[1,3]Dioxolo[4,5-g]isoquinolin-5-yl-(4-methoxyphenyl)methanone

Details

• Internal ID: 154c7843-655f-4867-b376-b610406c90b3
• Taxonomy: Organoheterocyclic compounds > Isoquinolines and derivatives > Benzylisoquinolines
• IUPAC Name: [1,3]dioxolo[4,5-g]isoquinolin-5-yl-(4-methoxyphenyl)methanone
• SMILES (Canonical): COC1=CC=C(C=C1)C(=O)C2=NC=CC3=CC4=C(C=C32)OCO4
• SMILES (Isomeric): COC1=CC=C(C=C1)C(=O)C2=NC=CC3=CC4=C(C=C32)OCO4
• InChI: InChI=1S/C18H13NO4/c1-21-13-4-2-11(3-5-13)18(20)17-14-9-16-15(22-10-23-16)8-12(14)6-7-19-17/h2-9H,10H2,1H3
• InChI Key: QBHRSPJCSJXYCI-UHFFFAOYSA-N
• Popularity: 2 references in papers

Physical and Chemical Properties

• Molecular Formula: C₁₈H₁₃NO₄
• Molecular Weight: 307.30 g/mol
• Exact Mass: 307.08445790 g/mol
• Topological Polar Surface Area (TPSA): 57.60 Ų
• XlogP: 3.60
• Atomic LogP (AlogP): 3.20
• H-Bond Acceptor: 5
• H-Bond Donor: 0
• Rotatable Bonds: 3

Synonyms

There are no found synonyms.

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	+	0.9935	99.35%
Caco-2	+	0.8657	86.57%
Blood Brain Barrier	+	0.6250	62.50%
Human oral bioavailability	-	0.5143	51.43%
Subcellular localzation	Mitochondria	0.6511	65.11%
OATP2B1 inhibitior	-	0.8606	86.06%
OATP1B1 inhibitior	+	0.9601	96.01%
OATP1B3 inhibitior	+	0.9647	96.47%
MATE1 inhibitior	-	0.8200	82.00%
OCT2 inhibitior	-	1.0000	100.00%
BSEP inhibitior	+	0.8381	83.81%
P-glycoprotein inhibitior	-	0.5526	55.26%
P-glycoprotein substrate	-	0.8008	80.08%
CYP3A4 substrate	-	0.5210	52.10%
CYP2C9 substrate	-	1.0000	100.00%
CYP2D6 substrate	-	0.7812	78.12%
CYP3A4 inhibition	+	0.9173	91.73%
CYP2C9 inhibition	+	0.5571	55.71%
CYP2C19 inhibition	+	0.8011	80.11%
CYP2D6 inhibition	-	0.5634	56.34%
CYP1A2 inhibition	+	0.9571	95.71%
CYP2C8 inhibition	+	0.6783	67.83%
CYP inhibitory promiscuity	+	0.9186	91.86%
UGT catelyzed	-	0.0000	0.00%
Carcinogenicity (binary)	-	0.9900	99.00%
Carcinogenicity (trinary)	Non-required	0.5056	50.56%
Eye corrosion	-	0.9832	98.32%
Eye irritation	-	0.8400	84.00%
Skin irritation	-	0.7758	77.58%
Skin corrosion	-	0.9633	96.33%
Ames mutagenesis	+	0.5300	53.00%
Human Ether-a-go-go-Related Gene inhibition	-	0.4553	45.53%
Micronuclear	+	0.7374	73.74%
Hepatotoxicity	+	0.5250	52.50%
skin sensitisation	-	0.7997	79.97%
Respiratory toxicity	+	0.6667	66.67%
Reproductive toxicity	+	0.7667	76.67%
Mitochondrial toxicity	+	0.5875	58.75%
Nephrotoxicity	+	0.4842	48.42%
Acute Oral Toxicity (c)	III	0.7621	76.21%
Estrogen receptor binding	+	0.9157	91.57%
Androgen receptor binding	+	0.8774	87.74%
Thyroid receptor binding	+	0.8128	81.28%
Glucocorticoid receptor binding	+	0.8916	89.16%
Aromatase binding	+	0.7863	78.63%
PPAR gamma	+	0.8090	80.90%
Honey bee toxicity	-	0.9368	93.68%
Biodegradation	-	0.8750	87.50%
Crustacea aquatic toxicity	-	0.6000	60.00%
Fish aquatic toxicity	-	0.5083	50.83%

Targets

Proven Targets:

No proven targets yet!

Predicted Targets (via Super-PRED):

CHEMBL ID	UniProt ID	Name	Probability	Model accuracy
CHEMBL4303	P08238	Heat shock protein HSP 90-beta	96.54%	96.77%
CHEMBL4208	P20618	Proteasome component C5	95.48%	90.00%
CHEMBL5619	P27695	DNA-(apurinic or apyrimidinic site) lyase	95.38%	91.11%
CHEMBL2039	P27338	Monoamine oxidase B	95.18%	92.51%
CHEMBL2635	P51452	Dual specificity protein phosphatase 3	93.82%	94.00%
CHEMBL1293249	Q13887	Kruppel-like factor 5	93.23%	86.33%
CHEMBL2373	P21730	C5a anaphylatoxin chemotactic receptor	93.18%	92.62%
CHEMBL3060	Q9Y345	Glycine transporter 2	92.58%	99.17%
CHEMBL2535	P11166	Glucose transporter	91.81%	98.75%
CHEMBL4481	P35228	Nitric oxide synthase, inducible	91.54%	94.80%
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	89.45%	96.09%
CHEMBL2094127	P06493	Cyclin-dependent kinase 1/cyclin B	88.18%	96.00%
CHEMBL2107	P61073	C-X-C chemokine receptor type 4	87.17%	93.10%
CHEMBL3038477	P67870	Casein kinase II alpha/beta	86.50%	99.23%
CHEMBL4261	Q16665	Hypoxia-inducible factor 1 alpha	85.11%	85.14%
CHEMBL3192	Q9BY41	Histone deacetylase 8	84.86%	93.99%
CHEMBL1293277	O15118	Niemann-Pick C1 protein	84.58%	81.11%
CHEMBL1075094	Q16236	Nuclear factor erythroid 2-related factor 2	84.16%	96.00%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	83.40%	95.56%
CHEMBL3401	O75469	Pregnane X receptor	82.09%	94.73%
CHEMBL1741221	Q9Y4P1	Cysteine protease ATG4B	81.76%	87.50%
CHEMBL2243	O00519	Anandamide amidohydrolase	81.73%	97.53%
CHEMBL3864	Q06124	Protein-tyrosine phosphatase 2C	81.28%	94.42%
CHEMBL2292	Q13627	Dual-specificity tyrosine-phosphorylation regulated kinase 1A	80.63%	93.24%
CHEMBL1951	P21397	Monoamine oxidase A	80.58%	91.49%
CHEMBL2335	P42785	Lysosomal Pro-X carboxypeptidase	80.53%	100.00%

Plants that contains it

• Ocotea pulchella

Cross-Links

• PubChem: 11438218
• LOTUS: LTS0022704
• wikiData: Q104195653