(Z)-5-(4-((1-(4-methoxyphenyl)-1H-1,2,3-triazol-4-yl)methoxy)benzylidene)-2-thioxothiazolidin-4-one

ID: ALA4474290

PubChem CID: 155536975

Max Phase: Preclinical

Molecular Formula: C20H16N4O3S2

Molecular Weight: 424.51

Molecule Type: Unknown

Names and Identifiers

Canonical SMILES:  COc1ccc(-n2cc(COc3ccc(/C=C4\SC(=S)NC4=O)cc3)nn2)cc1

Standard InChI:  InChI=1S/C20H16N4O3S2/c1-26-16-8-4-15(5-9-16)24-11-14(22-23-24)12-27-17-6-2-13(3-7-17)10-18-19(25)21-20(28)29-18/h2-11H,12H2,1H3,(H,21,25,28)/b18-10-

Standard InChI Key:  BXOFFZDMKRHPKI-ZDLGFXPLSA-N

Molfile:  

 
     RDKit          2D

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   24.0408  -27.8340    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   23.6314  -28.5422    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   24.0443  -29.2523    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   24.8594  -29.2492    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   31.0078  -24.8339    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   31.0037  -25.6511    0.0000 S   0  0  0  0  0  0  0  0  0  0  0  0
   31.7796  -25.9076    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   32.2633  -25.2489    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
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   28.1782  -25.6613    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   28.8862  -26.0703    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   29.5959  -25.6608    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   29.5930  -24.8382    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   28.8844  -24.4329    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   30.2992  -24.4269    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   32.0282  -26.6861    0.0000 S   0  0  0  0  0  0  0  0  0  0  0  0
   32.0427  -23.8095    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   27.4701  -26.0693    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   26.7627  -25.6602    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   26.0469  -26.8848    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   26.0586  -26.0678    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   25.2852  -25.8042    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   24.7954  -26.4583    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   25.2659  -27.1267    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   23.6382  -29.9614    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   22.8210  -29.9643    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
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  9 19  2  0
 11 20  2  0
 13 21  1  0
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 22 24  1  0
 23 24  2  0
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 27 23  1  0
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  5 28  1  0
 28 29  1  0
M  END

Alternative Forms

1. Parent:

   

   ALA4474290

   ---

Molecule Features

Natural Product: No

Oral: No

Chemical Probe: No

Parenteral: No

Molecule Type: Unknown

Topical: No

First In Class: No

Black Box: No

Chirality: No

Availability: No

Prodrug: No

Calculated Properties

Molecular Weight: 424.51

Molecular Weight (Monoisotopic): 424.0664

AlogP: 3.34

#Rotatable Bonds: 6

Polar Surface Area: 78.27

Molecular Species: ACID

HBA: 8

HBD: 1

#RO5 Violations: ┄

HBA (Lipinski): 7

HBD (Lipinski): 1

#RO5 Violations (Lipinski): ┄

CX Acidic pKa: 4.93

CX Basic pKa: ┄

CX LogP: 3.94

CX LogD: 2.10

Aromatic Rings: 3

Heavy Atoms: 29

QED Weighted: 0.48

Np Likeness Score: -1.89

References

1. Elzahhar PA, Alaaeddine R, Ibrahim TM, Nassra R, Ismail A, Chua BSK, Frkic RL, Bruning JB, Wallner N, Knape T, von Knethen A, Labib H, El-Yazbi AF, Belal ASF..  (2019)  Shooting three inflammatory targets with a single bullet: Novel multi-targeting anti-inflammatory glitazones.,  167  [PMID:30818268] [10.1016/j.ejmech.2019.02.034]

Source

Source(1):

• Scientific Literature