rac-2-(1'-acryloyl-1',2',3',6'-tetrahydro-[2,4'-bipyridin]-5-yl)-N-(5-cyclopropyl-1H-pyrazol-3-yl)propanamide

ID: ALA4778361

PubChem CID: 139558801

Max Phase: Preclinical

Molecular Formula: C22H25N5O2

Molecular Weight: 391.48

Molecule Type: Unknown

Names and Identifiers

Canonical SMILES:  C=CC(=O)N1CC=C(c2ccc(C(C)C(=O)Nc3cc(C4CC4)[nH]n3)cn2)CC1

Standard InChI:  InChI=1S/C22H25N5O2/c1-3-21(28)27-10-8-16(9-11-27)18-7-6-17(13-23-18)14(2)22(29)24-20-12-19(25-26-20)15-4-5-15/h3,6-8,12-15H,1,4-5,9-11H2,2H3,(H2,24,25,26,29)

Standard InChI Key:  AYGSWHUBBRQXAY-UHFFFAOYSA-N

Molfile:  

 
     RDKit          2D

 29 32  0  0  0  0  0  0  0  0999 V2000
    6.2277  -11.7207    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.2265  -12.5480    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.9413  -12.9609    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    7.6578  -12.5475    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.6549  -11.7171    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.9395  -11.3079    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    8.3678  -11.3019    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    9.0838  -11.7116    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    8.3647  -10.4769    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    9.0869  -12.5366    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    9.7967  -11.2965    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   10.5127  -11.7063    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   10.6045  -12.5257    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   11.4121  -12.6942    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   11.8219  -11.9782    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   11.2674  -11.3673    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   11.7515  -13.4461    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   11.6683  -14.2669    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   12.4207  -13.9285    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.5130  -12.9617    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.7991  -12.5463    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.0863  -12.9548    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.0815  -13.7801    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    4.7954  -14.1954    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.5143  -13.7853    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.3651  -14.1894    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.6526  -13.7735    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.3614  -15.0144    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.9362  -14.1828    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  2  0
  2  3  1  0
  3  4  2  0
  4  5  1  0
  5  6  2  0
  6  1  1  0
  5  7  1  0
  7  8  1  0
  7  9  1  0
  8 10  2  0
  8 11  1  0
 11 12  1  0
 12 13  1  0
 13 14  2  0
 14 15  1  0
 15 16  1  0
 16 12  2  0
 18 17  1  0
 19 18  1  0
 17 19  1  0
 14 17  1  0
 20 21  1  0
 20 25  2  0
 21 22  1  0
 22 23  1  0
 23 24  1  0
 24 25  1  0
  2 20  1  0
 23 26  1  0
 26 27  1  0
 26 28  2  0
 27 29  2  0
M  END

Alternative Forms

1. Parent:

   

   ALA4778361

   ---

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: 391.48

Molecular Weight (Monoisotopic): 391.2008

AlogP: 3.23

#Rotatable Bonds: 6

Polar Surface Area: 90.98

Molecular Species: NEUTRAL

HBA: 4

HBD: 2

#RO5 Violations: ┄

HBA (Lipinski): 7

HBD (Lipinski): 2

#RO5 Violations (Lipinski): ┄

CX Acidic pKa: 11.26

CX Basic pKa: 4.24

CX LogP: 2.64

CX LogD: 2.64

Aromatic Rings: 2

Heavy Atoms: 29

QED Weighted: 0.74

Np Likeness Score: -0.90

References

1.  (2019)  Substituted Pyrazole Derivatives As Selective CDK12/13 Inhibitors, 

2.  (2019)  Substituted Pyrazole Derivatives As Selective CDK12/13 Inhibitors, 

3.  (2019)  Substituted Pyrazole Derivatives As Selective CDK12/13 Inhibitors, 

Source

Source(1):

• Patent Bioactivity Data