4-methyl-N-(4-(4-nitrophenyl)thiazol-2-yl)-1,2,3-thiadiazole-5-carboxamide

ID: ALA2252690

PubChem CID: 44128135

Max Phase: Preclinical

Molecular Formula: C13H9N5O3S2

Molecular Weight: 347.38

Molecule Type: Small molecule

Names and Identifiers

Canonical SMILES:  Cc1nnsc1C(=O)Nc1nc(-c2ccc([N+](=O)[O-])cc2)cs1

Standard InChI:  InChI=1S/C13H9N5O3S2/c1-7-11(23-17-16-7)12(19)15-13-14-10(6-22-13)8-2-4-9(5-3-8)18(20)21/h2-6H,1H3,(H,14,15,19)

Standard InChI Key:  HOUPEVBOBPRINZ-UHFFFAOYSA-N

Molfile:  

     RDKit          2D

 23 25  0  0  0  0  0  0  0  0999 V2000
   11.2591  -14.1069    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   11.9668  -13.6983    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   10.5514  -13.6983    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   11.2591  -14.9241    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   10.4612  -12.8839    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    9.6619  -12.7140    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    9.2533  -13.4218    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    9.8001  -14.0290    0.0000 S   0  0  0  0  0  0  0  0  0  0  0  0
   12.6745  -14.1069    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   12.7644  -14.9193    0.0000 S   0  0  0  0  0  0  0  0  0  0  0  0
   13.5638  -15.0892    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   13.9724  -14.3814    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   13.4255  -13.7743    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   11.0670  -12.3355    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   14.7809  -14.2949    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   15.2608  -14.9576    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   16.0728  -14.8726    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   16.4059  -14.1254    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   15.9209  -13.4624    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   15.1106  -13.5508    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   17.2223  -14.0359    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   17.5536  -13.2889    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   17.7035  -14.6963    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  1  0
  1  3  1  0
  1  4  2  0
  3  5  2  0
  5  6  1  0
  6  7  2  0
  7  8  1  0
  8  3  1  0
  2  9  1  0
  9 10  1  0
 10 11  1  0
 11 12  2  0
 12 13  1  0
 13  9  2  0
  5 14  1  0
 15 16  2  0
 16 17  1  0
 17 18  2  0
 18 19  1  0
 19 20  2  0
 20 15  1  0
 12 15  1  0
 21 22  2  0
 21 23  1  0
 18 21  1  0
M  CHG  2  21   1  23  -1
M  END

Alternative Forms

1. Parent:

   

   ALA2252690

   4-methyl-N-[4-(4-nitrophenyl)-1,3-thiazol-2-yl]thiadiazole-5-carboxamide

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: 347.38

Molecular Weight (Monoisotopic): 347.0147

AlogP: 3.13

#Rotatable Bonds: 4

Polar Surface Area: 110.91

Molecular Species: NEUTRAL

HBA: 8

HBD: 1

#RO5 Violations: ┄

HBA (Lipinski): 8

HBD (Lipinski): 1

#RO5 Violations (Lipinski): ┄

CX Acidic pKa: 9.53

CX Basic pKa: ┄

CX LogP: 3.23

CX LogD: 3.23

Aromatic Rings: 3

Heavy Atoms: 23

QED Weighted: 0.57

Np Likeness Score: -2.85

References

1. Fan Z, Shi Z, Zhang H, Liu X, Bao L, Ma L, Zuo X, Zheng Q, Mi N..  (2009)  Synthesis and biological activity evaluation of 1,2,3-thiadiazole derivatives as potential elicitors with highly systemic acquired resistance.,  57  (10): [PMID:21314199] [10.1021/jf8031364]

Source

Source(1):

• Scientific Literature