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4-Hydroxy-7-methanesulfonyl-quinoline-3-carboxylic acid

ID: ALA343799

Chembl Id: CHEMBL343799

Cas Number: 63463-26-3

PubChem CID: 23274896

Max Phase: Preclinical

Molecular Formula: C11H9NO5S

Molecular Weight: 267.26

Molecule Type: Small molecule

Associated Items:

Bioactivity Summary Target Summary Assay Summary

Names and Identifiers

Canonical SMILES: CS(=O)(=O)c1ccc2c(O)c(C(=O)O)cnc2c1

Standard InChI: InChI=1S/C11H9NO5S/c1-18(16,17)6-2-3-7-9(4-6)12-5-8(10(7)13)11(14)15/h2-5H,1H3,(H,12,13)(H,14,15)

Standard InChI Key: BCFDCHCZZJCSMN-UHFFFAOYSA-N

Parent:

ALA343799
4-Hydroxy-7-(methylsulfonyl)quinoline-3-carboxylic acid

MDH2 Tchem Malate dehydrogenase, mitochondrial (179 Activities)

Activity Type	Relation	Activity value	Units	Action Type	Journal	PubMed Id	doi	Assay Aladdin ID

MDH2 Malate dehydrogenase mitochondrial (131 Activities)

Activity Type	Relation	Activity value	Units	Action Type	Journal	PubMed Id	doi	Assay Aladdin ID

MDH1 Malate dehydrogenase cytoplasmic (54 Activities)

Activity Type	Relation	Activity value	Units	Action Type	Journal	PubMed Id	doi	Assay Aladdin ID

Ehrlich (1318 Activities)

Activity Type	Relation	Activity value	Units	Action Type	Journal	PubMed Id	doi	Assay Aladdin ID

Natural Product: No	Oral: No	Chemical Probe: No	Parenteral: No
Molecule Type: Small molecule	Topical: No	First In Class: No	Black Box: No
Chirality: No	Availability: No	Prodrug: No

MESH ID	MESH Heading	EFO IDs	EFO Terms	Max Phase for Indication	References

Mechanism of Action	Action Type	target ID	Target Name	Target Type	Target Organism	Binding Site Name	References

Molecular Weight: 267.26	Molecular Weight (Monoisotopic): 267.0201	AlogP: 1.04	#Rotatable Bonds: 2
Polar Surface Area: 104.56	Molecular Species: ACID	HBA: 5	HBD: 2
#RO5 Violations: ┄	HBA (Lipinski): 6	HBD (Lipinski): 2	#RO5 Violations (Lipinski): ┄
CX Acidic pKa: 3.44	CX Basic pKa: ┄	CX LogP: 0.98	CX LogD: -2.42
Aromatic Rings: 2	Heavy Atoms: 18	QED Weighted: 0.84	Np Likeness Score: -1.08

1. Dove S, Coats E, Scharfenberg P, Franke R.. (1985) 7-substituted-4-hydroxyquinoline-3-carboxylic acids as inhibitors of dehydrogenase enzymes and of the respiration of Ehrlich ascites tumor cells: multivariate analysis and quantitative structure-activity relationship for polar substituents., 28 (4): [PMID:3981536] [10.1021/jm00382a010]
2. Coats EA, Shah KJ, Milstein SR, Genther CS, Nene DM, Roesener J, Schmidt J, Pleiss M, Wagner E, Baker JK.. (1982) 4-hydroxyquinoline-3-carboxylic acids as inhibitors of cell respiration. 2. Quantitative structure-activity relationship of dehydrogenase enzyme and Ehrlich ascites tumor cell inhibitions., 25 (1): [PMID:7086823] [10.1021/jm00343a011]
3. Shah KJ, Coats EA.. (1977) Design, synthesis, and correlation analysis of 7-substituted 4-hydroxyquinoline-3-carboxylic acids as inhibitors of cellular respiration., 20 (8): [PMID:894670] [10.1021/jm00218a003]

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