(4-amino-2-((4-((4-methylpiperazin-1-yl)sulfonyl)phenyl)amino)thiazol-5-yl)(2,6-dichlorophenyl)methanone

ID: ALA5180130

PubChem CID: 168273330

Max Phase: Preclinical

Molecular Formula: C21H21Cl2N5O3S2

Molecular Weight: 526.47

Names and Identifiers

Canonical SMILES:  CN1CCN(S(=O)(=O)c2ccc(Nc3nc(N)c(C(=O)c4c(Cl)cccc4Cl)s3)cc2)CC1

Standard InChI:  InChI=1S/C21H21Cl2N5O3S2/c1-27-9-11-28(12-10-27)33(30,31)14-7-5-13(6-8-14)25-21-26-20(24)19(32-21)18(29)17-15(22)3-2-4-16(17)23/h2-8H,9-12,24H2,1H3,(H,25,26)

Standard InChI Key:  UXEWCQUEOJJYLF-UHFFFAOYSA-N

Molfile:  

 
     RDKit          2D

 33 36  0  0  0  0  0  0  0  0999 V2000
    1.3928    2.8807    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.9803    2.1662    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.3928    1.4517    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.2180    1.4515    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.6305    2.1659    0.0000 Cl  0  0  0  0  0  0  0  0  0  0  0  0
    2.6286    0.7387    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.2159    0.0240    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.3950    0.0224    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.9786    0.7341    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.1535    0.7341    0.0000 Cl  0  0  0  0  0  0  0  0  0  0  0  0
    0.1552    2.1662    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.3154    2.8197    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.1018    3.6167    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   -1.1193    2.5696    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   -1.1193    1.7446    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.3366    1.4988    0.0000 S   0  0  0  0  0  0  0  0  0  0  0  0
   -1.8339    1.3321    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   -1.8339    0.5070    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.1221    0.0952    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.1221   -0.7297    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.8321   -1.1415    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.8321   -1.9666    0.0000 S   0  0  0  0  0  0  0  0  0  0  0  0
   -2.5484   -0.7334    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.5484    0.0948    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.1175   -2.3791    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   -2.6305   -2.1805    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -2.0465   -2.7632    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -0.4031   -1.9666    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.3113   -2.3791    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.3113   -3.2041    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   -0.4031   -3.6167    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.1175   -3.2041    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.0258   -3.6167    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
  2  1  2  0
  2  3  1  0
  4  3  2  0
  4  5  1  0
  6  4  1  0
  7  6  2  0
  8  7  1  0
  9  8  2  0
  3  9  1  0
  9 10  1  0
 11  2  1  0
 12 11  2  0
 12 13  1  0
 14 12  1  0
 14 15  2  0
 15 16  1  0
 16 11  1  0
 17 15  1  0
 18 17  1  0
 19 18  1  0
 20 19  2  0
 21 20  1  0
 22 21  1  0
 23 21  2  0
 24 23  1  0
 18 24  2  0
 22 25  1  0
 22 26  2  0
 22 27  2  0
 28 25  1  0
 29 28  1  0
 30 29  1  0
 31 30  1  0
 32 31  1  0
 25 32  1  0
 30 33  1  0
M  END

Alternative Forms

1. Parent:

   

   ALA5180130

   ---

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: 526.47

Molecular Weight (Monoisotopic): 525.0463

AlogP: 3.94

#Rotatable Bonds: 6

Polar Surface Area: 108.63

Molecular Species: NEUTRAL

HBA: 8

HBD: 2

#RO5 Violations: 1

HBA (Lipinski): 8

HBD (Lipinski): 3

#RO5 Violations (Lipinski): 1

CX Acidic pKa: 11.10

CX Basic pKa: 6.06

CX LogP: 4.87

CX LogD: 4.85

Aromatic Rings: 3

Heavy Atoms: 33

QED Weighted: 0.47

Np Likeness Score: -1.82

References

1. Li Z, Ishida R, Liu Y, Wang J, Li Y, Gao Y, Jiang J, Che J, Sheltzer JM, Robers MB, Zhang T, Westover KD, Nabet B, Gray NS..  (2022)  Synthesis and Structure-Activity relationships of cyclin-dependent kinase 11 inhibitors based on a diaminothiazole scaffold.,  238  [PMID:35597007] [10.1016/j.ejmech.2022.114433]

Source

Source(1):

• Scientific Literature