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sacibertinib   Click here for help

GtoPdb Ligand ID: 12090

Synonyms: Example 161 [WO2011153942A1]
Compound class: Synthetic organic
Comment: We obtained the chemical structure for sacibertinib from the WHO's proposed INN list 127 (21 July 2022). In this document it was described as a tyrosine kinase inhibitor and antineoplastic. This same chemical structure is claimed in patent WO2011153942A1 [1]. Inventions of this patent are described as inhibitors of erbB family receptor tyrosine kinases, in particular of EGFR and Her2 (ERBB2).
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 8
Hydrogen bond donors 2
Rotatable bonds 12
Topological polar surface area 121.63
Molecular weight 598.21
XLogP 3.44
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 N#Cc1cnc2c(c1Nc1ccc(c(c1)Cl)OCc1ccccn1)cc(c(c2)O[C@H]1CCOC1)NC(=O)/C=C/CN(C)C
Isomeric SMILES [C@@H]1(CCOC1)Oc1cc2ncc(C#N)c(Nc3ccc(OCc4ncccc4)c(Cl)c3)c2cc1NC(=O)/C=C/CN(C)C
InChI InChI=1S/C32H31ClN6O4/c1-39(2)12-5-7-31(40)38-28-15-25-27(16-30(28)43-24-10-13-41-20-24)36-18-21(17-34)32(25)37-22-8-9-29(26(33)14-22)42-19-23-6-3-4-11-35-23/h3-9,11,14-16,18,24H,10,12-13,19-20H2,1-2H3,(H,36,37)(H,38,40)/b7-5+/t24-/m0/s1
InChI Key ZGYIXVSQHOKQRZ-COIATFDQSA-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
(E)-N-[4-[3-chloro-4-(pyridin-2-ylmethoxy)anilino]-3-cyano-7-[(3S)-oxolan-3-yl]oxyquinolin-6-yl]-4-(dimethylamino)but-2-enamide
International Nonproprietary Names Click here for help
INN number INN
12300 sacibertinib
Synonyms Click here for help
Example 161 [WO2011153942A1]
Database Links Click here for help
CAS Registry No. 1351941-69-9 (source: WHO INN record)
GtoPdb PubChem SID 472319212
PubChem CID 89496273
Search Google for chemical match using the InChIKey ZGYIXVSQHOKQRZ-COIATFDQSA-N
Search Google for chemicals with the same backbone ZGYIXVSQHOKQRZ
Search PubMed clinical trials sacibertinib
Search PubMed titles sacibertinib
Search PubMed titles/abstracts sacibertinib
UniChem Compound Search for chemical match using the InChIKey ZGYIXVSQHOKQRZ-COIATFDQSA-N
UniChem Connectivity Search for chemical match using the InChIKey ZGYIXVSQHOKQRZ-COIATFDQSA-N