(E)-N-[(2R)-1-[(E)-3-methylsulfanylprop-2-enoyl]pyrrolidin-2-yl]-3-phenylprop-2-enamide

Details

• Internal ID: ad7f3c9f-c493-4415-a83c-f269f04436a2
• Taxonomy: Benzenoids > Benzene and substituted derivatives > Styrenes
• IUPAC Name: (E)-N-[(2R)-1-[(E)-3-methylsulfanylprop-2-enoyl]pyrrolidin-2-yl]-3-phenylprop-2-enamide
• SMILES (Canonical): CSC=CC(=O)N1CCCC1NC(=O)C=CC2=CC=CC=C2
• SMILES (Isomeric): CS/C=C/C(=O)N1CCC[C@@H]1NC(=O)/C=C/C2=CC=CC=C2
• InChI: InChI=1S/C17H20N2O2S/c1-22-13-11-17(21)19-12-5-8-15(19)18-16(20)10-9-14-6-3-2-4-7-14/h2-4,6-7,9-11,13,15H,5,8,12H2,1H3,(H,18,20)/b10-9+,13-11+/t15-/m1/s1
• InChI Key: YLMPRYKWNQIADE-XZZICDDXSA-N
• Popularity: 0 references in papers

Physical and Chemical Properties

• Molecular Formula: C₁₇H₂₀N₂O₂S
• Molecular Weight: 316.40 g/mol
• Exact Mass: 316.12454906 g/mol
• Topological Polar Surface Area (TPSA): 74.70 Ų
• XlogP: 3.10
• Atomic LogP (AlogP): 2.64
• 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	+	0.9850	98.50%
Caco-2	+	0.6797	67.97%
Blood Brain Barrier	+	0.8750	87.50%
Human oral bioavailability	-	0.6143	61.43%
Subcellular localzation	Mitochondria	0.5617	56.17%
OATP2B1 inhibitior	-	1.0000	100.00%
OATP1B1 inhibitior	+	0.9209	92.09%
OATP1B3 inhibitior	+	0.9442	94.42%
MATE1 inhibitior	-	0.8800	88.00%
OCT2 inhibitior	-	0.6891	68.91%
BSEP inhibitior	+	0.7764	77.64%
P-glycoprotein inhibitior	-	0.6787	67.87%
P-glycoprotein substrate	-	0.7070	70.70%
CYP3A4 substrate	-	0.5075	50.75%
CYP2C9 substrate	-	0.8003	80.03%
CYP2D6 substrate	-	0.8364	83.64%
CYP3A4 inhibition	-	0.7175	71.75%
CYP2C9 inhibition	-	0.9078	90.78%
CYP2C19 inhibition	-	0.8365	83.65%
CYP2D6 inhibition	-	0.9183	91.83%
CYP1A2 inhibition	-	0.7402	74.02%
CYP2C8 inhibition	-	0.6146	61.46%
CYP inhibitory promiscuity	-	0.8289	82.89%
UGT catelyzed	-	0.0000	0.00%
Carcinogenicity (binary)	-	0.9200	92.00%
Carcinogenicity (trinary)	Non-required	0.6181	61.81%
Eye corrosion	-	0.9765	97.65%
Eye irritation	-	0.9869	98.69%
Skin irritation	-	0.7306	73.06%
Skin corrosion	-	0.9125	91.25%
Ames mutagenesis	-	0.8300	83.00%
Human Ether-a-go-go-Related Gene inhibition	+	0.8372	83.72%
Micronuclear	+	0.7700	77.00%
Hepatotoxicity	-	0.5641	56.41%
skin sensitisation	-	0.9024	90.24%
Respiratory toxicity	+	0.7444	74.44%
Reproductive toxicity	+	0.8556	85.56%
Mitochondrial toxicity	+	0.8250	82.50%
Nephrotoxicity	-	0.6764	67.64%
Acute Oral Toxicity (c)	III	0.6256	62.56%
Estrogen receptor binding	+	0.6600	66.00%
Androgen receptor binding	+	0.6835	68.35%
Thyroid receptor binding	-	0.6315	63.15%
Glucocorticoid receptor binding	-	0.7338	73.38%
Aromatase binding	+	0.7687	76.87%
PPAR gamma	-	0.5535	55.35%
Honey bee toxicity	-	0.9343	93.43%
Biodegradation	-	0.9250	92.50%
Crustacea aquatic toxicity	+	0.6000	60.00%
Fish aquatic toxicity	+	0.6556	65.56%

Targets

Proven Targets:

No proven targets yet!

Predicted Targets (via Super-PRED):

CHEMBL ID	UniProt ID	Name	Probability	Model accuracy
CHEMBL221	P23219	Cyclooxygenase-1	96.05%	90.17%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	93.56%	95.56%
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	92.74%	96.09%
CHEMBL2581	P07339	Cathepsin D	90.97%	98.95%
CHEMBL4208	P20618	Proteasome component C5	88.33%	90.00%
CHEMBL1075094	Q16236	Nuclear factor erythroid 2-related factor 2	88.25%	96.00%
CHEMBL5619	P27695	DNA-(apurinic or apyrimidinic site) lyase	88.11%	91.11%
CHEMBL5028	O14672	ADAM10	85.71%	97.50%
CHEMBL1293249	Q13887	Kruppel-like factor 5	84.00%	86.33%
CHEMBL5805	Q9NR97	Toll-like receptor 8	81.80%	96.25%
CHEMBL2781	P19634	Sodium/hydrogen exchanger 1	81.71%	90.24%
CHEMBL4979	P13866	Sodium/glucose cotransporter 1	81.43%	98.24%

Plants that contains it

• Aglaia tenuicaulis

Cross-Links

• PubChem: 162959099
• LOTUS: LTS0080623
• wikiData: Q105350191