Methyl 2-methoxy-1,5-dioxopyrrolo[1,2-a]quinoline-4-carboxylate

Details

• Internal ID: 1cd525f2-8a43-4e3c-93a4-15b04ef0d8ef
• Taxonomy: Organoheterocyclic compounds > Quinolines and derivatives > Pyrroloquinolines
• IUPAC Name: methyl 2-methoxy-1,5-dioxopyrrolo[1,2-a]quinoline-4-carboxylate
• SMILES (Canonical): COC1=CC2=C(C(=O)C3=CC=CC=C3N2C1=O)C(=O)OC
• SMILES (Isomeric): COC1=CC2=C(C(=O)C3=CC=CC=C3N2C1=O)C(=O)OC
• InChI: InChI=1S/C15H11NO5/c1-20-11-7-10-12(15(19)21-2)13(17)8-5-3-4-6-9(8)16(10)14(11)18/h3-7H,1-2H3
• InChI Key: WITUJUHQHMMCAH-UHFFFAOYSA-N
• Popularity: 1 reference in papers

Physical and Chemical Properties

• Molecular Formula: C₁₅H₁₁NO₅
• Molecular Weight: 285.25 g/mol
• Exact Mass: 285.06372245 g/mol
• Topological Polar Surface Area (TPSA): 72.90 Ų
• XlogP: 1.40
• Atomic LogP (AlogP): 1.43
• H-Bond Acceptor: 6
• H-Bond Donor: 0
• Rotatable Bonds: 2

Synonyms

There are no found synonyms.

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	+	0.9747	97.47%
Caco-2	+	0.8091	80.91%
Blood Brain Barrier	+	0.6000	60.00%
Human oral bioavailability	+	0.6857	68.57%
Subcellular localzation	Mitochondria	0.6134	61.34%
OATP2B1 inhibitior	-	1.0000	100.00%
OATP1B1 inhibitior	+	0.9346	93.46%
OATP1B3 inhibitior	+	0.9459	94.59%
MATE1 inhibitior	-	0.8600	86.00%
OCT2 inhibitior	-	0.9598	95.98%
BSEP inhibitior	-	0.6414	64.14%
P-glycoprotein inhibitior	-	0.6432	64.32%
P-glycoprotein substrate	-	0.7522	75.22%
CYP3A4 substrate	+	0.5714	57.14%
CYP2C9 substrate	+	0.6089	60.89%
CYP2D6 substrate	-	0.8813	88.13%
CYP3A4 inhibition	-	0.7743	77.43%
CYP2C9 inhibition	-	0.7481	74.81%
CYP2C19 inhibition	-	0.5487	54.87%
CYP2D6 inhibition	-	0.9000	90.00%
CYP1A2 inhibition	+	0.6611	66.11%
CYP2C8 inhibition	+	0.4578	45.78%
CYP inhibitory promiscuity	+	0.7707	77.07%
UGT catelyzed	-	0.0000	0.00%
Carcinogenicity (binary)	-	0.9600	96.00%
Carcinogenicity (trinary)	Non-required	0.3849	38.49%
Eye corrosion	-	0.9891	98.91%
Eye irritation	+	0.5607	56.07%
Skin irritation	-	0.8533	85.33%
Skin corrosion	-	0.9617	96.17%
Ames mutagenesis	+	0.6500	65.00%
Human Ether-a-go-go-Related Gene inhibition	-	0.6190	61.90%
Micronuclear	+	0.7759	77.59%
Hepatotoxicity	+	0.6802	68.02%
skin sensitisation	-	0.9102	91.02%
Respiratory toxicity	+	0.5556	55.56%
Reproductive toxicity	+	0.7222	72.22%
Mitochondrial toxicity	+	0.6250	62.50%
Nephrotoxicity	-	0.5893	58.93%
Acute Oral Toxicity (c)	III	0.5710	57.10%
Estrogen receptor binding	+	0.6011	60.11%
Androgen receptor binding	+	0.5695	56.95%
Thyroid receptor binding	-	0.6054	60.54%
Glucocorticoid receptor binding	+	0.5588	55.88%
Aromatase binding	+	0.6050	60.50%
PPAR gamma	-	0.5659	56.59%
Honey bee toxicity	-	0.9386	93.86%
Biodegradation	-	0.9000	90.00%
Crustacea aquatic toxicity	-	0.7200	72.00%
Fish aquatic toxicity	+	0.8959	89.59%

Targets

Proven Targets:

No proven targets yet!

Predicted Targets (via Super-PRED):

CHEMBL ID	UniProt ID	Name	Probability	Model accuracy
CHEMBL4261	Q16665	Hypoxia-inducible factor 1 alpha	96.69%	85.14%
CHEMBL1951	P21397	Monoamine oxidase A	93.80%	91.49%
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	93.50%	96.09%
CHEMBL5619	P27695	DNA-(apurinic or apyrimidinic site) lyase	92.74%	91.11%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	92.59%	95.56%
CHEMBL2581	P07339	Cathepsin D	92.42%	98.95%
CHEMBL2095172	P14867	GABA-A receptor; alpha-1/beta-2/gamma-2	88.96%	92.67%
CHEMBL3038477	P67870	Casein kinase II alpha/beta	88.90%	99.23%
CHEMBL2535	P11166	Glucose transporter	88.16%	98.75%
CHEMBL1293249	Q13887	Kruppel-like factor 5	88.10%	86.33%
CHEMBL3192	Q9BY41	Histone deacetylase 8	87.70%	93.99%
CHEMBL1899	P46098	Serotonin 3a (5-HT3a) receptor	83.05%	100.00%

Plants that contains it

• Conchocarpus inopinatus

Cross-Links

• PubChem: 162983908
• LOTUS: LTS0155938
• wikiData: Q104200263