N-[2-[[cyclohexyl(2-hydroxyethyl)amino]methyl]-4-(hydroxymethyl)phenyl]-6-fluoro-8-(methylamino)-2-oxo-1H-quinoline-3-carboxamide

ID: ALA4755340

Chembl Id: CHEMBL4755340

PubChem CID: 146314041

Max Phase: Preclinical

Molecular Formula: C27H33FN4O4

Molecular Weight: 496.58

Molecule Type: Unknown

Names and Identifiers

Canonical SMILES:  CNc1cc(F)cc2cc(C(=O)Nc3ccc(CO)cc3CN(CCO)C3CCCCC3)c(=O)[nH]c12

Standard InChI:  InChI=1S/C27H33FN4O4/c1-29-24-14-20(28)12-18-13-22(27(36)31-25(18)24)26(35)30-23-8-7-17(16-34)11-19(23)15-32(9-10-33)21-5-3-2-4-6-21/h7-8,11-14,21,29,33-34H,2-6,9-10,15-16H2,1H3,(H,30,35)(H,31,36)

Standard InChI Key:  GRBYGGVWBJIBGB-UHFFFAOYSA-N

Alternative Forms

1. Parent:

   

   ALA4755340

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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: 496.58

Molecular Weight (Monoisotopic): 496.2486

AlogP: 3.58

#Rotatable Bonds: 9

Polar Surface Area: 117.69

Molecular Species: BASE

HBA: 6

HBD: 5

#RO5 Violations: 0

HBA (Lipinski): 8

HBD (Lipinski): 5

#RO5 Violations (Lipinski): 0

CX Acidic pKa: 12.52

CX Basic pKa: 8.91

CX LogP: 2.52

CX LogD: 1.00

Aromatic Rings: 3

Heavy Atoms: 36

QED Weighted: 0.31

Np Likeness Score: -1.28

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