2-((4-(1,3-dithiolan-2-yl)phenoxy)methyl)thiazole-4-carbohydrazide

ID: ALA1673324

PubChem CID: 2743918

Max Phase: Preclinical

Molecular Formula: C14H15N3O2S3

Molecular Weight: 353.49

Molecule Type: Small molecule

Names and Identifiers

Canonical SMILES:  NNC(=O)c1csc(COc2ccc(C3SCCS3)cc2)n1

Standard InChI:  InChI=1S/C14H15N3O2S3/c15-17-13(18)11-8-22-12(16-11)7-19-10-3-1-9(2-4-10)14-20-5-6-21-14/h1-4,8,14H,5-7,15H2,(H,17,18)

Standard InChI Key:  FQHCXNSACRNMIK-UHFFFAOYSA-N

Molfile:  

     RDKit          2D

 22 24  0  0  0  0  0  0  0  0999 V2000
   10.1819   -6.8708    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   10.1807   -7.6982    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   10.8956   -8.1110    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   11.6120   -7.6977    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   11.6091   -6.8672    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   10.8938   -6.4580    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    9.4687   -8.1134    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    8.7153   -7.7773    0.0000 S   0  0  0  0  0  0  0  0  0  0  0  0
    8.1627   -8.3899    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    8.5747   -9.1048    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    9.3818   -8.9338    0.0000 S   0  0  0  0  0  0  0  0  0  0  0  0
   12.3221   -6.4520    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   13.0381   -6.8618    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   13.7510   -6.4466    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   14.5061   -6.7780    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   15.0558   -6.1628    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   14.6406   -5.4499    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   13.8343   -5.6244    0.0000 S   0  0  0  0  0  0  0  0  0  0  0  0
   15.8766   -6.2459    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   16.2150   -6.9983    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   16.3590   -5.5766    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   17.1798   -5.6598    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
 11  7  1  0
  2  7  1  0
  5  6  2  0
  5 12  1  0
  6  1  1  0
 12 13  1  0
  7  8  1  0
 13 14  1  0
 17 18  1  0
  1  2  2  0
 15 16  1  0
  3  4  2  0
  4  5  1  0
 14 15  2  0
 16 17  2  0
 18 14  1  0
  2  3  1  0
 16 19  1  0
  8  9  1  0
 19 20  2  0
  9 10  1  0
 19 21  1  0
 10 11  1  0
 21 22  1  0
M  END

Alternative Forms

1. Parent:

   

   ALA1673324

   2-((4-(1,3-Dithiolan-2-yl)phenoxy)methyl)thiazole-4-carbohydrazide

Molecule Features

Natural Product: No

Oral: No

Chemical Probe: No

Parenteral: No

Molecule Type: Small molecule

Topical: No

First In Class: No

Black Box: No

Chirality: No

Availability: No

Prodrug: No

Calculated Properties

Molecular Weight: 353.49

Molecular Weight (Monoisotopic): 353.0326

AlogP: 2.80

#Rotatable Bonds: 5

Polar Surface Area: 77.24

Molecular Species: NEUTRAL

HBA: 7

HBD: 2

#RO5 Violations: ┄

HBA (Lipinski): 5

HBD (Lipinski): 3

#RO5 Violations (Lipinski): ┄

CX Acidic pKa: 12.07

CX Basic pKa: 2.57

CX LogP: 2.28

CX LogD: 2.28

Aromatic Rings: 2

Heavy Atoms: 22

QED Weighted: 0.49

Np Likeness Score: -1.82

References

1. King-Keller S, Li M, Smith A, Zheng S, Kaur G, Yang X, Wang B, Docampo R..  (2010)  Chemical validation of phosphodiesterase C as a chemotherapeutic target in Trypanosoma cruzi, the etiological agent of Chagas' disease.,  54  (9): [PMID:20625148] [10.1128/aac.00313-10]

Source

Source(1):

• Scientific Literature