4-((1R,2S,6R,7S)-3,5-Dioxo-4-aza-tricyclo[5.2.1.0*2,6*]dec-8-en-4-yl)-piperidine-1-carboxylic acid quinolin-8-ylamide

ID: ALA562821

Chembl Id: CHEMBL562821

PubChem CID: 45267205

Max Phase: Preclinical

Molecular Formula: C24H24N4O3

Molecular Weight: 416.48

Molecule Type: Small molecule

Names and Identifiers

Canonical SMILES:  O=C(Nc1cccc2cccnc12)N1CCC(N2C(=O)[C@@H]3[C@H](C2=O)[C@@H]2C=C[C@H]3C2)CC1

Standard InChI:  InChI=1S/C24H24N4O3/c29-22-19-15-6-7-16(13-15)20(19)23(30)28(22)17-8-11-27(12-9-17)24(31)26-18-5-1-3-14-4-2-10-25-21(14)18/h1-7,10,15-17,19-20H,8-9,11-13H2,(H,26,31)/t15-,16+,19-,20+

Standard InChI Key:  JTPWPQVFMLREET-NFQUHZNNSA-N

Alternative Forms

1. Parent:

   

   ALA562821

   4-[(1S,2R,6S,7R)-3,5-dioxo-4-azatricyclo[5.2.1.02,6]dec-8-en-4-yl]-N-quinolin-8-ylpiperidine-1-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: 416.48

Molecular Weight (Monoisotopic): 416.1848

AlogP: 3.04

#Rotatable Bonds: 2

Polar Surface Area: 82.61

Molecular Species: NEUTRAL

HBA: 4

HBD: 1

#RO5 Violations: ┄

HBA (Lipinski): 7

HBD (Lipinski): 1

#RO5 Violations (Lipinski): ┄

CX Acidic pKa: 11.77

CX Basic pKa: 3.38

CX LogP: 1.36

CX LogD: 1.36

Aromatic Rings: 2

Heavy Atoms: 31

QED Weighted: 0.60

Np Likeness Score: -1.20

References

1. Lu J, Ma Z, Hsieh JC, Fan CW, Chen B, Longgood JC, Williams NS, Amatruda JF, Lum L, Chen C..  (2009)  Structure-activity relationship studies of small-molecule inhibitors of Wnt response.,  19  (14): [PMID:19410457] [10.1016/j.bmcl.2009.04.040]

Source

Source(1):

• Scientific Literature