lorazepam   Click here for help

GtoPdb Ligand ID: 5884

Synonyms: Ativan® | Orfidal®
Approved drug
lorazepam is an approved drug (FDA (1977))
Compound class: Synthetic organic
Comment: Lorazepam is used for the short-term management of severe anxiety. where it is thought to have a high affinity for GABA receptors. In March of 2016 it has also been reported as a GPR68 surrogate allosteric ligand [1].
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2D Structure
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Physico-chemical Properties
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Hydrogen bond acceptors 4
Hydrogen bond donors 2
Rotatable bonds 1
Topological polar surface area 61.69
Molecular weight 320.01
XLogP 3.9
No. Lipinski's rules broken 0
SMILES / InChI / InChIKey
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Canonical SMILES Clc1ccc2c(c1)C(=NC(C(=O)N2)O)c1ccccc1Cl
Isomeric SMILES Clc1ccc2c(c1)C(=NC(C(=O)N2)O)c1ccccc1Cl
InChI InChI=1S/C15H10Cl2N2O2/c16-8-5-6-12-10(7-8)13(19-15(21)14(20)18-12)9-3-1-2-4-11(9)17/h1-7,15,21H,(H,18,20)
InChI Key DIWRORZWFLOCLC-UHFFFAOYSA-N
Classification Click here for help
Compound class Synthetic organic
Ligand families/groups Benzodiazepine class drugs
Approved drug? Yes (FDA (1977))
WHO Essential Medicine WHO Essential Medicines List (EML) (23rd List, 2023). Access PDF version.
Click to view more information about the WHO Model Lists of Essential Medicines.
IUPAC Name Click here for help
7-chloro-5-(2-chlorophenyl)-3-hydroxy-1,3-dihydro-1,4-benzodiazepin-2-one
International Nonproprietary Names Click here for help
INN number INN
2809 lorazepam
Synonyms Click here for help
Ativan® | Orfidal®
Database Links Click here for help
Specialist databases
GPCRdb Ligand lorazepam
Other databases
CAS Registry No. 846-49-1 (source: SciFinder)
ChEMBL Ligand CHEMBL580
DrugBank Ligand DB00186
DrugCentral Ligand 1606
GtoPdb PubChem SID 178102508
PubChem CID 3958
Search Google for chemical match using the InChIKey DIWRORZWFLOCLC-UHFFFAOYSA-N
Search Google for chemicals with the same backbone DIWRORZWFLOCLC
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UniChem Compound Search for chemical match using the InChIKey DIWRORZWFLOCLC-UHFFFAOYSA-N
UniChem Connectivity Search for chemical match using the InChIKey DIWRORZWFLOCLC-UHFFFAOYSA-N
Wikipedia Lorazepam

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Tocris
Lorazepam (links to external site)
Cat. No. 3087