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

ID: ALA4472170

PubChem CID: 155535482

Max Phase: Preclinical

Molecular Formula: C20H16N4O4S

Molecular Weight: 408.44

Molecule Type: Unknown

Names and Identifiers

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

Standard InChI:  InChI=1S/C20H16N4O4S/c1-27-16-8-4-15(5-9-16)24-11-14(22-23-24)12-28-17-6-2-13(3-7-17)10-18-19(25)21-20(26)29-18/h2-11H,12H2,1H3,(H,21,25,26)/b18-10-

Standard InChI Key:  QREHBNWFOKFYBG-ZDLGFXPLSA-N

Molfile:  

 
     RDKit          2D

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   34.0278  -28.0759    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   34.4408  -28.7859    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   35.2559  -28.7828    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   41.4043  -24.3675    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   41.4002  -25.1847    0.0000 S   0  0  0  0  0  0  0  0  0  0  0  0
   42.1761  -25.4412    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   42.6598  -24.7825    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
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   39.2827  -25.6039    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   39.9923  -25.1944    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   39.9895  -24.3718    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
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   37.8666  -25.6029    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   37.1592  -25.1938    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   36.4434  -26.4184    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   36.4551  -25.6014    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   35.6817  -25.3378    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   35.1919  -25.9919    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   35.6624  -26.6604    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   34.0347  -29.4951    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   33.2175  -29.4979    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  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:

   

   ALA4472170

   ---

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: 408.44

Molecular Weight (Monoisotopic): 408.0892

AlogP: 3.18

#Rotatable Bonds: 6

Polar Surface Area: 95.34

Molecular Species: ACID

HBA: 8

HBD: 1

#RO5 Violations: ┄

HBA (Lipinski): 8

HBD (Lipinski): 1

#RO5 Violations (Lipinski): ┄

CX Acidic pKa: 6.20

CX Basic pKa: ┄

CX LogP: 3.05

CX LogD: 1.89

Aromatic Rings: 3

Heavy Atoms: 29

QED Weighted: 0.63

Np Likeness Score: -1.70

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