5-[(6-Methyl-7,8-dihydro-[1,3]dioxolo[4,5-g]isoquinolin-6-ium-5-yl)methyl]-1,3-benzodioxole-4-carboxylic acid

Details

• Internal ID: 46b0c498-fdab-440f-bb90-6f8478ec7c19
• Taxonomy: Organoheterocyclic compounds > Dihydroisoquinolines
• IUPAC Name: 5-[(6-methyl-7,8-dihydro-[1,3]dioxolo[4,5-g]isoquinolin-6-ium-5-yl)methyl]-1,3-benzodioxole-4-carboxylic acid
• SMILES (Canonical): C[N+]1=C(C2=CC3=C(C=C2CC1)OCO3)CC4=C(C5=C(C=C4)OCO5)C(=O)O
• SMILES (Isomeric): C[N+]1=C(C2=CC3=C(C=C2CC1)OCO3)CC4=C(C5=C(C=C4)OCO5)C(=O)O
• InChI: InChI=1S/C20H17NO6/c1-21-5-4-11-7-16-17(26-9-25-16)8-13(11)14(21)6-12-2-3-15-19(27-10-24-15)18(12)20(22)23/h2-3,7-8H,4-6,9-10H2,1H3/p+1
• InChI Key: FCKNGGXEBKSQGK-UHFFFAOYSA-O
• Popularity: 1 reference in papers

Physical and Chemical Properties

• Molecular Formula: C₂₀H₁₈NO₆+
• Molecular Weight: 368.40 g/mol
• Exact Mass: 368.11341229 g/mol
• Topological Polar Surface Area (TPSA): 77.20 Ų
• XlogP: 2.30
• Atomic LogP (AlogP): 2.07
• H-Bond Acceptor: 5
• H-Bond Donor: 1
• Rotatable Bonds: 3

Synonyms

There are no found synonyms.

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	-	0.5434	54.34%
Caco-2	+	0.6446	64.46%
Blood Brain Barrier	+	0.7500	75.00%
Human oral bioavailability	+	0.5429	54.29%
Subcellular localzation	Mitochondria	0.5773	57.73%
OATP2B1 inhibitior	-	0.8727	87.27%
OATP1B1 inhibitior	+	0.8805	88.05%
OATP1B3 inhibitior	+	0.9380	93.80%
MATE1 inhibitior	-	0.9400	94.00%
OCT2 inhibitior	-	0.5500	55.00%
BSEP inhibitior	+	0.8729	87.29%
P-glycoprotein inhibitior	-	0.4532	45.32%
P-glycoprotein substrate	-	0.7850	78.50%
CYP3A4 substrate	+	0.5212	52.12%
CYP2C9 substrate	-	0.5942	59.42%
CYP2D6 substrate	-	0.8749	87.49%
CYP3A4 inhibition	-	0.7818	78.18%
CYP2C9 inhibition	-	0.8880	88.80%
CYP2C19 inhibition	-	0.8334	83.34%
CYP2D6 inhibition	-	0.6326	63.26%
CYP1A2 inhibition	-	0.5803	58.03%
CYP2C8 inhibition	-	0.5862	58.62%
CYP inhibitory promiscuity	-	0.8996	89.96%
UGT catelyzed	-	0.0000	0.00%
Carcinogenicity (binary)	-	0.9200	92.00%
Carcinogenicity (trinary)	Non-required	0.5927	59.27%
Eye corrosion	-	0.9866	98.66%
Eye irritation	-	0.9039	90.39%
Skin irritation	-	0.7640	76.40%
Skin corrosion	-	0.9191	91.91%
Ames mutagenesis	-	0.6000	60.00%
Human Ether-a-go-go-Related Gene inhibition	-	0.6427	64.27%
Micronuclear	+	0.5700	57.00%
Hepatotoxicity	+	0.6375	63.75%
skin sensitisation	-	0.8419	84.19%
Respiratory toxicity	+	0.6333	63.33%
Reproductive toxicity	+	0.8889	88.89%
Mitochondrial toxicity	+	0.7625	76.25%
Nephrotoxicity	+	0.6161	61.61%
Acute Oral Toxicity (c)	III	0.7050	70.50%
Estrogen receptor binding	+	0.9342	93.42%
Androgen receptor binding	+	0.6888	68.88%
Thyroid receptor binding	-	0.5236	52.36%
Glucocorticoid receptor binding	+	0.8054	80.54%
Aromatase binding	+	0.7926	79.26%
PPAR gamma	+	0.8855	88.55%
Honey bee toxicity	-	0.8800	88.00%
Biodegradation	-	0.8250	82.50%
Crustacea aquatic toxicity	-	0.6100	61.00%
Fish aquatic toxicity	+	0.9411	94.11%

Targets

Proven Targets:

No proven targets yet!

Predicted Targets (via Super-PRED):

CHEMBL ID	UniProt ID	Name	Probability	Model accuracy
CHEMBL2581	P07339	Cathepsin D	96.59%	98.95%
CHEMBL5619	P27695	DNA-(apurinic or apyrimidinic site) lyase	95.77%	91.11%
CHEMBL4303	P08238	Heat shock protein HSP 90-beta	93.36%	96.77%
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	92.88%	96.09%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	92.40%	95.56%
CHEMBL1293249	Q13887	Kruppel-like factor 5	88.75%	86.33%
CHEMBL3401	O75469	Pregnane X receptor	88.35%	94.73%
CHEMBL4793	Q86TI2	Dipeptidyl peptidase IX	86.63%	96.95%
CHEMBL4203	Q9HAZ1	Dual specificity protein kinase CLK4	84.84%	94.45%
CHEMBL1293255	P15428	15-hydroxyprostaglandin dehydrogenase [NAD+]	84.06%	83.57%
CHEMBL3060	Q9Y345	Glycine transporter 2	82.02%	99.17%
CHEMBL5845	P23415	Glycine receptor subunit alpha-1	80.36%	90.71%
CHEMBL1994	P08235	Mineralocorticoid receptor	80.21%	100.00%

Plants that contains it

• Hypecoum leptocarpum

Cross-Links

• PubChem: 5318975
• LOTUS: LTS0011633
• wikiData: Q104993194