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

ID: ALA4516565

PubChem CID: 135186867

Max Phase: Preclinical

Molecular Formula: C18H20ClN5O3S

Molecular Weight: 421.91

Molecule Type: Unknown

Names and Identifiers

Canonical SMILES:  CN(C)CCCOc1ncc(-c2ccc(Cl)c(NC(=O)c3coc(N)n3)c2)s1

Standard InChI:  InChI=1S/C18H20ClN5O3S/c1-24(2)6-3-7-26-18-21-9-15(28-18)11-4-5-12(19)13(8-11)22-16(25)14-10-27-17(20)23-14/h4-5,8-10H,3,6-7H2,1-2H3,(H2,20,23)(H,22,25)

Standard InChI Key:  RAAQEXZSAQIBOV-UHFFFAOYSA-N

Molfile:  

 
     RDKit          2D

 28 30  0  0  0  0  0  0  0  0999 V2000
    8.8751   -7.8779    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    8.2856   -6.8673    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    9.0856   -5.9831    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   10.1804   -6.4462    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   10.0541   -7.6252    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   11.1910   -5.8568    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   11.1910   -4.6778    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   12.2436   -6.4462    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   13.2542   -5.8568    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   13.2542   -4.6778    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   14.3068   -4.0883    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   15.3174   -4.6778    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   15.3174   -5.8568    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   14.3068   -6.4462    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   16.3700   -6.4462    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   17.4413   -5.9379    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   18.2727   -6.8111    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   17.7191   -7.8418    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   16.5472   -7.6217    0.0000 S   0  0  0  0  0  0  0  0  0  0  0  0
   18.2275   -8.9130    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   19.4273   -9.0172    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   19.9356  -10.0885    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   21.1354  -10.1927    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   21.6437  -11.2640    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   20.9523  -12.2309    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   22.8215  -11.3323    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   12.2436   -4.0883    0.0000 Cl  0  0  0  0  0  0  0  0  0  0  0  0
    7.1066   -6.7410    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  1  0
  2  3  2  0
  3  4  1  0
  4  5  2  0
  1  5  1  0
  4  6  1  0
  6  7  2  0
  6  8  1  0
  8  9  1  0
  9 10  1  0
 10 11  2  0
 11 12  1  0
 12 13  2  0
 13 14  1  0
  9 14  2  0
 13 15  1  0
 16 15  2  0
 17 16  1  0
 18 17  2  0
 19 18  1  0
 19 15  1  0
 18 20  1  0
 20 21  1  0
 21 22  1  0
 22 23  1  0
 23 24  1  0
 24 25  1  0
 24 26  1  0
 10 27  1  0
  2 28  1  0
M  END

Alternative Forms

1. Parent:

   

   ALA4516565

   ---

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: 421.91

Molecular Weight (Monoisotopic): 421.0975

AlogP: 3.62

#Rotatable Bonds: 8

Polar Surface Area: 106.51

Molecular Species: BASE

HBA: 8

HBD: 2

#RO5 Violations: ┄

HBA (Lipinski): 8

HBD (Lipinski): 3

#RO5 Violations (Lipinski): ┄

CX Acidic pKa: 12.87

CX Basic pKa: 9.26

CX LogP: 2.76

CX LogD: 0.91

Aromatic Rings: 3

Heavy Atoms: 28

QED Weighted: 0.53

Np Likeness Score: -1.62

References

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

Source

Source(1):

• Patent Bioactivity Data