(4S)-4-(3,4-dimethoxyphenyl)-4-[2-(dimethylamino)ethyl]cyclohex-2-en-1-one

Details

• Internal ID: c4ae809d-3686-49cd-85a7-00219d86e820
• Taxonomy: Benzenoids > Benzene and substituted derivatives > Methoxybenzenes > Dimethoxybenzenes
• IUPAC Name: (4S)-4-(3,4-dimethoxyphenyl)-4-[2-(dimethylamino)ethyl]cyclohex-2-en-1-one
• InChI: InChI=1S/C18H25NO3/c1-19(2)12-11-18(9-7-15(20)8-10-18)14-5-6-16(21-3)17(13-14)22-4/h5-7,9,13H,8,10-12H2,1-4H3/t18-/m0/s1
• InChI Key: HLUBCMPIISFQMY-SFHVURJKSA-N
• Popularity: 3 references in papers

Physical and Chemical Properties

• Molecular Formula: C₁₈H₂₅NO₃
• Molecular Weight: 303.40 g/mol
• Exact Mass: 303.18344366 g/mol
• Topological Polar Surface Area (TPSA): 38.80 Ų
• XlogP: 2.70
• Atomic LogP (AlogP): 2.81
• H-Bond Acceptor: 4
• H-Bond Donor: 0
• Rotatable Bonds: 6

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	+	0.9302	93.02%
Blood Brain Barrier	+	0.7250	72.50%
Human oral bioavailability	+	0.7571	75.71%
Subcellular localzation	Mitochondria	0.8897	88.97%
OATP2B1 inhibitior	-	1.0000	100.00%
OATP1B1 inhibitior	+	0.9039	90.39%
OATP1B3 inhibitior	+	0.9411	94.11%
MATE1 inhibitior	-	1.0000	100.00%
OCT2 inhibitior	-	0.5750	57.50%
BSEP inhibitior	-	0.5483	54.83%
P-glycoprotein inhibitior	-	0.7656	76.56%
P-glycoprotein substrate	-	0.6093	60.93%
CYP3A4 substrate	+	0.6700	67.00%
CYP2C9 substrate	-	0.8119	81.19%
CYP2D6 substrate	+	0.3949	39.49%
CYP3A4 inhibition	+	0.6609	66.09%
CYP2C9 inhibition	-	0.7602	76.02%
CYP2C19 inhibition	-	0.7933	79.33%
CYP2D6 inhibition	-	0.5306	53.06%
CYP1A2 inhibition	-	0.7328	73.28%
CYP2C8 inhibition	-	0.9132	91.32%
CYP inhibitory promiscuity	-	0.7445	74.45%
UGT catelyzed	-	0.0000	0.00%
Carcinogenicity (binary)	-	0.6894	68.94%
Carcinogenicity (trinary)	Non-required	0.6377	63.77%
Eye corrosion	-	0.9910	99.10%
Eye irritation	-	0.6931	69.31%
Skin irritation	-	0.7745	77.45%
Skin corrosion	-	0.9240	92.40%
Ames mutagenesis	-	0.6400	64.00%
Human Ether-a-go-go-Related Gene inhibition	+	0.8128	81.28%
Micronuclear	-	0.7600	76.00%
Hepatotoxicity	-	0.5151	51.51%
skin sensitisation	-	0.8138	81.38%
Respiratory toxicity	+	0.8000	80.00%
Reproductive toxicity	+	0.6333	63.33%
Mitochondrial toxicity	+	0.8625	86.25%
Nephrotoxicity	-	0.8337	83.37%
Acute Oral Toxicity (c)	III	0.5489	54.89%
Estrogen receptor binding	-	0.6897	68.97%
Androgen receptor binding	+	0.5938	59.38%
Thyroid receptor binding	+	0.5932	59.32%
Glucocorticoid receptor binding	-	0.5477	54.77%
Aromatase binding	+	0.6024	60.24%
PPAR gamma	-	0.8200	82.00%
Honey bee toxicity	-	0.8221	82.21%
Biodegradation	-	0.8000	80.00%
Crustacea aquatic toxicity	-	0.5800	58.00%
Fish aquatic toxicity	+	0.9816	98.16%

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	97.46%	96.09%
CHEMBL3192	Q9BY41	Histone deacetylase 8	95.85%	93.99%
CHEMBL2581	P07339	Cathepsin D	92.94%	98.95%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	91.42%	95.56%
CHEMBL5619	P27695	DNA-(apurinic or apyrimidinic site) lyase	90.57%	91.11%
CHEMBL4208	P20618	Proteasome component C5	88.82%	90.00%
CHEMBL1293249	Q13887	Kruppel-like factor 5	88.42%	86.33%
CHEMBL2535	P11166	Glucose transporter	86.19%	98.75%
CHEMBL2378	P30307	Dual specificity phosphatase Cdc25C	86.02%	96.67%
CHEMBL5925	P22413	Ectonucleotide pyrophosphatase/phosphodiesterase family member 1	86.02%	92.38%
CHEMBL2635	P51452	Dual specificity protein phosphatase 3	85.20%	94.00%
CHEMBL1937	Q92769	Histone deacetylase 2	84.14%	94.75%
CHEMBL5608	Q16288	NT-3 growth factor receptor	83.78%	95.89%
CHEMBL1255126	O15151	Protein Mdm4	81.96%	90.20%
CHEMBL1075094	Q16236	Nuclear factor erythroid 2-related factor 2	80.84%	96.00%

Plants that contains it

• Mesembryanthemum tortuosum

Cross-Links

• PubChem: 14428118
• LOTUS: LTS0075732
• wikiData: Q105030299