brigimadlin   Click here for help

GtoPdb Ligand ID: 12627

Synonyms: BI 907828 | BI-907828 | BI907828 | example Ia-34 [WO2017060431A1]
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.
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 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
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 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
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
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