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

ID: ALA2252687

PubChem CID: 21008248

Max Phase: Preclinical

Molecular Formula: C13H10N4OS2

Molecular Weight: 302.38

Molecule Type: Small molecule

Names and Identifiers

Canonical SMILES:  Cc1nnsc1C(=O)Nc1nc(-c2ccccc2)cs1

Standard InChI:  InChI=1S/C13H10N4OS2/c1-8-11(20-17-16-8)12(18)15-13-14-10(7-19-13)9-5-3-2-4-6-9/h2-7H,1H3,(H,14,15,18)

Standard InChI Key:  BJOPDUTWKOIMFV-UHFFFAOYSA-N

Molfile:  

     RDKit          2D

 20 22  0  0  0  0  0  0  0  0999 V2000
   27.7474   -9.5050    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   28.4551   -9.0964    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   27.0396   -9.0964    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   27.7474  -10.3222    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   26.9495   -8.2821    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   26.1502   -8.1122    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   25.7415   -8.8199    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   26.2884   -9.4271    0.0000 S   0  0  0  0  0  0  0  0  0  0  0  0
   29.1628   -9.5050    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   29.2527  -10.3174    0.0000 S   0  0  0  0  0  0  0  0  0  0  0  0
   30.0521  -10.4873    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   30.4607   -9.7796    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   29.9138   -9.1724    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   27.5553   -7.7336    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   31.2691   -9.6930    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   31.7491  -10.3558    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   32.5611  -10.2707    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   32.8942   -9.5235    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   32.4092   -8.8606    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   31.5989   -8.9489    0.0000 C   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
M  END

Alternative Forms

1. Parent:

   

   ALA2252687

   4-methyl-N-(4-phenyl-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: 302.38

Molecular Weight (Monoisotopic): 302.0296

AlogP: 3.22

#Rotatable Bonds: 3

Polar Surface Area: 67.77

Molecular Species: NEUTRAL

HBA: 6

HBD: 1

#RO5 Violations: ┄

HBA (Lipinski): 5

HBD (Lipinski): 1

#RO5 Violations (Lipinski): ┄

CX Acidic pKa: 9.53

CX Basic pKa: ┄

CX LogP: 3.29

CX LogD: 3.29

Aromatic Rings: 3

Heavy Atoms: 20

QED Weighted: 0.81

Np Likeness Score: -2.79

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