4-{[6-Fluoro-4-hydroxy-8-(methylamino)-2-oxo-1,2-dihydroquinoline-3-carbonyl]amino}benzoic acid

ID: ALA4744156

Chembl Id: CHEMBL4744156

PubChem CID: 146313868

Max Phase: Preclinical

Molecular Formula: C18H14FN3O5

Molecular Weight: 371.32

Molecule Type: Unknown

Names and Identifiers

Canonical SMILES:  CNc1cc(F)cc2c(O)c(C(=O)Nc3ccc(C(=O)O)cc3)c(=O)[nH]c12

Standard InChI:  InChI=1S/C18H14FN3O5/c1-20-12-7-9(19)6-11-14(12)22-17(25)13(15(11)23)16(24)21-10-4-2-8(3-5-10)18(26)27/h2-7,20H,1H3,(H,21,24)(H,26,27)(H2,22,23,25)

Standard InChI Key:  ACSDSFPAGHERCC-UHFFFAOYSA-N

Alternative Forms

1. Parent:

   

   ALA4744156

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Molecule Features

Natural Product: No

Oral: No

Chemical Probe: No

Parenteral: No

Molecule Type: Unknown

Topical: No

First In Class: No

Black Box: No

Chirality: No

Availability: No

Prodrug: No

Calculated Properties

Molecular Weight: 371.32

Molecular Weight (Monoisotopic): 371.0917

AlogP: 2.37

#Rotatable Bonds: 4

Polar Surface Area: 131.52

Molecular Species: ACID

HBA: 5

HBD: 5

#RO5 Violations: 0

HBA (Lipinski): 8

HBD (Lipinski): 5

#RO5 Violations (Lipinski): 0

CX Acidic pKa: 4.13

CX Basic pKa: 2.75

CX LogP: 0.90

CX LogD: -3.88

Aromatic Rings: 3

Heavy Atoms: 27

QED Weighted: 0.48

Np Likeness Score: -0.94

References

1. Ushiyama F,Amada H,Mihara Y,Takeuchi T,Tanaka-Yamamoto N,Mima M,Kamitani M,Wada R,Tamura Y,Endo M,Masuko A,Takata I,Hitaka K,Sugiyama H,Ohtake N.  (2020)  Lead optimization of 8-(methylamino)-2-oxo-1,2-dihydroquinolines as bacterial type II topoisomerase inhibitors.,  28  (22): [PMID:33032189] [10.1016/j.bmc.2020.115776]

Source

Source(1):

• Scientific Literature