1-[[4-[2-Hydroxy-5-[(7-hydroxy-6-methoxy-1,2,3,4-tetrahydroisoquinolin-1-yl)methyl]phenoxy]phenyl]methyl]-6-methoxy-1,2,3,4-tetrahydroisoquinolin-7-ol

Details

• Internal ID: ade571a2-7342-4815-b556-b6c5a5fba117
• Taxonomy: Organoheterocyclic compounds > Isoquinolines and derivatives > Benzylisoquinolines
• IUPAC Name: 1-[[4-[2-hydroxy-5-[(7-hydroxy-6-methoxy-1,2,3,4-tetrahydroisoquinolin-1-yl)methyl]phenoxy]phenyl]methyl]-6-methoxy-1,2,3,4-tetrahydroisoquinolin-7-ol
• SMILES (Canonical): COC1=C(C=C2C(NCCC2=C1)CC3=CC=C(C=C3)OC4=C(C=CC(=C4)CC5C6=CC(=C(C=C6CCN5)OC)O)O)O
• SMILES (Isomeric): COC1=C(C=C2C(NCCC2=C1)CC3=CC=C(C=C3)OC4=C(C=CC(=C4)CC5C6=CC(=C(C=C6CCN5)OC)O)O)O
• InChI: InChI=1S/C34H36N2O6/c1-40-32-16-22-9-11-35-27(25(22)18-30(32)38)13-20-3-6-24(7-4-20)42-34-15-21(5-8-29(34)37)14-28-26-19-31(39)33(41-2)17-23(26)10-12-36-28/h3-8,15-19,27-28,35-39H,9-14H2,1-2H3
• InChI Key: DUBVXSGAOWUPMY-UHFFFAOYSA-N
• Popularity: 0 references in papers

Physical and Chemical Properties

• Molecular Formula: C₃₄H₃₆N₂O₆
• Molecular Weight: 568.70 g/mol
• Exact Mass: 568.25733687 g/mol
• Topological Polar Surface Area (TPSA): 112.00 Ų
• XlogP: 5.10
• Atomic LogP (AlogP): 5.47
• H-Bond Acceptor: 8
• H-Bond Donor: 5
• Rotatable Bonds: 8

Synonyms

There are no found synonyms.

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	+	0.9084	90.84%
Caco-2	-	0.8411	84.11%
Blood Brain Barrier	+	0.6000	60.00%
Human oral bioavailability	+	0.5571	55.71%
Subcellular localzation	Mitochondria	0.7251	72.51%
OATP2B1 inhibitior	+	0.5766	57.66%
OATP1B1 inhibitior	+	0.9289	92.89%
OATP1B3 inhibitior	+	0.9472	94.72%
MATE1 inhibitior	-	0.9000	90.00%
OCT2 inhibitior	-	0.6500	65.00%
BSEP inhibitior	+	0.9471	94.71%
P-glycoprotein inhibitior	+	0.8578	85.78%
P-glycoprotein substrate	-	0.5182	51.82%
CYP3A4 substrate	+	0.6261	62.61%
CYP2C9 substrate	-	0.6285	62.85%
CYP2D6 substrate	+	0.7052	70.52%
CYP3A4 inhibition	-	0.8539	85.39%
CYP2C9 inhibition	-	0.9151	91.51%
CYP2C19 inhibition	-	0.7347	73.47%
CYP2D6 inhibition	-	0.5463	54.63%
CYP1A2 inhibition	-	0.5929	59.29%
CYP2C8 inhibition	+	0.7692	76.92%
CYP inhibitory promiscuity	-	0.8142	81.42%
UGT catelyzed	+	0.9000	90.00%
Carcinogenicity (binary)	-	0.9700	97.00%
Carcinogenicity (trinary)	Non-required	0.7293	72.93%
Eye corrosion	-	0.9880	98.80%
Eye irritation	-	0.9395	93.95%
Skin irritation	-	0.7047	70.47%
Skin corrosion	-	0.9305	93.05%
Ames mutagenesis	-	0.6500	65.00%
Human Ether-a-go-go-Related Gene inhibition	+	0.8877	88.77%
Micronuclear	+	0.5500	55.00%
Hepatotoxicity	-	0.8324	83.24%
skin sensitisation	-	0.8862	88.62%
Respiratory toxicity	+	0.7222	72.22%
Reproductive toxicity	+	0.8111	81.11%
Mitochondrial toxicity	+	0.7625	76.25%
Nephrotoxicity	-	0.8637	86.37%
Acute Oral Toxicity (c)	III	0.5968	59.68%
Estrogen receptor binding	+	0.7838	78.38%
Androgen receptor binding	+	0.7299	72.99%
Thyroid receptor binding	+	0.6054	60.54%
Glucocorticoid receptor binding	+	0.6640	66.40%
Aromatase binding	-	0.5000	50.00%
PPAR gamma	+	0.6916	69.16%
Honey bee toxicity	-	0.8498	84.98%
Biodegradation	-	0.9500	95.00%
Crustacea aquatic toxicity	+	0.6351	63.51%
Fish aquatic toxicity	-	0.6644	66.44%

Targets

Proven Targets:

No proven targets yet!

Predicted Targets (via Super-PRED):

CHEMBL ID	UniProt ID	Name	Probability	Model accuracy
CHEMBL5619	P27695	DNA-(apurinic or apyrimidinic site) lyase	98.94%	91.11%
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	98.69%	96.09%
CHEMBL4203	Q9HAZ1	Dual specificity protein kinase CLK4	95.51%	94.45%
CHEMBL3137262	O60341	LSD1/CoREST complex	94.12%	97.09%
CHEMBL3060	Q9Y345	Glycine transporter 2	93.08%	99.17%
CHEMBL5608	Q16288	NT-3 growth factor receptor	92.10%	95.89%
CHEMBL3192	Q9BY41	Histone deacetylase 8	90.97%	93.99%
CHEMBL2635	P51452	Dual specificity protein phosphatase 3	90.92%	94.00%
CHEMBL1860	P10827	Thyroid hormone receptor alpha	90.78%	99.15%
CHEMBL1907603	Q05586	Glutamate NMDA receptor; GRIN1/GRIN2B	90.02%	95.89%
CHEMBL213	P08588	Beta-1 adrenergic receptor	88.88%	95.56%
CHEMBL2373	P21730	C5a anaphylatoxin chemotactic receptor	88.76%	92.62%
CHEMBL2535	P11166	Glucose transporter	88.44%	98.75%
CHEMBL4208	P20618	Proteasome component C5	88.24%	90.00%
CHEMBL1293249	Q13887	Kruppel-like factor 5	87.99%	86.33%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	87.57%	95.56%
CHEMBL5469	Q14289	Protein tyrosine kinase 2 beta	87.49%	91.03%
CHEMBL2581	P07339	Cathepsin D	87.22%	98.95%
CHEMBL4793	Q86TI2	Dipeptidyl peptidase IX	85.27%	96.95%
CHEMBL241	Q14432	Phosphodiesterase 3A	84.89%	92.94%
CHEMBL3438	Q05513	Protein kinase C zeta	83.25%	88.48%
CHEMBL1966	Q02127	Dihydroorotate dehydrogenase	82.69%	96.09%
CHEMBL226	P30542	Adenosine A1 receptor	81.45%	95.93%

Plants that contains it

• Xylopia parviflora

Cross-Links

• PubChem: 13895817
• LOTUS: LTS0265671
• wikiData: Q104989160