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

ID: ALA2252688

PubChem CID: 21008252

Max Phase: Preclinical

Molecular Formula: C14H12N4O2S2

Molecular Weight: 332.41

Molecule Type: Small molecule

Names and Identifiers

Canonical SMILES:  COc1ccc(-c2csc(NC(=O)c3snnc3C)n2)cc1

Standard InChI:  InChI=1S/C14H12N4O2S2/c1-8-12(22-18-17-8)13(19)16-14-15-11(7-21-14)9-3-5-10(20-2)6-4-9/h3-7H,1-2H3,(H,15,16,19)

Standard InChI Key:  XNEWYVQXWDIDKA-UHFFFAOYSA-N

Molfile:  

     RDKit          2D

 22 24  0  0  0  0  0  0  0  0999 V2000
   35.7088   -9.5834    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   36.4165   -9.1748    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   35.0011   -9.1748    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   35.7088  -10.4006    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   34.9109   -8.3605    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   34.1116   -8.1906    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   33.7030   -8.8984    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   34.2498   -9.5055    0.0000 S   0  0  0  0  0  0  0  0  0  0  0  0
   37.1242   -9.5834    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   37.2142  -10.3959    0.0000 S   0  0  0  0  0  0  0  0  0  0  0  0
   38.0135  -10.5658    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   38.4221   -9.8580    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   37.8752   -9.2508    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   35.5167   -7.8120    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   39.2306   -9.7714    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   39.7105  -10.4342    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   40.5225  -10.3491    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   40.8556   -9.6019    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   40.3706   -8.9390    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   39.5603   -9.0274    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   41.6682   -9.5154    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   42.1494  -10.1758    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
 18 21  1  0
 21 22  1  0
M  END

Alternative Forms

1. Parent:

   

   ALA2252688

   N-(4-(4-methoxyphenyl)thiazol-2-yl)-4-methyl-1,2,3-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: 332.41

Molecular Weight (Monoisotopic): 332.0402

AlogP: 3.23

#Rotatable Bonds: 4

Polar Surface Area: 77.00

Molecular Species: NEUTRAL

HBA: 7

HBD: 1

#RO5 Violations: ┄

HBA (Lipinski): 6

HBD (Lipinski): 1

#RO5 Violations (Lipinski): ┄

CX Acidic pKa: 9.53

CX Basic pKa: ┄

CX LogP: 3.14

CX LogD: 3.13

Aromatic Rings: 3

Heavy Atoms: 22

QED Weighted: 0.79

Np Likeness Score: -2.53

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