SID26664743

ID: ALA1492532

Cas Number: 64724-88-5

PubChem CID: 298930

Max Phase: Preclinical

Molecular Formula: C10H6N4O5S

Molecular Weight: 294.25

Molecule Type: Small molecule

Names and Identifiers

Canonical SMILES:  O=C(Nc1ncc([N+](=O)[O-])s1)c1cccc([N+](=O)[O-])c1

Standard InChI:  InChI=1S/C10H6N4O5S/c15-9(6-2-1-3-7(4-6)13(16)17)12-10-11-5-8(20-10)14(18)19/h1-5H,(H,11,12,15)

Standard InChI Key:  QFPGKQYYQDTOFV-UHFFFAOYSA-N

Molfile:  

     RDKit          2D

 20 21  0  0  0  0  0  0  0  0999 V2000
    0.2938   -0.0534    0.0000 S   0  0  0  0  0  0  0  0  0  0  0  0
    1.6798   -0.6656    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -1.0881    1.6690    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.3408    1.6690    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    4.2906   -1.8280    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    4.4400   -3.2491    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.5238   -1.5055    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   -0.7862   -0.8380    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   -0.3737    1.2565    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    3.9550   -2.5816    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    0.0388   -0.8380    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.3737    0.4315    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.8292   -2.0867    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.3442   -1.4192    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.0411   -0.0534    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.1346   -2.6679    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.6496   -2.0004    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.4936   -2.8403    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.7990   -3.4215    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.9785   -3.5078    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
  1 11  1  0
  1 12  1  0
  2 14  2  0
  3  9  1  0
  4  9  2  0
  5 10  1  0
  6 10  2  0
  7 11  1  0
  7 14  1  0
  8 11  2  0
  8 15  1  0
  9 12  1  0
 10 16  1  0
 12 15  2  0
 13 14  1  0
 13 17  1  0
 13 18  2  0
 16 17  2  0
 16 19  1  0
 18 20  1  0
 19 20  2  0
M  CHG  4   3  -1   5  -1   9   1  10   1
M  END

Alternative Forms

1. Parent:

   

   ALA1492532

   3-nitro-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: 294.25

Molecular Weight (Monoisotopic): 294.0059

AlogP: 2.21

#Rotatable Bonds: 4

Polar Surface Area: 128.27

Molecular Species: NEUTRAL

HBA: 7

HBD: 1

#RO5 Violations: ┄

HBA (Lipinski): 9

HBD (Lipinski): 1

#RO5 Violations (Lipinski): ┄

CX Acidic pKa: 9.30

CX Basic pKa: ┄

CX LogP: 2.45

CX LogD: 2.45

Aromatic Rings: 2

Heavy Atoms: 20

QED Weighted: 0.68

Np Likeness Score: -2.33

References

1. PubChem BioAssay data set, 

2. Kaoud TS, Yan C, Mitra S, Tseng CC, Jose J, Taliaferro JM, Tuohetahuntila M, Devkota A, Sammons R, Park J, Park H, Shi Y, Hong J, Ren P, Dalby KN..  (2012)  From in Silico Discovery to intra-Cellular Activity: Targeting JNK-Protein Interactions with Small Molecules.,  3  (9): [PMID:23002419] [10.1021/ml300129b]

Source

Source(2):

• Scientific Literature
• PubChem BioAssays