Thaliracebine

Details

• Internal ID: fcff9d32-85c2-4b2b-9c60-cb77e352b3bd
• Taxonomy: Organoheterocyclic compounds > Isoquinolines and derivatives > Benzylisoquinolines
• IUPAC Name: (5S)-5-[[4-[5-[[(1S)-6,7-dimethoxy-2-methyl-3,4-dihydro-1H-isoquinolin-1-yl]methyl]-2-methoxyphenoxy]phenyl]methyl]-9-methoxy-6-methyl-7,8-dihydro-5H-[1,3]dioxolo[4,5-g]isoquinoline
• SMILES (Canonical): CN1CCC2=CC(=C(C=C2C1CC3=CC(=C(C=C3)OC)OC4=CC=C(C=C4)CC5C6=CC7=C(C(=C6CCN5C)OC)OCO7)OC)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=CC7=C(C(=C6CCN5C)OC)OCO7)OC)OC
• InChI: InChI=1S/C39H44N2O7/c1-40-15-13-26-20-34(43-4)35(44-5)21-29(26)31(40)18-25-9-12-33(42-3)36(19-25)48-27-10-7-24(8-11-27)17-32-30-22-37-39(47-23-46-37)38(45-6)28(30)14-16-41(32)2/h7-12,19-22,31-32H,13-18,23H2,1-6H3/t31-,32-/m0/s1
• InChI Key: DNVRACCNTZAQFE-ACHIHNKUSA-N
• Popularity: 1 reference in papers

Physical and Chemical Properties

• Molecular Formula: C₃₉H₄₄N₂O₇
• Molecular Weight: 652.80 g/mol
• Exact Mass: 652.31485175 g/mol
• Topological Polar Surface Area (TPSA): 71.10 Ų
• XlogP: 6.90
• Atomic LogP (AlogP): 6.79
• H-Bond Acceptor: 9
• H-Bond Donor: 0
• Rotatable Bonds: 10

Synonyms

• 67591-63-3
• 1,3-Dioxolo(4,5-g)isoquinoline, 5,6,7,8-tetrahydro-9-methoxy-5-((4-(2-methoxy-5-((1,2,3,4-tetrahydro-6,7-dimethoxy-2-methyl-1-isoquinolinyl)methyl)phenoxy)phenyl)methyl)-6-methyl-, (S-(R*,R*))-
• DTXSID20217916

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	+	0.8883	88.83%
Caco-2	-	0.6941	69.41%
Blood Brain Barrier	+	0.8500	85.00%
Human oral bioavailability	-	0.5429	54.29%
Subcellular localzation	Mitochondria	0.3883	38.83%
OATP2B1 inhibitior	-	0.5604	56.04%
OATP1B1 inhibitior	+	0.9190	91.90%
OATP1B3 inhibitior	+	0.9376	93.76%
MATE1 inhibitior	-	0.8400	84.00%
OCT2 inhibitior	-	0.5500	55.00%
BSEP inhibitior	+	0.9905	99.05%
P-glycoprotein inhibitior	+	0.9396	93.96%
P-glycoprotein substrate	-	0.5301	53.01%
CYP3A4 substrate	+	0.7063	70.63%
CYP2C9 substrate	-	0.6106	61.06%
CYP2D6 substrate	+	0.6657	66.57%
CYP3A4 inhibition	-	0.5476	54.76%
CYP2C9 inhibition	-	0.8738	87.38%
CYP2C19 inhibition	-	0.6952	69.52%
CYP2D6 inhibition	-	0.5714	57.14%
CYP1A2 inhibition	-	0.8323	83.23%
CYP2C8 inhibition	+	0.6620	66.20%
CYP inhibitory promiscuity	-	0.5288	52.88%
UGT catelyzed	-	0.0000	0.00%
Carcinogenicity (binary)	-	0.9800	98.00%
Carcinogenicity (trinary)	Non-required	0.5965	59.65%
Eye corrosion	-	0.9905	99.05%
Eye irritation	-	0.9321	93.21%
Skin irritation	-	0.8182	81.82%
Skin corrosion	-	0.9517	95.17%
Ames mutagenesis	+	0.5400	54.00%
Human Ether-a-go-go-Related Gene inhibition	+	0.9405	94.05%
Micronuclear	-	0.5400	54.00%
Hepatotoxicity	-	0.7750	77.50%
skin sensitisation	-	0.8828	88.28%
Respiratory toxicity	+	0.6111	61.11%
Reproductive toxicity	+	0.8556	85.56%
Mitochondrial toxicity	+	0.7375	73.75%
Nephrotoxicity	-	0.7403	74.03%
Acute Oral Toxicity (c)	III	0.7651	76.51%
Estrogen receptor binding	+	0.7733	77.33%
Androgen receptor binding	+	0.7175	71.75%
Thyroid receptor binding	+	0.6037	60.37%
Glucocorticoid receptor binding	+	0.7915	79.15%
Aromatase binding	+	0.6026	60.26%
PPAR gamma	+	0.6844	68.44%
Honey bee toxicity	-	0.7404	74.04%
Biodegradation	-	0.9250	92.50%
Crustacea aquatic toxicity	+	0.6000	60.00%
Fish aquatic toxicity	+	0.9357	93.57%

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	98.97%	96.09%
CHEMBL261	P00915	Carbonic anhydrase I	98.54%	96.76%
CHEMBL4303	P08238	Heat shock protein HSP 90-beta	96.74%	96.77%
CHEMBL5747	Q92793	CREB-binding protein	95.84%	95.12%
CHEMBL3192	Q9BY41	Histone deacetylase 8	95.69%	93.99%
CHEMBL4261	Q16665	Hypoxia-inducible factor 1 alpha	95.61%	85.14%
CHEMBL1907603	Q05586	Glutamate NMDA receptor; GRIN1/GRIN2B	95.51%	95.89%
CHEMBL5608	Q16288	NT-3 growth factor receptor	93.89%	95.89%
CHEMBL2373	P21730	C5a anaphylatoxin chemotactic receptor	93.69%	92.62%
CHEMBL4203	Q9HAZ1	Dual specificity protein kinase CLK4	93.51%	94.45%
CHEMBL2635	P51452	Dual specificity protein phosphatase 3	93.17%	94.00%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	93.03%	95.56%
CHEMBL4208	P20618	Proteasome component C5	92.33%	90.00%
CHEMBL2581	P07339	Cathepsin D	92.26%	98.95%
CHEMBL1293249	Q13887	Kruppel-like factor 5	92.25%	86.33%
CHEMBL4895	P30530	Tyrosine-protein kinase receptor UFO	91.94%	90.95%
CHEMBL2535	P11166	Glucose transporter	91.12%	98.75%
CHEMBL5697	Q9GZT9	Egl nine homolog 1	89.63%	93.40%
CHEMBL1966	Q02127	Dihydroorotate dehydrogenase	88.93%	96.09%
CHEMBL205	P00918	Carbonic anhydrase II	88.77%	98.44%
CHEMBL5339	Q5NUL3	G-protein coupled receptor 120	88.48%	95.78%
CHEMBL6175	Q9H3R0	Lysine-specific demethylase 4C	86.63%	96.69%
CHEMBL264	Q9Y5N1	Histamine H3 receptor	86.03%	91.43%
CHEMBL253	P34972	Cannabinoid CB2 receptor	85.27%	97.25%
CHEMBL3060	Q9Y345	Glycine transporter 2	84.86%	99.17%
CHEMBL3024	P53350	Serine/threonine-protein kinase PLK1	84.59%	97.43%
CHEMBL2056	P21728	Dopamine D1 receptor	83.48%	91.00%
CHEMBL3137262	O60341	LSD1/CoREST complex	83.27%	97.09%
CHEMBL5555	O00767	Acyl-CoA desaturase	82.64%	97.50%
CHEMBL4330	Q9NS75	Cysteinyl leukotriene receptor 2	82.34%	98.00%
CHEMBL2730	P21980	Protein-glutamine gamma-glutamyltransferase	82.28%	92.38%
CHEMBL5203	P33316	dUTP pyrophosphatase	82.23%	99.18%
CHEMBL5311	P37023	Serine/threonine-protein kinase receptor R3	82.07%	82.67%
CHEMBL5619	P27695	DNA-(apurinic or apyrimidinic site) lyase	82.02%	91.11%
CHEMBL5469	Q14289	Protein tyrosine kinase 2 beta	81.79%	91.03%
CHEMBL4940	P07195	L-lactate dehydrogenase B chain	81.66%	95.53%
CHEMBL2413	P32246	C-C chemokine receptor type 1	81.48%	89.50%
CHEMBL3474	P14555	Phospholipase A2 group IIA	81.40%	94.05%

Plants that contains it

• Thalictrum atriplex
• Thalictrum faberi

Cross-Links

• PubChem: 5321915
• NPASS: NPC164846
• LOTUS: LTS0107819
• wikiData: Q83094622