N4-(2-(1H-Imidazol-4-yl)ethyl)-5-cyclopropyl-N2-(3-methyl-1-(2,2,2-trifluoroethyl)-1H-pyrazol-4-yl)pyrimidine-2,4-diamine

ID: ALA5086901

PubChem CID: 145900917

Max Phase: Preclinical

Molecular Formula: C18H21F3N8

Molecular Weight: 406.42

Molecule Type: Unknown

Names and Identifiers

Canonical SMILES:  Cc1nn(CC(F)(F)F)cc1Nc1ncc(C2CC2)c(NCCc2c[nH]cn2)n1

Standard InChI:  InChI=1S/C18H21F3N8/c1-11-15(8-29(28-11)9-18(19,20)21)26-17-24-7-14(12-2-3-12)16(27-17)23-5-4-13-6-22-10-25-13/h6-8,10,12H,2-5,9H2,1H3,(H,22,25)(H2,23,24,26,27)

Standard InChI Key:  NMRIOJHLVFZPJQ-UHFFFAOYSA-N

Molfile:  

 
     RDKit          2D

 29 32  0  0  0  0  0  0  0  0999 V2000
   -5.1521    0.0602    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   -4.6000    0.6732    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.8464    0.3376    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.1318    0.7501    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.4173    0.3375    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.7029    0.7500    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   -0.9884    0.3375    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.9884   -0.4874    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.7029   -0.8999    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.1155   -1.6144    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.5280   -0.8999    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.2740   -0.9000    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.4404   -0.4874    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    0.4405    0.3374    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.1550    0.7500    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    1.8695    0.3374    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.6232    0.6729    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.1752    0.0598    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    3.9957    0.1459    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.3313    0.8997    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.7627   -0.6546    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    1.9557   -0.4830    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.3426   -1.0350    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.2739    0.7500    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   -3.9326   -0.4828    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   -4.7396   -0.6543    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.1521    0.9859    0.0000 F   0  0  0  0  0  0  0  0  0  0  0  0
    3.9187    1.6144    0.0000 F   0  0  0  0  0  0  0  0  0  0  0  0
    4.7440    1.6144    0.0000 F   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  1  0
  3  2  2  0
  3  4  1  0
  5  4  1  0
  5  6  1  0
  7  6  1  0
  7  8  1  0
  9  8  1  0
  9 10  1  0
 11 10  1  0
  9 11  1  0
  8 12  2  0
 13 12  1  0
 13 14  2  0
 14 15  1  0
 16 15  1  0
 16 17  2  0
 18 17  1  0
 19 18  1  0
 19 20  1  0
 18 21  1  0
 21 22  2  0
 22 16  1  0
 23 22  1  0
 14 24  1  0
 24  7  2  0
 25  3  1  0
 26 25  2  0
  1 26  1  0
 20 27  1  0
 20 28  1  0
 20 29  1  0
M  END

Alternative Forms

1. Parent:

   

   ALA5086901

   ---

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: 406.42

Molecular Weight (Monoisotopic): 406.1841

AlogP: 3.54

#Rotatable Bonds: 8

Polar Surface Area: 96.34

Molecular Species: NEUTRAL

HBA: 7

HBD: 3

#RO5 Violations: ┄

HBA (Lipinski): 8

HBD (Lipinski): 3

#RO5 Violations (Lipinski): ┄

CX Acidic pKa: 10.65

CX Basic pKa: 6.71

CX LogP: 2.46

CX LogD: 2.38

Aromatic Rings: 3

Heavy Atoms: 29

QED Weighted: 0.53

Np Likeness Score: -1.34

References

1. Drewry DH, Annor-Gyamfi JK, Wells CI, Pickett JE, Dederer V, Preuss F, Mathea S, Axtman AD..  (2022)  Identification of Pyrimidine-Based Lead Compounds for Understudied Kinases Implicated in Driving Neurodegeneration.,  65  (2.0): [PMID:34333981] [10.1021/acs.jmedchem.1c00440]

Source

Source(1):

• Scientific Literature