[(2R)-1-[(4S,6R,9aR)-6-methyl-2,3,4,6,7,8,9,9a-octahydro-1H-quinolizin-4-yl]pentan-2-yl] benzoate

Details

• Internal ID: 95bf4859-4728-42af-bfa1-be6190d6d559
• Taxonomy: Organoheterocyclic compounds > Quinolizines
• IUPAC Name: [(2R)-1-[(4S,6R,9aR)-6-methyl-2,3,4,6,7,8,9,9a-octahydro-1H-quinolizin-4-yl]pentan-2-yl] benzoate
• SMILES (Canonical): CCCC(CC1CCCC2N1C(CCC2)C)OC(=O)C3=CC=CC=C3
• SMILES (Isomeric): CCC[C@H](C[C@@H]1CCC[C@@H]2N1[C@@H](CCC2)C)OC(=O)C3=CC=CC=C3
• InChI: InChI=1S/C22H33NO2/c1-3-9-21(25-22(24)18-11-5-4-6-12-18)16-20-15-8-14-19-13-7-10-17(2)23(19)20/h4-6,11-12,17,19-21H,3,7-10,13-16H2,1-2H3/t17-,19-,20+,21-/m1/s1
• InChI Key: IGRSTMLFLWBIPT-AYWYSENESA-N
• Popularity: 0 references in papers

Physical and Chemical Properties

• Molecular Formula: C₂₂H₃₃NO₂
• Molecular Weight: 343.50 g/mol
• Exact Mass: 343.251129295 g/mol
• Topological Polar Surface Area (TPSA): 29.50 Ų
• XlogP: 5.70
• Atomic LogP (AlogP): 5.20
• H-Bond Acceptor: 3
• H-Bond Donor: 0
• Rotatable Bonds: 6

Synonyms

There are no found synonyms.

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	+	0.9964	99.64%
Caco-2	+	0.6949	69.49%
Blood Brain Barrier	+	0.9000	90.00%
Human oral bioavailability	+	0.6429	64.29%
Subcellular localzation	Plasma membrane	0.5953	59.53%
OATP2B1 inhibitior	-	1.0000	100.00%
OATP1B1 inhibitior	+	0.8986	89.86%
OATP1B3 inhibitior	+	0.9478	94.78%
MATE1 inhibitior	-	0.9009	90.09%
OCT2 inhibitior	+	0.6250	62.50%
BSEP inhibitior	+	0.6826	68.26%
P-glycoprotein inhibitior	-	0.4325	43.25%
P-glycoprotein substrate	-	0.6300	63.00%
CYP3A4 substrate	+	0.5311	53.11%
CYP2C9 substrate	-	0.8153	81.53%
CYP2D6 substrate	+	0.5000	50.00%
CYP3A4 inhibition	-	0.7027	70.27%
CYP2C9 inhibition	-	0.6730	67.30%
CYP2C19 inhibition	-	0.6457	64.57%
CYP2D6 inhibition	-	0.5571	55.71%
CYP1A2 inhibition	+	0.6372	63.72%
CYP2C8 inhibition	-	0.5905	59.05%
CYP inhibitory promiscuity	+	0.5728	57.28%
UGT catelyzed	-	0.0000	0.00%
Carcinogenicity (binary)	-	0.9100	91.00%
Carcinogenicity (trinary)	Non-required	0.6198	61.98%
Eye corrosion	-	0.9869	98.69%
Eye irritation	-	0.9111	91.11%
Skin irritation	-	0.7786	77.86%
Skin corrosion	-	0.9211	92.11%
Ames mutagenesis	-	0.7800	78.00%
Human Ether-a-go-go-Related Gene inhibition	+	0.8606	86.06%
Micronuclear	-	0.6700	67.00%
Hepatotoxicity	-	0.5598	55.98%
skin sensitisation	-	0.8385	83.85%
Respiratory toxicity	+	0.6778	67.78%
Reproductive toxicity	+	0.5725	57.25%
Mitochondrial toxicity	+	0.8000	80.00%
Nephrotoxicity	-	0.7229	72.29%
Acute Oral Toxicity (c)	III	0.6477	64.77%
Estrogen receptor binding	-	0.5386	53.86%
Androgen receptor binding	-	0.7586	75.86%
Thyroid receptor binding	-	0.5508	55.08%
Glucocorticoid receptor binding	-	0.7221	72.21%
Aromatase binding	-	0.7017	70.17%
PPAR gamma	-	0.6189	61.89%
Honey bee toxicity	-	0.9457	94.57%
Biodegradation	-	0.7250	72.50%
Crustacea aquatic toxicity	+	0.6300	63.00%
Fish aquatic toxicity	+	0.8797	87.97%

Targets

Proven Targets:

No proven targets yet!

Predicted Targets (via Super-PRED):

CHEMBL ID	UniProt ID	Name	Probability	Model accuracy
CHEMBL2581	P07339	Cathepsin D	98.42%	98.95%
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	95.27%	96.09%
CHEMBL3359	P21462	Formyl peptide receptor 1	92.61%	93.56%
CHEMBL1293249	Q13887	Kruppel-like factor 5	92.15%	86.33%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	90.15%	95.56%
CHEMBL3137262	O60341	LSD1/CoREST complex	86.40%	97.09%
CHEMBL335	P18031	Protein-tyrosine phosphatase 1B	86.39%	95.17%
CHEMBL3130	O00329	PI3-kinase p110-delta subunit	85.51%	96.47%
CHEMBL264	Q9Y5N1	Histamine H3 receptor	85.29%	91.43%
CHEMBL221	P23219	Cyclooxygenase-1	82.20%	90.17%
CHEMBL3475	P05121	Plasminogen activator inhibitor-1	81.01%	83.00%
CHEMBL3060	Q9Y345	Glycine transporter 2	80.67%	99.17%
CHEMBL3038477	P67870	Casein kinase II alpha/beta	80.19%	99.23%

Plants that contains it

• Poranthera corymbosa

Cross-Links

• PubChem: 102117105
• LOTUS: LTS0266001
• wikiData: Q105112789