3-methylsulfanyl-N-[1-(2-phenylacetyl)pyrrolidin-2-yl]prop-2-enamide

Details

• Internal ID: 4bb02bf8-d17b-4c06-9a68-2983212af4c9
• Taxonomy: Benzenoids > Benzene and substituted derivatives > Phenylacetamides
• IUPAC Name: 3-methylsulfanyl-N-[1-(2-phenylacetyl)pyrrolidin-2-yl]prop-2-enamide
• SMILES (Canonical): CSC=CC(=O)NC1CCCN1C(=O)CC2=CC=CC=C2
• SMILES (Isomeric): CSC=CC(=O)NC1CCCN1C(=O)CC2=CC=CC=C2
• InChI: InChI=1S/C16H20N2O2S/c1-21-11-9-15(19)17-14-8-5-10-18(14)16(20)12-13-6-3-2-4-7-13/h2-4,6-7,9,11,14H,5,8,10,12H2,1H3,(H,17,19)
• InChI Key: BGSFJYXXOZUXIG-UHFFFAOYSA-N
• Popularity: 0 references in papers

Physical and Chemical Properties

• Molecular Formula: C₁₆H₂₀N₂O₂S
• Molecular Weight: 304.40 g/mol
• Exact Mass: 304.12454906 g/mol
• Topological Polar Surface Area (TPSA): 74.70 Ų
• XlogP: 2.60
• Atomic LogP (AlogP): 2.17
• H-Bond Acceptor: 3
• H-Bond Donor: 1
• Rotatable Bonds: 5

Synonyms

There are no found synonyms.

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	+	0.9887	98.87%
Caco-2	+	0.6030	60.30%
Blood Brain Barrier	+	0.9000	90.00%
Human oral bioavailability	-	0.5571	55.71%
Subcellular localzation	Mitochondria	0.6940	69.40%
OATP2B1 inhibitior	-	1.0000	100.00%
OATP1B1 inhibitior	+	0.8851	88.51%
OATP1B3 inhibitior	+	0.9411	94.11%
MATE1 inhibitior	-	0.9200	92.00%
OCT2 inhibitior	-	0.6750	67.50%
BSEP inhibitior	+	0.6365	63.65%
P-glycoprotein inhibitior	-	0.8712	87.12%
P-glycoprotein substrate	-	0.6702	67.02%
CYP3A4 substrate	+	0.5282	52.82%
CYP2C9 substrate	+	0.5936	59.36%
CYP2D6 substrate	-	0.8262	82.62%
CYP3A4 inhibition	-	0.7166	71.66%
CYP2C9 inhibition	-	0.8128	81.28%
CYP2C19 inhibition	-	0.6913	69.13%
CYP2D6 inhibition	-	0.9323	93.23%
CYP1A2 inhibition	-	0.8442	84.42%
CYP2C8 inhibition	-	0.6883	68.83%
CYP inhibitory promiscuity	-	0.7300	73.00%
UGT catelyzed	-	0.0000	0.00%
Carcinogenicity (binary)	-	0.9300	93.00%
Carcinogenicity (trinary)	Non-required	0.6380	63.80%
Eye corrosion	-	0.9864	98.64%
Eye irritation	-	0.9873	98.73%
Skin irritation	-	0.7549	75.49%
Skin corrosion	-	0.9111	91.11%
Ames mutagenesis	-	0.8500	85.00%
Human Ether-a-go-go-Related Gene inhibition	-	0.4217	42.17%
Micronuclear	+	0.7500	75.00%
Hepatotoxicity	-	0.5061	50.61%
skin sensitisation	-	0.9042	90.42%
Respiratory toxicity	+	0.8444	84.44%
Reproductive toxicity	+	0.8556	85.56%
Mitochondrial toxicity	+	0.8000	80.00%
Nephrotoxicity	-	0.7232	72.32%
Acute Oral Toxicity (c)	III	0.6290	62.90%
Estrogen receptor binding	+	0.5366	53.66%
Androgen receptor binding	-	0.5254	52.54%
Thyroid receptor binding	-	0.7335	73.35%
Glucocorticoid receptor binding	-	0.7276	72.76%
Aromatase binding	-	0.5539	55.39%
PPAR gamma	-	0.5536	55.36%
Honey bee toxicity	-	0.9463	94.63%
Biodegradation	-	0.8500	85.00%
Crustacea aquatic toxicity	+	0.5900	59.00%
Fish aquatic toxicity	+	0.6610	66.10%

Targets

Proven Targets:

No proven targets yet!

Predicted Targets (via Super-PRED):

CHEMBL ID	UniProt ID	Name	Probability	Model accuracy
CHEMBL221	P23219	Cyclooxygenase-1	97.42%	90.17%
CHEMBL2581	P07339	Cathepsin D	97.32%	98.95%
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	97.29%	96.09%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	90.78%	95.56%
CHEMBL4208	P20618	Proteasome component C5	88.02%	90.00%
CHEMBL5619	P27695	DNA-(apurinic or apyrimidinic site) lyase	85.02%	91.11%
CHEMBL5028	O14672	ADAM10	84.40%	97.50%
CHEMBL2693	Q9UIQ6	Cystinyl aminopeptidase	84.35%	97.64%
CHEMBL4261	Q16665	Hypoxia-inducible factor 1 alpha	84.25%	85.14%
CHEMBL1795139	Q8IU80	Transmembrane protease serine 6	83.32%	98.33%
CHEMBL4203	Q9HAZ1	Dual specificity protein kinase CLK4	82.67%	94.45%
CHEMBL5608	Q16288	NT-3 growth factor receptor	81.23%	95.89%

Plants that contains it

• Aglaia leptantha

Cross-Links

• PubChem: 85249149
• LOTUS: LTS0030523
• wikiData: Q104935710