(Z)-2-((E)-((6-(4-bromophenyl)-2-ethylimidazo[2,1-b][1,3,4]thiadiazol-5-yl)methylene)hydrazono)-3-(4-hydroxyphenyl)-5-methylthiazolidin-4-one

ID: ALA4534243

PubChem CID: 155546725

Max Phase: Preclinical

Molecular Formula: C23H19BrN6O2S2

Molecular Weight: 555.48

Molecule Type: Unknown

Names and Identifiers

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

Standard InChI:  InChI=1S/C23H19BrN6O2S2/c1-3-19-28-30-18(20(26-22(30)34-19)14-4-6-15(24)7-5-14)12-25-27-23-29(21(32)13(2)33-23)16-8-10-17(31)11-9-16/h4-13,31H,3H2,1-2H3/b25-12+,27-23-

Standard InChI Key:  KMVFDVLZZYCPJS-IVVNBYSSSA-N

Molfile:  

 
     RDKit          2D

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    7.9363  -23.6887    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
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    5.3917  -23.6770    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
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    5.1720  -22.3685    0.0000 S   0  0  0  0  0  0  0  0  0  0  0  0
    4.0486  -20.5493    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    5.8244  -20.3420    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.6482  -20.3284    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.0464  -19.6093    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.6221  -18.9034    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.7953  -18.9211    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.4008  -19.6406    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.0196  -18.1831    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    3.7034  -22.3152    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.1669  -24.4124    0.0000 Br  0  0  0  0  0  0  0  0  0  0  0  0
   10.8305  -24.3258    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   11.2497  -25.0337    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
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 20 23  2  0
 24 25  2  0
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 26 27  2  0
 27 28  1  0
 28 29  2  0
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 27 30  1  0
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 12 32  1  0
  7 33  1  0
 33 34  1  0
M  END

Alternative Forms

1. Parent:

   

   ALA4534243

   ---

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: 555.48

Molecular Weight (Monoisotopic): 554.0194

AlogP: 5.35

#Rotatable Bonds: 5

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: 8.57

CX Basic pKa: 1.96

CX LogP: 5.98

CX LogD: 5.95

Aromatic Rings: 4

Heavy Atoms: 34

QED Weighted: 0.26

Np Likeness Score: -1.49

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