(1S,9S)-14-[[(1S)-1-[(4-hydroxyphenyl)methyl]-6-methoxy-2-methyl-3,4-dihydro-1H-isoquinolin-7-yl]oxy]-5,12,13-trimethoxy-17-methyl-17-azatetracyclo[7.7.1.02,7.010,15]heptadeca-2,4,6,10,12,14-hexaen-4-ol

Details

• Internal ID: dcbbd2bc-d67f-4db3-8bec-11b854caf94a
• Taxonomy: Organoheterocyclic compounds > Isoquinolines and derivatives > Benzylisoquinolines
• IUPAC Name: (1S,9S)-14-[[(1S)-1-[(4-hydroxyphenyl)methyl]-6-methoxy-2-methyl-3,4-dihydro-1H-isoquinolin-7-yl]oxy]-5,12,13-trimethoxy-17-methyl-17-azatetracyclo[7.7.1.02,7.010,15]heptadeca-2,4,6,10,12,14-hexaen-4-ol
• SMILES (Canonical): CN1CCC2=CC(=C(C=C2C1CC3=CC=C(C=C3)O)OC4=C5CC6C7=CC(=C(C=C7CC(C5=CC(=C4OC)OC)N6C)OC)O)OC
• SMILES (Isomeric): CN1CCC2=CC(=C(C=C2[C@@H]1CC3=CC=C(C=C3)O)OC4=C5C[C@H]6C7=CC(=C(C=C7C[C@@H](C5=CC(=C4OC)OC)N6C)OC)O)OC
• InChI: InChI=1S/C38H42N2O7/c1-39-12-11-22-15-34(44-4)35(19-26(22)29(39)13-21-7-9-24(41)10-8-21)47-37-28-17-31-25-18-32(42)33(43-3)16-23(25)14-30(40(31)2)27(28)20-36(45-5)38(37)46-6/h7-10,15-16,18-20,29-31,41-42H,11-14,17H2,1-6H3/t29-,30-,31-/m0/s1
• InChI Key: WQYVZFLXYIOFCT-CHQNGUEUSA-N
• Popularity: 1 reference in papers

Physical and Chemical Properties

• Molecular Formula: C₃₈H₄₂N₂O₇
• Molecular Weight: 638.70 g/mol
• Exact Mass: 638.29920168 g/mol
• Topological Polar Surface Area (TPSA): 93.10 Ų
• XlogP: 6.00
• Atomic LogP (AlogP): 6.52
• H-Bond Acceptor: 9
• H-Bond Donor: 2
• Rotatable Bonds: 8

Synonyms

There are no found synonyms.

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	+	0.8220	82.20%
Caco-2	-	0.7117	71.17%
Blood Brain Barrier	+	0.6750	67.50%
Human oral bioavailability	-	0.7429	74.29%
Subcellular localzation	Mitochondria	0.6290	62.90%
OATP2B1 inhibitior	-	0.5728	57.28%
OATP1B1 inhibitior	+	0.8839	88.39%
OATP1B3 inhibitior	+	0.9295	92.95%
MATE1 inhibitior	-	0.8000	80.00%
OCT2 inhibitior	-	0.5750	57.50%
BSEP inhibitior	+	0.9944	99.44%
P-glycoprotein inhibitior	+	0.9009	90.09%
P-glycoprotein substrate	+	0.7115	71.15%
CYP3A4 substrate	+	0.7086	70.86%
CYP2C9 substrate	+	0.7865	78.65%
CYP2D6 substrate	+	0.7818	78.18%
CYP3A4 inhibition	-	0.9367	93.67%
CYP2C9 inhibition	-	0.9557	95.57%
CYP2C19 inhibition	-	0.9346	93.46%
CYP2D6 inhibition	-	0.6032	60.32%
CYP1A2 inhibition	-	0.7524	75.24%
CYP2C8 inhibition	+	0.7888	78.88%
CYP inhibitory promiscuity	-	0.9289	92.89%
UGT catelyzed	-	0.5000	50.00%
Carcinogenicity (binary)	-	1.0000	100.00%
Carcinogenicity (trinary)	Non-required	0.6875	68.75%
Eye corrosion	-	0.9919	99.19%
Eye irritation	-	0.9219	92.19%
Skin irritation	-	0.7894	78.94%
Skin corrosion	-	0.9455	94.55%
Ames mutagenesis	-	0.5700	57.00%
Human Ether-a-go-go-Related Gene inhibition	+	0.8850	88.50%
Micronuclear	+	0.5600	56.00%
Hepatotoxicity	-	0.7772	77.72%
skin sensitisation	-	0.8981	89.81%
Respiratory toxicity	+	0.6556	65.56%
Reproductive toxicity	+	0.7889	78.89%
Mitochondrial toxicity	+	0.5500	55.00%
Nephrotoxicity	-	0.8643	86.43%
Acute Oral Toxicity (c)	III	0.7650	76.50%
Estrogen receptor binding	+	0.8363	83.63%
Androgen receptor binding	+	0.6709	67.09%
Thyroid receptor binding	+	0.6336	63.36%
Glucocorticoid receptor binding	+	0.8622	86.22%
Aromatase binding	+	0.6303	63.03%
PPAR gamma	+	0.7584	75.84%
Honey bee toxicity	-	0.7556	75.56%
Biodegradation	-	0.9750	97.50%
Crustacea aquatic toxicity	+	0.5800	58.00%
Fish aquatic toxicity	+	0.8460	84.60%

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	99.58%	96.09%
CHEMBL4261	Q16665	Hypoxia-inducible factor 1 alpha	99.54%	85.14%
CHEMBL2581	P07339	Cathepsin D	98.60%	98.95%
CHEMBL217	P14416	Dopamine D2 receptor	96.42%	95.62%
CHEMBL2535	P11166	Glucose transporter	95.41%	98.75%
CHEMBL261	P00915	Carbonic anhydrase I	95.40%	96.76%
CHEMBL1907603	Q05586	Glutamate NMDA receptor; GRIN1/GRIN2B	95.21%	95.89%
CHEMBL4203	Q9HAZ1	Dual specificity protein kinase CLK4	94.20%	94.45%
CHEMBL5608	Q16288	NT-3 growth factor receptor	93.74%	95.89%
CHEMBL3060	Q9Y345	Glycine transporter 2	92.63%	99.17%
CHEMBL3192	Q9BY41	Histone deacetylase 8	92.33%	93.99%
CHEMBL225	P28335	Serotonin 2c (5-HT2c) receptor	90.74%	89.62%
CHEMBL5747	Q92793	CREB-binding protein	90.17%	95.12%
CHEMBL5619	P27695	DNA-(apurinic or apyrimidinic site) lyase	90.11%	91.11%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	89.08%	95.56%
CHEMBL2056	P21728	Dopamine D1 receptor	88.79%	91.00%
CHEMBL3438	Q05513	Protein kinase C zeta	88.16%	88.48%
CHEMBL1293249	Q13887	Kruppel-like factor 5	88.10%	86.33%
CHEMBL4835	P00338	L-lactate dehydrogenase A chain	87.87%	95.34%
CHEMBL5697	Q9GZT9	Egl nine homolog 1	87.59%	93.40%
CHEMBL5966	P55899	IgG receptor FcRn large subunit p51	87.43%	90.93%
CHEMBL2413	P32246	C-C chemokine receptor type 1	86.97%	89.50%
CHEMBL2635	P51452	Dual specificity protein phosphatase 3	86.90%	94.00%
CHEMBL5852	Q96P65	Pyroglutamylated RFamide peptide receptor	85.47%	85.00%
CHEMBL4208	P20618	Proteasome component C5	85.32%	90.00%
CHEMBL6175	Q9H3R0	Lysine-specific demethylase 4C	82.59%	96.69%
CHEMBL5469	Q14289	Protein tyrosine kinase 2 beta	82.46%	91.03%
CHEMBL253	P34972	Cannabinoid CB2 receptor	82.41%	97.25%
CHEMBL2041	P07949	Tyrosine-protein kinase receptor RET	82.24%	91.79%
CHEMBL2274	Q9H228	Sphingosine 1-phosphate receptor Edg-8	81.44%	100.00%
CHEMBL4940	P07195	L-lactate dehydrogenase B chain	81.10%	95.53%
CHEMBL1951	P21397	Monoamine oxidase A	81.04%	91.49%

Plants that contains it

There are no matching plants.

Cross-Links

• PubChem: 101935947
• LOTUS: LTS0224264
• wikiData: Q105311071