2-Chloro-9-(1-(4-(2,2-difluoroethoxy)pyridin-2-yl)ethyl)-9H-purin-6-amine

ID: ALA4753446

PubChem CID: 162653750

Max Phase: Preclinical

Molecular Formula: C14H13ClF2N6O

Molecular Weight: 354.75

Molecule Type: Unknown

Names and Identifiers

Canonical SMILES:  CC(c1cc(OCC(F)F)ccn1)n1cnc2c(N)nc(Cl)nc21

Standard InChI:  InChI=1S/C14H13ClF2N6O/c1-7(9-4-8(2-3-19-9)24-5-10(16)17)23-6-20-11-12(18)21-14(15)22-13(11)23/h2-4,6-7,10H,5H2,1H3,(H2,18,21,22)

Standard InChI Key:  MMMUNMQNRGXDNZ-UHFFFAOYSA-N

Molfile:  

 
     RDKit          2D

 24 26  0  0  0  0  0  0  0  0999 V2000
   11.1857   -6.7192    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   11.6681   -7.3809    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   11.1902   -8.0416    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   10.4121   -7.7896    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    9.7044   -8.2006    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    8.9939   -7.7944    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    8.9953   -6.9772    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    9.7030   -6.5662    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   10.4093   -6.9724    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    9.7002   -5.7490    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   11.4434   -8.8180    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   10.8670   -9.3983    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   12.2315   -9.0285    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   12.8079   -8.4482    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   13.6001   -8.6586    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   13.8118   -9.4494    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   13.2354  -10.0256    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   12.4473   -9.8151    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   14.1765   -8.0783    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   14.9646   -8.2888    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   15.5410   -7.7085    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   15.3293   -6.9218    0.0000 F   0  0  0  0  0  0  0  0  0  0  0  0
   16.3332   -7.9190    0.0000 F   0  0  0  0  0  0  0  0  0  0  0  0
    8.2904   -8.2054    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
 11 12  1  0
 13 14  1  0
 14 15  2  0
 15 16  1  0
 16 17  2  0
 17 18  1  0
 13 18  2  0
 20 21  1  0
 19 20  1  0
 21 22  1  0
 21 23  1  0
 15 19  1  0
 11 13  1  0
  3 11  1  0
  6 24  1  0
M  END

Alternative Forms

1. Parent:

   

   ALA4753446

   ---

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: 354.75

Molecular Weight (Monoisotopic): 354.0807

AlogP: 2.71

#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: 6.06

CX LogP: 2.07

CX LogD: 2.05

Aromatic Rings: 3

Heavy Atoms: 24

QED Weighted: 0.71

Np Likeness Score: -1.05

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