IPN60090   Click here for help

GtoPdb Ligand ID: 12712

Synonyms: Compound 27 [PMID: 33118821] | IACS-6274 | IACS6274 | IPN-60090
Compound class: Synthetic organic
Comment: IPN60090 (a.k.a. IACS-6274) is an inhibitor of the metabolic enzyme glutaminase (GLS), that blocks conversion of glutamine into glutamate [1]. This action inhibits proliferation of rapidly growing tumour cells and promotes their death. IPN60090 was developed as an orally bioavailable agent with antineoplastic potential.
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2D Structure
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Physico-chemical Properties
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Hydrogen bond acceptors 11
Hydrogen bond donors 2
Rotatable bonds 13
Topological polar surface area 132.47
Molecular weight 532.52
XLogP 2.24
No. Lipinski's rules broken 3
SMILES / InChI / InChIKey
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Canonical SMILES CC1=NC(=CC(=C1)OC2CC(C2)(F)F)CC(=O)NC3=CC=C(CC[C@H](CN4C=C(C(=O)NC)N=N4)F)N=N3
Isomeric SMILES O=C(CC1=CC(OC2CC(F)(F)C2)=CC(C)=N1)NC3=NN=C(CC[C@@H](F)CN4C=C(C(NC)=O)N=N4)C=C3
InChI InChI=1S/C24H27F3N8O3/c1-14-7-18(38-19-10-24(26,27)11-19)8-17(29-14)9-22(36)30-21-6-5-16(31-33-21)4-3-15(25)12-35-13-20(32-34-35)23(37)28-2/h5-8,13,15,19H,3-4,9-12H2,1-2H3,(H,28,37)(H,30,33,36)/t15-/m1/s1
InChI Key GEHZIZWHNLQFAS-OAHLLOKOSA-N
Classification Click here for help
Compound class Synthetic organic
IUPAC Name Click here for help
1-[(2R)-4-[6-[[2-[4-(3,3-difluorocyclobutyl)oxy-6-methylpyridin-2-yl]acetyl]amino]pyridazin-3-yl]-2-fluorobutyl]-N-methyltriazole-4-carboxamide
Synonyms Click here for help
Compound 27 [PMID: 33118821] | IACS-6274 | IACS6274 | IPN-60090
Database Links Click here for help
BindingDB Ligand 50548670
CAS Registry No. 1853164-83-6 (source: PubChem)
ChEMBL Ligand CHEMBL4741924
GtoPdb PubChem SID 483123260
PubChem CID 118627280
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UniChem Connectivity Search for chemical match using the InChIKey GEHZIZWHNLQFAS-OAHLLOKOSA-N