{2-[(2-Allylsulfanyl-6-phenylimidazo[2,1-b][1,3,4]thiadiazol-5-ylmethylene)hydrazono]-4-oxothiazolidin-5-yl}acetic acid

ID: ALA4531498

PubChem CID: 155546454

Max Phase: Preclinical

Molecular Formula: C19H16N6O3S3

Molecular Weight: 472.58

Molecule Type: Unknown

Names and Identifiers

Canonical SMILES:  C=CCSc1nn2c(/C=N/N=C3/NC(=O)C(CC(=O)O)S3)c(-c3ccccc3)nc2s1

Standard InChI:  InChI=1S/C19H16N6O3S3/c1-2-8-29-19-24-25-12(15(21-18(25)31-19)11-6-4-3-5-7-11)10-20-23-17-22-16(28)13(30-17)9-14(26)27/h2-7,10,13H,1,8-9H2,(H,26,27)(H,22,23,28)/b20-10+

Standard InChI Key:  PLMLHBZQTOSLBG-KEBDBYFISA-N

Molfile:  

 
     RDKit          2D

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   33.0537  -13.5412    0.0000 S   0  0  0  0  0  0  0  0  0  0  0  0
   31.9318  -11.7244    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   31.5823  -13.4867    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   30.9063  -13.0138    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   30.1609  -13.3593    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   30.9509  -12.1913    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   38.7045  -15.4957    0.0000 S   0  0  0  0  0  0  0  0  0  0  0  0
   39.1073  -14.7797    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   39.9288  -14.7705    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   40.3317  -14.0545    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
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 19 20  1  0
 20 21  1  0
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 24 25  1  0
 25 26  1  0
 25 27  2  0
  7 28  1  0
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 29 30  1  0
 30 31  2  0
M  END

Alternative Forms

1. Parent:

   

   ALA4531498

   ---

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: 472.58

Molecular Weight (Monoisotopic): 472.0446

AlogP: 3.13

#Rotatable Bonds: 8

Polar Surface Area: 121.31

Molecular Species: ACID

HBA: 10

HBD: 2

#RO5 Violations: ┄

HBA (Lipinski): 9

HBD (Lipinski): 2

#RO5 Violations (Lipinski): ┄

CX Acidic pKa: 3.63

CX Basic pKa: 1.67

CX LogP: 3.99

CX LogD: 0.60

Aromatic Rings: 3

Heavy Atoms: 31

QED Weighted: 0.22

Np Likeness Score: -1.61

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