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

ID: ALA4585820

PubChem CID: 142393787

Max Phase: Preclinical

Molecular Formula: C19H22ClN7O2

Molecular Weight: 415.89

Molecule Type: Unknown

Names and Identifiers

Canonical SMILES:  Nc1nc(C(=O)Nc2cc(-c3cnn(CCN4CCNCC4)c3)ccc2Cl)co1

Standard InChI:  InChI=1S/C19H22ClN7O2/c20-15-2-1-13(9-16(15)24-18(28)17-12-29-19(21)25-17)14-10-23-27(11-14)8-7-26-5-3-22-4-6-26/h1-2,9-12,22H,3-8H2,(H2,21,25)(H,24,28)

Standard InChI Key:  BRIPLYFWWJLVON-UHFFFAOYSA-N

Molfile:  

 
     RDKit          2D

 29 32  0  0  0  0  0  0  0  0999 V2000
    9.8057  -10.5219    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    9.2279   -9.4901    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   10.0121   -8.6234    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   11.0852   -9.1187    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   10.9613  -10.2743    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   12.0757   -8.4996    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   12.0757   -7.3440    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   13.1075   -9.1187    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   14.0980   -8.4996    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   14.0980   -7.3440    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   15.1299   -6.7662    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   16.1204   -7.3440    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   16.1204   -8.4996    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   15.1299   -9.1187    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   17.1522   -9.1187    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   18.2301   -8.6841    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   18.9925   -9.5872    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   18.3539  -10.5826    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   17.2202  -10.2986    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   18.7885  -11.6606    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   19.9563  -11.8329    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   20.3909  -12.9109    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   19.6577  -13.8164    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   20.0922  -14.8944    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   21.2600  -15.0667    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   21.9932  -14.1612    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   21.5392  -13.0468    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   13.1075   -6.7662    0.0000 Cl  0  0  0  0  0  0  0  0  0  0  0  0
    8.0723   -9.3663    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
 17 16  2  0
 18 17  1  0
 18 19  1  0
 15 19  2  0
 18 20  1  0
 20 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:

   

   ALA4585820

   ---

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: 415.89

Molecular Weight (Monoisotopic): 415.1524

AlogP: 1.93

#Rotatable Bonds: 6

Polar Surface Area: 114.24

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: 9.24

CX LogP: 1.41

CX LogD: -0.42

Aromatic Rings: 3

Heavy Atoms: 29

QED Weighted: 0.56

Np Likeness Score: -2.02

References

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

Source

Source(1):

• Patent Bioactivity Data