N-(4-acetylphenyl)-5-(2-furyl)isoxazole-3-carboxamide

ID: ALA4447745

PubChem CID: 15996119

Max Phase: Preclinical

Molecular Formula: C16H12N2O4

Molecular Weight: 296.28

Molecule Type: Unknown

Names and Identifiers

Canonical SMILES:  CC(=O)c1ccc(NC(=O)c2cc(-c3ccco3)on2)cc1

Standard InChI:  InChI=1S/C16H12N2O4/c1-10(19)11-4-6-12(7-5-11)17-16(20)13-9-15(22-18-13)14-3-2-8-21-14/h2-9H,1H3,(H,17,20)

Standard InChI Key:  LMYJMGMGHUALSD-UHFFFAOYSA-N

Molfile:  

 
     RDKit          2D

 22 24  0  0  0  0  0  0  0  0999 V2000
   22.6277  -11.2903    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   22.3748  -12.0717    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   23.0394  -12.5541    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   23.7061  -12.0731    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   23.4476  -11.2927    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   23.0399  -13.3730    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   22.3781  -13.8524    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   22.6295  -14.6300    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   23.4468  -14.6312    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   23.7003  -13.8543    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   23.9270  -10.6309    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   24.7398  -10.7152    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   23.5936   -9.8848    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   22.7807   -9.8006    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   22.4527   -9.0536    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   21.6407   -8.9691    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   21.1604   -9.6313    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   21.4980  -10.3802    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   22.3090  -10.4611    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   20.3475   -9.5481    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   20.0130   -8.8025    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   19.8689  -10.2106    0.0000 C   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
  6  7  1  0
  7  8  1  0
  8  9  2  0
  9 10  1  0
 10  6  2  0
  3  6  1  0
  5 11  1  0
 11 12  2  0
 11 13  1  0
 13 14  1  0
 14 15  2  0
 15 16  1  0
 16 17  2  0
 17 18  1  0
 18 19  2  0
 19 14  1  0
 17 20  1  0
 20 21  2  0
 20 22  1  0
M  END

Alternative Forms

1. Parent:

   

   ALA4447745

   N-(4-acetylphenyl)-5-(furan-2-yl)-1,2-oxazole-3-carboxamide

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: 296.28

Molecular Weight (Monoisotopic): 296.0797

AlogP: 3.39

#Rotatable Bonds: 4

Polar Surface Area: 85.34

Molecular Species: NEUTRAL

HBA: 5

HBD: 1

#RO5 Violations: ┄

HBA (Lipinski): 6

HBD (Lipinski): 1

#RO5 Violations (Lipinski): ┄

CX Acidic pKa: 12.94

CX Basic pKa: ┄

CX LogP: 2.00

CX LogD: 2.00

Aromatic Rings: 3

Heavy Atoms: 22

QED Weighted: 0.75

Np Likeness Score: -2.13

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