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

ID: ALA3274652

Cas Number: 50970-38-2

PubChem CID: 12381195

Max Phase: Preclinical

Molecular Formula: C7H9N3O6S

Molecular Weight: 263.23

Molecule Type: Small molecule

Names and Identifiers

Canonical SMILES:  Cn1c([N+](=O)[O-])cnc1S(=O)(=O)CCC(=O)O

Standard InChI:  InChI=1S/C7H9N3O6S/c1-9-5(10(13)14)4-8-7(9)17(15,16)3-2-6(11)12/h4H,2-3H2,1H3,(H,11,12)

Standard InChI Key:  CDOWXNCCFCZAFK-UHFFFAOYSA-N

Molfile:  

     RDKit          2D

 17 17  0  0  0  0  0  0  0  0999 V2000
    4.2917   -6.1061    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.6837   -6.8243    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.4873   -6.6749    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    5.5908   -5.8638    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.8509   -5.5174    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    6.0815   -7.2401    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.3115   -5.4709    0.0000 S   0  0  0  0  0  0  0  0  0  0  0  0
    4.3340   -7.5664    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    4.7978   -8.2392    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    3.5194   -7.6316    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    7.0090   -5.8967    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.7265   -5.5055    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    8.4240   -5.9313    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    9.1415   -5.5401    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    8.4040   -6.7483    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    5.8978   -4.7587    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    6.7150   -4.7587    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  2  0
  7 17  2  0
M  CHG  2   8   1  10  -1
M  END

Alternative Forms

1. Parent:

   

   ALA3274652

   3-(1-Methyl-5-nitro-1H-imidazole-2-sulfonyl)propanoic 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: 263.23

Molecular Weight (Monoisotopic): 263.0212

AlogP: -0.42

#Rotatable Bonds: 5

Polar Surface Area: 132.40

Molecular Species: ACID

HBA: 7

HBD: 1

#RO5 Violations: ┄

HBA (Lipinski): 9

HBD (Lipinski): 1

#RO5 Violations (Lipinski): ┄

CX Acidic pKa: 2.83

CX Basic pKa: ┄

CX LogP: -0.50

CX LogD: -3.99

Aromatic Rings: 1

Heavy Atoms: 17

QED Weighted: 0.56

Np Likeness Score: -1.38

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