7-[(6,7-dimethoxy-2-methyl-3,4-dihydro-1H-isoquinolin-8-yl)oxy]-6-methoxy-2-methyl-3,4-dihydroisoquinolin-1-one

Details

• Internal ID: 68d3e425-bc91-47b4-aea4-9a788fb4ea8f
• Taxonomy: Organoheterocyclic compounds > Isoquinolines and derivatives > Isoquinolones and derivatives
• IUPAC Name: 7-[(6,7-dimethoxy-2-methyl-3,4-dihydro-1H-isoquinolin-8-yl)oxy]-6-methoxy-2-methyl-3,4-dihydroisoquinolin-1-one
• SMILES (Canonical): CN1CCC2=CC(=C(C(=C2C1)OC3=C(C=C4CCN(C(=O)C4=C3)C)OC)OC)OC
• SMILES (Isomeric): CN1CCC2=CC(=C(C(=C2C1)OC3=C(C=C4CCN(C(=O)C4=C3)C)OC)OC)OC
• InChI: InChI=1S/C23H28N2O5/c1-24-8-6-15-11-20(28-4)22(29-5)21(17(15)13-24)30-19-12-16-14(10-18(19)27-3)7-9-25(2)23(16)26/h10-12H,6-9,13H2,1-5H3
• InChI Key: VEEVDSQFFOCSIG-UHFFFAOYSA-N
• Popularity: 1 reference in papers

Physical and Chemical Properties

• Molecular Formula: C₂₃H₂₈N₂O₅
• Molecular Weight: 412.50 g/mol
• Exact Mass: 412.19982200 g/mol
• Topological Polar Surface Area (TPSA): 60.50 Ų
• XlogP: 2.70
• Atomic LogP (AlogP): 3.12
• H-Bond Acceptor: 6
• H-Bond Donor: 0
• Rotatable Bonds: 5

Synonyms

There are no found synonyms.

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	+	0.9551	95.51%
Caco-2	+	0.8870	88.70%
Blood Brain Barrier	+	0.9500	95.00%
Human oral bioavailability	+	0.5571	55.71%
Subcellular localzation	Mitochondria	0.6694	66.94%
OATP2B1 inhibitior	-	1.0000	100.00%
OATP1B1 inhibitior	+	0.9328	93.28%
OATP1B3 inhibitior	+	0.9430	94.30%
MATE1 inhibitior	-	0.8800	88.00%
OCT2 inhibitior	-	0.5500	55.00%
BSEP inhibitior	+	0.8631	86.31%
P-glycoprotein inhibitior	+	0.7421	74.21%
P-glycoprotein substrate	-	0.6252	62.52%
CYP3A4 substrate	+	0.6107	61.07%
CYP2C9 substrate	-	1.0000	100.00%
CYP2D6 substrate	+	0.4736	47.36%
CYP3A4 inhibition	-	0.7835	78.35%
CYP2C9 inhibition	-	0.9725	97.25%
CYP2C19 inhibition	-	0.9283	92.83%
CYP2D6 inhibition	-	0.9771	97.71%
CYP1A2 inhibition	-	0.8322	83.22%
CYP2C8 inhibition	-	0.7952	79.52%
CYP inhibitory promiscuity	-	0.9426	94.26%
UGT catelyzed	-	0.0000	0.00%
Carcinogenicity (binary)	-	0.9700	97.00%
Carcinogenicity (trinary)	Non-required	0.6492	64.92%
Eye corrosion	-	0.9917	99.17%
Eye irritation	-	0.9116	91.16%
Skin irritation	-	0.7969	79.69%
Skin corrosion	-	0.9584	95.84%
Ames mutagenesis	-	0.6100	61.00%
Human Ether-a-go-go-Related Gene inhibition	+	0.8065	80.65%
Micronuclear	+	0.6100	61.00%
Hepatotoxicity	-	0.5625	56.25%
skin sensitisation	-	0.9112	91.12%
Respiratory toxicity	+	0.6333	63.33%
Reproductive toxicity	+	0.8556	85.56%
Mitochondrial toxicity	+	0.6875	68.75%
Nephrotoxicity	-	0.7348	73.48%
Acute Oral Toxicity (c)	III	0.7700	77.00%
Estrogen receptor binding	+	0.7597	75.97%
Androgen receptor binding	+	0.5341	53.41%
Thyroid receptor binding	+	0.6161	61.61%
Glucocorticoid receptor binding	+	0.7845	78.45%
Aromatase binding	+	0.6288	62.88%
PPAR gamma	+	0.5482	54.82%
Honey bee toxicity	-	0.8525	85.25%
Biodegradation	-	0.8500	85.00%
Crustacea aquatic toxicity	+	0.5900	59.00%
Fish aquatic toxicity	+	0.8455	84.55%

Targets

Proven Targets:

No proven targets yet!

Predicted Targets (via Super-PRED):

CHEMBL ID	UniProt ID	Name	Probability	Model accuracy
CHEMBL5697	Q9GZT9	Egl nine homolog 1	98.11%	93.40%
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	97.25%	96.09%
CHEMBL2056	P21728	Dopamine D1 receptor	94.98%	91.00%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	93.73%	95.56%
CHEMBL2535	P11166	Glucose transporter	93.56%	98.75%
CHEMBL1293249	Q13887	Kruppel-like factor 5	92.41%	86.33%
CHEMBL4208	P20618	Proteasome component C5	92.40%	90.00%
CHEMBL3192	Q9BY41	Histone deacetylase 8	91.84%	93.99%
CHEMBL2581	P07339	Cathepsin D	90.71%	98.95%
CHEMBL5747	Q92793	CREB-binding protein	89.61%	95.12%
CHEMBL4303	P08238	Heat shock protein HSP 90-beta	88.55%	96.77%
CHEMBL4302	P08183	P-glycoprotein 1	87.46%	92.98%
CHEMBL5409	Q8TDU6	G-protein coupled bile acid receptor 1	86.53%	93.65%
CHEMBL217	P14416	Dopamine D2 receptor	86.29%	95.62%
CHEMBL2635	P51452	Dual specificity protein phosphatase 3	86.02%	94.00%
CHEMBL4247	Q9UM73	ALK tyrosine kinase receptor	85.17%	96.86%
CHEMBL4261	Q16665	Hypoxia-inducible factor 1 alpha	84.43%	85.14%
CHEMBL1913	P09619	Platelet-derived growth factor receptor beta	83.33%	95.70%
CHEMBL1871	P10275	Androgen Receptor	83.09%	96.43%
CHEMBL3060	Q9Y345	Glycine transporter 2	81.73%	99.17%
CHEMBL4895	P30530	Tyrosine-protein kinase receptor UFO	81.72%	90.95%
CHEMBL5925	P22413	Ectonucleotide pyrophosphatase/phosphodiesterase family member 1	81.01%	92.38%
CHEMBL2085	P14174	Macrophage migration inhibitory factor	80.77%	80.78%
CHEMBL4940	P07195	L-lactate dehydrogenase B chain	80.69%	95.53%

Plants that contains it

• Berberis brandisiana

Cross-Links

• PubChem: 155510763
• LOTUS: LTS0275559
• wikiData: Q105284545