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

ID: ALA4516092

PubChem CID: 142393838

Max Phase: Preclinical

Molecular Formula: C20H21ClN6O2

Molecular Weight: 412.88

Molecule Type: Unknown

Names and Identifiers

Canonical SMILES:  Nc1nc(C(=O)Nc2cc(-c3ccc(CN4CCNCC4)nc3)ccc2Cl)co1

Standard InChI:  InChI=1S/C20H21ClN6O2/c21-16-4-2-13(9-17(16)25-19(28)18-12-29-20(22)26-18)14-1-3-15(24-10-14)11-27-7-5-23-6-8-27/h1-4,9-10,12,23H,5-8,11H2,(H2,22,26)(H,25,28)

Standard InChI Key:  SMVGWVVJRKDXHQ-UHFFFAOYSA-N

Molfile:  

 
     RDKit          2D

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   10.0004  -10.6396    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    9.4154   -9.5950    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   10.2093   -8.7176    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   11.2957   -9.2190    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   11.1703  -10.3889    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   12.2985   -8.5922    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   12.2985   -7.4223    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   13.3430   -9.2190    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   14.3458   -8.5922    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   14.3458   -7.4223    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   15.3904   -6.8373    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   16.4350   -7.4223    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   16.4350   -8.5922    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   15.3904   -9.2190    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   17.4378   -9.2190    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   17.4378  -10.3889    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   18.4823  -10.9739    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   19.4851  -10.3889    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   19.4851   -9.2190    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   18.4823   -8.5922    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   20.5297  -10.9739    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   21.5325  -10.3889    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   21.5325   -9.2190    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   22.5771   -8.5922    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   23.5799   -9.2190    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   23.5799  -10.3889    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   22.5771  -10.9739    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   13.3430   -6.8373    0.0000 Cl  0  0  0  0  0  0  0  0  0  0  0  0
    8.2455   -9.4697    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
 23 24  1  0
 24 25  1  0
 25 26  1  0
 26 27  1  0
 22 27  1  0
 10 28  1  0
  2 29  1  0
M  END

Alternative Forms

1. Parent:

   

   ALA4516092

   ---

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: 412.88

Molecular Weight (Monoisotopic): 412.1415

AlogP: 2.63

#Rotatable Bonds: 5

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: 9.22

CX LogP: 1.77

CX LogD: -0.04

Aromatic Rings: 3

Heavy Atoms: 29

QED Weighted: 0.59

Np Likeness Score: -1.71

References

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

Source

Source(1):

• Patent Bioactivity Data