• Internal ID: d58394ca-198f-4e3b-9758-8c5735b33163
• Taxonomy: Benzenoids > Phenols > Methoxyphenols
• IUPAC Name: N-(4-hydroxy-2-methoxyphenyl)imino-2-phenylacetamide
• SMILES (Canonical): COC1=C(C=CC(=C1)O)N=NC(=O)CC2=CC=CC=C2
• SMILES (Isomeric): COC1=C(C=CC(=C1)O)N=NC(=O)CC2=CC=CC=C2
• InChI: InChI=1S/C15H14N2O3/c1-20-14-10-12(18)7-8-13(14)16-17-15(19)9-11-5-3-2-4-6-11/h2-8,10,18H,9H2,1H3
• InChI Key: KMSOILCOVHEHCE-UHFFFAOYSA-N
• Popularity: 4 references in papers

Physical and Chemical Properties

• Molecular Formula: C₁₅H₁₄N₂O₃
• Molecular Weight: 270.28 g/mol
• Exact Mass: 270.10044231 g/mol
• Topological Polar Surface Area (TPSA): 71.20 Ų
• XlogP: 3.10
• Atomic LogP (AlogP): 3.25
• H-Bond Acceptor: 4
• H-Bond Donor: 1
• Rotatable Bonds: 4

Synonyms

• N'-[(1E)-2-methoxy-4-oxocyclohexa-2,5-dien-1-ylidene]-2-phenylacetohydrazide
• CHEBI:66624
• NG 061
• Q27135243
• Phenylacetic acid 2-(2-methoxy-4-oxocyclohexa-2,4-dienylidene)hydrazide

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	+	0.9888	98.88%
Caco-2	+	0.5497	54.97%
Blood Brain Barrier	+	0.5750	57.50%
Human oral bioavailability	-	0.5429	54.29%
Subcellular localzation	Mitochondria	0.8553	85.53%
OATP2B1 inhibitior	-	1.0000	100.00%
OATP1B1 inhibitior	+	0.8562	85.62%
OATP1B3 inhibitior	+	0.9513	95.13%
MATE1 inhibitior	-	0.8400	84.00%
OCT2 inhibitior	-	0.8750	87.50%
BSEP inhibitior	-	0.6264	62.64%
P-glycoprotein inhibitior	-	0.8682	86.82%
P-glycoprotein substrate	-	0.7966	79.66%
CYP3A4 substrate	-	0.5000	50.00%
CYP2C9 substrate	-	0.7891	78.91%
CYP2D6 substrate	-	0.7506	75.06%
CYP3A4 inhibition	-	0.6539	65.39%
CYP2C9 inhibition	+	0.5384	53.84%
CYP2C19 inhibition	+	0.7946	79.46%
CYP2D6 inhibition	-	0.9216	92.16%
CYP1A2 inhibition	+	0.8354	83.54%
CYP2C8 inhibition	+	0.6995	69.95%
CYP inhibitory promiscuity	+	0.7451	74.51%
UGT catelyzed	+	0.8000	80.00%
Carcinogenicity (binary)	-	0.5053	50.53%
Carcinogenicity (trinary)	Non-required	0.4868	48.68%
Eye corrosion	-	0.9857	98.57%
Eye irritation	-	0.7618	76.18%
Skin irritation	-	0.8313	83.13%
Skin corrosion	-	0.9733	97.33%
Ames mutagenesis	-	0.5400	54.00%
Human Ether-a-go-go-Related Gene inhibition	-	0.4344	43.44%
Micronuclear	+	0.8100	81.00%
Hepatotoxicity	-	0.5680	56.80%
skin sensitisation	-	0.9129	91.29%
Respiratory toxicity	-	0.7778	77.78%
Reproductive toxicity	-	0.7000	70.00%
Mitochondrial toxicity	-	0.6625	66.25%
Nephrotoxicity	-	0.5750	57.50%
Acute Oral Toxicity (c)	III	0.7142	71.42%
Estrogen receptor binding	+	0.8515	85.15%
Androgen receptor binding	-	0.5108	51.08%
Thyroid receptor binding	+	0.6083	60.83%
Glucocorticoid receptor binding	-	0.4741	47.41%
Aromatase binding	+	0.8981	89.81%
PPAR gamma	+	0.7633	76.33%
Honey bee toxicity	-	0.9300	93.00%
Biodegradation	-	0.7250	72.50%
Crustacea aquatic toxicity	-	0.5186	51.86%
Fish aquatic toxicity	+	0.7753	77.53%

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	96.06%	96.09%
CHEMBL2581	P07339	Cathepsin D	94.41%	98.95%
CHEMBL5619	P27695	DNA-(apurinic or apyrimidinic site) lyase	93.03%	91.11%
CHEMBL2535	P11166	Glucose transporter	92.44%	98.75%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	92.24%	95.56%
CHEMBL1293249	Q13887	Kruppel-like factor 5	91.79%	86.33%
CHEMBL3060	Q9Y345	Glycine transporter 2	90.64%	99.17%
CHEMBL1255126	O15151	Protein Mdm4	89.65%	90.20%
CHEMBL3091268	Q92753	Nuclear receptor ROR-beta	89.11%	95.50%
CHEMBL1907603	Q05586	Glutamate NMDA receptor; GRIN1/GRIN2B	87.51%	95.89%
CHEMBL4261	Q16665	Hypoxia-inducible factor 1 alpha	87.23%	85.14%
CHEMBL2035	P08912	Muscarinic acetylcholine receptor M5	83.20%	94.62%

Plants that contains it

There are no matching plants.

Cross-Links

• PubChem: 135418328
• LOTUS: LTS0068658
• wikiData: Q104170425