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

ID: ALA5091931

PubChem CID: 166635793

Max Phase: Preclinical

Molecular Formula: C20H21F2N5O5

Molecular Weight: 449.41

Molecule Type: Unknown

Names and Identifiers

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

Standard InChI:  InChI=1S/C20H21F2N5O5/c1-2-3-4-5-11(31-15-9-6-12(21)16(17(15)22)20(23)28)10-24-13-7-8-14(27(29)30)19-18(13)25-32-26-19/h6-9,11,24H,2-5,10H2,1H3,(H2,23,28)

Standard InChI Key:  DHOIGLJPZWVCRG-UHFFFAOYSA-N

Molfile:  

 
     RDKit          2D

 32 34  0  0  0  0  0  0  0  0999 V2000
    2.3492  -15.6628    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.3481  -16.4902    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.0593  -16.9052    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.7763  -16.4897    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.7735  -15.6592    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.0575  -15.2522    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.0546  -14.4234    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.7685  -14.0067    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    2.3425  -14.0109    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    4.4870  -15.2462    0.0000 F   0  0  0  0  0  0  0  0  0  0  0  0
    1.6341  -15.2526    0.0000 F   0  0  0  0  0  0  0  0  0  0  0  0
    4.4920  -16.9032    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    5.2064  -16.4875    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.9222  -16.9010    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.6365  -16.4853    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    7.3522  -16.8988    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.3491  -17.7245    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    8.0640  -18.1337    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    8.7751  -17.7221    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    8.0599  -16.4831    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    8.7700  -16.8887    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    9.3753  -16.3333    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    9.0368  -15.5870    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    8.2224  -15.6797    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    9.4936  -18.1292    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   10.2072  -17.7161    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    9.4966  -18.9542    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    5.2051  -15.6625    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.9195  -15.2510    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.9182  -14.4260    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.6326  -14.0102    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.6313  -13.1852    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
 30 31  1  0
 31 32  1  0
M  CHG  2  25   1  27  -1
M  END

Alternative Forms

1. Parent:

   

   ALA5091931

   ---

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: 449.41

Molecular Weight (Monoisotopic): 449.1511

AlogP: 3.95

#Rotatable Bonds: 11

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: 3.79

CX LogD: 3.79

Aromatic Rings: 3

Heavy Atoms: 32

QED Weighted: 0.25

Np Likeness Score: -1.04

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