5-Nitrofuran-2-yl-N-benzylnitrone

ID: ALA4876294

PubChem CID: 164627975

Max Phase: Preclinical

Molecular Formula: C12H10N2O4

Molecular Weight: 246.22

Molecule Type: Unknown

Names and Identifiers

Canonical SMILES:  O=[N+]([O-])c1ccc(/C=[N+](\[O-])Cc2ccccc2)o1

Standard InChI:  InChI=1S/C12H10N2O4/c15-13(8-10-4-2-1-3-5-10)9-11-6-7-12(18-11)14(16)17/h1-7,9H,8H2/b13-9-

Standard InChI Key:  NWUJHBAYXHVHSG-LCYFTJDESA-N

Molfile:  

 
     RDKit          2D

 18 19  0  0  0  0  0  0  0  0999 V2000
   22.4515   -4.3709    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   19.8348   -3.1185    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   20.6600   -3.1185    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   20.9197   -2.3340    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   20.2494   -1.8495    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   19.5835   -2.3340    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   18.7965   -2.0755    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   18.6254   -1.2682    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   18.1824   -2.6293    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   21.1460   -3.7875    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   21.9668   -3.7026    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   22.3017   -2.9488    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   22.1139   -5.1255    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   21.2954   -5.2064    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   20.9619   -5.9602    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   21.4452   -6.6253    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   22.2700   -6.5358    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   22.6039   -5.7819    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
  2  3  1  0
  3  4  2  0
  4  5  1  0
  5  6  2  0
  6  2  1  0
  7  8  1  0
  7  9  2  0
  6  7  1  0
  3 10  1  0
 10 11  2  0
 11 12  1  0
 11  1  1  0
  1 13  1  0
 13 14  2  0
 14 15  1  0
 15 16  2  0
 16 17  1  0
 17 18  2  0
 18 13  1  0
M  CHG  4   7   1   8  -1  11   1  12  -1
M  END

Alternative Forms

1. Parent:

   

   ALA4876294

   ---

Molecule Features

Natural Product: No

Oral: No

Chemical Probe: No

Parenteral: No

Molecule Type: Unknown

Topical: No

First In Class: No

Black Box: No

Chirality: No

Availability: No

Prodrug: No

Calculated Properties

Molecular Weight: 246.22

Molecular Weight (Monoisotopic): 246.0641

AlogP: 2.32

#Rotatable Bonds: 4

Polar Surface Area: 82.35

Molecular Species: ACID

HBA: 4

HBD: ┄

#RO5 Violations: ┄

HBA (Lipinski): 6

HBD (Lipinski): ┄

#RO5 Violations (Lipinski): ┄

CX Acidic pKa: -4.10

CX Basic pKa: ┄

CX LogP: 1.34

CX LogD: 1.34

Aromatic Rings: 2

Heavy Atoms: 18

QED Weighted: 0.27

Np Likeness Score: -0.75

References

1. Pacheco JDS, Costa DS, Cunha-Júnior EF, Andrade-Neto VV, Fairlamb AH, Wyllie S, Goulart MOF, Santos DC, Silva TL, Alves MA, Costa PRR, Dias AG, Torres-Santos EC..  (2021)  Monocyclic Nitro-heteroaryl Nitrones with Dual Mechanism of Activation: Synthesis and Antileishmanial Activity.,  12  (9.0): [PMID:34531949] [10.1021/acsmedchemlett.1c00193]

Source

Source(1):

• Scientific Literature