5'-Methyl-2',3'-bis(phenylmethyl)spiro[cyclopentane-1,7'(8'H)-[3H]imidazo[2,1-b]purin]-4(5'H)-one

ID: ALA71204

Chembl Id: CHEMBL71204

PubChem CID: 10764868

Max Phase: Preclinical

Molecular Formula: C26H27N5O

Molecular Weight: 425.54

Molecule Type: Small molecule

Names and Identifiers

Canonical SMILES:  CN1C(=O)c2c(nc(Cc3ccccc3)n2Cc2ccccc2)N2CC3(CCCC3)N=C12

Standard InChI:  InChI=1S/C26H27N5O/c1-29-24(32)22-23(31-18-26(28-25(29)31)14-8-9-15-26)27-21(16-19-10-4-2-5-11-19)30(22)17-20-12-6-3-7-13-20/h2-7,10-13H,8-9,14-18H2,1H3

Standard InChI Key:  KZMAVTMLFFMUKF-UHFFFAOYSA-N

Alternative Forms

1. Parent:

   

   ALA71204

   2,3-dibenzyl-5-methylspiro[8H-imidazo[2,1-b]purine-7,1'-cyclopentane]-4-one

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: 425.54

Molecular Weight (Monoisotopic): 425.2216

AlogP: 4.10

#Rotatable Bonds: 4

Polar Surface Area: 53.73

Molecular Species: NEUTRAL

HBA: 5

HBD: ┄

#RO5 Violations: ┄

HBA (Lipinski): 6

HBD (Lipinski): ┄

#RO5 Violations (Lipinski): ┄

CX Acidic pKa: ┄

CX Basic pKa: 2.78

CX LogP: 4.79

CX LogD: 4.79

Aromatic Rings: 3

Heavy Atoms: 32

QED Weighted: 0.63

Np Likeness Score: -0.38

References

1. Ahn HS, Bercovici A, Boykow G, Bronnenkant A, Chackalamannil S, Chow J, Cleven R, Cook J, Czarniecki M, Domalski C, Fawzi A, Green M, Gündes A, Ho G, Laudicina M, Lindo N, Ma K, Manna M, McKittrick B, Mirzai B, Nechuta T, Neustadt B, Puchalski C, Pula K, Zhang H..  (1997)  Potent tetracyclic guanine inhibitors of PDE1 and PDE5 cyclic guanosine monophosphate phosphodiesterases with oral antihypertensive activity.,  40  (14): [PMID:9216839] [10.1021/jm9608467]

2. Mittal A, Paliwal S, Sharma M, Singh A, Sharma S, Yadav D..  (2014)  Pharmacophore based virtual screening, molecular docking and biological evaluation to identify novel PDE5 inhibitors with vasodilatory activity.,  24  (14): [PMID:24856068] [10.1016/j.bmcl.2014.05.004]

Source

Source(1):

• Scientific Literature