(E)-2-(2-(Benzo[b]thiophen-2-ylmethylene)hydrazinyl)-4-p-tolylthiazole

ID: ALA4520262

PubChem CID: 155541978

Max Phase: Preclinical

Molecular Formula: C19H15N3S2

Molecular Weight: 349.48

Molecule Type: Unknown

Names and Identifiers

Canonical SMILES:  Cc1ccc(-c2csc(N/N=C/c3cc4ccccc4s3)n2)cc1

Standard InChI:  InChI=1S/C19H15N3S2/c1-13-6-8-14(9-7-13)17-12-23-19(21-17)22-20-11-16-10-15-4-2-3-5-18(15)24-16/h2-12H,1H3,(H,21,22)/b20-11+

Standard InChI Key:  NXUCLKCSZFHFKC-RGVLZGJSSA-N

Molfile:  

 
     RDKit          2D

 24 27  0  0  0  0  0  0  0  0999 V2000
    2.6978   -8.9602    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.6966   -9.7797    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.4047  -10.1887    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.4029   -8.5513    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.1115   -8.9566    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.1118   -9.7752    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.8904  -10.0280    0.0000 S   0  0  0  0  0  0  0  0  0  0  0  0
    5.3715   -9.3655    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.8900   -8.7034    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.1887   -9.3652    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.5975  -10.0727    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    7.4147  -10.0724    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    7.8236  -10.7800    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.4922  -11.5240    0.0000 S   0  0  0  0  0  0  0  0  0  0  0  0
    8.0997  -12.0706    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    8.8073  -11.6617    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    8.6370  -10.8625    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    9.5531  -11.9938    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    9.6377  -12.8077    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   10.3835  -13.1398    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   11.0454  -12.6590    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   10.9566  -11.8424    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   10.2105  -11.5141    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   11.7925  -12.9900    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  2  0
  2  3  1  0
  3  6  2  0
  5  4  2  0
  4  1  1  0
  5  6  1  0
  6  7  1  0
  7  8  1  0
  8  9  2  0
  9  5  1  0
  8 10  1  0
 10 11  2  0
 11 12  1  0
 12 13  1  0
 13 14  1  0
 14 15  1  0
 15 16  2  0
 16 17  1  0
 17 13  2  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
 16 18  1  0
 21 24  1  0
M  END

Alternative Forms

1. Parent:

   

   ALA4520262

   ---

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: 349.48

Molecular Weight (Monoisotopic): 349.0707

AlogP: 5.78

#Rotatable Bonds: 4

Polar Surface Area: 37.28

Molecular Species: NEUTRAL

HBA: 5

HBD: 1

#RO5 Violations: 1

HBA (Lipinski): 3

HBD (Lipinski): 1

#RO5 Violations (Lipinski): 1

CX Acidic pKa: 10.39

CX Basic pKa: 4.64

CX LogP: 6.70

CX LogD: 6.69

Aromatic Rings: 4

Heavy Atoms: 24

QED Weighted: 0.37

Np Likeness Score: -2.11

References

1. Rosada B, Bekier A, Cytarska J, Płaziński W, Zavyalova O, Sikora A, Dzitko K, Łączkowski KZ..  (2019)  Benzo[b]thiophene-thiazoles as potent anti-Toxoplasma gondii agents: Design, synthesis, tyrosinase/tyrosine hydroxylase inhibitors, molecular docking study, and antioxidant activity.,  184  [PMID:31629163] [10.1016/j.ejmech.2019.111765]

Source

Source(1):

• Scientific Literature