(5R)-5-(4-methoxyphenyl)-2-[(E)-2-phenylethenyl]-4,5-dihydro-1,3-oxazole

Details

• Internal ID: 3f02da5c-a154-4858-8663-ec715045e041
• Taxonomy: Benzenoids > Phenol ethers > Anisoles
• IUPAC Name: (5R)-5-(4-methoxyphenyl)-2-[(E)-2-phenylethenyl]-4,5-dihydro-1,3-oxazole
• InChI: InChI=1S/C18H17NO2/c1-20-16-10-8-15(9-11-16)17-13-19-18(21-17)12-7-14-5-3-2-4-6-14/h2-12,17H,13H2,1H3/b12-7+/t17-/m0/s1
• InChI Key: JWIXCXBFPMKPIN-CRVDFBCUSA-N
• Popularity: 2 references 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): 30.80 Ų
• XlogP: 3.40
• Atomic LogP (AlogP): 3.88
• 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	+	0.9966	99.66%
Caco-2	+	0.7600	76.00%
Blood Brain Barrier	+	0.9250	92.50%
Human oral bioavailability	-	0.5714	57.14%
Subcellular localzation	Mitochondria	0.6359	63.59%
OATP2B1 inhibitior	-	1.0000	100.00%
OATP1B1 inhibitior	+	0.9063	90.63%
OATP1B3 inhibitior	+	0.9507	95.07%
MATE1 inhibitior	-	0.9200	92.00%
OCT2 inhibitior	-	0.7750	77.50%
BSEP inhibitior	-	0.4671	46.71%
P-glycoprotein inhibitior	-	0.7008	70.08%
P-glycoprotein substrate	-	0.9348	93.48%
CYP3A4 substrate	+	0.5400	54.00%
CYP2C9 substrate	+	0.8193	81.93%
CYP2D6 substrate	-	0.8077	80.77%
CYP3A4 inhibition	-	0.7165	71.65%
CYP2C9 inhibition	-	0.5879	58.79%
CYP2C19 inhibition	+	0.7187	71.87%
CYP2D6 inhibition	-	0.8249	82.49%
CYP1A2 inhibition	+	0.7842	78.42%
CYP2C8 inhibition	-	0.6375	63.75%
CYP inhibitory promiscuity	+	0.8490	84.90%
UGT catelyzed	-	0.0000	0.00%
Carcinogenicity (binary)	-	0.8235	82.35%
Carcinogenicity (trinary)	Non-required	0.4304	43.04%
Eye corrosion	-	0.9815	98.15%
Eye irritation	-	0.8608	86.08%
Skin irritation	-	0.7636	76.36%
Skin corrosion	-	0.9114	91.14%
Ames mutagenesis	-	0.5300	53.00%
Human Ether-a-go-go-Related Gene inhibition	+	0.9002	90.02%
Micronuclear	+	0.5600	56.00%
Hepatotoxicity	-	0.6000	60.00%
skin sensitisation	-	0.7616	76.16%
Respiratory toxicity	+	0.6556	65.56%
Reproductive toxicity	+	0.7000	70.00%
Mitochondrial toxicity	+	0.5625	56.25%
Nephrotoxicity	-	0.6701	67.01%
Acute Oral Toxicity (c)	III	0.6947	69.47%
Estrogen receptor binding	+	0.7793	77.93%
Androgen receptor binding	+	0.7151	71.51%
Thyroid receptor binding	+	0.6888	68.88%
Glucocorticoid receptor binding	+	0.6008	60.08%
Aromatase binding	+	0.8435	84.35%
PPAR gamma	-	0.5239	52.39%
Honey bee toxicity	-	0.9111	91.11%
Biodegradation	-	0.8500	85.00%
Crustacea aquatic toxicity	+	0.7700	77.00%
Fish aquatic toxicity	-	0.6444	64.44%

Targets

Proven Targets:

No proven targets yet!

Predicted Targets (via Super-PRED):

CHEMBL ID	UniProt ID	Name	Probability	Model accuracy
CHEMBL240	Q12809	HERG	97.27%	89.76%
CHEMBL3192	Q9BY41	Histone deacetylase 8	97.19%	93.99%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	94.65%	95.56%
CHEMBL1075094	Q16236	Nuclear factor erythroid 2-related factor 2	94.26%	96.00%
CHEMBL5619	P27695	DNA-(apurinic or apyrimidinic site) lyase	93.74%	91.11%
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	91.33%	96.09%
CHEMBL221	P23219	Cyclooxygenase-1	90.29%	90.17%
CHEMBL3137262	O60341	LSD1/CoREST complex	89.94%	97.09%
CHEMBL1821	P08173	Muscarinic acetylcholine receptor M4	89.04%	94.08%
CHEMBL1293249	Q13887	Kruppel-like factor 5	87.61%	86.33%
CHEMBL3401	O75469	Pregnane X receptor	83.85%	94.73%
CHEMBL2716	Q8WUI4	Histone deacetylase 7	83.62%	89.44%
CHEMBL2039	P27338	Monoamine oxidase B	83.24%	92.51%
CHEMBL1907599	P05556	Integrin alpha-4/beta-1	82.45%	92.86%

Plants that contains it

• Aegle marmelos

Cross-Links

• PubChem: 102034873
• LOTUS: LTS0190709
• wikiData: Q105136181