6-methoxy-4-methylbenzo[g]quinoline-2,5,10(1H)-trione

Details

• Internal ID: 66d3393e-06a4-4916-8cb5-a98676259148
• Taxonomy: Organoheterocyclic compounds > Quinolines and derivatives > Benzoquinolines
• IUPAC Name: 6-methoxy-4-methyl-1H-benzo[g]quinoline-2,5,10-trione
• SMILES (Canonical): CC1=CC(=O)NC2=C1C(=O)C3=C(C2=O)C=CC=C3OC
• SMILES (Isomeric): CC1=CC(=O)NC2=C1C(=O)C3=C(C2=O)C=CC=C3OC
• InChI: InChI=1S/C15H11NO4/c1-7-6-10(17)16-13-11(7)15(19)12-8(14(13)18)4-3-5-9(12)20-2/h3-6H,1-2H3,(H,16,17)
• InChI Key: AMXHYKPAYOGDPO-UHFFFAOYSA-N
• Popularity: 2 references in papers

Physical and Chemical Properties

• Molecular Formula: C₁₅H₁₁NO₄
• Molecular Weight: 269.25 g/mol
• Exact Mass: 269.06880783 g/mol
• Topological Polar Surface Area (TPSA): 72.50 Ų
• XlogP: 1.00
• Atomic LogP (AlogP): 1.47
• H-Bond Acceptor: 4
• H-Bond Donor: 1
• Rotatable Bonds: 1

Synonyms

• CHEMBL1269160
• CHEBI:70648
• BDBM50328695
• Q27138981
• 4-Methyl-6-methoxybenzo[g]quinoline-2,5,10(1H)-trione
• 6-methoxy-4-methylbenzo[g]quinoline-2,5,10(1H)-trione

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	+	0.9927	99.27%
Caco-2	+	0.7374	73.74%
Blood Brain Barrier	+	0.5750	57.50%
Human oral bioavailability	+	0.6714	67.14%
Subcellular localzation	Mitochondria	0.6957	69.57%
OATP2B1 inhibitior	-	0.8622	86.22%
OATP1B1 inhibitior	+	0.9519	95.19%
OATP1B3 inhibitior	+	0.9734	97.34%
MATE1 inhibitior	-	0.9200	92.00%
OCT2 inhibitior	-	1.0000	100.00%
BSEP inhibitior	-	0.5365	53.65%
P-glycoprotein inhibitior	-	0.8533	85.33%
P-glycoprotein substrate	-	0.7803	78.03%
CYP3A4 substrate	+	0.5282	52.82%
CYP2C9 substrate	+	0.6277	62.77%
CYP2D6 substrate	-	0.8745	87.45%
CYP3A4 inhibition	-	0.6993	69.93%
CYP2C9 inhibition	-	0.8492	84.92%
CYP2C19 inhibition	-	0.8962	89.62%
CYP2D6 inhibition	-	0.9567	95.67%
CYP1A2 inhibition	+	0.8393	83.93%
CYP2C8 inhibition	-	0.6526	65.26%
CYP inhibitory promiscuity	-	0.6304	63.04%
UGT catelyzed	-	0.0000	0.00%
Carcinogenicity (binary)	-	0.9400	94.00%
Carcinogenicity (trinary)	Non-required	0.6504	65.04%
Eye corrosion	-	0.9923	99.23%
Eye irritation	-	0.7193	71.93%
Skin irritation	-	0.8985	89.85%
Skin corrosion	-	0.9797	97.97%
Ames mutagenesis	+	0.6500	65.00%
Human Ether-a-go-go-Related Gene inhibition	-	0.5820	58.20%
Micronuclear	+	0.8100	81.00%
Hepatotoxicity	+	0.6625	66.25%
skin sensitisation	-	0.9670	96.70%
Respiratory toxicity	-	0.6889	68.89%
Reproductive toxicity	+	0.7111	71.11%
Mitochondrial toxicity	-	0.6625	66.25%
Nephrotoxicity	+	0.7633	76.33%
Acute Oral Toxicity (c)	III	0.6846	68.46%
Estrogen receptor binding	+	0.8041	80.41%
Androgen receptor binding	+	0.7375	73.75%
Thyroid receptor binding	-	0.5151	51.51%
Glucocorticoid receptor binding	+	0.6631	66.31%
Aromatase binding	+	0.7899	78.99%
PPAR gamma	-	0.5759	57.59%
Honey bee toxicity	-	0.9031	90.31%
Biodegradation	-	0.8500	85.00%
Crustacea aquatic toxicity	-	0.5500	55.00%
Fish aquatic toxicity	-	0.6063	60.63%

Targets

Proven Targets:

No proven targets yet!

Predicted Targets (via Super-PRED):

CHEMBL ID	UniProt ID	Name	Probability	Model accuracy
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	97.86%	95.56%
CHEMBL2581	P07339	Cathepsin D	96.65%	98.95%
CHEMBL2535	P11166	Glucose transporter	94.38%	98.75%
CHEMBL1293249	Q13887	Kruppel-like factor 5	91.73%	86.33%
CHEMBL2094127	P06493	Cyclin-dependent kinase 1/cyclin B	90.30%	96.00%
CHEMBL2635	P51452	Dual specificity protein phosphatase 3	89.40%	94.00%
CHEMBL1075094	Q16236	Nuclear factor erythroid 2-related factor 2	88.38%	96.00%
CHEMBL2378	P30307	Dual specificity phosphatase Cdc25C	88.10%	96.67%
CHEMBL4261	Q16665	Hypoxia-inducible factor 1 alpha	88.08%	85.14%
CHEMBL2146302	O94925	Glutaminase kidney isoform, mitochondrial	87.14%	100.00%
CHEMBL4685	P14902	Indoleamine 2,3-dioxygenase	86.43%	96.38%
CHEMBL5925	P22413	Ectonucleotide pyrophosphatase/phosphodiesterase family member 1	86.26%	92.38%
CHEMBL1907600	Q00535	Cyclin-dependent kinase 5/CDK5 activator 1	85.30%	93.03%
CHEMBL3038477	P67870	Casein kinase II alpha/beta	84.94%	99.23%
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	84.77%	96.09%
CHEMBL1806	P11388	DNA topoisomerase II alpha	84.49%	89.00%
CHEMBL3880	P07900	Heat shock protein HSP 90-alpha	83.68%	96.21%
CHEMBL4481	P35228	Nitric oxide synthase, inducible	83.50%	94.80%
CHEMBL1907	P15144	Aminopeptidase N	83.20%	93.31%
CHEMBL262	P49841	Glycogen synthase kinase-3 beta	82.74%	95.72%
CHEMBL4247	Q9UM73	ALK tyrosine kinase receptor	82.50%	96.86%
CHEMBL2288	Q13526	Peptidyl-prolyl cis-trans isomerase NIMA-interacting 1	82.32%	91.71%
CHEMBL1937	Q92769	Histone deacetylase 2	80.58%	94.75%
CHEMBL4478	Q00975	Voltage-gated N-type calcium channel alpha-1B subunit	80.18%	97.14%

Plants that contains it

• Annona glabra

Cross-Links

• PubChem: 49831442
• NPASS: NPC220337
• ChEMBL: CHEMBL1269160
• LOTUS: LTS0063193
• wikiData: Q27138981