(Z)-3-benzyl-5-(4-(2-hydroxy-3-(pyridin-2-ylmethylamino)propoxy)benzylidene)thiazolidine-2,4-dione

ID: ALA4159486

Chembl Id: CHEMBL4159486

PubChem CID: 145957116

Max Phase: Preclinical

Molecular Formula: C26H25N3O4S

Molecular Weight: 475.57

Molecule Type: Small molecule

Names and Identifiers

Canonical SMILES:  O=C1S/C(=C\c2ccc(OCC(O)CNCc3ccccn3)cc2)C(=O)N1Cc1ccccc1

Standard InChI:  InChI=1S/C26H25N3O4S/c30-22(16-27-15-21-8-4-5-13-28-21)18-33-23-11-9-19(10-12-23)14-24-25(31)29(26(32)34-24)17-20-6-2-1-3-7-20/h1-14,22,27,30H,15-18H2/b24-14-

Standard InChI Key:  ORKGDMCWZPSGQK-OYKKKHCWSA-N

Alternative Forms

1. Parent:

   

   ALA4159486

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Molecule Features

Natural Product: No

Oral: No

Chemical Probe: No

Parenteral: No

Molecule Type: Small molecule

Topical: No

First In Class: No

Black Box: No

Chirality: No

Availability: No

Prodrug: No

Calculated Properties

Molecular Weight: 475.57

Molecular Weight (Monoisotopic): 475.1566

AlogP: 3.85

#Rotatable Bonds: 10

Polar Surface Area: 91.76

Molecular Species: NEUTRAL

HBA: 7

HBD: 2

#RO5 Violations: ┄

HBA (Lipinski): 7

HBD (Lipinski): 2

#RO5 Violations (Lipinski): ┄

CX Acidic pKa: ┄

CX Basic pKa: 7.88

CX LogP: 3.23

CX LogD: 2.63

Aromatic Rings: 3

Heavy Atoms: 34

QED Weighted: 0.43

Np Likeness Score: -1.64

References

1. Satish S, Srivastava A, Yadav P, Varshney S, Choudhary R, Balaramnavar VM, Narender T, Gaikwad AN..  (2018)  Aegeline inspired synthesis of novel amino alcohol and thiazolidinedione hybrids with antiadipogenic activity in 3T3-L1 cells.,  143  [PMID:29220798] [10.1016/j.ejmech.2017.11.041]

Source

Source(1):

• Scientific Literature