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

ID: ALA5094061

PubChem CID: 166631209

Max Phase: Preclinical

Molecular Formula: C18H20N2O4

Molecular Weight: 328.37

Molecule Type: Unknown

Names and Identifiers

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

Standard InChI:  InChI=1S/C18H20N2O4/c1-11(21)19-12-5-7-13(8-6-12)20-17(23)15-10-9-14(24-15)16(22)18(2,3)4/h5-10H,1-4H3,(H,19,21)(H,20,23)

Standard InChI Key:  YYAFSMMXPGJTNN-UHFFFAOYSA-N

Molfile:  

 
     RDKit          2D

 24 25  0  0  0  0  0  0  0  0999 V2000
    3.9085  -22.6338    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.7256  -22.6338    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.9800  -21.8570    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.3170  -21.3749    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    3.6583  -21.8570    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.7576  -21.6056    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.3641  -22.1532    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    5.9286  -20.8065    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    6.7061  -20.5551    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.3109  -21.1040    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    8.0879  -20.8531    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    8.2595  -20.0533    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.6481  -19.5047    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.8735  -19.7585    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    9.0367  -19.8008    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    9.6440  -20.3476    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   10.4212  -20.0952    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    9.4740  -21.1470    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.8810  -21.6049    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.7107  -20.8056    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.2740  -22.1519    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.4966  -21.8998    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.4442  -22.9512    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.6880  -22.7286    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
 21 22  1  0
 21 23  1  0
 21 24  1  0
M  END

Alternative Forms

1. Parent:

   

   ALA5094061

   ---

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: 328.37

Molecular Weight (Monoisotopic): 328.1423

AlogP: 3.72

#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: 13.30

CX Basic pKa: ┄

CX LogP: 2.64

CX LogD: 2.64

Aromatic Rings: 2

Heavy Atoms: 24

QED Weighted: 0.84

Np Likeness Score: -1.02

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