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

ID: ALA5070486

PubChem CID: 166625286

Max Phase: Preclinical

Molecular Formula: C20H16N2O4

Molecular Weight: 348.36

Molecule Type: Unknown

Names and Identifiers

Canonical SMILES:  CC(=O)Nc1ccc(NC(=O)c2ccc(C(=O)c3ccccc3)o2)cc1

Standard InChI:  InChI=1S/C20H16N2O4/c1-13(23)21-15-7-9-16(10-8-15)22-20(25)18-12-11-17(26-18)19(24)14-5-3-2-4-6-14/h2-12H,1H3,(H,21,23)(H,22,25)

Standard InChI Key:  MUTATTUIKWFIMI-UHFFFAOYSA-N

Molfile:  

 
     RDKit          2D

 26 28  0  0  0  0  0  0  0  0999 V2000
    4.1561  -16.5420    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.9733  -16.5420    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.2276  -15.7653    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.5647  -15.2831    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    3.9059  -15.7653    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.0052  -15.5138    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.6117  -16.0615    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    6.1762  -14.7147    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    6.9537  -14.4633    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.5586  -15.0122    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    8.3355  -14.7613    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    8.5071  -13.9615    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.8957  -13.4130    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.1211  -13.6667    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    9.2843  -13.7090    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    9.8916  -14.2559    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   10.6688  -14.0034    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    9.7216  -15.0552    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.1286  -15.5131    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.9584  -14.7138    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.5216  -16.0602    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.7451  -15.8055    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.1384  -16.3518    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.3084  -17.1520    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.0906  -17.4030    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.6939  -16.8550    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  2  0
 22 23  1  0
 23 24  2  0
 24 25  1  0
 25 26  2  0
 26 21  1  0
M  END

Alternative Forms

1. Parent:

   

   ALA5070486

   ---

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: 348.36

Molecular Weight (Monoisotopic): 348.1110

AlogP: 3.72

#Rotatable Bonds: 5

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: 13.32

CX Basic pKa: ┄

CX LogP: 2.74

CX LogD: 2.74

Aromatic Rings: 3

Heavy Atoms: 26

QED Weighted: 0.69

Np Likeness Score: -1.06

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