5-Nitro-furan-2-carboxylic acid isopropylamide

ID: ALA4092070

PubChem CID: 17146066

Max Phase: Preclinical

Molecular Formula: C8H10N2O4

Molecular Weight: 198.18

Molecule Type: Small molecule

Names and Identifiers

Canonical SMILES:  CC(C)NC(=O)c1ccc([N+](=O)[O-])o1

Standard InChI:  InChI=1S/C8H10N2O4/c1-5(2)9-8(11)6-3-4-7(14-6)10(12)13/h3-5H,1-2H3,(H,9,11)

Standard InChI Key:  KHFVAGGBNLPOSQ-UHFFFAOYSA-N

Molfile:  

     RDKit          2D

 14 14  0  0  0  0  0  0  0  0999 V2000
    6.9378  -23.3147    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.7550  -23.3147    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    8.0094  -22.5380    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.3464  -22.0559    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    6.6877  -22.5380    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    8.7869  -22.2866    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    9.3935  -22.8342    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    8.9580  -21.4875    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    5.9080  -22.2836    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    5.3010  -22.8307    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    5.7378  -21.4844    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   10.1710  -22.5828    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   10.7776  -23.1304    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   10.3420  -21.7837    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  1  0
  6  8  2  0
  9 10  2  0
  9 11  1  0
  5  9  1  0
  7 12  1  0
 12 13  1  0
 12 14  1  0
M  CHG  2   9   1  11  -1
M  END

Alternative Forms

1. Parent:

   

   ALA4092070

   5-nitro-N-propan-2-ylfuran-2-carboxamide

Molecule Features

Natural Product: No

Oral: No

Chemical Probe: No

Parenteral: No

Molecule Type: Small molecule

Topical: No

First In Class: No

Black Box: No

Chirality: No

Availability: No

Prodrug: No

Calculated Properties

Molecular Weight: 198.18

Molecular Weight (Monoisotopic): 198.0641

AlogP: 1.33

#Rotatable Bonds: 3

Polar Surface Area: 85.38

Molecular Species: NEUTRAL

HBA: 4

HBD: 1

#RO5 Violations: ┄

HBA (Lipinski): 6

HBD (Lipinski): 1

#RO5 Violations (Lipinski): ┄

CX Acidic pKa: 11.39

CX Basic pKa: ┄

CX LogP: 0.91

CX LogD: 0.91

Aromatic Rings: 1

Heavy Atoms: 14

QED Weighted: 0.59

Np Likeness Score: -2.04

References

1. Arias DG, Herrera FE, Garay AS, Rodrigues D, Forastieri PS, Luna LE, Bürgi MD, Prieto C, Iglesias AA, Cravero RM, Guerrero SA..  (2017)  Rational design of nitrofuran derivatives: Synthesis and valuation as inhibitors of Trypanosoma cruzi trypanothione reductase.,  125  [PMID:27810595] [10.1016/j.ejmech.2016.10.055]

Source

Source(1):

• Scientific Literature