N-(4-acetamidophenyl)-5-(difluoromethyl)furan-2-carboxamide

ID: ALA5091857

PubChem CID: 166633739

Max Phase: Preclinical

Molecular Formula: C14H12F2N2O3

Molecular Weight: 294.26

Molecule Type: Unknown

Names and Identifiers

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

Standard InChI:  InChI=1S/C14H12F2N2O3/c1-8(19)17-9-2-4-10(5-3-9)18-14(20)12-7-6-11(21-12)13(15)16/h2-7,13H,1H3,(H,17,19)(H,18,20)

Standard InChI Key:  JUZCRGOYQBKYMU-UHFFFAOYSA-N

Molfile:  

 
     RDKit          2D

 21 22  0  0  0  0  0  0  0  0999 V2000
   16.3149   -4.3089    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   17.1321   -4.3089    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   17.3865   -3.5321    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   16.7235   -3.0500    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   16.0648   -3.5321    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   18.1640   -3.2807    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   18.7705   -3.8284    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   18.3350   -2.4816    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   19.1126   -2.2302    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   19.7174   -2.7791    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   20.4943   -2.5282    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   20.6659   -1.7284    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   20.0545   -1.1799    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   19.2799   -1.4336    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   21.4432   -1.4759    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   22.0504   -2.0227    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   22.8276   -1.7703    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   21.8805   -2.8221    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   15.2875   -3.2800    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   15.1172   -2.4807    0.0000 F   0  0  0  0  0  0  0  0  0  0  0  0
   14.6804   -3.8271    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
 19 20  1  0
 19 21  1  0
M  END

Alternative Forms

1. Parent:

   

   ALA5091857

   ---

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: 294.26

Molecular Weight (Monoisotopic): 294.0816

AlogP: 3.43

#Rotatable Bonds: 4

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: 13.50

CX Basic pKa: ┄

CX LogP: 1.67

CX LogD: 1.67

Aromatic Rings: 2

Heavy Atoms: 21

QED Weighted: 0.91

Np Likeness Score: -1.48

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