2',5'-Dimethyl-3'-(phenylmethyl)spiro[cyclopentane1,7'(8'H)-[2H]imidazol[1,2-a]pyrzolo[4,3-e]pyrimidin]-4'-(5'H)-one

ID: ALA137400

Chembl Id: CHEMBL137400

PubChem CID: 9950240

Max Phase: Preclinical

Molecular Formula: C20H23N5O

Molecular Weight: 349.44

Molecule Type: Small molecule

Names and Identifiers

Canonical SMILES:  CN1C(=O)c2c(nn(C)c2Cc2ccccc2)N2CC3(CCCC3)N=C12

Standard InChI:  InChI=1S/C20H23N5O/c1-23-18(26)16-15(12-14-8-4-3-5-9-14)24(2)22-17(16)25-13-20(21-19(23)25)10-6-7-11-20/h3-5,8-9H,6-7,10-13H2,1-2H3

Standard InChI Key:  FDOVMJSEGUQXQX-UHFFFAOYSA-N

Alternative Forms

1. Parent:

   

   ALA137400

   5-Benzyl-4,8-dimethylspiro[1,3,4,8,10-pentazatricyclo[7.3.0.02,6]dodeca-2,5,9-triene-11,1'-cyclopentane]-7-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: 349.44

Molecular Weight (Monoisotopic): 349.1903

AlogP: 2.59

#Rotatable Bonds: 2

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: 2.35

CX LogP: 3.36

CX LogD: 3.36

Aromatic Rings: 2

Heavy Atoms: 26

QED Weighted: 0.84

Np Likeness Score: -0.14

References

1. Xia Y, Chackalamannil S, Czarniecki M, Tsai H, Vaccaro H, Cleven R, Cook J, Fawzi A, Watkins R, Zhang H..  (1997)  Synthesis and evaluation of polycyclic pyrazolo[3,4-d]pyrimidines as PDE1 and PDE5 cGMP phosphodiesterase inhibitors.,  40  (26): [PMID:9435906] [10.1021/jm970495b]

Source

Source(1):

• Scientific Literature