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

ID: ALA5084076

PubChem CID: 166627773

Max Phase: Preclinical

Molecular Formula: C15H11F2N5O5

Molecular Weight: 379.28

Molecule Type: Unknown

Names and Identifiers

Canonical SMILES:  NC(=O)c1c(F)ccc(OCCNc2ccc([N+](=O)[O-])c3nonc23)c1F

Standard InChI:  InChI=1S/C15H11F2N5O5/c16-7-1-4-10(12(17)11(7)15(18)23)26-6-5-19-8-2-3-9(22(24)25)14-13(8)20-27-21-14/h1-4,19H,5-6H2,(H2,18,23)

Standard InChI Key:  BFLPRLRRUSMWCC-UHFFFAOYSA-N

Molfile:  

 
     RDKit          2D

 27 29  0  0  0  0  0  0  0  0999 V2000
    2.3472   -2.3735    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.3461   -3.2001    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.0567   -3.6106    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.7731   -3.1997    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.7703   -2.3699    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.0549   -1.9590    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.0520   -1.1309    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.7653   -0.7187    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    2.3405   -0.7230    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    4.4832   -1.9530    0.0000 F   0  0  0  0  0  0  0  0  0  0  0  0
    1.6327   -1.9594    0.0000 F   0  0  0  0  0  0  0  0  0  0  0  0
    4.4882   -3.6086    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    5.2020   -3.1974    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.9171   -3.6064    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.6308   -3.1952    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    7.3459   -3.6042    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.3428   -4.4292    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    8.0570   -4.8422    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    8.7676   -4.4268    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    8.0530   -3.1931    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    8.7625   -3.5941    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    9.3673   -3.0433    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    9.0291   -2.2976    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    8.2153   -2.3903    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    9.4854   -4.8377    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   10.1984   -4.4208    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    9.4884   -5.6620    0.0000 O   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
M  CHG  2  25   1  27  -1
M  END

Alternative Forms

1. Parent:

   

   ALA5084076

   ---

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: 379.28

Molecular Weight (Monoisotopic): 379.0728

AlogP: 2.00

#Rotatable Bonds: 7

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: 10.97

CX Basic pKa: ┄

CX LogP: 1.52

CX LogD: 1.52

Aromatic Rings: 3

Heavy Atoms: 27

QED Weighted: 0.36

Np Likeness Score: -1.82

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