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

ID: ALA5091006

PubChem CID: 166634376

Max Phase: Preclinical

Molecular Formula: C18H17F2N5O5

Molecular Weight: 421.36

Molecule Type: Unknown

Names and Identifiers

Canonical SMILES:  CCCC(COc1ccc(F)c(C(N)=O)c1F)Nc1ccc([N+](=O)[O-])c2nonc12

Standard InChI:  InChI=1S/C18H17F2N5O5/c1-2-3-9(8-29-13-7-4-10(19)14(15(13)20)18(21)26)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:  BUJJQAFTRAMDEK-UHFFFAOYSA-N

Molfile:  

 
     RDKit          2D

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   17.4276  -12.0187    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   17.4264  -12.8461    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   18.1377  -13.2568    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   18.8546  -12.8456    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   18.8518  -12.0151    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   18.1359  -11.6038    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   18.1330  -10.7751    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   18.8468  -10.3626    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   17.4208  -10.3668    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   19.5653  -11.5978    0.0000 F   0  0  0  0  0  0  0  0  0  0  0  0
   16.7124  -11.6042    0.0000 F   0  0  0  0  0  0  0  0  0  0  0  0
   19.5703  -13.2549    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   20.2847  -12.8434    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   21.0005  -13.2527    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   21.7149  -12.8411    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   22.4306  -13.2504    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   22.4274  -14.0761    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   23.1423  -14.4895    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   23.8534  -14.0738    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   23.1382  -12.8390    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   23.8483  -13.2404    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   24.4536  -12.6891    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   24.1151  -11.9428    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   23.3007  -12.0356    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   24.5720  -14.4849    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   25.2855  -14.0678    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   24.5749  -15.3099    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   21.0018  -14.0777    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   20.2874  -14.4934    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   20.2887  -15.3184    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
 14 28  1  0
 28 29  1  0
 29 30  1  0
M  CHG  2  25   1  27  -1
M  END

Alternative Forms

1. Parent:

   

   ALA5091006

   ---

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: 10.95

CX Basic pKa: ┄

CX LogP: 2.90

CX LogD: 2.90

Aromatic Rings: 3

Heavy Atoms: 30

QED Weighted: 0.40

Np Likeness Score: -1.35

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