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

ID: ALA552252

Chembl Id: CHEMBL552252

PubChem CID: 45270631

Max Phase: Preclinical

Molecular Formula: C26H27N3O3

Molecular Weight: 429.52

Molecule Type: Small molecule

Names and Identifiers

Canonical SMILES:  O=C1[C@@H]2[C@H](C(=O)N1C[C@H]1CC[C@H](C(=O)Nc3cccc4cccnc34)CC1)[C@@H]1C=C[C@H]2C1

Standard InChI:  InChI=1S/C26H27N3O3/c30-24(28-20-5-1-3-16-4-2-12-27-23(16)20)17-8-6-15(7-9-17)14-29-25(31)21-18-10-11-19(13-18)22(21)26(29)32/h1-5,10-12,15,17-19,21-22H,6-9,13-14H2,(H,28,30)/t15-,17-,18-,19+,21-,22+

Standard InChI Key:  UQOJIGPIMOLYHM-XDOCLBHYSA-N

Alternative Forms

1. Parent:

   

   ALA552252

   4-[[(1S,2R,6S,7R)-3,5-dioxo-4-azatricyclo[5.2.1.02,6]dec-8-en-4-yl]methyl]-N-quinolin-8-ylcyclohexane-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: 429.52

Molecular Weight (Monoisotopic): 429.2052

AlogP: 3.79

#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: 3.42

CX LogP: 2.97

CX LogD: 2.97

Aromatic Rings: 2

Heavy Atoms: 32

QED Weighted: 0.59

Np Likeness Score: -1.14

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