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

ID: ALA4536252

PubChem CID: 135186911

Max Phase: Preclinical

Molecular Formula: C20H22ClN5O3

Molecular Weight: 415.88

Molecule Type: Unknown

Names and Identifiers

Canonical SMILES:  CN(C)CCCOc1ccc(-c2ccc(Cl)c(NC(=O)c3coc(N)n3)c2)cn1

Standard InChI:  InChI=1S/C20H22ClN5O3/c1-26(2)8-3-9-28-18-7-5-14(11-23-18)13-4-6-15(21)16(10-13)24-19(27)17-12-29-20(22)25-17/h4-7,10-12H,3,8-9H2,1-2H3,(H2,22,25)(H,24,27)

Standard InChI Key:  YELLCERAVPODJO-UHFFFAOYSA-N

Molfile:  

 
     RDKit          2D

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    8.1101  -10.2255    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    7.5251   -9.1809    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    8.3190   -8.3034    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    9.4053   -8.8048    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    9.2800   -9.9748    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   10.4081   -8.1781    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   10.4081   -7.0082    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   11.4527   -8.8048    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   12.4555   -8.1781    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   12.4555   -7.0082    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   13.5001   -6.4232    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   14.5029   -7.0082    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   14.5029   -8.1781    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   13.5001   -8.8048    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   15.5474   -8.8048    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   15.5474   -9.9748    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   16.5502  -10.5597    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   17.5948   -9.9748    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   17.5948   -8.8048    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   16.5502   -8.1781    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   18.6394  -10.5597    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   19.6422   -9.9748    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   19.6422   -8.8048    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   20.6867   -8.1781    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   21.6895   -8.8048    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   22.7341   -8.1781    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   21.6895   -9.9748    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   11.4527   -6.4232    0.0000 Cl  0  0  0  0  0  0  0  0  0  0  0  0
    6.3552   -9.0555    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
 25 27  1  0
 10 28  1  0
  2 29  1  0
M  END

Alternative Forms

1. Parent:

   

   ALA4536252

   ---

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: 415.88

Molecular Weight (Monoisotopic): 415.1411

AlogP: 3.56

#Rotatable Bonds: 8

Polar Surface Area: 106.51

Molecular Species: BASE

HBA: 7

HBD: 2

#RO5 Violations: ┄

HBA (Lipinski): 8

HBD (Lipinski): 3

#RO5 Violations (Lipinski): ┄

CX Acidic pKa: 12.98

CX Basic pKa: 9.26

CX LogP: 2.80

CX LogD: 0.94

Aromatic Rings: 3

Heavy Atoms: 29

QED Weighted: 0.54

Np Likeness Score: -1.80

References

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

Source

Source(1):

• Patent Bioactivity Data