N-(5-{[3-cyano-7-(cyclopropylamino)pyrazolo[1,5-a]pyrimidin-5-yl]amino}-2-methylphenyl)propanamide

ID: ALA5283179

Max Phase: Preclinical

Molecular Formula: C20H21N7O

Molecular Weight: 375.44

Names and Identifiers

Canonical SMILES:  CCC(=O)Nc1cc(Nc2cc(NC3CC3)n3ncc(C#N)c3n2)ccc1C

Standard InChI:  InChI=1S/C20H21N7O/c1-3-19(28)25-16-8-15(5-4-12(16)2)23-17-9-18(24-14-6-7-14)27-20(26-17)13(10-21)11-22-27/h4-5,8-9,11,14,24H,3,6-7H2,1-2H3,(H,23,26)(H,25,28)

Standard InChI Key:  YKDZIFFKQUNVHH-UHFFFAOYSA-N

Molfile:  

 
     RDKit          2D

 28 31  0  0  0  0  0  0  0  0999 V2000
   -2.0653    0.4696    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.3507    0.8819    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.6389    0.4699    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.6389   -0.3551    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.3489   -0.7670    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.0653   -0.3589    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.0757   -0.7677    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    0.7904   -0.3551    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.7904    0.4699    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.5049    0.8825    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.2196    0.4699    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    2.2196   -0.3551    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.5050   -0.7677    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    3.0237    0.7201    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    3.4946    0.0664    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.0025   -0.6011    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.2161   -1.3981    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.4297   -2.1952    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    1.5049    1.7077    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    2.2196    2.1203    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.0463    2.1203    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.6330    2.8344    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.7800    0.8821    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.7800   -0.7714    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   -2.7800   -1.5967    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.4946   -2.0092    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.0653   -2.0092    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -3.4946   -2.8344    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
  2  1  2  0
  3  2  1  0
  4  3  2  0
  5  4  1  0
  1  6  1  0
  6  5  2  0
  4  7  1  0
  7  8  1  0
  9  8  1  0
 10  9  2  0
 11 10  1  0
 12 11  1  0
 13 12  1  0
  8 13  2  0
 11 14  1  0
 14 15  2  0
 16 15  1  0
 12 16  2  0
 16 17  1  0
 17 18  3  0
 10 19  1  0
 19 20  1  0
 21 20  1  0
 21 22  1  0
 20 22  1  0
  1 23  1  0
  6 24  1  0
 24 25  1  0
 25 26  1  0
 25 27  2  0
 26 28  1  0
M  END

Alternative Forms

1. Parent:

   

   ALA5283179

   ---

Molecule Features

Natural Product: No

Oral: No

Chemical Probe: Yes

Parenteral: No

Molecule Type:

Topical: No

First In Class: No

Black Box: No

Chirality: No

Availability: No

Prodrug: No

Calculated Properties

Molecular Weight: 375.44

Molecular Weight (Monoisotopic): 375.1808

AlogP: 3.58

#Rotatable Bonds: 6

Polar Surface Area: 107.14

Molecular Species: NEUTRAL

HBA: 7

HBD: 3

#RO5 Violations: ┄

HBA (Lipinski): 8

HBD (Lipinski): 3

#RO5 Violations (Lipinski): ┄

CX Acidic pKa: ┄

CX Basic pKa: 1.24

CX LogP: 3.02

CX LogD: 3.02

Aromatic Rings: 3

Heavy Atoms: 28

QED Weighted: 0.61

Np Likeness Score: -2.20

References

1. Davis-Gilbert ZW, Krämer A, Dunford JE, Howell S, Senbabaoglu F, Wells CI, Bashore FM, Havener TM, Smith JL, Hossain MA, Oppermann U, Drewry DH, Axtman AD..  (2023)  Discovery of a Potent and Selective Naphthyridine-Based Chemical Probe for Casein Kinase 2.,  14  (4): [PMID:37077385] [10.1021/acsmedchemlett.2c00530]

2. EUbOPEN.  (2023)  EUbOPEN Chemogenomics Library - IncuCyte,  [10.6019/CHEMBL5303304]

3. EUbOPEN.  (2023)  Tm Shift (DSF) assay results for EUbOPEN Chemogenomics Library,  [10.6019/CHEMBL5308504]

Source

Source(2):

• Scientific Literature
• EUbOPEN Chemogenomic Library