(5S)-5-[(3,4-dimethoxyphenyl)methyl]-6,6-dimethyl-7,8-dihydro-5H-[1,3]dioxolo[4,5-g]isoquinolin-6-ium

Details

• Internal ID: ccc23866-c0b3-404b-b657-cf297ddfb8f3
• Taxonomy: Organoheterocyclic compounds > Isoquinolines and derivatives > Benzylisoquinolines
• IUPAC Name: (5S)-5-[(3,4-dimethoxyphenyl)methyl]-6,6-dimethyl-7,8-dihydro-5H-[1,3]dioxolo[4,5-g]isoquinolin-6-ium
• SMILES (Canonical): C[N+]1(CCC2=CC3=C(C=C2C1CC4=CC(=C(C=C4)OC)OC)OCO3)C
• SMILES (Isomeric): C[N+]1(CCC2=CC3=C(C=C2[C@@H]1CC4=CC(=C(C=C4)OC)OC)OCO3)C
• InChI: InChI=1S/C21H26NO4/c1-22(2)8-7-15-11-20-21(26-13-25-20)12-16(15)17(22)9-14-5-6-18(23-3)19(10-14)24-4/h5-6,10-12,17H,7-9,13H2,1-4H3/q+1/t17-/m0/s1
• InChI Key: MUXHEYZUYGHZLN-KRWDZBQOSA-N
• Popularity: 0 references in papers

Physical and Chemical Properties

• Molecular Formula: C₂₁H₂₆NO₄+
• Molecular Weight: 356.40 g/mol
• Exact Mass: 356.18618331 g/mol
• Topological Polar Surface Area (TPSA): 36.90 Ų
• XlogP: 3.60
• Atomic LogP (AlogP): 3.35
• H-Bond Acceptor: 4
• H-Bond Donor: 0
• Rotatable Bonds: 4

Synonyms

There are no found synonyms.

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	-	0.9166	91.66%
Caco-2	+	0.8683	86.83%
Blood Brain Barrier	+	0.7500	75.00%
Human oral bioavailability	-	0.5429	54.29%
Subcellular localzation	Lysosomes	0.4193	41.93%
OATP2B1 inhibitior	-	1.0000	100.00%
OATP1B1 inhibitior	+	0.9446	94.46%
OATP1B3 inhibitior	+	0.9453	94.53%
MATE1 inhibitior	-	0.7000	70.00%
OCT2 inhibitior	-	0.5500	55.00%
BSEP inhibitior	+	0.7768	77.68%
P-glycoprotein inhibitior	+	0.8536	85.36%
P-glycoprotein substrate	-	0.7320	73.20%
CYP3A4 substrate	+	0.5648	56.48%
CYP2C9 substrate	-	0.8052	80.52%
CYP2D6 substrate	+	0.4099	40.99%
CYP3A4 inhibition	-	0.5670	56.70%
CYP2C9 inhibition	-	0.9324	93.24%
CYP2C19 inhibition	-	0.8167	81.67%
CYP2D6 inhibition	+	0.5891	58.91%
CYP1A2 inhibition	-	0.8811	88.11%
CYP2C8 inhibition	+	0.5607	56.07%
CYP inhibitory promiscuity	-	0.6922	69.22%
UGT catelyzed	-	0.0000	0.00%
Carcinogenicity (binary)	-	0.9400	94.00%
Carcinogenicity (trinary)	Non-required	0.5941	59.41%
Eye corrosion	-	0.9885	98.85%
Eye irritation	-	0.8606	86.06%
Skin irritation	-	0.8050	80.50%
Skin corrosion	-	0.9367	93.67%
Ames mutagenesis	-	0.6000	60.00%
Human Ether-a-go-go-Related Gene inhibition	+	0.8557	85.57%
Micronuclear	+	0.5300	53.00%
Hepatotoxicity	-	0.6625	66.25%
skin sensitisation	-	0.8575	85.75%
Respiratory toxicity	+	0.6556	65.56%
Reproductive toxicity	+	0.8000	80.00%
Mitochondrial toxicity	+	0.8625	86.25%
Nephrotoxicity	-	0.8880	88.80%
Acute Oral Toxicity (c)	III	0.7278	72.78%
Estrogen receptor binding	+	0.8291	82.91%
Androgen receptor binding	-	0.5366	53.66%
Thyroid receptor binding	+	0.6854	68.54%
Glucocorticoid receptor binding	+	0.6599	65.99%
Aromatase binding	-	0.5000	50.00%
PPAR gamma	+	0.6905	69.05%
Honey bee toxicity	-	0.8132	81.32%
Biodegradation	-	0.8250	82.50%
Crustacea aquatic toxicity	+	0.5100	51.00%
Fish aquatic toxicity	+	0.9580	95.80%

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	97.62%	96.09%
CHEMBL4203	Q9HAZ1	Dual specificity protein kinase CLK4	97.18%	94.45%
CHEMBL3192	Q9BY41	Histone deacetylase 8	96.35%	93.99%
CHEMBL261	P00915	Carbonic anhydrase I	93.96%	96.76%
CHEMBL4303	P08238	Heat shock protein HSP 90-beta	93.07%	96.77%
CHEMBL2373	P21730	C5a anaphylatoxin chemotactic receptor	92.62%	92.62%
CHEMBL2581	P07339	Cathepsin D	92.29%	98.95%
CHEMBL5619	P27695	DNA-(apurinic or apyrimidinic site) lyase	91.32%	91.11%
CHEMBL5608	Q16288	NT-3 growth factor receptor	89.69%	95.89%
CHEMBL1293249	Q13887	Kruppel-like factor 5	89.41%	86.33%
CHEMBL5747	Q92793	CREB-binding protein	88.79%	95.12%
CHEMBL3060	Q9Y345	Glycine transporter 2	88.70%	99.17%
CHEMBL5311	P37023	Serine/threonine-protein kinase receptor R3	87.65%	82.67%
CHEMBL2535	P11166	Glucose transporter	86.64%	98.75%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	86.46%	95.56%
CHEMBL2635	P51452	Dual specificity protein phosphatase 3	86.44%	94.00%
CHEMBL2716	Q8WUI4	Histone deacetylase 7	86.37%	89.44%
CHEMBL1907603	Q05586	Glutamate NMDA receptor; GRIN1/GRIN2B	85.89%	95.89%
CHEMBL241	Q14432	Phosphodiesterase 3A	85.67%	92.94%
CHEMBL4040	P28482	MAP kinase ERK2	85.31%	83.82%
CHEMBL4145	Q9UKV0	Histone deacetylase 9	84.30%	85.49%
CHEMBL5896	O75164	Lysine-specific demethylase 4A	82.71%	99.09%
CHEMBL253	P34972	Cannabinoid CB2 receptor	82.52%	97.25%
CHEMBL5925	P22413	Ectonucleotide pyrophosphatase/phosphodiesterase family member 1	81.72%	92.38%
CHEMBL5339	Q5NUL3	G-protein coupled receptor 120	80.86%	95.78%
CHEMBL3137262	O60341	LSD1/CoREST complex	80.81%	97.09%
CHEMBL225	P28335	Serotonin 2c (5-HT2c) receptor	80.67%	89.62%
CHEMBL6175	Q9H3R0	Lysine-specific demethylase 4C	80.59%	96.69%
CHEMBL4247	Q9UM73	ALK tyrosine kinase receptor	80.44%	96.86%

Plants that contains it

• Eschscholzia californica
• Romneya coulteri

Cross-Links

• PubChem: 101036655
• LOTUS: LTS0204745
• wikiData: Q105172795