3-(4-oxo-3-m-tolylthiazolidin-2-yl)-N-(4-phenylbutyl)benzamide

ID: ALA5180100

PubChem CID: 168272782

Max Phase: Preclinical

Molecular Formula: C27H28N2O2S

Molecular Weight: 444.60

Names and Identifiers

Canonical SMILES:  Cc1cccc(N2C(=O)CSC2c2cccc(C(=O)NCCCCc3ccccc3)c2)c1

Standard InChI:  InChI=1S/C27H28N2O2S/c1-20-9-7-15-24(17-20)29-25(30)19-32-27(29)23-14-8-13-22(18-23)26(31)28-16-6-5-12-21-10-3-2-4-11-21/h2-4,7-11,13-15,17-18,27H,5-6,12,16,19H2,1H3,(H,28,31)

Standard InChI Key:  PTCWHDOAZMDCKK-UHFFFAOYSA-N

Molfile:  

 
     RDKit          2D

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   -2.0229   -2.4141    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
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   -1.5878   -1.0571    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
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   -0.1693   -0.6743    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.1674   -1.4274    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.2420    0.0407    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.3109    0.6529    0.0000 S   0  0  0  0  0  0  0  0  0  0  0  0
   -1.0641    0.3161    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.7796    0.7251    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
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   -2.4979    1.9648    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
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   -1.7871    3.2043    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
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    1.0706    3.2129    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.7863    2.8025    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.4955    3.2202    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.2161    2.8137    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.2161    1.9844    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.5018    1.5697    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.7863    1.9800    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.2097    1.5520    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.2097    0.7246    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.4961    0.3117    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.3735   -0.8018    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.9854   -1.3540    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.8128   -2.1617    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
  2  1  1  0
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  3  4  1  0
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  5  6  1  0
  6  7  2  0
  6  8  1  0
  8  9  1  0
  9 10  1  0
 10  5  1  0
 11 10  1  0
 11 12  1  0
 12 13  2  0
 13 14  1  0
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 16 17  1  0
 17 18  1  0
 18 19  1  0
 19 20  1  0
 20 21  1  0
 22 21  1  0
 23 22  2  0
 24 23  1  0
 25 24  2  0
 26 25  1  0
 21 26  2  0
 13 27  1  0
 27 28  2  0
 28 29  1  0
 29 11  2  0
  4 30  2  0
 30 31  1  0
 31 32  2  0
 32  2  1  0
M  END

Alternative Forms

1. Parent:

   

   ALA5180100

   ---

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: 444.60

Molecular Weight (Monoisotopic): 444.1871

AlogP: 5.53

#Rotatable Bonds: 8

Polar Surface Area: 49.41

Molecular Species: NEUTRAL

HBA: 3

HBD: 1

#RO5 Violations: 1

HBA (Lipinski): 4

HBD (Lipinski): 1

#RO5 Violations (Lipinski): 1

CX Acidic pKa: ┄

CX Basic pKa: ┄

CX LogP: 5.67

CX LogD: 5.67

Aromatic Rings: 3

Heavy Atoms: 32

QED Weighted: 0.47

Np Likeness Score: -1.15

References

1. Deng Y, Pi R, Niu L, Zhao Y, Ni D, Song L, Li Z, Han W, Wei Q, Han Y, Zhu T, Luo Z, Sun D, Dong S, Liu S..  (2022)  Novel 2-phenyl-3-(Pyridin-2-yl) thiazolidin-4-one derivatives as potent inhibitors for proliferation of osteosarcoma cells in vitro and in vivo.,  228  [PMID:34861640] [10.1016/j.ejmech.2021.114010]

Source

Source(1):

• Scientific Literature