3-[[cyclohexyl(2-hydroxyethyl)amino]methyl]-4-[[6-fluoro-8-(methylamino)-2-oxo-1H-quinoline-3-carbonyl]amino]benzoic acid hydrochloride

ID: ALA4758336

Chembl Id: CHEMBL4758336

PubChem CID: 160480828

Max Phase: Preclinical

Molecular Formula: C27H32ClFN4O5

Molecular Weight: 510.57

Molecule Type: Unknown

Names and Identifiers

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

Standard InChI:  InChI=1S/C27H31FN4O5.ClH/c1-29-23-14-19(28)12-17-13-21(26(35)31-24(17)23)25(34)30-22-8-7-16(27(36)37)11-18(22)15-32(9-10-33)20-5-3-2-4-6-20;/h7-8,11-14,20,29,33H,2-6,9-10,15H2,1H3,(H,30,34)(H,31,35)(H,36,37);1H

Standard InChI Key:  NMFDMALDUNWPKI-UHFFFAOYSA-N

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: 510.57

Molecular Weight (Monoisotopic): 510.2278

AlogP: 3.79

#Rotatable Bonds: 9

Polar Surface Area: 134.76

Molecular Species: ZWITTERION

HBA: 6

HBD: 5

#RO5 Violations: 1

HBA (Lipinski): 9

HBD (Lipinski): 5

#RO5 Violations (Lipinski): 1

CX Acidic pKa: 3.81

CX Basic pKa: 8.96

CX LogP: 0.21

CX LogD: 0.20

Aromatic Rings: 3

Heavy Atoms: 37

QED Weighted: 0.30

Np Likeness Score: -1.34

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