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

ID: ALA4070348

Chembl Id: CHEMBL4070348

PubChem CID: 137640276

Max Phase: Preclinical

Molecular Formula: C20H18N2O5

Molecular Weight: 366.37

Molecule Type: Small molecule

Names and Identifiers

Canonical SMILES:  O=C(O)c1cc(-c2[nH]c3ccccc3c(=O)c2O)ccc1N1CCOCC1

Standard InChI:  InChI=1S/C20H18N2O5/c23-18-13-3-1-2-4-15(13)21-17(19(18)24)12-5-6-16(14(11-12)20(25)26)22-7-9-27-10-8-22/h1-6,11,24H,7-10H2,(H,21,23)(H,25,26)

Standard InChI Key:  REYDOWUGQFICLN-UHFFFAOYSA-N

Alternative Forms

1. Parent:

   

   ALA4070348

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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: 366.37

Molecular Weight (Monoisotopic): 366.1216

AlogP: 2.44

#Rotatable Bonds: 3

Polar Surface Area: 102.86

Molecular Species: ACID

HBA: 5

HBD: 3

#RO5 Violations: ┄

HBA (Lipinski): 7

HBD (Lipinski): 3

#RO5 Violations (Lipinski): ┄

CX Acidic pKa: 4.42

CX Basic pKa: ┄

CX LogP: 2.55

CX LogD: -0.32

Aromatic Rings: 3

Heavy Atoms: 27

QED Weighted: 0.66

Np Likeness Score: -0.49

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