4-(7H-pyrrolo[2,3-d]pyrimidin-2-ylamino)-2,6-difluorophenol

ID: ALA4855811

PubChem CID: 164618225

Max Phase: Preclinical

Molecular Formula: C12H8F2N4O

Molecular Weight: 262.22

Molecule Type: Unknown

Names and Identifiers

Canonical SMILES:  Oc1c(F)cc(Nc2ncc3cc[nH]c3n2)cc1F

Standard InChI:  InChI=1S/C12H8F2N4O/c13-8-3-7(4-9(14)10(8)19)17-12-16-5-6-1-2-15-11(6)18-12/h1-5,19H,(H2,15,16,17,18)

Standard InChI Key:  DQQJEXJMRYNRKA-UHFFFAOYSA-N

Molfile:  

 
     RDKit          2D

 19 21  0  0  0  0  0  0  0  0999 V2000
   38.8908  -22.0893    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   38.8896  -22.9145    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   39.6026  -23.3264    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   40.3172  -22.9140    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   40.3143  -22.0857    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   39.6008  -21.6776    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   39.5984  -20.8547    0.0000 F   0  0  0  0  0  0  0  0  0  0  0  0
   38.1780  -21.6781    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   38.1766  -23.3255    0.0000 F   0  0  0  0  0  0  0  0  0  0  0  0
   41.0305  -23.3244    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   41.7425  -22.9118    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   42.4525  -23.3226    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   42.4448  -21.6767    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   41.7362  -22.0910    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   43.1642  -22.0766    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   43.1668  -22.9068    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   43.9573  -23.1608    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   44.4432  -22.4876    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   43.9530  -21.8175    0.0000 C   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:

   

   ALA4855811

   ---

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: 262.22

Molecular Weight (Monoisotopic): 262.0666

AlogP: 2.69

#Rotatable Bonds: 2

Polar Surface Area: 73.83

Molecular Species: NEUTRAL

HBA: 4

HBD: 3

#RO5 Violations: ┄

HBA (Lipinski): 5

HBD (Lipinski): 3

#RO5 Violations (Lipinski): ┄

CX Acidic pKa: 8.28

CX Basic pKa: 4.84

CX LogP: 2.62

CX LogD: 2.56

Aromatic Rings: 3

Heavy Atoms: 19

QED Weighted: 0.62

Np Likeness Score: -1.02

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