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

ID: ALA4870931

PubChem CID: 156768855

Max Phase: Preclinical

Molecular Formula: C16H16ClF3N4

Molecular Weight: 356.78

Molecule Type: Unknown

Names and Identifiers

Canonical SMILES:  FC(F)(F)c1cccc(Nc2nc(NC3CCCC3)ncc2Cl)c1

Standard InChI:  InChI=1S/C16H16ClF3N4/c17-13-9-21-15(23-11-5-1-2-6-11)24-14(13)22-12-7-3-4-10(8-12)16(18,19)20/h3-4,7-9,11H,1-2,5-6H2,(H2,21,22,23,24)

Standard InChI Key:  ULAGPFBZUSMUJH-UHFFFAOYSA-N

Molfile:  

 
     RDKit          2D

 24 26  0  0  0  0  0  0  0  0999 V2000
   36.6319   -7.3671    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   36.6307   -8.1866    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   37.3388   -8.5956    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   38.0484   -8.1861    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   38.0456   -7.3635    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   37.3370   -6.9582    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   38.7518   -6.9522    0.0000 Cl  0  0  0  0  0  0  0  0  0  0  0  0
   38.7568   -8.5936    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   39.4638   -8.1839    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   40.1689   -8.5918    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   40.8754   -8.1828    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   40.8746   -7.3647    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   40.1613   -6.9574    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   39.4576   -7.3688    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   35.9227   -8.5946    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   35.2153   -8.1855    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   41.5836   -8.5906    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   41.5845   -9.4078    0.0000 F   0  0  0  0  0  0  0  0  0  0  0  0
   41.9863   -7.8789    0.0000 F   0  0  0  0  0  0  0  0  0  0  0  0
   42.3990   -8.5888    0.0000 F   0  0  0  0  0  0  0  0  0  0  0  0
   35.1294   -7.3748    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   34.3302   -7.2043    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   33.9211   -7.9117    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   34.4675   -8.5194    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  1  0
 21 22  1  0
 22 23  1  0
 23 24  1  0
 24 16  1  0
M  END

Alternative Forms

1. Parent:

   

   ALA4870931

   ---

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: 356.78

Molecular Weight (Monoisotopic): 356.1016

AlogP: 5.25

#Rotatable Bonds: 4

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: ┄

CX Basic pKa: 4.48

CX LogP: 5.07

CX LogD: 5.07

Aromatic Rings: 2

Heavy Atoms: 24

QED Weighted: 0.79

Np Likeness Score: -1.71

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