1-((3-ethyl-5-(3-methylbenzo[d]thiazol-2(3H)-ylidene)-4-oxothiazolidin-2-ylidene)amino)quinolin-1-ium Iodide

ID: ALA5289862

Max Phase: Preclinical

Molecular Formula: C22H19IN4OS2

Molecular Weight: 419.56

Names and Identifiers

Canonical SMILES:  CCN1C(=O)/C(=C2\Sc3ccccc3N2C)S/C1=N\[n+]1cccc2ccccc21.[I-]

Standard InChI:  InChI=1S/C22H19N4OS2.HI/c1-3-25-20(27)19(21-24(2)17-12-6-7-13-18(17)28-21)29-22(25)23-26-14-8-10-15-9-4-5-11-16(15)26;/h4-14H,3H2,1-2H3;1H/q+1;/p-1/b21-19+,23-22-;

Standard InChI Key:  CFTASIXYNBGAMY-WJVVUPSKSA-M

Molfile:  

     RDKit          2D

 30 33  0  0  0  0  0  0  0  0999 V2000
    1.3839   -2.2991    0.0000 I   0  0  0  0  0  0  0  0  0  0  0  0
   -1.2724   -0.3034    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.4474   -0.3034    0.0000 S   0  0  0  0  0  0  0  0  0  0  0  0
   -0.1973   -1.1074    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.8508   -1.5781    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   -1.5182   -1.0861    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.5992   -1.3209    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    1.1823   -0.7377    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   -0.8508   -2.4028    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.1366   -2.8152    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.3149   -1.2996    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -1.6847    0.4107    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.9689    0.0588    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.5521    0.6420    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.3487    0.4286    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.5621   -0.3680    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.9790   -0.9511    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.3588   -0.5815    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.5722   -1.3781    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.9890   -1.9613    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.1925   -1.7477    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.5095    0.4107    0.0000 S   0  0  0  0  0  0  0  0  0  0  0  0
   -2.7595    1.2144    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.1062    1.6849    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.4390    1.1932    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   -3.4912    1.5444    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.5722    2.3456    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.9232    2.8152    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.1877    2.4893    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.6424    1.4067    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
  2  3  1  0
  3  4  1  0
  4  5  1  0
  6  5  1  0
  2  6  1  0
  4  7  2  0
  7  8  1  0
  5  9  1  0
  9 10  1  0
  6 11  2  0
  2 12  2  0
 13  8  1  0
 14 13  2  0
 15 14  1  0
 16 15  2  0
 17 16  1  0
  8 17  2  0
 16 18  1  0
 19 18  2  0
 20 19  1  0
 21 20  2  0
 17 21  1  0
 22 12  1  0
 22 23  1  0
 23 24  2  0
 25 24  1  0
 12 25  1  0
 23 26  1  0
 27 26  2  0
 28 27  1  0
 29 28  2  0
 24 29  1  0
 25 30  1  0
M  CHG  2   1  -1   8   1
M  END

Molecule Features

Natural Product: No

Oral: No

Chemical Probe: No

Parenteral: No

Molecule Type:

Topical: No

First In Class: No

Black Box: No

Chirality: No

Availability: No

Prodrug: No

Calculated Properties

Molecular Weight: 419.56

Molecular Weight (Monoisotopic): 419.0995

AlogP: 4.25

#Rotatable Bonds: 2

Polar Surface Area: 39.79

Molecular Species: NEUTRAL

HBA: 5

HBD: ┄

#RO5 Violations: ┄

HBA (Lipinski): 5

HBD (Lipinski): ┄

#RO5 Violations (Lipinski): ┄

CX Acidic pKa: ┄

CX Basic pKa: ┄

CX LogP: 2.33

CX LogD: 2.33

Aromatic Rings: 3

Heavy Atoms: 29

QED Weighted: 0.46

Np Likeness Score: -1.12

References

1. Sharma PC, Bansal KK, Sharma A, Sharma D, Deep A..  (2020)  Thiazole-containing compounds as therapeutic targets for cancer therapy.,  188  [PMID:31926469] [10.1016/j.ejmech.2019.112016]

Source

Source(1):

• Scientific Literature