SID99360565

ID: ALA1702248

Cas Number: 53619-67-3

PubChem CID: 313614

Max Phase: Preclinical

Molecular Formula: C13H9N3O4S

Molecular Weight: 303.30

Molecule Type: Small molecule

Names and Identifiers

Canonical SMILES:  Cc1ccc([S+]([O-])c2ccc([N+](=O)[O-])c3nonc23)cc1

Standard InChI:  InChI=1S/C13H9N3O4S/c1-8-2-4-9(5-3-8)21(19)11-7-6-10(16(17)18)12-13(11)15-20-14-12/h2-7H,1H3

Standard InChI Key:  FRBRHPUZSWIODD-UHFFFAOYSA-N

Molfile:  

     RDKit          2D

 21 23  0  0  0  0  0  0  0  0999 V2000
    6.5440  -14.1708    0.0000 S   0  0  0  0  0  0  0  0  0  0  0  0
    6.9889  -16.7125    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    6.5414  -13.3458    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   10.1202  -15.3969    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    9.4097  -16.6366    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    6.6511  -15.9599    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    7.8091  -16.6236    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    9.4071  -15.8116    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    7.2623  -15.4060    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.9781  -15.8162    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.2598  -14.5810    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    8.6913  -15.4014    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.9729  -14.1662    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    8.6887  -14.5764    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.8308  -14.5855    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.1150  -14.1753    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.8335  -15.4104    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.4019  -14.5900    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.1203  -15.8252    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.4045  -15.4150    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.6914  -15.8297    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
  1  3  1  0
  1 11  1  0
  1 15  1  0
  2  6  1  0
  2  7  1  0
  4  8  1  0
  5  8  2  0
  6  9  2  0
  7 10  2  0
  8 12  1  0
  9 10  1  0
  9 11  1  0
 10 12  1  0
 11 13  2  0
 12 14  2  0
 13 14  1  0
 15 16  2  0
 15 17  1  0
 16 18  1  0
 17 19  2  0
 18 20  2  0
 19 20  1  0
 20 21  1  0
M  CHG  4   1   1   3  -1   4  -1   8   1
M  END

Alternative Forms

1. Parent:

   

   ALA1702248

   4-(4-Methylphenyl)sulfinyl-7-nitro-2,1,3-benzoxadiazole

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: 303.30

Molecular Weight (Monoisotopic): 303.0314

AlogP: 2.61

#Rotatable Bonds: 3

Polar Surface Area: 105.12

Molecular Species: NEUTRAL

HBA: 6

HBD: ┄

#RO5 Violations: ┄

HBA (Lipinski): 7

HBD (Lipinski): ┄

#RO5 Violations (Lipinski): ┄

CX Acidic pKa: ┄

CX Basic pKa: ┄

CX LogP: 2.59

CX LogD: 2.59

Aromatic Rings: 3

Heavy Atoms: 21

QED Weighted: 0.42

Np Likeness Score: -1.02

References

1. PubChem BioAssay data set, 

2. Tomek P, Palmer BD, Flanagan JU, Sun C, Raven EL, Ching LM..  (2017)  Discovery and evaluation of inhibitors to the immunosuppressive enzyme indoleamine 2,3-dioxygenase 1 (IDO1): Probing the active site-inhibitor interactions.,  126  [PMID:28011425] [10.1016/j.ejmech.2016.12.029]

3. Johannes Zuegg, Alysha Elliott, Maite Amado, Emma Cowie, Ali Hinton, Geraldine Kaeslin, Angela Kavanagh, Anne Kunert, Gabriell Lowe, Soumya Ramu, Janet Reid, Robin Trauer, Mathilde Desselle, Ruth Neale, Karl Hansford, Mark Blascovich, Matthew Cooper. CO-ADD screening of NIH NCI Diversity Set V,  [10.6019/CHEMBL4296182]

4.  (2018)  INHIBITORS OF SARM1 NADase ACTIVITY AND USES THEREOF, 

5. Hu Y,Wang L,Han X,Zhou Y,Zhang T,Wang L,Hong T,Zhang W,Guo XX,Sun J,Qi Y,Yu J,Liu H,Wu F.  (2019)  Discovery of a Bioactive Inhibitor with a New Scaffold for Cystathionine γ-Lyase.,  62  (3): [PMID:30562026] [10.1021/acs.jmedchem.8b01720]

Source

Source(4):

• Scientific Literature
• PubChem BioAssays
• Patent Bioactivity Data
• CO-ADD antimicrobial screening data