(E)-2-(2-(Benzo[b]thiophen-2-ylmethylene)hydrazinyl)-4-(4-chlorophenyl)thiazole

ID: ALA4519104

PubChem CID: 155541661

Max Phase: Preclinical

Molecular Formula: C18H12ClN3S2

Molecular Weight: 369.90

Molecule Type: Unknown

Names and Identifiers

Canonical SMILES:  Clc1ccc(-c2csc(N/N=C/c3cc4ccccc4s3)n2)cc1

Standard InChI:  InChI=1S/C18H12ClN3S2/c19-14-7-5-12(6-8-14)16-11-23-18(21-16)22-20-10-15-9-13-3-1-2-4-17(13)24-15/h1-11H,(H,21,22)/b20-10+

Standard InChI Key:  DICUTMVGROQXJP-KEBDBYFISA-N

Molfile:  

 
     RDKit          2D

 24 27  0  0  0  0  0  0  0  0999 V2000
   13.7877   -2.6785    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   13.7865   -3.4981    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   14.4946   -3.9070    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   14.4928   -2.2697    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   15.2014   -2.6749    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   15.2017   -3.4936    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   15.9803   -3.7463    0.0000 S   0  0  0  0  0  0  0  0  0  0  0  0
   16.4613   -3.0838    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   15.9799   -2.4218    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   17.2785   -3.0835    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   17.6874   -3.7911    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   18.5046   -3.7908    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   18.9134   -4.4984    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   18.5821   -5.2424    0.0000 S   0  0  0  0  0  0  0  0  0  0  0  0
   19.1896   -5.7890    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   19.8972   -5.3801    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   19.7269   -4.5809    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   20.6430   -5.7121    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   20.7275   -6.5261    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   21.4734   -6.8581    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   22.1353   -6.3773    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   22.0464   -5.5607    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   21.3004   -5.2324    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   22.8824   -6.7084    0.0000 Cl  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:

   

   ALA4519104

   ---

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: 369.90

Molecular Weight (Monoisotopic): 369.0161

AlogP: 6.12

#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: 10.38

CX Basic pKa: 4.10

CX LogP: 6.79

CX LogD: 6.79

Aromatic Rings: 4

Heavy Atoms: 24

QED Weighted: 0.35

Np Likeness Score: -2.23

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