1-[(3-ethyl-9-hydroxy-10-methoxy-2,3,4,6,7,11b-hexahydro-1H-benzo[a]quinolizin-2-yl)methyl]-7-methoxy-3,4-dihydro-2H-isoquinoline-1,6-diol

Details

• Internal ID: 6e7c5df4-d786-4756-a77b-267072c57b5a
• Taxonomy: Alkaloids and derivatives > Emetine alkaloids
• IUPAC Name: 1-[(3-ethyl-9-hydroxy-10-methoxy-2,3,4,6,7,11b-hexahydro-1H-benzo[a]quinolizin-2-yl)methyl]-7-methoxy-3,4-dihydro-2H-isoquinoline-1,6-diol
• SMILES (Canonical): CCC1CN2CCC3=CC(=C(C=C3C2CC1CC4(C5=CC(=C(C=C5CCN4)O)OC)O)OC)O
• SMILES (Isomeric): CCC1CN2CCC3=CC(=C(C=C3C2CC1CC4(C5=CC(=C(C=C5CCN4)O)OC)O)OC)O
• InChI: InChI=1S/C27H36N2O5/c1-4-16-15-29-8-6-17-10-23(30)25(33-2)12-20(17)22(29)9-19(16)14-27(32)21-13-26(34-3)24(31)11-18(21)5-7-28-27/h10-13,16,19,22,28,30-32H,4-9,14-15H2,1-3H3
• InChI Key: IIFHKWNCTVOSKL-UHFFFAOYSA-N
• Popularity: 0 references in papers

Physical and Chemical Properties

• Molecular Formula: C₂₇H₃₆N₂O₅
• Molecular Weight: 468.60 g/mol
• Exact Mass: 468.26242225 g/mol
• Topological Polar Surface Area (TPSA): 94.40 Ų
• XlogP: 3.30
• Atomic LogP (AlogP): 3.44
• H-Bond Acceptor: 7
• H-Bond Donor: 4
• Rotatable Bonds: 5

Synonyms

There are no found synonyms.

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	+	0.8532	85.32%
Caco-2	-	0.6628	66.28%
Blood Brain Barrier	-	0.5000	50.00%
Human oral bioavailability	-	0.7429	74.29%
Subcellular localzation	Mitochondria	0.4963	49.63%
OATP2B1 inhibitior	-	0.8569	85.69%
OATP1B1 inhibitior	+	0.8996	89.96%
OATP1B3 inhibitior	+	0.9358	93.58%
MATE1 inhibitior	-	0.9000	90.00%
OCT2 inhibitior	-	0.7849	78.49%
BSEP inhibitior	+	0.9740	97.40%
P-glycoprotein inhibitior	-	0.4290	42.90%
P-glycoprotein substrate	+	0.8363	83.63%
CYP3A4 substrate	+	0.6570	65.70%
CYP2C9 substrate	-	0.5963	59.63%
CYP2D6 substrate	+	0.6502	65.02%
CYP3A4 inhibition	-	0.8021	80.21%
CYP2C9 inhibition	-	0.8558	85.58%
CYP2C19 inhibition	-	0.8405	84.05%
CYP2D6 inhibition	-	0.7617	76.17%
CYP1A2 inhibition	-	0.9388	93.88%
CYP2C8 inhibition	+	0.4587	45.87%
CYP inhibitory promiscuity	-	0.9503	95.03%
UGT catelyzed	+	0.6000	60.00%
Carcinogenicity (binary)	-	0.9600	96.00%
Carcinogenicity (trinary)	Non-required	0.6988	69.88%
Eye corrosion	-	0.9901	99.01%
Eye irritation	-	0.9585	95.85%
Skin irritation	-	0.7582	75.82%
Skin corrosion	-	0.9328	93.28%
Ames mutagenesis	-	0.7000	70.00%
Human Ether-a-go-go-Related Gene inhibition	+	0.9302	93.02%
Micronuclear	+	0.6500	65.00%
Hepatotoxicity	-	0.6125	61.25%
skin sensitisation	-	0.8856	88.56%
Respiratory toxicity	+	0.8222	82.22%
Reproductive toxicity	+	0.9222	92.22%
Mitochondrial toxicity	+	0.9250	92.50%
Nephrotoxicity	-	0.7164	71.64%
Acute Oral Toxicity (c)	III	0.5844	58.44%
Estrogen receptor binding	+	0.8301	83.01%
Androgen receptor binding	+	0.7251	72.51%
Thyroid receptor binding	+	0.6912	69.12%
Glucocorticoid receptor binding	+	0.7884	78.84%
Aromatase binding	+	0.7070	70.70%
PPAR gamma	+	0.5723	57.23%
Honey bee toxicity	-	0.7811	78.11%
Biodegradation	-	0.8250	82.50%
Crustacea aquatic toxicity	+	0.5500	55.00%
Fish aquatic toxicity	-	0.5203	52.03%

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	99.51%	96.09%
CHEMBL4261	Q16665	Hypoxia-inducible factor 1 alpha	98.46%	85.14%
CHEMBL5619	P27695	DNA-(apurinic or apyrimidinic site) lyase	97.74%	91.11%
CHEMBL241	Q14432	Phosphodiesterase 3A	96.56%	92.94%
CHEMBL4203	Q9HAZ1	Dual specificity protein kinase CLK4	96.55%	94.45%
CHEMBL3192	Q9BY41	Histone deacetylase 8	94.27%	93.99%
CHEMBL3137262	O60341	LSD1/CoREST complex	92.95%	97.09%
CHEMBL2041	P07949	Tyrosine-protein kinase receptor RET	92.29%	91.79%
CHEMBL5469	Q14289	Protein tyrosine kinase 2 beta	90.49%	91.03%
CHEMBL225	P28335	Serotonin 2c (5-HT2c) receptor	89.70%	89.62%
CHEMBL253	P34972	Cannabinoid CB2 receptor	89.43%	97.25%
CHEMBL2581	P07339	Cathepsin D	87.83%	98.95%
CHEMBL2069156	Q14145	Kelch-like ECH-associated protein 1	87.32%	82.38%
CHEMBL5608	Q16288	NT-3 growth factor receptor	86.62%	95.89%
CHEMBL1293249	Q13887	Kruppel-like factor 5	86.42%	86.33%
CHEMBL1907603	Q05586	Glutamate NMDA receptor; GRIN1/GRIN2B	85.85%	95.89%
CHEMBL2635	P51452	Dual specificity protein phosphatase 3	84.71%	94.00%
CHEMBL1744525	P43490	Nicotinamide phosphoribosyltransferase	84.08%	96.25%
CHEMBL217	P14416	Dopamine D2 receptor	84.01%	95.62%
CHEMBL4793	Q86TI2	Dipeptidyl peptidase IX	83.01%	96.95%
CHEMBL4657	Q6V1X1	Dipeptidyl peptidase VIII	82.27%	97.21%
CHEMBL3438	Q05513	Protein kinase C zeta	81.63%	88.48%
CHEMBL3060	Q9Y345	Glycine transporter 2	81.03%	99.17%
CHEMBL2781	P19634	Sodium/hydrogen exchanger 1	80.57%	90.24%
CHEMBL4208	P20618	Proteasome component C5	80.41%	90.00%
CHEMBL2535	P11166	Glucose transporter	80.35%	98.75%

Plants that contains it

• Carapichea klugii

Cross-Links

• PubChem: 85148236
• LOTUS: LTS0214178
• wikiData: Q105113440