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

ID: ALA4569580

PubChem CID: 146257774

Max Phase: Preclinical

Molecular Formula: C20H22ClN7O3

Molecular Weight: 443.90

Molecule Type: Unknown

Names and Identifiers

Canonical SMILES:  CC1CN(C(=O)Cn2cc(-c3ccc(Cl)c(NC(=O)c4coc(N)n4)c3)cn2)CCN1

Standard InChI:  InChI=1S/C20H22ClN7O3/c1-12-8-27(5-4-23-12)18(29)10-28-9-14(7-24-28)13-2-3-15(21)16(6-13)25-19(30)17-11-31-20(22)26-17/h2-3,6-7,9,11-12,23H,4-5,8,10H2,1H3,(H2,22,26)(H,25,30)

Standard InChI Key:  ODMHNYJDEWIBIX-UHFFFAOYSA-N

Molfile:  

 
     RDKit          2D

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   10.3593   -6.8792    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    9.9549   -6.1859    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   10.5038   -5.5750    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   11.2591   -5.8969    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   11.1724   -6.7059    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   11.9525   -5.4883    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   11.9525   -4.6794    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   12.6788   -5.8969    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   13.3722   -5.4883    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   13.3722   -4.6794    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   14.0986   -4.2708    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   14.8209   -4.6794    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   14.8209   -5.4883    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   14.0986   -5.8969    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   15.5184   -5.8969    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   16.2675   -5.5721    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   16.8166   -6.1920    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   16.4121   -6.8854    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   15.6101   -6.7078    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   16.7370   -7.6386    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   17.5578   -7.7367    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   18.0418   -7.0621    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   17.8827   -8.4857    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   17.3987   -9.1603    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   17.7195   -9.9094    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   18.5283   -9.9839    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   19.0284   -9.3370    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   18.7035   -8.5880    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   17.2235  -10.5562    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   12.6788   -4.2708    0.0000 Cl  0  0  0  0  0  0  0  0  0  0  0  0
    9.1418   -6.0992    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 10  1  0
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  9 14  2  0
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 17 16  2  0
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 15 19  2  0
 18 20  1  0
 20 21  1  0
 21 22  2  0
 21 23  1  0
 23 24  1  0
 24 25  1  0
 25 26  1  0
 26 27  1  0
 27 28  1  0
 23 28  1  0
 25 29  1  0
 10 30  1  0
  2 31  1  0
M  END

Alternative Forms

1. Parent:

   

   ALA4569580

   ---

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: 443.90

Molecular Weight (Monoisotopic): 443.1473

AlogP: 1.85

#Rotatable Bonds: 5

Polar Surface Area: 131.31

Molecular Species: NEUTRAL

HBA: 8

HBD: 3

#RO5 Violations: ┄

HBA (Lipinski): 10

HBD (Lipinski): 4

#RO5 Violations (Lipinski): ┄

CX Acidic pKa: 12.93

CX Basic pKa: 7.91

CX LogP: 0.93

CX LogD: 0.30

Aromatic Rings: 3

Heavy Atoms: 31

QED Weighted: 0.55

Np Likeness Score: -1.91

References

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

Source

Source(1):

• Patent Bioactivity Data