5-Chloro-N2-(5-(1-methyl-1H-pyrazol-4-yl)pyridin-2-yl)-N4-(3-(trifluoromethyl)phenyl)pyrimidine-2,4-diamine

ID: ALA4875086

PubChem CID: 164628181

Max Phase: Preclinical

Molecular Formula: C20H15ClF3N7

Molecular Weight: 445.84

Molecule Type: Unknown

Names and Identifiers

Canonical SMILES:  Cn1cc(-c2ccc(Nc3ncc(Cl)c(Nc4cccc(C(F)(F)F)c4)n3)nc2)cn1

Standard InChI:  InChI=1S/C20H15ClF3N7/c1-31-11-13(9-27-31)12-5-6-17(25-8-12)29-19-26-10-16(21)18(30-19)28-15-4-2-3-14(7-15)20(22,23)24/h2-11H,1H3,(H2,25,26,28,29,30)

Standard InChI Key:  YTXYIJYKTPPNAA-UHFFFAOYSA-N

Molfile:  

 
     RDKit          2D

 31 34  0  0  0  0  0  0  0  0999 V2000
   33.3210   -3.1376    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   33.3199   -3.9650    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   34.0347   -4.3779    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   34.7512   -3.9645    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   34.7484   -3.1340    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   34.0329   -2.7248    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   35.4613   -2.7188    0.0000 Cl  0  0  0  0  0  0  0  0  0  0  0  0
   35.4663   -4.3759    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   36.1802   -3.9623    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   36.8920   -4.3741    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   37.6054   -3.9612    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   37.6045   -3.1352    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   36.8843   -2.7240    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   36.1739   -3.1394    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   32.6051   -4.3769    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   31.8909   -3.9639    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   38.3204   -4.3729    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   38.3212   -5.1980    0.0000 F   0  0  0  0  0  0  0  0  0  0  0  0
   38.7269   -3.6544    0.0000 F   0  0  0  0  0  0  0  0  0  0  0  0
   39.1436   -4.3711    0.0000 F   0  0  0  0  0  0  0  0  0  0  0  0
   31.8961   -3.1390    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   31.1828   -2.7259    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   30.4669   -3.1380    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   30.4690   -3.9672    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   31.1829   -4.3765    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   29.7561   -2.7263    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   29.6695   -1.9058    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   28.8623   -1.7347    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   28.4502   -2.4495    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   29.0026   -3.0622    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   27.6297   -2.5362    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
 27 28  2  0
 28 29  1  0
 29 30  1  0
 30 26  2  0
 23 26  1  0
 29 31  1  0
M  END

Alternative Forms

1. Parent:

   

   ALA4875086

   ---

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: 445.84

Molecular Weight (Monoisotopic): 445.1030

AlogP: 5.43

#Rotatable Bonds: 5

Polar Surface Area: 80.55

Molecular Species: NEUTRAL

HBA: 7

HBD: 2

#RO5 Violations: 1

HBA (Lipinski): 7

HBD (Lipinski): 2

#RO5 Violations (Lipinski): 1

CX Acidic pKa: 9.88

CX Basic pKa: 2.51

CX LogP: 5.14

CX LogD: 5.14

Aromatic Rings: 4

Heavy Atoms: 31

QED Weighted: 0.43

Np Likeness Score: -2.05

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