maribavir   Click here for help

GtoPdb Ligand ID: 12049

Synonyms: 1263W94 | benzimidavir | Camvia® | G1263 | GW-1263 | Livtencity®
Approved drug
maribavir is an approved drug (FDA (2021), EMA (2022))
Compound class: Synthetic organic
Comment: Maribavir is an orally bioavailable benzimidazole L-riboside that inhibits cytomegalovirus (CMV) pUL97 kinase with nM potency in vitro [1]. It inhibits viral replication.
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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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 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.

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Hydrogen bond acceptors 6
Hydrogen bond donors 4
Rotatable bonds 4
Topological polar surface area 99.77
Molecular weight 375.08
XLogP 2.5
No. Lipinski's rules broken 0
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.

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Canonical SMILES OC[C@@H]1O[C@@H]([C@H]([C@H]1O)O)n1c(NC(C)C)nc2c1cc(Cl)c(c2)Cl
Isomeric SMILES CC(C)Nc1nc2cc(c(cc2n1[C@@H]1[C@H]([C@H]([C@@H](O1)CO)O)O)Cl)Cl
InChI InChI=1S/C15H19Cl2N3O4/c1-6(2)18-15-19-9-3-7(16)8(17)4-10(9)20(15)14-13(23)12(22)11(5-21)24-14/h3-4,6,11-14,21-23H,5H2,1-2H3,(H,18,19)/t11-,12-,13-,14-/m0/s1
InChI Key KJFBVJALEQWJBS-XUXIUFHCSA-N
Classification Click here for help
Compound class Synthetic organic
Approved drug? Yes (FDA (2021), EMA (2022))
IUPAC Name Click here for help
(2S,3S,4R,5S)-2-[5,6-dichloro-2-(propan-2-ylamino)benzimidazol-1-yl]-5-(hydroxymethyl)oxolane-3,4-diol
International Nonproprietary Names Click here for help
INN number INN
7812 maribavir
Synonyms Click here for help
1263W94 | benzimidavir | Camvia® | G1263 | GW-1263 | Livtencity®
Database Links Click here for help
CAS Registry No. 176161-24-3 (source: WHO INN record)
ChEMBL Ligand CHEMBL515408
DrugBank Ligand DB06234
GtoPdb PubChem SID 472319172
PubChem CID 471161
Search Google for chemical match using the InChIKey KJFBVJALEQWJBS-XUXIUFHCSA-N
Search Google for chemicals with the same backbone KJFBVJALEQWJBS
Search PubMed clinical trials maribavir
Search PubMed titles maribavir
Search PubMed titles/abstracts maribavir
UniChem Compound Search for chemical match using the InChIKey KJFBVJALEQWJBS-XUXIUFHCSA-N
UniChem Connectivity Search for chemical match using the InChIKey KJFBVJALEQWJBS-XUXIUFHCSA-N