4-[2-(Dimethylamino)ethyl]-4-(4-methoxyphenyl)cyclohexa-2,5-dien-1-one

Details

• Internal ID: 5f8e8949-746e-4e7b-9763-dc94664a6c0a
• Taxonomy: Benzenoids > Phenol ethers > Anisoles
• IUPAC Name: 4-[2-(dimethylamino)ethyl]-4-(4-methoxyphenyl)cyclohexa-2,5-dien-1-one
• SMILES (Canonical): CN(C)CCC1(C=CC(=O)C=C1)C2=CC=C(C=C2)OC
• SMILES (Isomeric): CN(C)CCC1(C=CC(=O)C=C1)C2=CC=C(C=C2)OC
• InChI: InChI=1S/C17H21NO2/c1-18(2)13-12-17(10-8-15(19)9-11-17)14-4-6-16(20-3)7-5-14/h4-11H,12-13H2,1-3H3
• InChI Key: ZCXNNOMQMVAGJL-UHFFFAOYSA-N
• Popularity: 0 references in papers

Physical and Chemical Properties

• Molecular Formula: C₁₇H₂₁NO₂
• Molecular Weight: 271.35 g/mol
• Exact Mass: 271.157228913 g/mol
• Topological Polar Surface Area (TPSA): 29.50 Ų
• XlogP: 2.90
• Atomic LogP (AlogP): 2.58
• H-Bond Acceptor: 3
• H-Bond Donor: 0
• Rotatable Bonds: 5

Synonyms

There are no found synonyms.

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	+	0.9948	99.48%
Caco-2	+	0.8997	89.97%
Blood Brain Barrier	+	0.6500	65.00%
Human oral bioavailability	+	0.5714	57.14%
Subcellular localzation	Mitochondria	0.8467	84.67%
OATP2B1 inhibitior	-	1.0000	100.00%
OATP1B1 inhibitior	+	0.8903	89.03%
OATP1B3 inhibitior	+	0.9397	93.97%
MATE1 inhibitior	-	1.0000	100.00%
OCT2 inhibitior	-	0.6750	67.50%
BSEP inhibitior	-	0.4584	45.84%
P-glycoprotein inhibitior	-	0.8604	86.04%
P-glycoprotein substrate	-	0.8167	81.67%
CYP3A4 substrate	+	0.6189	61.89%
CYP2C9 substrate	+	0.5918	59.18%
CYP2D6 substrate	+	0.4054	40.54%
CYP3A4 inhibition	-	0.5418	54.18%
CYP2C9 inhibition	-	0.6966	69.66%
CYP2C19 inhibition	-	0.7790	77.90%
CYP2D6 inhibition	-	0.5284	52.84%
CYP1A2 inhibition	+	0.5970	59.70%
CYP2C8 inhibition	-	0.9448	94.48%
CYP inhibitory promiscuity	-	0.6958	69.58%
UGT catelyzed	-	0.0000	0.00%
Carcinogenicity (binary)	-	0.6071	60.71%
Carcinogenicity (trinary)	Non-required	0.5886	58.86%
Eye corrosion	-	0.9831	98.31%
Eye irritation	-	0.7511	75.11%
Skin irritation	-	0.6877	68.77%
Skin corrosion	-	0.7819	78.19%
Ames mutagenesis	-	0.6000	60.00%
Human Ether-a-go-go-Related Gene inhibition	-	0.4464	44.64%
Micronuclear	-	0.7500	75.00%
Hepatotoxicity	-	0.5466	54.66%
skin sensitisation	-	0.7379	73.79%
Respiratory toxicity	+	0.8444	84.44%
Reproductive toxicity	+	0.6000	60.00%
Mitochondrial toxicity	+	0.9000	90.00%
Nephrotoxicity	-	0.7459	74.59%
Acute Oral Toxicity (c)	III	0.4795	47.95%
Estrogen receptor binding	+	0.7745	77.45%
Androgen receptor binding	+	0.5807	58.07%
Thyroid receptor binding	+	0.5979	59.79%
Glucocorticoid receptor binding	+	0.5892	58.92%
Aromatase binding	+	0.8023	80.23%
PPAR gamma	-	0.7247	72.47%
Honey bee toxicity	-	0.8895	88.95%
Biodegradation	-	0.8500	85.00%
Crustacea aquatic toxicity	+	0.5400	54.00%
Fish aquatic toxicity	+	0.9119	91.19%

Targets

Proven Targets:

No proven targets yet!

Predicted Targets (via Super-PRED):

CHEMBL ID	UniProt ID	Name	Probability	Model accuracy
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	94.02%	95.56%
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	93.66%	96.09%
CHEMBL4208	P20618	Proteasome component C5	90.27%	90.00%
CHEMBL5619	P27695	DNA-(apurinic or apyrimidinic site) lyase	87.95%	91.11%
CHEMBL2581	P07339	Cathepsin D	85.83%	98.95%
CHEMBL3192	Q9BY41	Histone deacetylase 8	84.86%	93.99%
CHEMBL1075094	Q16236	Nuclear factor erythroid 2-related factor 2	83.95%	96.00%
CHEMBL1907	P15144	Aminopeptidase N	82.98%	93.31%
CHEMBL2378	P30307	Dual specificity phosphatase Cdc25C	81.92%	96.67%
CHEMBL2635	P51452	Dual specificity protein phosphatase 3	81.77%	94.00%

Plants that contains it

• Mesembryanthemum varians

Cross-Links

• PubChem: 14219249
• LOTUS: LTS0005035
• wikiData: Q105371785