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

ID: ALA3274654

PubChem CID: 12381198

Max Phase: Preclinical

Molecular Formula: C9H13N3O5S

Molecular Weight: 275.29

Molecule Type: Small molecule

Names and Identifiers

Canonical SMILES:  Cn1c([N+](=O)[O-])cnc1[S+]([O-])CCCCC(=O)O

Standard InChI:  InChI=1S/C9H13N3O5S/c1-11-7(12(15)16)6-10-9(11)18(17)5-3-2-4-8(13)14/h6H,2-5H2,1H3,(H,13,14)

Standard InChI Key:  LHAKGKYKEGFOLV-UHFFFAOYSA-N

Molfile:  

     RDKit          2D

 18 18  0  0  0  0  0  0  0  0999 V2000
   11.7881   -9.3482    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   11.3747  -10.0685    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   10.5625   -9.8994    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   10.4751   -9.0743    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   11.2334   -8.7387    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    9.9474  -10.4601    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    9.7523   -8.6600    0.0000 S   0  0  0  0  0  0  0  0  0  0  0  0
    9.0353   -9.0769    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    8.3158   -8.6644    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.5988   -9.0814    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.8792   -8.6689    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.1622   -9.0858    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.4427   -8.6733    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    6.1648   -9.9152    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   11.7135  -10.8290    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   11.2283  -11.5018    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   12.5386  -10.9129    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    9.7497   -7.8305    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
  7 18  1  0
M  CHG  4   7   1  15   1  17  -1  18  -1
M  END

Alternative Forms

1. Parent:

   

   ALA3274654

   5-(1-Methyl-5-nitroimidazol-2-yl)sulfinylpentanoic 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: 275.29

Molecular Weight (Monoisotopic): 275.0576

AlogP: 0.69

#Rotatable Bonds: 7

Polar Surface Area: 121.32

Molecular Species: ACID

HBA: 6

HBD: 1

#RO5 Violations: ┄

HBA (Lipinski): 8

HBD (Lipinski): 1

#RO5 Violations (Lipinski): ┄

CX Acidic pKa: 3.22

CX Basic pKa: ┄

CX LogP: 0.13

CX LogD: -3.32

Aromatic Rings: 1

Heavy Atoms: 18

QED Weighted: 0.34

Np Likeness Score: -0.33

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