N-(6-Isoquinolyl)-2-(3-methylphenoxy)acetamide

ID: ALA4558863

PubChem CID: 155557632

Max Phase: Preclinical

Molecular Formula: C18H16N2O2

Molecular Weight: 292.34

Molecule Type: Unknown

Names and Identifiers

Canonical SMILES:  Cc1cccc(OCC(=O)Nc2ccc3cnccc3c2)c1

Standard InChI:  InChI=1S/C18H16N2O2/c1-13-3-2-4-17(9-13)22-12-18(21)20-16-6-5-15-11-19-8-7-14(15)10-16/h2-11H,12H2,1H3,(H,20,21)

Standard InChI Key:  ZLKAQEXANYDPOG-UHFFFAOYSA-N

Molfile:  

 
     RDKit          2D

 22 24  0  0  0  0  0  0  0  0999 V2000
   28.0018  -16.1663    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   28.0007  -16.9859    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   28.7087  -17.3948    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   29.4184  -16.9854    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   29.4156  -16.1627    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   28.7069  -15.7575    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   30.1217  -15.7515    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   30.8310  -16.1574    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   31.5371  -15.7461    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   32.2464  -16.1521    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   31.5341  -14.9289    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   32.9525  -15.7408    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   33.6578  -16.1485    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   33.6466  -14.5141    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   32.9439  -14.9270    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   34.3608  -14.9198    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   34.3608  -15.7353    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   35.0658  -16.1413    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   35.0671  -14.5088    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   35.7762  -14.9150    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   35.7790  -15.7322    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   27.2940  -15.7579    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  2  0
  2  3  1  0
  3  4  2  0
  4  5  1  0
  5  6  2  0
  6  1  1  0
  5  7  1  0
  7  8  1  0
  8  9  1  0
  9 10  1  0
  9 11  2  0
 10 12  1  0
 12 13  2  0
 13 17  1  0
 16 14  1  0
 14 15  2  0
 15 12  1  0
 16 17  1  0
 17 18  2  0
 18 21  1  0
 16 19  2  0
 19 20  1  0
 20 21  2  0
  1 22  1  0
M  END

Alternative Forms

1. Parent:

   

   ALA4558863

   ---

Molecule Features

Natural Product: No

Oral: No

Chemical Probe: No

Parenteral: No

Molecule Type: Unknown

Topical: No

First In Class: No

Black Box: No

Chirality: No

Availability: No

Prodrug: No

Calculated Properties

Molecular Weight: 292.34

Molecular Weight (Monoisotopic): 292.1212

AlogP: 3.56

#Rotatable Bonds: 4

Polar Surface Area: 51.22

Molecular Species: NEUTRAL

HBA: 3

HBD: 1

#RO5 Violations: ┄

HBA (Lipinski): 4

HBD (Lipinski): 1

#RO5 Violations (Lipinski): ┄

CX Acidic pKa: 12.47

CX Basic pKa: 5.20

CX LogP: 3.01

CX LogD: 3.01

Aromatic Rings: 3

Heavy Atoms: 22

QED Weighted: 0.80

Np Likeness Score: -1.75

References

1. Atkinson BN, Steadman D, Zhao Y, Sipthorp J, Vecchia L, Ruza RR, Jeganathan F, Lines G, Frew S, Monaghan A, Kjær S, Bictash M, Jones EY, Fish PV..  (2019)  Discovery of 2-phenoxyacetamides as inhibitors of the Wnt-depalmitoleating enzyme NOTUM from an X-ray fragment screen.,  10  (8): [PMID:31534655] [10.1039/C9MD00096H]

Source

Source(1):

• Scientific Literature