2-Chloro-9-((4-methoxypyridin-2-yl)methyl)-9H-purin-6-amine

ID: ALA4750412

PubChem CID: 162651481

Max Phase: Preclinical

Molecular Formula: C12H11ClN6O

Molecular Weight: 290.71

Molecule Type: Unknown

Names and Identifiers

Canonical SMILES:  COc1ccnc(Cn2cnc3c(N)nc(Cl)nc32)c1

Standard InChI:  InChI=1S/C12H11ClN6O/c1-20-8-2-3-15-7(4-8)5-19-6-16-9-10(14)17-12(13)18-11(9)19/h2-4,6H,5H2,1H3,(H2,14,17,18)

Standard InChI Key:  JDWDPJBXOVOYKJ-UHFFFAOYSA-N

Molfile:  

 
     RDKit          2D

 20 22  0  0  0  0  0  0  0  0999 V2000
   11.5286   -5.9954    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   12.0137   -6.6520    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   11.5427   -7.3178    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   10.7620   -7.0697    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   10.0586   -7.4839    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    9.3481   -7.0850    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    9.3368   -6.2679    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   10.0444   -5.8496    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   10.7549   -6.2525    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   10.0372   -5.0324    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   11.7998   -8.0915    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   12.6005   -8.2553    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   13.1440   -7.6414    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   13.9447   -7.8052    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   14.2018   -8.5789    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   13.6624   -9.1929    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   12.8617   -9.0290    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   14.4842   -7.1913    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   15.2848   -7.3551    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    8.6405   -7.4992    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
 18 19  1  0
 14 18  1  0
 11 12  1  0
  3 11  1  0
  6 20  1  0
M  END

Alternative Forms

1. Parent:

   

   ALA4750412

   ---

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: 290.71

Molecular Weight (Monoisotopic): 290.0683

AlogP: 1.51

#Rotatable Bonds: 3

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: 6.29

CX LogP: 1.03

CX LogD: 1.00

Aromatic Rings: 3

Heavy Atoms: 20

QED Weighted: 0.74

Np Likeness Score: -0.92

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