rac-2-(6-(1-acryloyl-2,5-dihydro-1H-pyrrol-3-yl)pyridin-3-yl)-N-(5-cyclopropyl-1H-pyrazol-3-yl)propanamide

ID: ALA4778676

PubChem CID: 139558738

Max Phase: Preclinical

Molecular Formula: C21H23N5O2

Molecular Weight: 377.45

Molecule Type: Unknown

Names and Identifiers

Canonical SMILES:  C=CC(=O)N1CC=C(c2ccc(C(C)C(=O)Nc3cc(C4CC4)[nH]n3)cn2)C1

Standard InChI:  InChI=1S/C21H23N5O2/c1-3-20(27)26-9-8-16(12-26)17-7-6-15(11-22-17)13(2)21(28)23-19-10-18(24-25-19)14-4-5-14/h3,6-8,10-11,13-14H,1,4-5,9,12H2,2H3,(H2,23,24,25,28)

Standard InChI Key:  KPCQQZMELPQBCN-UHFFFAOYSA-N

Molfile:  

 
     RDKit          2D

 28 31  0  0  0  0  0  0  0  0999 V2000
    9.8792   -6.6572    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    9.8780   -7.4767    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   10.5861   -7.8857    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   11.2957   -7.4762    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   11.2929   -6.6536    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   10.5843   -6.2483    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   11.9991   -6.2423    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   12.7083   -6.6482    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   11.9960   -5.4251    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   12.7114   -7.4654    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   13.4145   -6.2370    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   14.1237   -6.6429    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   14.2146   -7.4546    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   15.0145   -7.6215    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   15.4205   -6.9122    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   14.8713   -6.3071    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   15.3508   -8.3663    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   15.2684   -9.1793    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   16.0137   -8.8441    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    9.1735   -7.8825    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    8.4324   -7.5559    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.8878   -8.1595    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    8.2936   -8.8641    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    9.0889   -8.6957    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.0752   -8.0733    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.7436   -7.3264    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    6.5941   -8.7339    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.7815   -8.6476    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
  2 20  1  0
 20 21  1  0
 21 22  1  0
 22 23  1  0
 23 24  1  0
 24 20  2  0
 22 25  1  0
 25 26  2  0
 25 27  1  0
 27 28  2  0
M  END

Alternative Forms

1. Parent:

   

   ALA4778676

   ---

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: 377.45

Molecular Weight (Monoisotopic): 377.1852

AlogP: 2.84

#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: 4.08

CX LogP: 2.35

CX LogD: 2.35

Aromatic Rings: 2

Heavy Atoms: 28

QED Weighted: 0.76

Np Likeness Score: -0.80

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