7-(4-(2-(5-chlorothiophen-2-yl)-2-(methoxyimino)ethyl)piperazin-1-yl)-1-cyclopropyl-6-fluoro-4-oxo-1,4-dihydroquinoline-3-carboxylic acid

ID: ALA1290114

Chembl Id: CHEMBL1290114

PubChem CID: 52946070

Max Phase: Preclinical

Molecular Formula: C24H24ClFN4O4S

Molecular Weight: 519.00

Molecule Type: Small molecule

Names and Identifiers

Canonical SMILES:  CO/N=C(/CN1CCN(c2cc3c(cc2F)c(=O)c(C(=O)O)cn3C2CC2)CC1)c1ccc(Cl)s1

Standard InChI:  InChI=1S/C24H24ClFN4O4S/c1-34-27-18(21-4-5-22(25)35-21)13-28-6-8-29(9-7-28)20-11-19-15(10-17(20)26)23(31)16(24(32)33)12-30(19)14-2-3-14/h4-5,10-12,14H,2-3,6-9,13H2,1H3,(H,32,33)/b27-18-

Standard InChI Key:  BYJWUKCDKCWCJS-IMRQLAEWSA-N

Alternative Forms

1. Parent:

   

   ALA1290114

   7-[4-[(2Z)-2-(5-chlorothiophen-2-yl)-2-methoxyiminoethyl]piperazin-1-yl]-1-cyclopropyl-6-fluoro-4-oxoquinoline-3-carboxylic acid

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: 519.00

Molecular Weight (Monoisotopic): 518.1191

AlogP: 4.06

#Rotatable Bonds: 7

Polar Surface Area: 87.37

Molecular Species: ACID

HBA: 8

HBD: 1

#RO5 Violations: 1

HBA (Lipinski): 8

HBD (Lipinski): 1

#RO5 Violations (Lipinski): 1

CX Acidic pKa: 5.59

CX Basic pKa: 4.32

CX LogP: 4.05

CX LogD: 2.41

Aromatic Rings: 3

Heavy Atoms: 35

QED Weighted: 0.37

Np Likeness Score: -1.26

References

1. Korolyov A, Dorbes S, Azéma J, Guidetti B, Danel M, Lamoral-Theys D, Gras T, Dubois J, Kiss R, Martino R, Malet-Martino M..  (2010)  Novel lipophilic 7H-pyrido[1,2,3-de]-1,4-benzoxazine-6-carboxylic acid derivatives as potential antitumor agents: improved synthesis and in vitro evaluation.,  18  (24): [PMID:21067931] [10.1016/j.bmc.2010.10.039]

2. Gao F, Zhang X, Wang T, Xiao J..  (2019)  Quinolone hybrids and their anti-cancer activities: An overview.,  165  [PMID:30660827] [10.1016/j.ejmech.2019.01.017]

3. Ahadi H, Emami S..  (2020)  Modification of 7-piperazinylquinolone antibacterials to promising anticancer lead compounds: Synthesis and in vitro studies.,  187  [PMID:31881454] [10.1016/j.ejmech.2019.111970]

Source

Source(1):

• Scientific Literature