5-Nitrothiophen-2-yl-N-t-butyl nitrone

ID: ALA4878658

PubChem CID: 164627317

Max Phase: Preclinical

Molecular Formula: C9H12N2O3S

Molecular Weight: 228.27

Molecule Type: Unknown

Names and Identifiers

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

Standard InChI:  InChI=1S/C9H12N2O3S/c1-9(2,3)10(12)6-7-4-5-8(15-7)11(13)14/h4-6H,1-3H3/b10-6-

Standard InChI Key:  WERLMAHJYZMTQY-POHAHGRESA-N

Molfile:  

 
     RDKit          2D

 15 15  0  0  0  0  0  0  0  0999 V2000
   30.5376   -4.2994    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   29.8251   -4.7160    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   30.5421   -5.1247    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   27.2129   -3.4662    0.0000 S   0  0  0  0  0  0  0  0  0  0  0  0
   28.0378   -3.4662    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   28.2946   -2.6822    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   27.6254   -2.1955    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   26.9605   -2.6822    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   26.1740   -2.4225    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   26.0022   -1.6157    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   25.5613   -2.9748    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   28.5219   -4.1342    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   29.3424   -4.0489    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   29.6787   -3.2957    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   29.4901   -5.4699    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
  2  1  1  0
  3  2  1  0
  4  5  1  0
  5  6  2  0
  6  7  1  0
  7  8  2  0
  8  4  1  0
  9 10  1  0
  9 11  2  0
  8  9  1  0
  5 12  1  0
 12 13  2  0
 13 14  1  0
 13  2  1  0
  2 15  1  0
M  CHG  4   9   1  10  -1  13   1  14  -1
M  END

Alternative Forms

1. Parent:

   

   ALA4878658

   ---

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: 228.27

Molecular Weight (Monoisotopic): 228.0569

AlogP: 2.38

#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: -2.17

CX Basic pKa: ┄

CX LogP: -0.42

CX LogD: 1.60

Aromatic Rings: 1

Heavy Atoms: 15

QED Weighted: 0.26

Np Likeness Score: -1.37

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