1-[(3,4-dimethoxyphenyl)methyl]-6,7-dimethoxyisoquinolin-2-ium chloride

Details

• Internal ID: 743142b4-dcf1-441c-b112-9bb788026641
• Taxonomy: Organoheterocyclic compounds > Isoquinolines and derivatives > Benzylisoquinolines
• IUPAC Name: 1-[(3,4-dimethoxyphenyl)methyl]-6,7-dimethoxyisoquinolin-2-ium chloride
• InChI: InChI=1S/C20H21NO4.ClH/c1-22-17-6-5-13(10-18(17)23-2)9-16-15-12-20(25-4)19(24-3)11-14(15)7-8-21-16;/h5-8,10-12H,9H2,1-4H3;1H
• InChI Key: UOTMYNBWXDUBNX-UHFFFAOYSA-N
• Popularity: 0 references in papers

Physical and Chemical Properties

• Molecular Formula: C₂₀H₂₂ClNO₄
• Molecular Weight: 375.80 g/mol
• Exact Mass: 375.1237359 g/mol
• Topological Polar Surface Area (TPSA): 51.10 Ų
• XlogP: 0.00
• Atomic LogP (AlogP): 0.28
• H-Bond Acceptor: 4
• H-Bond Donor: 0
• Rotatable Bonds: 6

Synonyms

There are no found synonyms.

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	+	0.9882	98.82%
Caco-2	+	0.9313	93.13%
Blood Brain Barrier	-	0.6500	65.00%
Human oral bioavailability	+	0.7143	71.43%
Subcellular localzation	Nucleus	0.6004	60.04%
OATP2B1 inhibitior	-	0.8691	86.91%
OATP1B1 inhibitior	+	0.9051	90.51%
OATP1B3 inhibitior	+	0.9528	95.28%
MATE1 inhibitior	-	0.8400	84.00%
OCT2 inhibitior	-	0.8250	82.50%
BSEP inhibitior	+	0.7082	70.82%
P-glycoprotein inhibitior	-	0.6160	61.60%
P-glycoprotein substrate	+	0.6508	65.08%
CYP3A4 substrate	-	0.5171	51.71%
CYP2C9 substrate	-	0.8149	81.49%
CYP2D6 substrate	-	0.7292	72.92%
CYP3A4 inhibition	+	0.7108	71.08%
CYP2C9 inhibition	-	0.9126	91.26%
CYP2C19 inhibition	+	0.6004	60.04%
CYP2D6 inhibition	+	0.6247	62.47%
CYP1A2 inhibition	+	0.7239	72.39%
CYP2C8 inhibition	+	0.8832	88.32%
CYP inhibitory promiscuity	+	0.7080	70.80%
UGT catelyzed	-	0.0000	0.00%
Carcinogenicity (binary)	-	0.7810	78.10%
Carcinogenicity (trinary)	Non-required	0.6110	61.10%
Eye corrosion	-	0.9856	98.56%
Eye irritation	-	0.9541	95.41%
Skin irritation	-	0.7908	79.08%
Skin corrosion	-	0.9396	93.96%
Ames mutagenesis	+	0.6800	68.00%
Human Ether-a-go-go-Related Gene inhibition	+	0.8916	89.16%
Micronuclear	+	0.6918	69.18%
Hepatotoxicity	+	0.5159	51.59%
skin sensitisation	-	0.9133	91.33%
Respiratory toxicity	+	0.5111	51.11%
Reproductive toxicity	+	0.7444	74.44%
Mitochondrial toxicity	+	0.6375	63.75%
Nephrotoxicity	-	0.7421	74.21%
Acute Oral Toxicity (c)	II	0.4917	49.17%
Estrogen receptor binding	+	0.9393	93.93%
Androgen receptor binding	+	0.6829	68.29%
Thyroid receptor binding	+	0.8636	86.36%
Glucocorticoid receptor binding	+	0.8727	87.27%
Aromatase binding	+	0.6187	61.87%
PPAR gamma	+	0.6118	61.18%
Honey bee toxicity	-	0.8378	83.78%
Biodegradation	-	0.9250	92.50%
Crustacea aquatic toxicity	+	0.6800	68.00%
Fish aquatic toxicity	-	0.5130	51.30%

Targets

Proven Targets:

CHEMBL ID	UniProt ID	Name	Min activity	Assay type	Source
CHEMBL1293255	P15428	15-hydroxyprostaglandin dehydrogenase [NAD+]	14125.4 nM; 28183.8 nM; 19952.6 nM	Potency; Potency; Potency	via CMAUP; via CMAUP; via CMAUP
CHEMBL3577	P00352	Aldehyde dehydrogenase 1A1	25118.9 nM	Potency	via CMAUP
CHEMBL2524	P06280	Alpha-galactosidase A	3981.1 nM	Potency	via CMAUP
CHEMBL1293237	P54132	Bloom syndrome protein	794.3 nM; 794.3 nM	Potency; Potency	via CMAUP; via CMAUP
CHEMBL340	P08684	Cytochrome P450 3A4	1258.9 nM; 2511.9 nM; 1258.9 nM; 2511.9 nM	Potency; Potency; Potency; Potency	via CMAUP; via CMAUP; via CMAUP; via CMAUP
CHEMBL4261	Q16665	Hypoxia-inducible factor 1 alpha	6309.6 nM; 6309.6 nM	Potency; Potency	via CMAUP; via CMAUP
CHEMBL1293226	B2RXH2	Lysine-specific demethylase 4D-like	31622.8 nM	Potency	via CMAUP
CHEMBL4040	P28482	MAP kinase ERK2	4466.8 nM; 5011.9 nM	Potency; Potency	via CMAUP; via CMAUP
CHEMBL1293224	P10636	Microtubule-associated protein tau	12589.3 nM	Potency	via CMAUP
CHEMBL5162	Q6W5P4	Neuropeptide S receptor	19952.6 nM	Potency	via CMAUP
CHEMBL1293298	Q01453	Peripheral myelin protein 22	37933 nM	Potency	via CMAUP
CHEMBL1293235	P02545	Prelamin-A/C	19952.6 nM; 7079.5 nM; 1995.3 nM	Potency; Potency; Potency	via CMAUP; via CMAUP; via CMAUP
CHEMBL1293232	Q16637	Survival motor neuron protein	2511.9 nM; 3162.3 nM	Potency; Potency	via CMAUP; via CMAUP
CHEMBL1293227	O75604	Ubiquitin carboxyl-terminal hydrolase 2	12589.3 nM	Potency	via CMAUP

Predicted Targets (via Super-PRED):

CHEMBL ID	UniProt ID	Name	Probability	Model accuracy
CHEMBL4203	Q9HAZ1	Dual specificity protein kinase CLK4	93.27%	94.45%
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	91.30%	96.09%
CHEMBL1255126	O15151	Protein Mdm4	90.55%	90.20%
CHEMBL2581	P07339	Cathepsin D	88.69%	98.95%
CHEMBL1293249	Q13887	Kruppel-like factor 5	87.80%	86.33%
CHEMBL225	P28335	Serotonin 2c (5-HT2c) receptor	87.71%	89.62%
CHEMBL3060	Q9Y345	Glycine transporter 2	87.64%	99.17%
CHEMBL2535	P11166	Glucose transporter	87.09%	98.75%
CHEMBL241	Q14432	Phosphodiesterase 3A	85.94%	92.94%
CHEMBL2635	P51452	Dual specificity protein phosphatase 3	85.27%	94.00%
CHEMBL5747	Q92793	CREB-binding protein	84.97%	95.12%
CHEMBL5619	P27695	DNA-(apurinic or apyrimidinic site) lyase	83.91%	91.11%
CHEMBL4306	P22460	Voltage-gated potassium channel subunit Kv1.5	83.11%	94.03%
CHEMBL5608	Q16288	NT-3 growth factor receptor	80.84%	95.89%
CHEMBL3091268	Q92753	Nuclear receptor ROR-beta	80.36%	95.50%

Plants that contains it

• Papaver somniferum

Cross-Links

• PubChem: 53399235
• NPASS: NPC133140
• ChEMBL: CHEMBL98123