5-Nitro-furan-2-carboxylic acid butylamide

ID: ALA4064356

Cas Number: 14121-89-2

PubChem CID: 17146067

Max Phase: Preclinical

Molecular Formula: C9H12N2O4

Molecular Weight: 212.21

Molecule Type: Small molecule

Names and Identifiers

Canonical SMILES:  CCCCNC(=O)c1ccc([N+](=O)[O-])o1

Standard InChI:  InChI=1S/C9H12N2O4/c1-2-3-6-10-9(12)7-4-5-8(15-7)11(13)14/h4-5H,2-3,6H2,1H3,(H,10,12)

Standard InChI Key:  MBVKITLRQRCZFW-UHFFFAOYSA-N

Molfile:  

     RDKit          2D

 15 15  0  0  0  0  0  0  0  0999 V2000
   14.5113   -4.3625    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   15.3285   -4.3625    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   15.5829   -3.5858    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   14.9199   -3.1037    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   14.2612   -3.5858    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   16.3604   -3.3344    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   16.9669   -3.8820    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   16.5314   -2.5353    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   13.4815   -3.3314    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   12.8745   -3.8785    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   13.3112   -2.5321    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   17.7445   -3.6306    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   18.3510   -4.1782    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   19.1286   -3.9268    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   19.7351   -4.4744    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
 13 14  1  0
 14 15  1  0
M  CHG  2   9   1  11  -1
M  END

Alternative Forms

1. Parent:

   

   ALA4064356

   N-Butyl-5-nitrofuran-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: 212.21

Molecular Weight (Monoisotopic): 212.0797

AlogP: 1.72

#Rotatable Bonds: 5

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: 11.25

CX Basic pKa: ┄

CX LogP: 1.46

CX LogD: 1.46

Aromatic Rings: 1

Heavy Atoms: 15

QED Weighted: 0.46

Np Likeness Score: -1.88

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