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

ID: ALA4566697

PubChem CID: 135186881

Max Phase: Preclinical

Molecular Formula: C20H23ClN6O3

Molecular Weight: 430.90

Molecule Type: Unknown

Names and Identifiers

Canonical SMILES:  Nc1nc(C(=O)Nc2cc(-c3cnn(C4CCN(CCO)CC4)c3)ccc2Cl)co1

Standard InChI:  InChI=1S/C20H23ClN6O3/c21-16-2-1-13(9-17(16)24-19(29)18-12-30-20(22)25-18)14-10-23-27(11-14)15-3-5-26(6-4-15)7-8-28/h1-2,9-12,15,28H,3-8H2,(H2,22,25)(H,24,29)

Standard InChI Key:  KSLAOFXDROLDFV-UHFFFAOYSA-N

Molfile:  

 
     RDKit          2D

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    7.5900   -7.2032    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    7.2156   -6.4621    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.7944   -5.9055    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    8.5326   -6.2606    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    8.3873   -7.0576    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    9.2450   -5.8907    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    9.3040   -5.0703    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    9.9594   -6.3076    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   10.6670   -5.8804    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   10.6687   -5.0690    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   11.3763   -4.6417    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   12.0907   -5.0587    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   12.0889   -5.8701    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   11.3814   -6.2973    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   12.8033   -6.2870    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   13.5470   -5.9662    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   14.0936   -6.5828    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   13.6685   -7.2676    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   12.8740   -7.1066    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   13.9974   -8.0367    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   14.7932   -8.1345    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   15.1140   -8.8740    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   14.6390   -9.5240    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   13.8136   -9.4385    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   13.4928   -8.6948    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   14.9679  -10.2931    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   15.7636  -10.3867    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   16.0844  -11.1304    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    9.9543   -4.6520    0.0000 Cl  0  0  0  0  0  0  0  0  0  0  0  0
    6.3904   -6.3499    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
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  9 14  2  0
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 18 17  1  0
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 15 19  2  0
 18 20  1  0
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 22 21  1  0
 23 22  1  0
 23 24  1  0
 25 24  1  0
 20 25  1  0
 23 26  1  0
 26 27  1  0
 27 28  1  0
 10 29  1  0
  2 30  1  0
M  END

Alternative Forms

1. Parent:

   

   ALA4566697

   ---

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: 430.90

Molecular Weight (Monoisotopic): 430.1520

AlogP: 2.66

#Rotatable Bonds: 6

Polar Surface Area: 122.44

Molecular Species: BASE

HBA: 8

HBD: 3

#RO5 Violations: ┄

HBA (Lipinski): 9

HBD (Lipinski): 4

#RO5 Violations (Lipinski): ┄

CX Acidic pKa: 12.93

CX Basic pKa: 8.88

CX LogP: 1.26

CX LogD: -0.23

Aromatic Rings: 3

Heavy Atoms: 30

QED Weighted: 0.55

Np Likeness Score: -1.70

References

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

Source

Source(1):

• Patent Bioactivity Data