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

ID: ALA4790086

PubChem CID: 162670179

Max Phase: Preclinical

Molecular Formula: C14H13ClF2N6O

Molecular Weight: 354.75

Molecule Type: Unknown

Names and Identifiers

Canonical SMILES:  C[C@H](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)/t7-/m1/s1

Standard InChI Key:  MMMUNMQNRGXDNZ-SSDOTTSWSA-N

Molfile:  

 
     RDKit          2D

 24 26  0  0  0  0  0  0  0  0999 V2000
   15.7958   -5.0807    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   16.2782   -5.7424    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   15.8003   -6.4031    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   15.0222   -6.1511    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   14.3145   -6.5621    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   13.6041   -6.1559    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   13.6054   -5.3387    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   14.3131   -4.9277    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   15.0195   -5.3339    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   14.3103   -4.1105    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   16.0535   -7.1795    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   15.4771   -7.7598    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   16.8416   -7.3900    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   17.4180   -6.8097    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   18.2102   -7.0201    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   18.4219   -7.8109    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   17.8455   -8.3871    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   17.0574   -8.1766    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   18.7866   -6.4398    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   19.5747   -6.6503    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   20.1511   -6.0700    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   19.9394   -5.2833    0.0000 F   0  0  0  0  0  0  0  0  0  0  0  0
   20.9433   -6.2805    0.0000 F   0  0  0  0  0  0  0  0  0  0  0  0
   12.9005   -6.5669    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  1
 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:

   

   ALA4790086

   ---

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