AZ-PRMT5i-1   Click here for help

GtoPdb Ligand ID: 13638

Synonyms: AZPRMT5i-1 | compound 28 [PMID: 39080842]
PDB Ligand
Compound class: Synthetic organic
Comment: AZ-PRMT5i-1 is an inhibitor of the arginine methyltransferase PRMT5 [1]. The compound exhibits selectivity for PRMT5 that is in complex with methylthioadenosine (MTA). AZ-PRMT5i-1 was designed as a tool to investigate this mechanism as a pharmacological approach in MTAP-deficient cancers.
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2D Structure
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Physico-chemical Properties
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Hydrogen bond acceptors 7
Hydrogen bond donors 2
Rotatable bonds 4
Topological polar surface area 91.03
Molecular weight 491.47
XLogP 0.12
No. Lipinski's rules broken 0

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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Canonical SMILES C1=C(C=CC(=C1)F)CN2CC[C@]3(C4=CC=C(C=C4C(=O)N3CC5=CC6=NC(=C(C=C6N5)F)N)F)C2=O
Isomeric SMILES NC1=NC2=C(NC(CN3C(=O)C4=CC(F)=CC=C4[C@]35CCN(CC6=CC=C(F)C=C6)C5=O)=C2)C=C1F
InChI InChI=1S/C26H20F3N5O2/c27-15-3-1-14(2-4-15)12-33-8-7-26(25(33)36)19-6-5-16(28)9-18(19)24(35)34(26)13-17-10-21-22(31-17)11-20(29)23(30)32-21/h1-6,9-11,31H,7-8,12-13H2,(H2,30,32)/t26-/m0/s1
InChI Key BJIUKEMXFQJDBZ-SANMLTNESA-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
(3S)-2-[(5-amino-6-fluoro-1H-pyrrolo[3,2-b]pyridin-2-yl)methyl]-6-fluoro-1'-[(4-fluorophenyl)methyl]spiro[isoindole-3,3'-pyrrolidine]-1,2'-dione
Synonyms Click here for help
AZPRMT5i-1 | compound 28 [PMID: 39080842]
Database Links Click here for help
GtoPdb PubChem SID 504705457
PubChem CID 167507171
RCSB PDB Ligand A1H73
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