5-Nitro-furan-2-carboxylic acid-dipropyl-amide

ID: ALA4079787

PubChem CID: 1380960

Max Phase: Preclinical

Molecular Formula: C11H16N2O4

Molecular Weight: 240.26

Molecule Type: Small molecule

Names and Identifiers

Canonical SMILES:  CCCN(CCC)C(=O)c1ccc([N+](=O)[O-])o1

Standard InChI:  InChI=1S/C11H16N2O4/c1-3-7-12(8-4-2)11(14)9-5-6-10(17-9)13(15)16/h5-6H,3-4,7-8H2,1-2H3

Standard InChI Key:  SLOORKXUFLBPSL-UHFFFAOYSA-N

Molfile:  

     RDKit          2D

 17 17  0  0  0  0  0  0  0  0999 V2000
   14.8910  -13.8015    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   15.7082  -13.8015    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   15.9626  -13.0248    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   15.2996  -12.5426    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   14.6409  -13.0248    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   16.7401  -12.7733    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   17.3466  -13.3210    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   16.9111  -11.9742    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   13.8612  -12.7703    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   13.2542  -13.3174    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   13.6909  -11.9711    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   17.1756  -14.1201    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   18.1242  -13.0695    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   17.7822  -14.6677    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   17.6112  -15.4668    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   18.7307  -13.6172    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   19.5083  -13.3657    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
  7 13  1  0
 12 14  1  0
 14 15  1  0
 13 16  1  0
 16 17  1  0
M  CHG  2   9   1  11  -1
M  END

Alternative Forms

1. Parent:

   

   ALA4079787

   5-nitro-N,N-dipropyl-2-furamide

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: 240.26

Molecular Weight (Monoisotopic): 240.1110

AlogP: 2.45

#Rotatable Bonds: 6

Polar Surface Area: 76.59

Molecular Species: NEUTRAL

HBA: 4

HBD: ┄

#RO5 Violations: ┄

HBA (Lipinski): 6

HBD (Lipinski): ┄

#RO5 Violations (Lipinski): ┄

CX Acidic pKa: ┄

CX Basic pKa: ┄

CX LogP: 2.12

CX LogD: 2.12

Aromatic Rings: 1

Heavy Atoms: 17

QED Weighted: 0.56

Np Likeness Score: -1.93

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