2-{[2-Ethyl-6-(4-nitrophenyl)imidazo[2,1-b][1,3,4]thiadiazol-5-ylmethylene]hydrazono}-3-(4-hydroxyphenyl)-4-methyl-2,3-dihydrothiazole-5-carboxylic acid ethyl ester

ID: ALA4516857

PubChem CID: 155540825

Max Phase: Preclinical

Molecular Formula: C26H23N7O5S2

Molecular Weight: 577.65

Molecule Type: Unknown

Names and Identifiers

Canonical SMILES:  CCOC(=O)c1s/c(=N\N=C\c2c(-c3ccc([N+](=O)[O-])cc3)nc3sc(CC)nn23)n(-c2ccc(O)cc2)c1C

Standard InChI:  InChI=1S/C26H23N7O5S2/c1-4-21-30-32-20(22(28-25(32)39-21)16-6-8-18(9-7-16)33(36)37)14-27-29-26-31(17-10-12-19(34)13-11-17)15(3)23(40-26)24(35)38-5-2/h6-14,34H,4-5H2,1-3H3/b27-14+,29-26-

Standard InChI Key:  RTQFQPYVQFOMFO-JRYDMJMZSA-N

Molfile:  

 
     RDKit          2D

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  1  5  2  0
  4  2  1  0
  2  3  2  0
  3  1  1  0
  4  5  1  0
  5  6  1  0
  6  7  1  0
  7  8  2  0
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  3  9  1  0
  2 15  1  0
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 28 23  1  0
 19 23  1  0
 26 29  1  0
 20 30  1  0
 21 31  1  0
 31 32  1  0
 31 33  2  0
 32 34  1  0
 34 35  1  0
 36 37  2  0
 36 38  1  0
 12 36  1  0
  7 39  1  0
 39 40  1  0
M  CHG  2  36   1  38  -1
M  END

Alternative Forms

1. Parent:

   

   ALA4516857

   ---

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: 577.65

Molecular Weight (Monoisotopic): 577.1202

AlogP: 4.91

#Rotatable Bonds: 8

Polar Surface Area: 149.51

Molecular Species: NEUTRAL

HBA: 13

HBD: 1

#RO5 Violations: 2

HBA (Lipinski): 12

HBD (Lipinski): 1

#RO5 Violations (Lipinski): 2

CX Acidic pKa: 8.88

CX Basic pKa: 1.95

CX LogP: 6.02

CX LogD: 6.01

Aromatic Rings: 5

Heavy Atoms: 40

QED Weighted: 0.12

Np Likeness Score: -1.64

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