(E)-2-{2-[1-(3-bromophenyl)propylidene]hydrazinyl}-4-(4-fluorophenyl)thiazole

ID: ALA4744489

PubChem CID: 162648335

Max Phase: Preclinical

Molecular Formula: C18H15BrFN3S

Molecular Weight: 404.31

Molecule Type: Unknown

Names and Identifiers

Canonical SMILES:  CC/C(=N\Nc1nc(-c2ccc(F)cc2)cs1)c1cccc(Br)c1

Standard InChI:  InChI=1S/C18H15BrFN3S/c1-2-16(13-4-3-5-14(19)10-13)22-23-18-21-17(11-24-18)12-6-8-15(20)9-7-12/h3-11H,2H2,1H3,(H,21,23)/b22-16+

Standard InChI Key:  SSSQIHOVJSFMCJ-CJLVFECKSA-N

Molfile:  

 
     RDKit          2D

 24 26  0  0  0  0  0  0  0  0999 V2000
   27.3497  -10.1901    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   27.3486  -11.0096    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   28.0566  -11.4186    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   28.7663  -11.0092    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   28.7635  -10.1865    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   28.0548   -9.7812    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   26.6419   -9.7817    0.0000 Br  0  0  0  0  0  0  0  0  0  0  0  0
   29.4696   -9.7752    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   30.1789  -10.1812    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   30.8850   -9.7699    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   31.5943  -10.1758    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   29.4665   -8.9580    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   30.1727   -8.5468    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   31.6851  -10.9875    0.0000 S   0  0  0  0  0  0  0  0  0  0  0  0
   32.4851  -11.1544    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   32.8910  -10.4451    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   32.3419   -9.8400    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   33.7071  -10.4419    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   34.1161  -11.1493    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   34.9313  -11.1464    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   35.3374  -10.4375    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   34.9221   -9.7301    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   34.1082   -9.7365    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   36.1545  -10.4332    0.0000 F   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  2  0
  2  3  1  0
  3  4  2  0
  4  5  1  0
  5  6  2  0
  6  1  1  0
  1  7  1  0
  5  8  1  0
  8  9  2  0
  9 10  1  0
 10 11  1  0
  8 12  1  0
 12 13  1  0
 11 14  1  0
 14 15  1  0
 15 16  2  0
 16 17  1  0
 17 11  2  0
 16 18  1  0
 18 19  2  0
 19 20  1  0
 20 21  2  0
 21 22  1  0
 22 23  2  0
 23 18  1  0
 21 24  1  0
M  END

Alternative Forms

1. Parent:

   

   ALA4744489

   ---

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: 404.31

Molecular Weight (Monoisotopic): 403.0154

AlogP: 5.94

#Rotatable Bonds: 5

Polar Surface Area: 37.28

Molecular Species: NEUTRAL

HBA: 4

HBD: 1

#RO5 Violations: 1

HBA (Lipinski): 3

HBD (Lipinski): 1

#RO5 Violations (Lipinski): 1

CX Acidic pKa: 11.23

CX Basic pKa: 4.40

CX LogP: 6.63

CX LogD: 6.63

Aromatic Rings: 3

Heavy Atoms: 24

QED Weighted: 0.42

Np Likeness Score: -2.09

References

1. de Moraes Gomes PAT,de Oliveira Barbosa M,Farias Santiago E,de Oliveira Cardoso MV,Capistrano Costa NT,Hernandes MZ,Moreira DRM,da Silva AC,Dos Santos TAR,Pereira VRA,Brayner Dos Santosd FA,do Nascimento Pereira GA,Ferreira RS,Leite ACL.  (2016)  New 1,3-thiazole derivatives and their biological and ultrastructural effects on Trypanosoma cruzi.,  121  [PMID:27295485] [10.1016/j.ejmech.2016.05.050]

Source

Source(1):

• Scientific Literature