3'-benzyl-2'-(4-cyclohexylphenyl)-5'-methylspiro[cyclopentane-1,7'-(4',5',7',8'-tetrahydro-3'H-imidazo[2,1-b]purine)]-4'-one

ID: ALA28676

Chembl Id: CHEMBL28676

PubChem CID: 44278378

Max Phase: Preclinical

Molecular Formula: C31H35N5O

Molecular Weight: 493.66

Molecule Type: Small molecule

Names and Identifiers

Synonyms: SCH-57726 | SCH-57726|CHEMBL28676|BDBM50289464|3''-benzyl-2''-(4-cyclohexylphenyl)-5''-methylspiro[cyclopentane-1,7''-(4'',5'',7'',8''-tetrahydro-3''H-imidazo[2,1-b]purine)]-4''-one

Canonical SMILES:  CN1C(=O)c2c(nc(-c3ccc(C4CCCCC4)cc3)n2Cc2ccccc2)N2CC3(CCCC3)N=C12

Standard InChI:  InChI=1S/C31H35N5O/c1-34-29(37)26-28(36-21-31(33-30(34)36)18-8-9-19-31)32-27(35(26)20-22-10-4-2-5-11-22)25-16-14-24(15-17-25)23-12-6-3-7-13-23/h2,4-5,10-11,14-17,23H,3,6-9,12-13,18-21H2,1H3

Standard InChI Key:  COWBACSJPXQWNS-UHFFFAOYSA-N

Alternative Forms

1. Parent:

   

   ALA28676

   3-benzyl-2-(4-cyclohexylphenyl)-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: 493.66

Molecular Weight (Monoisotopic): 493.2842

AlogP: 6.22

#Rotatable Bonds: 4

Polar Surface Area: 53.73

Molecular Species: NEUTRAL

HBA: 5

HBD: ┄

#RO5 Violations: 1

HBA (Lipinski): 6

HBD (Lipinski): ┄

#RO5 Violations (Lipinski): 1

CX Acidic pKa: ┄

CX Basic pKa: 2.14

CX LogP: 6.97

CX LogD: 6.97

Aromatic Rings: 3

Heavy Atoms: 37

QED Weighted: 0.43

Np Likeness Score: -0.40

References

1. Doller D, Chackalamannil S, Stamford A, McKittrick B, Czarniecki M.  (1997)  The Gif system as a tool in medicinal chemistry: The oxidation of Sch 57726 under GoAggIII conditions,  7  (11): [10.1016/S0960-894X(97)00238-2]

Source

Source(1):

• Scientific Literature