(E)-3-methyl-4-((2-((4-nitrophenyl)sulfonyl)hydrazono)methyl)-1,2,5-oxadiazole2-oxide

ID: ALA4475936

PubChem CID: 155538024

Max Phase: Preclinical

Molecular Formula: C10H9N5O6S

Molecular Weight: 327.28

Molecule Type: Unknown

Names and Identifiers

Canonical SMILES:  Cc1c(/C=N/NS(=O)(=O)c2ccc([N+](=O)[O-])cc2)no[n+]1[O-]

Standard InChI:  InChI=1S/C10H9N5O6S/c1-7-10(12-21-15(7)18)6-11-13-22(19,20)9-4-2-8(3-5-9)14(16)17/h2-6,13H,1H3/b11-6+

Standard InChI Key:  YHLZTHLFEKRHQE-IZZDOVSWSA-N

Molfile:  

 
     RDKit          2D

 22 23  0  0  0  0  0  0  0  0999 V2000
    3.6196  -13.5497    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    4.0323  -14.2596    0.0000 S   0  0  0  0  0  0  0  0  0  0  0  0
    4.4407  -13.5472    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    3.3265  -14.6723    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.7420  -14.6723    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    5.4497  -14.2637    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    6.1574  -14.6723    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.8651  -14.2637    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.6101  -14.5954    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    8.1569  -13.9881    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    7.7483  -13.2803    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    6.9490  -13.4504    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.3411  -12.9042    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    8.0806  -12.5338    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.6193  -14.2608    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.9121  -14.6687    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.9116  -15.4868    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.6243  -15.8952    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.3286  -15.4849    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.2019  -15.8956    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    1.2030  -16.7128    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.4936  -15.4879    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
  2  1  2  0
  3  2  2  0
  4  2  1  0
  2  5  1  0
  5  6  1  0
  6  7  2  0
  7  8  1  0
  8  9  2  0
  9 10  1  0
 10 11  1  0
 11 12  2  0
 12  8  1  0
 12 13  1  0
 11 14  1  0
  4 15  2  0
 15 16  1  0
 16 17  2  0
 17 18  1  0
 18 19  2  0
 19  4  1  0
 20 21  2  0
 20 22  1  0
 17 20  1  0
M  CHG  4  11   1  14  -1  20   1  22  -1
M  END

Alternative Forms

1. Parent:

   

   ALA4475936

   ---

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: 327.28

Molecular Weight (Monoisotopic): 327.0274

AlogP: -0.16

#Rotatable Bonds: 5

Polar Surface Area: 154.64

Molecular Species: NEUTRAL

HBA: 8

HBD: 1

#RO5 Violations: ┄

HBA (Lipinski): 11

HBD (Lipinski): 1

#RO5 Violations (Lipinski): 1

CX Acidic pKa: 8.92

CX Basic pKa: ┄

CX LogP: 0.18

CX LogD: 0.17

Aromatic Rings: 2

Heavy Atoms: 22

QED Weighted: 0.35

Np Likeness Score: -1.67

References

1. Segretti ND, Serafim RA, Segretti MC, Miyata M, Coelho FR, Augusto O, Ferreira EI..  (2016)  New antibacterial agents: Hybrid bioisoster derivatives as potential E. coli FabH inhibitors.,  26  (16): [PMID:27426865] [10.1016/j.bmcl.2016.06.089]

Source

Source(1):

• Scientific Literature