N-(2-(4-chlorophenyl)-4-oxothiazolidin-3-yl)-5-methylpyrazine-2-carboxamide

ID: ALA3794542

PubChem CID: 127053298

Max Phase: Preclinical

Molecular Formula: C15H13ClN4O2S

Molecular Weight: 348.81

Molecule Type: Small molecule

Names and Identifiers

Canonical SMILES:  Cc1cnc(C(=O)NN2C(=O)CSC2c2ccc(Cl)cc2)cn1

Standard InChI:  InChI=1S/C15H13ClN4O2S/c1-9-6-18-12(7-17-9)14(22)19-20-13(21)8-23-15(20)10-2-4-11(16)5-3-10/h2-7,15H,8H2,1H3,(H,19,22)

Standard InChI Key:  GQDRYKPLUGNPEQ-UHFFFAOYSA-N

Molfile:  

     RDKit          2D

 23 25  0  0  0  0  0  0  0  0999 V2000
    1.2990   -0.7500    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.2990    0.7500    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.0000    1.5000    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   -1.2990    0.7500    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.2990   -0.7500    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.0000   -1.5000    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   -2.6003    1.4977    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.6024    2.6977    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -3.8990    0.7455    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   -5.2003    1.4932    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   -6.5517    0.8722    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -7.5554    1.9869    0.0000 S   0  0  0  0  0  0  0  0  0  0  0  0
   -6.8054    3.2859    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -5.3382    2.9741    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.4417    3.7717    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -6.8550   -0.5976    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -5.8200   -1.6761    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -6.2388   -3.1164    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -7.6956   -3.4739    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -8.7336   -2.3910    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -8.3147   -0.9507    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -8.0307   -4.6262    0.0000 Cl  0  0  0  0  0  0  0  0  0  0  0  0
    2.3383   -1.3500    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  2  0
  2  3  1  0
  3  4  2  0
  4  5  1  0
  5  6  2  0
  6  1  1  0
  4  7  1  0
  7  8  2  0
  7  9  1  0
  9 10  1  0
 10 11  1  0
 11 12  1  0
 12 13  1  0
 13 14  1  0
 14 10  1  0
 14 15  2  0
 16 17  2  0
 17 18  1  0
 18 19  2  0
 19 20  1  0
 20 21  2  0
 21 16  1  0
 11 16  1  0
 19 22  1  0
  1 23  1  0
M  END

Alternative Forms

1. Parent:

   

   ALA3794542

   ---

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: 348.81

Molecular Weight (Monoisotopic): 348.0448

AlogP: 2.36

#Rotatable Bonds: 3

Polar Surface Area: 75.19

Molecular Species: ACID

HBA: 5

HBD: 1

#RO5 Violations: ┄

HBA (Lipinski): 6

HBD (Lipinski): 1

#RO5 Violations (Lipinski): ┄

CX Acidic pKa: 5.85

CX Basic pKa: ┄

CX LogP: 1.25

CX LogD: 0.39

Aromatic Rings: 2

Heavy Atoms: 23

QED Weighted: 0.92

Np Likeness Score: -1.44

References

1. Chitre TS, Asgaonkar KD, Miniyar PB, Dharme AB, Arkile MA, Yeware A, Sarkar D, Khedkar VM, Jha PC..  (2016)  Synthesis and docking studies of pyrazine-thiazolidinone hybrid scaffold targeting dormant tuberculosis.,  26  (9): [PMID:27017114] [10.1016/j.bmcl.2016.03.055]

Source

Source(1):

• Scientific Literature