(2Z)-2-{[1-(3-chlorophenyl)-3-(1-ethyl-1H-indol-3-yl)-1H-pyrazol-5-yl]imino}-1,3-thiazolidin-4-one

ID: ALA5281890

Max Phase: Preclinical

Molecular Formula: C22H18ClN5OS

Molecular Weight: 435.94

Names and Identifiers

Canonical SMILES:  CCn1cc(-c2cc(/N=C3/NC(=O)CS3)n(-c3cccc(Cl)c3)n2)c2ccccc21

Standard InChI:  InChI=1S/C22H18ClN5OS/c1-2-27-12-17(16-8-3-4-9-19(16)27)18-11-20(24-22-25-21(29)13-30-22)28(26-18)15-7-5-6-14(23)10-15/h3-12H,2,13H2,1H3,(H,24,25,29)

Standard InChI Key:  LHPLYCZZJWLKLI-UHFFFAOYSA-N

Molfile:  

 
     RDKit          2D

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    0.6481    0.5702    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
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    0.2447   -0.7043    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.4226   -0.2124    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.6949   -0.4471    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    1.9083   -1.2437    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.7049   -1.4572    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    2.7384   -2.2982    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.9856   -2.5836    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.4684   -1.9359    0.0000 S   0  0  0  0  0  0  0  0  0  0  0  0
    3.4526   -2.7106    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -1.2193   -0.4258    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.4327   -1.2225    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.2737   -1.2559    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   -2.5591   -0.5032    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
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   -3.3283   -0.2013    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
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   -2.8093    1.1343    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.0363    0.8369    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.0605    1.2845    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.6483    1.9989    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.0601    2.7106    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.8851    2.7106    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.2967    2.0007    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.8888    1.2845    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.6861   -1.9702    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.2737   -2.6844    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.1215    2.0007    0.0000 Cl  0  0  0  0  0  0  0  0  0  0  0  0
  1  2  1  0
  2  3  1  0
  3  4  2  0
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  9 12  2  0
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 20 19  1  0
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  2 22  1  0
 23 22  2  0
 24 23  1  0
 25 24  2  0
 26 25  1  0
 27 26  2  0
 22 27  1  0
 15 28  1  0
 28 29  1  0
 26 30  1  0
M  END

Alternative Forms

1. Parent:

   

   ALA5281890

   ---

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: 435.94

Molecular Weight (Monoisotopic): 435.0921

AlogP: 5.02

#Rotatable Bonds: 4

Polar Surface Area: 64.21

Molecular Species: NEUTRAL

HBA: 6

HBD: 1

#RO5 Violations: 1

HBA (Lipinski): 6

HBD (Lipinski): 1

#RO5 Violations (Lipinski): 1

CX Acidic pKa: 7.57

CX Basic pKa: 0.86

CX LogP: 5.28

CX LogD: 5.05

Aromatic Rings: 4

Heavy Atoms: 30

QED Weighted: 0.49

Np Likeness Score: -1.65

References

1. Soni JP, Chilvery S, Sharma A, Reddy GN, Godugu C, Shankaraiah N..  (2023)  Design, synthesis and in vitro cytotoxicity evaluation of indolo-pyrazoles grafted with thiazolidinone as tubulin polymerization inhibitors.,  14  (3): [PMID:36970141] [10.1039/d2md00442a]

Source

Source(1):

• Scientific Literature