trans-(3R,5R)-1-((5-methyl-2-phenyloxazol-4-yl)methyl)-5-((6-methylpyridin-2-yl)methylcarbamoyl)piperidin-3-yl ethylcarbamate

ID: ALA1779991

Chembl Id: CHEMBL1779991

PubChem CID: 54587531

Max Phase: Preclinical

Molecular Formula: C27H33N5O4

Molecular Weight: 491.59

Molecule Type: Small molecule

Names and Identifiers

Canonical SMILES:  CCNC(=O)O[C@@H]1C[C@@H](C(=O)NCc2cccc(C)n2)CN(Cc2nc(-c3ccccc3)oc2C)C1

Standard InChI:  InChI=1S/C27H33N5O4/c1-4-28-27(34)36-23-13-21(25(33)29-14-22-12-8-9-18(2)30-22)15-32(16-23)17-24-19(3)35-26(31-24)20-10-6-5-7-11-20/h5-12,21,23H,4,13-17H2,1-3H3,(H,28,34)(H,29,33)/t21-,23-/m1/s1

Standard InChI Key:  FVFYWADYMXORPT-FYYLOGMGSA-N

Alternative Forms

1. Parent:

   

   ALA1779991

   [(3R,5R)-1-[(5-methyl-2-phenyl-1,3-oxazol-4-yl)methyl]-5-[(6-methylpyridin-2-yl)methylcarbamoyl]piperidin-3-yl] N-ethylcarbamate

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: 491.59

Molecular Weight (Monoisotopic): 491.2533

AlogP: 3.61

#Rotatable Bonds: 8

Polar Surface Area: 109.59

Molecular Species: NEUTRAL

HBA: 7

HBD: 2

#RO5 Violations: ┄

HBA (Lipinski): 9

HBD (Lipinski): 2

#RO5 Violations (Lipinski): ┄

CX Acidic pKa: 13.54

CX Basic pKa: 6.87

CX LogP: 2.14

CX LogD: 2.03

Aromatic Rings: 3

Heavy Atoms: 36

QED Weighted: 0.50

Np Likeness Score: -1.55

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