4-(9H-purin-2-ylamino)-2,6-difluorophenol

ID: ALA4878386

PubChem CID: 164627508

Max Phase: Preclinical

Molecular Formula: C11H7F2N5O

Molecular Weight: 263.21

Molecule Type: Unknown

Names and Identifiers

Canonical SMILES:  Oc1c(F)cc(Nc2ncc3nc[nH]c3n2)cc1F

Standard InChI:  InChI=1S/C11H7F2N5O/c12-6-1-5(2-7(13)9(6)19)17-11-14-3-8-10(18-11)16-4-15-8/h1-4,19H,(H2,14,15,16,17,18)

Standard InChI Key:  NESFHNRJRFLAMW-UHFFFAOYSA-N

Molfile:  

 
     RDKit          2D

 19 21  0  0  0  0  0  0  0  0999 V2000
   12.3958   -4.3143    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   12.3947   -5.1411    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   13.1091   -5.5538    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   13.8251   -5.1406    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   13.8223   -4.3106    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   13.1073   -3.9017    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   13.1048   -3.0771    0.0000 F   0  0  0  0  0  0  0  0  0  0  0  0
   11.6816   -3.9021    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   11.6803   -5.5528    0.0000 F   0  0  0  0  0  0  0  0  0  0  0  0
   14.5399   -5.5518    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   15.2533   -5.1384    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   15.9646   -5.5500    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   15.9570   -3.9009    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   15.2470   -4.3160    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   16.6735   -4.3056    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   16.6805   -5.1334    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   17.4782   -5.4035    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   17.9509   -4.7089    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   17.4587   -4.0433    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  2  0
  2  3  1  0
  3  4  2  0
  4  5  1  0
  5  6  2  0
  6  1  1  0
  6  7  1  0
  1  8  1  0
  2  9  1  0
  4 10  1  0
 10 11  1  0
 11 12  2  0
 12 16  1  0
 15 13  1  0
 13 14  2  0
 14 11  1  0
 15 16  2  0
 16 17  1  0
 17 18  1  0
 18 19  2  0
 19 15  1  0
M  END

Alternative Forms

1. Parent:

   

   ALA4878386

   ---

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: 263.21

Molecular Weight (Monoisotopic): 263.0619

AlogP: 2.08

#Rotatable Bonds: 2

Polar Surface Area: 86.72

Molecular Species: NEUTRAL

HBA: 5

HBD: 3

#RO5 Violations: ┄

HBA (Lipinski): 6

HBD (Lipinski): 3

#RO5 Violations (Lipinski): ┄

CX Acidic pKa: 8.28

CX Basic pKa: 2.01

CX LogP: 1.80

CX LogD: 1.75

Aromatic Rings: 3

Heavy Atoms: 19

QED Weighted: 0.62

Np Likeness Score: -0.92

References

1. Casalvieri KA, Matheson CJ, Warfield BM, Backos DS, Reigan P..  (2021)  N-Substituted pyrrolopyrimidines and purines as p90 ribosomal S6 protein kinase-2 (RSK2) inhibitors.,  41  [PMID:34034149] [10.1016/j.bmc.2021.116220]

Source

Source(1):

• Scientific Literature