2'-(2-(1-(pyridin-2-yl)ethylidene)hydrazinyl)-1',3'-benzothiazole

ID: ALA4789856

PubChem CID: 9555511

Max Phase: Preclinical

Molecular Formula: C14H12N4S

Molecular Weight: 268.35

Molecule Type: Unknown

Names and Identifiers

Canonical SMILES:  C/C(=N\Nc1nc2ccccc2s1)c1ccccn1

Standard InChI:  InChI=1S/C14H12N4S/c1-10(11-6-4-5-9-15-11)17-18-14-16-12-7-2-3-8-13(12)19-14/h2-9H,1H3,(H,16,18)/b17-10+

Standard InChI Key:  WKVJAFTUYKOSOR-LICLKQGHSA-N

Molfile:  

 
     RDKit          2D

 19 21  0  0  0  0  0  0  0  0999 V2000
   11.8891  -27.0003    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   11.8880  -27.8198    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   12.5960  -28.2288    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   13.3057  -27.8194    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   13.3029  -26.9967    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   12.5942  -26.5914    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   14.0090  -26.5854    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   14.7183  -26.9914    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   15.4244  -26.5801    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   16.1337  -26.9860    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   16.2245  -27.7977    0.0000 S   0  0  0  0  0  0  0  0  0  0  0  0
   16.8813  -26.6502    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   17.4304  -27.2553    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   17.0227  -27.9632    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   17.4318  -28.6681    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   18.2485  -28.6664    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   18.6543  -27.9538    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   18.2429  -27.2518    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   14.0059  -25.7682    0.0000 C   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
  5  7  1  0
  7  8  2  0
  8  9  1  0
  9 10  1  0
 10 11  1  0
 11 14  1  0
 13 12  1  0
 12 10  2  0
 13 14  2  0
 14 15  1  0
 15 16  2  0
 16 17  1  0
 17 18  2  0
 18 13  1  0
  7 19  1  0
M  END

Alternative Forms

1. Parent:

   

   ALA4789856

   N-[(E)-1-pyridin-2-ylethylideneamino]-1,3-benzothiazol-2-amine

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: 268.35

Molecular Weight (Monoisotopic): 268.0783

AlogP: 3.53

#Rotatable Bonds: 3

Polar Surface Area: 50.17

Molecular Species: NEUTRAL

HBA: 5

HBD: 1

#RO5 Violations: ┄

HBA (Lipinski): 4

HBD (Lipinski): 1

#RO5 Violations (Lipinski): ┄

CX Acidic pKa: 9.31

CX Basic pKa: 2.98

CX LogP: 3.64

CX LogD: 3.63

Aromatic Rings: 3

Heavy Atoms: 19

QED Weighted: 0.58

Np Likeness Score: -2.30

References

1. Pape VF,Tóth S,Füredi A,Szebényi K,Lovrics A,Szabó P,Wiese M,Szakács G.  (2016)  Design, synthesis and biological evaluation of thiosemicarbazones, hydrazinobenzothiazoles and arylhydrazones as anticancer agents with a potential to overcome multidrug resistance.,  117  [PMID:27161177] [10.1016/j.ejmech.2016.03.078]

2. Gilleran JA, Yu X, Blayney AJ, Bencivenga AF, Na B, Augeri DJ, Blanden AR, Kimball SD, Loh SN, Roberge JY, Carpizo DR..  (2021)  Benzothiazolyl and Benzoxazolyl Hydrazones Function as Zinc Metallochaperones to Reactivate Mutant p53.,  64  (4.0): [PMID:33538587] [10.1021/acs.jmedchem.0c01360]

Source

Source(1):

• Scientific Literature