2-{[6-(4-Bromophenyl)-2-ethylimidazo[2,1-b][1,3,4]thiadiazol-5-ylmethylene]hydrazono}-5-ethyl-3-(4-hydroxyphenyl)thiazolidin-4-one

ID: ALA4513643

PubChem CID: 155538930

Max Phase: Preclinical

Molecular Formula: C24H21BrN6O2S2

Molecular Weight: 569.51

Molecule Type: Unknown

Names and Identifiers

Canonical SMILES:  CCc1nn2c(/C=N/N=C3\SC(CC)C(=O)N3c3ccc(O)cc3)c(-c3ccc(Br)cc3)nc2s1

Standard InChI:  InChI=1S/C24H21BrN6O2S2/c1-3-19-22(33)30(16-9-11-17(32)12-10-16)24(34-19)28-26-13-18-21(14-5-7-15(25)8-6-14)27-23-31(18)29-20(4-2)35-23/h5-13,19,32H,3-4H2,1-2H3/b26-13+,28-24-

Standard InChI Key:  NEHGTIZYFKCWKG-VGBJIXNSSA-N

Molfile:  

 
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   14.4278  -22.6642    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   14.8912  -24.7613    0.0000 Br  0  0  0  0  0  0  0  0  0  0  0  0
   13.7542  -22.1919    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
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M  END

Alternative Forms

1. Parent:

   

   ALA4513643

   ---

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: 569.51

Molecular Weight (Monoisotopic): 568.0351

AlogP: 5.74

#Rotatable Bonds: 6

Polar Surface Area: 95.45

Molecular Species: NEUTRAL

HBA: 9

HBD: 1

#RO5 Violations: 2

HBA (Lipinski): 8

HBD (Lipinski): 1

#RO5 Violations (Lipinski): 2

CX Acidic pKa: 8.66

CX Basic pKa: 1.96

CX LogP: 6.50

CX LogD: 6.48

Aromatic Rings: 4

Heavy Atoms: 35

QED Weighted: 0.24

Np Likeness Score: -1.50

References

1. Kryshchyshyn A, Kaminskyy D, Karpenko O, Gzella A, Grellier P, Lesyk R..  (2019)  Thiazolidinone/thiazole based hybrids - New class of antitrypanosomal agents.,  174  [PMID:31051403] [10.1016/j.ejmech.2019.04.052]

Source

Source(1):

• Scientific Literature