8-Amino-1,3-bis-cyclopropylmethyl-7-(4-methoxy-benzyl)-3,7-dihydro-purine-2,6-dione

ID: ALA144400

Chembl Id: CHEMBL144400

PubChem CID: 10408375

Max Phase: Preclinical

Molecular Formula: C21H25N5O3

Molecular Weight: 395.46

Molecule Type: Small molecule

Names and Identifiers

Canonical SMILES:  COc1ccc(Cn2c(N)nc3c2c(=O)n(CC2CC2)c(=O)n3CC2CC2)cc1

Standard InChI:  InChI=1S/C21H25N5O3/c1-29-16-8-6-15(7-9-16)10-24-17-18(23-20(24)22)25(11-13-2-3-13)21(28)26(19(17)27)12-14-4-5-14/h6-9,13-14H,2-5,10-12H2,1H3,(H2,22,23)

Standard InChI Key:  WRMHPOHHEMATJL-UHFFFAOYSA-N

Alternative Forms

1. Parent:

   

   ALA144400

   8-Amino-1,3-bis-cyclopropylmethyl-7-(4-methoxy-benzyl)-3,7-dihydro-purine-2,6-dione

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: 395.46

Molecular Weight (Monoisotopic): 395.1957

AlogP: 1.82

#Rotatable Bonds: 7

Polar Surface Area: 97.07

Molecular Species: NEUTRAL

HBA: 8

HBD: 1

#RO5 Violations: ┄

HBA (Lipinski): 8

HBD (Lipinski): 2

#RO5 Violations (Lipinski): ┄

CX Acidic pKa: ┄

CX Basic pKa: 0.88

CX LogP: 2.44

CX LogD: 2.44

Aromatic Rings: 3

Heavy Atoms: 29

QED Weighted: 0.66

Np Likeness Score: -0.88

References

1. Buckle DR, Arch JR, Connolly BJ, Fenwick AE, Foster KA, Murray KJ, Readshaw SA, Smallridge M, Smith DG..  (1994)  Inhibition of cyclic nucleotide phosphodiesterase by derivatives of 1,3-bis(cyclopropylmethyl)xanthine.,  37  (4): [PMID:8120866] [10.1021/jm00030a007]

Source

Source(1):

• Scientific Literature