N-[2-[4-[3-(5,5-dimethyl-4-oxofuran-2-yl)but-2-enoxy]phenyl]ethyl]-3-methylsulfonylprop-2-enamide

Details

• Internal ID: 7e335baa-0392-4680-9848-a940d62cd783
• Taxonomy: Benzenoids > Phenol ethers
• IUPAC Name: N-[2-[4-[3-(5,5-dimethyl-4-oxofuran-2-yl)but-2-enoxy]phenyl]ethyl]-3-methylsulfonylprop-2-enamide
• SMILES (Canonical): CC(=CCOC1=CC=C(C=C1)CCNC(=O)C=CS(=O)(=O)C)C2=CC(=O)C(O2)(C)C
• SMILES (Isomeric): CC(=CCOC1=CC=C(C=C1)CCNC(=O)C=CS(=O)(=O)C)C2=CC(=O)C(O2)(C)C
• InChI: InChI=1S/C22H27NO6S/c1-16(19-15-20(24)22(2,3)29-19)10-13-28-18-7-5-17(6-8-18)9-12-23-21(25)11-14-30(4,26)27/h5-8,10-11,14-15H,9,12-13H2,1-4H3,(H,23,25)
• InChI Key: GIXCQHBTEXKBSX-UHFFFAOYSA-N
• Popularity: 0 references in papers

Physical and Chemical Properties

• Molecular Formula: C₂₂H₂₇NO₆S
• Molecular Weight: 433.50 g/mol
• Exact Mass: 433.15590875 g/mol
• Topological Polar Surface Area (TPSA): 107.00 Ų
• XlogP: 2.40
• Atomic LogP (AlogP): 2.49
• H-Bond Acceptor: 6
• 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	+	0.9917	99.17%
Caco-2	-	0.6475	64.75%
Blood Brain Barrier	+	0.7750	77.50%
Human oral bioavailability	+	0.5429	54.29%
Subcellular localzation	Mitochondria	0.4159	41.59%
OATP2B1 inhibitior	-	1.0000	100.00%
OATP1B1 inhibitior	+	0.8597	85.97%
OATP1B3 inhibitior	+	0.9399	93.99%
MATE1 inhibitior	-	0.9000	90.00%
OCT2 inhibitior	-	0.6500	65.00%
BSEP inhibitior	+	0.9184	91.84%
P-glycoprotein inhibitior	+	0.8383	83.83%
P-glycoprotein substrate	+	0.5849	58.49%
CYP3A4 substrate	+	0.6690	66.90%
CYP2C9 substrate	-	1.0000	100.00%
CYP2D6 substrate	-	0.8411	84.11%
CYP3A4 inhibition	-	0.5278	52.78%
CYP2C9 inhibition	-	0.5082	50.82%
CYP2C19 inhibition	-	0.5471	54.71%
CYP2D6 inhibition	-	0.8584	85.84%
CYP1A2 inhibition	-	0.6627	66.27%
CYP2C8 inhibition	+	0.6661	66.61%
CYP inhibitory promiscuity	+	0.5202	52.02%
UGT catelyzed	-	0.0000	0.00%
Carcinogenicity (binary)	-	0.5528	55.28%
Carcinogenicity (trinary)	Non-required	0.6066	60.66%
Eye corrosion	-	0.9773	97.73%
Eye irritation	-	0.9639	96.39%
Skin irritation	-	0.7567	75.67%
Skin corrosion	-	0.9128	91.28%
Ames mutagenesis	-	0.5900	59.00%
Human Ether-a-go-go-Related Gene inhibition	+	0.8217	82.17%
Micronuclear	+	0.6800	68.00%
Hepatotoxicity	+	0.5177	51.77%
skin sensitisation	-	0.8265	82.65%
Respiratory toxicity	+	0.5444	54.44%
Reproductive toxicity	+	0.7667	76.67%
Mitochondrial toxicity	+	0.6375	63.75%
Nephrotoxicity	-	0.7170	71.70%
Acute Oral Toxicity (c)	III	0.5762	57.62%
Estrogen receptor binding	+	0.7358	73.58%
Androgen receptor binding	+	0.8641	86.41%
Thyroid receptor binding	+	0.7186	71.86%
Glucocorticoid receptor binding	+	0.5527	55.27%
Aromatase binding	-	0.5123	51.23%
PPAR gamma	+	0.5629	56.29%
Honey bee toxicity	-	0.7759	77.59%
Biodegradation	-	0.9000	90.00%
Crustacea aquatic toxicity	-	0.6700	67.00%
Fish aquatic toxicity	+	0.8569	85.69%

Targets

Proven Targets:

No proven targets yet!

Predicted Targets (via Super-PRED):

CHEMBL ID	UniProt ID	Name	Probability	Model accuracy
CHEMBL2039	P27338	Monoamine oxidase B	98.59%	92.51%
CHEMBL2581	P07339	Cathepsin D	97.37%	98.95%
CHEMBL1937	Q92769	Histone deacetylase 2	97.30%	94.75%
CHEMBL5619	P27695	DNA-(apurinic or apyrimidinic site) lyase	96.21%	91.11%
CHEMBL3401	O75469	Pregnane X receptor	93.95%	94.73%
CHEMBL2635	P51452	Dual specificity protein phosphatase 3	93.66%	94.00%
CHEMBL4203	Q9HAZ1	Dual specificity protein kinase CLK4	92.82%	94.45%
CHEMBL1293249	Q13887	Kruppel-like factor 5	91.39%	86.33%
CHEMBL1075094	Q16236	Nuclear factor erythroid 2-related factor 2	91.34%	96.00%
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	90.87%	96.09%
CHEMBL3437	Q16853	Amine oxidase, copper containing	90.86%	94.00%
CHEMBL2179	P04062	Beta-glucocerebrosidase	90.83%	85.31%
CHEMBL3060	Q9Y345	Glycine transporter 2	89.84%	99.17%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	89.50%	95.56%
CHEMBL4481	P35228	Nitric oxide synthase, inducible	87.70%	94.80%
CHEMBL2563	Q9UQL6	Histone deacetylase 5	85.78%	89.67%
CHEMBL5261	Q7L7X3	Serine/threonine-protein kinase TAO1	84.07%	89.33%
CHEMBL255	P29275	Adenosine A2b receptor	83.96%	98.59%
CHEMBL2111367	P27986	PI3-kinase p110-alpha/p85-alpha	83.57%	94.33%
CHEMBL2716	Q8WUI4	Histone deacetylase 7	82.53%	89.44%
CHEMBL1806	P11388	DNA topoisomerase II alpha	82.50%	89.00%
CHEMBL3976	Q9UHL4	Dipeptidyl peptidase II	80.80%	92.29%
CHEMBL1293277	O15118	Niemann-Pick C1 protein	80.28%	81.11%
CHEMBL226	P30542	Adenosine A1 receptor	80.01%	95.93%

Plants that contains it

• Glycosmis parva
• Glycosmis trichanthera

Cross-Links

• PubChem: 85251801
• LOTUS: LTS0253046
• wikiData: Q105009256