(6,7-Dimethoxy-2-methylisoquinolin-2-ium-1-yl)-(3-hydroxy-4-methoxyphenyl)methanone

Details

• Internal ID: a9592acb-a96f-4bcf-9265-0054f845142f
• Taxonomy: Organoheterocyclic compounds > Isoquinolines and derivatives > Benzylisoquinolines
• IUPAC Name: (6,7-dimethoxy-2-methylisoquinolin-2-ium-1-yl)-(3-hydroxy-4-methoxyphenyl)methanone
• SMILES (Canonical): C[N+]1=C(C2=CC(=C(C=C2C=C1)OC)OC)C(=O)C3=CC(=C(C=C3)OC)O
• SMILES (Isomeric): C[N+]1=C(C2=CC(=C(C=C2C=C1)OC)OC)C(=O)C3=CC(=C(C=C3)OC)O
• InChI: InChI=1S/C20H19NO5/c1-21-8-7-12-10-17(25-3)18(26-4)11-14(12)19(21)20(23)13-5-6-16(24-2)15(22)9-13/h5-11H,1-4H3/p+1
• InChI Key: PHPIFKHJYINVDM-UHFFFAOYSA-O
• Popularity: 1 reference in papers

Physical and Chemical Properties

• Molecular Formula: C₂₀H₂₀NO₅+
• Molecular Weight: 354.40 g/mol
• Exact Mass: 354.13414774 g/mol
• Topological Polar Surface Area (TPSA): 68.90 Ų
• XlogP: 3.50
• Atomic LogP (AlogP): 2.63
• 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	+	0.6071	60.71%
Caco-2	+	0.9289	92.89%
Blood Brain Barrier	+	0.5250	52.50%
Human oral bioavailability	+	0.6286	62.86%
Subcellular localzation	Nucleus	0.6472	64.72%
OATP2B1 inhibitior	-	0.8704	87.04%
OATP1B1 inhibitior	+	0.9069	90.69%
OATP1B3 inhibitior	+	0.9485	94.85%
MATE1 inhibitior	-	0.8600	86.00%
OCT2 inhibitior	-	0.8750	87.50%
BSEP inhibitior	+	0.5922	59.22%
P-glycoprotein inhibitior	+	0.7032	70.32%
P-glycoprotein substrate	-	0.7502	75.02%
CYP3A4 substrate	-	0.5229	52.29%
CYP2C9 substrate	-	1.0000	100.00%
CYP2D6 substrate	-	0.8225	82.25%
CYP3A4 inhibition	-	0.7410	74.10%
CYP2C9 inhibition	-	0.9402	94.02%
CYP2C19 inhibition	-	0.8496	84.96%
CYP2D6 inhibition	-	0.7080	70.80%
CYP1A2 inhibition	+	0.6494	64.94%
CYP2C8 inhibition	+	0.8547	85.47%
CYP inhibitory promiscuity	-	0.6486	64.86%
UGT catelyzed	+	0.7000	70.00%
Carcinogenicity (binary)	-	0.9610	96.10%
Carcinogenicity (trinary)	Non-required	0.5102	51.02%
Eye corrosion	-	0.9933	99.33%
Eye irritation	-	0.8543	85.43%
Skin irritation	-	0.8118	81.18%
Skin corrosion	-	0.9679	96.79%
Ames mutagenesis	+	0.5400	54.00%
Human Ether-a-go-go-Related Gene inhibition	-	0.6833	68.33%
Micronuclear	+	0.7659	76.59%
Hepatotoxicity	-	0.5302	53.02%
skin sensitisation	-	0.9381	93.81%
Respiratory toxicity	-	0.5556	55.56%
Reproductive toxicity	+	0.6778	67.78%
Mitochondrial toxicity	+	0.6625	66.25%
Nephrotoxicity	-	0.7526	75.26%
Acute Oral Toxicity (c)	III	0.7303	73.03%
Estrogen receptor binding	+	0.8765	87.65%
Androgen receptor binding	+	0.7857	78.57%
Thyroid receptor binding	+	0.6540	65.40%
Glucocorticoid receptor binding	+	0.7336	73.36%
Aromatase binding	-	0.4882	48.82%
PPAR gamma	+	0.7500	75.00%
Honey bee toxicity	-	0.9400	94.00%
Biodegradation	-	0.8750	87.50%
Crustacea aquatic toxicity	-	0.5500	55.00%
Fish aquatic toxicity	-	0.5125	51.25%

Targets

Proven Targets:

No proven targets yet!

Predicted Targets (via Super-PRED):

CHEMBL ID	UniProt ID	Name	Probability	Model accuracy
CHEMBL1293249	Q13887	Kruppel-like factor 5	94.39%	86.33%
CHEMBL1951	P21397	Monoamine oxidase A	93.66%	91.49%
CHEMBL2535	P11166	Glucose transporter	92.03%	98.75%
CHEMBL1255126	O15151	Protein Mdm4	90.74%	90.20%
CHEMBL241	Q14432	Phosphodiesterase 3A	90.48%	92.94%
CHEMBL5619	P27695	DNA-(apurinic or apyrimidinic site) lyase	90.16%	91.11%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	89.39%	95.56%
CHEMBL3194	P02766	Transthyretin	89.24%	90.71%
CHEMBL3060	Q9Y345	Glycine transporter 2	88.75%	99.17%
CHEMBL4208	P20618	Proteasome component C5	85.34%	90.00%
CHEMBL1075094	Q16236	Nuclear factor erythroid 2-related factor 2	84.57%	96.00%
CHEMBL3192	Q9BY41	Histone deacetylase 8	82.15%	93.99%
CHEMBL3091268	Q92753	Nuclear receptor ROR-beta	81.65%	95.50%

Plants that contains it

• Thalictrum przewalskii

Cross-Links

• PubChem: 10896139
• LOTUS: LTS0154809
• wikiData: Q105209144