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

ID: ALA4875307

PubChem CID: 156768829

Max Phase: Preclinical

Molecular Formula: C20H13F4N5S

Molecular Weight: 431.42

Molecule Type: Unknown

Names and Identifiers

Canonical SMILES:  Fc1cnc(Nc2ccc(-c3ccsc3)cn2)nc1Nc1cccc(C(F)(F)F)c1

Standard InChI:  InChI=1S/C20H13F4N5S/c21-16-10-26-19(28-17-5-4-12(9-25-17)13-6-7-30-11-13)29-18(16)27-15-3-1-2-14(8-15)20(22,23)24/h1-11H,(H2,25,26,27,28,29)

Standard InChI Key:  KRNIWFJLEHEGRG-UHFFFAOYSA-N

Molfile:  

 
     RDKit          2D

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   18.4899   -3.8567    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   19.2047   -4.2696    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   19.9212   -3.8562    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   19.9184   -3.0257    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   19.2029   -2.6165    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   20.6312   -2.6104    0.0000 F   0  0  0  0  0  0  0  0  0  0  0  0
   20.6363   -4.2676    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   21.3502   -3.8539    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   22.0619   -4.2658    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   22.7753   -3.8528    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   22.7745   -3.0269    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   22.0543   -2.6157    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   21.3439   -3.0310    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   17.7750   -4.2686    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   17.0609   -3.8556    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   23.4903   -4.2645    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   23.4911   -5.0896    0.0000 F   0  0  0  0  0  0  0  0  0  0  0  0
   23.8969   -3.5460    0.0000 F   0  0  0  0  0  0  0  0  0  0  0  0
   24.3136   -4.2627    0.0000 F   0  0  0  0  0  0  0  0  0  0  0  0
   17.0661   -3.0306    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   16.3528   -2.6176    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   15.6370   -3.0296    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   15.6390   -3.8589    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   16.3529   -4.2682    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   14.9211   -2.6139    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   14.8344   -1.7935    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   14.0273   -1.6223    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   13.6151   -2.3371    0.0000 S   0  0  0  0  0  0  0  0  0  0  0  0
   14.1676   -2.9498    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
 26 27  1  0
 27 28  2  0
 28 29  1  0
 29 30  1  0
 30 26  2  0
 23 26  1  0
M  END

Alternative Forms

1. Parent:

   

   ALA4875307

   ---

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: 431.42

Molecular Weight (Monoisotopic): 431.0828

AlogP: 6.25

#Rotatable Bonds: 5

Polar Surface Area: 62.73

Molecular Species: NEUTRAL

HBA: 6

HBD: 2

#RO5 Violations: 1

HBA (Lipinski): 5

HBD (Lipinski): 2

#RO5 Violations (Lipinski): 1

CX Acidic pKa: 10.32

CX Basic pKa: 2.66

CX LogP: 6.03

CX LogD: 6.03

Aromatic Rings: 4

Heavy Atoms: 30

QED Weighted: 0.37

Np Likeness Score: -2.08

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]

2. Chen X, Yan Y, Du J, Shen X, He C, Pan H, Zhu J, Liu X..  (2022)  Non-peptidyl non-covalent cathepsin C inhibitoEEr bearing a unique thiophene-substituted pyridine: Design, structure-activity relationship and anti-inflammatory activity in vivo.,  236  [PMID:35429909] [10.1016/j.ejmech.2022.114368]

Source

Source(1):

• Scientific Literature