A-443654   Click here for help

GtoPdb Ligand ID: 8204

Synonyms: A 443654 | A443654
PDB Ligand
Compound class: Synthetic organic
Comment: A-443654 is an ATP-competitive inhibitor of all three Akt (protein kinase B) subtypes [2], but causes paradixical hyperphosphorylation of two regulatory amino acid residues (Thr308 and Ser473) of the Akt protein [1,3]. A-443654 exhibits modest selectivity for Akt, compared to other AGC family kinases, such as PKA and PKC [2].
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2D Structure
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Physico-chemical Properties
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Hydrogen bond acceptors 3
Hydrogen bond donors 3
Rotatable bonds 6
Topological polar surface area 92.61
Molecular weight 397.19
XLogP 4.17
No. Lipinski's rules broken 0
SMILES / InChI / InChIKey
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Canonical SMILES NC(Cc1c[nH]c2c1cccc2)COc1cncc(c1)c1ccc2c(c1)c(C)n[nH]2
Isomeric SMILES N[C@@H](Cc1c[nH]c2c1cccc2)COc1cncc(c1)c1ccc2c(c1)c(C)n[nH]2
InChI InChI=1S/C24H23N5O/c1-15-22-10-16(6-7-24(22)29-28-15)17-9-20(13-26-11-17)30-14-19(25)8-18-12-27-23-5-3-2-4-21(18)23/h2-7,9-13,19,27H,8,14,25H2,1H3,(H,28,29)/t19-/m0/s1
InChI Key YWTBGJGMTBHQTM-IBGZPJMESA-N
Classification Click here for help
Compound class Synthetic organic
IUPAC Name Click here for help
(2S)-1-(1H-indol-3-yl)-3-[5-(3-methyl-2H-indazol-5-yl)pyridin-3-yl]oxypropan-2-amine
Synonyms Click here for help
A 443654 | A443654
Database Links Click here for help
CAS Registry No. 552325-16-3
ChEMBL Ligand CHEMBL379300
DrugBank Ligand DB08073
GtoPdb PubChem SID 249565884
PubChem CID 10172943
RCSB PDB Ligand L20
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