4-[[(2S,4S,5R)-5-ethenyl-1-azabicyclo[2.2.2]octan-2-yl]methyl]quinolin-6-ol

Details

• Internal ID: f6eae309-79c8-45ff-9e1a-207d9f1584fb
• Taxonomy: Organoheterocyclic compounds > Quinolines and derivatives > Hydroxyquinolines
• IUPAC Name: 4-[[(2S,4S,5R)-5-ethenyl-1-azabicyclo[2.2.2]octan-2-yl]methyl]quinolin-6-ol
• SMILES (Canonical): C=CC1CN2CCC1CC2CC3=C4C=C(C=CC4=NC=C3)O
• SMILES (Isomeric): C=C[C@H]1CN2CC[C@H]1C[C@H]2CC3=C4C=C(C=CC4=NC=C3)O
• InChI: InChI=1S/C19H22N2O/c1-2-13-12-21-8-6-14(13)9-16(21)10-15-5-7-20-19-4-3-17(22)11-18(15)19/h2-5,7,11,13-14,16,22H,1,6,8-10,12H2/t13-,14-,16-/m0/s1
• InChI Key: ONIPOSXLSBFFOM-DZKIICNBSA-N
• Popularity: 1 reference in papers

Physical and Chemical Properties

• Molecular Formula: C₁₉H₂₂N₂O
• Molecular Weight: 294.40 g/mol
• Exact Mass: 294.173213330 g/mol
• Topological Polar Surface Area (TPSA): 36.40 Ų
• XlogP: 3.70
• Atomic LogP (AlogP): 3.38
• H-Bond Acceptor: 3
• H-Bond Donor: 1
• Rotatable Bonds: 3

Synonyms

There are no found synonyms.

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	+	0.9862	98.62%
Caco-2	+	0.7878	78.78%
Blood Brain Barrier	+	0.8529	85.29%
Human oral bioavailability	-	0.5143	51.43%
Subcellular localzation	Mitochondria	0.6391	63.91%
OATP2B1 inhibitior	-	1.0000	100.00%
OATP1B1 inhibitior	+	0.9233	92.33%
OATP1B3 inhibitior	+	0.9500	95.00%
MATE1 inhibitior	-	0.7800	78.00%
OCT2 inhibitior	+	0.8250	82.50%
BSEP inhibitior	+	0.6862	68.62%
P-glycoprotein inhibitior	+	0.6190	61.90%
P-glycoprotein substrate	+	0.7976	79.76%
CYP3A4 substrate	+	0.6172	61.72%
CYP2C9 substrate	-	0.8074	80.74%
CYP2D6 substrate	+	0.5062	50.62%
CYP3A4 inhibition	-	0.6577	65.77%
CYP2C9 inhibition	-	0.8858	88.58%
CYP2C19 inhibition	-	0.9494	94.94%
CYP2D6 inhibition	-	0.5430	54.30%
CYP1A2 inhibition	+	0.5466	54.66%
CYP2C8 inhibition	+	0.5191	51.91%
CYP inhibitory promiscuity	+	0.5458	54.58%
UGT catelyzed	+	0.6000	60.00%
Carcinogenicity (binary)	-	0.9630	96.30%
Carcinogenicity (trinary)	Non-required	0.6489	64.89%
Eye corrosion	-	0.9874	98.74%
Eye irritation	-	0.9310	93.10%
Skin irritation	-	0.5373	53.73%
Skin corrosion	-	0.9009	90.09%
Ames mutagenesis	-	0.7900	79.00%
Human Ether-a-go-go-Related Gene inhibition	+	0.8820	88.20%
Micronuclear	+	0.5500	55.00%
Hepatotoxicity	+	0.8250	82.50%
skin sensitisation	-	0.8400	84.00%
Respiratory toxicity	+	0.7889	78.89%
Reproductive toxicity	+	0.7333	73.33%
Mitochondrial toxicity	+	0.9500	95.00%
Nephrotoxicity	-	0.6119	61.19%
Acute Oral Toxicity (c)	III	0.5262	52.62%
Estrogen receptor binding	+	0.5901	59.01%
Androgen receptor binding	+	0.6895	68.95%
Thyroid receptor binding	-	0.5852	58.52%
Glucocorticoid receptor binding	-	0.4634	46.34%
Aromatase binding	+	0.6403	64.03%
PPAR gamma	+	0.5328	53.28%
Honey bee toxicity	-	0.8145	81.45%
Biodegradation	-	0.8250	82.50%
Crustacea aquatic toxicity	+	0.5500	55.00%
Fish aquatic toxicity	-	0.3821	38.21%

Targets

Proven Targets:

No proven targets yet!

Predicted Targets (via Super-PRED):

CHEMBL ID	UniProt ID	Name	Probability	Model accuracy
CHEMBL240	Q12809	HERG	99.58%	89.76%
CHEMBL2107	P61073	C-X-C chemokine receptor type 4	96.36%	93.10%
CHEMBL4203	Q9HAZ1	Dual specificity protein kinase CLK4	95.67%	94.45%
CHEMBL6175	Q9H3R0	Lysine-specific demethylase 4C	95.41%	96.69%
CHEMBL1951	P21397	Monoamine oxidase A	94.67%	91.49%
CHEMBL5619	P27695	DNA-(apurinic or apyrimidinic site) lyase	94.29%	91.11%
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	92.74%	96.09%
CHEMBL225	P28335	Serotonin 2c (5-HT2c) receptor	92.62%	89.62%
CHEMBL1907603	Q05586	Glutamate NMDA receptor; GRIN1/GRIN2B	91.85%	95.89%
CHEMBL241	Q14432	Phosphodiesterase 3A	90.07%	92.94%
CHEMBL5608	Q16288	NT-3 growth factor receptor	88.41%	95.89%
CHEMBL1293249	Q13887	Kruppel-like factor 5	88.28%	86.33%
CHEMBL1806	P11388	DNA topoisomerase II alpha	88.07%	89.00%
CHEMBL264	Q9Y5N1	Histamine H3 receptor	86.19%	91.43%
CHEMBL3137262	O60341	LSD1/CoREST complex	85.22%	97.09%
CHEMBL3476	O15111	Inhibitor of nuclear factor kappa B kinase alpha subunit	83.63%	95.83%
CHEMBL2581	P07339	Cathepsin D	82.97%	98.95%
CHEMBL2954	P25774	Cathepsin S	82.96%	95.60%
CHEMBL3038469	P24941	CDK2/Cyclin A	82.83%	91.38%
CHEMBL4530	P00488	Coagulation factor XIII	82.57%	96.00%
CHEMBL1938212	Q9UPP1	Histone lysine demethylase PHF8	82.50%	98.33%
CHEMBL6136	O60341	Lysine-specific histone demethylase 1	82.38%	95.58%
CHEMBL3155	P34969	Serotonin 7 (5-HT7) receptor	81.76%	90.71%
CHEMBL4261	Q16665	Hypoxia-inducible factor 1 alpha	81.71%	85.14%
CHEMBL2781	P19634	Sodium/hydrogen exchanger 1	81.46%	90.24%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	80.79%	95.56%

Plants that contains it

• Tinadendron noumeanum

Cross-Links

• PubChem: 163105393
• LOTUS: LTS0118146
• wikiData: Q105194709