N-(4-(N-phenylsulfamoyl)phenyl)-5-acetylfuran-2-carboxamide

ID: ALA5087071

PubChem CID: 166635963

Max Phase: Preclinical

Molecular Formula: C19H16N2O5S

Molecular Weight: 384.41

Molecule Type: Unknown

Names and Identifiers

Canonical SMILES:  CC(=O)c1ccc(C(=O)Nc2ccc(NS(=O)(=O)c3ccccc3)cc2)o1

Standard InChI:  InChI=1S/C19H16N2O5S/c1-13(22)17-11-12-18(26-17)19(23)20-14-7-9-15(10-8-14)21-27(24,25)16-5-3-2-4-6-16/h2-12,21H,1H3,(H,20,23)

Standard InChI Key:  VTRLNXNYCXIRPF-UHFFFAOYSA-N

Molfile:  

 
     RDKit          2D

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   21.0654   -8.9396    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   20.8549   -8.1513    0.0000 S   0  0  0  0  0  0  0  0  0  0  0  0
   20.2774   -8.7277    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   15.1221  -10.4378    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   15.9393  -10.4378    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   16.1937   -9.6611    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   15.5307   -9.1790    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   14.8720   -9.6611    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   16.9712   -9.4096    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   17.5778   -9.9573    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   17.1423   -8.6105    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   17.9198   -8.3591    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   18.5246   -8.9081    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   19.3015   -8.6572    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   19.4732   -7.8573    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   18.8617   -7.3088    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   18.0872   -7.5626    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   20.2504   -7.6048    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   21.6349   -7.8992    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   22.2393   -8.4488    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   23.0187   -8.1973    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   23.1909   -7.3950    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   22.5778   -6.8447    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   21.8008   -7.0991    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   14.0947   -9.4089    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   13.9244   -8.6096    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   13.4876   -9.9560    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
  2  1  2  0
  3  2  2  0
  4  5  1  0
  5  6  2  0
  6  7  1  0
  7  8  1  0
  8  4  2  0
  6  9  1  0
  9 10  2  0
  9 11  1  0
 11 12  1  0
 12 13  2  0
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 14 15  2  0
 15 16  1  0
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 17 12  1  0
 15 18  1  0
 18  2  1  0
  2 19  1  0
 19 20  2  0
 20 21  1  0
 21 22  2  0
 22 23  1  0
 23 24  2  0
 24 19  1  0
  8 25  1  0
 25 26  2  0
 25 27  1  0
M  END

Alternative Forms

1. Parent:

   

   ALA5087071

   ---

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: 384.41

Molecular Weight (Monoisotopic): 384.0780

AlogP: 3.54

#Rotatable Bonds: 6

Polar Surface Area: 105.48

Molecular Species: NEUTRAL

HBA: 5

HBD: 2

#RO5 Violations: ┄

HBA (Lipinski): 7

HBD (Lipinski): 2

#RO5 Violations (Lipinski): ┄

CX Acidic pKa: 7.91

CX Basic pKa: ┄

CX LogP: 2.09

CX LogD: 1.99

Aromatic Rings: 3

Heavy Atoms: 27

QED Weighted: 0.63

Np Likeness Score: -1.40

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