3-(1-methyl-5-nitro-1H-imidazol-2-ylsulfinyl)propanoic acid

ID: ALA3274651

PubChem CID: 12381194

Max Phase: Preclinical

Molecular Formula: C7H9N3O5S

Molecular Weight: 247.23

Molecule Type: Small molecule

Names and Identifiers

Canonical SMILES:  Cn1c([N+](=O)[O-])cnc1[S+]([O-])CCC(=O)O

Standard InChI:  InChI=1S/C7H9N3O5S/c1-9-5(10(13)14)4-8-7(9)16(15)3-2-6(11)12/h4H,2-3H2,1H3,(H,11,12)

Standard InChI Key:  IISBUHZMEOCZIZ-UHFFFAOYSA-N

Molfile:  

     RDKit          2D

 16 16  0  0  0  0  0  0  0  0999 V2000
   11.7880   -9.3481    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   11.3747  -10.0684    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   10.5625   -9.8994    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   10.4751   -9.0742    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   11.2334   -8.7386    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    9.9475  -10.4600    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    9.7523   -8.6600    0.0000 S   0  0  0  0  0  0  0  0  0  0  0  0
   11.7136  -10.8289    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   11.2283  -11.5016    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   12.5386  -10.9127    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    9.0354   -9.0769    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    8.3159   -8.6645    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.5989   -9.0814    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.8794   -8.6690    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    7.6015   -9.9107    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    9.7498   -7.8306    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
  2  3  1  0
  1  2  2  0
  3  4  1  0
  4  5  2  0
  5  1  1  0
  3  6  1  0
  4  7  1  0
  8  9  2  0
  8 10  1  0
  2  8  1  0
  7 11  1  0
 11 12  1  0
 12 13  1  0
 13 14  1  0
 13 15  2  0
  7 16  1  0
M  CHG  4   7   1   8   1  10  -1  16  -1
M  END

Alternative Forms

1. Parent:

   

   ALA3274651

   3-(1-Methyl-5-nitroimidazol-2-yl)sulfinylpropanoic acid

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: 247.23

Molecular Weight (Monoisotopic): 247.0263

AlogP: -0.09

#Rotatable Bonds: 5

Polar Surface Area: 121.32

Molecular Species: ACID

HBA: 6

HBD: 1

#RO5 Violations: ┄

HBA (Lipinski): 8

HBD (Lipinski): 1

#RO5 Violations (Lipinski): ┄

CX Acidic pKa: 2.97

CX Basic pKa: ┄

CX LogP: -0.61

CX LogD: -4.09

Aromatic Rings: 1

Heavy Atoms: 16

QED Weighted: 0.44

Np Likeness Score: -0.38

References

1. Tweit RC, Muir RD, Ziecina S..  (1977)  Nitroimidazoles with antibacterial activity against Neisseria gonorrhoeae.,  20  (12): [PMID:412966] [10.1021/jm00222a036]

Source

Source(1):

• Scientific Literature