ID: ALA5274532

Max Phase: Preclinical

Molecular Formula: C24H23FN6O4

Molecular Weight: 478.48

Names and Identifiers

Canonical SMILES:  O=C(N/N=C/c1ccc([N+](=O)[O-])cc1)c1cn(C2CC2)c2cc(N3CCNCC3)c(F)cc2c1=O

Standard InChI:  InChI=1S/C24H23FN6O4/c25-20-11-18-21(12-22(20)29-9-7-26-8-10-29)30(16-5-6-16)14-19(23(18)32)24(33)28-27-13-15-1-3-17(4-2-15)31(34)35/h1-4,11-14,16,26H,5-10H2,(H,28,33)/b27-13+

Standard InChI Key:  JEQLIOMJPNELON-UVHMKAGCSA-N

Molfile:  

 
     RDKit          2D

 35 39  0  0  0  0  0  0  0  0999 V2000
   -3.5712    0.1523    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.8566    0.5645    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.1446    0.1526    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.1446   -0.6724    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.8548   -1.0843    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.5712   -0.6762    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.2858   -1.0887    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   -4.2858   -1.9140    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -5.0005   -2.3266    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -5.7151   -1.9140    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   -5.7152   -1.0887    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -5.0005   -0.6762    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.4300   -1.0851    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   -0.7153   -0.6725    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.7153    0.1526    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.4300    0.5652    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.4300    1.3905    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -0.0006    0.5652    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.0006    1.3905    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.7139    0.1526    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    1.4286    0.5652    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    2.1432    0.1526    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.8579    0.5652    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.8581    1.3905    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.5711    1.8012    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.2859    1.3885    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.2875    0.5673    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.5756    0.1508    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.4300   -1.9103    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.8434   -2.6263    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.0182   -2.6255    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.2858    0.5649    0.0000 F   0  0  0  0  0  0  0  0  0  0  0  0
    5.0006    1.8011    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    5.7152    1.3885    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    5.0006    2.6263    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
  2  1  2  0
  3  2  1  0
  4  3  2  0
  5  4  1  0
  6  5  2  0
  1  6  1  0
  7  6  1  0
  7  8  1  0
  9  8  1  0
 10  9  1  0
 11 10  1  0
 12 11  1  0
  7 12  1  0
  4 13  1  0
 13 14  1  0
 14 15  2  0
 15 16  1  0
  3 16  1  0
 16 17  2  0
 15 18  1  0
 18 19  2  0
 18 20  1  0
 20 21  1  0
 21 22  2  0
 22 23  1  0
 24 23  2  0
 25 24  1  0
 26 25  2  0
 27 26  1  0
 28 27  2  0
 23 28  1  0
 29 13  1  0
 29 30  1  0
 30 31  1  0
 29 31  1  0
  1 32  1  0
 33 26  1  0
 33 34  1  0
 33 35  2  0
M  CHG  2  33   1  34  -1
M  END

Alternative Forms

1. Parent:

   

   ALA5274532

   ---

Molecule Features

Natural Product: No

Oral: No

Chemical Probe: No

Parenteral: No

Molecule Type:

Topical: No

First In Class: No

Black Box: No

Chirality: No

Availability: No

Prodrug: No

Calculated Properties

Molecular Weight: 478.48

Molecular Weight (Monoisotopic): 478.1765

AlogP: 2.56

#Rotatable Bonds: 6

Polar Surface Area: 121.87

Molecular Species: BASE

HBA: 8

HBD: 2

#RO5 Violations: ┄

HBA (Lipinski): 10

HBD (Lipinski): 2

#RO5 Violations (Lipinski): ┄

CX Acidic pKa: 11.71

CX Basic pKa: 8.67

CX LogP: 2.83

CX LogD: 1.53

Aromatic Rings: 3

Heavy Atoms: 35

QED Weighted: 0.32

Np Likeness Score: -1.57

References

1. 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]

2. Gao F, Wang P, Yang H, Miao Q, Ma L, Lu G..  (2018)  Recent developments of quinolone-based derivatives and their activities against Escherichia coli.,  157  [PMID:30193220] [10.1016/j.ejmech.2018.08.095]

Source

Source(1):

• Scientific Literature