(1S)-1-[(3-hydroxy-4-methoxyphenyl)methyl]-7-methoxy-2-methyl-3,4-dihydro-1H-isoquinolin-8-ol

Details

• Internal ID: e3a58f3d-2c5f-46e6-bdf2-6098b4f09ee4
• Taxonomy: Organoheterocyclic compounds > Isoquinolines and derivatives > Benzylisoquinolines
• IUPAC Name: (1S)-1-[(3-hydroxy-4-methoxyphenyl)methyl]-7-methoxy-2-methyl-3,4-dihydro-1H-isoquinolin-8-ol
• SMILES (Canonical): CN1CCC2=C(C1CC3=CC(=C(C=C3)OC)O)C(=C(C=C2)OC)O
• SMILES (Isomeric): CN1CCC2=C([C@@H]1CC3=CC(=C(C=C3)OC)O)C(=C(C=C2)OC)O
• InChI: InChI=1S/C19H23NO4/c1-20-9-8-13-5-7-17(24-3)19(22)18(13)14(20)10-12-4-6-16(23-2)15(21)11-12/h4-7,11,14,21-22H,8-10H2,1-3H3/t14-/m0/s1
• InChI Key: KLOWVUBJQSKTTK-AWEZNQCLSA-N
• Popularity: 0 references in papers

Physical and Chemical Properties

• Molecular Formula: C₁₉H₂₃NO₄
• Molecular Weight: 329.40 g/mol
• Exact Mass: 329.16270821 g/mol
• Topological Polar Surface Area (TPSA): 62.20 Ų
• XlogP: 3.00
• Atomic LogP (AlogP): 2.89
• H-Bond Acceptor: 5
• H-Bond Donor: 2
• Rotatable Bonds: 4

Synonyms

There are no found synonyms.

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	+	0.7049	70.49%
Caco-2	+	0.8862	88.62%
Blood Brain Barrier	+	0.6250	62.50%
Human oral bioavailability	-	0.5571	55.71%
Subcellular localzation	Mitochondria	0.7252	72.52%
OATP2B1 inhibitior	-	0.8549	85.49%
OATP1B1 inhibitior	+	0.9353	93.53%
OATP1B3 inhibitior	+	0.9393	93.93%
MATE1 inhibitior	-	0.8600	86.00%
OCT2 inhibitior	-	0.5000	50.00%
BSEP inhibitior	+	0.6911	69.11%
P-glycoprotein inhibitior	-	0.6954	69.54%
P-glycoprotein substrate	+	0.5947	59.47%
CYP3A4 substrate	+	0.6180	61.80%
CYP2C9 substrate	+	0.7825	78.25%
CYP2D6 substrate	+	0.8432	84.32%
CYP3A4 inhibition	-	0.8873	88.73%
CYP2C9 inhibition	-	0.8978	89.78%
CYP2C19 inhibition	-	0.8249	82.49%
CYP2D6 inhibition	+	0.8633	86.33%
CYP1A2 inhibition	+	0.7471	74.71%
CYP2C8 inhibition	-	0.7240	72.40%
CYP inhibitory promiscuity	-	0.8800	88.00%
UGT catelyzed	+	0.8000	80.00%
Carcinogenicity (binary)	-	0.9900	99.00%
Carcinogenicity (trinary)	Non-required	0.6979	69.79%
Eye corrosion	-	0.9929	99.29%
Eye irritation	-	0.9458	94.58%
Skin irritation	-	0.7781	77.81%
Skin corrosion	-	0.9391	93.91%
Ames mutagenesis	+	0.5900	59.00%
Human Ether-a-go-go-Related Gene inhibition	+	0.7638	76.38%
Micronuclear	+	0.5400	54.00%
Hepatotoxicity	-	0.7750	77.50%
skin sensitisation	-	0.8959	89.59%
Respiratory toxicity	+	0.8444	84.44%
Reproductive toxicity	+	0.8556	85.56%
Mitochondrial toxicity	+	0.6375	63.75%
Nephrotoxicity	-	0.9508	95.08%
Acute Oral Toxicity (c)	III	0.7504	75.04%
Estrogen receptor binding	-	0.5774	57.74%
Androgen receptor binding	+	0.5202	52.02%
Thyroid receptor binding	-	0.4938	49.38%
Glucocorticoid receptor binding	+	0.6701	67.01%
Aromatase binding	-	0.6177	61.77%
PPAR gamma	+	0.5893	58.93%
Honey bee toxicity	-	0.8933	89.33%
Biodegradation	-	0.9500	95.00%
Crustacea aquatic toxicity	+	0.5900	59.00%
Fish aquatic toxicity	+	0.8890	88.90%

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	99.27%	96.09%
CHEMBL261	P00915	Carbonic anhydrase I	94.96%	96.76%
CHEMBL5608	Q16288	NT-3 growth factor receptor	94.83%	95.89%
CHEMBL1951	P21397	Monoamine oxidase A	93.00%	91.49%
CHEMBL2581	P07339	Cathepsin D	92.23%	98.95%
CHEMBL5619	P27695	DNA-(apurinic or apyrimidinic site) lyase	91.92%	91.11%
CHEMBL2635	P51452	Dual specificity protein phosphatase 3	91.35%	94.00%
CHEMBL1907603	Q05586	Glutamate NMDA receptor; GRIN1/GRIN2B	91.23%	95.89%
CHEMBL4208	P20618	Proteasome component C5	90.71%	90.00%
CHEMBL3192	Q9BY41	Histone deacetylase 8	90.14%	93.99%
CHEMBL4040	P28482	MAP kinase ERK2	89.28%	83.82%
CHEMBL241	Q14432	Phosphodiesterase 3A	88.77%	92.94%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	88.28%	95.56%
CHEMBL1293249	Q13887	Kruppel-like factor 5	87.73%	86.33%
CHEMBL4261	Q16665	Hypoxia-inducible factor 1 alpha	87.38%	85.14%
CHEMBL5697	Q9GZT9	Egl nine homolog 1	86.59%	93.40%
CHEMBL4203	Q9HAZ1	Dual specificity protein kinase CLK4	86.26%	94.45%
CHEMBL217	P14416	Dopamine D2 receptor	85.43%	95.62%
CHEMBL3060	Q9Y345	Glycine transporter 2	84.46%	99.17%
CHEMBL4895	P30530	Tyrosine-protein kinase receptor UFO	83.57%	90.95%
CHEMBL205	P00918	Carbonic anhydrase II	83.36%	98.44%
CHEMBL2373	P21730	C5a anaphylatoxin chemotactic receptor	83.04%	92.62%
CHEMBL5469	Q14289	Protein tyrosine kinase 2 beta	82.00%	91.03%
CHEMBL3492	P49721	Proteasome Macropain subunit	81.53%	90.24%
CHEMBL5555	O00767	Acyl-CoA desaturase	81.01%	97.50%
CHEMBL2535	P11166	Glucose transporter	80.84%	98.75%
CHEMBL2056	P21728	Dopamine D1 receptor	80.14%	91.00%
CHEMBL5747	Q92793	CREB-binding protein	80.03%	95.12%

Plants that contains it

• Ceratocapnos claviculata
• Sarcocapnos crassifolia
• Tephrosia crassifolia

Cross-Links

• PubChem: 11771841
• LOTUS: LTS0092328
• wikiData: Q105142729