2-{[2-((R)-1-Ethyl-2-hydroxypropylamino)-9-isopropyl-9H-purin-6-ylamino]-methyl}-4-fluorophenol

ID: ALA2347577

Chembl Id: CHEMBL2347577

PubChem CID: 71579250

Max Phase: Preclinical

Molecular Formula: C20H27FN6O2

Molecular Weight: 402.47

Molecule Type: Small molecule

Names and Identifiers

Canonical SMILES:  CC[C@@H](Nc1nc(NCc2cc(F)ccc2O)c2ncn(C(C)C)c2n1)C(C)O

Standard InChI:  InChI=1S/C20H27FN6O2/c1-5-15(12(4)28)24-20-25-18(17-19(26-20)27(10-23-17)11(2)3)22-9-13-8-14(21)6-7-16(13)29/h6-8,10-12,15,28-29H,5,9H2,1-4H3,(H2,22,24,25,26)/t12?,15-/m1/s1

Standard InChI Key:  IJWWOTCVYMBYJL-WPZCJLIBSA-N

Alternative Forms

1. Parent:

   

   ALA2347577

   4-fluoro-2-[[[2-[[(3R)-2-hydroxypentan-3-yl]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: 402.47

Molecular Weight (Monoisotopic): 402.2180

AlogP: 3.44

#Rotatable Bonds: 8

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: 8.93

CX Basic pKa: 5.20

CX LogP: 3.15

CX LogD: 3.13

Aromatic Rings: 3

Heavy Atoms: 29

QED Weighted: 0.46

Np Likeness Score: -0.79

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