brigimadlin   Click here for help

GtoPdb Ligand ID: 12627

Synonyms: BI 907828 | BI-907828 | BI907828 | example Ia-34 [WO2017060431A1]
PDB Ligand
Compound class: Synthetic organic
Comment: BI 907828 is a small molecule that disrupts the protein-protein interaction between the tumour suppressor p53 and MDM2 (a p53 repressor protein) [1]. Antagonising this interaction is proposed to block proteosomal degradation of p53 protein, which is expected to re-activate p53-mediated induction of tumour cell apoptosis. The chemical structure was disclosed during the 'First Disclosures of New Drug Candidates' session at the April 2023 (Orlando) meeting of the AACR, and it maps to PubChem CID 129264140, and to the proposed INN brigimadlin.

brigimadlin is commercially available from our sponsors

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 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.

✖
Hydrogen bond acceptors 7
Hydrogen bond donors 2
Rotatable bonds 4
Topological polar surface area 85.24
Molecular weight 591.46
XLogP 2.13
No. Lipinski's rules broken 1

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
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.

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/)

✖
Canonical SMILES CC1=C(C=CC2=C3C[C@@]4([H])[C@]([H])([C@]([H])(C5=CC=CC(=C5F)Cl)[C@@]6(C7=CC=C(C=C7NC6=O)Cl)N4CC8CC8)N3N=C12)C(=O)O
Isomeric SMILES [H][C@]12CC3=C4C=CC(C(O)=O)=C(C)C4=NN3[C@@]1([H])[C@]([H])(C5=CC=CC(Cl)=C5F)[C@@]6(N2CC7CC7)C(=O)NC8=CC(Cl)=CC=C68
InChI InChI=1S/C31H25Cl2FN4O3/c1-14-17(29(39)40)8-9-18-23-12-24-28(38(23)36-27(14)18)25(19-3-2-4-21(33)26(19)34)31(37(24)13-15-5-6-15)20-10-7-16(32)11-22(20)35-30(31)41/h2-4,7-11,15,24-25,28H,5-6,12-13H2,1H3,(H,35,41)(H,39,40)/t24-,25-,28+,31+/m0/s1
InChI Key AMTXDBGKYPDTTA-SJVQGLCSSA-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
International Nonproprietary Names Click here for help
INN number INN
12473 brigimadlin
Synonyms Click here for help
BI 907828 | BI-907828 | BI907828 | example Ia-34 [WO2017060431A1]
Database Links Click here for help
BindingDB Ligand 454378
CAS Registry No. 2095116-40-6 (source: WHO INN record)
GtoPdb PubChem SID 479821417
PubChem CID 129264140
RCSB PDB Ligand G7I
Search Google for chemical match using the InChIKey AMTXDBGKYPDTTA-SJVQGLCSSA-N
Search Google for chemicals with the same backbone AMTXDBGKYPDTTA
Search PubMed clinical trials brigimadlin
Search PubMed titles brigimadlin
Search PubMed titles/abstracts brigimadlin
UniChem Compound Search for chemical match using the InChIKey AMTXDBGKYPDTTA-SJVQGLCSSA-N
UniChem Connectivity Search for chemical match using the InChIKey AMTXDBGKYPDTTA-SJVQGLCSSA-N

Product suppliers

View disclaimer

Sponsored products disclaimer

Product supplier links are provided as a service to assist in identifying commercial suppliers of reagents that are mentioned on the IUPHAR/BPS Guide to PHARMACOLOGY database website, and do not imply their endorsement by NC-IUPHAR.

Links are provided in return for sponsorship, used to fund improvements to this database. The sponsorship account is managed and audited by the University of Edinburgh, a charitable body registered in Scotland, SC005336. If you are interested in sponsoring the database, please contact us.

✖

MedChemExpress
Brigimadlin (links to external site)
Cat. No. HY-152859