2-Amino-N-[2-chloro-5-(1-{[1-(N,N-dimethyl-beta-alanyl)azetidin-3-yl]methyl}-1H-pyrazol-4-yl)phenyl]-1,3-oxazole-4-carboxamide

ID: ALA4476811

PubChem CID: 146257796

Max Phase: Preclinical

Molecular Formula: C22H26ClN7O3

Molecular Weight: 471.95

Molecule Type: Unknown

Names and Identifiers

Canonical SMILES:  CN(C)CCC(=O)N1CC(Cn2cc(-c3ccc(Cl)c(NC(=O)c4coc(N)n4)c3)cn2)C1

Standard InChI:  InChI=1S/C22H26ClN7O3/c1-28(2)6-5-20(31)29-9-14(10-29)11-30-12-16(8-25-30)15-3-4-17(23)18(7-15)26-21(32)19-13-33-22(24)27-19/h3-4,7-8,12-14H,5-6,9-11H2,1-2H3,(H2,24,27)(H,26,32)

Standard InChI Key:  YDMULDNJYZFNGC-UHFFFAOYSA-N

Molfile:  

 
     RDKit          2D

 33 36  0  0  0  0  0  0  0  0999 V2000
    6.6410   -8.0267    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    6.2143   -7.3204    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.7623   -6.7050    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    7.5046   -7.0237    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.4388   -7.8465    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    8.1950   -6.6201    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    8.1985   -5.7969    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    8.9209   -7.0325    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    9.6272   -6.6017    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    9.6148   -5.8016    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   10.3170   -5.3749    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   11.0198   -5.7714    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   11.0162   -6.5946    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   10.3259   -6.9982    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   11.7422   -7.0029    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   12.4713   -6.6544    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   13.0199   -7.2602    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   12.6116   -7.9902    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   11.8211   -7.8075    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   12.9601   -8.7152    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   13.7670   -8.8042    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   14.4000   -8.2715    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   14.9327   -8.9004    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   14.3038   -9.4372    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   15.7396   -8.9935    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   16.0763   -9.7457    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   16.8759   -9.7997    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   17.2085  -10.5479    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   16.7383  -11.2070    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   18.0313  -10.6178    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   16.2139   -8.3344    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    8.8888   -5.3933    0.0000 Cl  0  0  0  0  0  0  0  0  0  0  0  0
    5.4074   -7.2273    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
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 13 14  1  0
  9 14  2  0
 13 15  1  0
 16 15  1  0
 17 16  2  0
 18 17  1  0
 18 19  1  0
 15 19  2  0
 18 20  1  0
 20 21  1  0
 22 21  1  0
 23 22  1  0
 23 24  1  0
 21 24  1  0
 23 25  1  0
 25 26  1  0
 27 26  1  0
 28 27  1  0
 28 29  1  0
 28 30  1  0
 25 31  2  0
 10 32  1  0
  2 33  1  0
M  END

Alternative Forms

1. Parent:

   

   ALA4476811

   ---

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: 471.95

Molecular Weight (Monoisotopic): 471.1786

AlogP: 2.44

#Rotatable Bonds: 8

Polar Surface Area: 122.52

Molecular Species: BASE

HBA: 8

HBD: 2

#RO5 Violations: ┄

HBA (Lipinski): 10

HBD (Lipinski): 3

#RO5 Violations (Lipinski): ┄

CX Acidic pKa: 12.93

CX Basic pKa: 9.15

CX LogP: 1.18

CX LogD: -0.56

Aromatic Rings: 3

Heavy Atoms: 33

QED Weighted: 0.52

Np Likeness Score: -1.80

References

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

Source

Source(1):

• Patent Bioactivity Data