sodium 4-(2-(1-methyl-5-nitro-1H-imidazol-2-ylthio)ethoxy)benzoate

ID: ALA3274638

Cas Number: 64444-68-4

PubChem CID: 163047

Max Phase: Preclinical

Molecular Formula: C13H12N3NaO5S

Molecular Weight: 323.33

Molecule Type: Small molecule

Names and Identifiers

Canonical SMILES:  Cn1c([N+](=O)[O-])cnc1SCCOc1ccc(C(=O)[O-])cc1.[Na+]

Standard InChI:  InChI=1S/C13H13N3O5S.Na/c1-15-11(16(19)20)8-14-13(15)22-7-6-21-10-4-2-9(3-5-10)12(17)18;/h2-5,8H,6-7H2,1H3,(H,17,18);/q;+1/p-1

Standard InChI Key:  ZRQHQPBCTPQLFJ-UHFFFAOYSA-M

Molfile:  

     RDKit          2D

 23 23  0  0  0  0  0  0  0  0999 V2000
   15.2171   -3.2192    0.0000 Na  0  0  0  0  0 15  0  0  0  0  0  0
    6.4998   -4.0879    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.8877   -4.8020    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.6871   -4.6525    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    7.7906   -3.8456    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.0548   -3.4991    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    8.2813   -5.2136    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    8.5072   -3.4527    0.0000 S   0  0  0  0  0  0  0  0  0  0  0  0
    9.2057   -3.8768    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    9.9223   -3.4839    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   10.6208   -3.9080    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   11.3373   -3.5151    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   12.0335   -3.9410    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   12.7495   -3.5488    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   12.7680   -2.7309    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   12.0645   -2.3069    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   11.3513   -2.7015    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   13.4849   -2.3343    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   14.1840   -2.7574    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   13.5018   -1.5172    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    6.5375   -5.5433    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    7.0009   -6.2164    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    5.7228   -5.6082    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
  3  4  1  0
  2  3  2  0
  4  5  1  0
  5  6  2  0
  6  2  1  0
  4  7  1  0
  5  8  1  0
  8  9  1  0
  9 10  1  0
 10 11  1  0
 11 12  1  0
 12 13  2  0
 13 14  1  0
 14 15  2  0
 15 16  1  0
 16 17  2  0
 17 12  1  0
 18 19  1  0
 18 20  2  0
 15 18  1  0
 21 22  2  0
 21 23  1  0
  3 21  1  0
M  CHG  4   1   1  19  -1  21   1  23  -1
M  END

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: 323.33

Molecular Weight (Monoisotopic): 323.0576

AlogP: 2.20

#Rotatable Bonds: 7

Polar Surface Area: 107.49

Molecular Species: ACID

HBA: 7

HBD: 1

#RO5 Violations: ┄

HBA (Lipinski): 8

HBD (Lipinski): 1

#RO5 Violations (Lipinski): ┄

CX Acidic pKa: 4.36

CX Basic pKa: 1.04

CX LogP: 2.46

CX LogD: -0.46

Aromatic Rings: 2

Heavy Atoms: 22

QED Weighted: 0.36

Np Likeness Score: -1.63

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