(E)-N-[2-[4-[(3S)-3-(5,5-dimethyl-4-oxofuran-2-yl)butoxy]phenyl]ethyl]-3-methylsulfonylprop-2-enamide

Details

• Internal ID: b63c0fa4-a1fb-43a3-b415-e765800f7140
• Taxonomy: Benzenoids > Phenol ethers
• IUPAC Name: (E)-N-[2-[4-[(3S)-3-(5,5-dimethyl-4-oxofuran-2-yl)butoxy]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): C[C@@H](CCOC1=CC=C(C=C1)CCNC(=O)/C=C/S(=O)(=O)C)C2=CC(=O)C(O2)(C)C
• InChI: InChI=1S/C22H29NO6S/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/h5-8,11,14-16H,9-10,12-13H2,1-4H3,(H,23,25)/b14-11+/t16-/m0/s1
• InChI Key: YZXBRAJZBQRSKA-UKYUDJEDSA-N
• Popularity: 0 references in papers

Physical and Chemical Properties

• Molecular Formula: C₂₂H₂₉NO₆S
• Molecular Weight: 435.50 g/mol
• Exact Mass: 435.17155882 g/mol
• Topological Polar Surface Area (TPSA): 107.00 Ų
• XlogP: 2.30
• Atomic LogP (AlogP): 2.57
• H-Bond Acceptor: 6
• H-Bond Donor: 1
• Rotatable Bonds: 10

Synonyms

There are no found synonyms.

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	+	0.9923	99.23%
Caco-2	-	0.6098	60.98%
Blood Brain Barrier	+	0.7750	77.50%
Human oral bioavailability	+	0.5286	52.86%
Subcellular localzation	Mitochondria	0.4190	41.90%
OATP2B1 inhibitior	-	1.0000	100.00%
OATP1B1 inhibitior	+	0.8708	87.08%
OATP1B3 inhibitior	+	0.9386	93.86%
MATE1 inhibitior	-	0.8600	86.00%
OCT2 inhibitior	-	0.6750	67.50%
BSEP inhibitior	+	0.8105	81.05%
P-glycoprotein inhibitior	+	0.8644	86.44%
P-glycoprotein substrate	+	0.6752	67.52%
CYP3A4 substrate	+	0.6627	66.27%
CYP2C9 substrate	+	0.7869	78.69%
CYP2D6 substrate	-	0.8586	85.86%
CYP3A4 inhibition	+	0.5111	51.11%
CYP2C9 inhibition	-	0.5389	53.89%
CYP2C19 inhibition	-	0.5699	56.99%
CYP2D6 inhibition	-	0.8736	87.36%
CYP1A2 inhibition	-	0.7034	70.34%
CYP2C8 inhibition	+	0.5801	58.01%
CYP inhibitory promiscuity	-	0.5768	57.68%
UGT catelyzed	-	0.0000	0.00%
Carcinogenicity (binary)	-	0.5331	53.31%
Carcinogenicity (trinary)	Non-required	0.5888	58.88%
Eye corrosion	-	0.9783	97.83%
Eye irritation	-	0.9679	96.79%
Skin irritation	-	0.7615	76.15%
Skin corrosion	-	0.9138	91.38%
Ames mutagenesis	-	0.6828	68.28%
Human Ether-a-go-go-Related Gene inhibition	+	0.7697	76.97%
Micronuclear	+	0.6600	66.00%
Hepatotoxicity	+	0.5302	53.02%
skin sensitisation	-	0.8313	83.13%
Respiratory toxicity	+	0.6333	63.33%
Reproductive toxicity	+	0.7667	76.67%
Mitochondrial toxicity	+	0.5875	58.75%
Nephrotoxicity	-	0.6448	64.48%
Acute Oral Toxicity (c)	III	0.5860	58.60%
Estrogen receptor binding	+	0.7537	75.37%
Androgen receptor binding	+	0.8886	88.86%
Thyroid receptor binding	+	0.7167	71.67%
Glucocorticoid receptor binding	-	0.4722	47.22%
Aromatase binding	-	0.5332	53.32%
PPAR gamma	+	0.5330	53.30%
Honey bee toxicity	-	0.8542	85.42%
Biodegradation	-	0.7000	70.00%
Crustacea aquatic toxicity	-	0.5800	58.00%
Fish aquatic toxicity	+	0.8382	83.82%

Targets

Proven Targets:

No proven targets yet!

Predicted Targets (via Super-PRED):

CHEMBL ID	UniProt ID	Name	Probability	Model accuracy
CHEMBL2581	P07339	Cathepsin D	98.75%	98.95%
CHEMBL2039	P27338	Monoamine oxidase B	98.23%	92.51%
CHEMBL5619	P27695	DNA-(apurinic or apyrimidinic site) lyase	96.51%	91.11%
CHEMBL4203	Q9HAZ1	Dual specificity protein kinase CLK4	96.16%	94.45%
CHEMBL1937	Q92769	Histone deacetylase 2	95.19%	94.75%
CHEMBL3401	O75469	Pregnane X receptor	95.10%	94.73%
CHEMBL3437	Q16853	Amine oxidase, copper containing	93.36%	94.00%
CHEMBL1075094	Q16236	Nuclear factor erythroid 2-related factor 2	92.97%	96.00%
CHEMBL2179	P04062	Beta-glucocerebrosidase	92.60%	85.31%
CHEMBL3060	Q9Y345	Glycine transporter 2	92.31%	99.17%
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	92.15%	96.09%
CHEMBL2563	Q9UQL6	Histone deacetylase 5	89.32%	89.67%
CHEMBL5261	Q7L7X3	Serine/threonine-protein kinase TAO1	89.19%	89.33%
CHEMBL3976	Q9UHL4	Dipeptidyl peptidase II	89.05%	92.29%
CHEMBL2635	P51452	Dual specificity protein phosphatase 3	88.75%	94.00%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	88.55%	95.56%
CHEMBL4835	P00338	L-lactate dehydrogenase A chain	88.13%	95.34%
CHEMBL1293255	P15428	15-hydroxyprostaglandin dehydrogenase [NAD+]	85.70%	83.57%
CHEMBL2111367	P27986	PI3-kinase p110-alpha/p85-alpha	84.59%	94.33%
CHEMBL1806	P11388	DNA topoisomerase II alpha	84.57%	89.00%
CHEMBL255	P29275	Adenosine A2b receptor	83.99%	98.59%
CHEMBL1293249	Q13887	Kruppel-like factor 5	83.64%	86.33%
CHEMBL4481	P35228	Nitric oxide synthase, inducible	82.52%	94.80%
CHEMBL5845	P23415	Glycine receptor subunit alpha-1	81.64%	90.71%
CHEMBL5103	Q969S8	Histone deacetylase 10	80.94%	90.08%
CHEMBL3892	Q99500	Sphingosine 1-phosphate receptor Edg-3	80.06%	97.29%

Plants that contains it

• Glycosmis parva

Cross-Links

• PubChem: 163187074
• LOTUS: LTS0034409
• wikiData: Q105369585