AMG650   Click here for help

GtoPdb Ligand ID: 11949

Synonyms: AMG 650 | AMG-650 | example 11-52 [US20200239441A1] [1]
Compound class: Synthetic organic
Comment: AMG650 is an oral, first in class, selective small molecule inhibitor of kinesin family member 18A (KIF18A; Q8NI77). Its structure was revealed during the 'first disclosure' session at the ACS Spring 2022 meeting. AMG650 is being investigated for anti-tumour potential in metastatic solid tumours, in particular in TP53 mutant unstable aneuploid cancers that display chromosomal instability (CIN) and which become dependent upon KIF18A activity to prevent lethal multipolar cell division. AMG650 is one of the compounds (example 11-52) that are claimed in Amgen's patent US20200239441A1 [1].
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 10
Hydrogen bond donors 3
Rotatable bonds 9
Topological polar surface area 136.14
Molecular weight 560.26
XLogP 5.07
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 OCCS(=O)(=O)Nc1ccc(c(c1)N1CCC2(CC1)CC2)C(=O)Nc1cc(C)nc(n1)N1CCC(CC1)(C)F
Isomeric SMILES Cc1nc(nc(NC(=O)c2c(cc(NS(=O)(=O)CCO)cc2)N2CCC3(CC3)CC2)c1)N1CCC(C)(F)CC1
InChI InChI=1S/C27H37FN6O4S/c1-19-17-23(31-25(29-19)34-11-7-26(2,28)8-12-34)30-24(36)21-4-3-20(32-39(37,38)16-15-35)18-22(21)33-13-9-27(5-6-27)10-14-33/h3-4,17-18,32,35H,5-16H2,1-2H3,(H,29,30,31,36)
InChI Key JFARSZKBZGPJGR-UHFFFAOYSA-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/)
Download 2D Structure Click here for help
Canonical SMILES Download
Isomeric SMILES Download
InChI standard identifier Download
InChI standard key Download

Molecular structure representations generated using Open Babel