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remimazolam   Click here for help

GtoPdb Ligand ID: 8442

Synonyms: Byfavo® | CNS-7056 | CNS7056
Approved drug
remimazolam is an approved drug (FDA (2020), EMA (2021))
Compound class: Synthetic organic
Comment: Remimazolam is a benzodiazepine type compound, that was developed as an ultra-short-acting sedative/anesthetic [3-4]. This compound combines the actions of the opioid analgesic remifentanil with that of the currently used sedative midazolam (GABAA receptor modulator). Remimazolam is proposed as a safer alternative to the current standard of care.
2D Structure
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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.

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

Calculated molecular properties are available for small molecules and natural products (not peptides). Properties were generated using the Chemistry Development Kit (CDK) (Willighagen EL et al. Journal of Cheminformatics vol. 9:33. 2017, doi:10.1186/s13321-017-0220-4; https://cdk.github.io/). 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.

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Hydrogen bond acceptors 5
Hydrogen bond donors 0
Rotatable bonds 5
Topological polar surface area 68.85
Molecular weight 438.07
XLogP 4.55
No. Lipinski's rules broken 0

Generated using the Chemistry Development Kit (CDK) (Willighagen EL et al. Journal of Cheminformatics vol. 9:33. 2017, doi:10.1186/s13321-017-0220-4; https://cdk.github.io/)
SMILES / InChI / InChIKey
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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.

Generated using the Chemistry Development Kit (CDK) (Willighagen EL et al. Journal of Cheminformatics vol. 9:33. 2017, doi:10.1186/s13321-017-0220-4; https://cdk.github.io/)

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Canonical SMILES COC(=O)CCC1N=C(c2ccccn2)c2c(n3c1nc(c3)C)ccc(c2)Br
Isomeric SMILES COC(=O)CC[C@@H]1N=C(c2ccccn2)c2c(n3c1nc(c3)C)ccc(c2)Br
InChI InChI=1S/C21H19BrN4O2/c1-13-12-26-18-8-6-14(22)11-15(18)20(16-5-3-4-10-23-16)25-17(21(26)24-13)7-9-19(27)28-2/h3-6,8,10-12,17H,7,9H2,1-2H3/t17-/m0/s1
InChI Key GHUYIIGPWBMOGY-KRWDZBQOSA-N

Generated using the Chemistry Development Kit (CDK) (Willighagen EL et al. Journal of Cheminformatics vol. 9:33. 2017, doi:10.1186/s13321-017-0220-4; https://cdk.github.io/)
Classification Click here for help
Compound class Synthetic organic
Approved drug? Yes. EU EMA (2021)  |  US FDA (2020)
IUPAC Name Click here for help
methyl 3-[(4S)-8-bromo-2-methyl-6-pyridin-2-yl-4H-imidazo[1,2-a][1,4]benzodiazepin-4-yl]propanoate
International Nonproprietary Names Click here for help
INN number INN
9232 remimazolam
Synonyms Click here for help
Byfavo® | CNS-7056 | CNS7056
Database Links Click here for help
CAS Registry No. 308242-62-8
GtoPdb PubChem SID 252166652
PubChem CID 9824461
Search Google for chemical match using the InChIKey GHUYIIGPWBMOGY-KRWDZBQOSA-N
Search Google for chemicals with the same backbone GHUYIIGPWBMOGY
Search PubMed clinical trials remimazolam
Search PubMed titles remimazolam
Search PubMed titles/abstracts remimazolam
UniChem Compound Search for chemical match using the InChIKey GHUYIIGPWBMOGY-KRWDZBQOSA-N
UniChem Connectivity Search for chemical match using the InChIKey GHUYIIGPWBMOGY-KRWDZBQOSA-N