N-(2-Isopropylindazol-6-yl)-2-(2-methylphenoxy)acetamide

ID: ALA4539054

PubChem CID: 155549666

Max Phase: Preclinical

Molecular Formula: C19H21N3O2

Molecular Weight: 323.40

Molecule Type: Unknown

Names and Identifiers

Canonical SMILES:  Cc1ccccc1OCC(=O)Nc1ccc2cn(C(C)C)nc2c1

Standard InChI:  InChI=1S/C19H21N3O2/c1-13(2)22-11-15-8-9-16(10-17(15)21-22)20-19(23)12-24-18-7-5-4-6-14(18)3/h4-11,13H,12H2,1-3H3,(H,20,23)

Standard InChI Key:  NQFZYDJFQTYCQO-UHFFFAOYSA-N

Molfile:  

 
     RDKit          2D

 24 26  0  0  0  0  0  0  0  0999 V2000
    1.9693  -28.7232    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.9681  -29.5428    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.6762  -29.9517    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.3858  -29.5423    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.3830  -28.7196    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.6744  -28.3144    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.6720  -27.4972    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.0892  -28.3084    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    4.7984  -28.7143    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.5046  -28.3030    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.2138  -28.7090    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    6.9200  -28.2977    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.6252  -28.7054    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    8.3271  -28.2946    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    8.3266  -27.4688    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.6146  -27.0678    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.9113  -27.4839    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    9.1119  -27.2132    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    9.5977  -27.8809    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    9.1127  -28.5493    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   10.4149  -27.8809    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.5015  -27.4859    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   10.8235  -27.1732    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   10.8235  -28.5886    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
  6  7  1  0
  5  8  1  0
  8  9  1  0
  9 10  1  0
 10 11  1  0
 11 12  1  0
 12 13  2  0
 13 14  1  0
 15 14  1  0
 16 15  1  0
 17 16  2  0
 17 12  1  0
 18 15  2  0
 19 18  1  0
 20 19  1  0
 14 20  2  0
 19 21  1  0
 10 22  2  0
 21 23  1  0
 21 24  1  0
M  END

Alternative Forms

1. Parent:

   

   ALA4539054

   ---

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: 323.40

Molecular Weight (Monoisotopic): 323.1634

AlogP: 3.94

#Rotatable Bonds: 5

Polar Surface Area: 56.15

Molecular Species: NEUTRAL

HBA: 4

HBD: 1

#RO5 Violations: ┄

HBA (Lipinski): 5

HBD (Lipinski): 1

#RO5 Violations (Lipinski): ┄

CX Acidic pKa: 12.36

CX Basic pKa: 1.22

CX LogP: 3.82

CX LogD: 3.82

Aromatic Rings: 3

Heavy Atoms: 24

QED Weighted: 0.77

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]

2. Bayle ED, Svensson F, Atkinson BN, Steadman D, Willis NJ, Woodward HL, Whiting P, Vincent JP, Fish PV..  (2021)  Carboxylesterase Notum Is a Druggable Target to Modulate Wnt Signaling.,  64  (8.0): [PMID:33783220] [10.1021/acs.jmedchem.0c01974]

Source

Source(1):

• Scientific Literature