4-(((2Z,5Z)-5-((E)-3-(4-(dimethylamino)phenyl)allylidene)-4-oxo-2-(phenylimino)thiazolidin-3-yl)methyl)benzoic acid

ID: ALA5286820

Max Phase: Preclinical

Molecular Formula: C28H25N3O3S

Molecular Weight: 483.59

Names and Identifiers

Canonical SMILES:  CN(C)c1ccc(/C=C/C=C2\S/C(=N\c3ccccc3)N(Cc3ccc(C(=O)O)cc3)C2=O)cc1

Standard InChI:  InChI=1S/C28H25N3O3S/c1-30(2)24-17-13-20(14-18-24)7-6-10-25-26(32)31(19-21-11-15-22(16-12-21)27(33)34)28(35-25)29-23-8-4-3-5-9-23/h3-18H,19H2,1-2H3,(H,33,34)/b7-6+,25-10-,29-28-

Standard InChI Key:  CDSVYHLVHOHWFP-AIMXQVSHSA-N

Molfile:  

 
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M  END

Alternative Forms

1. Parent:

   

   ALA5286820

   ---

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: 483.59

Molecular Weight (Monoisotopic): 483.1617

AlogP: 5.81

#Rotatable Bonds: 7

Polar Surface Area: 73.21

Molecular Species: ACID

HBA: 5

HBD: 1

#RO5 Violations: 1

HBA (Lipinski): 6

HBD (Lipinski): 1

#RO5 Violations (Lipinski): 1

CX Acidic pKa: 4.05

CX Basic pKa: 4.90

CX LogP: 4.96

CX LogD: 3.04

Aromatic Rings: 3

Heavy Atoms: 35

QED Weighted: 0.43

Np Likeness Score: -1.13

References

1. Kaminskyy D, Kryshchyshyn A, Lesyk R..  (2017)  5-Ene-4-thiazolidinones - An efficient tool in medicinal chemistry.,  140  [PMID:28987611] [10.1016/j.ejmech.2017.09.031]

Source

Source(1):

• Scientific Literature