(1S)-1-[[4-[5-[[(1S)-7-hydroxy-6-methoxy-2-methyl-3,4-dihydro-1H-isoquinolin-1-yl]methyl]-2-methoxyphenoxy]phenyl]methyl]-6,7-dimethoxy-2-methyl-3,4-dihydro-1H-isoquinolin-5-ol

Details

• Internal ID: 698243cf-a4d1-4dba-8a03-3ae9202421a8
• Taxonomy: Organoheterocyclic compounds > Isoquinolines and derivatives > Benzylisoquinolines
• IUPAC Name: (1S)-1-[[4-[5-[[(1S)-7-hydroxy-6-methoxy-2-methyl-3,4-dihydro-1H-isoquinolin-1-yl]methyl]-2-methoxyphenoxy]phenyl]methyl]-6,7-dimethoxy-2-methyl-3,4-dihydro-1H-isoquinolin-5-ol
• SMILES (Canonical): CN1CCC2=CC(=C(C=C2C1CC3=CC(=C(C=C3)OC)OC4=CC=C(C=C4)CC5C6=CC(=C(C(=C6CCN5C)O)OC)OC)O)OC
• SMILES (Isomeric): CN1CCC2=CC(=C(C=C2[C@@H]1CC3=CC(=C(C=C3)OC)OC4=CC=C(C=C4)C[C@H]5C6=CC(=C(C(=C6CCN5C)O)OC)OC)O)OC
• InChI: InChI=1S/C38H44N2O7/c1-39-15-13-25-20-34(44-4)32(41)21-28(25)30(39)18-24-9-12-33(43-3)35(19-24)47-26-10-7-23(8-11-26)17-31-29-22-36(45-5)38(46-6)37(42)27(29)14-16-40(31)2/h7-12,19-22,30-31,41-42H,13-18H2,1-6H3/t30-,31-/m0/s1
• InChI Key: RRBKPDNMJPPISI-CONSDPRKSA-N
• Popularity: 2 references in papers

Physical and Chemical Properties

• Molecular Formula: C₃₈H₄₄N₂O₇
• Molecular Weight: 640.80 g/mol
• Exact Mass: 640.31485175 g/mol
• Topological Polar Surface Area (TPSA): 93.10 Ų
• XlogP: 6.30
• Atomic LogP (AlogP): 6.47
• H-Bond Acceptor: 9
• H-Bond Donor: 2
• Rotatable Bonds: 10

Synonyms

• CHEMBL445049
• 64235-41-2

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	+	0.7714	77.14%
Caco-2	-	0.7599	75.99%
Blood Brain Barrier	+	0.6000	60.00%
Human oral bioavailability	-	0.5857	58.57%
Subcellular localzation	Mitochondria	0.5855	58.55%
OATP2B1 inhibitior	+	0.5793	57.93%
OATP1B1 inhibitior	+	0.9136	91.36%
OATP1B3 inhibitior	+	0.9238	92.38%
MATE1 inhibitior	-	0.8000	80.00%
OCT2 inhibitior	-	0.6000	60.00%
BSEP inhibitior	+	0.9822	98.22%
P-glycoprotein inhibitior	+	0.9052	90.52%
P-glycoprotein substrate	+	0.5524	55.24%
CYP3A4 substrate	+	0.7104	71.04%
CYP2C9 substrate	+	0.7865	78.65%
CYP2D6 substrate	+	0.7818	78.18%
CYP3A4 inhibition	-	0.9404	94.04%
CYP2C9 inhibition	-	0.9396	93.96%
CYP2C19 inhibition	-	0.9462	94.62%
CYP2D6 inhibition	-	0.7933	79.33%
CYP1A2 inhibition	-	0.8439	84.39%
CYP2C8 inhibition	+	0.7829	78.29%
CYP inhibitory promiscuity	-	0.9645	96.45%
UGT catelyzed	+	0.8000	80.00%
Carcinogenicity (binary)	-	0.9800	98.00%
Carcinogenicity (trinary)	Non-required	0.6741	67.41%
Eye corrosion	-	0.9913	99.13%
Eye irritation	-	0.9278	92.78%
Skin irritation	-	0.7725	77.25%
Skin corrosion	-	0.9470	94.70%
Ames mutagenesis	-	0.5600	56.00%
Human Ether-a-go-go-Related Gene inhibition	+	0.8891	88.91%
Micronuclear	+	0.5700	57.00%
Hepatotoxicity	-	0.8625	86.25%
skin sensitisation	-	0.9026	90.26%
Respiratory toxicity	+	0.6000	60.00%
Reproductive toxicity	+	0.8778	87.78%
Mitochondrial toxicity	+	0.7375	73.75%
Nephrotoxicity	-	0.9353	93.53%
Acute Oral Toxicity (c)	III	0.7043	70.43%
Estrogen receptor binding	+	0.8013	80.13%
Androgen receptor binding	+	0.7133	71.33%
Thyroid receptor binding	+	0.6475	64.75%
Glucocorticoid receptor binding	+	0.7759	77.59%
Aromatase binding	+	0.6004	60.04%
PPAR gamma	+	0.6925	69.25%
Honey bee toxicity	-	0.8312	83.12%
Biodegradation	-	0.9750	97.50%
Crustacea aquatic toxicity	+	0.6700	67.00%
Fish aquatic toxicity	+	0.8482	84.82%

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	99.34%	96.09%
CHEMBL4261	Q16665	Hypoxia-inducible factor 1 alpha	97.83%	85.14%
CHEMBL5619	P27695	DNA-(apurinic or apyrimidinic site) lyase	96.10%	91.11%
CHEMBL261	P00915	Carbonic anhydrase I	95.27%	96.76%
CHEMBL5608	Q16288	NT-3 growth factor receptor	94.91%	95.89%
CHEMBL2635	P51452	Dual specificity protein phosphatase 3	94.57%	94.00%
CHEMBL1907603	Q05586	Glutamate NMDA receptor; GRIN1/GRIN2B	94.44%	95.89%
CHEMBL4208	P20618	Proteasome component C5	94.41%	90.00%
CHEMBL3192	Q9BY41	Histone deacetylase 8	94.31%	93.99%
CHEMBL2056	P21728	Dopamine D1 receptor	93.67%	91.00%
CHEMBL2581	P07339	Cathepsin D	93.40%	98.95%
CHEMBL5747	Q92793	CREB-binding protein	92.66%	95.12%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	92.48%	95.56%
CHEMBL215	P09917	Arachidonate 5-lipoxygenase	91.48%	92.68%
CHEMBL1293249	Q13887	Kruppel-like factor 5	91.36%	86.33%
CHEMBL3060	Q9Y345	Glycine transporter 2	91.22%	99.17%
CHEMBL4203	Q9HAZ1	Dual specificity protein kinase CLK4	91.17%	94.45%
CHEMBL2535	P11166	Glucose transporter	90.13%	98.75%
CHEMBL5469	Q14289	Protein tyrosine kinase 2 beta	89.46%	91.03%
CHEMBL217	P14416	Dopamine D2 receptor	86.24%	95.62%
CHEMBL1163125	O60885	Bromodomain-containing protein 4	85.45%	97.31%
CHEMBL2373	P21730	C5a anaphylatoxin chemotactic receptor	85.41%	92.62%
CHEMBL1951	P21397	Monoamine oxidase A	85.41%	91.49%
CHEMBL3474	P14555	Phospholipase A2 group IIA	85.06%	94.05%
CHEMBL241	Q14432	Phosphodiesterase 3A	84.69%	92.94%
CHEMBL4895	P30530	Tyrosine-protein kinase receptor UFO	83.80%	90.95%
CHEMBL3820	P35557	Hexokinase type IV	83.32%	91.96%
CHEMBL5339	Q5NUL3	G-protein coupled receptor 120	82.77%	95.78%
CHEMBL5409	Q8TDU6	G-protein coupled bile acid receptor 1	82.28%	93.65%
CHEMBL5697	Q9GZT9	Egl nine homolog 1	82.13%	93.40%
CHEMBL3438	Q05513	Protein kinase C zeta	81.87%	88.48%
CHEMBL2041	P07949	Tyrosine-protein kinase receptor RET	80.87%	91.79%
CHEMBL4835	P00338	L-lactate dehydrogenase A chain	80.71%	95.34%

Plants that contains it

• Coleonema pulchellum
• Tamarix chinensis
• Thalictrum cultratum
• Thalictrum minus

Cross-Links

• PubChem: 44584030
• NPASS: NPC286119
• LOTUS: LTS0007341
• wikiData: Q104396179