2,6-difluoro-4-(9-(3-hydroxyphenyl)-9H-purin-2-ylamino)phenol

ID: ALA4861235

PubChem CID: 164615266

Max Phase: Preclinical

Molecular Formula: C17H11F2N5O2

Molecular Weight: 355.30

Molecule Type: Unknown

Names and Identifiers

Canonical SMILES:  Oc1cccc(-n2cnc3cnc(Nc4cc(F)c(O)c(F)c4)nc32)c1

Standard InChI:  InChI=1S/C17H11F2N5O2/c18-12-4-9(5-13(19)15(12)26)22-17-20-7-14-16(23-17)24(8-21-14)10-2-1-3-11(25)6-10/h1-8,25-26H,(H,20,22,23)

Standard InChI Key:  MZDAVISMAIQLCR-UHFFFAOYSA-N

Molfile:  

 
     RDKit          2D

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    3.1843  -20.8634    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.1832  -21.6902    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.8975  -22.1029    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.6136  -21.6897    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.6107  -20.8597    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.8957  -20.4508    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.8933  -19.6262    0.0000 F   0  0  0  0  0  0  0  0  0  0  0  0
    2.4701  -20.4513    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.4687  -22.1019    0.0000 F   0  0  0  0  0  0  0  0  0  0  0  0
    5.3283  -22.1009    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    6.0418  -21.6875    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.7531  -22.0991    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    6.7454  -20.4500    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.0355  -20.8651    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    7.4620  -20.8547    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.4689  -21.6825    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    8.2666  -21.9526    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    8.7393  -21.2580    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    8.2471  -20.5925    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    8.5284  -22.7325    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.9805  -23.3502    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    8.2420  -24.1314    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    9.0509  -24.2961    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    9.5978  -23.6733    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    9.3334  -22.8945    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.6956  -24.7490    0.0000 O   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
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 20 21  2  0
 21 22  1  0
 22 23  2  0
 23 24  1  0
 24 25  2  0
 25 20  1  0
 17 20  1  0
 22 26  1  0
M  END

Alternative Forms

1. Parent:

   

   ALA4861235

   ---

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: 355.30

Molecular Weight (Monoisotopic): 355.0881

AlogP: 3.25

#Rotatable Bonds: 3

Polar Surface Area: 96.09

Molecular Species: NEUTRAL

HBA: 7

HBD: 3

#RO5 Violations: ┄

HBA (Lipinski): 7

HBD (Lipinski): 3

#RO5 Violations (Lipinski): ┄

CX Acidic pKa: 8.27

CX Basic pKa: 1.08

CX LogP: 3.38

CX LogD: 3.33

Aromatic Rings: 4

Heavy Atoms: 26

QED Weighted: 0.49

Np Likeness Score: -1.13

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