(E)-2-(2-(5-bromo-2-methoxybenzylidene)hydrazinyl)-4-(4-bromophenyl)thiazole

ID: ALA4534184

PubChem CID: 155547015

Max Phase: Preclinical

Molecular Formula: C17H13Br2N3OS

Molecular Weight: 467.19

Molecule Type: Unknown

Names and Identifiers

Canonical SMILES:  COc1ccc(Br)cc1/C=N/Nc1nc(-c2ccc(Br)cc2)cs1

Standard InChI:  InChI=1S/C17H13Br2N3OS/c1-23-16-7-6-14(19)8-12(16)9-20-22-17-21-15(10-24-17)11-2-4-13(18)5-3-11/h2-10H,1H3,(H,21,22)/b20-9+

Standard InChI Key:  WJKBCZJOPLKYLE-AWQFTUOYSA-N

Molfile:  

 
     RDKit          2D

 24 26  0  0  0  0  0  0  0  0999 V2000
   34.1351   -4.3700    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   33.7222   -5.0748    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   34.1281   -5.7832    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   34.9462   -5.7859    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   35.3566   -5.0743    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   34.9483   -4.3689    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   35.3537   -6.4942    0.0000 Br  0  0  0  0  0  0  0  0  0  0  0  0
   28.3568   -2.9303    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   28.3556   -3.7498    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   29.0637   -4.1588    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   29.7733   -3.7494    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   29.7705   -2.9267    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   29.0619   -2.5214    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   29.0594   -1.7042    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   29.7659   -1.2935    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   29.0635   -4.9760    0.0000 Br  0  0  0  0  0  0  0  0  0  0  0  0
   30.4767   -2.5154    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   31.1859   -2.9214    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   31.8921   -2.5101    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   32.6013   -2.9160    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   32.8443   -3.6959    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   33.6614   -3.7041    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   33.9218   -2.9294    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   33.2655   -2.4426    0.0000 S   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
  4  7  1  0
  8  9  2  0
  9 10  1  0
 10 11  2  0
 11 12  1  0
 12 13  2  0
 13  8  1  0
 13 14  1  0
 14 15  1  0
 10 16  1  0
 12 17  1  0
 17 18  2  0
 18 19  1  0
 19 20  1  0
 20 21  2  0
 21 22  1  0
 22 23  2  0
 23 24  1  0
 24 20  1  0
 22  1  1  0
M  END

Alternative Forms

1. Parent:

   

   ALA4534184

   ---

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: 467.19

Molecular Weight (Monoisotopic): 464.9146

AlogP: 5.79

#Rotatable Bonds: 5

Polar Surface Area: 46.51

Molecular Species: NEUTRAL

HBA: 5

HBD: 1

#RO5 Violations: 1

HBA (Lipinski): 4

HBD (Lipinski): 1

#RO5 Violations (Lipinski): 1

CX Acidic pKa: 11.12

CX Basic pKa: 4.11

CX LogP: 6.56

CX LogD: 6.55

Aromatic Rings: 3

Heavy Atoms: 24

QED Weighted: 0.38

Np Likeness Score: -1.82

References

1. Pereira PS, Lima MDCA, Neto PPM, Oliveira-Tintino CDM, Tintino SR, Menezes IRA, de Oliveira JF, Marchand P, Coutinho HDM, Rodrigues MDD, da Silva TG..  (2019)  Thiazolidinedione and thiazole derivatives potentiate norfloxacin activity against NorA efflux pump over expression in Staphylococcus aureus 1199B strains.,  27  (17): [PMID:31320212] [10.1016/j.bmc.2019.07.006]

Source

Source(1):

• Scientific Literature