5-methyl-3-phenyl-N-(4-(trifluoromethoxy)phenyl)isoxazole-4-carboxamide

ID: ALA4100136

PubChem CID: 2678206

Max Phase: Preclinical

Molecular Formula: C18H13F3N2O3

Molecular Weight: 362.31

Molecule Type: Small molecule

Names and Identifiers

Canonical SMILES:  Cc1onc(-c2ccccc2)c1C(=O)Nc1ccc(OC(F)(F)F)cc1

Standard InChI:  InChI=1S/C18H13F3N2O3/c1-11-15(16(23-26-11)12-5-3-2-4-6-12)17(24)22-13-7-9-14(10-8-13)25-18(19,20)21/h2-10H,1H3,(H,22,24)

Standard InChI Key:  FWCQAAWUFSHGNF-UHFFFAOYSA-N

Molfile:  

     RDKit          2D

 26 28  0  0  0  0  0  0  0  0999 V2000
    6.3600   -8.9231    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    7.1772   -8.9231    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    7.4316   -8.1464    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.7686   -7.6643    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.1099   -8.1464    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    8.2091   -7.8949    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.7674   -6.8471    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.4745   -6.4374    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    6.0590   -6.4396    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    7.4732   -5.6202    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    8.1794   -5.2129    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    8.1785   -4.3965    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.4696   -3.9881    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.7602   -4.4022    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.7646   -5.2173    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.3326   -7.8942    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.1656   -7.0962    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.3891   -6.8439    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.7811   -7.3912    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.9548   -8.1941    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.7311   -8.4426    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.4673   -3.1709    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    8.1738   -2.7603    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    8.1715   -1.9431    0.0000 F   0  0  0  0  0  0  0  0  0  0  0  0
    8.8827   -3.1669    0.0000 F   0  0  0  0  0  0  0  0  0  0  0  0
    8.8777   -2.3443    0.0000 F   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  1  0
  2  3  1  0
  3  4  2  0
  4  5  1  0
  5  1  2  0
  3  6  1  0
  4  7  1  0
  7  8  1  0
  7  9  2  0
  8 10  1  0
 10 11  2  0
 11 12  1  0
 12 13  2  0
 13 14  1  0
 14 15  2  0
 15 10  1  0
  5 16  1  0
 16 17  2  0
 17 18  1  0
 18 19  2  0
 19 20  1  0
 20 21  2  0
 21 16  1  0
 13 22  1  0
 22 23  1  0
 23 24  1  0
 23 25  1  0
 23 26  1  0
M  END

Alternative Forms

1. Parent:

   

   ALA4100136

   5-methyl-3-phenyl-N-[4-(trifluoromethoxy)phenyl]-1,2-oxazole-4-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: 362.31

Molecular Weight (Monoisotopic): 362.0878

AlogP: 4.80

#Rotatable Bonds: 4

Polar Surface Area: 64.36

Molecular Species: NEUTRAL

HBA: 4

HBD: 1

#RO5 Violations: ┄

HBA (Lipinski): 5

HBD (Lipinski): 1

#RO5 Violations (Lipinski): ┄

CX Acidic pKa: 13.54

CX Basic pKa: ┄

CX LogP: 5.09

CX LogD: 5.09

Aromatic Rings: 3

Heavy Atoms: 26

QED Weighted: 0.72

Np Likeness Score: -1.66

References

1. Välimäki MJ, Tölli MA, Kinnunen SM, Aro J, Serpi R, Pohjolainen L, Talman V, Poso A, Ruskoaho HJ..  (2017)  Discovery of Small Molecules Targeting the Synergy of Cardiac Transcription Factors GATA4 and NKX2-5.,  60  (18): [PMID:28858485] [10.1021/acs.jmedchem.7b00816]

Source

Source(1):

• Scientific Literature