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

ID: ALA5090793

PubChem CID: 166636439

Max Phase: Preclinical

Molecular Formula: C18H17F2N5O5

Molecular Weight: 421.36

Molecule Type: Unknown

Names and Identifiers

Canonical SMILES:  CCC[C@@H](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)/t9-/m0/s1

Standard InChI Key:  JKXRGAUIDHCJSS-VIFPVBQESA-N

Molfile:  

 
     RDKit          2D

 30 32  0  0  0  0  0  0  0  0999 V2000
    6.7485   -8.4665    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.7473   -9.2939    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.4621   -9.7068    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    8.1786   -9.2935    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    8.1757   -8.4629    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.4603   -8.0537    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.4574   -7.2250    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    8.1706   -6.8104    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    6.7417   -6.8146    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    8.8886   -8.0477    0.0000 F   0  0  0  0  0  0  0  0  0  0  0  0
    6.0339   -8.0542    0.0000 F   0  0  0  0  0  0  0  0  0  0  0  0
    8.8937   -9.7047    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    9.6075   -9.2911    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   10.3226   -9.7025    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    9.6062   -8.4661    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   10.3201   -8.0525    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   10.3187   -7.2275    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   11.0364   -9.2889    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   11.7515   -9.7003    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   11.7484  -10.5260    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   12.4626  -10.9373    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   13.1775  -10.5236    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   12.4587   -9.2868    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   13.1722   -9.6902    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   13.7765   -9.1362    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   13.4363   -8.3903    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   12.6218   -8.4835    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   13.8954  -10.9326    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   14.6083  -10.5176    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   13.8984  -11.7576    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
 13 15  1  1
 15 16  1  0
 16 17  1  0
 14 18  1  0
 18 19  1  0
 19 20  2  0
 20 21  1  0
 21 22  2  0
 22 24  1  0
 23 19  1  0
 23 24  1  0
 24 25  2  0
 25 26  1  0
 26 27  1  0
 27 23  2  0
 28 29  2  0
 28 30  1  0
 22 28  1  0
M  CHG  2  28   1  30  -1
M  END

Alternative Forms

1. Parent:

   

   ALA5090793

   ---

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