N1-(2-Ethyl-6-phenylimidazo[2,1-b]-1,3,4-thiadiazole-5-ylmethylidene)thiosemicarbazone

ID: ALA4556387

PubChem CID: 155556825

Max Phase: Preclinical

Molecular Formula: C14H14N6S2

Molecular Weight: 330.44

Molecule Type: Unknown

Names and Identifiers

Canonical SMILES:  CCc1nn2c(/C=N/NC(N)=S)c(-c3ccccc3)nc2s1

Standard InChI:  InChI=1S/C14H14N6S2/c1-2-11-19-20-10(8-16-18-13(15)21)12(17-14(20)22-11)9-6-4-3-5-7-9/h3-8H,2H2,1H3,(H3,15,18,21)/b16-8+

Standard InChI Key:  GATZSNFZQBTYQF-LZYBPNLTSA-N

Molfile:  

 
     RDKit          2D

 22 24  0  0  0  0  0  0  0  0999 V2000
   25.7888  -12.2412    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   25.7704  -10.9031    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   25.2997  -11.5789    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   26.5612  -11.1516    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   26.5704  -11.9770    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   27.3584  -12.2220    0.0000 S   0  0  0  0  0  0  0  0  0  0  0  0
   27.8379  -11.5481    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   27.3436  -10.8850    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   24.4791  -11.5915    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   24.0551  -10.8804    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   23.2307  -10.8914    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   22.8293  -11.6129    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   23.2541  -12.3246    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   24.0772  -12.3102    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   25.5051  -10.1219    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   26.0494   -9.5036    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   25.7798   -8.7223    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   26.3242   -8.0998    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   26.0587   -7.3186    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   27.1340   -8.2585    0.0000 S   0  0  0  0  0  0  0  0  0  0  0  0
   28.6631  -11.5388    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   29.0816  -12.2496    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
 11 12  2  0
 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  1  0
 18 19  1  0
 18 20  2  0
  7 21  1  0
 21 22  1  0
M  END

Alternative Forms

1. Parent:

   

   ALA4556387

   ---

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: 330.44

Molecular Weight (Monoisotopic): 330.0721

AlogP: 2.19

#Rotatable Bonds: 4

Polar Surface Area: 80.60

Molecular Species: NEUTRAL

HBA: 6

HBD: 2

#RO5 Violations: ┄

HBA (Lipinski): 6

HBD (Lipinski): 3

#RO5 Violations (Lipinski): ┄

CX Acidic pKa: 11.67

CX Basic pKa: 2.06

CX LogP: 3.25

CX LogD: 3.25

Aromatic Rings: 3

Heavy Atoms: 22

QED Weighted: 0.44

Np Likeness Score: -2.45

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