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

ID: ALA551968

Chembl Id: CHEMBL551968

PubChem CID: 45272350

Max Phase: Preclinical

Molecular Formula: C27H29N3O3

Molecular Weight: 443.55

Molecule Type: Small molecule

Names and Identifiers

Canonical SMILES:  Cc1ccc2cccnc2c1NC(=O)[C@H]1CC[C@H](CN2C(=O)[C@@H]3[C@H](C2=O)[C@@H]2C=C[C@H]3C2)CC1

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

Standard InChI Key:  LYRJDPVEZODWRJ-CIKGUOONSA-N

Alternative Forms

1. Parent:

   

   ALA551968

   4-[[(1S,2R,6S,7R)-3,5-dioxo-4-azatricyclo[5.2.1.02,6]dec-8-en-4-yl]methyl]-N-(7-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: 12.25

CX Basic pKa: 3.89

CX LogP: 3.49

CX LogD: 3.49

Aromatic Rings: 2

Heavy Atoms: 33

QED Weighted: 0.57

Np Likeness Score: -1.01

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