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

ID: ALA5092110

PubChem CID: 166635797

Max Phase: Preclinical

Molecular Formula: C13H11FN2O3

Molecular Weight: 262.24

Molecule Type: Unknown

Names and Identifiers

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

Standard InChI:  InChI=1S/C13H11FN2O3/c1-8(17)15-9-2-4-10(5-3-9)16-13(18)11-6-7-12(14)19-11/h2-7H,1H3,(H,15,17)(H,16,18)

Standard InChI Key:  FVDZHUYBIMMMDC-UHFFFAOYSA-N

Molfile:  

 
     RDKit          2D

 19 20  0  0  0  0  0  0  0  0999 V2000
    4.1602  -28.5316    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.9774  -28.5316    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.2318  -27.7549    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.5688  -27.2727    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    3.9101  -27.7549    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.0093  -27.5034    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.6159  -28.0511    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    6.1803  -26.7043    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    6.9579  -26.4529    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.5627  -27.0018    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    8.3396  -26.7509    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    8.5113  -25.9511    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.8998  -25.4026    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.1253  -25.6563    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    9.2885  -25.6986    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    9.8957  -26.2455    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   10.6729  -25.9930    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    9.7258  -27.0448    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.1328  -27.5027    0.0000 F   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
M  END

Alternative Forms

1. Parent:

   

   ALA5092110

   ---

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: 262.24

Molecular Weight (Monoisotopic): 262.0754

AlogP: 2.63

#Rotatable Bonds: 3

Polar Surface Area: 71.34

Molecular Species: NEUTRAL

HBA: 3

HBD: 2

#RO5 Violations: ┄

HBA (Lipinski): 5

HBD (Lipinski): 2

#RO5 Violations (Lipinski): ┄

CX Acidic pKa: 13.13

CX Basic pKa: ┄

CX LogP: 1.39

CX LogD: 1.39

Aromatic Rings: 2

Heavy Atoms: 19

QED Weighted: 0.89

Np Likeness Score: -1.43

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