4-Chloro-2-{[2-(4-hydroxycyclohexylamino)-9-isopropyl-9H-purin-6-ylamino]-methyl}-phenol

ID: ALA2349192

Chembl Id: CHEMBL2349192

PubChem CID: 71579159

Max Phase: Preclinical

Molecular Formula: C21H27ClN6O2

Molecular Weight: 430.94

Molecule Type: Small molecule

Names and Identifiers

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

Standard InChI:  InChI=1S/C21H27ClN6O2/c1-12(2)28-11-24-18-19(23-10-13-9-14(22)3-8-17(13)30)26-21(27-20(18)28)25-15-4-6-16(29)7-5-15/h3,8-9,11-12,15-16,29-30H,4-7,10H2,1-2H3,(H2,23,25,26,27)

Standard InChI Key:  CKBQQVRNWKMAPJ-UHFFFAOYSA-N

Alternative Forms

1. Parent:

   

   ALA2349192

   4-Chloro-2-[[[2-[(4-hydroxycyclohexyl)amino]-9-propan-2-ylpurin-6-yl]amino]methyl]phenol

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: 430.94

Molecular Weight (Monoisotopic): 430.1884

AlogP: 4.09

#Rotatable Bonds: 6

Polar Surface Area: 108.12

Molecular Species: NEUTRAL

HBA: 8

HBD: 4

#RO5 Violations: ┄

HBA (Lipinski): 8

HBD (Lipinski): 4

#RO5 Violations (Lipinski): ┄

CX Acidic pKa: 8.66

CX Basic pKa: 5.22

CX LogP: 3.36

CX LogD: 3.33

Aromatic Rings: 3

Heavy Atoms: 30

QED Weighted: 0.47

Np Likeness Score: -0.81

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