8-(2-chlorophenyl)-2-methyl-6-(4-methylpiperazin-1-yl)-9-((R)-tetrahydrofuran-3-yl)-9H-purine

ID: ALA2057803

Chembl Id: CHEMBL2057803

PubChem CID: 46220521

Max Phase: Preclinical

Molecular Formula: C21H25ClN6O

Molecular Weight: 412.93

Molecule Type: Small molecule

Names and Identifiers

Canonical SMILES:  Cc1nc(N2CCN(C)CC2)c2nc(-c3ccccc3Cl)n([C@@H]3CCOC3)c2n1

Standard InChI:  InChI=1S/C21H25ClN6O/c1-14-23-20(27-10-8-26(2)9-11-27)18-21(24-14)28(15-7-12-29-13-15)19(25-18)16-5-3-4-6-17(16)22/h3-6,15H,7-13H2,1-2H3/t15-/m1/s1

Standard InChI Key:  KGNAHHSVFXXCKM-OAHLLOKOSA-N

Alternative Forms

1. Parent:

   

   ALA2057803

   8-(2-chlorophenyl)-2-methyl-6-(4-methylpiperazin-1-yl)-9-[(3R)-oxolan-3-yl]purine

2. Alternative Forms:

   

   ALA2057803

   8-(2-chlorophenyl)-2-methyl-6-(4-methylpiperazin-1-yl)-9-[(3R)-oxolan-3-yl]purine;hydrochloride

Molecule Features

Natural Product: No

Oral: No

Chemical Probe: No

Parenteral: No

Molecule Type: Small molecule

Topical: No

First In Class: No

Black Box: No

Chirality: No

Availability: No

Prodrug: No

Calculated Properties

Molecular Weight: 412.93

Molecular Weight (Monoisotopic): 412.1778

AlogP: 3.17

#Rotatable Bonds: 3

Polar Surface Area: 59.31

Molecular Species: NEUTRAL

HBA: 7

HBD: ┄

#RO5 Violations: ┄

HBA (Lipinski): 7

HBD (Lipinski): ┄

#RO5 Violations (Lipinski): ┄

CX Acidic pKa: ┄

CX Basic pKa: 7.49

CX LogP: 3.58

CX LogD: 3.24

Aromatic Rings: 3

Heavy Atoms: 29

QED Weighted: 0.66

Np Likeness Score: -1.25

References

1. Hollinshead SP, Astles PC, Chambers MG, Johnson MP, Palmer J, Tidwell MW..  (2012)  Discovery and optimization of novel purines as potent and selective CB2 agonists.,  22  (15): [PMID:22765893] [10.1016/j.bmcl.2012.06.035]

Source

Source(1):

• Scientific Literature