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

ID: ALA4876855

PubChem CID: 156768816

Max Phase: Preclinical

Molecular Formula: C20H18ClF3N4

Molecular Weight: 406.84

Molecule Type: Unknown

Names and Identifiers

Canonical SMILES:  CC(C)c1ccc(Nc2ncc(Cl)c(Nc3cccc(C(F)(F)F)c3)n2)cc1

Standard InChI:  InChI=1S/C20H18ClF3N4/c1-12(2)13-6-8-15(9-7-13)27-19-25-11-17(21)18(28-19)26-16-5-3-4-14(10-16)20(22,23)24/h3-12H,1-2H3,(H2,25,26,27,28)

Standard InChI Key:  CYMPMXLMYWLEFV-UHFFFAOYSA-N

Molfile:  

 
     RDKit          2D

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    5.2856  -20.0707    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    5.2844  -20.8902    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.9925  -21.2992    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    6.7021  -20.8897    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.6993  -20.0671    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.9907  -19.6618    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.4055  -19.6558    0.0000 Cl  0  0  0  0  0  0  0  0  0  0  0  0
    7.4105  -21.2972    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    8.1175  -20.8875    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    8.8226  -21.2954    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    9.5291  -20.8864    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    9.5283  -20.0683    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    8.8150  -19.6610    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    8.1113  -20.0724    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.5764  -21.2982    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    3.8690  -20.8891    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   10.2373  -21.2942    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   10.2382  -22.1114    0.0000 F   0  0  0  0  0  0  0  0  0  0  0  0
   10.6400  -20.5825    0.0000 F   0  0  0  0  0  0  0  0  0  0  0  0
   11.0527  -21.2924    0.0000 F   0  0  0  0  0  0  0  0  0  0  0  0
    3.8742  -20.0720    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.1676  -19.6629    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.4586  -20.0710    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.4606  -20.8925    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.1677  -21.2978    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.7507  -19.6628    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.7503  -18.8456    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.0432  -20.0718    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
 23 26  1  0
 26 27  1  0
 26 28  1  0
M  END

Alternative Forms

1. Parent:

   

   ALA4876855

   ---

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: 406.84

Molecular Weight (Monoisotopic): 406.1172

AlogP: 6.76

#Rotatable Bonds: 5

Polar Surface Area: 49.84

Molecular Species: NEUTRAL

HBA: 4

HBD: 2

#RO5 Violations: 1

HBA (Lipinski): 4

HBD (Lipinski): 2

#RO5 Violations (Lipinski): 1

CX Acidic pKa: 13.68

CX Basic pKa: 2.83

CX LogP: 6.93

CX LogD: 6.93

Aromatic Rings: 3

Heavy Atoms: 28

QED Weighted: 0.49

Np Likeness Score: -1.57

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