7-(4,5-dimethoxy-2-methylnaphthalen-1-yl)-8-methoxy-1,2,3-trimethyl-3,4-dihydro-1H-isoquinolin-6-ol

Details

• Internal ID: fd2a2620-e86b-4f24-b2d6-73e8c2384f39
• Taxonomy: Organoheterocyclic compounds > Isoquinolines and derivatives > Naphthylisoquinolines
• IUPAC Name: 7-(4,5-dimethoxy-2-methylnaphthalen-1-yl)-8-methoxy-1,2,3-trimethyl-3,4-dihydro-1H-isoquinolin-6-ol
• SMILES (Canonical): CC1CC2=CC(=C(C(=C2C(N1C)C)OC)C3=C4C=CC=C(C4=C(C=C3C)OC)OC)O
• SMILES (Isomeric): CC1CC2=CC(=C(C(=C2C(N1C)C)OC)C3=C4C=CC=C(C4=C(C=C3C)OC)OC)O
• InChI: InChI=1S/C26H31NO4/c1-14-11-21(30-6)24-18(9-8-10-20(24)29-5)22(14)25-19(28)13-17-12-15(2)27(4)16(3)23(17)26(25)31-7/h8-11,13,15-16,28H,12H2,1-7H3
• InChI Key: JITCIHHOZPFUCR-UHFFFAOYSA-N
• Popularity: 0 references in papers

Physical and Chemical Properties

• Molecular Formula: C₂₆H₃₁NO₄
• Molecular Weight: 421.50 g/mol
• Exact Mass: 421.22530847 g/mol
• Topological Polar Surface Area (TPSA): 51.20 Ų
• XlogP: 5.40
• Atomic LogP (AlogP): 5.48
• H-Bond Acceptor: 5
• H-Bond Donor: 1
• Rotatable Bonds: 4

Synonyms

There are no found synonyms.

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	+	0.9383	93.83%
Caco-2	+	0.7523	75.23%
Blood Brain Barrier	-	0.5250	52.50%
Human oral bioavailability	+	0.5857	58.57%
Subcellular localzation	Mitochondria	0.5066	50.66%
OATP2B1 inhibitior	-	1.0000	100.00%
OATP1B1 inhibitior	+	0.9231	92.31%
OATP1B3 inhibitior	+	0.9532	95.32%
MATE1 inhibitior	-	0.8200	82.00%
OCT2 inhibitior	-	0.7361	73.61%
BSEP inhibitior	+	0.9425	94.25%
P-glycoprotein inhibitior	+	0.6988	69.88%
P-glycoprotein substrate	+	0.5063	50.63%
CYP3A4 substrate	+	0.6714	67.14%
CYP2C9 substrate	-	0.6000	60.00%
CYP2D6 substrate	+	0.8078	80.78%
CYP3A4 inhibition	-	0.5715	57.15%
CYP2C9 inhibition	-	0.8044	80.44%
CYP2C19 inhibition	-	0.6772	67.72%
CYP2D6 inhibition	+	0.5192	51.92%
CYP1A2 inhibition	-	0.5263	52.63%
CYP2C8 inhibition	+	0.4685	46.85%
CYP inhibitory promiscuity	-	0.6576	65.76%
UGT catelyzed	-	0.5000	50.00%
Carcinogenicity (binary)	-	0.9600	96.00%
Carcinogenicity (trinary)	Non-required	0.5298	52.98%
Eye corrosion	-	0.9919	99.19%
Eye irritation	-	0.8257	82.57%
Skin irritation	-	0.8060	80.60%
Skin corrosion	-	0.9388	93.88%
Ames mutagenesis	+	0.6063	60.63%
Human Ether-a-go-go-Related Gene inhibition	+	0.8717	87.17%
Micronuclear	+	0.5200	52.00%
Hepatotoxicity	-	0.6448	64.48%
skin sensitisation	-	0.9203	92.03%
Respiratory toxicity	+	0.7556	75.56%
Reproductive toxicity	+	0.7778	77.78%
Mitochondrial toxicity	+	0.7375	73.75%
Nephrotoxicity	-	0.9393	93.93%
Acute Oral Toxicity (c)	III	0.6349	63.49%
Estrogen receptor binding	+	0.7585	75.85%
Androgen receptor binding	-	0.5000	50.00%
Thyroid receptor binding	+	0.7624	76.24%
Glucocorticoid receptor binding	+	0.8840	88.40%
Aromatase binding	+	0.6569	65.69%
PPAR gamma	+	0.5688	56.88%
Honey bee toxicity	-	0.8640	86.40%
Biodegradation	-	0.9750	97.50%
Crustacea aquatic toxicity	+	0.6000	60.00%
Fish aquatic toxicity	+	0.8885	88.85%

Targets

Proven Targets:

No proven targets yet!

Predicted Targets (via Super-PRED):

CHEMBL ID	UniProt ID	Name	Probability	Model accuracy
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	96.87%	95.56%
CHEMBL2581	P07339	Cathepsin D	96.62%	98.95%
CHEMBL3192	Q9BY41	Histone deacetylase 8	95.79%	93.99%
CHEMBL2535	P11166	Glucose transporter	95.37%	98.75%
CHEMBL225	P28335	Serotonin 2c (5-HT2c) receptor	95.33%	89.62%
CHEMBL5619	P27695	DNA-(apurinic or apyrimidinic site) lyase	94.98%	91.11%
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	94.95%	96.09%
CHEMBL1293249	Q13887	Kruppel-like factor 5	93.27%	86.33%
CHEMBL1860	P10827	Thyroid hormone receptor alpha	91.49%	99.15%
CHEMBL217	P14416	Dopamine D2 receptor	91.43%	95.62%
CHEMBL1163125	O60885	Bromodomain-containing protein 4	91.29%	97.31%
CHEMBL1806	P11388	DNA topoisomerase II alpha	90.99%	89.00%
CHEMBL3359	P21462	Formyl peptide receptor 1	90.14%	93.56%
CHEMBL5608	Q16288	NT-3 growth factor receptor	88.78%	95.89%
CHEMBL2056	P21728	Dopamine D1 receptor	88.12%	91.00%
CHEMBL2635	P51452	Dual specificity protein phosphatase 3	87.52%	94.00%
CHEMBL1914	P06276	Butyrylcholinesterase	86.69%	95.00%
CHEMBL2146302	O94925	Glutaminase kidney isoform, mitochondrial	86.60%	100.00%
CHEMBL220	P22303	Acetylcholinesterase	86.45%	94.45%
CHEMBL4478	Q00975	Voltage-gated N-type calcium channel alpha-1B subunit	86.05%	97.14%
CHEMBL4306	P22460	Voltage-gated potassium channel subunit Kv1.5	85.97%	94.03%
CHEMBL213	P08588	Beta-1 adrenergic receptor	85.80%	95.56%
CHEMBL4203	Q9HAZ1	Dual specificity protein kinase CLK4	85.43%	94.45%
CHEMBL2335	P42785	Lysosomal Pro-X carboxypeptidase	84.95%	100.00%
CHEMBL4208	P20618	Proteasome component C5	84.17%	90.00%
CHEMBL1795185	Q58F21	Bromodomain testis-specific protein	83.48%	89.76%
CHEMBL4657	Q6V1X1	Dipeptidyl peptidase VIII	83.07%	97.21%
CHEMBL1951	P21397	Monoamine oxidase A	82.97%	91.49%
CHEMBL3060	Q9Y345	Glycine transporter 2	82.58%	99.17%
CHEMBL2413	P32246	C-C chemokine receptor type 1	81.93%	89.50%
CHEMBL3038477	P67870	Casein kinase II alpha/beta	81.65%	99.23%
CHEMBL2373	P21730	C5a anaphylatoxin chemotactic receptor	81.32%	92.62%
CHEMBL2041	P07949	Tyrosine-protein kinase receptor RET	81.15%	91.79%

Plants that contains it

• Ancistrocladus tectorius

Cross-Links

• PubChem: 162963746
• LOTUS: LTS0117640
• wikiData: Q105129309