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

ID: ALA4796601

PubChem CID: 162676318

Max Phase: Preclinical

Molecular Formula: C12H11ClN6

Molecular Weight: 274.71

Molecule Type: Unknown

Names and Identifiers

Canonical SMILES:  Cc1cccc(Cn2cnc3c(N)nc(Cl)nc32)n1

Standard InChI:  InChI=1S/C12H11ClN6/c1-7-3-2-4-8(16-7)5-19-6-15-9-10(14)17-12(13)18-11(9)19/h2-4,6H,5H2,1H3,(H2,14,17,18)

Standard InChI Key:  ZVJBGQIPCHSJJT-UHFFFAOYSA-N

Molfile:  

 
     RDKit          2D

 19 21  0  0  0  0  0  0  0  0999 V2000
    6.5335   -3.3760    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    7.0145   -4.0387    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.5352   -4.6984    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    5.7577   -4.4489    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.0532   -4.8542    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    4.3436   -4.4466    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.3426   -3.6294    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    5.0511   -3.2199    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.7566   -3.6317    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.0501   -2.4027    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    6.7909   -5.4753    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.5895   -5.6451    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    8.1366   -5.0379    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    8.9352   -5.2076    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    9.1867   -5.9846    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    8.6396   -6.5917    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.8410   -6.4220    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    3.6350   -4.8560    0.0000 Cl  0  0  0  0  0  0  0  0  0  0  0  0
    8.8920   -7.3690    0.0000 C   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
 11 12  1  0
  3 11  1  0
  6 18  1  0
 16 19  1  0
M  END

Alternative Forms

1. Parent:

   

   ALA4796601

   ---

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: 274.71

Molecular Weight (Monoisotopic): 274.0734

AlogP: 1.81

#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: 5.56

CX LogP: 1.32

CX LogD: 1.31

Aromatic Rings: 3

Heavy Atoms: 19

QED Weighted: 0.72

Np Likeness Score: -1.43

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