10-(1-methyl-5-nitro-1H-imidazol-2-ylthio)decanoic acid

ID: ALA3274661

PubChem CID: 12381531

Max Phase: Preclinical

Molecular Formula: C14H23N3O4S

Molecular Weight: 329.42

Molecule Type: Small molecule

Names and Identifiers

Canonical SMILES:  Cn1c([N+](=O)[O-])cnc1SCCCCCCCCCC(=O)O

Standard InChI:  InChI=1S/C14H23N3O4S/c1-16-12(17(20)21)11-15-14(16)22-10-8-6-4-2-3-5-7-9-13(18)19/h11H,2-10H2,1H3,(H,18,19)

Standard InChI Key:  UIKMFCXBLUUUDO-UHFFFAOYSA-N

Molfile:  

     RDKit          2D

 22 22  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 C   0  0  0  0  0  0  0  0  0  0  0  0
   13.9478   -5.9865    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   14.6519   -6.4164    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   13.9679   -5.1618    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
 19 20  1  0
 20 21  1  0
 20 22  2  0
M  CHG  2  16   1  18  -1
M  END

Alternative Forms

1. Parent:

   

   ALA3274661

   10-(1-Methyl-5-nitroimidazol-2-yl)sulfanyldecanoic 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: 329.42

Molecular Weight (Monoisotopic): 329.1409

AlogP: 3.63

#Rotatable Bonds: 12

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: 4.95

CX Basic pKa: 1.06

CX LogP: 3.99

CX LogD: 1.57

Aromatic Rings: 1

Heavy Atoms: 22

QED Weighted: 0.27

Np Likeness Score: -1.04

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