2-Chloro-9-((6-(2-fluorophenyl)pyridin-2-yl)methyl)-9H-purin-6-amine

ID: ALA4800434

PubChem CID: 162676998

Max Phase: Preclinical

Molecular Formula: C17H12ClFN6

Molecular Weight: 354.78

Molecule Type: Unknown

Names and Identifiers

Canonical SMILES:  Nc1nc(Cl)nc2c1ncn2Cc1cccc(-c2ccccc2F)n1

Standard InChI:  InChI=1S/C17H12ClFN6/c18-17-23-15(20)14-16(24-17)25(9-21-14)8-10-4-3-7-13(22-10)11-5-1-2-6-12(11)19/h1-7,9H,8H2,(H2,20,23,24)

Standard InChI Key:  PFBUOBBSOOGVSW-UHFFFAOYSA-N

Molfile:  

 
     RDKit          2D

 25 28  0  0  0  0  0  0  0  0999 V2000
   11.8043   -5.2358    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   12.2815   -5.8988    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   11.7903   -6.5580    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   11.0174   -6.2944    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   10.3056   -6.6952    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    9.6035   -6.2788    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    9.6090   -5.4617    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   10.3249   -5.0610    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   11.0270   -5.4773    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   10.3345   -4.2438    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   12.0360   -7.3353    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   12.8355   -7.5154    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   13.3853   -6.9141    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   14.1849   -7.0942    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   14.4264   -7.8715    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   13.8725   -8.4728    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   13.0771   -8.2968    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   14.1182   -9.2542    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    8.8917   -6.6796    0.0000 Cl  0  0  0  0  0  0  0  0  0  0  0  0
   13.5630   -9.8566    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   13.8081  -10.6374    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   14.6084  -10.8159    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   15.1632  -10.2076    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   14.9152   -9.4291    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   12.7655   -9.6781    0.0000 F   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  2  0
  2  3  1  0
  3  4  1  0
  4  5  2  0
  5  6  1  0
  6  7  2  0
  7  8  1  0
  8  9  2  0
  1  9  1  0
  4  9  1  0
  8 10  1  0
 12 13  1  0
 13 14  2  0
 14 15  1  0
 15 16  2  0
 16 17  1  0
 12 17  2  0
 16 18  1  0
 11 12  1  0
  3 11  1  0
  6 19  1  0
 18 20  2  0
 20 21  1  0
 21 22  2  0
 22 23  1  0
 23 24  2  0
 24 18  1  0
 20 25  1  0
M  END

Alternative Forms

1. Parent:

   

   ALA4800434

   ---

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: 354.78

Molecular Weight (Monoisotopic): 354.0796

AlogP: 3.31

#Rotatable Bonds: 3

Polar Surface Area: 82.51

Molecular Species: NEUTRAL

HBA: 6

HBD: 1

#RO5 Violations: ┄

HBA (Lipinski): 6

HBD (Lipinski): 2

#RO5 Violations (Lipinski): ┄

CX Acidic pKa: ┄

CX Basic pKa: 3.22

CX LogP: 3.37

CX LogD: 3.37

Aromatic Rings: 4

Heavy Atoms: 25

QED Weighted: 0.57

Np Likeness Score: -1.35

References

1. Huang Y,Wu XN,Zhou Q,Wu Y,Zheng D,Li Z,Guo L,Luo HB.  (2020)  Rational Design of 2-Chloroadenine Derivatives as Highly Selective Phosphodiesterase 8A Inhibitors.,  63  (24): [PMID:33291877] [10.1021/acs.jmedchem.0c01573]

Source

Source(1):

• Scientific Literature