5-Nitro-furan-2-carboxylic acid tert-butylamide

ID: ALA4061646

PubChem CID: 47105769

Max Phase: Preclinical

Molecular Formula: C9H12N2O4

Molecular Weight: 212.21

Molecule Type: Small molecule

Names and Identifiers

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

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

Standard InChI Key:  JIUGDKHXUOPLEV-UHFFFAOYSA-N

Molfile:  

     RDKit          2D

 15 15  0  0  0  0  0  0  0  0999 V2000
   14.8828  -17.9246    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   15.6999  -17.9246    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   15.9543  -17.1479    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   15.2913  -16.6657    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   14.6326  -17.1479    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   16.7319  -16.8964    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   17.3384  -17.4441    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   16.9029  -16.0973    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   13.8530  -16.8934    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   13.2459  -17.4405    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   13.6827  -16.0942    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   18.1159  -17.1926    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   18.7225  -17.7403    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   18.2869  -16.3935    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   18.9027  -16.9753    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
 12 15  1  0
M  CHG  2   9   1  11  -1
M  END

Alternative Forms

1. Parent:

   

   ALA4061646

   N-tert-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: 2

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: 11.53

CX Basic pKa: ┄

CX LogP: 1.19

CX LogD: 1.19

Aromatic Rings: 1

Heavy Atoms: 15

QED Weighted: 0.60

Np Likeness Score: -1.85

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