(5Z)-5-[[1-(4-chlorophenyl)pyrazol-4-yl]methylene]-2-thioxo-thiazolidin-4-one

ID: ALA5220839

PubChem CID: 45906681

Max Phase: Preclinical

Molecular Formula: C13H8ClN3OS2

Molecular Weight: 321.81

Names and Identifiers

Canonical SMILES:  O=C1NC(=S)S/C1=C\c1cnn(-c2ccc(Cl)cc2)c1

Standard InChI:  InChI=1S/C13H8ClN3OS2/c14-9-1-3-10(4-2-9)17-7-8(6-15-17)5-11-12(18)16-13(19)20-11/h1-7H,(H,16,18,19)/b11-5-

Standard InChI Key:  NRXAIYMSWFXNLC-WZUFQYTHSA-N

Molfile:  

 
     RDKit          2D

 20 22  0  0  0  0  0  0  0  0999 V2000
    0.0950    0.5290    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.8839    0.7702    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.3570    0.0944    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    0.8605   -0.5643    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    0.0805   -0.2957    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.0741   -1.3614    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.8712   -1.5751    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.0834   -2.3700    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.4997   -2.9537    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.7062   -2.7427    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.4881   -1.9474    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.6195    0.9416    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.6195    1.7668    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.2868    2.2516    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.0319    3.0360    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   -0.2071    3.0360    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.0476    2.2516    0.0000 S   0  0  0  0  0  0  0  0  0  0  0  0
    0.2051    3.7502    0.0000 S   0  0  0  0  0  0  0  0  0  0  0  0
   -2.0834    2.0381    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.7131   -3.7502    0.0000 Cl  0  0  0  0  0  0  0  0  0  0  0  0
  1  2  1  0
  2  3  2  0
  3  4  1  0
  5  4  1  0
  1  5  2  0
  6  4  1  0
  7  6  2  0
  8  7  1  0
  9  8  2  0
 10  9  1  0
  6 11  1  0
 11 10  2  0
  1 12  1  0
 12 13  2  0
 14 13  1  0
 14 15  1  0
 15 16  1  0
 16 17  1  0
 17 13  1  0
 16 18  2  0
 14 19  2  0
  9 20  1  0
M  END

Alternative Forms

1. Parent:

   

   ALA5220839

   US11649231, Example 1-17

Molecule Features

Natural Product: No

Oral: No

Chemical Probe: No

Parenteral: No

Molecule Type:

Topical: No

First In Class: No

Black Box: No

Chirality: No

Availability: No

Prodrug: No

Calculated Properties

Molecular Weight: 321.81

Molecular Weight (Monoisotopic): 320.9797

AlogP: 3.01

#Rotatable Bonds: 2

Polar Surface Area: 46.92

Molecular Species: ACID

HBA: 5

HBD: 1

#RO5 Violations: ┄

HBA (Lipinski): 4

HBD (Lipinski): 1

#RO5 Violations (Lipinski): ┄

CX Acidic pKa: 4.93

CX Basic pKa: 1.27

CX LogP: 3.43

CX LogD: 1.60

Aromatic Rings: 2

Heavy Atoms: 20

QED Weighted: 0.68

Np Likeness Score: -2.63

References

1. Oleksak P, Nepovimova E, Chrienova Z, Musilek K, Patocka J, Kuca K..  (2022)  Contemporary mTOR inhibitor scaffolds to diseases breakdown: A patent review (2015-2021).,  238  [PMID:35688004] [10.1016/j.ejmech.2022.114498]

Source

Source(1):

• Scientific Literature