6-bromo-2-(5-(4-butylphenyl)furan-2-yl)quinoline-4-carboxylic acid

ID: ALA5267864

Chembl Id: CHEMBL5267864

Max Phase: Preclinical

Molecular Formula: C24H20BrNO3

Molecular Weight: 450.33

Associated Items:

Names and Identifiers

Canonical SMILES:  CCCCc1ccc(-c2ccc(-c3cc(C(=O)O)c4cc(Br)ccc4n3)o2)cc1

Standard InChI:  InChI=1S/C24H20BrNO3/c1-2-3-4-15-5-7-16(8-6-15)22-11-12-23(29-22)21-14-19(24(27)28)18-13-17(25)9-10-20(18)26-21/h5-14H,2-4H2,1H3,(H,27,28)

Standard InChI Key:  QXOMZRAYIBZPJH-UHFFFAOYSA-N

Alternative Forms

  1. Parent:

    ALA5267864

    ---

Associated Targets(Human)

EIF4A1 Tchem Eukaryotic initiation factor 4A-I (286 Activities)
Activity TypeRelationActivity valueUnitsAction TypeJournalPubMed IddoiAssay Aladdin ID
BJAB (157 Activities)
Activity TypeRelationActivity valueUnitsAction TypeJournalPubMed IddoiAssay Aladdin ID

Molecule Features

Natural Product: NoOral: NoChemical Probe: NoParenteral: No
Molecule Type: Topical: NoFirst In Class: NoBlack Box: No
Chirality: NoAvailability: NoProdrug: No

Drug Indications

MESH IDMESH Heading EFO IDsEFO TermsMax Phase for IndicationReferences

Mechanisms of Action

Mechanism of ActionAction Typetarget IDTarget NameTarget TypeTarget OrganismBinding Site NameReferences

Calculated Properties

Molecular Weight: 450.33Molecular Weight (Monoisotopic): 449.0627AlogP: 6.97#Rotatable Bonds: 6
Polar Surface Area: 63.33Molecular Species: ACIDHBA: 3HBD: 1
#RO5 Violations: 1HBA (Lipinski): 4HBD (Lipinski): 1#RO5 Violations (Lipinski): 1
CX Acidic pKa: 3.55CX Basic pKa: CX LogP: 7.06CX LogD: 3.70
Aromatic Rings: 4Heavy Atoms: 29QED Weighted: 0.34Np Likeness Score: -0.67

References

1. Zerio CJ, Cunningham TA, Tulino AS, Alimusa EA, Buckley TM, Moore KT, Dodson M, Wilson NC, Ambrose AJ, Shi T, Sivinski J, Essegian DJ, Zhang DD, Schürer SC, Schatz JH, Chapman E..  (2021)  Discovery of an eIF4A Inhibitor with a Novel Mechanism of Action.,  64  (21.0): [PMID:34676755] [10.1021/acs.jmedchem.1c01014]

Source