2,6-difluoro-3-((1-((7-nitrobenzo[c][1,2,5]oxadiazol-4-yl)amino)pentan-2-yl)oxy)benzamide

ID: ALA5092407

PubChem CID: 166631803

Max Phase: Preclinical

Molecular Formula: C18H17F2N5O5

Molecular Weight: 421.36

Molecule Type: Unknown

Names and Identifiers

Canonical SMILES:  CCCC(CNc1ccc([N+](=O)[O-])c2nonc12)Oc1ccc(F)c(C(N)=O)c1F

Standard InChI:  InChI=1S/C18H17F2N5O5/c1-2-3-9(29-13-7-4-10(19)14(15(13)20)18(21)26)8-22-11-5-6-12(25(27)28)17-16(11)23-30-24-17/h4-7,9,22H,2-3,8H2,1H3,(H2,21,26)

Standard InChI Key:  JKXRGAUIDHCJSS-UHFFFAOYSA-N

Molfile:  

 
     RDKit          2D

 30 32  0  0  0  0  0  0  0  0999 V2000
    2.6309   -8.1413    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.6297   -8.9686    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.3409   -9.3794    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.0578   -8.9681    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.0549   -8.1377    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.3391   -7.7266    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.3362   -6.8979    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.0499   -6.4854    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    2.6241   -6.4896    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    4.7683   -7.7206    0.0000 F   0  0  0  0  0  0  0  0  0  0  0  0
    1.9158   -7.7270    0.0000 F   0  0  0  0  0  0  0  0  0  0  0  0
    4.7733   -9.3774    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    5.4876   -8.9659    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.2033   -9.3752    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.9176   -8.9637    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    7.6332   -9.3730    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.6301  -10.1986    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    8.3448  -10.6119    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    9.0559  -10.1962    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    8.3408   -8.9616    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    9.0508   -9.3629    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    9.6561   -8.8117    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    9.3176   -8.0655    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    8.5032   -8.1582    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    9.7743  -10.6074    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   10.4879  -10.1903    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    9.7774  -11.4323    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    5.4863   -8.1410    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.2007   -7.7254    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.1994   -6.9004    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  2  0
  2  3  1  0
  3  4  2  0
  4  5  1  0
  5  6  2  0
  6  1  1  0
  7  8  1  0
  7  9  2  0
  6  7  1  0
  5 10  1  0
  1 11  1  0
  4 12  1  0
 12 13  1  0
 13 14  1  0
 14 15  1  0
 15 16  1  0
 16 17  2  0
 17 18  1  0
 18 19  2  0
 19 21  1  0
 20 16  1  0
 20 21  1  0
 21 22  2  0
 22 23  1  0
 23 24  1  0
 24 20  2  0
 25 26  2  0
 25 27  1  0
 19 25  1  0
 13 28  1  0
 28 29  1  0
 29 30  1  0
M  CHG  2  25   1  27  -1
M  END

Alternative Forms

1. Parent:

   

   ALA5092407

   ---

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: 421.36

Molecular Weight (Monoisotopic): 421.1198

AlogP: 3.17

#Rotatable Bonds: 9

Polar Surface Area: 146.41

Molecular Species: NEUTRAL

HBA: 8

HBD: 2

#RO5 Violations: ┄

HBA (Lipinski): 10

HBD (Lipinski): 3

#RO5 Violations (Lipinski): ┄

CX Acidic pKa: 10.96

CX Basic pKa: ┄

CX LogP: 2.90

CX LogD: 2.90

Aromatic Rings: 3

Heavy Atoms: 30

QED Weighted: 0.40

Np Likeness Score: -1.19

References

1. Huecas S, Araújo-Bazán L, Ruiz FM, Ruiz-Ávila LB, Martínez RF, Escobar-Peña A, Artola M, Vázquez-Villa H, Martín-Fontecha M, Fernández-Tornero C, López-Rodríguez ML, Andreu JM..  (2021)  Targeting the FtsZ Allosteric Binding Site with a Novel Fluorescence Polarization Screen, Cytological and Structural Approaches for Antibacterial Discovery.,  64  (9.0): [PMID:33908781] [10.1021/acs.jmedchem.0c02207]

Source

Source(1):

• Scientific Literature