(1S,2R,5R,7S,9S,11R,13S,17R)-5-[[(4aR,5R,7S,8aS)-1-ethyl-7-methyl-3,4,4a,5,6,7,8,8a-octahydro-2H-quinolin-5-yl]methyl]-11,14-dimethyl-6,14-diazatetracyclo[7.6.2.02,7.013,17]heptadecane

Details

• Internal ID: 7aafc7e1-7569-4023-96e5-7c237507fb46
• Taxonomy: Organoheterocyclic compounds > Quinolidines
• IUPAC Name: (1S,2R,5R,7S,9S,11R,13S,17R)-5-[[(4aR,5R,7S,8aS)-1-ethyl-7-methyl-3,4,4a,5,6,7,8,8a-octahydro-2H-quinolin-5-yl]methyl]-11,14-dimethyl-6,14-diazatetracyclo[7.6.2.02,7.013,17]heptadecane
• SMILES (Canonical): CCN1CCCC2C1CC(CC2CC3CCC4C5CC6C(CC(CC6N(C5)C)C)CC4N3)C
• SMILES (Isomeric): CCN1CCC[C@H]2[C@@H]1C[C@H](C[C@@H]2C[C@H]3CC[C@@H]4[C@@H]5C[C@@H]6[C@@H](C[C@H](C[C@@H]6N(C5)C)C)C[C@@H]4N3)C
• InChI: InChI=1S/C30H53N3/c1-5-33-10-6-7-26-21(11-20(3)14-30(26)33)15-24-8-9-25-23-16-27-22(17-28(25)31-24)12-19(2)13-29(27)32(4)18-23/h19-31H,5-18H2,1-4H3/t19-,20+,21-,22+,23-,24-,25-,26-,27-,28+,29+,30+/m1/s1
• InChI Key: KUAFTTDYFQSMKD-JLRDFPEGSA-N
• Popularity: 0 references in papers

Physical and Chemical Properties

• Molecular Formula: C₃₀H₅₃N₃
• Molecular Weight: 455.80 g/mol
• Exact Mass: 455.42394870 g/mol
• Topological Polar Surface Area (TPSA): 18.50 Ų
• XlogP: 6.60
• Atomic LogP (AlogP): 5.65
• 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	+	0.9668	96.68%
Caco-2	-	0.5536	55.36%
Blood Brain Barrier	+	0.9750	97.50%
Human oral bioavailability	+	0.5429	54.29%
Subcellular localzation	Lysosomes	0.7901	79.01%
OATP2B1 inhibitior	-	0.8547	85.47%
OATP1B1 inhibitior	+	0.9020	90.20%
OATP1B3 inhibitior	+	0.9454	94.54%
MATE1 inhibitior	-	0.8600	86.00%
OCT2 inhibitior	-	0.5500	55.00%
BSEP inhibitior	-	0.5000	50.00%
P-glycoprotein inhibitior	-	0.5876	58.76%
P-glycoprotein substrate	+	0.7523	75.23%
CYP3A4 substrate	+	0.6118	61.18%
CYP2C9 substrate	-	1.0000	100.00%
CYP2D6 substrate	+	0.7001	70.01%
CYP3A4 inhibition	-	0.9543	95.43%
CYP2C9 inhibition	-	0.9500	95.00%
CYP2C19 inhibition	-	0.9643	96.43%
CYP2D6 inhibition	-	0.7226	72.26%
CYP1A2 inhibition	-	0.8204	82.04%
CYP2C8 inhibition	-	0.6903	69.03%
CYP inhibitory promiscuity	-	0.9820	98.20%
UGT catelyzed	-	0.0000	0.00%
Carcinogenicity (binary)	-	0.9500	95.00%
Carcinogenicity (trinary)	Non-required	0.7356	73.56%
Eye corrosion	-	0.8752	87.52%
Eye irritation	-	0.8791	87.91%
Skin irritation	-	0.5785	57.85%
Skin corrosion	+	0.5996	59.96%
Ames mutagenesis	-	0.5600	56.00%
Human Ether-a-go-go-Related Gene inhibition	+	0.7641	76.41%
Micronuclear	-	0.7400	74.00%
Hepatotoxicity	+	0.5772	57.72%
skin sensitisation	-	0.9057	90.57%
Respiratory toxicity	+	0.7222	72.22%
Reproductive toxicity	+	0.6333	63.33%
Mitochondrial toxicity	+	0.7375	73.75%
Nephrotoxicity	-	0.9176	91.76%
Acute Oral Toxicity (c)	III	0.5451	54.51%
Estrogen receptor binding	+	0.6584	65.84%
Androgen receptor binding	+	0.5584	55.84%
Thyroid receptor binding	+	0.5440	54.40%
Glucocorticoid receptor binding	-	0.5728	57.28%
Aromatase binding	+	0.5714	57.14%
PPAR gamma	+	0.5447	54.47%
Honey bee toxicity	-	0.7417	74.17%
Biodegradation	-	0.9000	90.00%
Crustacea aquatic toxicity	+	0.6100	61.00%
Fish aquatic toxicity	+	0.6860	68.60%

Targets

Proven Targets:

No proven targets yet!

Predicted Targets (via Super-PRED):

CHEMBL ID	UniProt ID	Name	Probability	Model accuracy
CHEMBL253	P34972	Cannabinoid CB2 receptor	99.71%	97.25%
CHEMBL6136	O60341	Lysine-specific histone demethylase 1	98.61%	95.58%
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	97.63%	96.09%
CHEMBL228	P31645	Serotonin transporter	95.24%	95.51%
CHEMBL238	Q01959	Dopamine transporter	92.87%	95.88%
CHEMBL3137262	O60341	LSD1/CoREST complex	92.82%	97.09%
CHEMBL3691	Q13822	Autotaxin	91.01%	96.39%
CHEMBL2581	P07339	Cathepsin D	90.86%	98.95%
CHEMBL206	P03372	Estrogen receptor alpha	90.73%	97.64%
CHEMBL2069156	Q14145	Kelch-like ECH-associated protein 1	87.69%	82.38%
CHEMBL5203	P33316	dUTP pyrophosphatase	87.65%	99.18%
CHEMBL4187	Q99250	Sodium channel protein type II alpha subunit	86.96%	95.50%
CHEMBL4235	P28845	11-beta-hydroxysteroid dehydrogenase 1	86.89%	97.98%
CHEMBL3155	P34969	Serotonin 7 (5-HT7) receptor	86.09%	90.71%
CHEMBL5469	Q14289	Protein tyrosine kinase 2 beta	85.16%	91.03%
CHEMBL1991	O14920	Inhibitor of nuclear factor kappa B kinase beta subunit	85.15%	97.15%
CHEMBL1907601	P11802	Cyclin-dependent kinase 4/cyclin D1	84.96%	98.99%
CHEMBL4361	Q07820	Induced myeloid leukemia cell differentiation protein Mcl-1	82.85%	95.52%
CHEMBL5608	Q16288	NT-3 growth factor receptor	82.70%	95.89%
CHEMBL2534	O15530	3-phosphoinositide dependent protein kinase-1	82.69%	95.36%
CHEMBL1795139	Q8IU80	Transmembrane protease serine 6	82.26%	98.33%
CHEMBL4203	Q9HAZ1	Dual specificity protein kinase CLK4	82.10%	94.45%
CHEMBL2730	P21980	Protein-glutamine gamma-glutamyltransferase	82.04%	92.38%
CHEMBL4660	P28907	Lymphocyte differentiation antigen CD38	81.87%	95.27%
CHEMBL241	Q14432	Phosphodiesterase 3A	81.69%	92.94%
CHEMBL264	Q9Y5N1	Histamine H3 receptor	81.62%	91.43%
CHEMBL2274	Q9H228	Sphingosine 1-phosphate receptor Edg-8	80.96%	100.00%
CHEMBL3012	Q13946	Phosphodiesterase 7A	80.65%	99.29%
CHEMBL2955	O95136	Sphingosine 1-phosphate receptor Edg-5	80.02%	92.86%

Plants that contains it

• Huperzia lucidula

Cross-Links

• PubChem: 162936074
• LOTUS: LTS0247204
• wikiData: Q105146032