N-[2-[4-[(3S)-3-(5,5-dimethyl-4-oxofuran-2-yl)butoxy]phenyl]ethyl]-3-[(R)-methylsulfinyl]propanamide

Details

• Internal ID: 5e218782-8c3e-42d4-a043-aaddd7d528b2
• Taxonomy: Benzenoids > Phenol ethers
• IUPAC Name: N-[2-[4-[(3S)-3-(5,5-dimethyl-4-oxofuran-2-yl)butoxy]phenyl]ethyl]-3-[(R)-methylsulfinyl]propanamide
• InChI: InChI=1S/C22H31NO5S/c1-16(19-15-20(24)22(2,3)28-19)10-13-27-18-7-5-17(6-8-18)9-12-23-21(25)11-14-29(4)26/h5-8,15-16H,9-14H2,1-4H3,(H,23,25)/t16-,29+/m0/s1
• InChI Key: GCWONJKFTMNXNK-GUNSETOZSA-N
• Popularity: 2 references in papers

Physical and Chemical Properties

• Molecular Formula: C₂₂H₃₁NO₅S
• Molecular Weight: 421.60 g/mol
• Exact Mass: 421.19229426 g/mol
• Topological Polar Surface Area (TPSA): 101.00 Ų
• XlogP: 1.90
• Atomic LogP (AlogP): 2.78
• H-Bond Acceptor: 5
• H-Bond Donor: 1
• Rotatable Bonds: 11

Synonyms

There are no found synonyms.

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	+	0.9955	99.55%
Caco-2	-	0.5368	53.68%
Blood Brain Barrier	+	0.7750	77.50%
Human oral bioavailability	+	0.5429	54.29%
Subcellular localzation	Mitochondria	0.4581	45.81%
OATP2B1 inhibitior	-	1.0000	100.00%
OATP1B1 inhibitior	+	0.8738	87.38%
OATP1B3 inhibitior	+	0.9372	93.72%
MATE1 inhibitior	-	0.8400	84.00%
OCT2 inhibitior	-	0.6250	62.50%
BSEP inhibitior	+	0.7160	71.60%
P-glycoprotein inhibitior	+	0.8466	84.66%
P-glycoprotein substrate	+	0.6974	69.74%
CYP3A4 substrate	+	0.6745	67.45%
CYP2C9 substrate	+	0.7838	78.38%
CYP2D6 substrate	-	0.8526	85.26%
CYP3A4 inhibition	+	0.5000	50.00%
CYP2C9 inhibition	-	0.7081	70.81%
CYP2C19 inhibition	-	0.7083	70.83%
CYP2D6 inhibition	-	0.8667	86.67%
CYP1A2 inhibition	-	0.7685	76.85%
CYP2C8 inhibition	+	0.6557	65.57%
CYP inhibitory promiscuity	-	0.7981	79.81%
UGT catelyzed	-	0.0000	0.00%
Carcinogenicity (binary)	-	0.6231	62.31%
Carcinogenicity (trinary)	Non-required	0.6084	60.84%
Eye corrosion	-	0.9814	98.14%
Eye irritation	-	0.9790	97.90%
Skin irritation	-	0.7624	76.24%
Skin corrosion	-	0.9165	91.65%
Ames mutagenesis	-	0.6754	67.54%
Human Ether-a-go-go-Related Gene inhibition	+	0.8513	85.13%
Micronuclear	+	0.5800	58.00%
Hepatotoxicity	-	0.5038	50.38%
skin sensitisation	-	0.8215	82.15%
Respiratory toxicity	+	0.7111	71.11%
Reproductive toxicity	+	0.8222	82.22%
Mitochondrial toxicity	+	0.7750	77.50%
Nephrotoxicity	+	0.4576	45.76%
Acute Oral Toxicity (c)	III	0.5853	58.53%
Estrogen receptor binding	+	0.6938	69.38%
Androgen receptor binding	+	0.7674	76.74%
Thyroid receptor binding	+	0.6659	66.59%
Glucocorticoid receptor binding	+	0.5588	55.88%
Aromatase binding	-	0.5521	55.21%
PPAR gamma	+	0.5176	51.76%
Honey bee toxicity	-	0.8280	82.80%
Biodegradation	-	0.6500	65.00%
Crustacea aquatic toxicity	-	0.5150	51.50%
Fish aquatic toxicity	+	0.9258	92.58%

Targets

Proven Targets:

No proven targets yet!

Predicted Targets (via Super-PRED):

CHEMBL ID	UniProt ID	Name	Probability	Model accuracy
CHEMBL5619	P27695	DNA-(apurinic or apyrimidinic site) lyase	99.06%	91.11%
CHEMBL2581	P07339	Cathepsin D	98.69%	98.95%
CHEMBL4203	Q9HAZ1	Dual specificity protein kinase CLK4	97.39%	94.45%
CHEMBL3060	Q9Y345	Glycine transporter 2	97.05%	99.17%
CHEMBL3437	Q16853	Amine oxidase, copper containing	96.14%	94.00%
CHEMBL5261	Q7L7X3	Serine/threonine-protein kinase TAO1	95.82%	89.33%
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	91.44%	96.09%
CHEMBL4208	P20618	Proteasome component C5	91.29%	90.00%
CHEMBL4835	P00338	L-lactate dehydrogenase A chain	90.29%	95.34%
CHEMBL2039	P27338	Monoamine oxidase B	89.93%	92.51%
CHEMBL3401	O75469	Pregnane X receptor	89.51%	94.73%
CHEMBL1907605	P24864	Cyclin-dependent kinase 2/cyclin E1	89.12%	92.88%
CHEMBL2635	P51452	Dual specificity protein phosphatase 3	88.90%	94.00%
CHEMBL3976	Q9UHL4	Dipeptidyl peptidase II	88.79%	92.29%
CHEMBL1937	Q92769	Histone deacetylase 2	87.87%	94.75%
CHEMBL221	P23219	Cyclooxygenase-1	85.85%	90.17%
CHEMBL4051	P13569	Cystic fibrosis transmembrane conductance regulator	85.40%	95.71%
CHEMBL5845	P23415	Glycine receptor subunit alpha-1	85.37%	90.71%
CHEMBL2535	P11166	Glucose transporter	84.91%	98.75%
CHEMBL5701	Q9H2K8	Serine/threonine-protein kinase TAO3	84.17%	96.67%
CHEMBL2179	P04062	Beta-glucocerebrosidase	83.48%	85.31%
CHEMBL2035	P08912	Muscarinic acetylcholine receptor M5	83.46%	94.62%
CHEMBL1075094	Q16236	Nuclear factor erythroid 2-related factor 2	82.00%	96.00%
CHEMBL3892	Q99500	Sphingosine 1-phosphate receptor Edg-3	81.94%	97.29%
CHEMBL2563	Q9UQL6	Histone deacetylase 5	81.38%	89.67%
CHEMBL4330	Q9NS75	Cysteinyl leukotriene receptor 2	81.16%	98.00%
CHEMBL255	P29275	Adenosine A2b receptor	80.92%	98.59%
CHEMBL3492	P49721	Proteasome Macropain subunit	80.81%	90.24%
CHEMBL2111367	P27986	PI3-kinase p110-alpha/p85-alpha	80.21%	94.33%

Plants that contains it

• Glycosmis parva

Cross-Links

• PubChem: 162934657
• LOTUS: LTS0105956
• wikiData: Q105006527