8-(1-methyl-5-nitro-1H-imidazol-2-ylthio)octanoic acid

ID: ALA3274659

Cas Number: 64444-88-8

PubChem CID: 12381529

Max Phase: Preclinical

Molecular Formula: C12H19N3O4S

Molecular Weight: 301.37

Molecule Type: Small molecule

Names and Identifiers

Canonical SMILES:  Cn1c([N+](=O)[O-])cnc1SCCCCCCCC(=O)O

Standard InChI:  InChI=1S/C12H19N3O4S/c1-14-10(15(18)19)9-13-12(14)20-8-6-4-2-3-5-7-11(16)17/h9H,2-8H2,1H3,(H,16,17)

Standard InChI Key:  JKTKWPKFDPWWBN-UHFFFAOYSA-N

Molfile:  

     RDKit          2D

 20 20  0  0  0  0  0  0  0  0999 V2000
    4.8530   -6.4486    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.2450   -7.1669    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.0486   -7.0174    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    6.1521   -6.2064    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.4122   -5.8599    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    6.6428   -7.5826    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.8728   -5.8135    0.0000 S   0  0  0  0  0  0  0  0  0  0  0  0
    7.5703   -6.2393    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    8.2878   -5.8481    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    8.9853   -6.2739    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    9.7028   -5.8827    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   10.4003   -6.3085    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   11.1178   -5.9173    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   11.8153   -6.3431    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   12.5328   -5.9519    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.8953   -7.9089    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    5.3591   -8.5818    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    4.0807   -7.9742    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   13.2303   -6.3777    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   12.5528   -5.1350    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
  7  8  1  0
  8  9  1  0
  9 10  1  0
 10 11  1  0
 11 12  1  0
 12 13  1  0
 13 14  1  0
 14 15  1  0
 16 17  2  0
 16 18  1  0
  2 16  1  0
 15 19  1  0
 15 20  2  0
M  CHG  2  16   1  18  -1
M  END

Alternative Forms

1. Parent:

   

   ALA3274659

   8-[(1-Methyl-5-nitro-1H-imidazol-2-yl)sulfanyl]octanoic 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: 301.37

Molecular Weight (Monoisotopic): 301.1096

AlogP: 2.85

#Rotatable Bonds: 10

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: 4.47

CX Basic pKa: 1.06

CX LogP: 3.10

CX LogD: 0.27

Aromatic Rings: 1

Heavy Atoms: 20

QED Weighted: 0.31

Np Likeness Score: -1.14

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