2-{[2-(4-Aminocyclohexylamino)-9-isopropyl-9H-purin-6-ylamino]-methyl}-4-chlorophenol

ID: ALA2349193

Chembl Id: CHEMBL2349193

PubChem CID: 49838820

Max Phase: Preclinical

Molecular Formula: C21H28ClN7O

Molecular Weight: 429.96

Molecule Type: Small molecule

Names and Identifiers

Canonical SMILES:  CC(C)n1cnc2c(NCc3cc(Cl)ccc3O)nc(NC3CCC(N)CC3)nc21

Standard InChI:  InChI=1S/C21H28ClN7O/c1-12(2)29-11-25-18-19(24-10-13-9-14(22)3-8-17(13)30)27-21(28-20(18)29)26-16-6-4-15(23)5-7-16/h3,8-9,11-12,15-16,30H,4-7,10,23H2,1-2H3,(H2,24,26,27,28)

Standard InChI Key:  HZNHFNRGJQRTTG-UHFFFAOYSA-N

Alternative Forms

1. Parent:

   

   ALA2349193

   2-[[[2-[(4-Aminocyclohexyl)amino]-9-propan-2-ylpurin-6-yl]amino]methyl]-4-chlorophenol

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: 429.96

Molecular Weight (Monoisotopic): 429.2044

AlogP: 4.06

#Rotatable Bonds: 6

Polar Surface Area: 113.91

Molecular Species: BASE

HBA: 8

HBD: 4

#RO5 Violations: ┄

HBA (Lipinski): 8

HBD (Lipinski): 5

#RO5 Violations (Lipinski): ┄

CX Acidic pKa: 8.66

CX Basic pKa: 10.46

CX LogP: 2.23

CX LogD: 1.14

Aromatic Rings: 3

Heavy Atoms: 30

QED Weighted: 0.47

Np Likeness Score: -0.95

References

1. Zatloukal M, Jorda R, Gucký T, Řezníčková E, Voller J, Pospíšil T, Malínková V, Adamcová H, Kryštof V, Strnad M..  (2013)  Synthesis and in vitro biological evaluation of 2,6,9-trisubstituted purines targeting multiple cyclin-dependent kinases.,  61  [PMID:22770608] [10.1016/j.ejmech.2012.06.036]

Source

Source(1):

• Scientific Literature