7-[4-[(2Z)-2-(5-chloro-2-thienyl)-2-hydroxyimino-ethyl]piperazin-1-yl]-1-cyclopropyl-6-fluoro-4-oxo-quinoline-3-carboxylic acid

ID: ALA4638449

Chembl Id: CHEMBL4638449

PubChem CID: 156011627

Max Phase: Preclinical

Molecular Formula: C23H22ClFN4O4S

Molecular Weight: 504.97

Molecule Type: Unknown

Names and Identifiers

Canonical SMILES:  O=C(O)c1cn(C2CC2)c2cc(N3CCN(C/C(=N/O)c4ccc(Cl)s4)CC3)c(F)cc2c1=O

Standard InChI:  InChI=1S/C23H22ClFN4O4S/c24-21-4-3-20(34-21)17(26-33)12-27-5-7-28(8-6-27)19-10-18-14(9-16(19)25)22(30)15(23(31)32)11-29(18)13-1-2-13/h3-4,9-11,13,33H,1-2,5-8,12H2,(H,31,32)/b26-17-

Standard InChI Key:  XNBOWBRZDUQVCN-ONUIUJJFSA-N

Alternative Forms

1. Parent:

   

   ALA4638449

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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: 504.97

Molecular Weight (Monoisotopic): 504.1034

AlogP: 3.89

#Rotatable Bonds: 6

Polar Surface Area: 98.37

Molecular Species: ACID

HBA: 8

HBD: 2

#RO5 Violations: 1

HBA (Lipinski): 8

HBD (Lipinski): 2

#RO5 Violations (Lipinski): 1

CX Acidic pKa: 5.58

CX Basic pKa: 4.22

CX LogP: 3.68

CX LogD: 1.60

Aromatic Rings: 3

Heavy Atoms: 34

QED Weighted: 0.30

Np Likeness Score: -1.29

References

1. 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]

2. 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