(5-Nitro-furan-2-yl)-pyrrolidin-1-yl-methanone

ID: ALA4071417

PubChem CID: 2227438

Max Phase: Preclinical

Molecular Formula: C9H10N2O4

Molecular Weight: 210.19

Molecule Type: Small molecule

Names and Identifiers

Canonical SMILES:  O=C(c1ccc([N+](=O)[O-])o1)N1CCCC1

Standard InChI:  InChI=1S/C9H10N2O4/c12-9(10-5-1-2-6-10)7-3-4-8(15-7)11(13)14/h3-4H,1-2,5-6H2

Standard InChI Key:  LDUXYBUURARSSA-UHFFFAOYSA-N

Molfile:  

     RDKit          2D

 15 16  0  0  0  0  0  0  0  0999 V2000
   21.9527  -13.7355    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   22.7699  -13.7355    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   23.0243  -12.9587    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   22.3613  -12.4766    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   21.7026  -12.9587    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   23.8018  -12.7073    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   24.4083  -13.2549    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   23.9728  -11.9082    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   20.9229  -12.7043    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   20.3158  -13.2514    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   20.7526  -11.9051    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   24.3249  -14.0634    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   25.0710  -14.3968    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   25.6187  -13.7902    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   25.2110  -13.0820    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
 15  7  1  0
M  CHG  2   9   1  11  -1
M  END

Alternative Forms

1. Parent:

   

   ALA4071417

   (5-Nitro-2-furyl)(1-pyrrolidinyl)methanone

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: 210.19

Molecular Weight (Monoisotopic): 210.0641

AlogP: 1.42

#Rotatable Bonds: 2

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: 0.77

CX LogD: 0.77

Aromatic Rings: 1

Heavy Atoms: 15

QED Weighted: 0.55

Np Likeness Score: -1.97

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