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

ID: ALA4514185

PubChem CID: 135186883

Max Phase: Preclinical

Molecular Formula: C19H19ClN6O3

Molecular Weight: 414.85

Molecule Type: Unknown

Names and Identifiers

Canonical SMILES:  Nc1nc(C(=O)Nc2cc(-c3cnc(OC4CCNCC4)nc3)ccc2Cl)co1

Standard InChI:  InChI=1S/C19H19ClN6O3/c20-14-2-1-11(7-15(14)25-17(27)16-10-28-18(21)26-16)12-8-23-19(24-9-12)29-13-3-5-22-6-4-13/h1-2,7-10,13,22H,3-6H2,(H2,21,26)(H,25,27)

Standard InChI Key:  XRCGBJGLLLFZPH-UHFFFAOYSA-N

Molfile:  

 
     RDKit          2D

 29 32  0  0  0  0  0  0  0  0999 V2000
   10.3613  -10.0824    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    9.7346   -9.0378    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   10.5285   -8.1604    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   11.6148   -8.6618    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   11.4895   -9.8317    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   12.6594   -8.0351    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   12.6594   -6.8651    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   13.6622   -8.6618    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   14.7068   -8.0351    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   14.7068   -6.8651    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   15.7513   -6.2802    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   16.7541   -6.8651    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   16.7541   -8.0351    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   15.7513   -8.6618    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   17.7987   -8.6618    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   17.7987   -9.8317    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   18.8015  -10.4167    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   19.8461   -9.8317    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   19.8461   -8.6618    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   18.8015   -8.0351    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   20.8489  -10.4167    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   21.8934   -9.8317    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   22.8962  -10.4167    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   23.9408   -9.8317    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   23.9408   -8.6618    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   22.8962   -8.0351    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   21.8934   -8.6618    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   13.6622   -6.2802    0.0000 Cl  0  0  0  0  0  0  0  0  0  0  0  0
    8.5647   -8.9125    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  1  0
 17 16  2  0
 18 17  1  0
 18 19  2  0
 20 19  1  0
 15 20  2  0
 18 21  1  0
 21 22  1  0
 23 22  1  0
 24 23  1  0
 25 24  1  0
 25 26  1  0
 27 26  1  0
 22 27  1  0
 10 28  1  0
  2 29  1  0
M  END

Alternative Forms

1. Parent:

   

   ALA4514185

   ---

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: 414.85

Molecular Weight (Monoisotopic): 414.1207

AlogP: 2.75

#Rotatable Bonds: 5

Polar Surface Area: 128.19

Molecular Species: BASE

HBA: 8

HBD: 3

#RO5 Violations: ┄

HBA (Lipinski): 9

HBD (Lipinski): 4

#RO5 Violations (Lipinski): ┄

CX Acidic pKa: 12.94

CX Basic pKa: 9.82

CX LogP: 1.74

CX LogD: -0.62

Aromatic Rings: 3

Heavy Atoms: 29

QED Weighted: 0.58

Np Likeness Score: -1.07

References

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

Source

Source(1):

• Patent Bioactivity Data