2-Chloro-9-((4-(2,2-difluoroethoxy)pyridin-2-yl)methyl)-9H-purin-6-amine

ID: ALA4757863

PubChem CID: 156587313

Max Phase: Preclinical

Molecular Formula: C13H11ClF2N6O

Molecular Weight: 340.72

Molecule Type: Unknown

Names and Identifiers

Canonical SMILES:  Nc1nc(Cl)nc2c1ncn2Cc1cc(OCC(F)F)ccn1

Standard InChI:  InChI=1S/C13H11ClF2N6O/c14-13-20-11(17)10-12(21-13)22(6-19-10)4-7-3-8(1-2-18-7)23-5-9(15)16/h1-3,6,9H,4-5H2,(H2,17,20,21)

Standard InChI Key:  SYPCZSDQCBMLSV-UHFFFAOYSA-N

Molfile:  

 
     RDKit          2D

 23 25  0  0  0  0  0  0  0  0999 V2000
   11.4702   -6.0066    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   11.9456   -6.6692    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   11.4648   -7.3290    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   10.6894   -7.0728    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    9.9773   -7.4763    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    9.2712   -7.0667    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    9.2772   -6.2495    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    9.9851   -5.8419    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   10.6912   -6.2556    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    9.9910   -5.0248    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   11.7138   -8.1080    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   12.5109   -8.2805    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   13.0591   -7.6780    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   13.8603   -7.8504    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   14.1094   -8.6294    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   13.5571   -9.2361    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   12.7600   -9.0595    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   14.4084   -7.2438    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   15.2056   -7.4203    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   15.7881   -6.8462    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   15.5807   -6.0531    0.0000 F   0  0  0  0  0  0  0  0  0  0  0  0
   16.5781   -7.0609    0.0000 F   0  0  0  0  0  0  0  0  0  0  0  0
    8.5633   -7.4743    0.0000 Cl  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
 19 20  1  0
 18 19  1  0
 20 21  1  0
 20 22  1  0
 14 18  1  0
 11 12  1  0
  3 11  1  0
  6 23  1  0
M  END

Alternative Forms

1. Parent:

   

   ALA4757863

   ---

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: 340.72

Molecular Weight (Monoisotopic): 340.0651

AlogP: 2.15

#Rotatable Bonds: 5

Polar Surface Area: 91.74

Molecular Species: NEUTRAL

HBA: 7

HBD: 1

#RO5 Violations: ┄

HBA (Lipinski): 7

HBD (Lipinski): 2

#RO5 Violations (Lipinski): ┄

CX Acidic pKa: ┄

CX Basic pKa: 6.22

CX LogP: 1.50

CX LogD: 1.47

Aromatic Rings: 3

Heavy Atoms: 23

QED Weighted: 0.72

Np Likeness Score: -1.23

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