1-[3-Ethenyl-4-(3-hydroxy-3-quinolin-4-ylpropyl)piperidin-1-yl]ethanone

Details

• Internal ID: 4be477a1-43c9-4f70-a2a0-0b46ae22eed5
• Taxonomy: Organoheterocyclic compounds > Quinolines and derivatives > 4-quinolinemethanols
• IUPAC Name: 1-[3-ethenyl-4-(3-hydroxy-3-quinolin-4-ylpropyl)piperidin-1-yl]ethanone
• SMILES (Canonical): CC(=O)N1CCC(C(C1)C=C)CCC(C2=CC=NC3=CC=CC=C23)O
• SMILES (Isomeric): CC(=O)N1CCC(C(C1)C=C)CCC(C2=CC=NC3=CC=CC=C23)O
• InChI: InChI=1S/C21H26N2O2/c1-3-16-14-23(15(2)24)13-11-17(16)8-9-21(25)19-10-12-22-20-7-5-4-6-18(19)20/h3-7,10,12,16-17,21,25H,1,8-9,11,13-14H2,2H3
• InChI Key: MGPFTVVETKCWEH-UHFFFAOYSA-N
• Popularity: 0 references in papers

Physical and Chemical Properties

• Molecular Formula: C₂₁H₂₆N₂O₂
• Molecular Weight: 338.40 g/mol
• Exact Mass: 338.199428076 g/mol
• Topological Polar Surface Area (TPSA): 53.40 Ų
• XlogP: 2.80
• Atomic LogP (AlogP): 3.72
• H-Bond Acceptor: 3
• H-Bond Donor: 1
• Rotatable Bonds: 5

Synonyms

There are no found synonyms.

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	+	0.9915	99.15%
Caco-2	+	0.6900	69.00%
Blood Brain Barrier	+	0.9250	92.50%
Human oral bioavailability	-	0.5429	54.29%
Subcellular localzation	Mitochondria	0.5204	52.04%
OATP2B1 inhibitior	-	1.0000	100.00%
OATP1B1 inhibitior	+	0.9407	94.07%
OATP1B3 inhibitior	+	0.9430	94.30%
MATE1 inhibitior	-	0.8223	82.23%
OCT2 inhibitior	-	0.5000	50.00%
BSEP inhibitior	+	0.8800	88.00%
P-glycoprotein inhibitior	+	0.5813	58.13%
P-glycoprotein substrate	+	0.7188	71.88%
CYP3A4 substrate	+	0.6785	67.85%
CYP2C9 substrate	-	0.5937	59.37%
CYP2D6 substrate	-	0.8371	83.71%
CYP3A4 inhibition	+	0.8004	80.04%
CYP2C9 inhibition	-	0.8227	82.27%
CYP2C19 inhibition	-	0.8038	80.38%
CYP2D6 inhibition	-	0.7476	74.76%
CYP1A2 inhibition	-	0.8566	85.66%
CYP2C8 inhibition	-	0.5698	56.98%
CYP inhibitory promiscuity	-	0.7519	75.19%
UGT catelyzed	+	0.6000	60.00%
Carcinogenicity (binary)	-	0.9400	94.00%
Carcinogenicity (trinary)	Non-required	0.6334	63.34%
Eye corrosion	-	0.9926	99.26%
Eye irritation	-	0.9573	95.73%
Skin irritation	-	0.7266	72.66%
Skin corrosion	-	0.9193	91.93%
Ames mutagenesis	-	0.7800	78.00%
Human Ether-a-go-go-Related Gene inhibition	+	0.8779	87.79%
Micronuclear	-	0.5200	52.00%
Hepatotoxicity	+	0.7125	71.25%
skin sensitisation	-	0.8754	87.54%
Respiratory toxicity	+	0.8444	84.44%
Reproductive toxicity	+	0.8000	80.00%
Mitochondrial toxicity	+	0.9125	91.25%
Nephrotoxicity	-	0.7513	75.13%
Acute Oral Toxicity (c)	III	0.5300	53.00%
Estrogen receptor binding	+	0.6657	66.57%
Androgen receptor binding	+	0.6249	62.49%
Thyroid receptor binding	-	0.5000	50.00%
Glucocorticoid receptor binding	-	0.5105	51.05%
Aromatase binding	-	0.5975	59.75%
PPAR gamma	-	0.6969	69.69%
Honey bee toxicity	-	0.8445	84.45%
Biodegradation	-	0.8750	87.50%
Crustacea aquatic toxicity	-	0.6900	69.00%
Fish aquatic toxicity	+	0.7058	70.58%

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	99.10%	96.09%
CHEMBL4261	Q16665	Hypoxia-inducible factor 1 alpha	98.67%	85.14%
CHEMBL2581	P07339	Cathepsin D	98.47%	98.95%
CHEMBL5619	P27695	DNA-(apurinic or apyrimidinic site) lyase	95.56%	91.11%
CHEMBL1806	P11388	DNA topoisomerase II alpha	95.22%	89.00%
CHEMBL1795139	Q8IU80	Transmembrane protease serine 6	94.66%	98.33%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	87.75%	95.56%
CHEMBL5103	Q969S8	Histone deacetylase 10	83.92%	90.08%
CHEMBL2781	P19634	Sodium/hydrogen exchanger 1	82.55%	90.24%
CHEMBL4227	P25090	Lipoxin A4 receptor	81.73%	100.00%
CHEMBL2107	P61073	C-X-C chemokine receptor type 4	81.42%	93.10%
CHEMBL3038477	P67870	Casein kinase II alpha/beta	80.68%	99.23%
CHEMBL1075094	Q16236	Nuclear factor erythroid 2-related factor 2	80.35%	96.00%

Plants that contains it

• Ciliosemina pedunculata

Cross-Links

• PubChem: 85432290
• LOTUS: LTS0020425
• wikiData: Q105163475