(E)-N-[(2S)-2-methoxy-2-[4-(3-methylbut-2-enoxy)phenyl]ethyl]-3-phenylprop-2-enamide

Details

• Internal ID: 05733a5d-8ed1-44ce-adab-3c911963fe7f
• Taxonomy: Benzenoids > Benzene and substituted derivatives > Benzylethers
• IUPAC Name: (E)-N-[(2S)-2-methoxy-2-[4-(3-methylbut-2-enoxy)phenyl]ethyl]-3-phenylprop-2-enamide
• InChI: InChI=1S/C23H27NO3/c1-18(2)15-16-27-21-12-10-20(11-13-21)22(26-3)17-24-23(25)14-9-19-7-5-4-6-8-19/h4-15,22H,16-17H2,1-3H3,(H,24,25)/b14-9+/t22-/m1/s1
• InChI Key: MLCNANOYWKNAAF-UBLKFNIESA-N
• Popularity: 2 references in papers

Physical and Chemical Properties

• Molecular Formula: C₂₃H₂₇NO₃
• Molecular Weight: 365.50 g/mol
• Exact Mass: 365.19909372 g/mol
• Topological Polar Surface Area (TPSA): 47.60 Ų
• XlogP: 4.50
• Atomic LogP (AlogP): 4.55
• H-Bond Acceptor: 3
• H-Bond Donor: 1
• Rotatable Bonds: 9

Synonyms

There are no found synonyms.

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	+	0.9971	99.71%
Caco-2	+	0.7350	73.50%
Blood Brain Barrier	+	0.6000	60.00%
Human oral bioavailability	-	0.5857	58.57%
Subcellular localzation	Mitochondria	0.8330	83.30%
OATP2B1 inhibitior	-	0.8616	86.16%
OATP1B1 inhibitior	+	0.9262	92.62%
OATP1B3 inhibitior	+	0.9449	94.49%
MATE1 inhibitior	-	0.8400	84.00%
OCT2 inhibitior	-	0.7500	75.00%
BSEP inhibitior	+	0.9142	91.42%
P-glycoprotein inhibitior	+	0.7587	75.87%
P-glycoprotein substrate	-	0.6783	67.83%
CYP3A4 substrate	+	0.5305	53.05%
CYP2C9 substrate	-	0.7842	78.42%
CYP2D6 substrate	-	0.8441	84.41%
CYP3A4 inhibition	+	0.5298	52.98%
CYP2C9 inhibition	-	0.7888	78.88%
CYP2C19 inhibition	-	0.5052	50.52%
CYP2D6 inhibition	-	0.7921	79.21%
CYP1A2 inhibition	+	0.5242	52.42%
CYP2C8 inhibition	+	0.4604	46.04%
CYP inhibitory promiscuity	+	0.7041	70.41%
UGT catelyzed	-	0.0000	0.00%
Carcinogenicity (binary)	-	0.7594	75.94%
Carcinogenicity (trinary)	Non-required	0.6235	62.35%
Eye corrosion	-	0.9903	99.03%
Eye irritation	-	0.9545	95.45%
Skin irritation	-	0.8257	82.57%
Skin corrosion	-	0.9551	95.51%
Ames mutagenesis	-	0.7600	76.00%
Human Ether-a-go-go-Related Gene inhibition	+	0.9176	91.76%
Micronuclear	+	0.6000	60.00%
Hepatotoxicity	-	0.5948	59.48%
skin sensitisation	-	0.8609	86.09%
Respiratory toxicity	+	0.5889	58.89%
Reproductive toxicity	+	0.8000	80.00%
Mitochondrial toxicity	+	0.6250	62.50%
Nephrotoxicity	-	0.6096	60.96%
Acute Oral Toxicity (c)	III	0.6051	60.51%
Estrogen receptor binding	+	0.7878	78.78%
Androgen receptor binding	+	0.7684	76.84%
Thyroid receptor binding	+	0.6914	69.14%
Glucocorticoid receptor binding	+	0.5815	58.15%
Aromatase binding	+	0.6937	69.37%
PPAR gamma	+	0.5390	53.90%
Honey bee toxicity	-	0.8343	83.43%
Biodegradation	-	0.9500	95.00%
Crustacea aquatic toxicity	-	0.5900	59.00%
Fish aquatic toxicity	+	0.8315	83.15%

Targets

Proven Targets:

No proven targets yet!

Predicted Targets (via Super-PRED):

CHEMBL ID	UniProt ID	Name	Probability	Model accuracy
CHEMBL1075094	Q16236	Nuclear factor erythroid 2-related factor 2	97.13%	96.00%
CHEMBL5619	P27695	DNA-(apurinic or apyrimidinic site) lyase	97.10%	91.11%
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	95.32%	96.09%
CHEMBL2581	P07339	Cathepsin D	95.07%	98.95%
CHEMBL221	P23219	Cyclooxygenase-1	94.69%	90.17%
CHEMBL1293249	Q13887	Kruppel-like factor 5	93.79%	86.33%
CHEMBL4208	P20618	Proteasome component C5	93.55%	90.00%
CHEMBL3060	Q9Y345	Glycine transporter 2	93.53%	99.17%
CHEMBL3401	O75469	Pregnane X receptor	90.57%	94.73%
CHEMBL2563	Q9UQL6	Histone deacetylase 5	89.71%	89.67%
CHEMBL2039	P27338	Monoamine oxidase B	87.11%	92.51%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	86.51%	95.56%
CHEMBL3091268	Q92753	Nuclear receptor ROR-beta	86.19%	95.50%
CHEMBL3902	P09211	Glutathione S-transferase Pi	84.09%	93.81%
CHEMBL1293277	O15118	Niemann-Pick C1 protein	83.79%	81.11%
CHEMBL2716	Q8WUI4	Histone deacetylase 7	82.42%	89.44%

Plants that contains it

• Aegle marmelos

Cross-Links

• PubChem: 163185622
• LOTUS: LTS0153436
• wikiData: Q105166489