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Compound Detail

CHEMBL4277819

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CN[C@@H](C)C(=O)N[C@@H](CNC(=O)c1ccc(S(=O)(=O)F)cc1)C(=O)N1CCC[C@H]1C(=O)N[C@@H](Cc1ccccc1)C(N)=O

Basic Information

ChEMBL ID CHEMBL4277819
Phase Preclinical
Structure Type MOL
InChI Key HFSDFPGWRRLCFG-ZMVGRULKSA-N
3
Targets
16
Activities
1
Assay Types
2
PK Parameters
7
Publications
0
Known Names

Molecular Properties

618.7
MW (Da)
-0.63
ALogP
8
HBA
5
HBD
196.9
PSA (Ų)
0.18
QED
1
Ro5 Violations
13
Rot. Bonds

Drug Information

Molecule Type Small molecule
Availability Unknown
Chirality Unknown

Flags

First in Class Prodrug

Extended Properties

Molecular Formula C28H35FN6O7S
MW 618.69
Aromatic Rings 2
Heavy Atoms 43
NP-Likeness -0.42

Activity Summary

IC50 16 meas. best 8.0

Target Activity Profile

Target Type Best pChEMBL Mean pChEMBL Best (nM) # Data
E3 ubiquitin-protein ligase XIAP
CHEMBL4198
IC50 8.0 7.4343 10.0 14
Baculoviral IAP repeat-containing protein 2
CHEMBL5462
IC50 6.74 6.74 181.0 1
Baculoviral IAP repeat-containing protein 3
CHEMBL5335
IC50 6.52 6.52 304.0 1

Pharmacokinetic Data

Parameter Value Units Species
T1/2 0.5 hr -
T1/2 0.5 hr -

Activity Data Samples

Top measurements by pChEMBL value

Target Type Rel. Value Units pChEMBL Assay PubMed
E3 ubiquitin-protein ligase XIAP IC50 = 10.0 nM 8.0 Displacement of biotinylated AVPF from N-terminal His tagged recombinant human X... 31095386
E3 ubiquitin-protein ligase XIAP IC50 = 11.0 nM 7.96 Displacement of biotinylated AVPF from N-terminal His tagged recombinant human X... 31095386
E3 ubiquitin-protein ligase XIAP IC50 = 11.3 nM 7.95 Displacement of AVPIAQKSEK-biotin from N-terminal His-tagged human recombinant X... 29940121
E3 ubiquitin-protein ligase XIAP IC50 = 12.0 nM 7.92 Displacement of biotinylated AVPF from N-terminal His tagged recombinant human X... 31095386
E3 ubiquitin-protein ligase XIAP IC50 = 13.0 nM 7.89 Displacement of biotinylated AVPF from N-terminal His tagged recombinant human X... 31095386
E3 ubiquitin-protein ligase XIAP IC50 = 21.0 nM 7.68 Displacement of biotinylated AVPF from N-terminal His tagged recombinant human X... 31095386
E3 ubiquitin-protein ligase XIAP IC50 = 26.0 nM 7.58 Displacement of biotinylated AVPF from N-terminal His tagged recombinant human X... 31095386
E3 ubiquitin-protein ligase XIAP IC50 = 59.0 nM 7.23 Displacement of biotinylated AVPF from N-terminal His tagged recombinant human X... 31095386
E3 ubiquitin-protein ligase XIAP IC50 = 72.0 nM 7.14 Displacement of biotinylated AVPF from N-terminal His tagged recombinant human X... 31095386
E3 ubiquitin-protein ligase XIAP IC50 = 80.0 nM 7.1 Displacement of biotinylated AVPF from N-terminal His tagged recombinant human X... 31095386
E3 ubiquitin-protein ligase XIAP IC50 = 86.0 nM 7.07 Displacement of biotinylated AVPF from N-terminal His tagged recombinant human X... 31095386
E3 ubiquitin-protein ligase XIAP IC50 = 88.0 nM 7.06 Displacement of biotinylated AVPF from N-terminal His tagged recombinant human X... 31095386
E3 ubiquitin-protein ligase XIAP IC50 = 160.0 nM 6.8 Displacement of biotinylated AVPF from N-terminal His tagged recombinant human X... 31095386
Baculoviral IAP repeat-containing protein 2 IC50 = 181.0 nM 6.74 Displacement of AVPIAQKSEK-biotin from cIAP1 BIR3 (unknown origin) after 1 hr by... 29940121
E3 ubiquitin-protein ligase XIAP IC50 = 201.0 nM 6.7 Displacement of biotinylated AVPF from N-terminal His tagged recombinant human X... 31095386
Baculoviral IAP repeat-containing protein 3 IC50 = 304.0 nM 6.52 Displacement of AVPIAQKSEK-biotin from cIAP2 BIR3 (unknown origin) after 1 hr by... 29940121

Literature References

PubMed DOI Target Context # Activities
31095386 10.1021/acs.jmedchem.9b00561 E3 ubiquitin-protein ligase XIAP 26
31095386 10.1021/acs.jmedchem.9b00561 No relevant target 3
29940121 10.1021/acs.jmedchem.8b00810 Unchecked 2
29940121 10.1021/acs.jmedchem.8b00810 Baculoviral IAP repeat-containing protein 2 1
29940121 10.1021/acs.jmedchem.8b00810 Baculoviral IAP repeat-containing protein 3 1
29940121 10.1021/acs.jmedchem.8b00810 E3 ubiquitin-protein ligase XIAP 1
31095386 10.1021/acs.jmedchem.9b00561 ADMET 1

Data from ChEMBL 36 via Core Engine