2-[(2-Allylsulfanyl-6-phenylimidazo[2,1-b][1,3,4]thiadiazol-5-ylmethylene)hydrazono]-4-methyl-2,3-dihydrothiazole-5-carboxylic acid ethyl ester

ID: ALA4465788

PubChem CID: 155531342

Max Phase: Preclinical

Molecular Formula: C21H20N6O2S3

Molecular Weight: 484.63

Molecule Type: Unknown

Names and Identifiers

Canonical SMILES:  C=CCSc1nn2c(/C=N/N=c3/[nH]c(C)c(C(=O)OCC)s3)c(-c3ccccc3)nc2s1

Standard InChI:  InChI=1S/C21H20N6O2S3/c1-4-11-30-21-26-27-15(16(24-20(27)32-21)14-9-7-6-8-10-14)12-22-25-19-23-13(3)17(31-19)18(28)29-5-2/h4,6-10,12H,1,5,11H2,2-3H3,(H,23,25)/b22-12+

Standard InChI Key:  GSCGWWWUALYTHP-WSDLNYQXSA-N

Molfile:  

 
     RDKit          2D

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    9.1938  -13.4169    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
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   11.2657  -14.0632    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   10.7703  -13.3986    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    7.8996  -14.1067    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.4747  -13.3940    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.6484  -13.4051    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.2461  -14.1281    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.6719  -14.8415    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.4967  -14.8269    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
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    8.1162  -12.4749    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
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    7.0430  -11.5317    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.6972  -10.7876    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    5.8799  -10.8845    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.7196  -11.6918    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.4378  -12.0935    0.0000 S   0  0  0  0  0  0  0  0  0  0  0  0
   12.0887  -14.0540    0.0000 S   0  0  0  0  0  0  0  0  0  0  0  0
   12.5080  -14.7621    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   13.3310  -14.7530    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   13.7503  -15.4611    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.3211  -10.2803    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.9724  -12.0366    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.3002  -11.5619    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    4.8974  -12.8561    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    3.5530  -11.9067    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.8808  -11.4320    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
  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
  8  4  1  0
  9 10  2  0
 10 11  1  0
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 12 13  1  0
 13 14  2  0
 14  9  1  0
  3  9  1  0
  2 15  1  0
 15 16  2  0
 16 17  1  0
 17 18  2  0
 18 19  1  0
 19 20  1  0
 20 21  2  0
 21 22  1  0
 22 18  1  0
  7 23  1  0
 23 24  1  0
 24 25  1  0
 25 26  2  0
 20 27  1  0
 21 28  1  0
 28 29  1  0
 28 30  2  0
 29 31  1  0
 31 32  1  0
M  END

Alternative Forms

1. Parent:

   

   ALA4465788

   ---

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: 484.63

Molecular Weight (Monoisotopic): 484.0810

AlogP: 4.55

#Rotatable Bonds: 8

Polar Surface Area: 97.00

Molecular Species: ACID

HBA: 10

HBD: 1

#RO5 Violations: ┄

HBA (Lipinski): 8

HBD (Lipinski): 1

#RO5 Violations (Lipinski): ┄

CX Acidic pKa: 6.46

CX Basic pKa: 2.23

CX LogP: 5.58

CX LogD: 4.83

Aromatic Rings: 4

Heavy Atoms: 32

QED Weighted: 0.13

Np Likeness Score: -1.80

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