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

ID: ALA2252692

PubChem CID: 44128016

Max Phase: Preclinical

Molecular Formula: C16H14Cl2N4OS2

Molecular Weight: 413.36

Molecule Type: Small molecule

Names and Identifiers

Canonical SMILES:  CCCc1sc(NC(=O)c2snnc2C)nc1-c1ccc(Cl)cc1Cl

Standard InChI:  InChI=1S/C16H14Cl2N4OS2/c1-3-4-12-13(10-6-5-9(17)7-11(10)18)19-16(24-12)20-15(23)14-8(2)21-22-25-14/h5-7H,3-4H2,1-2H3,(H,19,20,23)

Standard InChI Key:  VYMWSTJWKXWWNV-UHFFFAOYSA-N

Molfile:  

     RDKit          2D

 25 27  0  0  0  0  0  0  0  0999 V2000
   30.1288  -12.5963    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   30.8365  -12.1877    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   29.4211  -12.1877    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   30.1288  -13.4135    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   29.3309  -11.3734    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   28.5316  -11.2035    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   28.1229  -11.9112    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   28.6698  -12.5184    0.0000 S   0  0  0  0  0  0  0  0  0  0  0  0
   31.5442  -12.5963    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   31.6341  -13.4087    0.0000 S   0  0  0  0  0  0  0  0  0  0  0  0
   32.4335  -13.5786    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   32.8421  -12.8709    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   32.2952  -12.2637    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   29.9367  -10.8249    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   33.6505  -12.7843    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   34.1305  -13.4471    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   34.9425  -13.3620    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   35.2756  -12.6148    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   34.7906  -11.9518    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   33.9803  -12.0402    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   32.7659  -14.3252    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   32.2855  -14.9863    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   32.6179  -15.7328    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   33.4981  -11.3805    0.0000 Cl  0  0  0  0  0  0  0  0  0  0  0  0
   36.0882  -12.5282    0.0000 Cl  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
 11 21  1  0
 21 22  1  0
 22 23  1  0
 20 24  1  0
 18 25  1  0
M  END

Alternative Forms

1. Parent:

   

   ALA2252692

   N-[4-(2,4-dichlorophenyl)-5-propyl-1,3-thiazol-2-yl]-4-methylthiadiazole-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: 413.36

Molecular Weight (Monoisotopic): 411.9986

AlogP: 5.48

#Rotatable Bonds: 5

Polar Surface Area: 67.77

Molecular Species: NEUTRAL

HBA: 6

HBD: 1

#RO5 Violations: 1

HBA (Lipinski): 5

HBD (Lipinski): 1

#RO5 Violations (Lipinski): 1

CX Acidic pKa: 9.62

CX Basic pKa: ┄

CX LogP: 6.04

CX LogD: 6.03

Aromatic Rings: 3

Heavy Atoms: 25

QED Weighted: 0.60

Np Likeness Score: -2.44

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