6-[(7-Hydroxy-2-methyl-6-oxo-3,4-dihydroisoquinolin-1-yl)methyl]-2,3-dimethoxybenzoic acid

Details

• Internal ID: 2c91022a-c492-4d99-a2c5-7088e337c9bd
• Taxonomy: Organoheterocyclic compounds > Isoquinolines and derivatives > Benzylisoquinolines
• IUPAC Name: 6-[(7-hydroxy-2-methyl-6-oxo-3,4-dihydroisoquinolin-1-yl)methyl]-2,3-dimethoxybenzoic acid
• SMILES (Canonical): CN1CCC2=CC(=O)C(=CC2=C1CC3=C(C(=C(C=C3)OC)OC)C(=O)O)O
• SMILES (Isomeric): CN1CCC2=CC(=O)C(=CC2=C1CC3=C(C(=C(C=C3)OC)OC)C(=O)O)O
• InChI: InChI=1S/C20H21NO6/c1-21-7-6-11-9-15(22)16(23)10-13(11)14(21)8-12-4-5-17(26-2)19(27-3)18(12)20(24)25/h4-5,9-10,23H,6-8H2,1-3H3,(H,24,25)
• InChI Key: KNOJBVBRLOEIOK-UHFFFAOYSA-N
• Popularity: 0 references in papers

Physical and Chemical Properties

• Molecular Formula: C₂₀H₂₁NO₆
• Molecular Weight: 371.40 g/mol
• Exact Mass: 371.13688739 g/mol
• Topological Polar Surface Area (TPSA): 96.30 Ų
• XlogP: 1.80
• Atomic LogP (AlogP): 2.49
• H-Bond Acceptor: 6
• H-Bond Donor: 2
• Rotatable Bonds: 5

Synonyms

There are no found synonyms.

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	+	0.7999	79.99%
Caco-2	+	0.5810	58.10%
Blood Brain Barrier	+	0.6500	65.00%
Human oral bioavailability	+	0.6429	64.29%
Subcellular localzation	Mitochondria	0.7349	73.49%
OATP2B1 inhibitior	-	0.8597	85.97%
OATP1B1 inhibitior	+	0.9325	93.25%
OATP1B3 inhibitior	+	0.9224	92.24%
MATE1 inhibitior	-	0.9600	96.00%
OCT2 inhibitior	-	0.7250	72.50%
BSEP inhibitior	+	0.6932	69.32%
P-glycoprotein inhibitior	-	0.5574	55.74%
P-glycoprotein substrate	-	0.5941	59.41%
CYP3A4 substrate	+	0.6005	60.05%
CYP2C9 substrate	-	0.8098	80.98%
CYP2D6 substrate	-	0.7637	76.37%
CYP3A4 inhibition	-	0.9286	92.86%
CYP2C9 inhibition	-	0.8685	86.85%
CYP2C19 inhibition	-	0.8879	88.79%
CYP2D6 inhibition	-	0.5449	54.49%
CYP1A2 inhibition	+	0.5808	58.08%
CYP2C8 inhibition	-	0.6202	62.02%
CYP inhibitory promiscuity	-	0.8781	87.81%
UGT catelyzed	+	0.7000	70.00%
Carcinogenicity (binary)	-	0.9900	99.00%
Carcinogenicity (trinary)	Non-required	0.5710	57.10%
Eye corrosion	-	0.9884	98.84%
Eye irritation	-	0.8337	83.37%
Skin irritation	-	0.7518	75.18%
Skin corrosion	-	0.9359	93.59%
Ames mutagenesis	-	0.6400	64.00%
Human Ether-a-go-go-Related Gene inhibition	-	0.6079	60.79%
Micronuclear	+	0.5700	57.00%
Hepatotoxicity	-	0.5199	51.99%
skin sensitisation	-	0.8615	86.15%
Respiratory toxicity	+	0.6778	67.78%
Reproductive toxicity	+	0.9000	90.00%
Mitochondrial toxicity	+	0.7750	77.50%
Nephrotoxicity	-	0.7875	78.75%
Acute Oral Toxicity (c)	III	0.7042	70.42%
Estrogen receptor binding	+	0.8100	81.00%
Androgen receptor binding	+	0.6135	61.35%
Thyroid receptor binding	+	0.5188	51.88%
Glucocorticoid receptor binding	+	0.8239	82.39%
Aromatase binding	+	0.5999	59.99%
PPAR gamma	+	0.7508	75.08%
Honey bee toxicity	-	0.8893	88.93%
Biodegradation	-	0.9250	92.50%
Crustacea aquatic toxicity	-	0.7774	77.74%
Fish aquatic toxicity	+	0.9816	98.16%

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	97.98%	96.09%
CHEMBL2581	P07339	Cathepsin D	95.63%	98.95%
CHEMBL1293249	Q13887	Kruppel-like factor 5	94.24%	86.33%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	94.23%	95.56%
CHEMBL4040	P28482	MAP kinase ERK2	93.24%	83.82%
CHEMBL1255126	O15151	Protein Mdm4	91.08%	90.20%
CHEMBL4208	P20618	Proteasome component C5	88.51%	90.00%
CHEMBL3060	Q9Y345	Glycine transporter 2	82.79%	99.17%
CHEMBL5619	P27695	DNA-(apurinic or apyrimidinic site) lyase	82.61%	91.11%
CHEMBL5845	P23415	Glycine receptor subunit alpha-1	81.56%	90.71%
CHEMBL253	P34972	Cannabinoid CB2 receptor	80.46%	97.25%
CHEMBL1075094	Q16236	Nuclear factor erythroid 2-related factor 2	80.15%	96.00%

Plants that contains it

• Hypecoum leptocarpum

Cross-Links

• PubChem: 100987530
• LOTUS: LTS0073288
• wikiData: Q105143491