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

ID: ALA4092991

Cas Number: 951-91-7

PubChem CID: 15194211

Max Phase: Preclinical

Molecular Formula: C10H12N2O4

Molecular Weight: 224.22

Molecule Type: Small molecule

Names and Identifiers

Canonical SMILES:  O=C(c1ccc([N+](=O)[O-])o1)N1CCCCC1

Standard InChI:  InChI=1S/C10H12N2O4/c13-10(11-6-2-1-3-7-11)8-4-5-9(16-8)12(14)15/h4-5H,1-3,6-7H2

Standard InChI Key:  ARPKKCPMBWWWIA-UHFFFAOYSA-N

Molfile:  

     RDKit          2D

 16 17  0  0  0  0  0  0  0  0999 V2000
   22.7575  -18.5602    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   23.5747  -18.5602    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   23.8291  -17.7835    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   23.1661  -17.3013    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   22.5074  -17.7835    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   24.6066  -17.5320    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   25.2131  -18.0797    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   24.7776  -16.7329    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   21.7277  -17.5290    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   21.1207  -18.0761    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   21.5574  -16.7298    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   25.0363  -18.8758    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   25.6388  -19.4225    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   26.4180  -19.1749    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   26.5911  -18.3753    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   25.9851  -17.8232    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 16  1  0
 12 13  1  0
 13 14  1  0
 14 15  1  0
 15 16  1  0
M  CHG  2   9   1  11  -1
M  END

Alternative Forms

1. Parent:

   

   ALA4092991

   1-(5-Nitrofuran-2-carbonyl)piperidine

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: 224.22

Molecular Weight (Monoisotopic): 224.0797

AlogP: 1.81

#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: 1.21

CX LogD: 1.21

Aromatic Rings: 1

Heavy Atoms: 16

QED Weighted: 0.57

Np Likeness Score: -1.87

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