1-benzyl-6-methoxy-2-methyl-3,4-dihydro-1H-isoquinoline;6-methoxy-1-[(4-methoxyphenyl)methyl]-2-methyl-3,4-dihydro-1H-isoquinolin-7-ol;dihydrate

Details

• Internal ID: 072a5a3a-80cd-4598-bad2-b84a8a309b48
• Taxonomy: Organoheterocyclic compounds > Isoquinolines and derivatives > Benzylisoquinolines
• IUPAC Name: 1-benzyl-6-methoxy-2-methyl-3,4-dihydro-1H-isoquinoline;6-methoxy-1-[(4-methoxyphenyl)methyl]-2-methyl-3,4-dihydro-1H-isoquinolin-7-ol;dihydrate
• InChI: InChI=1S/C19H23NO3.C18H21NO.2H2O/c1-20-9-8-14-11-19(23-3)18(21)12-16(14)17(20)10-13-4-6-15(22-2)7-5-13;1-19-11-10-15-13-16(20-2)8-9-17(15)18(19)12-14-6-4-3-5-7-14;;/h4-7,11-12,17,21H,8-10H2,1-3H3;3-9,13,18H,10-12H2,1-2H3;2*1H2
• InChI Key: OBGPXTYTDIAVHH-UHFFFAOYSA-N
• Popularity: 0 references in papers

Physical and Chemical Properties

• Molecular Formula: C₃₇H₄₈N₂O₆
• Molecular Weight: 616.80 g/mol
• Exact Mass: 616.35123726 g/mol
• Topological Polar Surface Area (TPSA): 56.40 Ų
• XlogP: 0.00
• Atomic LogP (AlogP): 5.00
• H-Bond Acceptor: 6
• H-Bond Donor: 1
• Rotatable Bonds: 7

Synonyms

There are no found synonyms.

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	+	0.8114	81.14%
Caco-2	+	0.8488	84.88%
Blood Brain Barrier	+	0.6750	67.50%
Human oral bioavailability	-	0.5429	54.29%
Subcellular localzation	Mitochondria	0.6465	64.65%
OATP2B1 inhibitior	-	0.8573	85.73%
OATP1B1 inhibitior	+	0.9276	92.76%
OATP1B3 inhibitior	+	0.9392	93.92%
MATE1 inhibitior	-	0.8600	86.00%
OCT2 inhibitior	-	0.5250	52.50%
BSEP inhibitior	+	0.9333	93.33%
P-glycoprotein inhibitior	+	0.9523	95.23%
P-glycoprotein substrate	+	0.6425	64.25%
CYP3A4 substrate	+	0.6900	69.00%
CYP2C9 substrate	+	0.7825	78.25%
CYP2D6 substrate	+	0.8432	84.32%
CYP3A4 inhibition	-	0.9091	90.91%
CYP2C9 inhibition	-	0.9592	95.92%
CYP2C19 inhibition	-	0.9288	92.88%
CYP2D6 inhibition	-	0.6302	63.02%
CYP1A2 inhibition	-	0.8223	82.23%
CYP2C8 inhibition	+	0.6262	62.62%
CYP inhibitory promiscuity	-	0.9232	92.32%
UGT catelyzed	+	1.0000	100.00%
Carcinogenicity (binary)	-	1.0000	100.00%
Carcinogenicity (trinary)	Non-required	0.6795	67.95%
Eye corrosion	-	0.9913	99.13%
Eye irritation	-	0.9756	97.56%
Skin irritation	-	0.7760	77.60%
Skin corrosion	-	0.9452	94.52%
Ames mutagenesis	-	0.6500	65.00%
Human Ether-a-go-go-Related Gene inhibition	+	0.8931	89.31%
Micronuclear	+	0.5400	54.00%
Hepatotoxicity	-	0.8074	80.74%
skin sensitisation	-	0.8942	89.42%
Respiratory toxicity	+	0.7333	73.33%
Reproductive toxicity	+	0.8222	82.22%
Mitochondrial toxicity	+	0.7000	70.00%
Nephrotoxicity	-	0.8926	89.26%
Acute Oral Toxicity (c)	III	0.7554	75.54%
Estrogen receptor binding	+	0.7318	73.18%
Androgen receptor binding	+	0.7704	77.04%
Thyroid receptor binding	+	0.6329	63.29%
Glucocorticoid receptor binding	+	0.6199	61.99%
Aromatase binding	-	0.5220	52.20%
PPAR gamma	+	0.6870	68.70%
Honey bee toxicity	-	0.8550	85.50%
Biodegradation	-	0.9750	97.50%
Crustacea aquatic toxicity	+	0.6000	60.00%
Fish aquatic toxicity	+	0.8249	82.49%

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	99.36%	96.09%
CHEMBL2581	P07339	Cathepsin D	98.53%	98.95%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	97.70%	95.56%
CHEMBL4261	Q16665	Hypoxia-inducible factor 1 alpha	96.89%	85.14%
CHEMBL3192	Q9BY41	Histone deacetylase 8	95.90%	93.99%
CHEMBL1907603	Q05586	Glutamate NMDA receptor; GRIN1/GRIN2B	95.39%	95.89%
CHEMBL5608	Q16288	NT-3 growth factor receptor	93.09%	95.89%
CHEMBL5619	P27695	DNA-(apurinic or apyrimidinic site) lyase	92.29%	91.11%
CHEMBL2535	P11166	Glucose transporter	92.04%	98.75%
CHEMBL1293249	Q13887	Kruppel-like factor 5	91.19%	86.33%
CHEMBL2056	P21728	Dopamine D1 receptor	89.38%	91.00%
CHEMBL2146302	O94925	Glutaminase kidney isoform, mitochondrial	86.51%	100.00%
CHEMBL2635	P51452	Dual specificity protein phosphatase 3	86.02%	94.00%
CHEMBL4208	P20618	Proteasome component C5	85.05%	90.00%
CHEMBL3820	P35557	Hexokinase type IV	84.92%	91.96%
CHEMBL2373	P21730	C5a anaphylatoxin chemotactic receptor	84.69%	92.62%
CHEMBL3060	Q9Y345	Glycine transporter 2	84.19%	99.17%
CHEMBL5203	P33316	dUTP pyrophosphatase	83.41%	99.18%
CHEMBL1744525	P43490	Nicotinamide phosphoribosyltransferase	83.07%	96.25%
CHEMBL2095172	P14867	GABA-A receptor; alpha-1/beta-2/gamma-2	83.01%	92.67%
CHEMBL226	P30542	Adenosine A1 receptor	81.98%	95.93%
CHEMBL4478	Q00975	Voltage-gated N-type calcium channel alpha-1B subunit	81.35%	97.14%

Plants that contains it

• Sinomenium acutum
• Stephania tetrandra

Cross-Links

• PubChem: 53399207
• NPASS: NPC252540