(Z)-N-methyl-N-(2-methylsulfanylacetyl)-3-phenylprop-2-enamide

Details

• Internal ID: 82857565-cf62-4953-8571-2d252ca3d902
• Taxonomy: Phenylpropanoids and polyketides > Cinnamic acids and derivatives
• IUPAC Name: (Z)-N-methyl-N-(2-methylsulfanylacetyl)-3-phenylprop-2-enamide
• SMILES (Canonical): CN(C(=O)CSC)C(=O)C=CC1=CC=CC=C1
• SMILES (Isomeric): CN(C(=O)CSC)C(=O)/C=C\C1=CC=CC=C1
• InChI: InChI=1S/C13H15NO2S/c1-14(13(16)10-17-2)12(15)9-8-11-6-4-3-5-7-11/h3-9H,10H2,1-2H3/b9-8-
• InChI Key: DUAHAAQSQOKADM-HJWRWDBZSA-N
• Popularity: 0 references in papers

Physical and Chemical Properties

• Molecular Formula: C₁₃H₁₅NO₂S
• Molecular Weight: 249.33 g/mol
• Exact Mass: 249.08234989 g/mol
• Topological Polar Surface Area (TPSA): 62.70 Ų
• XlogP: 2.20
• Atomic LogP (AlogP): 2.05
• H-Bond Acceptor: 3
• H-Bond Donor: 0
• Rotatable Bonds: 4

Synonyms

There are no found synonyms.

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	+	0.9893	98.93%
Caco-2	+	0.9153	91.53%
Blood Brain Barrier	+	0.9750	97.50%
Human oral bioavailability	-	0.5714	57.14%
Subcellular localzation	Mitochondria	0.5304	53.04%
OATP2B1 inhibitior	-	0.8550	85.50%
OATP1B1 inhibitior	+	0.8986	89.86%
OATP1B3 inhibitior	+	0.9469	94.69%
MATE1 inhibitior	-	0.8600	86.00%
OCT2 inhibitior	-	0.7750	77.50%
BSEP inhibitior	-	0.4595	45.95%
P-glycoprotein inhibitior	-	0.9530	95.30%
P-glycoprotein substrate	-	0.9489	94.89%
CYP3A4 substrate	-	0.5869	58.69%
CYP2C9 substrate	-	0.6000	60.00%
CYP2D6 substrate	-	0.8549	85.49%
CYP3A4 inhibition	-	0.9361	93.61%
CYP2C9 inhibition	-	0.8767	87.67%
CYP2C19 inhibition	-	0.7829	78.29%
CYP2D6 inhibition	-	0.9410	94.10%
CYP1A2 inhibition	-	0.6131	61.31%
CYP2C8 inhibition	-	0.8123	81.23%
CYP inhibitory promiscuity	-	0.9321	93.21%
UGT catelyzed	-	0.0000	0.00%
Carcinogenicity (binary)	-	0.6300	63.00%
Carcinogenicity (trinary)	Non-required	0.7095	70.95%
Eye corrosion	-	0.9307	93.07%
Eye irritation	-	0.7879	78.79%
Skin irritation	-	0.5450	54.50%
Skin corrosion	-	0.8200	82.00%
Ames mutagenesis	-	0.6900	69.00%
Human Ether-a-go-go-Related Gene inhibition	-	0.4109	41.09%
Micronuclear	-	0.5800	58.00%
Hepatotoxicity	-	0.5875	58.75%
skin sensitisation	-	0.8122	81.22%
Respiratory toxicity	+	0.6222	62.22%
Reproductive toxicity	-	0.5667	56.67%
Mitochondrial toxicity	+	0.5625	56.25%
Nephrotoxicity	+	0.5165	51.65%
Acute Oral Toxicity (c)	III	0.5878	58.78%
Estrogen receptor binding	-	0.6044	60.44%
Androgen receptor binding	+	0.5353	53.53%
Thyroid receptor binding	-	0.5259	52.59%
Glucocorticoid receptor binding	-	0.6411	64.11%
Aromatase binding	+	0.7454	74.54%
PPAR gamma	-	0.6622	66.22%
Honey bee toxicity	-	0.9234	92.34%
Biodegradation	-	0.7750	77.50%
Crustacea aquatic toxicity	-	0.5800	58.00%
Fish aquatic toxicity	+	0.7310	73.10%

Targets

Proven Targets:

No proven targets yet!

Predicted Targets (via Super-PRED):

CHEMBL ID	UniProt ID	Name	Probability	Model accuracy
CHEMBL4040	P28482	MAP kinase ERK2	96.34%	83.82%
CHEMBL221	P23219	Cyclooxygenase-1	93.97%	90.17%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	92.91%	95.56%
CHEMBL1075094	Q16236	Nuclear factor erythroid 2-related factor 2	92.71%	96.00%
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	92.52%	96.09%
CHEMBL2581	P07339	Cathepsin D	91.46%	98.95%
CHEMBL1293249	Q13887	Kruppel-like factor 5	88.97%	86.33%
CHEMBL3060	Q9Y345	Glycine transporter 2	83.52%	99.17%
CHEMBL3401	O75469	Pregnane X receptor	82.87%	94.73%
CHEMBL5619	P27695	DNA-(apurinic or apyrimidinic site) lyase	81.75%	91.11%
CHEMBL5028	O14672	ADAM10	81.63%	97.50%

Plants that contains it

• Glycosmis chlorosperma

Cross-Links

• PubChem: 10264083
• LOTUS: LTS0001094
• wikiData: Q104989122