5-(3-Hydroxy-4-oxo-1,4-dihydroquinolin-2-yl)-2-(piperidin-1-yl)-benzoic Acid

ID: ALA4097524

Chembl Id: CHEMBL4097524

PubChem CID: 137662249

Max Phase: Preclinical

Molecular Formula: C21H20N2O4

Molecular Weight: 364.40

Molecule Type: Small molecule

Names and Identifiers

Canonical SMILES:  O=C(O)c1cc(-c2[nH]c3ccccc3c(=O)c2O)ccc1N1CCCCC1

Standard InChI:  InChI=1S/C21H20N2O4/c24-19-14-6-2-3-7-16(14)22-18(20(19)25)13-8-9-17(15(12-13)21(26)27)23-10-4-1-5-11-23/h2-3,6-9,12,25H,1,4-5,10-11H2,(H,22,24)(H,26,27)

Standard InChI Key:  BSVUQTTWPPMTHY-UHFFFAOYSA-N

Alternative Forms

1. Parent:

   

   ALA4097524

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Molecule Features

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

Calculated Properties

Molecular Weight: 364.40

Molecular Weight (Monoisotopic): 364.1423

AlogP: 3.59

#Rotatable Bonds: 3

Polar Surface Area: 93.63

Molecular Species: ACID

HBA: 4

HBD: 3

#RO5 Violations: ┄

HBA (Lipinski): 6

HBD (Lipinski): 3

#RO5 Violations (Lipinski): ┄

CX Acidic pKa: 4.54

CX Basic pKa: 1.54

CX LogP: 3.62

CX LogD: 0.77

Aromatic Rings: 3

Heavy Atoms: 27

QED Weighted: 0.66

Np Likeness Score: -0.32

References

1. Burglová K, Rylová G, Markos A, Prichystalova H, Soural M, Petracek M, Medvedikova M, Tejral G, Sopko B, Hradil P, Dzubak P, Hajduch M, Hlavac J..  (2018)  Identification of Eukaryotic Translation Elongation Factor 1-α 1 Gamendazole-Binding Site for Binding of 3-Hydroxy-4(1 H)-quinolinones as Novel Ligands with Anticancer Activity.,  61  (7): [PMID:29498519] [10.1021/acs.jmedchem.8b00078]

Source

Source(1):

• Scientific Literature