2-[6-(3,4-Dimethoxy-benzylamino)-7-ethyl-7H-purin-2-ylamino]-4-methoxy-thiazole-5-carboxylic acid ethyl ester

ID: ALA100779

Chembl Id: CHEMBL100779

PubChem CID: 44331802

Max Phase: Preclinical

Molecular Formula: C23H27N7O5S

Molecular Weight: 513.58

Molecule Type: Small molecule

Names and Identifiers

Canonical SMILES:  CCOC(=O)c1sc(Nc2nc(NCc3ccc(OC)c(OC)c3)c3c(ncn3CC)n2)nc1OC

Standard InChI:  InChI=1S/C23H27N7O5S/c1-6-30-12-25-19-16(30)18(24-11-13-8-9-14(32-3)15(10-13)33-4)26-22(27-19)29-23-28-20(34-5)17(36-23)21(31)35-7-2/h8-10,12H,6-7,11H2,1-5H3,(H2,24,26,27,28,29)

Standard InChI Key:  UIVOBRCKHLHLLQ-UHFFFAOYSA-N

Alternative Forms

1. Parent:

   

   ALA100779

   2-[6-(3,4-Dimethoxy-benzylamino)-7-ethyl-7H-purin-2-ylamino]-4-methoxy-thiazole-5-carboxylic acid ethyl ester

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: 513.58

Molecular Weight (Monoisotopic): 513.1794

AlogP: 3.86

#Rotatable Bonds: 11

Polar Surface Area: 134.54

Molecular Species: ACID

HBA: 13

HBD: 2

#RO5 Violations: 2

HBA (Lipinski): 12

HBD (Lipinski): 2

#RO5 Violations (Lipinski): 2

CX Acidic pKa: 5.85

CX Basic pKa: 1.58

CX LogP: 4.11

CX LogD: 2.82

Aromatic Rings: 4

Heavy Atoms: 36

QED Weighted: 0.28

Np Likeness Score: -1.28

References

1. Pitts WJ, Vaccaro W, Huynh T, Leftheris K, Roberge JY, Barbosa J, Guo J, Brown B, Watson A, Donaldson K, Starling GC, Kiener PA, Poss MA, Dodd JH, Barrish JC..  (2004)  Identification of purine inhibitors of phosphodiesterase 7 (PDE7).,  14  (11): [PMID:15125967] [10.1016/j.bmcl.2004.03.021]

Source

Source(1):

• Scientific Literature