8-[[(1S)-1-[[4-[5-(hydroxymethyl)-2-methoxyphenoxy]phenyl]methyl]-6-methoxy-2-methyl-3,4-dihydro-1H-isoquinolin-7-yl]oxy]-6-methoxy-2-methylisoquinolin-2-ium-7-ol

Details

• Internal ID: 7a001a9b-4a4e-437b-a551-0663a2d1665a
• Taxonomy: Organoheterocyclic compounds > Isoquinolines and derivatives > Benzylisoquinolines
• IUPAC Name: 8-[[(1S)-1-[[4-[5-(hydroxymethyl)-2-methoxyphenoxy]phenyl]methyl]-6-methoxy-2-methyl-3,4-dihydro-1H-isoquinolin-7-yl]oxy]-6-methoxy-2-methylisoquinolin-2-ium-7-ol
• SMILES (Canonical): CN1CCC2=CC(=C(C=C2C1CC3=CC=C(C=C3)OC4=C(C=CC(=C4)CO)OC)OC5=C6C=[N+](C=CC6=CC(=C5O)OC)C)OC
• SMILES (Isomeric): CN1CCC2=CC(=C(C=C2[C@@H]1CC3=CC=C(C=C3)OC4=C(C=CC(=C4)CO)OC)OC5=C6C=[N+](C=CC6=CC(=C5O)OC)C)OC
• InChI: InChI=1S/C37H38N2O7/c1-38-14-12-26-19-35(44-5)36(41)37(29(26)21-38)46-34-20-28-25(18-32(34)43-4)13-15-39(2)30(28)16-23-6-9-27(10-7-23)45-33-17-24(22-40)8-11-31(33)42-3/h6-12,14,17-21,30,40H,13,15-16,22H2,1-5H3/p+1/t30-/m0/s1
• InChI Key: UAVZCUQPBFEPKC-PMERELPUSA-O
• Popularity: 0 references in papers

Physical and Chemical Properties

• Molecular Formula: C₃₇H₃₉N₂O₇+
• Molecular Weight: 623.70 g/mol
• Exact Mass: 623.27572659 g/mol
• Topological Polar Surface Area (TPSA): 93.70 Ų
• XlogP: 5.80
• Atomic LogP (AlogP): 6.24
• H-Bond Acceptor: 8
• H-Bond Donor: 2
• Rotatable Bonds: 10

Synonyms

There are no found synonyms.

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	-	0.5182	51.82%
Caco-2	-	0.7499	74.99%
Blood Brain Barrier	+	0.6250	62.50%
Human oral bioavailability	-	0.5143	51.43%
Subcellular localzation	Mitochondria	0.4557	45.57%
OATP2B1 inhibitior	+	0.5756	57.56%
OATP1B1 inhibitior	+	0.8516	85.16%
OATP1B3 inhibitior	+	0.9312	93.12%
MATE1 inhibitior	-	0.7200	72.00%
OCT2 inhibitior	+	0.5750	57.50%
BSEP inhibitior	+	0.9939	99.39%
P-glycoprotein inhibitior	+	0.9114	91.14%
P-glycoprotein substrate	+	0.7287	72.87%
CYP3A4 substrate	+	0.7244	72.44%
CYP2C9 substrate	-	0.6023	60.23%
CYP2D6 substrate	+	0.4665	46.65%
CYP3A4 inhibition	-	0.8427	84.27%
CYP2C9 inhibition	-	0.9443	94.43%
CYP2C19 inhibition	-	0.9405	94.05%
CYP2D6 inhibition	-	0.9118	91.18%
CYP1A2 inhibition	-	0.8834	88.34%
CYP2C8 inhibition	+	0.8146	81.46%
CYP inhibitory promiscuity	-	0.8470	84.70%
UGT catelyzed	-	0.6000	60.00%
Carcinogenicity (binary)	-	0.9400	94.00%
Carcinogenicity (trinary)	Non-required	0.6215	62.15%
Eye corrosion	-	0.9892	98.92%
Eye irritation	-	0.9293	92.93%
Skin irritation	-	0.7933	79.33%
Skin corrosion	-	0.9488	94.88%
Ames mutagenesis	+	0.5600	56.00%
Human Ether-a-go-go-Related Gene inhibition	+	0.8412	84.12%
Micronuclear	+	0.6200	62.00%
Hepatotoxicity	-	0.6375	63.75%
skin sensitisation	-	0.8854	88.54%
Respiratory toxicity	+	0.7111	71.11%
Reproductive toxicity	+	0.8000	80.00%
Mitochondrial toxicity	+	0.6625	66.25%
Nephrotoxicity	-	0.9383	93.83%
Acute Oral Toxicity (c)	III	0.7461	74.61%
Estrogen receptor binding	+	0.8537	85.37%
Androgen receptor binding	+	0.7289	72.89%
Thyroid receptor binding	+	0.7075	70.75%
Glucocorticoid receptor binding	+	0.8559	85.59%
Aromatase binding	+	0.6237	62.37%
PPAR gamma	+	0.7567	75.67%
Honey bee toxicity	-	0.7851	78.51%
Biodegradation	-	0.9750	97.50%
Crustacea aquatic toxicity	+	0.6200	62.00%
Fish aquatic toxicity	-	0.4367	43.67%

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	98.30%	96.09%
CHEMBL3192	Q9BY41	Histone deacetylase 8	98.04%	93.99%
CHEMBL215	P09917	Arachidonate 5-lipoxygenase	97.30%	92.68%
CHEMBL1951	P21397	Monoamine oxidase A	96.90%	91.49%
CHEMBL4261	Q16665	Hypoxia-inducible factor 1 alpha	96.12%	85.14%
CHEMBL2581	P07339	Cathepsin D	95.50%	98.95%
CHEMBL241	Q14432	Phosphodiesterase 3A	94.39%	92.94%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	93.93%	95.56%
CHEMBL5608	Q16288	NT-3 growth factor receptor	93.67%	95.89%
CHEMBL2730	P21980	Protein-glutamine gamma-glutamyltransferase	93.65%	92.38%
CHEMBL2635	P51452	Dual specificity protein phosphatase 3	93.55%	94.00%
CHEMBL5619	P27695	DNA-(apurinic or apyrimidinic site) lyase	92.40%	91.11%
CHEMBL5747	Q92793	CREB-binding protein	91.63%	95.12%
CHEMBL1293249	Q13887	Kruppel-like factor 5	90.36%	86.33%
CHEMBL2535	P11166	Glucose transporter	89.88%	98.75%
CHEMBL3060	Q9Y345	Glycine transporter 2	89.56%	99.17%
CHEMBL2373	P21730	C5a anaphylatoxin chemotactic receptor	89.27%	92.62%
CHEMBL279	P35968	Vascular endothelial growth factor receptor 2	89.20%	95.52%
CHEMBL4895	P30530	Tyrosine-protein kinase receptor UFO	89.15%	90.95%
CHEMBL1163125	O60885	Bromodomain-containing protein 4	88.74%	97.31%
CHEMBL4203	Q9HAZ1	Dual specificity protein kinase CLK4	88.30%	94.45%
CHEMBL4145	Q9UKV0	Histone deacetylase 9	88.02%	85.49%
CHEMBL2056	P21728	Dopamine D1 receptor	87.71%	91.00%
CHEMBL1907603	Q05586	Glutamate NMDA receptor; GRIN1/GRIN2B	86.85%	95.89%
CHEMBL5469	Q14289	Protein tyrosine kinase 2 beta	86.10%	91.03%
CHEMBL4208	P20618	Proteasome component C5	85.39%	90.00%
CHEMBL5339	Q5NUL3	G-protein coupled receptor 120	84.32%	95.78%
CHEMBL217	P14416	Dopamine D2 receptor	83.66%	95.62%
CHEMBL2243	O00519	Anandamide amidohydrolase	82.85%	97.53%
CHEMBL3137262	O60341	LSD1/CoREST complex	82.40%	97.09%
CHEMBL225	P28335	Serotonin 2c (5-HT2c) receptor	82.11%	89.62%
CHEMBL5555	O00767	Acyl-CoA desaturase	81.85%	97.50%
CHEMBL2085	P14174	Macrophage migration inhibitory factor	81.75%	80.78%
CHEMBL6175	Q9H3R0	Lysine-specific demethylase 4C	80.50%	96.69%

Plants that contains it

• Anaxagorea luzonensis
• Argyreia nervosa
• Bupleurum scorzonerifolium
• Carapichea ipecacuanha
• Croton regelianus
• Elettaria cardamomum
• Erythrina chiriquensis
• Lathyrus aphaca
• Melianthus major
• Orobanche arenaria
• Phoradendron reichenbachianum
• Stephania tetrandra

Cross-Links

• PubChem: 639560
• NPASS: NPC146104