(6aR)-10-(dibenzylamino)-2-methoxy-6-methyl-5,6,6a,7-tetrahydro-4H-dibenzo[de,g]quinolin-1-ol

Details

• Internal ID: b72d6eac-5a65-4da6-9e38-6a52fb6dcff9
• Taxonomy: Alkaloids and derivatives > Aporphines
• IUPAC Name: (6aR)-10-(dibenzylamino)-2-methoxy-6-methyl-5,6,6a,7-tetrahydro-4H-dibenzo[de,g]quinolin-1-ol
• SMILES (Canonical): CN1CCC2=CC(=C(C3=C2C1CC4=C3C=C(C=C4)N(CC5=CC=CC=C5)CC6=CC=CC=C6)O)OC
• SMILES (Isomeric): CN1CCC2=CC(=C(C3=C2[C@H]1CC4=C3C=C(C=C4)N(CC5=CC=CC=C5)CC6=CC=CC=C6)O)OC
• InChI: InChI=1S/C32H32N2O2/c1-33-16-15-25-18-29(36-2)32(35)31-27-19-26(14-13-24(27)17-28(33)30(25)31)34(20-22-9-5-3-6-10-22)21-23-11-7-4-8-12-23/h3-14,18-19,28,35H,15-17,20-21H2,1-2H3/t28-/m1/s1
• InChI Key: RILSEMQQYBRWTN-MUUNZHRXSA-N
• Popularity: 0 references in papers

Physical and Chemical Properties

• Molecular Formula: C₃₂H₃₂N₂O₂
• Molecular Weight: 476.60 g/mol
• Exact Mass: 476.246378268 g/mol
• Topological Polar Surface Area (TPSA): 35.90 Ų
• XlogP: 6.20
• Atomic LogP (AlogP): 6.36
• H-Bond Acceptor: 4
• H-Bond Donor: 1
• Rotatable Bonds: 6

Synonyms

There are no found synonyms.

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	+	0.9594	95.94%
Caco-2	-	0.5608	56.08%
Blood Brain Barrier	+	0.9500	95.00%
Human oral bioavailability	-	0.7714	77.14%
Subcellular localzation	Mitochondria	0.5606	56.06%
OATP2B1 inhibitior	-	0.8570	85.70%
OATP1B1 inhibitior	+	0.8827	88.27%
OATP1B3 inhibitior	+	0.9513	95.13%
MATE1 inhibitior	-	0.9000	90.00%
OCT2 inhibitior	+	0.6250	62.50%
BSEP inhibitior	+	0.9968	99.68%
P-glycoprotein inhibitior	+	0.9422	94.22%
P-glycoprotein substrate	+	0.6897	68.97%
CYP3A4 substrate	+	0.6756	67.56%
CYP2C9 substrate	+	0.8299	82.99%
CYP2D6 substrate	+	0.7959	79.59%
CYP3A4 inhibition	-	0.8372	83.72%
CYP2C9 inhibition	-	0.8948	89.48%
CYP2C19 inhibition	-	0.7997	79.97%
CYP2D6 inhibition	+	0.7952	79.52%
CYP1A2 inhibition	+	0.6073	60.73%
CYP2C8 inhibition	+	0.6395	63.95%
CYP inhibitory promiscuity	-	0.6717	67.17%
UGT catelyzed	+	0.7000	70.00%
Carcinogenicity (binary)	-	0.9700	97.00%
Carcinogenicity (trinary)	Non-required	0.6606	66.06%
Eye corrosion	-	0.9903	99.03%
Eye irritation	-	0.9039	90.39%
Skin irritation	-	0.7161	71.61%
Skin corrosion	-	0.9216	92.16%
Ames mutagenesis	+	0.5800	58.00%
Human Ether-a-go-go-Related Gene inhibition	+	0.9099	90.99%
Micronuclear	+	0.6700	67.00%
Hepatotoxicity	-	0.7250	72.50%
skin sensitisation	-	0.8773	87.73%
Respiratory toxicity	+	0.9556	95.56%
Reproductive toxicity	+	0.8556	85.56%
Mitochondrial toxicity	+	0.9250	92.50%
Nephrotoxicity	-	0.9443	94.43%
Acute Oral Toxicity (c)	III	0.6816	68.16%
Estrogen receptor binding	+	0.8149	81.49%
Androgen receptor binding	+	0.7638	76.38%
Thyroid receptor binding	+	0.6476	64.76%
Glucocorticoid receptor binding	+	0.8522	85.22%
Aromatase binding	+	0.5456	54.56%
PPAR gamma	+	0.8859	88.59%
Honey bee toxicity	-	0.8551	85.51%
Biodegradation	-	0.9500	95.00%
Crustacea aquatic toxicity	+	0.6200	62.00%
Fish aquatic toxicity	+	0.8629	86.29%

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	99.64%	96.09%
CHEMBL2581	P07339	Cathepsin D	98.51%	98.95%
CHEMBL1293249	Q13887	Kruppel-like factor 5	94.42%	86.33%
CHEMBL217	P14416	Dopamine D2 receptor	93.74%	95.62%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	92.91%	95.56%
CHEMBL335	P18031	Protein-tyrosine phosphatase 1B	92.77%	95.17%
CHEMBL5608	Q16288	NT-3 growth factor receptor	92.40%	95.89%
CHEMBL3192	Q9BY41	Histone deacetylase 8	92.07%	93.99%
CHEMBL5619	P27695	DNA-(apurinic or apyrimidinic site) lyase	91.26%	91.11%
CHEMBL1951	P21397	Monoamine oxidase A	90.93%	91.49%
CHEMBL1907603	Q05586	Glutamate NMDA receptor; GRIN1/GRIN2B	90.21%	95.89%
CHEMBL240	Q12809	HERG	89.82%	89.76%
CHEMBL2373	P21730	C5a anaphylatoxin chemotactic receptor	88.43%	92.62%
CHEMBL3060	Q9Y345	Glycine transporter 2	87.90%	99.17%
CHEMBL4208	P20618	Proteasome component C5	87.82%	90.00%
CHEMBL2535	P11166	Glucose transporter	87.64%	98.75%
CHEMBL2041	P07949	Tyrosine-protein kinase receptor RET	87.31%	91.79%
CHEMBL2056	P21728	Dopamine D1 receptor	85.48%	91.00%
CHEMBL3807	P17706	T-cell protein-tyrosine phosphatase	83.82%	93.00%
CHEMBL1744525	P43490	Nicotinamide phosphoribosyltransferase	83.57%	96.25%
CHEMBL2069156	Q14145	Kelch-like ECH-associated protein 1	82.24%	82.38%
CHEMBL1913	P09619	Platelet-derived growth factor receptor beta	81.58%	95.70%
CHEMBL4835	P00338	L-lactate dehydrogenase A chain	80.44%	95.34%
CHEMBL2553	Q15418	Ribosomal protein S6 kinase alpha 1	80.33%	85.11%
CHEMBL3492	P49721	Proteasome Macropain subunit	80.31%	90.24%

Plants that contains it

• Ocotea lancifolia

Cross-Links

• PubChem: 129360525
• LOTUS: LTS0164687
• wikiData: Q105236956