4-[[(1R)-6,7-dimethoxy-2-methyl-3,4-dihydro-1H-isoquinolin-1-yl]methyl]-2-[4-[(6,7-dimethoxy-2-methyl-3,4-dihydro-1H-isoquinolin-1-yl)methyl]phenoxy]phenol

Details

• Internal ID: d218064a-ab33-4351-ad3d-4ab9f359ee9d
• Taxonomy: Organoheterocyclic compounds > Isoquinolines and derivatives > Benzylisoquinolines
• IUPAC Name: 4-[[(1R)-6,7-dimethoxy-2-methyl-3,4-dihydro-1H-isoquinolin-1-yl]methyl]-2-[4-[(6,7-dimethoxy-2-methyl-3,4-dihydro-1H-isoquinolin-1-yl)methyl]phenoxy]phenol
• SMILES (Canonical): CN1CCC2=CC(=C(C=C2C1CC3=CC=C(C=C3)OC4=C(C=CC(=C4)CC5C6=CC(=C(C=C6CCN5C)OC)OC)O)OC)OC
• SMILES (Isomeric): CN1CCC2=CC(=C(C=C2[C@H]1CC3=CC(=C(C=C3)O)OC4=CC=C(C=C4)CC5C6=CC(=C(C=C6CCN5C)OC)OC)OC)OC
• InChI: InChI=1S/C38H44N2O6/c1-39-15-13-26-20-35(42-3)37(44-5)22-29(26)31(39)17-24-7-10-28(11-8-24)46-34-19-25(9-12-33(34)41)18-32-30-23-38(45-6)36(43-4)21-27(30)14-16-40(32)2/h7-12,19-23,31-32,41H,13-18H2,1-6H3/t31?,32-/m1/s1
• InChI Key: AQASRZOCERRGBL-IADGFXSZSA-N
• Popularity: 90 references in papers

Physical and Chemical Properties

• Molecular Formula: C₃₈H₄₄N₂O₆
• Molecular Weight: 624.80 g/mol
• Exact Mass: 624.31993713 g/mol
• Topological Polar Surface Area (TPSA): 72.90 Ų
• XlogP: 6.70
• Atomic LogP (AlogP): 6.76
• H-Bond Acceptor: 8
• H-Bond Donor: 1
• Rotatable Bonds: 10

Synonyms

• 524-17-4
• C38H44N2O6
• SCHEMBL677474
• AKOS015965146
• AC-20217
• AC-34010

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	+	0.8871	88.71%
Caco-2	-	0.7621	76.21%
Blood Brain Barrier	+	0.7500	75.00%
Human oral bioavailability	-	0.5286	52.86%
Subcellular localzation	Mitochondria	0.6826	68.26%
OATP2B1 inhibitior	+	0.7173	71.73%
OATP1B1 inhibitior	+	0.9326	93.26%
OATP1B3 inhibitior	+	0.9426	94.26%
MATE1 inhibitior	-	0.8000	80.00%
OCT2 inhibitior	+	0.5500	55.00%
BSEP inhibitior	+	0.9801	98.01%
P-glycoprotein inhibitior	+	0.9283	92.83%
P-glycoprotein substrate	-	0.5649	56.49%
CYP3A4 substrate	+	0.6711	67.11%
CYP2C9 substrate	+	0.7865	78.65%
CYP2D6 substrate	+	0.7818	78.18%
CYP3A4 inhibition	-	0.8911	89.11%
CYP2C9 inhibition	-	0.9629	96.29%
CYP2C19 inhibition	-	0.9532	95.32%
CYP2D6 inhibition	-	0.6629	66.29%
CYP1A2 inhibition	-	0.8719	87.19%
CYP2C8 inhibition	+	0.5616	56.16%
CYP inhibitory promiscuity	-	0.9386	93.86%
UGT catelyzed	+	0.7000	70.00%
Carcinogenicity (binary)	-	1.0000	100.00%
Carcinogenicity (trinary)	Non-required	0.6884	68.84%
Eye corrosion	-	0.9930	99.30%
Eye irritation	-	0.9227	92.27%
Skin irritation	-	0.7729	77.29%
Skin corrosion	-	0.9491	94.91%
Ames mutagenesis	-	0.5600	56.00%
Human Ether-a-go-go-Related Gene inhibition	+	0.8916	89.16%
Micronuclear	+	0.5100	51.00%
Hepatotoxicity	-	0.8324	83.24%
skin sensitisation	-	0.9042	90.42%
Respiratory toxicity	+	0.6111	61.11%
Reproductive toxicity	+	0.8222	82.22%
Mitochondrial toxicity	+	0.6875	68.75%
Nephrotoxicity	-	0.8257	82.57%
Acute Oral Toxicity (c)	III	0.7974	79.74%
Estrogen receptor binding	+	0.8052	80.52%
Androgen receptor binding	+	0.7439	74.39%
Thyroid receptor binding	+	0.5849	58.49%
Glucocorticoid receptor binding	+	0.7425	74.25%
Aromatase binding	+	0.6064	60.64%
PPAR gamma	+	0.7045	70.45%
Honey bee toxicity	-	0.8656	86.56%
Biodegradation	-	0.9750	97.50%
Crustacea aquatic toxicity	+	0.7100	71.00%
Fish aquatic toxicity	+	0.8123	81.23%

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	99.13%	96.09%
CHEMBL1907603	Q05586	Glutamate NMDA receptor; GRIN1/GRIN2B	94.14%	95.89%
CHEMBL5608	Q16288	NT-3 growth factor receptor	94.06%	95.89%
CHEMBL5619	P27695	DNA-(apurinic or apyrimidinic site) lyase	93.99%	91.11%
CHEMBL4208	P20618	Proteasome component C5	93.97%	90.00%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	93.20%	95.56%
CHEMBL2581	P07339	Cathepsin D	92.83%	98.95%
CHEMBL4261	Q16665	Hypoxia-inducible factor 1 alpha	91.96%	85.14%
CHEMBL2635	P51452	Dual specificity protein phosphatase 3	91.57%	94.00%
CHEMBL3192	Q9BY41	Histone deacetylase 8	91.20%	93.99%
CHEMBL5469	Q14289	Protein tyrosine kinase 2 beta	91.16%	91.03%
CHEMBL2535	P11166	Glucose transporter	90.40%	98.75%
CHEMBL3060	Q9Y345	Glycine transporter 2	89.50%	99.17%
CHEMBL1951	P21397	Monoamine oxidase A	88.79%	91.49%
CHEMBL261	P00915	Carbonic anhydrase I	88.65%	96.76%
CHEMBL1293249	Q13887	Kruppel-like factor 5	87.88%	86.33%
CHEMBL2373	P21730	C5a anaphylatoxin chemotactic receptor	87.72%	92.62%
CHEMBL241	Q14432	Phosphodiesterase 3A	87.66%	92.94%
CHEMBL2056	P21728	Dopamine D1 receptor	86.36%	91.00%
CHEMBL2041	P07949	Tyrosine-protein kinase receptor RET	84.18%	91.79%
CHEMBL5697	Q9GZT9	Egl nine homolog 1	84.17%	93.40%
CHEMBL5747	Q92793	CREB-binding protein	83.97%	95.12%
CHEMBL4203	Q9HAZ1	Dual specificity protein kinase CLK4	83.54%	94.45%
CHEMBL4895	P30530	Tyrosine-protein kinase receptor UFO	82.61%	90.95%
CHEMBL1860	P10827	Thyroid hormone receptor alpha	81.59%	99.15%

Plants that contains it

• Akebia quinata
• Akebia trifoliata
• Andrographis paniculata
• Aristolochia contorta
• Boschniakia rossica
• Brucea javanica
• Caltha palustris
• Caragana sinica
• Cardiopetalum calophyllum
• Cistanche deserticola
• Citrus medica
• Echinops grijsii
• Eleutherococcus senticosus
• Gastrodia elata
• Menispermum canadense
• Menispermum dauricum
• Oplopanax elatus
• Panax ginseng
• Patrinia scabiosifolia
• Pinellia ternata
• Prunus arborea var. montana
• Pulsatilla chinensis
• Rehmannia glutinosa
• Salvia miltiorrhiza
• Saposhnikovia divaricata
• Taraxacum officinale
• Urtica dioica

Cross-Links

• PubChem: 45358120
• NPASS: NPC220089
• LOTUS: LTS0133591
• wikiData: Q104402407