N-(1-acryloylpiperidin-4-yl)-4-(2,6-dichlorobenzamido)-1H-pyrazole-3-carboxamide 2,2,2-trifluoroacetate

ID: ALA4476589

PubChem CID: 155538300

Max Phase: Preclinical

Molecular Formula: C21H20Cl2F3N5O5

Molecular Weight: 436.30

Molecule Type: Unknown

Names and Identifiers

Canonical SMILES:  C=CC(=O)N1CCC(NC(=O)c2n[nH]cc2NC(=O)c2c(Cl)cccc2Cl)CC1.O=C(O)C(F)(F)F

Standard InChI:  InChI=1S/C19H19Cl2N5O3.C2HF3O2/c1-2-15(27)26-8-6-11(7-9-26)23-19(29)17-14(10-22-25-17)24-18(28)16-12(20)4-3-5-13(16)21;3-2(4,5)1(6)7/h2-5,10-11H,1,6-9H2,(H,22,25)(H,23,29)(H,24,28);(H,6,7)

Standard InChI Key:  MNGXWBURJCXWJK-UHFFFAOYSA-N

Molfile:  

     RDKit          2D

 36 37  0  0  0  0  0  0  0  0999 V2000
   13.9129   -6.8677    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   14.6206   -6.4591    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   13.2052   -6.4591    0.0000 F   0  0  0  0  0  0  0  0  0  0  0  0
   13.9129   -7.6849    0.0000 F   0  0  0  0  0  0  0  0  0  0  0  0
   13.2030   -7.2722    0.0000 F   0  0  0  0  0  0  0  0  0  0  0  0
   15.3283   -6.8677    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   14.6206   -5.6419    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   11.6842   -3.6237    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   12.5014   -3.6237    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   11.2756   -2.9160    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   11.2756   -4.3314    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   10.4593   -4.3287    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   10.0508   -5.0355    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   10.4594   -5.7442    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   11.2808   -5.7416    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   11.6857   -5.0341    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   10.0520   -3.6202    0.0000 Cl  0  0  0  0  0  0  0  0  0  0  0  0
   12.5028   -5.0307    0.0000 Cl  0  0  0  0  0  0  0  0  0  0  0  0
   14.1358   -3.6237    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   12.9099   -2.9182    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   13.7272   -2.9160    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   13.9777   -2.1381    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   13.3152   -1.6594    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   12.6554   -2.1416    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   14.9529   -3.6237    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   13.7272   -4.3314    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   15.3615   -4.3314    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   14.9479   -5.0348    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   15.3531   -5.7404    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   16.1706   -5.7447    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   16.5814   -5.0371    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   16.1746   -4.3253    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   16.5765   -6.4539    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   17.3937   -6.4570    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   16.1652   -7.1601    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   16.5712   -7.8693    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  1  0
  1  3  1  0
  1  4  1  0
  1  5  1  0
  2  6  1  0
  2  7  2  0
  8  9  1  0
  8 10  2  0
  8 11  1  0
 11 12  2  0
 12 13  1  0
 13 14  2  0
 14 15  1  0
 15 16  2  0
 16 11  1  0
 12 17  1  0
 16 18  1  0
  9 20  1  0
 21 19  1  0
 20 21  1  0
 21 22  2  0
 22 23  1  0
 23 24  1  0
 24 20  2  0
 19 25  1  0
 19 26  2  0
 25 27  1  0
 27 28  1  0
 27 32  1  0
 28 29  1  0
 29 30  1  0
 30 31  1  0
 31 32  1  0
 30 33  1  0
 33 34  2  0
 33 35  1  0
 35 36  2  0
M  END

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: 436.30

Molecular Weight (Monoisotopic): 435.0865

AlogP: 2.88

#Rotatable Bonds: 5

Polar Surface Area: 107.19

Molecular Species: NEUTRAL

HBA: 4

HBD: 3

#RO5 Violations: ┄

HBA (Lipinski): 8

HBD (Lipinski): 3

#RO5 Violations (Lipinski): ┄

CX Acidic pKa: 10.75

CX Basic pKa: 0.19

CX LogP: 2.70

CX LogD: 2.70

Aromatic Rings: 2

Heavy Atoms: 29

QED Weighted: 0.63

Np Likeness Score: -1.43

References

1. Ferguson FM, Doctor ZM, Ficarro SB, Marto JA, Kim ND, Sim T, Gray NS..  (2019)  Synthesis and structure activity relationships of a series of 4-amino-1H-pyrazoles as covalent inhibitors of CDK14.,  29  (15): [PMID:31175010] [10.1016/j.bmcl.2019.05.024]

Source

Source(1):

• Scientific Literature