2,4-Dichloro-N-(5-nitrothiazol-2-yl)benzamide

ID: ALA4102186

Cas Number: 69819-40-5

PubChem CID: 4988560

Max Phase: Preclinical

Molecular Formula: C10H5Cl2N3O3S

Molecular Weight: 318.14

Molecule Type: Small molecule

Names and Identifiers

Canonical SMILES:  O=C(Nc1ncc([N+](=O)[O-])s1)c1ccc(Cl)cc1Cl

Standard InChI:  InChI=1S/C10H5Cl2N3O3S/c11-5-1-2-6(7(12)3-5)9(16)14-10-13-4-8(19-10)15(17)18/h1-4H,(H,13,14,16)

Standard InChI Key:  BIWKBRGZFWTUPZ-UHFFFAOYSA-N

Molfile:  

     RDKit          2D

 19 20  0  0  0  0  0  0  0  0999 V2000
    3.7420  -11.1105    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.7408  -11.9300    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.4489  -12.3390    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.1585  -11.9295    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.1557  -11.1069    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.4471  -10.7016    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.4447   -9.8844    0.0000 Cl  0  0  0  0  0  0  0  0  0  0  0  0
    5.8619  -10.6956    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.5711  -11.1015    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    5.8588   -9.8784    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    7.2773  -10.6903    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    8.0244  -11.0186    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    8.5689  -10.4093    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    8.1576   -9.7031    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.3590   -9.8761    0.0000 S   0  0  0  0  0  0  0  0  0  0  0  0
    8.4890   -8.9517    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    8.0061   -8.2925    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    9.3014   -8.8632    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    3.0328  -12.3380    0.0000 Cl  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
  6  7  1  0
  5  8  1  0
  8  9  1  0
  8 10  2  0
  9 11  1  0
 11 12  2  0
 12 13  1  0
 13 14  2  0
 14 15  1  0
 15 11  1  0
 16 17  2  0
 16 18  1  0
 14 16  1  0
  2 19  1  0
M  CHG  2  16   1  18  -1
M  END

Alternative Forms

1. Parent:

   

   ALA4102186

   2,4-Dichloro-N-(5-nitro-2-thiazolyl)benzamide

Molecule Features

Natural Product: No

Oral: No

Chemical Probe: No

Parenteral: No

Molecule Type: Small molecule

Topical: No

First In Class: No

Black Box: No

Chirality: No

Availability: No

Prodrug: No

Calculated Properties

Molecular Weight: 318.14

Molecular Weight (Monoisotopic): 316.9429

AlogP: 3.61

#Rotatable Bonds: 3

Polar Surface Area: 85.13

Molecular Species: NEUTRAL

HBA: 5

HBD: 1

#RO5 Violations: ┄

HBA (Lipinski): 6

HBD (Lipinski): 1

#RO5 Violations (Lipinski): ┄

CX Acidic pKa: 10.28

CX Basic pKa: ┄

CX LogP: 3.72

CX LogD: 3.72

Aromatic Rings: 2

Heavy Atoms: 19

QED Weighted: 0.69

Np Likeness Score: -2.66

References

1. Buchieri MV, Cimino M, Rebollo-Ramirez S, Beauvineau C, Cascioferro A, Favre-Rochex S, Helynck O, Naud-Martin D, Larrouy-Maumus G, Munier-Lehmann H, Gicquel B..  (2017)  Nitazoxanide Analogs Require Nitroreduction for Antimicrobial Activity in Mycobacterium smegmatis.,  60  (17): [PMID:28846409] [10.1021/acs.jmedchem.7b00726]

Source

Source(1):

• Scientific Literature