Rac-(6aR*,9aS*)-5,6a,7,8,9,9a-Hexahydro-1,5-dimethyl-3-(phenylmethyl)cyclopent[4,5]imidazo[12-a]pyrazolo-[4,3-e]pyrimidin-4(1H)-one

ID: ALA343781

Chembl Id: CHEMBL343781

PubChem CID: 44357678

Max Phase: Preclinical

Molecular Formula: C19H21N5O

Molecular Weight: 335.41

Molecule Type: Small molecule

Names and Identifiers

Canonical SMILES:  CN1C(=O)c2c(Cc3ccccc3)nn(C)c2N2C1=N[C@@H]1CCC[C@@H]12

Standard InChI:  InChI=1S/C19H21N5O/c1-22-18(25)16-14(11-12-7-4-3-5-8-12)21-23(2)17(16)24-15-10-6-9-13(15)20-19(22)24/h3-5,7-8,13,15H,6,9-11H2,1-2H3/t13-,15+/m1/s1

Standard InChI Key:  RRAGPFPILYFBOY-HIFRSBDPSA-N

Alternative Forms

1. Parent:

   

   ALA343781

   (11R,15S)-5-benzyl-3,8-dimethyl-1,3,4,8,10-pentazatetracyclo[7.6.0.02,6.011,15]pentadeca-2(6),4,9-trien-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: 335.41

Molecular Weight (Monoisotopic): 335.1746

AlogP: 2.19

#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: 3.00

CX LogP: 2.66

CX LogD: 2.66

Aromatic Rings: 2

Heavy Atoms: 25

QED Weighted: 0.85

Np Likeness Score: -0.44

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