4-[5-[[(1S)-6,7-dimethoxy-2-methyl-3,4-dihydro-1H-isoquinolin-1-yl]methyl]-2-methoxyphenoxy]benzaldehyde

Details

• Internal ID: a0860515-2465-4a56-beb3-d25553260de0
• Taxonomy: Organoheterocyclic compounds > Isoquinolines and derivatives > Benzylisoquinolines
• IUPAC Name: 4-[5-[[(1S)-6,7-dimethoxy-2-methyl-3,4-dihydro-1H-isoquinolin-1-yl]methyl]-2-methoxyphenoxy]benzaldehyde
• InChI: InChI=1S/C27H29NO5/c1-28-12-11-20-15-25(31-3)26(32-4)16-22(20)23(28)13-19-7-10-24(30-2)27(14-19)33-21-8-5-18(17-29)6-9-21/h5-10,14-17,23H,11-13H2,1-4H3/t23-/m0/s1
• InChI Key: GVKQCBQHLFLXGA-QHCPKHFHSA-N
• Popularity: 2 references in papers

Physical and Chemical Properties

• Molecular Formula: C₂₇H₂₉NO₅
• Molecular Weight: 447.50 g/mol
• Exact Mass: 447.20457303 g/mol
• Topological Polar Surface Area (TPSA): 57.20 Ų
• XlogP: 4.70
• Atomic LogP (AlogP): 5.09
• H-Bond Acceptor: 6
• H-Bond Donor: 0
• Rotatable Bonds: 8

Synonyms

There are no found synonyms.

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	+	0.9638	96.38%
Caco-2	+	0.7197	71.97%
Blood Brain Barrier	+	0.7750	77.50%
Human oral bioavailability	-	0.5143	51.43%
Subcellular localzation	Mitochondria	0.6843	68.43%
OATP2B1 inhibitior	-	0.8639	86.39%
OATP1B1 inhibitior	+	0.8976	89.76%
OATP1B3 inhibitior	+	0.9459	94.59%
MATE1 inhibitior	-	0.9400	94.00%
OCT2 inhibitior	-	0.5000	50.00%
BSEP inhibitior	+	0.9870	98.70%
P-glycoprotein inhibitior	+	0.9870	98.70%
P-glycoprotein substrate	-	0.5250	52.50%
CYP3A4 substrate	+	0.6768	67.68%
CYP2C9 substrate	+	0.6031	60.31%
CYP2D6 substrate	+	0.6605	66.05%
CYP3A4 inhibition	-	0.7942	79.42%
CYP2C9 inhibition	-	0.9001	90.01%
CYP2C19 inhibition	-	0.9263	92.63%
CYP2D6 inhibition	+	0.7657	76.57%
CYP1A2 inhibition	-	0.5852	58.52%
CYP2C8 inhibition	+	0.5492	54.92%
CYP inhibitory promiscuity	-	0.8522	85.22%
UGT catelyzed	-	0.0000	0.00%
Carcinogenicity (binary)	-	0.9700	97.00%
Carcinogenicity (trinary)	Non-required	0.6969	69.69%
Eye corrosion	-	0.9947	99.47%
Eye irritation	-	0.9681	96.81%
Skin irritation	-	0.7872	78.72%
Skin corrosion	-	0.9480	94.80%
Ames mutagenesis	-	0.6900	69.00%
Human Ether-a-go-go-Related Gene inhibition	+	0.9478	94.78%
Micronuclear	-	0.5700	57.00%
Hepatotoxicity	-	0.7875	78.75%
skin sensitisation	-	0.9082	90.82%
Respiratory toxicity	+	0.5556	55.56%
Reproductive toxicity	+	0.8444	84.44%
Mitochondrial toxicity	+	0.5750	57.50%
Nephrotoxicity	-	0.7718	77.18%
Acute Oral Toxicity (c)	III	0.8317	83.17%
Estrogen receptor binding	+	0.7345	73.45%
Androgen receptor binding	-	0.5535	55.35%
Thyroid receptor binding	+	0.6815	68.15%
Glucocorticoid receptor binding	+	0.9116	91.16%
Aromatase binding	-	0.6223	62.23%
PPAR gamma	+	0.6141	61.41%
Honey bee toxicity	-	0.8005	80.05%
Biodegradation	-	0.9500	95.00%
Crustacea aquatic toxicity	+	0.5600	56.00%
Fish aquatic toxicity	+	0.9306	93.06%

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	99.16%	96.09%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	97.95%	95.56%
CHEMBL1907603	Q05586	Glutamate NMDA receptor; GRIN1/GRIN2B	94.75%	95.89%
CHEMBL5608	Q16288	NT-3 growth factor receptor	94.03%	95.89%
CHEMBL1293249	Q13887	Kruppel-like factor 5	93.88%	86.33%
CHEMBL2581	P07339	Cathepsin D	93.15%	98.95%
CHEMBL4208	P20618	Proteasome component C5	92.21%	90.00%
CHEMBL4203	Q9HAZ1	Dual specificity protein kinase CLK4	90.53%	94.45%
CHEMBL2535	P11166	Glucose transporter	89.83%	98.75%
CHEMBL4895	P30530	Tyrosine-protein kinase receptor UFO	88.56%	90.95%
CHEMBL6175	Q9H3R0	Lysine-specific demethylase 4C	88.42%	96.69%
CHEMBL3060	Q9Y345	Glycine transporter 2	88.00%	99.17%
CHEMBL1951	P21397	Monoamine oxidase A	87.51%	91.49%
CHEMBL4261	Q16665	Hypoxia-inducible factor 1 alpha	87.16%	85.14%
CHEMBL5747	Q92793	CREB-binding protein	86.03%	95.12%
CHEMBL2007	P16234	Platelet-derived growth factor receptor alpha	85.04%	91.07%
CHEMBL5697	Q9GZT9	Egl nine homolog 1	84.60%	93.40%
CHEMBL264	Q9Y5N1	Histamine H3 receptor	82.76%	91.43%
CHEMBL2056	P21728	Dopamine D1 receptor	82.27%	91.00%
CHEMBL3474	P14555	Phospholipase A2 group IIA	82.01%	94.05%
CHEMBL2373	P21730	C5a anaphylatoxin chemotactic receptor	81.41%	92.62%
CHEMBL1966	Q02127	Dihydroorotate dehydrogenase	81.25%	96.09%
CHEMBL3807	P17706	T-cell protein-tyrosine phosphatase	80.64%	93.00%
CHEMBL5469	Q14289	Protein tyrosine kinase 2 beta	80.48%	91.03%
CHEMBL2635	P51452	Dual specificity protein phosphatase 3	80.46%	94.00%
CHEMBL241	Q14432	Phosphodiesterase 3A	80.04%	92.94%

Plants that contains it

• Phaeanthus splendens

Cross-Links

• PubChem: 162913238
• LOTUS: LTS0225739
• wikiData: Q105021358