1-[(1R,6R)-5-(4,4-dimethyl-5H-1,3-oxazol-2-yl)-6-ethenyl-2-methoxy-1-methylcyclohexa-2,4-dien-1-yl]pent-4-en-1-one

Details

• Internal ID: 4a5e7bed-f497-4c8b-863f-83f80022feaf
• Taxonomy: Organoheterocyclic compounds > Azolines > Oxazolines
• IUPAC Name: 1-[(1R,6R)-5-(4,4-dimethyl-5H-1,3-oxazol-2-yl)-6-ethenyl-2-methoxy-1-methylcyclohexa-2,4-dien-1-yl]pent-4-en-1-one
• InChI: InChI=1S/C20H27NO3/c1-7-9-10-16(22)20(5)15(8-2)14(11-12-17(20)23-6)18-21-19(3,4)13-24-18/h7-8,11-12,15H,1-2,9-10,13H2,3-6H3/t15-,20+/m1/s1
• InChI Key: KCZFETLFFMKWNZ-QRWLVFNGSA-N
• Popularity: 0 references in papers

Physical and Chemical Properties

• Molecular Formula: C₂₀H₂₇NO₃
• Molecular Weight: 329.40 g/mol
• Exact Mass: 329.19909372 g/mol
• Topological Polar Surface Area (TPSA): 47.90 Ų
• XlogP: 3.10
• Atomic LogP (AlogP): 4.01
• H-Bond Acceptor: 4
• H-Bond Donor: 0
• Rotatable Bonds: 7

Synonyms

There are no found synonyms.

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	+	0.9901	99.01%
Caco-2	+	0.6085	60.85%
Blood Brain Barrier	+	0.7500	75.00%
Human oral bioavailability	+	0.6000	60.00%
Subcellular localzation	Mitochondria	0.6854	68.54%
OATP2B1 inhibitior	-	1.0000	100.00%
OATP1B1 inhibitior	+	0.8902	89.02%
OATP1B3 inhibitior	+	0.9218	92.18%
MATE1 inhibitior	-	0.7400	74.00%
OCT2 inhibitior	-	0.6000	60.00%
BSEP inhibitior	+	0.6011	60.11%
P-glycoprotein inhibitior	-	0.4839	48.39%
P-glycoprotein substrate	-	0.7789	77.89%
CYP3A4 substrate	+	0.5894	58.94%
CYP2C9 substrate	-	0.8105	81.05%
CYP2D6 substrate	-	0.8919	89.19%
CYP3A4 inhibition	-	0.6587	65.87%
CYP2C9 inhibition	-	0.6939	69.39%
CYP2C19 inhibition	-	0.6900	69.00%
CYP2D6 inhibition	-	0.9248	92.48%
CYP1A2 inhibition	-	0.6705	67.05%
CYP2C8 inhibition	-	0.6015	60.15%
CYP inhibitory promiscuity	-	0.5798	57.98%
UGT catelyzed	-	0.0000	0.00%
Carcinogenicity (binary)	-	0.8528	85.28%
Carcinogenicity (trinary)	Non-required	0.5612	56.12%
Eye corrosion	-	0.9788	97.88%
Eye irritation	-	0.8823	88.23%
Skin irritation	-	0.7423	74.23%
Skin corrosion	-	0.8634	86.34%
Ames mutagenesis	-	0.6600	66.00%
Human Ether-a-go-go-Related Gene inhibition	-	0.4217	42.17%
Micronuclear	-	0.6500	65.00%
Hepatotoxicity	-	0.5124	51.24%
skin sensitisation	-	0.6628	66.28%
Respiratory toxicity	+	0.5333	53.33%
Reproductive toxicity	+	0.6333	63.33%
Mitochondrial toxicity	+	0.6750	67.50%
Nephrotoxicity	+	0.6079	60.79%
Acute Oral Toxicity (c)	III	0.5790	57.90%
Estrogen receptor binding	+	0.5325	53.25%
Androgen receptor binding	-	0.5539	55.39%
Thyroid receptor binding	+	0.7051	70.51%
Glucocorticoid receptor binding	+	0.6227	62.27%
Aromatase binding	+	0.7033	70.33%
PPAR gamma	+	0.6685	66.85%
Honey bee toxicity	-	0.7450	74.50%
Biodegradation	-	0.8750	87.50%
Crustacea aquatic toxicity	-	0.5900	59.00%
Fish aquatic toxicity	+	0.6508	65.08%

Targets

Proven Targets:

No proven targets yet!

Predicted Targets (via Super-PRED):

CHEMBL ID	UniProt ID	Name	Probability	Model accuracy
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	97.54%	96.09%
CHEMBL5619	P27695	DNA-(apurinic or apyrimidinic site) lyase	96.03%	91.11%
CHEMBL4203	Q9HAZ1	Dual specificity protein kinase CLK4	95.05%	94.45%
CHEMBL1293249	Q13887	Kruppel-like factor 5	90.58%	86.33%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	90.33%	95.56%
CHEMBL3060	Q9Y345	Glycine transporter 2	88.71%	99.17%
CHEMBL2007	P16234	Platelet-derived growth factor receptor alpha	88.56%	91.07%
CHEMBL1075094	Q16236	Nuclear factor erythroid 2-related factor 2	85.78%	96.00%
CHEMBL3401	O75469	Pregnane X receptor	82.55%	94.73%
CHEMBL2581	P07339	Cathepsin D	81.97%	98.95%
CHEMBL2373	P21730	C5a anaphylatoxin chemotactic receptor	81.96%	92.62%
CHEMBL3137262	O60341	LSD1/CoREST complex	81.25%	97.09%

Plants that contains it

• Syringa vulgaris

Cross-Links

• PubChem: 101395154
• NPASS: NPC275817