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Compound Detail

CHEMBL3039522

BIRINAPANT
🧪 Phase II
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🧪 Phase II
CC[C@H](NC(=O)[C@H](C)NC)C(=O)N1C[C@@H](O)C[C@H]1Cc1c(-c2[nH]c3cc(F)ccc3c2C[C@@H]2C[C@H](O)CN2C(=O)[C@H](CC)NC(=O)[C@H](C)NC)[nH]c2cc(F)ccc12

Basic Information

ChEMBL ID CHEMBL3039522
Name BIRINAPANT
Phase Phase II
Structure Type MOL
InChI Key PKWRMUKBEYJEIX-DXXQBUJASA-N

Known Names

Birinapant TL-32711 TL32711
8
Targets
11
Activities
3
Assay Types
0
PK Parameters
20
Publications
3
Known Names
11
Indications
1
Mechanisms

Molecular Properties

807.0
MW (Da)
2.61
ALogP
8
HBA
8
HBD
194.9
PSA (Ų)
0.09
QED
2
Ro5 Violations
15
Rot. Bonds

Drug Information

Molecule Type Small molecule
Chirality Single Enantiomer
USAN Stem -napant
USAN Year 2012

Extended Properties

Molecular Formula C42H56F2N8O6
MW 806.96
Aromatic Rings 4
Heavy Atoms 58
NP-Likeness -0.05

Mechanism of Action

Mechanism Action Type Target Direct Efficacy
cIAP1/cIAP2 inhibitor INHIBITOR cIAP1/cIAP2

Indications

Fallopian Tube Neoplasms Fallopian Tube Neoplasms Ovarian Neoplasms Peritoneal Neoplasms Carcinoma, Squamous Cell Carcinoma, Squamous Cell Hepatitis B, Chronic Leukemia, Myeloid, Acute Myelodysplastic Syndromes Neoplasms Neoplasms

Activity Summary

IC50 6 meas. best 8.0
Kd 4 meas. best 9.0
EC50 1 meas. best 6.52

Target Activity Profile

Target Type Best pChEMBL Mean pChEMBL Best (nM) # Data
Baculoviral IAP repeat-containing protein 7
CHEMBL1075127
Kd 9.0 9.0 1.0 1
Baculoviral IAP repeat-containing protein 2
CHEMBL5462
Kd 9.0 9.0 1.0 1
MDA-MB-231
CHEMBL400
IC50 8.0 8.0 10.0 1
Baculoviral IAP repeat-containing protein 3
CHEMBL5335
Kd 7.44 7.44 36.0 1
NON-PROTEIN TARGET
CHEMBL3879801
IC50 7.4 7.4 40.0 1
E3 ubiquitin-protein ligase XIAP
CHEMBL4198
Kd 7.3 7.3 50.0 1
Baculoviral IAP repeat-containing protein 2
CHEMBL5462
IC50 7.3 7.3 50.0 1
Unchecked
CHEMBL612545
IC50 6.9 6.7933 126.0 3
Nonstructural protein 3
CHEMBL4523954
EC50 6.52 6.52 300.0 1

Activity Data Samples

Top measurements by pChEMBL value

Literature References

PubMed DOI Target Context # Activities
- 10.6019/CHEMBL5303304 HEK-293T 5
26985322 10.1021/acsmedchemlett.5b00461 No relevant target 5
- 10.6019/CHEMBL4495565 SARS-CoV-2 4
- 10.6019/CHEMBL5303304 U2OS 3
25584393 10.1021/jm501482t NON-PROTEIN TARGET 3
- 10.6019/CHEMBL4495564 Replicase polyprotein 1ab 2
- 10.6019/CHEMBL4651402 SARS-CoV-2 2
- 10.6019/CHEMBL4513161 Pseudomonas aeruginosa 2
- 10.6019/CHEMBL5303304 Fibroblast 2
25584393 10.1021/jm501482t Unchecked 2
25584393 10.1021/jm501482t Mus musculus 2
30676015 10.1021/acs.jmedchem.8b01668 Baculoviral IAP repeat-containing protein 3 1
30676015 10.1021/acs.jmedchem.8b01668 Baculoviral IAP repeat-containing protein 7 1
30676015 10.1021/acs.jmedchem.8b01668 Baculoviral IAP repeat-containing protein 2 1
- 10.6019/CHEMBL4513161 Candida albicans 1
- 10.6019/CHEMBL4513161 Cryptococcus neoformans 1
- 10.6019/CHEMBL5308504 Bromodomain-containing protein 4 1
25584393 10.1021/jm501482t Baculoviral IAP repeat-containing protein 2 1
- 10.6019/CHEMBL4513161 Acinetobacter baumannii 1
- 10.6019/CHEMBL4513161 Staphylococcus aureus 1

Data from ChEMBL 36 via Core Engine