ID: ALA5291154

Max Phase: Preclinical

Molecular Formula: C19H20FN5O3S

Molecular Weight: 417.47

Names and Identifiers

Canonical SMILES:  C[C@H]1COc2c(N3CCN(C)CC3)c(F)cc3c(=O)c(-c4nnc(S)o4)cn1c23

Standard InChI:  InChI=1S/C19H20FN5O3S/c1-10-9-27-17-14-11(7-13(20)15(17)24-5-3-23(2)4-6-24)16(26)12(8-25(10)14)18-21-22-19(29)28-18/h7-8,10H,3-6,9H2,1-2H3,(H,22,29)/t10-/m0/s1

Standard InChI Key:  YRLGBNYSGBAJRH-JTQLQIEISA-N

Molfile:  

 
     RDKit          2D

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   -0.7066    0.9494    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.0052    0.5374    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.0052   -0.2876    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.7048   -0.6995    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.4212   -0.2913    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.7198    0.9500    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.4345    0.5374    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.4345   -0.2877    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.7198   -0.7003    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    2.1491    0.9500    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.2353    1.7703    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    3.0421    1.9417    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    3.4545    1.2275    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.9025    0.6145    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.7184   -1.5176    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.0083   -1.9294    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.7033   -1.5203    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.7198    1.7752    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.4331   -1.9302    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.2797    1.2275    0.0000 S   0  0  0  0  0  0  0  0  0  0  0  0
   -2.1359    0.9496    0.0000 F   0  0  0  0  0  0  0  0  0  0  0  0
   -2.1359   -0.7039    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   -2.1358   -1.5291    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.8504   -1.9417    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.5651   -1.5291    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   -3.5651   -0.7039    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.8504   -0.2913    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.2797   -1.9417    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
  2  1  2  0
  3  2  1  0
  4  3  2  0
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  3  7  1  0
  8  7  1  0
  9  8  2  0
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  4 10  1  0
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 12 13  1  0
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 14 15  1  0
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 17 16  1  0
 18 17  1  0
  5 18  1  0
  7 19  2  0
 16 20  1  1
 14 21  1  0
  1 22  1  0
  6 23  1  0
 24 23  1  0
 25 24  1  0
 26 25  1  0
 27 26  1  0
 28 27  1  0
 23 28  1  0
 26 29  1  0
M  END

Alternative Forms

1. Parent:

   

   ALA5291154

   ---

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: 417.47

Molecular Weight (Monoisotopic): 417.1271

AlogP: 2.18

#Rotatable Bonds: 2

Polar Surface Area: 76.63

Molecular Species: NEUTRAL

HBA: 9

HBD: 1

#RO5 Violations: ┄

HBA (Lipinski): 8

HBD (Lipinski): ┄

#RO5 Violations (Lipinski): ┄

CX Acidic pKa: 6.64

CX Basic pKa: 5.94

CX LogP: 1.35

CX LogD: 0.94

Aromatic Rings: 3

Heavy Atoms: 29

QED Weighted: 0.64

Np Likeness Score: -0.67

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]

Source

Source(1):

• Scientific Literature