trans-(3R,5R)-5-(5-methyl-1,3,4-oxadiazol-2-yl)-1-((5-methyl-2-phenyloxazol-4-yl)methyl)-N-((6-methylpyridin-2-yl)methyl)piperidine-3-carboxamide

ID: ALA1780093

Chembl Id: CHEMBL1780093

PubChem CID: 54581680

Max Phase: Preclinical

Molecular Formula: C27H30N6O3

Molecular Weight: 486.58

Molecule Type: Small molecule

Names and Identifiers

Canonical SMILES:  Cc1cccc(CNC(=O)[C@@H]2C[C@@H](c3nnc(C)o3)CN(Cc3nc(-c4ccccc4)oc3C)C2)n1

Standard InChI:  InChI=1S/C27H30N6O3/c1-17-8-7-11-23(29-17)13-28-25(34)21-12-22(27-32-31-19(3)36-27)15-33(14-21)16-24-18(2)35-26(30-24)20-9-5-4-6-10-20/h4-11,21-22H,12-16H2,1-3H3,(H,28,34)/t21-,22-/m1/s1

Standard InChI Key:  HMQOAYVCWIULKT-FGZHOGPDSA-N

Alternative Forms

1. Parent:

   

   ALA1780093

   (3R,5R)-5-(5-methyl-1,3,4-oxadiazol-2-yl)-1-[(5-methyl-2-phenyl-1,3-oxazol-4-yl)methyl]-N-[(6-methylpyridin-2-yl)methyl]piperidine-3-carboxamide

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: 486.58

Molecular Weight (Monoisotopic): 486.2379

AlogP: 3.97

#Rotatable Bonds: 7

Polar Surface Area: 110.18

Molecular Species: NEUTRAL

HBA: 8

HBD: 1

#RO5 Violations: ┄

HBA (Lipinski): 9

HBD (Lipinski): 1

#RO5 Violations (Lipinski): ┄

CX Acidic pKa: 13.16

CX Basic pKa: 7.68

CX LogP: 1.33

CX LogD: 0.86

Aromatic Rings: 4

Heavy Atoms: 36

QED Weighted: 0.42

Np Likeness Score: -1.92

References

1. DeNinno MP, Wright SW, Visser MS, Etienne JB, Moore DE, Olson TV, Rocke BN, Andrews MP, Zarbo C, Millham ML, Boscoe BP, Boyer DD, Doran SD, Houseknecht KL..  (2011)  1,5-Substituted nipecotic amides: selective PDE8 inhibitors displaying diastereomer-dependent microsomal stability.,  21  (10): [PMID:21459572] [10.1016/j.bmcl.2011.03.022]

Source

Source(1):

• Scientific Literature