enzomenib   Click here for help

GtoPdb Ligand ID: 13620

Synonyms: DSP-5336 | DSP5336
Compound class: Synthetic organic
Comment: Enzomenib (DSP-5336) a is small-molecule menin inhibitor [1]. It binds to the nuclear tumour suppressor protein menin (MEN1) and prevents its interaction with menin-mixed lineage leukemia (MLL; KMT2A, lysine methyltransferase 2A), as a mechanism to block proleukemogenic signalling. Disrupting the menin-KMT2A axis may also be effective against leukemias harbouring nucleophosmin 1 (NPM1) mutations.
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 1
Rotatable bonds 9
Topological polar surface area 89.84
Molecular weight 590.73
XLogP 2.43
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 CC(C)N(C(C)C)C(=O)C1=CC(=CC=C1OC2=C(N=CN=C2)N3CC4(CCN(CC4)C(=O)[C@@H]5[C@@H]6CC[C@@H](CC6=C)N5)C3)F
Isomeric SMILES CC(C)N(C(C)C)C(=O)C1=C(C=CC(=C1)F)OC2=CN=CN=C2N3CC4(C3)CCN(CC4)C(=O)[C@@H]5[C@@H]6CC[C@H](N5)CC6=C
InChI InChI=1S/C33H43FN6O3/c1-20(2)40(21(3)4)31(41)26-15-23(34)6-9-27(26)43-28-16-35-19-36-30(28)39-17-33(18-39)10-12-38(13-11-33)32(42)29-25-8-7-24(37-29)14-22(25)5/h6,9,15-16,19-21,24-25,29,37H,5,7-8,10-14,17-18H2,1-4H3/t24-,25+,29-/m0/s1
InChI Key JQHJEDMMWUIYCE-FVVBACEJSA-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
5-fluoro-2-[4-[7-[(1S,3S,4R)-5-methylidene-2-azabicyclo[2.2.2]octane-3-carbonyl]-2,7-diazaspiro[3.5]nonan-2-yl]pyrimidin-5-yl]oxy-N,N-di(propan-2-yl)benzamide
International Nonproprietary Names Click here for help
INN number INN
12974 enzomenib
Synonyms Click here for help
DSP-5336 | DSP5336
Database Links Click here for help
BindingDB Ligand 470581
CAS Registry No. 2412555-70-3 (source: WHO INN record)
ChEMBL Ligand CHEMBL5314915
GtoPdb PubChem SID 504705439
PubChem CID 146430058
Search Google for chemical match using the InChIKey JQHJEDMMWUIYCE-FVVBACEJSA-N
Search Google for chemicals with the same backbone JQHJEDMMWUIYCE
Search PubMed clinical trials enzomenib
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Search PubMed titles/abstracts enzomenib
UniChem Compound Search for chemical match using the InChIKey JQHJEDMMWUIYCE-FVVBACEJSA-N
UniChem Connectivity Search for chemical match using the InChIKey JQHJEDMMWUIYCE-FVVBACEJSA-N