N-(4-acetamidophenyl)-5-acetylfuran-2-carboxamide

ID: ALA5077469

PubChem CID: 155427942

Max Phase: Preclinical

Molecular Formula: C15H14N2O4

Molecular Weight: 286.29

Molecule Type: Unknown

Names and Identifiers

Canonical SMILES:  CC(=O)Nc1ccc(NC(=O)c2ccc(C(C)=O)o2)cc1

Standard InChI:  InChI=1S/C15H14N2O4/c1-9(18)13-7-8-14(21-13)15(20)17-12-5-3-11(4-6-12)16-10(2)19/h3-8H,1-2H3,(H,16,19)(H,17,20)

Standard InChI Key:  VLEXAUHLNJBZLL-UHFFFAOYSA-N

Molfile:  

 
     RDKit          2D

 21 22  0  0  0  0  0  0  0  0999 V2000
    3.7846  -11.2178    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.6018  -11.2178    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.8562  -10.4411    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.1932   -9.9590    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    3.5345  -10.4411    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.6337  -10.1897    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.2403  -10.7373    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    5.8048   -9.3906    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    6.5823   -9.1391    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.1871   -9.6881    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.9640   -9.4372    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    8.1357   -8.6374    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.5242   -8.0888    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.7497   -8.3426    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    8.9129   -8.3849    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    9.5201   -8.9317    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   10.2974   -8.6792    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    9.3502   -9.7311    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.7572  -10.1890    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.5869   -9.3897    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.1501  -10.7360    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  1  0
  5  1  2  0
  3  6  1  0
  6  7  2  0
  6  8  1  0
  8  9  1  0
  9 10  2  0
 10 11  1  0
 11 12  2  0
 12 13  1  0
 13 14  2  0
 14  9  1  0
 12 15  1  0
 15 16  1  0
 16 17  2  0
 16 18  1  0
  5 19  1  0
 19 20  2  0
 19 21  1  0
M  END

Alternative Forms

1. Parent:

   

   ALA5077469

   ---

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: 286.29

Molecular Weight (Monoisotopic): 286.0954

AlogP: 2.69

#Rotatable Bonds: 4

Polar Surface Area: 88.41

Molecular Species: NEUTRAL

HBA: 4

HBD: 2

#RO5 Violations: ┄

HBA (Lipinski): 6

HBD (Lipinski): 2

#RO5 Violations (Lipinski): ┄

CX Acidic pKa: 13.25

CX Basic pKa: ┄

CX LogP: 0.84

CX LogD: 0.84

Aromatic Rings: 2

Heavy Atoms: 21

QED Weighted: 0.85

Np Likeness Score: -1.01

References

1. Wang S, Xu Y, Zhao Y, Zhang S, Li M, Li X, He J, Zhou H, Ge Z, Li R, Yang B..  (2021)  N-(4-acetamidophenyl)-5-acetylfuran-2-carboxamide as a novel orally available diuretic that targets urea transporters with improved PD and PK properties.,  226  [PMID:34601246] [10.1016/j.ejmech.2021.113859]

Source

Source(1):

• Scientific Literature