2-Amino-N-[2-chloro-5-(4-{[4-(dimethylamino)piperidin-1-yl]methyl}-1,3-thiazol-2-yl)phenyl]-1,3-oxazole-4-carboxamide

ID: ALA4519614

PubChem CID: 135198631

Max Phase: Preclinical

Molecular Formula: C21H25ClN6O2S

Molecular Weight: 460.99

Molecule Type: Unknown

Names and Identifiers

Canonical SMILES:  CN(C)C1CCN(Cc2csc(-c3ccc(Cl)c(NC(=O)c4coc(N)n4)c3)n2)CC1

Standard InChI:  InChI=1S/C21H25ClN6O2S/c1-27(2)15-5-7-28(8-6-15)10-14-12-31-20(24-14)13-3-4-16(22)17(9-13)25-19(29)18-11-30-21(23)26-18/h3-4,9,11-12,15H,5-8,10H2,1-2H3,(H2,23,26)(H,25,29)

Standard InChI Key:  WKHNELCZMSAJQM-UHFFFAOYSA-N

Molfile:  

 
     RDKit          2D

 31 34  0  0  0  0  0  0  0  0999 V2000
    8.9433   -8.3073    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   10.0878   -8.0641    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   10.2100   -6.9006    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   11.2232   -6.3156    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   12.2363   -6.9006    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   13.2495   -6.3156    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   14.2628   -6.9006    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   15.2759   -6.3156    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   16.2891   -6.9006    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   16.4114   -8.0641    0.0000 S   0  0  0  0  0  0  0  0  0  0  0  0
   17.5558   -8.3073    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   18.1407   -7.2941    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   19.3042   -7.1718    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   19.9919   -8.1183    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   21.1554   -7.9960    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   21.8430   -8.9425    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   21.3672  -10.0113    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   20.2037  -10.1336    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   19.5161   -9.1871    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   21.9523  -11.0248    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   23.1226  -11.0248    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   21.3672  -12.0383    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   17.3579   -6.4247    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   15.2759   -5.1457    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   14.2628   -4.5607    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   13.2495   -5.1457    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   12.2363   -4.5607    0.0000 Cl  0  0  0  0  0  0  0  0  0  0  0  0
   11.2232   -5.1457    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    9.1412   -6.4247    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    8.3584   -7.2941    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.1949   -7.1718    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  1  0
  3  2  2  0
  3  4  1  0
  4  5  1  0
  5  6  1  0
  6  7  2  0
  8  7  1  0
  8  9  1  0
 10  9  1  0
 10 11  1  0
 11 12  2  0
 12 13  1  0
 13 14  1  0
 14 15  1  0
 16 15  1  0
 17 16  1  0
 18 17  1  0
 19 18  1  0
 14 19  1  0
 17 20  1  0
 20 21  1  0
 20 22  1  0
 12 23  1  0
 23  9  2  0
 24  8  2  0
 25 24  1  0
 26 25  2  0
  6 26  1  0
 26 27  1  0
  4 28  2  0
 29  3  1  0
 30 29  2  0
  1 30  1  0
 30 31  1  0
M  END

Alternative Forms

1. Parent:

   

   ALA4519614

   ---

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: 460.99

Molecular Weight (Monoisotopic): 460.1448

AlogP: 3.81

#Rotatable Bonds: 6

Polar Surface Area: 100.52

Molecular Species: BASE

HBA: 8

HBD: 2

#RO5 Violations: ┄

HBA (Lipinski): 8

HBD (Lipinski): 3

#RO5 Violations (Lipinski): ┄

CX Acidic pKa: 12.77

CX Basic pKa: 9.78

CX LogP: 2.59

CX LogD: 0.23

Aromatic Rings: 3

Heavy Atoms: 31

QED Weighted: 0.58

Np Likeness Score: -2.29

References

1.  (2018)  Oxazole derivatives for use in the treatment of cancer, 

Source

Source(1):

• Patent Bioactivity Data