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

ID: ALA3274653

PubChem CID: 12381197

Max Phase: Preclinical

Molecular Formula: C9H13N3O4S

Molecular Weight: 259.29

Molecule Type: Small molecule

Names and Identifiers

Canonical SMILES:  Cn1c([N+](=O)[O-])cnc1SCCCCC(=O)O

Standard InChI:  InChI=1S/C9H13N3O4S/c1-11-7(12(15)16)6-10-9(11)17-5-3-2-4-8(13)14/h6H,2-5H2,1H3,(H,13,14)

Standard InChI Key:  RHEBOZXEXRVDKF-UHFFFAOYSA-N

Molfile:  

     RDKit          2D

 17 17  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 O   0  0  0  0  0  0  0  0  0  0  0  0
   10.3803   -7.1254    0.0000 O   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
  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
 12 14  2  0
 15 16  2  0
 15 17  1  0
  2 15  1  0
M  CHG  2  15   1  17  -1
M  END

Alternative Forms

1. Parent:

   

   ALA3274653

   5-(1-Methyl-5-nitroimidazol-2-yl)sulfanylpentanoic 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: 259.29

Molecular Weight (Monoisotopic): 259.0627

AlogP: 1.68

#Rotatable Bonds: 7

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: 3.54

CX Basic pKa: 1.06

CX LogP: 1.76

CX LogD: -1.60

Aromatic Rings: 1

Heavy Atoms: 17

QED Weighted: 0.35

Np Likeness Score: -1.40

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