O-methylthalibrine

Details

• Internal ID: e78184b6-863c-4dbc-ba94-159c38180bee
• Taxonomy: Organoheterocyclic compounds > Isoquinolines and derivatives > Benzylisoquinolines
• IUPAC Name: (1S)-1-[[4-[5-[[(1S)-6,7-dimethoxy-2-methyl-3,4-dihydro-1H-isoquinolin-1-yl]methyl]-2-methoxyphenoxy]phenyl]methyl]-6,7-dimethoxy-2-methyl-3,4-dihydro-1H-isoquinoline
• SMILES (Canonical): CN1CCC2=CC(=C(C=C2C1CC3=CC=C(C=C3)OC4=C(C=CC(=C4)CC5C6=CC(=C(C=C6CCN5C)OC)OC)OC)OC)OC
• SMILES (Isomeric): CN1CCC2=CC(=C(C=C2[C@@H]1CC3=CC=C(C=C3)OC4=C(C=CC(=C4)C[C@H]5C6=CC(=C(C=C6CCN5C)OC)OC)OC)OC)OC
• InChI: InChI=1S/C39H46N2O6/c1-40-16-14-27-21-35(43-4)37(45-6)23-30(27)32(40)18-25-8-11-29(12-9-25)47-39-20-26(10-13-34(39)42-3)19-33-31-24-38(46-7)36(44-5)22-28(31)15-17-41(33)2/h8-13,20-24,32-33H,14-19H2,1-7H3/t32-,33-/m0/s1
• InChI Key: UHYCXSGUNAWVBW-LQJZCPKCSA-N
• Popularity: 0 references in papers

Physical and Chemical Properties

• Molecular Formula: C₃₉H₄₆N₂O₆
• Molecular Weight: 638.80 g/mol
• Exact Mass: 638.33558719 g/mol
• Topological Polar Surface Area (TPSA): 61.90 Ų
• XlogP: 7.00
• Atomic LogP (AlogP): 7.07
• H-Bond Acceptor: 8
• H-Bond Donor: 0
• Rotatable Bonds: 11

Synonyms

• 59654-05-6
• CHEMBL447344
• DTXSID30975055
• CHEBI:188627
• (1S)-1-[[4-[5-[[(1S)-6,7-dimethoxy-2-methyl-3,4-dihydro-1H-isoquinolin-1-yl]methyl]-2-methoxyphenoxy]phenyl]methyl]-6,7-dimethoxy-2-methyl-3,4-dihydro-1H-isoquinoline
• 1-[(4-{5-[(6,7-Dimethoxy-2-methyl-1,2,3,4-tetrahydroisoquinolin-1-yl)methyl]-2-methoxyphenoxy}phenyl)methyl]-6,7-dimethoxy-2-methyl-1,2,3,4-tetrahydroisoquinoline

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	+	0.9378	93.78%
Caco-2	-	0.7037	70.37%
Blood Brain Barrier	+	0.7500	75.00%
Human oral bioavailability	+	0.5857	58.57%
Subcellular localzation	Mitochondria	0.6251	62.51%
OATP2B1 inhibitior	-	0.5604	56.04%
OATP1B1 inhibitior	+	0.9385	93.85%
OATP1B3 inhibitior	+	0.9455	94.55%
MATE1 inhibitior	-	0.9000	90.00%
OCT2 inhibitior	+	0.5750	57.50%
BSEP inhibitior	+	0.9911	99.11%
P-glycoprotein inhibitior	+	0.9387	93.87%
P-glycoprotein substrate	+	0.5000	50.00%
CYP3A4 substrate	+	0.6820	68.20%
CYP2C9 substrate	+	0.7825	78.25%
CYP2D6 substrate	+	0.8198	81.98%
CYP3A4 inhibition	-	0.8640	86.40%
CYP2C9 inhibition	-	0.9643	96.43%
CYP2C19 inhibition	-	0.9619	96.19%
CYP2D6 inhibition	-	0.6883	68.83%
CYP1A2 inhibition	-	0.9089	90.89%
CYP2C8 inhibition	+	0.5188	51.88%
CYP inhibitory promiscuity	-	0.8948	89.48%
UGT catelyzed	-	0.0000	0.00%
Carcinogenicity (binary)	-	1.0000	100.00%
Carcinogenicity (trinary)	Non-required	0.6616	66.16%
Eye corrosion	-	0.9931	99.31%
Eye irritation	-	0.9275	92.75%
Skin irritation	-	0.7775	77.75%
Skin corrosion	-	0.9508	95.08%
Ames mutagenesis	-	0.6500	65.00%
Human Ether-a-go-go-Related Gene inhibition	+	0.9502	95.02%
Micronuclear	-	0.5200	52.00%
Hepatotoxicity	-	0.8000	80.00%
skin sensitisation	-	0.9090	90.90%
Respiratory toxicity	+	0.5667	56.67%
Reproductive toxicity	+	0.8000	80.00%
Mitochondrial toxicity	+	0.6875	68.75%
Nephrotoxicity	-	0.7821	78.21%
Acute Oral Toxicity (c)	III	0.7965	79.65%
Estrogen receptor binding	+	0.7874	78.74%
Androgen receptor binding	+	0.7364	73.64%
Thyroid receptor binding	+	0.6109	61.09%
Glucocorticoid receptor binding	+	0.7928	79.28%
Aromatase binding	+	0.5991	59.91%
PPAR gamma	+	0.6753	67.53%
Honey bee toxicity	-	0.8421	84.21%
Biodegradation	-	0.9500	95.00%
Crustacea aquatic toxicity	+	0.7000	70.00%
Fish aquatic toxicity	+	0.8556	85.56%

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	99.09%	96.09%
CHEMBL5608	Q16288	NT-3 growth factor receptor	94.82%	95.89%
CHEMBL1907603	Q05586	Glutamate NMDA receptor; GRIN1/GRIN2B	94.53%	95.89%
CHEMBL3192	Q9BY41	Histone deacetylase 8	94.04%	93.99%
CHEMBL4261	Q16665	Hypoxia-inducible factor 1 alpha	93.78%	85.14%
CHEMBL2581	P07339	Cathepsin D	93.00%	98.95%
CHEMBL5747	Q92793	CREB-binding protein	92.83%	95.12%
CHEMBL4208	P20618	Proteasome component C5	92.11%	90.00%
CHEMBL261	P00915	Carbonic anhydrase I	91.72%	96.76%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	90.44%	95.56%
CHEMBL2635	P51452	Dual specificity protein phosphatase 3	90.42%	94.00%
CHEMBL1293249	Q13887	Kruppel-like factor 5	89.95%	86.33%
CHEMBL2535	P11166	Glucose transporter	89.40%	98.75%
CHEMBL4895	P30530	Tyrosine-protein kinase receptor UFO	88.57%	90.95%
CHEMBL264	Q9Y5N1	Histamine H3 receptor	86.03%	91.43%
CHEMBL241	Q14432	Phosphodiesterase 3A	85.34%	92.94%
CHEMBL3060	Q9Y345	Glycine transporter 2	85.29%	99.17%
CHEMBL5469	Q14289	Protein tyrosine kinase 2 beta	85.07%	91.03%
CHEMBL2056	P21728	Dopamine D1 receptor	84.34%	91.00%
CHEMBL2373	P21730	C5a anaphylatoxin chemotactic receptor	83.77%	92.62%
CHEMBL4203	Q9HAZ1	Dual specificity protein kinase CLK4	83.12%	94.45%
CHEMBL253	P34972	Cannabinoid CB2 receptor	82.43%	97.25%
CHEMBL5339	Q5NUL3	G-protein coupled receptor 120	80.99%	95.78%
CHEMBL6175	Q9H3R0	Lysine-specific demethylase 4C	80.44%	96.69%
CHEMBL5697	Q9GZT9	Egl nine homolog 1	80.25%	93.40%
CHEMBL215	P09917	Arachidonate 5-lipoxygenase	80.17%	92.68%
CHEMBL5203	P33316	dUTP pyrophosphatase	80.08%	99.18%

Plants that contains it

• Thalictrum minus

Cross-Links

• PubChem: 185953
• LOTUS: LTS0273734
• wikiData: Q82959550