(6aR,9aS)-5,6a,7,8,9,9a-Hexahydro-5-methyl-3-phenylamino-2-(4-(pyridin-2-yl)benzyl)-cyclopent[4,5]imidazo[1,2-a]pyrazolo[4,3-e]pyrimidin-4(2H)-one

ID: ALA3769817

Chembl Id: CHEMBL3769817

PubChem CID: 11988837

Max Phase: Preclinical

Molecular Formula: C29H27N7O

Molecular Weight: 489.58

Molecule Type: Small molecule

Names and Identifiers

Canonical SMILES:  CN1C(=O)c2c(nn(Cc3ccc(-c4ccccn4)cc3)c2Nc2ccccc2)N2C1=N[C@@H]1CCC[C@@H]12

Standard InChI:  InChI=1S/C29H27N7O/c1-34-28(37)25-26(31-21-8-3-2-4-9-21)35(33-27(25)36-24-12-7-11-23(24)32-29(34)36)18-19-13-15-20(16-14-19)22-10-5-6-17-30-22/h2-6,8-10,13-17,23-24,31H,7,11-12,18H2,1H3/t23-,24+/m1/s1

Standard InChI Key:  RJKWLGFYXTZMOU-RPWUZVMVSA-N

Alternative Forms

1. Parent:

   

   ALA3769817

   (11R,15S)-5-anilino-8-methyl-4-[(4-pyridin-2-ylphenyl)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: 489.58

Molecular Weight (Monoisotopic): 489.2277

AlogP: 4.92

#Rotatable Bonds: 5

Polar Surface Area: 78.65

Molecular Species: NEUTRAL

HBA: 7

HBD: 1

#RO5 Violations: ┄

HBA (Lipinski): 8

HBD (Lipinski): 1

#RO5 Violations (Lipinski): ┄

CX Acidic pKa: ┄

CX Basic pKa: 4.45

CX LogP: 6.57

CX LogD: 6.57

Aromatic Rings: 4

Heavy Atoms: 37

QED Weighted: 0.43

Np Likeness Score: -1.01

References

1. Li P, Zheng H, Zhao J, Zhang L, Yao W, Zhu H, Beard JD, Ida K, Lane W, Snell G, Sogabe S, Heyser CJ, Snyder GL, Hendrick JP, Vanover KE, Davis RE, Wennogle LP..  (2016)  Discovery of Potent and Selective Inhibitors of Phosphodiesterase 1 for the Treatment of Cognitive Impairment Associated with Neurodegenerative and Neuropsychiatric Diseases.,  59  (3): [PMID:26789933] [10.1021/acs.jmedchem.5b01751]

Source

Source(1):

• Scientific Literature