2-Chloro-6-[3-(2-pyrimidinyl)phenylamino]-9-iso-propylpurine

ID: ALA2295959

PubChem CID: 71745026

Max Phase: Preclinical

Molecular Formula: C18H16ClN7

Molecular Weight: 365.83

Molecule Type: Small molecule

Names and Identifiers

Canonical SMILES:  CC(C)n1cnc2c(Nc3cccc(-c4ncccn4)c3)nc(Cl)nc21

Standard InChI:  InChI=1S/C18H16ClN7/c1-11(2)26-10-22-14-16(24-18(19)25-17(14)26)23-13-6-3-5-12(9-13)15-20-7-4-8-21-15/h3-11H,1-2H3,(H,23,24,25)

Standard InChI Key:  FLJYQCQKUPDJCC-UHFFFAOYSA-N

Molfile:  

     RDKit          2D

 26 29  0  0  0  0  0  0  0  0999 V2000
   12.8743  -21.8678    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   13.6279  -22.2034    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   13.5417  -23.0239    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   12.7347  -23.1954    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   12.3222  -23.9099    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   11.4972  -23.9099    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   11.0847  -23.1954    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   11.4972  -22.4809    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   12.3222  -22.4809    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   14.1548  -23.5759    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   14.9517  -23.3624    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   13.9413  -24.3728    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   11.0847  -21.7664    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   10.2597  -21.7664    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    9.8472  -22.4809    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    9.0222  -22.4809    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    8.6097  -21.7664    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    9.0222  -21.0520    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    9.8472  -21.0520    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    8.6097  -23.1954    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    9.0222  -23.9099    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    8.6097  -24.6243    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.7847  -24.6243    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.3722  -23.9099    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.7847  -23.1954    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   11.0847  -24.6243    0.0000 Cl  0  0  0  0  0  0  0  0  0  0  0  0
  1  2  2  0
  2  3  1  0
  3  4  1  0
  4  5  2  0
  5  6  1  0
  6  7  2  0
  7  8  1  0
  8  9  2  0
  1  9  1  0
  4  9  1  0
 10 11  1  0
 10 12  1  0
  3 10  1  0
 14 15  1  0
 15 16  2  0
 16 17  1  0
 17 18  2  0
 18 19  1  0
 14 19  2  0
 20 21  1  0
 21 22  2  0
 22 23  1  0
 23 24  2  0
 24 25  1  0
 20 25  2  0
 16 20  1  0
 13 14  1  0
  8 13  1  0
  6 26  1  0
M  END

Alternative Forms

1. Parent:

   

   ALA2295959

   2-chloro-9-propan-2-yl-N-(3-pyrimidin-2-ylphenyl)purin-6-amine

Molecule Features

Natural Product: No

Oral: No

Chemical Probe: No

Parenteral: No

Molecule Type: Small molecule

Topical: No

First In Class: No

Black Box: No

Chirality: No

Availability: No

Prodrug: No

Calculated Properties

Molecular Weight: 365.83

Molecular Weight (Monoisotopic): 365.1156

AlogP: 4.26

#Rotatable Bonds: 4

Polar Surface Area: 81.41

Molecular Species: NEUTRAL

HBA: 7

HBD: 1

#RO5 Violations: ┄

HBA (Lipinski): 7

HBD (Lipinski): 1

#RO5 Violations (Lipinski): ┄

CX Acidic pKa: 13.65

CX Basic pKa: 1.77

CX LogP: 3.85

CX LogD: 3.85

Aromatic Rings: 4

Heavy Atoms: 26

QED Weighted: 0.54

Np Likeness Score: -1.54

References

1. Demange L, Lozach O, Ferandin Y, Hoang NT, Meijer L, Galons H.  (2013)  Synthesis and evaluation of new potent inhibitors of CK1 and CDK5, two kinases involved in Alzheimers disease,  22  (7): [10.1007/s00044-012-0334-1]

Source

Source(1):

• Scientific Literature