secnidazole   Click here for help

GtoPdb Ligand ID: 12925

Synonyms: 14,539 RP | Solosec® | SYM-1219
Approved drug
secnidazole is an approved drug (FDA (2017))
Compound class: Synthetic organic
Comment: Secnidazole is a broad-spectrum nitroimidazole antimicrobial compound that exhibits antiprotozoal and antibacterial (Gram-positive and Gram-negative) activities.
2D Structure
Click here for help

2D Structure

An image of the ligand's 2D structure. For small molecules with SMILES these are drawn using the NCI/CADD Chemical Identifier Resolver. Click on the image to access the chemical structure search tool with the ligand pre-loaded in the structure editor. For other types of ligands, e.g. longer nucleotides and peptides, a manually drawn representation of the molecule may be provided.

✖
Click here for structure editor
Physico-chemical Properties
Click here for help

Physico-chemical Properties

Calculated molecular properties are available for small molecules and natural products (not peptides). Properties were generated using the CDK toolkit. All properties were selected to enable the prediction of the Lipinski Rule-of-Five profile or ‘druglikeness’ for each ligand. For more info on each category see the help pages.

✖
Hydrogen bond acceptors 3
Hydrogen bond donors 1
Rotatable bonds 3
Topological polar surface area 78.97
Molecular weight 185.18
XLogP 0.32
No. Lipinski's rules broken 0
SMILES / InChI / InChIKey
Click here for help

SMILES / InChI / InChIKey

SMILES (Simplified Molecular Input Line Entry Specification) A specification for unambiguously describing the structure of chemical molecules using short ASCII strings. Canonical SMILES specify a unique representation of the 2D structure without chiral or isotopic specifications. Isomeric SMILES include chiral specification and isotopes.

Standard InChI (IUPAC International Chemical Identifier) and InChIKey InChI is a non-proprietary, standard, textual identifier for chemical substances designed to facilitate linking of information and database searching. An InChIKey is a simplified version of a full InChI, designed for easier web searching.

✖
Canonical SMILES CC(CN1C(=NC=C1[N+](=O)[O-])C)O
Isomeric SMILES CC1=NC=C(N1CC(C)O)[N+](=O)[O-]
InChI InChI=1S/C7H11N3O3/c1-5(11)4-9-6(2)8-3-7(9)10(12)13/h3,5,11H,4H2,1-2H3
InChI Key KPQZUUQMTUIKBP-UHFFFAOYSA-N
Classification Click here for help
Compound class Synthetic organic
Approved drug? Yes (FDA (2017))
IUPAC Name Click here for help
1-(2-methyl-5-nitroimidazol-1-yl)propan-2-ol
International Nonproprietary Names Click here for help
INN number INN
3506 secnidazole
Synonyms Click here for help
14,539 RP | Solosec® | SYM-1219
Database Links Click here for help
Specialist databases
Antibiotic DB Antibiotic DB Database logo Secnidazole
Other databases
BindingDB Ligand 50349330
CAS Registry No. 3366-95-8 (source: Scifinder)
ChEBI CHEBI:140628
ChEMBL Ligand CHEMBL498847
DrugBank Ligand DB12834
DrugCentral Ligand 2427
GtoPdb PubChem SID 485206046
PubChem CID 71815
Search Google for chemical match using the InChIKey KPQZUUQMTUIKBP-UHFFFAOYSA-N
Search Google for chemicals with the same backbone KPQZUUQMTUIKBP
Search PubMed clinical trials secnidazole
Search PubMed titles secnidazole
Search PubMed titles/abstracts secnidazole
UniChem Compound Search for chemical match using the InChIKey KPQZUUQMTUIKBP-UHFFFAOYSA-N
UniChem Connectivity Search for chemical match using the InChIKey KPQZUUQMTUIKBP-UHFFFAOYSA-N