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

ID: ALA4876934

PubChem CID: 156768836

Max Phase: Preclinical

Molecular Formula: C16H11ClF3N5

Molecular Weight: 365.75

Molecule Type: Unknown

Names and Identifiers

Canonical SMILES:  FC(F)(F)c1cccc(Nc2nc(Nc3cccnc3)ncc2Cl)c1

Standard InChI:  InChI=1S/C16H11ClF3N5/c17-13-9-22-15(24-12-5-2-6-21-8-12)25-14(13)23-11-4-1-3-10(7-11)16(18,19)20/h1-9H,(H2,22,23,24,25)

Standard InChI Key:  GESFFVXKERNGNK-UHFFFAOYSA-N

Molfile:  

 
     RDKit          2D

 25 27  0  0  0  0  0  0  0  0999 V2000
   39.7397  -14.5773    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   39.7385  -15.3969    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   40.4466  -15.8058    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   41.1562  -15.3964    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   41.1534  -14.5737    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   40.4448  -14.1685    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   41.8596  -14.1625    0.0000 Cl  0  0  0  0  0  0  0  0  0  0  0  0
   41.8646  -15.8039    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   42.5716  -15.3942    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   43.2767  -15.8021    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   43.9832  -15.3931    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   43.9824  -14.5750    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   43.2691  -14.1677    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   42.5654  -14.5791    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   39.0305  -15.8049    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   38.3231  -15.3957    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   44.6914  -15.8009    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   44.6923  -16.6181    0.0000 F   0  0  0  0  0  0  0  0  0  0  0  0
   45.0941  -15.0891    0.0000 F   0  0  0  0  0  0  0  0  0  0  0  0
   45.5068  -15.7990    0.0000 F   0  0  0  0  0  0  0  0  0  0  0  0
   38.3283  -14.5787    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   37.6217  -14.1696    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   36.9127  -14.5777    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   36.9147  -15.3991    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   37.6218  -15.8045    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
M  END

Alternative Forms

1. Parent:

   

   ALA4876934

   ---

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: 365.75

Molecular Weight (Monoisotopic): 365.0655

AlogP: 5.03

#Rotatable Bonds: 4

Polar Surface Area: 62.73

Molecular Species: NEUTRAL

HBA: 5

HBD: 2

#RO5 Violations: 1

HBA (Lipinski): 5

HBD (Lipinski): 2

#RO5 Violations (Lipinski): 1

CX Acidic pKa: 11.84

CX Basic pKa: 5.27

CX LogP: 4.47

CX LogD: 4.46

Aromatic Rings: 3

Heavy Atoms: 25

QED Weighted: 0.68

Np Likeness Score: -1.81

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