6-hydroxy-N,4,6-trimethyl-7-[4-(methylamino)phenyl]-7-oxohepta-2,4-dienamide

Details

• Internal ID: ca39891a-4a72-41e0-9657-def9d2655990
• Taxonomy: Organic oxygen compounds > Organooxygen compounds > Carbonyl compounds > Phenylketones > Alkyl-phenylketones
• IUPAC Name: 6-hydroxy-N,4,6-trimethyl-7-[4-(methylamino)phenyl]-7-oxohepta-2,4-dienamide
• SMILES (Canonical): CC(=CC(C)(C(=O)C1=CC=C(C=C1)NC)O)C=CC(=O)NC
• SMILES (Isomeric): CC(=CC(C)(C(=O)C1=CC=C(C=C1)NC)O)C=CC(=O)NC
• InChI: InChI=1S/C17H22N2O3/c1-12(5-10-15(20)19-4)11-17(2,22)16(21)13-6-8-14(18-3)9-7-13/h5-11,18,22H,1-4H3,(H,19,20)
• InChI Key: HVVQGDFUBWFATB-UHFFFAOYSA-N
• Popularity: 0 references in papers

Physical and Chemical Properties

• Molecular Formula: C₁₇H₂₂N₂O₃
• Molecular Weight: 302.37 g/mol
• Exact Mass: 302.16304257 g/mol
• Topological Polar Surface Area (TPSA): 78.40 Ų
• XlogP: 2.20
• Atomic LogP (AlogP): 1.91
• H-Bond Acceptor: 4
• H-Bond Donor: 3
• Rotatable Bonds: 6

Synonyms

There are no found synonyms.

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	+	0.9004	90.04%
Caco-2	+	0.7907	79.07%
Blood Brain Barrier	+	0.5750	57.50%
Human oral bioavailability	+	0.5714	57.14%
Subcellular localzation	Mitochondria	0.7308	73.08%
OATP2B1 inhibitior	-	1.0000	100.00%
OATP1B1 inhibitior	+	0.9426	94.26%
OATP1B3 inhibitior	+	0.9480	94.80%
MATE1 inhibitior	-	0.9400	94.00%
OCT2 inhibitior	-	0.9750	97.50%
BSEP inhibitior	+	0.5796	57.96%
P-glycoprotein inhibitior	-	0.7188	71.88%
P-glycoprotein substrate	-	0.8036	80.36%
CYP3A4 substrate	-	0.5058	50.58%
CYP2C9 substrate	-	0.8002	80.02%
CYP2D6 substrate	-	0.8288	82.88%
CYP3A4 inhibition	-	0.8005	80.05%
CYP2C9 inhibition	+	0.5000	50.00%
CYP2C19 inhibition	-	0.7701	77.01%
CYP2D6 inhibition	-	0.8906	89.06%
CYP1A2 inhibition	-	0.8202	82.02%
CYP2C8 inhibition	-	0.6187	61.87%
CYP inhibitory promiscuity	-	0.7998	79.98%
UGT catelyzed	-	0.6638	66.38%
Carcinogenicity (binary)	-	0.6931	69.31%
Carcinogenicity (trinary)	Non-required	0.5603	56.03%
Eye corrosion	-	0.9796	97.96%
Eye irritation	-	0.8522	85.22%
Skin irritation	-	0.7756	77.56%
Skin corrosion	-	0.9692	96.92%
Ames mutagenesis	-	0.5600	56.00%
Human Ether-a-go-go-Related Gene inhibition	-	0.4401	44.01%
Micronuclear	+	0.6900	69.00%
Hepatotoxicity	+	0.6198	61.98%
skin sensitisation	-	0.8567	85.67%
Respiratory toxicity	-	0.6222	62.22%
Reproductive toxicity	+	0.5222	52.22%
Mitochondrial toxicity	+	0.7250	72.50%
Nephrotoxicity	-	0.6646	66.46%
Acute Oral Toxicity (c)	III	0.6528	65.28%
Estrogen receptor binding	+	0.8719	87.19%
Androgen receptor binding	-	0.7480	74.80%
Thyroid receptor binding	+	0.6443	64.43%
Glucocorticoid receptor binding	-	0.7622	76.22%
Aromatase binding	+	0.6489	64.89%
PPAR gamma	+	0.5650	56.50%
Honey bee toxicity	-	0.9202	92.02%
Biodegradation	-	0.9250	92.50%
Crustacea aquatic toxicity	-	0.5400	54.00%
Fish aquatic toxicity	+	0.7845	78.45%

Targets

Proven Targets:

No proven targets yet!

Predicted Targets (via Super-PRED):

CHEMBL ID	UniProt ID	Name	Probability	Model accuracy
CHEMBL3401	O75469	Pregnane X receptor	92.32%	94.73%
CHEMBL2039	P27338	Monoamine oxidase B	90.76%	92.51%
CHEMBL5619	P27695	DNA-(apurinic or apyrimidinic site) lyase	87.10%	91.11%
CHEMBL1907591	P30926	Neuronal acetylcholine receptor; alpha4/beta4	86.70%	100.00%
CHEMBL1293249	Q13887	Kruppel-like factor 5	86.31%	86.33%
CHEMBL4208	P20618	Proteasome component C5	85.56%	90.00%
CHEMBL1293267	Q9HC97	G-protein coupled receptor 35	85.22%	89.34%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	84.77%	95.56%
CHEMBL1951	P21397	Monoamine oxidase A	84.38%	91.49%
CHEMBL2409	P34913	Epoxide hydratase	82.28%	94.09%
CHEMBL4657	Q6V1X1	Dipeptidyl peptidase VIII	81.19%	97.21%
CHEMBL2111367	P27986	PI3-kinase p110-alpha/p85-alpha	81.11%	94.33%
CHEMBL1293277	O15118	Niemann-Pick C1 protein	80.65%	81.11%
CHEMBL3060	Q9Y345	Glycine transporter 2	80.06%	99.17%

Plants that contains it

There are no matching plants.

Cross-Links

• PubChem: 163008977
• LOTUS: LTS0047839
• wikiData: Q104168445