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

Details

• Internal ID: fbef0567-6d63-47a1-9ee6-bdf4fb03bde3
• Taxonomy: Benzenoids > Phenols > 1-hydroxy-2-unsubstituted benzenoids
• IUPAC Name: 4-[2-(dimethylamino)ethyl]-4-(4-hydroxyphenyl)cyclohexa-2,5-dien-1-one
• SMILES (Canonical): CN(C)CCC1(C=CC(=O)C=C1)C2=CC=C(C=C2)O
• SMILES (Isomeric): CN(C)CCC1(C=CC(=O)C=C1)C2=CC=C(C=C2)O
• InChI: InChI=1S/C16H19NO2/c1-17(2)12-11-16(9-7-15(19)8-10-16)13-3-5-14(18)6-4-13/h3-10,18H,11-12H2,1-2H3
• InChI Key: NAMOPSMXMUHDMP-UHFFFAOYSA-N
• Popularity: 0 references in papers

Physical and Chemical Properties

• Molecular Formula: C₁₆H₁₉NO₂
• Molecular Weight: 257.33 g/mol
• Exact Mass: 257.141578849 g/mol
• Topological Polar Surface Area (TPSA): 40.50 Ų
• XlogP: 2.60
• Atomic LogP (AlogP): 2.28
• H-Bond Acceptor: 3
• H-Bond Donor: 1
• Rotatable Bonds: 4

Synonyms

There are no found synonyms.

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	+	0.9930	99.30%
Caco-2	+	0.8304	83.04%
Blood Brain Barrier	+	0.7250	72.50%
Human oral bioavailability	-	0.5714	57.14%
Subcellular localzation	Mitochondria	0.8464	84.64%
OATP2B1 inhibitior	-	1.0000	100.00%
OATP1B1 inhibitior	+	0.8081	80.81%
OATP1B3 inhibitior	+	0.9447	94.47%
MATE1 inhibitior	-	0.9200	92.00%
OCT2 inhibitior	-	0.7000	70.00%
BSEP inhibitior	-	0.7596	75.96%
P-glycoprotein inhibitior	-	0.9402	94.02%
P-glycoprotein substrate	-	0.7805	78.05%
CYP3A4 substrate	+	0.5702	57.02%
CYP2C9 substrate	+	0.5892	58.92%
CYP2D6 substrate	+	0.3564	35.64%
CYP3A4 inhibition	-	0.6753	67.53%
CYP2C9 inhibition	-	0.7703	77.03%
CYP2C19 inhibition	-	0.8562	85.62%
CYP2D6 inhibition	+	0.5284	52.84%
CYP1A2 inhibition	+	0.6017	60.17%
CYP2C8 inhibition	-	0.9350	93.50%
CYP inhibitory promiscuity	-	0.8412	84.12%
UGT catelyzed	+	0.7000	70.00%
Carcinogenicity (binary)	-	0.6328	63.28%
Carcinogenicity (trinary)	Non-required	0.7030	70.30%
Eye corrosion	-	0.9790	97.90%
Eye irritation	-	0.5963	59.63%
Skin irritation	-	0.6482	64.82%
Skin corrosion	-	0.7034	70.34%
Ames mutagenesis	-	0.5954	59.54%
Human Ether-a-go-go-Related Gene inhibition	-	0.6263	62.63%
Micronuclear	-	0.7500	75.00%
Hepatotoxicity	+	0.5817	58.17%
skin sensitisation	-	0.7151	71.51%
Respiratory toxicity	+	0.8667	86.67%
Reproductive toxicity	+	0.6530	65.30%
Mitochondrial toxicity	+	0.9125	91.25%
Nephrotoxicity	-	0.7140	71.40%
Acute Oral Toxicity (c)	III	0.6405	64.05%
Estrogen receptor binding	+	0.6864	68.64%
Androgen receptor binding	+	0.6114	61.14%
Thyroid receptor binding	-	0.5206	52.06%
Glucocorticoid receptor binding	+	0.6014	60.14%
Aromatase binding	+	0.8702	87.02%
PPAR gamma	-	0.6355	63.55%
Honey bee toxicity	-	0.9378	93.78%
Biodegradation	-	0.8250	82.50%
Crustacea aquatic toxicity	-	0.5700	57.00%
Fish aquatic toxicity	+	0.8701	87.01%

Targets

Proven Targets:

No proven targets yet!

Predicted Targets (via Super-PRED):

CHEMBL ID	UniProt ID	Name	Probability	Model accuracy
CHEMBL2107	P61073	C-X-C chemokine receptor type 4	95.35%	93.10%
CHEMBL2581	P07339	Cathepsin D	92.47%	98.95%
CHEMBL5966	P55899	IgG receptor FcRn large subunit p51	91.81%	90.93%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	90.37%	95.56%
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	89.53%	96.09%
CHEMBL5619	P27695	DNA-(apurinic or apyrimidinic site) lyase	88.23%	91.11%
CHEMBL4208	P20618	Proteasome component C5	83.22%	90.00%
CHEMBL1806	P11388	DNA topoisomerase II alpha	81.90%	89.00%
CHEMBL1937	Q92769	Histone deacetylase 2	81.46%	94.75%
CHEMBL2553	Q15418	Ribosomal protein S6 kinase alpha 1	80.80%	85.11%

Plants that contains it

• Mesembryanthemum varians

Cross-Links

• PubChem: 14219250
• LOTUS: LTS0024121
• wikiData: Q105176414