2-[6-(7,8-Dimethoxy-2-methylisoquinolin-2-ium-3-yl)-1,3-benzodioxol-5-yl]ethanol

Details

• Internal ID: 5d773516-d743-4194-b0e8-e20a8eb46793
• Taxonomy: Organoheterocyclic compounds > Isoquinolines and derivatives
• IUPAC Name: 2-[6-(7,8-dimethoxy-2-methylisoquinolin-2-ium-3-yl)-1,3-benzodioxol-5-yl]ethanol
• SMILES (Canonical): C[N+]1=C(C=C2C=CC(=C(C2=C1)OC)OC)C3=CC4=C(C=C3CCO)OCO4
• SMILES (Isomeric): C[N+]1=C(C=C2C=CC(=C(C2=C1)OC)OC)C3=CC4=C(C=C3CCO)OCO4
• InChI: InChI=1S/C21H22NO5/c1-22-11-16-13(4-5-18(24-2)21(16)25-3)8-17(22)15-10-20-19(26-12-27-20)9-14(15)6-7-23/h4-5,8-11,23H,6-7,12H2,1-3H3/q+1
• InChI Key: IMIQYRZGXCTZBB-UHFFFAOYSA-N
• Popularity: 0 references in papers

Physical and Chemical Properties

• Molecular Formula: C₂₁H₂₂NO₅+
• Molecular Weight: 368.40 g/mol
• Exact Mass: 368.14979780 g/mol
• Topological Polar Surface Area (TPSA): 61.00 Ų
• XlogP: 3.20
• Atomic LogP (AlogP): 2.61
• H-Bond Acceptor: 5
• H-Bond Donor: 1
• Rotatable Bonds: 5

Synonyms

There are no found synonyms.

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	+	0.6041	60.41%
Caco-2	+	0.9049	90.49%
Blood Brain Barrier	+	0.5750	57.50%
Human oral bioavailability	-	0.5429	54.29%
Subcellular localzation	Mitochondria	0.4331	43.31%
OATP2B1 inhibitior	-	0.8835	88.35%
OATP1B1 inhibitior	+	0.9164	91.64%
OATP1B3 inhibitior	+	0.9329	93.29%
MATE1 inhibitior	-	0.8400	84.00%
OCT2 inhibitior	-	0.6250	62.50%
BSEP inhibitior	+	0.8864	88.64%
P-glycoprotein inhibitior	+	0.6717	67.17%
P-glycoprotein substrate	-	0.6161	61.61%
CYP3A4 substrate	+	0.5578	55.78%
CYP2C9 substrate	-	0.8110	81.10%
CYP2D6 substrate	-	0.7300	73.00%
CYP3A4 inhibition	+	0.5097	50.97%
CYP2C9 inhibition	-	0.6442	64.42%
CYP2C19 inhibition	+	0.5162	51.62%
CYP2D6 inhibition	+	0.5301	53.01%
CYP1A2 inhibition	-	0.5000	50.00%
CYP2C8 inhibition	+	0.5679	56.79%
CYP inhibitory promiscuity	+	0.7363	73.63%
UGT catelyzed	-	0.8000	80.00%
Carcinogenicity (binary)	-	0.9700	97.00%
Carcinogenicity (trinary)	Non-required	0.4451	44.51%
Eye corrosion	-	0.9875	98.75%
Eye irritation	-	0.9468	94.68%
Skin irritation	-	0.8094	80.94%
Skin corrosion	-	0.9444	94.44%
Ames mutagenesis	+	0.5100	51.00%
Human Ether-a-go-go-Related Gene inhibition	-	0.6264	62.64%
Micronuclear	+	0.7500	75.00%
Hepatotoxicity	+	0.6032	60.32%
skin sensitisation	-	0.8794	87.94%
Respiratory toxicity	+	0.6556	65.56%
Reproductive toxicity	+	0.8667	86.67%
Mitochondrial toxicity	+	0.7125	71.25%
Nephrotoxicity	-	0.6806	68.06%
Acute Oral Toxicity (c)	III	0.7035	70.35%
Estrogen receptor binding	+	0.9269	92.69%
Androgen receptor binding	+	0.8275	82.75%
Thyroid receptor binding	+	0.7369	73.69%
Glucocorticoid receptor binding	+	0.8738	87.38%
Aromatase binding	+	0.5388	53.88%
PPAR gamma	+	0.8407	84.07%
Honey bee toxicity	-	0.9084	90.84%
Biodegradation	-	0.9250	92.50%
Crustacea aquatic toxicity	-	0.5800	58.00%
Fish aquatic toxicity	-	0.7889	78.89%

Targets

Proven Targets:

No proven targets yet!

Predicted Targets (via Super-PRED):

CHEMBL ID	UniProt ID	Name	Probability	Model accuracy
CHEMBL4303	P08238	Heat shock protein HSP 90-beta	96.10%	96.77%
CHEMBL2373	P21730	C5a anaphylatoxin chemotactic receptor	91.89%	92.62%
CHEMBL5619	P27695	DNA-(apurinic or apyrimidinic site) lyase	91.89%	91.11%
CHEMBL1293249	Q13887	Kruppel-like factor 5	91.64%	86.33%
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	91.13%	96.09%
CHEMBL2635	P51452	Dual specificity protein phosphatase 3	90.57%	94.00%
CHEMBL1075094	Q16236	Nuclear factor erythroid 2-related factor 2	88.88%	96.00%
CHEMBL1966	Q02127	Dihydroorotate dehydrogenase	88.54%	96.09%
CHEMBL225	P28335	Serotonin 2c (5-HT2c) receptor	87.98%	89.62%
CHEMBL3060	Q9Y345	Glycine transporter 2	87.16%	99.17%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	86.87%	95.56%
CHEMBL2581	P07339	Cathepsin D	86.64%	98.95%
CHEMBL4016	P42262	Glutamate receptor ionotropic, AMPA 2	86.35%	86.92%
CHEMBL5925	P22413	Ectonucleotide pyrophosphatase/phosphodiesterase family member 1	86.24%	92.38%
CHEMBL4481	P35228	Nitric oxide synthase, inducible	85.38%	94.80%
CHEMBL4203	Q9HAZ1	Dual specificity protein kinase CLK4	84.93%	94.45%
CHEMBL2535	P11166	Glucose transporter	84.81%	98.75%
CHEMBL3476	O15111	Inhibitor of nuclear factor kappa B kinase alpha subunit	84.62%	95.83%
CHEMBL5747	Q92793	CREB-binding protein	83.67%	95.12%
CHEMBL3713062	P10646	Tissue factor pathway inhibitor	83.49%	97.33%
CHEMBL4793	Q86TI2	Dipeptidyl peptidase IX	82.13%	96.95%
CHEMBL3401	O75469	Pregnane X receptor	82.10%	94.73%
CHEMBL4895	P30530	Tyrosine-protein kinase receptor UFO	81.92%	90.95%
CHEMBL1806	P11388	DNA topoisomerase II alpha	80.10%	89.00%

Plants that contains it

• Zanthoxylum chalybeum

Cross-Links

• PubChem: 10647963
• LOTUS: LTS0242450
• wikiData: Q105115694