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

ID: ALA4474163

PubChem CID: 155536999

Max Phase: Preclinical

Molecular Formula: C18H12IN3S2

Molecular Weight: 461.35

Molecule Type: Unknown

Names and Identifiers

Canonical SMILES:  Ic1ccc(-c2csc(N/N=C/c3cc4ccccc4s3)n2)cc1

Standard InChI:  InChI=1S/C18H12IN3S2/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:  WZZVUYNGLOEBKB-KEBDBYFISA-N

Molfile:  

 
     RDKit          2D

 24 27  0  0  0  0  0  0  0  0999 V2000
   36.5411   -2.6827    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   36.5399   -3.5022    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   37.2480   -3.9112    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   37.2462   -2.2738    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   37.9548   -2.6791    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   37.9551   -3.4977    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   38.7337   -3.7504    0.0000 S   0  0  0  0  0  0  0  0  0  0  0  0
   39.2147   -3.0880    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   38.7333   -2.4259    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   40.0319   -3.0877    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   40.4408   -3.7952    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   41.2580   -3.7949    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   41.6668   -4.5025    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   41.3355   -5.2465    0.0000 S   0  0  0  0  0  0  0  0  0  0  0  0
   41.9430   -5.7931    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   42.6506   -5.3842    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   42.4803   -4.5850    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   43.3964   -5.7163    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   43.4810   -6.5302    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   44.2268   -6.8622    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   44.8887   -6.3815    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   44.7998   -5.5649    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   44.0538   -5.2365    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   45.6358   -6.7125    0.0000 I   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:

   

   ALA4474163

   ---

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: 461.35

Molecular Weight (Monoisotopic): 460.9517

AlogP: 6.08

#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: 4.03

CX LogP: 7.11

CX LogD: 7.11

Aromatic Rings: 4

Heavy Atoms: 24

QED Weighted: 0.23

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