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

ID: ALA4876235

PubChem CID: 156768827

Max Phase: Preclinical

Molecular Formula: C15H10ClF3N6

Molecular Weight: 366.73

Molecule Type: Unknown

Names and Identifiers

Canonical SMILES:  FC(F)(F)c1cccc(Nc2nc(Nc3cncnc3)ncc2Cl)c1

Standard InChI:  InChI=1S/C15H10ClF3N6/c16-12-7-22-14(24-11-5-20-8-21-6-11)25-13(12)23-10-3-1-2-9(4-10)15(17,18)19/h1-8H,(H2,22,23,24,25)

Standard InChI Key:  FHUDSNATRGHUNK-UHFFFAOYSA-N

Molfile:  

 
     RDKit          2D

 25 27  0  0  0  0  0  0  0  0999 V2000
    4.4890   -2.1090    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    4.4879   -2.9285    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.1959   -3.3375    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    5.9056   -2.9280    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.9027   -2.1054    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.1941   -1.7001    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.6089   -1.6941    0.0000 Cl  0  0  0  0  0  0  0  0  0  0  0  0
    6.6139   -3.3355    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    7.3210   -2.9258    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    8.0260   -3.3337    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    8.7326   -2.9247    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    8.7317   -2.1066    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    8.0184   -1.6993    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.3148   -2.1107    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.7798   -3.3365    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    3.0724   -2.9274    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    9.4407   -3.3325    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    9.4416   -4.1497    0.0000 F   0  0  0  0  0  0  0  0  0  0  0  0
    9.8434   -2.6208    0.0000 F   0  0  0  0  0  0  0  0  0  0  0  0
   10.2562   -3.3307    0.0000 F   0  0  0  0  0  0  0  0  0  0  0  0
    3.0776   -2.1103    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.3711   -1.7012    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    1.6621   -2.1093    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.6641   -2.9308    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    2.3712   -3.3361    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:

   

   ALA4876235

   ---

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: 366.73

Molecular Weight (Monoisotopic): 366.0608

AlogP: 4.43

#Rotatable Bonds: 4

Polar Surface Area: 75.62

Molecular Species: NEUTRAL

HBA: 6

HBD: 2

#RO5 Violations: ┄

HBA (Lipinski): 6

HBD (Lipinski): 2

#RO5 Violations (Lipinski): ┄

CX Acidic pKa: 10.19

CX Basic pKa: 2.01

CX LogP: 3.76

CX LogD: 3.76

Aromatic Rings: 3

Heavy Atoms: 25

QED Weighted: 0.71

Np Likeness Score: -1.73

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