8-methoxy-4-[(1R,3R)-8-methoxy-1,3-dimethyl-1,2,3,4-tetrahydroisoquinolin-7-yl]-6-methylnaphthalen-1-ol

Details

• Internal ID: 5b08296c-5ca0-463d-8312-b4b03b52feb8
• Taxonomy: Organoheterocyclic compounds > Isoquinolines and derivatives > Naphthylisoquinolines
• IUPAC Name: 8-methoxy-4-[(1R,3R)-8-methoxy-1,3-dimethyl-1,2,3,4-tetrahydroisoquinolin-7-yl]-6-methylnaphthalen-1-ol
• SMILES (Canonical): CC1CC2=C(C(N1)C)C(=C(C=C2)C3=C4C=C(C=C(C4=C(C=C3)O)OC)C)OC
• SMILES (Isomeric): C[C@@H]1CC2=C([C@H](N1)C)C(=C(C=C2)C3=C4C=C(C=C(C4=C(C=C3)O)OC)C)OC
• InChI: InChI=1S/C24H27NO3/c1-13-10-19-17(8-9-20(26)23(19)21(11-13)27-4)18-7-6-16-12-14(2)25-15(3)22(16)24(18)28-5/h6-11,14-15,25-26H,12H2,1-5H3/t14-,15-/m1/s1
• InChI Key: PSQRLJSFQLSOAR-HUUCEWRRSA-N
• Popularity: 0 references in papers

Physical and Chemical Properties

• Molecular Formula: C₂₄H₂₇NO₃
• Molecular Weight: 377.50 g/mol
• Exact Mass: 377.19909372 g/mol
• Topological Polar Surface Area (TPSA): 50.70 Ų
• XlogP: 5.00
• Atomic LogP (AlogP): 5.13
• H-Bond Acceptor: 4
• H-Bond Donor: 2
• Rotatable Bonds: 3

Synonyms

There are no found synonyms.

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	+	0.9916	99.16%
Caco-2	+	0.8011	80.11%
Blood Brain Barrier	-	0.5250	52.50%
Human oral bioavailability	+	0.5429	54.29%
Subcellular localzation	Mitochondria	0.6572	65.72%
OATP2B1 inhibitior	-	0.8664	86.64%
OATP1B1 inhibitior	+	0.8976	89.76%
OATP1B3 inhibitior	+	0.9578	95.78%
MATE1 inhibitior	-	0.9400	94.00%
OCT2 inhibitior	-	0.8000	80.00%
BSEP inhibitior	+	0.9543	95.43%
P-glycoprotein inhibitior	+	0.6149	61.49%
P-glycoprotein substrate	+	0.6163	61.63%
CYP3A4 substrate	+	0.6019	60.19%
CYP2C9 substrate	-	0.7713	77.13%
CYP2D6 substrate	+	0.7329	73.29%
CYP3A4 inhibition	-	0.7812	78.12%
CYP2C9 inhibition	-	0.5721	57.21%
CYP2C19 inhibition	+	0.5599	55.99%
CYP2D6 inhibition	+	0.5133	51.33%
CYP1A2 inhibition	-	0.6484	64.84%
CYP2C8 inhibition	+	0.6082	60.82%
CYP inhibitory promiscuity	+	0.5664	56.64%
UGT catelyzed	-	0.6000	60.00%
Carcinogenicity (binary)	-	0.9100	91.00%
Carcinogenicity (trinary)	Non-required	0.5347	53.47%
Eye corrosion	-	0.9936	99.36%
Eye irritation	-	0.8801	88.01%
Skin irritation	-	0.8300	83.00%
Skin corrosion	-	0.9160	91.60%
Ames mutagenesis	+	0.5663	56.63%
Human Ether-a-go-go-Related Gene inhibition	+	0.7684	76.84%
Micronuclear	+	0.5900	59.00%
Hepatotoxicity	-	0.5875	58.75%
skin sensitisation	-	0.9224	92.24%
Respiratory toxicity	+	0.7111	71.11%
Reproductive toxicity	+	0.8111	81.11%
Mitochondrial toxicity	+	0.6875	68.75%
Nephrotoxicity	-	0.9189	91.89%
Acute Oral Toxicity (c)	III	0.4964	49.64%
Estrogen receptor binding	+	0.8493	84.93%
Androgen receptor binding	+	0.6741	67.41%
Thyroid receptor binding	+	0.7723	77.23%
Glucocorticoid receptor binding	+	0.8213	82.13%
Aromatase binding	+	0.7180	71.80%
PPAR gamma	+	0.8385	83.85%
Honey bee toxicity	-	0.8368	83.68%
Biodegradation	-	0.9500	95.00%
Crustacea aquatic toxicity	+	0.5900	59.00%
Fish aquatic toxicity	-	0.3628	36.28%

Targets

Proven Targets:

No proven targets yet!

Predicted Targets (via Super-PRED):

CHEMBL ID	UniProt ID	Name	Probability	Model accuracy
CHEMBL5619	P27695	DNA-(apurinic or apyrimidinic site) lyase	99.16%	91.11%
CHEMBL1951	P21397	Monoamine oxidase A	98.27%	91.49%
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	97.53%	96.09%
CHEMBL2041	P07949	Tyrosine-protein kinase receptor RET	95.01%	91.79%
CHEMBL241	Q14432	Phosphodiesterase 3A	93.23%	92.94%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	93.02%	95.56%
CHEMBL213	P08588	Beta-1 adrenergic receptor	92.54%	95.56%
CHEMBL1163125	O60885	Bromodomain-containing protein 4	90.68%	97.31%
CHEMBL2581	P07339	Cathepsin D	89.80%	98.95%
CHEMBL2535	P11166	Glucose transporter	88.91%	98.75%
CHEMBL225	P28335	Serotonin 2c (5-HT2c) receptor	88.58%	89.62%
CHEMBL4793	Q86TI2	Dipeptidyl peptidase IX	88.42%	96.95%
CHEMBL4208	P20618	Proteasome component C5	87.33%	90.00%
CHEMBL3137262	O60341	LSD1/CoREST complex	87.27%	97.09%
CHEMBL2635	P51452	Dual specificity protein phosphatase 3	86.56%	94.00%
CHEMBL3060	Q9Y345	Glycine transporter 2	85.88%	99.17%
CHEMBL1860	P10827	Thyroid hormone receptor alpha	85.36%	99.15%
CHEMBL5608	Q16288	NT-3 growth factor receptor	85.06%	95.89%
CHEMBL1806	P11388	DNA topoisomerase II alpha	84.24%	89.00%
CHEMBL3438	Q05513	Protein kinase C zeta	84.23%	88.48%
CHEMBL5747	Q92793	CREB-binding protein	82.68%	95.12%
CHEMBL3880	P07900	Heat shock protein HSP 90-alpha	82.52%	96.21%
CHEMBL5903	Q04771	Activin receptor type-1	81.77%	89.93%
CHEMBL3192	Q9BY41	Histone deacetylase 8	80.66%	93.99%
CHEMBL4581	P52732	Kinesin-like protein 1	80.02%	93.18%

Plants that contains it

• Triphyophyllum peltatum

Cross-Links

• PubChem: 9907741
• LOTUS: LTS0180435
• wikiData: Q105214350