Lobinaline

Details

• Internal ID: ea5c7a34-b2e0-4313-a55d-334c2acf84f6
• Taxonomy: Organoheterocyclic compounds > Quinolines and derivatives > Phenylquinolines
• IUPAC Name: 1-methyl-5,7-diphenyl-6-(2,3,4,5-tetrahydropyridin-6-yl)-3,4,4a,5,6,7,8,8a-octahydro-2H-quinoline
• InChI: InChI=1S/C27H34N2/c1-29-18-10-15-22-25(29)19-23(20-11-4-2-5-12-20)27(24-16-8-9-17-28-24)26(22)21-13-6-3-7-14-21/h2-7,11-14,22-23,25-27H,8-10,15-19H2,1H3
• InChI Key: MVIXAPHJOKOOEU-UHFFFAOYSA-N
• Popularity: 1 reference in papers

Physical and Chemical Properties

• Molecular Formula: C₂₇H₃₄N₂
• Molecular Weight: 386.60 g/mol
• Exact Mass: 386.272199093 g/mol
• Topological Polar Surface Area (TPSA): 15.60 Ų
• XlogP: 4.80
• Atomic LogP (AlogP): 5.91
• H-Bond Acceptor: 2
• H-Bond Donor: 0
• Rotatable Bonds: 3

Synonyms

• Quinoline, decahydro-1-methyl-5,7-diphenyl-6-(3,4,5,6-tetrahydro-2-pyridinyl)-
• RefChem:153878
• MVIXAPHJOKOOEU-UHFFFAOYSA-N
• 1-methyl-5,7-diphenyl-6-(2,3,4,5-tetrahydropyridin-6-yl)-3,4,4a,5,6,7,8,8a-octahydro-2H-quinoline
• CHEMBL2010381
• SCHEMBL29607191
• NCI60_000226
• PD027742
• 1-Methyl-5,7-diphenyl-6-(3,4,5,6-tetrahydro-2-pyridinyl)decahydroquinoline #

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	+	0.9501	95.01%
Caco-2	+	0.7975	79.75%
Blood Brain Barrier	+	1.0000	100.00%
Human oral bioavailability	-	0.6571	65.71%
Subcellular localzation	Mitochondria	0.5171	51.71%
OATP2B1 inhibitior	-	1.0000	100.00%
OATP1B1 inhibitior	+	0.9290	92.90%
OATP1B3 inhibitior	+	0.9475	94.75%
MATE1 inhibitior	-	0.8200	82.00%
OCT2 inhibitior	+	0.6500	65.00%
BSEP inhibitior	+	0.8724	87.24%
P-glycoprotein inhibitior	+	0.8063	80.63%
P-glycoprotein substrate	+	0.5332	53.32%
CYP3A4 substrate	+	0.5896	58.96%
CYP2C9 substrate	-	0.8000	80.00%
CYP2D6 substrate	+	0.6880	68.80%
CYP3A4 inhibition	-	0.8522	85.22%
CYP2C9 inhibition	-	0.9271	92.71%
CYP2C19 inhibition	-	0.8953	89.53%
CYP2D6 inhibition	-	0.7489	74.89%
CYP1A2 inhibition	-	0.6321	63.21%
CYP2C8 inhibition	+	0.4945	49.45%
CYP inhibitory promiscuity	-	0.8572	85.72%
UGT catelyzed	-	0.0000	0.00%
Carcinogenicity (binary)	-	0.9400	94.00%
Carcinogenicity (trinary)	Non-required	0.6878	68.78%
Eye corrosion	-	0.9731	97.31%
Eye irritation	-	0.9946	99.46%
Skin irritation	+	0.5000	50.00%
Skin corrosion	-	0.6663	66.63%
Ames mutagenesis	-	0.7500	75.00%
Human Ether-a-go-go-Related Gene inhibition	+	0.9086	90.86%
Micronuclear	-	0.6800	68.00%
Hepatotoxicity	+	0.5260	52.60%
skin sensitisation	-	0.8900	89.00%
Respiratory toxicity	+	0.8889	88.89%
Reproductive toxicity	+	0.5333	53.33%
Mitochondrial toxicity	+	0.9500	95.00%
Nephrotoxicity	-	0.7650	76.50%
Acute Oral Toxicity (c)	III	0.5509	55.09%
Estrogen receptor binding	+	0.5299	52.99%
Androgen receptor binding	+	0.5973	59.73%
Thyroid receptor binding	-	0.4940	49.40%
Glucocorticoid receptor binding	-	0.6875	68.75%
Aromatase binding	+	0.5882	58.82%
PPAR gamma	-	0.6254	62.54%
Honey bee toxicity	-	0.8974	89.74%
Biodegradation	-	0.8750	87.50%
Crustacea aquatic toxicity	+	0.7500	75.00%
Fish aquatic toxicity	+	0.9249	92.49%

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	95.64%	96.09%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	93.41%	95.56%
CHEMBL221	P23219	Cyclooxygenase-1	91.41%	90.17%
CHEMBL2581	P07339	Cathepsin D	91.25%	98.95%
CHEMBL238	Q01959	Dopamine transporter	88.97%	95.88%
CHEMBL3137262	O60341	LSD1/CoREST complex	86.47%	97.09%
CHEMBL5608	Q16288	NT-3 growth factor receptor	86.13%	95.89%
CHEMBL3155	P34969	Serotonin 7 (5-HT7) receptor	85.90%	90.71%
CHEMBL264	Q9Y5N1	Histamine H3 receptor	85.16%	91.43%
CHEMBL5805	Q9NR97	Toll-like receptor 8	83.23%	96.25%
CHEMBL1841	P06241	Tyrosine-protein kinase FYN	82.02%	81.29%
CHEMBL6136	O60341	Lysine-specific histone demethylase 1	80.05%	95.58%

Plants that contains it

• Lobelia cardinalis

Cross-Links

• PubChem: 419029
• LOTUS: LTS0081834
• wikiData: Q105173065