2-Oxiranecarboxamide, N-methyl-3-phenyl-N-[(1Z)-2-phenylethenyl]-, (2S,3R)-

Details

• Internal ID: 15701de0-fe17-480c-a7c9-d3754ffb4e15
• Taxonomy: Benzenoids > Benzene and substituted derivatives > Styrenes
• IUPAC Name: (2S,3R)-N-methyl-3-phenyl-N-[(Z)-2-phenylethenyl]oxirane-2-carboxamide
• SMILES (Canonical): CN(C=CC1=CC=CC=C1)C(=O)C2C(O2)C3=CC=CC=C3
• SMILES (Isomeric): CN(/C=C\C1=CC=CC=C1)C(=O)[C@@H]2[C@H](O2)C3=CC=CC=C3
• InChI: InChI=1S/C18H17NO2/c1-19(13-12-14-8-4-2-5-9-14)18(20)17-16(21-17)15-10-6-3-7-11-15/h2-13,16-17H,1H3/b13-12-/t16-,17+/m1/s1
• InChI Key: SZEAIHVOVOPANP-MCYMDBPJSA-N
• Popularity: 1 reference in papers

Physical and Chemical Properties

• Molecular Formula: C₁₈H₁₇NO₂
• Molecular Weight: 279.30 g/mol
• Exact Mass: 279.125928785 g/mol
• Topological Polar Surface Area (TPSA): 32.80 Ų
• XlogP: 2.90
• Atomic LogP (AlogP): 3.26
• H-Bond Acceptor: 2
• H-Bond Donor: 0
• Rotatable Bonds: 4

Synonyms

• 2-Oxiranecarboxamide, N-methyl-3-phenyl-N-[(1Z)-2-phenylethenyl]-, (2S,3R)-
• DTXSID101152267
• AKOS040749410
• (2S,3R)-N-Methyl-3-phenyl-N-[(1Z)-2-phenylethenyl]-2-oxiranecarboxamide

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	+	0.9830	98.30%
Caco-2	+	0.8947	89.47%
Blood Brain Barrier	+	0.9000	90.00%
Human oral bioavailability	-	0.6714	67.14%
Subcellular localzation	Mitochondria	0.4961	49.61%
OATP2B1 inhibitior	-	0.8609	86.09%
OATP1B1 inhibitior	+	0.8959	89.59%
OATP1B3 inhibitior	+	0.9509	95.09%
MATE1 inhibitior	-	0.8800	88.00%
OCT2 inhibitior	-	0.8500	85.00%
BSEP inhibitior	-	0.6827	68.27%
P-glycoprotein inhibitior	-	0.6712	67.12%
P-glycoprotein substrate	-	0.9499	94.99%
CYP3A4 substrate	-	0.5513	55.13%
CYP2C9 substrate	-	0.6000	60.00%
CYP2D6 substrate	-	0.8392	83.92%
CYP3A4 inhibition	-	0.9061	90.61%
CYP2C9 inhibition	-	0.6736	67.36%
CYP2C19 inhibition	+	0.6027	60.27%
CYP2D6 inhibition	-	0.9274	92.74%
CYP1A2 inhibition	+	0.5851	58.51%
CYP2C8 inhibition	-	0.7297	72.97%
CYP inhibitory promiscuity	+	0.7480	74.80%
UGT catelyzed	-	0.0000	0.00%
Carcinogenicity (binary)	-	0.7900	79.00%
Carcinogenicity (trinary)	Non-required	0.4429	44.29%
Eye corrosion	-	0.9767	97.67%
Eye irritation	-	0.8028	80.28%
Skin irritation	-	0.7276	72.76%
Skin corrosion	-	0.9507	95.07%
Ames mutagenesis	+	0.5100	51.00%
Human Ether-a-go-go-Related Gene inhibition	+	0.8077	80.77%
Micronuclear	+	0.7700	77.00%
Hepatotoxicity	+	0.5399	53.99%
skin sensitisation	-	0.8226	82.26%
Respiratory toxicity	+	0.6111	61.11%
Reproductive toxicity	+	0.5444	54.44%
Mitochondrial toxicity	+	0.5212	52.12%
Nephrotoxicity	+	0.5627	56.27%
Acute Oral Toxicity (c)	III	0.6468	64.68%
Estrogen receptor binding	+	0.8535	85.35%
Androgen receptor binding	+	0.5337	53.37%
Thyroid receptor binding	-	0.6639	66.39%
Glucocorticoid receptor binding	-	0.6771	67.71%
Aromatase binding	+	0.7734	77.34%
PPAR gamma	-	0.8011	80.11%
Honey bee toxicity	-	0.9559	95.59%
Biodegradation	-	0.9000	90.00%
Crustacea aquatic toxicity	-	0.5551	55.51%
Fish aquatic toxicity	+	0.6446	64.46%

Targets

Proven Targets:

No proven targets yet!

Predicted Targets (via Super-PRED):

CHEMBL ID	UniProt ID	Name	Probability	Model accuracy
CHEMBL3401	O75469	Pregnane X receptor	94.37%	94.73%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	93.83%	95.56%
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	91.65%	96.09%
CHEMBL5619	P27695	DNA-(apurinic or apyrimidinic site) lyase	90.50%	91.11%
CHEMBL1293249	Q13887	Kruppel-like factor 5	89.40%	86.33%
CHEMBL1075094	Q16236	Nuclear factor erythroid 2-related factor 2	89.27%	96.00%
CHEMBL221	P23219	Cyclooxygenase-1	88.58%	90.17%
CHEMBL2581	P07339	Cathepsin D	85.72%	98.95%
CHEMBL5028	O14672	ADAM10	84.41%	97.50%
CHEMBL1806	P11388	DNA topoisomerase II alpha	80.77%	89.00%

Plants that contains it

• Clausena lansium

Cross-Links

• PubChem: 10492939
• LOTUS: LTS0061053
• wikiData: Q105264070