2-Amino-N-[2-chloro-5-(6-{[(1-methylpiperidin-4-yl)amino]methyl}pyridin-3-yl)phenyl]-1,3-oxazole-4-carboxamide

ID: ALA4575613

PubChem CID: 135186862

Max Phase: Preclinical

Molecular Formula: C22H25ClN6O2

Molecular Weight: 440.94

Molecule Type: Unknown

Names and Identifiers

Canonical SMILES:  CN1CCC(NCc2ccc(-c3ccc(Cl)c(NC(=O)c4coc(N)n4)c3)cn2)CC1

Standard InChI:  InChI=1S/C22H25ClN6O2/c1-29-8-6-16(7-9-29)26-12-17-4-2-15(11-25-17)14-3-5-18(23)19(10-14)27-21(30)20-13-31-22(24)28-20/h2-5,10-11,13,16,26H,6-9,12H2,1H3,(H2,24,28)(H,27,30)

Standard InChI Key:  BMCYBKHWPSWBQY-UHFFFAOYSA-N

Molfile:  

 
     RDKit          2D

 31 34  0  0  0  0  0  0  0  0999 V2000
    9.1196   -7.8507    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    8.5071   -6.8707    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    9.2829   -6.0133    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   10.3445   -6.4624    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   10.2220   -7.6465    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   11.3653   -5.8908    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   11.3653   -4.7475    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   12.3452   -6.4624    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   13.3660   -5.8908    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   13.3660   -4.7475    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   14.3459   -4.1759    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   15.3667   -4.7475    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   15.3667   -5.8908    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   14.3459   -6.4624    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   16.3874   -6.4624    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   16.3874   -7.6465    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   17.3674   -8.2181    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   18.3881   -7.6465    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   18.3881   -6.4624    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   17.3674   -5.8908    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   19.3681   -8.2181    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   20.3888   -7.6465    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   21.3688   -8.2181    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   21.3688   -9.3614    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   22.3895   -9.9330    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   23.3695   -9.3614    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   23.3695   -8.2181    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   22.3895   -7.6465    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   24.3902   -9.9330    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   12.3452   -4.1759    0.0000 Cl  0  0  0  0  0  0  0  0  0  0  0  0
    7.3639   -6.7482    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
 16 17  2  0
 18 17  1  0
 19 18  2  0
 20 19  1  0
 15 20  2  0
 18 21  1  0
 21 22  1  0
 22 23  1  0
 24 23  1  0
 25 24  1  0
 26 25  1  0
 26 27  1  0
 28 27  1  0
 23 28  1  0
 26 29  1  0
 10 30  1  0
  2 31  1  0
M  END

Alternative Forms

1. Parent:

   

   ALA4575613

   ---

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: 440.94

Molecular Weight (Monoisotopic): 440.1728

AlogP: 3.41

#Rotatable Bonds: 6

Polar Surface Area: 109.31

Molecular Species: BASE

HBA: 7

HBD: 3

#RO5 Violations: ┄

HBA (Lipinski): 8

HBD (Lipinski): 4

#RO5 Violations (Lipinski): ┄

CX Acidic pKa: 12.97

CX Basic pKa: 9.08

CX LogP: 1.95

CX LogD: 0.23

Aromatic Rings: 3

Heavy Atoms: 31

QED Weighted: 0.54

Np Likeness Score: -1.52

References

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

Source

Source(1):

• Patent Bioactivity Data