Lemofloxacin

ID: ALA1618197

Max Phase: Preclinical

Molecular Formula: C17H21F2N3O3

Molecular Weight: 353.37

Molecule Type: Small molecule

Names and Identifiers

Canonical SMILES:  CCN1CC(C(=O)O)C(=O)c2cc(F)c(N3CCNC(C)C3)c(F)c21

Standard InChI:  InChI=1S/C17H21F2N3O3/c1-3-21-8-11(17(24)25)16(23)10-6-12(18)15(13(19)14(10)21)22-5-4-20-9(2)7-22/h6,9,11,20H,3-5,7-8H2,1-2H3,(H,24,25)

Standard InChI Key:  YZGAZHWDQGGMJN-UHFFFAOYSA-N

Molfile:  

     RDKit          2D

 25 27  0  0  0  0  0  0  0  0999 V2000
    1.7792   -1.1833    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.7792   -2.0083    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    2.4912   -2.4167    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.2032   -2.0083    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.2032   -1.1833    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    2.4912   -0.7667    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.4912   -3.2417    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.9189   -0.7729    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.6288   -1.1913    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.6285    0.4587    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.9163    0.0466    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.3468    0.0443    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.3414   -0.7835    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.0517   -1.1997    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    6.7718   -0.7928    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.7772    0.0350    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.0624    0.4558    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.6235   -2.0163    0.0000 F   0  0  0  0  0  0  0  0  0  0  0  0
    3.2010    0.4576    0.0000 F   0  0  0  0  0  0  0  0  0  0  0  0
    6.0452   -2.0247    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.7564   -2.4428    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.0666    1.2808    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    7.4947    0.4421    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    8.2061    0.0243    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    7.5009    1.2671    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
  3  4  1  0
  4  5  1  0
  5  6  1  0
  3  7  1  0
 12 17  1  0
 13 14  1  0
 14 15  1  0
 15 16  1  0
 16 17  1  0
  5  8  1  0
  9 18  1  0
  1  2  1  0
 11 19  1  0
  8  9  2  0
 14 20  1  0
  9 13  1  0
 20 21  1  0
  1  6  1  0
 17 22  2  0
 12 10  1  0
 16 23  1  0
  2  3  1  0
 23 24  1  0
 10 11  2  0
 23 25  2  0
 11  8  1  0
 12 13  2  0
M  END

Alternative Forms

1. Parent:

   

   ALA1618197

   ---

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: 353.37

Molecular Weight (Monoisotopic): 353.1551

AlogP: 1.49

#Rotatable Bonds: 3

Polar Surface Area: 72.88

Molecular Species: ZWITTERION

HBA: 5

HBD: 2

#RO5 Violations: ┄

HBA (Lipinski): 6

HBD (Lipinski): 2

#RO5 Violations (Lipinski): ┄

CX Acidic pKa: 3.45

CX Basic pKa: 8.70

CX LogP: -0.53

CX LogD: -0.55

Aromatic Rings: 1

Heavy Atoms: 25

QED Weighted: 0.80

Np Likeness Score: -0.36

References

1. Fan YL, Cheng XW, Wu JB, Liu M, Zhang FZ, Xu Z, Feng LS..  (2018)  Antiplasmodial and antimalarial activities of quinolone derivatives: An overview.,  146  [PMID:29360043] [10.1016/j.ejmech.2018.01.039]

Source

Source(1):

• Scientific Literature