Rac-(6aR*,9aS*)-5,6a,7,8,9,9a-Hexahydro-5-methyl-3-(phenylmethyl)cyclopent[4,5]imidazo[1,2-a]pyrazolo[4,3-e]pyrimidin-4(1H)-one

ID: ALA344852

Chembl Id: CHEMBL344852

PubChem CID: 44357876

Max Phase: Preclinical

Molecular Formula: C18H19N5O

Molecular Weight: 321.38

Molecule Type: Small molecule

Names and Identifiers

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

Standard InChI:  InChI=1S/C18H19N5O/c1-22-17(24)15-13(10-11-6-3-2-4-7-11)20-21-16(15)23-14-9-5-8-12(14)19-18(22)23/h2-4,6-7,12,14H,5,8-10H2,1H3,(H,20,21)/t12-,14+/m1/s1

Standard InChI Key:  RIHFCTKWWUDXAQ-OCCSQVGLSA-N

Alternative Forms

1. Parent:

   

   ALA344852

   (11R,15S)-5-benzyl-8-methyl-1,3,4,8,10-pentazatetracyclo[7.6.0.02,6.011,15]pentadeca-2,5,9-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: 321.38

Molecular Weight (Monoisotopic): 321.1590

AlogP: 2.18

#Rotatable Bonds: 2

Polar Surface Area: 64.59

Molecular Species: NEUTRAL

HBA: 4

HBD: 1

#RO5 Violations: ┄

HBA (Lipinski): 6

HBD (Lipinski): 1

#RO5 Violations (Lipinski): ┄

CX Acidic pKa: 8.95

CX Basic pKa: 3.33

CX LogP: 2.54

CX LogD: 2.52

Aromatic Rings: 2

Heavy Atoms: 24

QED Weighted: 0.92

Np Likeness Score: -0.38

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