emilumenib   Click here for help

GtoPdb Ligand ID: 13617

Synonyms: DS-1594a | DS-1594b
PDB Ligand
Compound class: Synthetic organic
Comment: Emilumenib (DS-1594) is an orally available small-molecule menin inhibitor [1]. It binds to the nuclear protein menin (MEN1) and prevents its interaction with menin-mixed lineage leukemia (MLL; KMT2A, lysine methyltransferase 2A), as a mechanism to disrupt proleukemogenic signalling via the menin-KMT2A complex in acute leukemias with KMT2A rearrangements.

emilumenib is commercially available from our sponsors

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 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 9
Hydrogen bond donors 2
Rotatable bonds 10
Topological polar surface area 128.7
Molecular weight 574.62
XLogP 2.54
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
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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 CN([C@H]1C[C@H](C[C@H]1O)NCC2=CC=C(C=C2)C3=CC(=C(N=N3)OC)OC)C4=NC=NC5=C4C=C(CC(F)(F)F)S5
Isomeric SMILES CN([C@H]1C[C@H](C[C@H]1O)NCC2=CC=C(C=C2)C3=NN=C(C(=C3)OC)OC)C4=C5C=C(SC5=NC=N4)CC(F)(F)F
InChI InChI=1S/C27H29F3N6O3S/c1-36(24-19-10-18(12-27(28,29)30)40-26(19)33-14-32-24)21-8-17(9-22(21)37)31-13-15-4-6-16(7-5-15)20-11-23(38-2)25(39-3)35-34-20/h4-7,10-11,14,17,21-22,31,37H,8-9,12-13H2,1-3H3/t17-,21+,22-/m1/s1
InChI Key FFHYBSANKGPTCW-VOQZNFBZSA-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
IUPAC Name Click here for help
(1R,2S,4R)-4-[[4-(5,6-dimethoxypyridazin-3-yl)phenyl]methylamino]-2-[methyl-[6-(2,2,2-trifluoroethyl)thieno[2,3-d]pyrimidin-4-yl]amino]cyclopentan-1-ol
International Nonproprietary Names Click here for help
INN number INN
12654 emilumenib
Synonyms Click here for help
DS-1594a | DS-1594b
Database Links Click here for help
CAS Registry No. 2440018-29-9 (source: WHO INN record)
ChEMBL Ligand CHEMBL5314517
GtoPdb PubChem SID 504705436
PubChem CID 146636100
RCSB PDB Ligand 7IX
Search Google for chemical match using the InChIKey FFHYBSANKGPTCW-VOQZNFBZSA-N
Search Google for chemicals with the same backbone FFHYBSANKGPTCW
Search PubMed clinical trials emilumenib
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Search PubMed titles/abstracts emilumenib
UniChem Compound Search for chemical match using the InChIKey FFHYBSANKGPTCW-VOQZNFBZSA-N
UniChem Connectivity Search for chemical match using the InChIKey FFHYBSANKGPTCW-VOQZNFBZSA-N

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MedChemExpress
Emilumenib (links to external site)
Cat. No. HY-148676