RMC-9805   Click here for help

GtoPdb Ligand ID: 13482

Synonyms: Example A26 [WO2023060253A1] | RMC9805
Compound class: Synthetic organic
Comment: RMC-9805 is an orally active KRASG12D(ON) inhibitor. Like its predecessor, elironrasib, RMC-9805 acts a molecular glue to promote the formation of a tricomplex between the ligand, target and cyclophilin A, to ultimately block oncogenic RAS signalling and induce tumour cell apoptosis. It was designed for potential to treat KRASG12D-mutated solid tumours. RMC-9805 is one of the RAS inhibitors claimed in Revolution Medicines' patent WO2023060253A1 [1].

RMC-9805 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 18
Hydrogen bond donors 2
Rotatable bonds 15
Topological polar surface area 158.08
Molecular weight 1168.44
XLogP 7.96
No. Lipinski's rules broken 4

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 C[C@@H](C1=C(C=C(C=N1)N2CCN(CC2)C3CC3)C4=C5CC(C)(C)COC(=O)[C@@H]6CCCN(C(=O)[C@H](C[C@H]7CN(CCO7)C8=CC=C(C5=C8)N4CC(F)(F)F)NC(=O)[C@H](C9CCCC9)N%10CC[C@]%11(CCN(C%11)C(=O)[C@H]%12[C@@H](C%13CC%13)N%12C)C%10)N6)OC
Isomeric SMILES O=C1[C@H]2NN(C([C@@H](NC([C@@H](N3C[C@]4(CN(C([C@@H]5N(C)[C@@H]5C6CC6)=O)CC4)CC3)C7CCCC7)=O)C[C@H]8CN(CCO8)C9=CC%10=C(N(C(=C%10CC(CO1)(C)C)C%11=C([C@@H](OC)C)N=CC(N%12CCN(C%13CC%13)CC%12)=C%11)CC(F)(F)F)C=C9)=O)CCC2
InChI InChI=1S/C63H88F3N11O7/c1-39(82-5)52-47(30-44(33-67-52)72-25-23-71(24-26-72)42-14-15-42)55-48-32-61(2,3)38-84-60(81)49-11-8-20-77(69-49)58(79)50(31-45-34-73(27-28-83-45)43-16-17-51(46(48)29-43)76(55)37-63(64,65)66)68-57(78)54(40-9-6-7-10-40)74-21-18-62(35-74)19-22-75(36-62)59(80)56-53(70(56)4)41-12-13-41/h16-17,29-30,33,39-42,45,49-50,53-54,56,69H,6-15,18-28,31-32,34-38H2,1-5H3,(H,68,78)/t39-,45-,49-,50-,53+,54-,56+,62-,70?/m0/s1
InChI Key VKNNQJWNUPSOEK-VCAAAJMFSA-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/)
References
1. Buckl A, Burnett GL, Cregg J, Edwards Av, Gill Al, Knox JE, Kiltun ES, Liu Y, Semko C. (2023)
Ras inhibitors.
Patent number: WO2023060253A1. Assignee: Revolution Medicines, Inc.. Priority date: 07/10/2022. Publication date: 13/04/2023.