2-Amino-N-[4-chloro-4'-(piperazin-1-yl)biphenyl-3-yl]-1,3-oxazole-4-carboxamide

ID: ALA4543878

PubChem CID: 146257778

Max Phase: Preclinical

Molecular Formula: C20H20ClN5O2

Molecular Weight: 397.87

Molecule Type: Unknown

Names and Identifiers

Canonical SMILES:  Nc1nc(C(=O)Nc2cc(-c3ccc(N4CCNCC4)cc3)ccc2Cl)co1

Standard InChI:  InChI=1S/C20H20ClN5O2/c21-16-6-3-14(11-17(16)24-19(27)18-12-28-20(22)25-18)13-1-4-15(5-2-13)26-9-7-23-8-10-26/h1-6,11-12,23H,7-10H2,(H2,22,25)(H,24,27)

Standard InChI Key:  BCKZSIWJRQWFAX-UHFFFAOYSA-N

Molfile:  

 
     RDKit          2D

 28 31  0  0  0  0  0  0  0  0999 V2000
    5.9054   -6.2240    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    5.3205   -5.2212    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.1144   -4.3438    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    7.2007   -4.8034    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.0754   -5.9733    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    8.2453   -4.2184    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    8.2453   -3.0485    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    9.2481   -4.8034    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   10.2927   -4.2184    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   11.2954   -4.8034    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   12.3400   -4.2184    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   12.3400   -3.0485    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   11.2954   -2.4218    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   10.2927   -3.0485    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    9.2481   -2.4218    0.0000 Cl  0  0  0  0  0  0  0  0  0  0  0  0
   13.3428   -4.8034    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   14.3874   -4.2184    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   15.3902   -4.8034    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   15.3902   -5.9733    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   14.3874   -6.6001    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   13.3428   -5.9733    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   16.4348   -6.6001    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   17.4793   -5.9733    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   18.4821   -6.6001    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   18.4821   -7.7700    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   17.4793   -8.3550    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   16.4348   -7.7700    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.1506   -5.0959    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
 10  9  2  0
 11 10  1  0
 11 12  2  0
 13 12  1  0
 14 13  2  0
  9 14  1  0
 14 15  1  0
 11 16  1  0
 16 17  1  0
 17 18  2  0
 18 19  1  0
 19 20  2  0
 20 21  1  0
 16 21  2  0
 19 22  1  0
 22 23  1  0
 23 24  1  0
 24 25  1  0
 25 26  1  0
 26 27  1  0
 22 27  1  0
  2 28  1  0
M  END

Alternative Forms

1. Parent:

   

   ALA4543878

   ---

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: 397.87

Molecular Weight (Monoisotopic): 397.1306

AlogP: 3.24

#Rotatable Bonds: 4

Polar Surface Area: 96.42

Molecular Species: BASE

HBA: 6

HBD: 3

#RO5 Violations: ┄

HBA (Lipinski): 7

HBD (Lipinski): 4

#RO5 Violations (Lipinski): ┄

CX Acidic pKa: 13.03

CX Basic pKa: 8.88

CX LogP: 3.07

CX LogD: 1.59

Aromatic Rings: 3

Heavy Atoms: 28

QED Weighted: 0.63

Np Likeness Score: -1.55

References

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

Source

Source(1):

• Patent Bioactivity Data