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Compound Detail

CHEMBL371064

BALICATIB
🧪 Phase II
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🧪 Phase II
CCCN1CCN(c2ccc(C(=O)NC3(C(=O)NCC#N)CCCCC3)cc2)CC1
ChEMBL ↗ Properties Compare Identifier

Basic Information

ChEMBL ID CHEMBL371064
Name BALICATIB
Phase Phase II
Structure Type MOL
InChI Key LLCRBOWRJOUJAE-UHFFFAOYSA-N

Known Names

AAE-581 AAE581 Balicatib
10
Targets
34
Activities
2
Assay Types
2
PK Parameters
20
Publications
3
Known Names
2
Indications
1
Mechanisms

Molecular Properties

411.6
MW (Da)
2.29
ALogP
5
HBA
2
HBD
88.5
PSA (Ų)
0.67
QED
0
Ro5 Violations
7
Rot. Bonds

Drug Information

Molecule Type Small molecule
Chirality Achiral

Flags

Natural Product
USAN Stem -catib

Extended Properties

Molecular Formula C23H33N5O2
MW 411.55
Aromatic Rings 1
Heavy Atoms 30
NP-Likeness -1.60

Mechanism of Action

Mechanism Action Type Target Direct Efficacy
Cathepsin K inhibitor INHIBITOR Cathepsin K ✓ ✓

Indications

Osteoarthritis, Knee Osteoporosis

Activity Summary

IC50 23 meas. best 9.22
Ki 11 meas. best 8.89

Target Activity Profile

Target Type Best pChEMBL Mean pChEMBL Best (nM) # Data
Cathepsin K
CHEMBL268
 IC50 9.22 8.704 0.6 5
Cathepsin D
CHEMBL2581
 Ki 8.89 8.89 1.3 1
Cathepsin K
CHEMBL268
 Ki 8.85 8.85 1.4 1
Cathepsin K
CHEMBL3349
 Ki 8.85 8.85 1.4 1
Cathepsin K
CHEMBL3349
 IC50 8.57 8.57 2.7 2
Unchecked
CHEMBL612545
 IC50 7.58 7.58 26.6 1
Procathepsin L
CHEMBL3837
 IC50 7.32 6.98 48.0 3
Cathepsin B
CHEMBL4072
 IC50 7.21 6.265 61.0 4
Osteoclast
CHEMBL612548
 IC50 7.01 7.01 97.0 2
Cathepsin S
CHEMBL4098
 IC50 6.32 5.76 480.0 2
Procathepsin L
CHEMBL3837
 Ki 6.3 5.5133 503.0 3
Cathepsin S
CHEMBL2954
 IC50 5.54 5.09 2900.0 3
Cathepsin B
CHEMBL4072
 Ki 5.54 5.48 2900.0 2
A20
CHEMBL613850
 IC50 5.21 5.21 6180.0 1
Cathepsin S
CHEMBL2954
 Ki 4.55 4.42 28000.0 3

Pharmacokinetic Data

Parameter Value Units Species
T1/2 10.0 hr -
T1/2 97.0 hr -

Activity Data Samples

Top measurements by pChEMBL value

Target Type Rel. Value Units pChEMBL Assay PubMed
Cathepsin K IC50 = 0.6 nM 9.22 Inhibition of human cathepsin K 18226527
Cathepsin D Ki = 1.29 nM 8.89 Inhibition of human cathepsin K using Z-Leu-Arg-AMC fluorogenic substrate incuba... 25313316
Cathepsin K IC50 = 1.4 nM 8.85 Inhibitory activity against humanized rabbit cathepsin K 16302795
Cathepsin K Ki = 1.4 nM 8.85 Inhibitory constant against rabbit cathepsin K using Z-Phe-Arg-AMC substrate 16302794
Cathepsin K Ki = 1.4 nM 8.85 Inhibition of human cathepsin-K using Z-Gly-Pro-Arg-AMC as substrate preincubate... 26280490
Cathepsin K IC50 = 1.4 nM 8.85 Inhibition of cathepsin K 20218623
Cathepsin K IC50 = 2.7 nM 8.57 Inhibitory activity against rabbit cathepsin K 16302795
Cathepsin K IC50 = 2.7 nM 8.57 Inhibition of rabbit cathepsin K 18226527
Cathepsin K IC50 = 5.0 nM 8.3 Inhibition of cathepsin-k 22984809
Cathepsin K IC50 = 5.0 nM 8.3 Inhibition of human recombinant CatK assessed as suppression of enzyme-mediated ... 22742641
Unchecked IC50 = 26.6 nM 7.58 Inhibition of osteoclastogenesis in human bone marrow-derived stem cells assesse... 22984809
Procathepsin L IC50 = 48.0 nM 7.32 Inhibitory activity against human cathepsin L expressed in HepG2 cells 16302795
Procathepsin L IC50 = 48.0 nM 7.32 Inhibition of cathepsin L in human HepG2 cells 18226527
Cathepsin B IC50 = 61.0 nM 7.21 Inhibitory activity against human cathepsin B expressed in HepG2 cells 16302795
Cathepsin B IC50 = 61.0 nM 7.21 Inhibition of cathepsin B in human HepG2 cells 18226527
Osteoclast IC50 = 97.0 nM 7.01 Inhibition of bone resorption in rabbit osteoclast 18226527
Osteoclast IC50 = 97.0 nM 7.01 Effect of compound on degradation of collagen in osteoclast bone resorption assa... 16302795
Cathepsin S IC50 = 480.0 nM 6.32 Inhibitory activity against mouse cathepsin S in mouse splenocytes 16302795
Procathepsin L IC50 = 503.0 nM 6.3 Inhibitory activity against human cathepsin L 16302795
Procathepsin L Ki = 503.0 nM 6.3 Inhibition of human cathepsin-L using Z-Phe-Arg-AMC as substrate preincubated fo... 26280490

Literature References

PubMed DOI Target Context # Activities
20218623 10.1021/jm9018756 Homo sapiens 4
16302795 10.1021/jm0504961 Cathepsin S 4
- 10.6019/CHEMBL4495565 SARS-CoV-2 4
20218623 10.1021/jm9018756 Unchecked 3
16302795 10.1021/jm0504961 Rattus norvegicus 2
19168354 10.1016/j.bmcl.2008.12.105 Unchecked 2
- 10.6019/CHEMBL4495564 Replicase polyprotein 1ab 2
- 10.6019/CHEMBL5724709 U2OS 2
- 10.6019/CHEMBL5724709 HEK-293T 2
18226527 10.1016/j.bmcl.2007.12.047 Cathepsin K 2
16302795 10.1021/jm0504961 Cathepsin K 2
16302795 10.1021/jm0504961 No relevant target 2
- 10.6019/CHEMBL4808148 Histone deacetylase 6 2
- 10.6019/CHEMBL5724709 Fibroblast 2
16302795 10.1021/jm0504961 Procathepsin L 2
16302795 10.1021/jm0504961 Cathepsin B 2
16302795 10.1021/jm0504961 A20 1
16302795 10.1021/jm0504961 Osteoclast 1
- 10.6019/CHEMBL5724796 Bromodomain-containing protein 4 1
16302794 10.1021/jm058198r Cathepsin B 1

Data from ChEMBL 36 via Core Engine