2,3,9,10-tetramethoxy-8-(trichloromethyl)-6,8-dihydro-5H-isoquinolino[2,1-b]isoquinoline

Details

Physical and Chemical Properties

Synonyms

2D Structure

3D Structure

ADMET Properties

Targets (proven and/or predicted)

Plants that contains it

Cross-Links

Details

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Internal ID	49e19d78-dab6-40fe-a715-b0d9e7951f7b
Taxonomy	Alkaloids and derivatives > Protoberberine alkaloids and derivatives
IUPAC Name	2,3,9,10-tetramethoxy-8-(trichloromethyl)-6,8-dihydro-5H-isoquinolino[2,1-b]isoquinoline
SMILES (Canonical)
SMILES (Isomeric)
InChI	InChI=1S/C22H22Cl3NO4/c1-27-16-6-5-13-9-15-14-11-18(29-3)17(28-2)10-12(14)7-8-26(15)21(22(23,24)25)19(13)20(16)30-4/h5-6,9-11,21H,7-8H2,1-4H3
InChI Key	FHXWFRSCCGCKAD-UHFFFAOYSA-N
Popularity	3 references in papers

Physical and Chemical Properties

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Molecular Formula	C₂₂H₂₂Cl₃NO₄
Molecular Weight	470.80 g/mol
Exact Mass	469.061441 g/mol
Topological Polar Surface Area (TPSA)	40.20 Å²
XlogP	5.60
Atomic LogP (AlogP)	5.50
H-Bond Acceptor	5
H-Bond Donor	0
Rotatable Bonds	4

Synonyms

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There are no found synonyms.

2D Structure

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3D Structure

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ADMET Properties (via admetSAR 2)

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Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	+	0.9802	98.02%
Caco-2	+	0.7931	79.31%
Blood Brain Barrier	+	0.6750	67.50%
Human oral bioavailability	+	0.5571	55.71%
Subcellular localzation	Mitochondria	0.6948	69.48%
OATP2B1 inhibitior	-	0.8668	86.68%
OATP1B1 inhibitior	+	0.9252	92.52%
OATP1B3 inhibitior	+	0.9509	95.09%
MATE1 inhibitior	-	0.9800	98.00%
OCT2 inhibitior	-	0.6000	60.00%
BSEP inhibitior	+	0.8640	86.40%
P-glycoprotein inhibitior	+	0.7273	72.73%
P-glycoprotein substrate	+	0.5575	55.75%
CYP3A4 substrate	+	0.6439	64.39%
CYP2C9 substrate	+	0.8012	80.12%
CYP2D6 substrate	+	0.7010	70.10%
CYP3A4 inhibition	+	0.5134	51.34%
CYP2C9 inhibition	-	0.5745	57.45%
CYP2C19 inhibition	+	0.6202	62.02%
CYP2D6 inhibition	-	0.5694	56.94%
CYP1A2 inhibition	+	0.5332	53.32%
CYP2C8 inhibition	-	0.5627	56.27%
CYP inhibitory promiscuity	+	0.8046	80.46%
UGT catelyzed	-	0.0000	0.00%
Carcinogenicity (binary)	-	0.8210	82.10%
Carcinogenicity (trinary)	Non-required	0.5442	54.42%
Eye corrosion	-	0.9830	98.30%
Eye irritation	-	0.9715	97.15%
Skin irritation	-	0.7730	77.30%
Skin corrosion	-	0.9240	92.40%
Ames mutagenesis	+	0.5200	52.00%
Human Ether-a-go-go-Related Gene inhibition	+	0.8665	86.65%
Micronuclear	+	0.5800	58.00%
Hepatotoxicity	-	0.6341	63.41%
skin sensitisation	-	0.8617	86.17%
Respiratory toxicity	+	0.7778	77.78%
Reproductive toxicity	+	0.9111	91.11%
Mitochondrial toxicity	+	0.6750	67.50%
Nephrotoxicity	-	0.8451	84.51%
Acute Oral Toxicity (c)	III	0.6065	60.65%
Estrogen receptor binding	+	0.9099	90.99%
Androgen receptor binding	+	0.6481	64.81%
Thyroid receptor binding	+	0.7928	79.28%
Glucocorticoid receptor binding	+	0.8349	83.49%
Aromatase binding	-	0.4835	48.35%
PPAR gamma	+	0.6827	68.27%
Honey bee toxicity	-	0.8516	85.16%
Biodegradation	-	0.8500	85.00%
Crustacea aquatic toxicity	+	0.6500	65.00%
Fish aquatic toxicity	+	0.8908	89.08%

Targets

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Proven Targets:

CHEMBL ID	UniProt ID	Name	Min activity	Assay type	Source
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	97.79%	96.09%
CHEMBL1951	P21397	Monoamine oxidase A	96.27%	91.49%
CHEMBL225	P28335	Serotonin 2c (5-HT2c) receptor	94.61%	89.62%
CHEMBL241	Q14432	Phosphodiesterase 3A	93.80%	92.94%
CHEMBL5747	Q92793	CREB-binding protein	93.52%	95.12%
CHEMBL2581	P07339	Cathepsin D	91.86%	98.95%
CHEMBL1293249	Q13887	Kruppel-like factor 5	90.81%	86.33%
CHEMBL5608	Q16288	NT-3 growth factor receptor	90.74%	95.89%
CHEMBL3192	Q9BY41	Histone deacetylase 8	88.51%	93.99%
CHEMBL253	P34972	Cannabinoid CB2 receptor	88.39%	97.25%
CHEMBL5339	Q5NUL3	G-protein coupled receptor 120	86.80%	95.78%
CHEMBL2535	P11166	Glucose transporter	86.68%	98.75%
CHEMBL4478	Q00975	Voltage-gated N-type calcium channel alpha-1B subunit	85.87%	97.14%
CHEMBL5469	Q14289	Protein tyrosine kinase 2 beta	85.86%	91.03%
CHEMBL5697	Q9GZT9	Egl nine homolog 1	85.70%	93.40%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	85.61%	95.56%
CHEMBL3746	P80365	11-beta-hydroxysteroid dehydrogenase 2	85.18%	94.78%
CHEMBL4208	P20618	Proteasome component C5	84.93%	90.00%
CHEMBL2635	P51452	Dual specificity protein phosphatase 3	84.66%	94.00%
CHEMBL2056	P21728	Dopamine D1 receptor	84.57%	91.00%
CHEMBL1871	P10275	Androgen Receptor	83.54%	96.43%
CHEMBL4247	Q9UM73	ALK tyrosine kinase receptor	81.50%	96.86%
CHEMBL1966	Q02127	Dihydroorotate dehydrogenase	80.77%	96.09%
CHEMBL2781	P19634	Sodium/hydrogen exchanger 1	80.69%	90.24%
CHEMBL2335	P42785	Lysosomal Pro-X carboxypeptidase	80.51%	100.00%
CHEMBL1938212	Q9UPP1	Histone lysine demethylase PHF8	80.42%	98.33%
CHEMBL5925	P22413	Ectonucleotide pyrophosphatase/phosphodiesterase family member 1	80.23%	92.38%
CHEMBL1744525	P43490	Nicotinamide phosphoribosyltransferase	80.23%	96.25%

Plants that contains it

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Below are displayed all the plants proven (via scientific papers) to contain this compound!
To see more specific details click the taxa you are interested in.