5-Nitrothiophen-2-yl-N-methyl nitrone

ID: ALA4871887

PubChem CID: 164622983

Max Phase: Preclinical

Molecular Formula: C6H6N2O3S

Molecular Weight: 186.19

Molecule Type: Unknown

Names and Identifiers

Canonical SMILES:  C/[N+]([O-])=C/c1ccc([N+](=O)[O-])s1

Standard InChI:  InChI=1S/C6H6N2O3S/c1-7(9)4-5-2-3-6(12-5)8(10)11/h2-4H,1H3/b7-4-

Standard InChI Key:  HNPGPRSTVUXZBR-DAXSKMNVSA-N

Molfile:  

 
     RDKit          2D

 12 12  0  0  0  0  0  0  0  0999 V2000
   39.0718   -4.5126    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   36.4592   -3.2627    0.0000 S   0  0  0  0  0  0  0  0  0  0  0  0
   37.2842   -3.2627    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   37.5411   -2.4784    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   36.8717   -1.9917    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   36.2067   -2.4784    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   35.4202   -2.2187    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   35.2483   -1.4118    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   34.8073   -2.7710    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   37.7684   -3.9306    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   38.5890   -3.8454    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   38.9254   -3.0920    0.0000 O   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
M  CHG  4   7   1   8  -1  11   1  12  -1
M  END

Alternative Forms

1. Parent:

   

   ALA4871887

   ---

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: 186.19

Molecular Weight (Monoisotopic): 186.0099

AlogP: 1.22

#Rotatable Bonds: 2

Polar Surface Area: 69.21

Molecular Species: ACID

HBA: 4

HBD: ┄

#RO5 Violations: ┄

HBA (Lipinski): 5

HBD (Lipinski): ┄

#RO5 Violations (Lipinski): ┄

CX Acidic pKa: -2.56

CX Basic pKa: ┄

CX LogP: -1.48

CX LogD: 0.55

Aromatic Rings: 1

Heavy Atoms: 12

QED Weighted: 0.23

Np Likeness Score: -1.67

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