1-Cyclopropyl-6-fluoro-4-oxo-7-(4-(prop-2-yn-1-yl)piperazin-1-yl)-1,4-dihydroquinoline-3-carboxylic acid

ID: ALA4177464

Chembl Id: CHEMBL4177464

PubChem CID: 13850787

Max Phase: Preclinical

Molecular Formula: C20H20FN3O3

Molecular Weight: 369.40

Molecule Type: Small molecule

Names and Identifiers

Canonical SMILES:  C#CCN1CCN(c2cc3c(cc2F)c(=O)c(C(=O)O)cn3C2CC2)CC1

Standard InChI:  InChI=1S/C20H20FN3O3/c1-2-5-22-6-8-23(9-7-22)18-11-17-14(10-16(18)21)19(25)15(20(26)27)12-24(17)13-3-4-13/h1,10-13H,3-9H2,(H,26,27)

Standard InChI Key:  BYTLKESUZQQJMP-UHFFFAOYSA-N

Alternative Forms

1. Parent:

   

   ALA4177464

   1-Cyclopropyl-6-fluoro-4-oxo-7-(4-prop-2-ynylpiperazin-1-yl)quinoline-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: 369.40

Molecular Weight (Monoisotopic): 369.1489

AlogP: 1.93

#Rotatable Bonds: 4

Polar Surface Area: 65.78

Molecular Species: ACID

HBA: 5

HBD: 1

#RO5 Violations: ┄

HBA (Lipinski): 6

HBD (Lipinski): 1

#RO5 Violations (Lipinski): ┄

CX Acidic pKa: 5.87

CX Basic pKa: 5.25

CX LogP: 1.46

CX LogD: 0.33

Aromatic Rings: 2

Heavy Atoms: 27

QED Weighted: 0.83

Np Likeness Score: -1.17

References

1. Faidallah HM, Girgis AS, Tiwari AD, Honkanadavar HH, Thomas SJ, Samir A, Kalmouch A, Alamry KA, Khan KA, Ibrahim TS, Al-Mahmoudy AMM, Asiri AM, Panda SS..  (2018)  Synthesis, antibacterial properties and 2D-QSAR studies of quinolone-triazole conjugates.,  143  [PMID:29126731] [10.1016/j.ejmech.2017.10.042]

2. Meiers J,Zahorska E,Röhrig T,Hauck D,Wagner S,Titz A.  (2020)  Directing Drugs to Bugs: Antibiotic-Carbohydrate Conjugates Targeting Biofilm-Associated Lectins of Pseudomonas aeruginosa.,  63  (20): [PMID:32924479] [10.1021/acs.jmedchem.0c00856]

Source

Source(1):

• Scientific Literature