Acetic acid 2-[2-{[6-(4-bromophenyl)-2-ethyl-imidazo[2,1-b][1,3,4]thiadiazol-5-ylmethylene]hydrazono}-3-(4-hydroxyphenyl)-4-oxothiazolidin-5-yl]ethyl ester

ID: ALA4464531

PubChem CID: 155530622

Max Phase: Preclinical

Molecular Formula: C26H23BrN6O4S2

Molecular Weight: 627.55

Molecule Type: Unknown

Names and Identifiers

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

Standard InChI:  InChI=1S/C26H23BrN6O4S2/c1-3-22-31-33-20(23(29-25(33)39-22)16-4-6-17(27)7-5-16)14-28-30-26-32(18-8-10-19(35)11-9-18)24(36)21(38-26)12-13-37-15(2)34/h4-11,14,21,35H,3,12-13H2,1-2H3/b28-14+,30-26-

Standard InChI Key:  RRKPZJYSMSHFQV-QIZPUFOESA-N

Molfile:  

 
     RDKit          2D

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   41.6908   -5.2050    0.0000 S   0  0  0  0  0  0  0  0  0  0  0  0
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   39.5480   -4.6792    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   42.3433   -3.1779    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   43.1673   -3.1643    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   43.5657   -2.4451    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   43.1413   -1.7391    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
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   43.5388   -1.0184    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   38.8019   -5.0266    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   38.1280   -4.5541    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   37.3820   -4.9014    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   38.2003   -3.7343    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   40.6853   -7.2495    0.0000 Br  0  0  0  0  0  0  0  0  0  0  0  0
   47.3508   -7.1629    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:

   

   ALA4464531

   ---

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: 627.55

Molecular Weight (Monoisotopic): 626.0406

AlogP: 5.28

#Rotatable Bonds: 8

Polar Surface Area: 121.75

Molecular Species: NEUTRAL

HBA: 11

HBD: 1

#RO5 Violations: 3

HBA (Lipinski): 10

HBD (Lipinski): 1

#RO5 Violations (Lipinski): 2

CX Acidic pKa: 8.30

CX Basic pKa: 1.96

CX LogP: 5.43

CX LogD: 5.38

Aromatic Rings: 4

Heavy Atoms: 39

QED Weighted: 0.16

Np Likeness Score: -1.15

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