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

Details

• Internal ID: 0af1ef4a-18ef-42dd-9c25-4befd28709ae
• Taxonomy: Organoheterocyclic compounds > Isoquinolines and derivatives > Naphthylisoquinolines
• IUPAC Name: (1R,3R)-7-(4,5-dimethoxy-2-methylnaphthalen-1-yl)-1,2,3-trimethyl-3,4-dihydro-1H-isoquinolin-8-ol
• SMILES (Canonical): CC1CC2=C(C(N1C)C)C(=C(C=C2)C3=C4C=CC=C(C4=C(C=C3C)OC)OC)O
• SMILES (Isomeric): C[C@@H]1CC2=C([C@H](N1C)C)C(=C(C=C2)C3=C4C=CC=C(C4=C(C=C3C)OC)OC)O
• InChI: InChI=1S/C25H29NO3/c1-14-12-21(29-6)24-18(8-7-9-20(24)28-5)22(14)19-11-10-17-13-15(2)26(4)16(3)23(17)25(19)27/h7-12,15-16,27H,13H2,1-6H3/t15-,16-/m1/s1
• InChI Key: ZSYADESMHZOJRK-HZPDHXFCSA-N
• Popularity: 1 reference in papers

Physical and Chemical Properties

• Molecular Formula: C₂₅H₂₉NO₃
• Molecular Weight: 391.50 g/mol
• Exact Mass: 391.21474379 g/mol
• Topological Polar Surface Area (TPSA): 41.90 Ų
• XlogP: 5.50
• Atomic LogP (AlogP): 5.48
• H-Bond Acceptor: 4
• H-Bond Donor: 1
• Rotatable Bonds: 3

Synonyms

There are no found synonyms.

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	+	0.9662	96.62%
Caco-2	+	0.7906	79.06%
Blood Brain Barrier	+	0.6000	60.00%
Human oral bioavailability	+	0.5714	57.14%
Subcellular localzation	Mitochondria	0.6114	61.14%
OATP2B1 inhibitior	-	1.0000	100.00%
OATP1B1 inhibitior	+	0.8750	87.50%
OATP1B3 inhibitior	+	0.9555	95.55%
MATE1 inhibitior	-	0.8200	82.00%
OCT2 inhibitior	-	0.6750	67.50%
BSEP inhibitior	+	0.9766	97.66%
P-glycoprotein inhibitior	+	0.6823	68.23%
P-glycoprotein substrate	+	0.7324	73.24%
CYP3A4 substrate	+	0.7039	70.39%
CYP2C9 substrate	-	0.6000	60.00%
CYP2D6 substrate	+	0.8078	80.78%
CYP3A4 inhibition	-	0.7016	70.16%
CYP2C9 inhibition	-	0.8130	81.30%
CYP2C19 inhibition	-	0.6301	63.01%
CYP2D6 inhibition	+	0.5000	50.00%
CYP1A2 inhibition	+	0.5779	57.79%
CYP2C8 inhibition	+	0.4878	48.78%
CYP inhibitory promiscuity	-	0.6229	62.29%
UGT catelyzed	-	0.5000	50.00%
Carcinogenicity (binary)	-	0.9600	96.00%
Carcinogenicity (trinary)	Non-required	0.5198	51.98%
Eye corrosion	-	0.9922	99.22%
Eye irritation	-	0.8635	86.35%
Skin irritation	-	0.8025	80.25%
Skin corrosion	-	0.9358	93.58%
Ames mutagenesis	+	0.6063	60.63%
Human Ether-a-go-go-Related Gene inhibition	+	0.8793	87.93%
Micronuclear	-	0.5100	51.00%
Hepatotoxicity	-	0.6250	62.50%
skin sensitisation	-	0.9137	91.37%
Respiratory toxicity	+	0.8333	83.33%
Reproductive toxicity	+	0.7778	77.78%
Mitochondrial toxicity	+	0.8000	80.00%
Nephrotoxicity	-	0.9538	95.38%
Acute Oral Toxicity (c)	III	0.6264	62.64%
Estrogen receptor binding	+	0.7445	74.45%
Androgen receptor binding	+	0.5604	56.04%
Thyroid receptor binding	+	0.7775	77.75%
Glucocorticoid receptor binding	+	0.8907	89.07%
Aromatase binding	+	0.6773	67.73%
PPAR gamma	+	0.6208	62.08%
Honey bee toxicity	-	0.8827	88.27%
Biodegradation	-	1.0000	100.00%
Crustacea aquatic toxicity	+	0.6200	62.00%
Fish aquatic toxicity	+	0.8659	86.59%

Targets

Proven Targets:

No proven targets yet!

Predicted Targets (via Super-PRED):

CHEMBL ID	UniProt ID	Name	Probability	Model accuracy
CHEMBL2581	P07339	Cathepsin D	98.70%	98.95%
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	96.97%	96.09%
CHEMBL5619	P27695	DNA-(apurinic or apyrimidinic site) lyase	96.88%	91.11%
CHEMBL225	P28335	Serotonin 2c (5-HT2c) receptor	96.23%	89.62%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	95.81%	95.56%
CHEMBL1951	P21397	Monoamine oxidase A	95.74%	91.49%
CHEMBL220	P22303	Acetylcholinesterase	94.48%	94.45%
CHEMBL1293249	Q13887	Kruppel-like factor 5	93.94%	86.33%
CHEMBL2535	P11166	Glucose transporter	92.72%	98.75%
CHEMBL5608	Q16288	NT-3 growth factor receptor	92.72%	95.89%
CHEMBL217	P14416	Dopamine D2 receptor	92.55%	95.62%
CHEMBL1907	P15144	Aminopeptidase N	90.83%	93.31%
CHEMBL1806	P11388	DNA topoisomerase II alpha	90.51%	89.00%
CHEMBL1163125	O60885	Bromodomain-containing protein 4	90.37%	97.31%
CHEMBL3192	Q9BY41	Histone deacetylase 8	89.05%	93.99%
CHEMBL4208	P20618	Proteasome component C5	87.35%	90.00%
CHEMBL3060	Q9Y345	Glycine transporter 2	87.27%	99.17%
CHEMBL1860	P10827	Thyroid hormone receptor alpha	86.89%	99.15%
CHEMBL2337	P48067	Glycine transporter 1	85.95%	95.45%
CHEMBL2413	P32246	C-C chemokine receptor type 1	85.72%	89.50%
CHEMBL2635	P51452	Dual specificity protein phosphatase 3	85.66%	94.00%
CHEMBL2041	P07949	Tyrosine-protein kinase receptor RET	85.16%	91.79%
CHEMBL2056	P21728	Dopamine D1 receptor	85.01%	91.00%
CHEMBL3359	P21462	Formyl peptide receptor 1	84.25%	93.56%
CHEMBL2146302	O94925	Glutaminase kidney isoform, mitochondrial	83.95%	100.00%
CHEMBL2335	P42785	Lysosomal Pro-X carboxypeptidase	83.92%	100.00%
CHEMBL4306	P22460	Voltage-gated potassium channel subunit Kv1.5	82.97%	94.03%
CHEMBL2378	P30307	Dual specificity phosphatase Cdc25C	82.62%	96.67%
CHEMBL2373	P21730	C5a anaphylatoxin chemotactic receptor	82.41%	92.62%
CHEMBL1795185	Q58F21	Bromodomain testis-specific protein	82.35%	89.76%
CHEMBL1075094	Q16236	Nuclear factor erythroid 2-related factor 2	81.52%	96.00%
CHEMBL4478	Q00975	Voltage-gated N-type calcium channel alpha-1B subunit	80.85%	97.14%
CHEMBL4581	P52732	Kinesin-like protein 1	80.27%	93.18%
CHEMBL4657	Q6V1X1	Dipeptidyl peptidase VIII	80.12%	97.21%

Plants that contains it

• Ancistrocladus abbreviatus
• Ancistrocladus barteri
• Dioncophyllum thollonii
• Habropetalum dawei

Cross-Links

• PubChem: 14844756
• LOTUS: LTS0239645
• wikiData: Q104389800