4-((5-Chloro-4-((3-(trifluoromethyl)phenyl)amino)-pyrimidin-2-yl)amino)benzamide

ID: ALA4873859

PubChem CID: 164619885

Max Phase: Preclinical

Molecular Formula: C19H15ClF3N5O

Molecular Weight: 421.81

Molecule Type: Unknown

Names and Identifiers

Canonical SMILES:  CC(=O)Nc1ccc(Nc2ncc(Cl)c(Nc3cccc(C(F)(F)F)c3)n2)cc1

Standard InChI:  InChI=1S/C19H15ClF3N5O/c1-11(29)25-13-5-7-14(8-6-13)27-18-24-10-16(20)17(28-18)26-15-4-2-3-12(9-15)19(21,22)23/h2-10H,1H3,(H,25,29)(H2,24,26,27,28)

Standard InChI Key:  TZOZVGDATPYOJO-UHFFFAOYSA-N

Molfile:  

 
     RDKit          2D

 29 31  0  0  0  0  0  0  0  0999 V2000
   17.5806  -15.5514    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   17.5794  -16.3709    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   18.2875  -16.7799    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   18.9971  -16.3704    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   18.9943  -15.5478    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   18.2857  -15.1425    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   19.7005  -15.1365    0.0000 Cl  0  0  0  0  0  0  0  0  0  0  0  0
   19.7055  -16.7779    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   20.4126  -16.3682    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   21.1176  -16.7761    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   21.8242  -16.3671    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   21.8233  -15.5490    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   21.1100  -15.1417    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   20.4063  -15.5531    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   16.8714  -16.7789    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   16.1640  -16.3698    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   22.5323  -16.7749    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   22.5332  -17.5921    0.0000 F   0  0  0  0  0  0  0  0  0  0  0  0
   22.9350  -16.0632    0.0000 F   0  0  0  0  0  0  0  0  0  0  0  0
   23.3477  -16.7731    0.0000 F   0  0  0  0  0  0  0  0  0  0  0  0
   16.1692  -15.5527    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   15.4627  -15.1436    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   14.7536  -15.5517    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   14.7556  -16.3731    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   15.4628  -16.7785    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   14.0457  -15.1435    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   14.0453  -14.3263    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   13.3373  -13.9181    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   14.7528  -13.9173    0.0000 O   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
 23 26  1  0
 26 27  1  0
 27 28  1  0
 27 29  2  0
M  END

Alternative Forms

1. Parent:

   

   ALA4873859

   ---

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: 421.81

Molecular Weight (Monoisotopic): 421.0917

AlogP: 5.59

#Rotatable Bonds: 5

Polar Surface Area: 78.94

Molecular Species: NEUTRAL

HBA: 5

HBD: 3

#RO5 Violations: 1

HBA (Lipinski): 6

HBD (Lipinski): 3

#RO5 Violations (Lipinski): 1

CX Acidic pKa: 13.42

CX Basic pKa: 2.75

CX LogP: 4.92

CX LogD: 4.92

Aromatic Rings: 3

Heavy Atoms: 29

QED Weighted: 0.50

Np Likeness Score: -1.68

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