4-(dichloro(tosyl)methyl)-2-methyl-5-nitrothiazole

ID: ALA5285115

Max Phase: Preclinical

Molecular Formula: C12H10Cl2N2O4S2

Molecular Weight: 381.26

Names and Identifiers

Canonical SMILES:  Cc1ccc(S(=O)(=O)C(Cl)(Cl)c2nc(C)sc2[N+](=O)[O-])cc1

Standard InChI:  InChI=1S/C12H10Cl2N2O4S2/c1-7-3-5-9(6-4-7)22(19,20)12(13,14)10-11(16(17)18)21-8(2)15-10/h3-6H,1-2H3

Standard InChI Key:  JMCDNVCJIBVMHD-UHFFFAOYSA-N

Molfile:  

 
     RDKit          2D

 22 23  0  0  0  0  0  0  0  0999 V2000
   -2.3789    2.6822    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.7308   -0.1744    0.0000 S   0  0  0  0  0  0  0  0  0  0  0  0
   -0.7308   -0.9994    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -1.4466   -0.5876    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.0941    0.6506    0.0000 Cl  0  0  0  0  0  0  0  0  0  0  0  0
    0.8099    0.2388    0.0000 Cl  0  0  0  0  0  0  0  0  0  0  0  0
   -0.5361   -1.8854    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   -0.7496   -2.6822    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -1.1195   -1.3020    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.9284   -2.1639    0.0000 S   0  0  0  0  0  0  0  0  0  0  0  0
    2.3789   -1.9066    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.3319   -0.8888    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   -0.7290    1.2576    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.1433    0.5401    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.9684    0.5401    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.3789    1.2530    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.9663    1.9677    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.1455    1.9677    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.0941   -0.1744    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.5066   -0.8888    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.2607   -1.6718    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.5821   -1.6931    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
  2  3  2  0
  2  4  2  0
  7  8  2  0
  7  9  1  0
 14 13  1  0
  2 14  1  0
 15 14  2  0
 16 15  1  0
 17 16  2  0
 17  1  1  0
 18 17  1  0
 13 18  2  0
 19  2  1  0
 19  5  1  0
 19  6  1  0
 20 19  1  0
 20 12  1  0
 20 21  2  0
  7 21  1  0
 21 10  1  0
 22 10  1  0
 22 11  1  0
 12 22  2  0
M  CHG  2   7   1   9  -1
M  END

Alternative Forms

1. Parent:

   

   ALA5285115

   ---

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: 381.26

Molecular Weight (Monoisotopic): 379.9459

AlogP: 3.73

#Rotatable Bonds: 4

Polar Surface Area: 90.17

Molecular Species: NEUTRAL

HBA: 6

HBD: ┄

#RO5 Violations: ┄

HBA (Lipinski): 6

HBD (Lipinski): ┄

#RO5 Violations (Lipinski): ┄

CX Acidic pKa: ┄

CX Basic pKa: ┄

CX LogP: 4.42

CX LogD: 4.42

Aromatic Rings: 2

Heavy Atoms: 22

QED Weighted: 0.46

Np Likeness Score: -1.39

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