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Compound Detail

CHEMBL2431768

LCL-161
🧪 Phase II
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🧪 Phase II
CN[C@@H](C)C(=O)N[C@H](C(=O)N1CCC[C@H]1c1nc(C(=O)c2ccc(F)cc2)cs1)C1CCCCC1

Basic Information

ChEMBL ID CHEMBL2431768
Name LCL-161
Phase Phase II
Structure Type MOL
InChI Key UFPFGVNKHCLJJO-SSKFGXFMSA-N

Known Names

Lcl 161 Lcl-161 Lcl161 Nvp-lcl 161
7
Targets
46
Activities
3
Assay Types
1
PK Parameters
20
Publications
4
Known Names
7
Indications

Molecular Properties

500.6
MW (Da)
3.85
ALogP
6
HBA
2
HBD
91.4
PSA (Ų)
0.54
QED
1
Ro5 Violations
8
Rot. Bonds

Drug Information

Molecule Type Small molecule
Chirality Single Enantiomer

Extended Properties

Molecular Formula C26H33FN4O3S
MW 500.64
Aromatic Rings 2
Heavy Atoms 35
NP-Likeness -0.64

Indications

Breast Neoplasms Multiple Myeloma Polycythemia Vera Primary Myelofibrosis Primary Myelofibrosis Neoplasms Pancreatic Neoplasms

Activity Summary

IC50 34 meas. best 9.4
EC50 9 meas. best 9.4
Kd 3 meas. best 7.98

Target Activity Profile

Target Type Best pChEMBL Mean pChEMBL Best (nM) # Data
Baculoviral IAP repeat-containing protein 2
CHEMBL5462
EC50 9.4 9.4 0.4 1
Baculoviral IAP repeat-containing protein 2
CHEMBL5462
IC50 9.4 7.4009 0.4 11
Unchecked
CHEMBL612545
IC50 9.4 9.4 0.4 1
SK-OV-3
CHEMBL614925
EC50 9.0 8.76 1.0 2
MDA-MB-231
CHEMBL400
EC50 8.11 7.5675 7.8 4
MDA-MB-231
CHEMBL400
IC50 8.11 8.11 7.8 1
Baculoviral IAP repeat-containing protein 7
CHEMBL1075127
IC50 8.05 7.935 9.0 2
Baculoviral IAP repeat-containing protein 2
CHEMBL5462
Kd 7.98 7.98 10.4 1
Baculoviral IAP repeat-containing protein 3
CHEMBL5335
IC50 7.96 7.8067 11.0 6
Baculoviral IAP repeat-containing protein 3
CHEMBL5335
Kd 7.89 7.89 12.9 1
E3 ubiquitin-protein ligase XIAP
CHEMBL4198
IC50 7.52 7.1762 30.0 13
E3 ubiquitin-protein ligase XIAP
CHEMBL4198
EC50 7.46 7.005 35.0 2
E3 ubiquitin-protein ligase XIAP
CHEMBL4198
Kd 7.28 7.28 52.7 1

Pharmacokinetic Data

Parameter Value Units Species
T1/2 2.0 hr Mus musculus

Activity Data Samples

Top measurements by pChEMBL value

Target Type Rel. Value Units pChEMBL Assay PubMed
Unchecked IC50 = 0.4 nM 9.4 Inhibition of cIAP1 (unknown origin) 33650861
Baculoviral IAP repeat-containing protein 2 IC50 = 0.4 nM 9.4 Induction of intracellular cIAP1 degradation in human MDA-MB-231 cells after 2 h... 30091600
Baculoviral IAP repeat-containing protein 2 EC50 = 0.4 nM 9.4 Induction of cIAP1 degradation in human MDA-MB-231 cells after 2 hrs 28492317
SK-OV-3 EC50 = 1.0 nM 9.0 Induction of apoptosis in human SKOV3 cells assessed caspase-3 activation after ... 31095386
SK-OV-3 EC50 = 3.0 nM 8.52 Induction of apoptosis in human SKOV3 cells assessed caspase-3 activation after ... 31095386
MDA-MB-231 EC50 = 7.8 nM 8.11 Cytotoxicity against human MDA-MB-231 cells assessed as decrease in cell prolife... 28492317
MDA-MB-231 IC50 = 7.8 nM 8.11 Antiproliferative activity against human MDA-MB-231 cells after 72 hrs by Alamar... 30091600
Baculoviral IAP repeat-containing protein 7 IC50 = 9.0 nM 8.05 Antagonist activity at N-terminal His-tagged wild type ML-IAP BIR domain (63 to ... 34705456
Baculoviral IAP repeat-containing protein 2 Kd = 10.4 nM 7.98 Binding affinity to cIAP1-BIR3 domain (unknown origin) 30676015
Baculoviral IAP repeat-containing protein 3 IC50 = 11.0 nM 7.96 Inhibition of N-terminal 6x-His-tagged recombinant human cIAP2-BIR3 (244 to 349 ... 31550155
Baculoviral IAP repeat-containing protein 3 IC50 = 13.0 nM 7.89 Displacement of AVPI-biotin from cIAP2 BIR3 domain (unknown origin) preincubated... 37262387
Baculoviral IAP repeat-containing protein 3 Kd = 12.9 nM 7.89 Binding affinity to cIAP2-BIR3 domain (unknown origin) 30676015
Baculoviral IAP repeat-containing protein 7 IC50 = 15.0 nM 7.82 Antagonist activity at N-terminal His-tagged wild type ML-IAP BIR domain (63 to ... 34705456
Baculoviral IAP repeat-containing protein 2 IC50 = 16.0 nM 7.8 Antagonist activity at N-terminal His-tagged cIAP1-BIR3 domain (unknown origin) ... 34705456
Baculoviral IAP repeat-containing protein 3 IC50 = 16.7 nM 7.78 Antagonist activity at N-terminal His-tagged cIAP2-BIR3 domain (unknown origin) ... 34705456
Baculoviral IAP repeat-containing protein 2 IC50 = 17.0 nM 7.77 Displacement of AVPI-biotin from cIAP1 BIR3 domain (unknown origin) preincubated... 37262387
Baculoviral IAP repeat-containing protein 3 IC50 = 17.0 nM 7.77 Antagonist activity at N-terminal His-tagged cIAP2-BIR3 domain (unknown origin) ... 34705456
Baculoviral IAP repeat-containing protein 2 IC50 = 18.6 nM 7.73 Inhibition of N-terminal 6x-His-tagged recombinant human cIAP1-BIR3 (258 to 363 ... 31550155
Baculoviral IAP repeat-containing protein 3 IC50 = 19.0 nM 7.72 Inhibition of N-terminal 6x-His-tagged recombinant human cIAP2-BIR3 (244 to 349 ... 31550155
Baculoviral IAP repeat-containing protein 3 IC50 = 19.0 nM 7.72 Displacement of AVPI-biotin from cIAP2 BIR3 domain (unknown origin) incubated fo... 37262387

Literature References

PubMed DOI Target Context # Activities
- 10.6019/CHEMBL5303304 HEK-293T 7
24083782 10.1021/jm400731m Mus musculus 5
31550155 10.1021/acs.jmedchem.9b01108 E3 ubiquitin-protein ligase XIAP 5
- 10.6019/CHEMBL5303304 U2OS 4
31095386 10.1021/acs.jmedchem.9b00561 E3 ubiquitin-protein ligase XIAP 4
- 10.6019/CHEMBL4495565 SARS-CoV-2 4
31550155 10.1021/acs.jmedchem.9b01108 Baculoviral IAP repeat-containing protein 3 4
31550155 10.1021/acs.jmedchem.9b01108 Baculoviral IAP repeat-containing protein 2 4
34705456 10.1021/acs.jmedchem.1c01459 Baculoviral IAP repeat-containing protein 7 4
24083782 10.1021/jm400731m Baculoviral IAP repeat-containing protein 2 3
- 10.6019/CHEMBL5303304 Fibroblast 3
31550155 10.1021/acs.jmedchem.9b01108 SK-MEL-28 3
37262387 10.1021/acs.jmedchem.3c00467 MDA-MB-231 3
24093940 10.1021/jm400732v Baculoviral IAP repeat-containing protein 2 3
37262387 10.1021/acs.jmedchem.3c00467 E3 ubiquitin-protein ligase XIAP 3
24093940 10.1021/jm400732v SW-620 3
24083782 10.1021/jm400731m E3 ubiquitin-protein ligase XIAP 3
31550155 10.1021/acs.jmedchem.9b01108 A549 3
24083782 10.1021/jm400731m NON-PROTEIN TARGET 3
24083782 10.1021/jm400731m SW-620 3

Data from ChEMBL 36 via Core Engine