2-[(1S)-2,6,6-trimethyl-4-oxocyclohex-2-en-1-yl]acetamide

Details

• Internal ID: 3a35fe5e-4975-4c42-8113-b5c34d7dee3e
• Taxonomy: Organic oxygen compounds > Organooxygen compounds > Carbonyl compounds > Cyclic ketones > Cyclohexenones
• IUPAC Name: 2-[(1S)-2,6,6-trimethyl-4-oxocyclohex-2-en-1-yl]acetamide
• SMILES (Canonical): CC1=CC(=O)CC(C1CC(=O)N)(C)C
• SMILES (Isomeric): CC1=CC(=O)CC([C@@H]1CC(=O)N)(C)C
• InChI: InChI=1S/C11H17NO2/c1-7-4-8(13)6-11(2,3)9(7)5-10(12)14/h4,9H,5-6H2,1-3H3,(H2,12,14)/t9-/m1/s1
• InChI Key: VXKIXSZTEOLWMG-SECBINFHSA-N
• Popularity: 0 references in papers

Physical and Chemical Properties

• Molecular Formula: C₁₁H₁₇NO₂
• Molecular Weight: 195.26 g/mol
• Exact Mass: 195.125928785 g/mol
• Topological Polar Surface Area (TPSA): 60.20 Ų
• XlogP: 0.30
• Atomic LogP (AlogP): 1.42
• H-Bond Acceptor: 2
• H-Bond Donor: 1
• Rotatable Bonds: 2

Synonyms

There are no found synonyms.

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	+	1.0000	100.00%
Caco-2	+	0.5814	58.14%
Blood Brain Barrier	+	0.8250	82.50%
Human oral bioavailability	+	0.7714	77.14%
Subcellular localzation	Mitochondria	0.4528	45.28%
OATP2B1 inhibitior	-	0.8548	85.48%
OATP1B1 inhibitior	+	0.9193	91.93%
OATP1B3 inhibitior	+	0.9436	94.36%
MATE1 inhibitior	-	0.7218	72.18%
OCT2 inhibitior	-	0.7750	77.50%
BSEP inhibitior	-	0.8911	89.11%
P-glycoprotein inhibitior	-	0.9678	96.78%
P-glycoprotein substrate	-	0.7204	72.04%
CYP3A4 substrate	-	0.5283	52.83%
CYP2C9 substrate	-	0.8046	80.46%
CYP2D6 substrate	-	0.8973	89.73%
CYP3A4 inhibition	-	0.6479	64.79%
CYP2C9 inhibition	-	0.6719	67.19%
CYP2C19 inhibition	-	0.6346	63.46%
CYP2D6 inhibition	-	0.8730	87.30%
CYP1A2 inhibition	-	0.8126	81.26%
CYP2C8 inhibition	-	0.9514	95.14%
CYP inhibitory promiscuity	-	0.7228	72.28%
UGT catelyzed	-	0.0000	0.00%
Carcinogenicity (binary)	-	0.7100	71.00%
Carcinogenicity (trinary)	Non-required	0.5244	52.44%
Eye corrosion	-	0.9791	97.91%
Eye irritation	-	0.6474	64.74%
Skin irritation	-	0.7111	71.11%
Skin corrosion	-	0.9068	90.68%
Ames mutagenesis	-	0.7100	71.00%
Human Ether-a-go-go-Related Gene inhibition	-	0.5763	57.63%
Micronuclear	-	0.6600	66.00%
Hepatotoxicity	+	0.6067	60.67%
skin sensitisation	-	0.7050	70.50%
Respiratory toxicity	+	0.6444	64.44%
Reproductive toxicity	+	0.6222	62.22%
Mitochondrial toxicity	-	0.5250	52.50%
Nephrotoxicity	-	0.6021	60.21%
Acute Oral Toxicity (c)	III	0.6161	61.61%
Estrogen receptor binding	-	0.9485	94.85%
Androgen receptor binding	-	0.7801	78.01%
Thyroid receptor binding	-	0.9072	90.72%
Glucocorticoid receptor binding	-	0.8519	85.19%
Aromatase binding	-	0.9256	92.56%
PPAR gamma	-	0.8117	81.17%
Honey bee toxicity	-	0.9743	97.43%
Biodegradation	-	0.7750	77.50%
Crustacea aquatic toxicity	-	0.7800	78.00%
Fish aquatic toxicity	+	0.8093	80.93%

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	95.53%	96.09%
CHEMBL5619	P27695	DNA-(apurinic or apyrimidinic site) lyase	93.90%	91.11%
CHEMBL253	P34972	Cannabinoid CB2 receptor	92.76%	97.25%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	89.12%	95.56%
CHEMBL3137262	O60341	LSD1/CoREST complex	87.86%	97.09%
CHEMBL4208	P20618	Proteasome component C5	85.10%	90.00%
CHEMBL2581	P07339	Cathepsin D	84.87%	98.95%
CHEMBL4203	Q9HAZ1	Dual specificity protein kinase CLK4	84.58%	94.45%
CHEMBL1994	P08235	Mineralocorticoid receptor	83.15%	100.00%
CHEMBL4793	Q86TI2	Dipeptidyl peptidase IX	82.60%	96.95%

Plants that contains it

• Fissistigma glaucescens

Cross-Links

• PubChem: 131168921
• LOTUS: LTS0001867
• wikiData: Q105298543