N-[4-[Ethyl(isopropyl)amino]phenyl]-3-methyl-5-phenylisoxazole-4-carboxamide

ID: ALA4559136

PubChem CID: 155558077

Max Phase: Preclinical

Molecular Formula: C22H25N3O2

Molecular Weight: 363.46

Molecule Type: Unknown

Names and Identifiers

Canonical SMILES:  CCN(c1ccc(NC(=O)c2c(C)noc2-c2ccccc2)cc1)C(C)C

Standard InChI:  InChI=1S/C22H25N3O2/c1-5-25(15(2)3)19-13-11-18(12-14-19)23-22(26)20-16(4)24-27-21(20)17-9-7-6-8-10-17/h6-15H,5H2,1-4H3,(H,23,26)

Standard InChI Key:  ATWJGINVXYPHAD-UHFFFAOYSA-N

Molfile:  

 
     RDKit          2D

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    2.7057   -2.9204    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.6995   -3.7417    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    3.4784   -4.0019    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.9697   -3.3425    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.4884   -2.6761    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.7868   -3.3486    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.2007   -2.6440    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    5.1902   -4.0593    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    6.0073   -4.0654    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.4087   -4.7782    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.2251   -4.7846    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.6398   -4.0794    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.2321   -3.3663    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.4170   -3.3634    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    8.4570   -4.0844    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    8.8612   -4.7946    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    9.6784   -4.7996    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    8.8699   -3.3792    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    9.6871   -3.3842    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.7231   -4.7816    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    8.4483   -5.4998    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.7444   -1.9016    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.5463   -1.7386    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.8046   -0.9640    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.2619   -0.3519    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.4578   -0.5194    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.2033   -1.2937    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  1  0
  2  3  2  0
  3  4  1  0
  4  5  2  0
  5  1  1  0
  4  6  1  0
  6  7  2  0
  6  8  1  0
  8  9  1  0
  9 10  2  0
 10 11  1  0
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 12 13  1  0
 13 14  2  0
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 12 15  1  0
 15 16  1  0
 16 17  1  0
 15 18  1  0
 18 19  1  0
  3 20  1  0
 16 21  1  0
 22 23  2  0
 23 24  1  0
 24 25  2  0
 25 26  1  0
 26 27  2  0
 27 22  1  0
  5 22  1  0
M  END

Alternative Forms

1. Parent:

   

   ALA4559136

   ---

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: 363.46

Molecular Weight (Monoisotopic): 363.1947

AlogP: 5.14

#Rotatable Bonds: 6

Polar Surface Area: 58.37

Molecular Species: NEUTRAL

HBA: 4

HBD: 1

#RO5 Violations: 1

HBA (Lipinski): 5

HBD (Lipinski): 1

#RO5 Violations (Lipinski): 1

CX Acidic pKa: 13.90

CX Basic pKa: 5.42

CX LogP: 4.37

CX LogD: 4.36

Aromatic Rings: 3

Heavy Atoms: 27

QED Weighted: 0.66

Np Likeness Score: -1.69

References

1. Jumppanen M, Kinnunen SM, Välimäki MJ, Talman V, Auno S, Bruun T, Boije Af Gennäs G, Xhaard H, Aumüller IB, Ruskoaho H, Yli-Kauhaluoma J..  (2019)  Synthesis, Identification, and Structure-Activity Relationship Analysis of GATA4 and NKX2-5 Protein-Protein Interaction Modulators.,  62  (17): [PMID:31431011] [10.1021/acs.jmedchem.9b01086]

Source

Source(1):

• Scientific Literature