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

ID: ALA3274650

PubChem CID: 12381193

Max Phase: Preclinical

Molecular Formula: C7H9N3O4S

Molecular Weight: 231.23

Molecule Type: Small molecule

Names and Identifiers

Canonical SMILES:  Cn1c([N+](=O)[O-])cnc1SCCC(=O)O

Standard InChI:  InChI=1S/C7H9N3O4S/c1-9-5(10(13)14)4-8-7(9)15-3-2-6(11)12/h4H,2-3H2,1H3,(H,11,12)

Standard InChI Key:  GAKBDFLWDNGMLU-UHFFFAOYSA-N

Molfile:  

     RDKit          2D

 15 15  0  0  0  0  0  0  0  0999 V2000
    3.9203   -5.7965    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.3123   -6.5148    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.1159   -6.3653    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    5.2194   -5.5543    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.4794   -5.2078    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    5.7100   -6.9305    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.9401   -5.1614    0.0000 S   0  0  0  0  0  0  0  0  0  0  0  0
    3.9625   -7.2568    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    4.4264   -7.9297    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    3.1480   -7.3221    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    6.6376   -5.5872    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.3550   -5.1960    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    8.0526   -5.6218    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    8.7700   -5.2306    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    8.0326   -6.4387    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
M  CHG  2   8   1  10  -1
M  END

Alternative Forms

1. Parent:

   

   ALA3274650

   3-(1-Methyl-5-nitroimidazol-2-yl)sulfanylpropanoic 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: 231.23

Molecular Weight (Monoisotopic): 231.0314

AlogP: 0.90

#Rotatable Bonds: 5

Polar Surface Area: 98.26

Molecular Species: ACID

HBA: 6

HBD: 1

#RO5 Violations: ┄

HBA (Lipinski): 7

HBD (Lipinski): 1

#RO5 Violations (Lipinski): ┄

CX Acidic pKa: 3.26

CX Basic pKa: 1.05

CX LogP: 1.03

CX LogD: -2.40

Aromatic Rings: 1

Heavy Atoms: 15

QED Weighted: 0.46

Np Likeness Score: -1.78

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