Methyl (3-(3,5-dimethoxyphenyl)-2-(4-(4-((2,4-dioxothiazolidin-5-yl)methyl)phenoxy)phenyl)acrylate

ID: ALA5284791

Max Phase: Preclinical

Molecular Formula: C28H25NO7S

Molecular Weight: 519.58

Names and Identifiers

Canonical SMILES:  COC(=O)/C(=C\c1cc(OC)cc(OC)c1)c1ccc(Oc2ccc(CC3SC(=O)NC3=O)cc2)cc1

Standard InChI:  InChI=1S/C28H25NO7S/c1-33-22-12-18(13-23(16-22)34-2)14-24(27(31)35-3)19-6-10-21(11-7-19)36-20-8-4-17(5-9-20)15-25-26(30)29-28(32)37-25/h4-14,16,25H,15H2,1-3H3,(H,29,30,32)/b24-14-

Standard InChI Key:  IVAQJHSXBVHUQT-OYKKKHCWSA-N

Molfile:  

 
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M  END

Alternative Forms

1. Parent:

   

   ALA5284791

   ---

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: 519.58

Molecular Weight (Monoisotopic): 519.1352

AlogP: 5.10

#Rotatable Bonds: 9

Polar Surface Area: 100.16

Molecular Species: NEUTRAL

HBA: 8

HBD: 1

#RO5 Violations: 2

HBA (Lipinski): 8

HBD (Lipinski): 1

#RO5 Violations (Lipinski): 2

CX Acidic pKa: 6.61

CX Basic pKa: ┄

CX LogP: 5.34

CX LogD: 4.52

Aromatic Rings: 3

Heavy Atoms: 37

QED Weighted: 0.24

Np Likeness Score: -0.02

References

1. Naim MJ, Alam MJ, Ahmad S, Nawaz F, Shrivastava N, Sahu M, Alam O..  (2017)  Therapeutic journey of 2,4-thiazolidinediones as a versatile scaffold: An insight into structure activity relationship.,  129  [PMID:28231521] [10.1016/j.ejmech.2017.02.031]

Source

Source(1):

• Scientific Literature