enbezotinib   Click here for help

GtoPdb Ligand ID: 11873

Compound class: Synthetic organic
Comment: Enbezotinib was included in the WHO's list 126 of proposed INNs in January 2022. It was classified as a tyrosine kinase inhibitor and antineoplastic in that list. We drew the chemical structure from the INN document.
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 5
Hydrogen bond donors 1
Rotatable bonds 0
Topological polar surface area 90.64
Molecular weight 423.17
XLogP 2.67
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 C[C@H]1CNC(=O)c2cnn3c2nc2C(Cc4c(O1)ncc(c4)F)[C@@H]1CCC[C@H]1Oc2c3
Isomeric SMILES [C@@H]12CCC[C@H]1C1Cc3c(O[C@@H](C)CNC(=O)c4c5nc1c(O2)cn5nc4)ncc(F)c3
InChI InChI=1S/C22H22FN5O3/c1-11-7-24-21(29)16-9-26-28-10-18-19(27-20(16)28)15(14-3-2-4-17(14)31-18)6-12-5-13(23)8-25-22(12)30-11/h5,8-11,14-15,17H,2-4,6-7H2,1H3,(H,24,29)/t11-,14-,15?,17+/m0/s1
InChI Key DQWACWSBFOTIDY-OUPFIFMPSA-N
Classification Click here for help
Compound class Synthetic organic
Database Links Click here for help
CAS Registry No. 2359649-81-1 (source: WHO INN record)
GtoPdb PubChem SID 461663429
PubChem CID 162679542
Search Google for chemical match using the InChIKey DQWACWSBFOTIDY-OUPFIFMPSA-N
Search Google for chemicals with the same backbone DQWACWSBFOTIDY
UniChem Compound Search for chemical match using the InChIKey DQWACWSBFOTIDY-OUPFIFMPSA-N
UniChem Connectivity Search for chemical match using the InChIKey DQWACWSBFOTIDY-OUPFIFMPSA-N