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

ID: ALA4747327

PubChem CID: 162649532

Max Phase: Preclinical

Molecular Formula: C11H8Cl2N6

Molecular Weight: 295.13

Molecule Type: Unknown

Names and Identifiers

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

Standard InChI:  InChI=1S/C11H8Cl2N6/c12-6-1-2-15-7(3-6)4-19-5-16-8-9(14)17-11(13)18-10(8)19/h1-3,5H,4H2,(H2,14,17,18)

Standard InChI Key:  KMNIHOBBFWPVMD-UHFFFAOYSA-N

Molfile:  

 
     RDKit          2D

 19 21  0  0  0  0  0  0  0  0999 V2000
   12.4188   -7.5303    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   12.9026   -8.1879    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   12.4303   -8.8527    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   11.6501   -8.6031    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   10.9459   -9.0200    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   10.2320   -8.6157    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   10.2265   -7.7985    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   10.9307   -7.3857    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   11.6446   -7.7859    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   10.9252   -6.5686    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   12.6859   -9.6269    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   13.4862   -9.7923    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   14.0310   -9.1794    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   14.8314   -9.3407    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   15.0870  -10.1190    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   14.5463  -10.7278    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   13.7460  -10.5665    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   15.3720   -8.7319    0.0000 Cl  0  0  0  0  0  0  0  0  0  0  0  0
    9.5278   -9.0285    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
 14 18  1  0
 11 12  1  0
  3 11  1  0
  6 19  1  0
M  END

Alternative Forms

1. Parent:

   

   ALA4747327

   ---

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: 295.13

Molecular Weight (Monoisotopic): 294.0187

AlogP: 2.16

#Rotatable Bonds: 2

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: 3.76

CX LogP: 1.79

CX LogD: 1.79

Aromatic Rings: 3

Heavy Atoms: 19

QED Weighted: 0.73

Np Likeness Score: -1.14

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