(S)-N-(2-(4-(dimethylamino)phenyl)-4-oxothiazolidin-3-yl)-5-methylpyrazine-2-carboxamide

ID: ALA3792481

PubChem CID: 127053303

Max Phase: Preclinical

Molecular Formula: C17H19N5O2S

Molecular Weight: 357.44

Molecule Type: Small molecule

Names and Identifiers

Canonical SMILES:  Cc1cnc(C(=O)NN2C(=O)CS[C@H]2c2ccc(N(C)C)cc2)cn1

Standard InChI:  InChI=1S/C17H19N5O2S/c1-11-8-19-14(9-18-11)16(24)20-22-15(23)10-25-17(22)12-4-6-13(7-5-12)21(2)3/h4-9,17H,10H2,1-3H3,(H,20,24)/t17-/m0/s1

Standard InChI Key:  QQYJKDCDNWWFCE-KRWDZBQOSA-N

Molfile:  

     RDKit          2D

 25 27  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
    2.3383   -1.3500    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -8.1176   -4.9142    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   -9.2835   -5.1985    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -7.2888   -5.7819    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  6
  1 22  1  0
 19 23  1  0
 23 24  1  0
 23 25  1  0
M  END

Alternative Forms

1. Parent:

   

   ALA3792481

   ---

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: 357.44

Molecular Weight (Monoisotopic): 357.1259

AlogP: 1.77

#Rotatable Bonds: 4

Polar Surface Area: 78.43

Molecular Species: ACID

HBA: 6

HBD: 1

#RO5 Violations: ┄

HBA (Lipinski): 7

HBD (Lipinski): 1

#RO5 Violations (Lipinski): ┄

CX Acidic pKa: 5.88

CX Basic pKa: 4.75

CX LogP: 0.50

CX LogD: -0.11

Aromatic Rings: 2

Heavy Atoms: 25

QED Weighted: 0.90

Np Likeness Score: -1.39

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