tert-Butyl 4-(6((5-chloro-4-((3-(trifluoromethyl)phenyl)-amino)pyrimidin-2-yl)amino)pyridin-3-yl)piperazine-1-carboxylate

ID: ALA4873553

PubChem CID: 164622083

Max Phase: Preclinical

Molecular Formula: C20H19ClF3N7

Molecular Weight: 449.87

Molecule Type: Unknown

Names and Identifiers

Canonical SMILES:  FC(F)(F)c1cccc(Nc2nc(Nc3ccc(N4CCNCC4)cn3)ncc2Cl)c1

Standard InChI:  InChI=1S/C20H19ClF3N7/c21-16-12-27-19(29-17-5-4-15(11-26-17)31-8-6-25-7-9-31)30-18(16)28-14-3-1-2-13(10-14)20(22,23)24/h1-5,10-12,25H,6-9H2,(H2,26,27,28,29,30)

Standard InChI Key:  XRNBLQBDZUJCOL-UHFFFAOYSA-N

Molfile:  

 
     RDKit          2D

 31 34  0  0  0  0  0  0  0  0999 V2000
   31.6342  -17.5221    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   31.6330  -18.3495    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   32.3479  -18.7624    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   33.0644  -18.3490    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   33.0615  -17.5185    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   32.3460  -17.1092    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   33.7745  -17.1032    0.0000 Cl  0  0  0  0  0  0  0  0  0  0  0  0
   33.7795  -18.7604    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   34.4934  -18.3467    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   35.2052  -18.7586    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   35.9186  -18.3456    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   35.9177  -17.5197    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   35.1975  -17.1084    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   34.4872  -17.5238    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   30.9181  -18.7614    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   30.2039  -18.3484    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   36.6335  -18.7574    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   36.6344  -19.5824    0.0000 F   0  0  0  0  0  0  0  0  0  0  0  0
   37.0401  -18.0388    0.0000 F   0  0  0  0  0  0  0  0  0  0  0  0
   37.4569  -18.7555    0.0000 F   0  0  0  0  0  0  0  0  0  0  0  0
   30.2092  -17.5234    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   29.4959  -17.1104    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   28.7800  -17.5224    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   28.7820  -18.3517    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   29.4960  -18.7610    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   28.0615  -17.1111    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   28.0631  -16.2850    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   26.6363  -17.1083    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   27.3494  -17.5250    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   26.6431  -16.2824    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   27.3557  -15.8716    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
  4  8  1  0
  8  9  1  0
  9 10  2  0
 10 11  1  0
 11 12  2  0
 12 13  1  0
 13 14  2  0
 14  9  1  0
  2 15  1  0
 15 16  1  0
 11 17  1  0
 17 18  1  0
 17 19  1  0
 17 20  1  0
 16 21  2  0
 21 22  1  0
 22 23  2  0
 23 24  1  0
 24 25  2  0
 25 16  1  0
 26 27  1  0
 26 29  1  0
 27 31  1  0
 30 28  1  0
 28 29  1  0
 23 26  1  0
 30 31  1  0
M  END

Alternative Forms

1. Parent:

   

   ALA4873553

   ---

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: 449.87

Molecular Weight (Monoisotopic): 449.1343

AlogP: 4.44

#Rotatable Bonds: 5

Polar Surface Area: 78.00

Molecular Species: BASE

HBA: 7

HBD: 3

#RO5 Violations: ┄

HBA (Lipinski): 7

HBD (Lipinski): 3

#RO5 Violations (Lipinski): ┄

CX Acidic pKa: 11.64

CX Basic pKa: 8.87

CX LogP: 4.63

CX LogD: 3.16

Aromatic Rings: 3

Heavy Atoms: 31

QED Weighted: 0.53

Np Likeness Score: -1.78

References

1. Chen X, Yan Y, Zhang Z, Zhang F, Liu M, Du L, Zhang H, Shen X, Zhao D, Shi JB, Liu X..  (2021)  Discovery and In Vivo Anti-inflammatory Activity Evaluation of a Novel Non-peptidyl Non-covalent Cathepsin C Inhibitor.,  64  (16.0): [PMID:34374541] [10.1021/acs.jmedchem.1c00104]

Source

Source(1):

• Scientific Literature