4-((1R,2S,6R,7S)-3,5-Dioxo-4-aza-tricyclo[5.2.1.0*2,6*]dec-8-en-4-ylmethyl)-cyclohexanecarboxylic acid(4-methyl-quinolin-8-yl)-amide

ID: ALA561913

Chembl Id: CHEMBL561913

PubChem CID: 45268076

Max Phase: Preclinical

Molecular Formula: C27H29N3O3

Molecular Weight: 443.55

Molecule Type: Small molecule

Names and Identifiers

Canonical SMILES:  Cc1ccnc2c(NC(=O)[C@H]3CC[C@H](CN4C(=O)[C@@H]5[C@H](C4=O)[C@@H]4C=C[C@H]5C4)CC3)cccc12

Standard InChI:  InChI=1S/C27H29N3O3/c1-15-11-12-28-24-20(15)3-2-4-21(24)29-25(31)17-7-5-16(6-8-17)14-30-26(32)22-18-9-10-19(13-18)23(22)27(30)33/h2-4,9-12,16-19,22-23H,5-8,13-14H2,1H3,(H,29,31)/t16-,17-,18-,19+,22-,23+

Standard InChI Key:  YZICWGPLBOREGA-IWMXAKPTSA-N

Alternative Forms

1. Parent:

   

   ALA561913

   4-[[(1S,2R,6S,7R)-3,5-dioxo-4-azatricyclo[5.2.1.02,6]dec-8-en-4-yl]methyl]-N-(4-methylquinolin-8-yl)cyclohexane-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: 443.55

Molecular Weight (Monoisotopic): 443.2209

AlogP: 4.10

#Rotatable Bonds: 4

Polar Surface Area: 79.37

Molecular Species: NEUTRAL

HBA: 4

HBD: 1

#RO5 Violations: ┄

HBA (Lipinski): 6

HBD (Lipinski): 1

#RO5 Violations (Lipinski): ┄

CX Acidic pKa: 12.27

CX Basic pKa: 4.19

CX LogP: 3.49

CX LogD: 3.49

Aromatic Rings: 2

Heavy Atoms: 33

QED Weighted: 0.57

Np Likeness Score: -0.94

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