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

ID: ALA4468948

PubChem CID: 155533135

Max Phase: Preclinical

Molecular Formula: C18H12FN3S2

Molecular Weight: 353.45

Molecule Type: Unknown

Names and Identifiers

Canonical SMILES:  Fc1ccc(-c2csc(N/N=C/c3cc4ccccc4s3)n2)cc1

Standard InChI:  InChI=1S/C18H12FN3S2/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:  QFBSLEHFHKSPSM-KEBDBYFISA-N

Molfile:  

 
     RDKit          2D

 24 27  0  0  0  0  0  0  0  0999 V2000
    2.0416   -2.1626    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.0404   -2.9822    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.7485   -3.3911    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.7467   -1.7538    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.4553   -2.1590    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.4556   -2.9777    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.2342   -3.2304    0.0000 S   0  0  0  0  0  0  0  0  0  0  0  0
    4.7152   -2.5679    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.2338   -1.9059    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.5324   -2.5676    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.9413   -3.2752    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    6.7585   -3.2749    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    7.1673   -3.9825    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.8360   -4.7265    0.0000 S   0  0  0  0  0  0  0  0  0  0  0  0
    7.4435   -5.2731    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    8.1511   -4.8642    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.9808   -4.0650    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    8.8969   -5.1962    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    8.9815   -6.0102    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    9.7273   -6.3422    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   10.3892   -5.8614    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   10.3003   -5.0448    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    9.5543   -4.7165    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   11.1363   -6.1925    0.0000 F   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:

   

   ALA4468948

   ---

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: 353.45

Molecular Weight (Monoisotopic): 353.0457

AlogP: 5.61

#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: 6.33

CX LogD: 6.32

Aromatic Rings: 4

Heavy Atoms: 24

QED Weighted: 0.38

Np Likeness Score: -2.32

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