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Compound Detail

CHEMBL4297639

LORECIVIVINT
🧪 Phase III
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🧪 Phase III
CC(C)CC(=O)Nc1cncc(-c2ccc3[nH]nc(-c4nc5cncc(-c6cccc(F)c6)c5[nH]4)c3c2)c1
ChEMBL ↗ Properties Compare Identifier

Basic Information

ChEMBL ID CHEMBL4297639
Name LORECIVIVINT
Phase Phase III
Structure Type MOL
InChI Key AQDWDWAYVBQMAM-UHFFFAOYSA-N

Known Names

Adavivint Lorecivivint SM-04690 Sm04690
10
Targets
33
Activities
3
Assay Types
0
PK Parameters
20
Publications
4
Known Names
3
Indications
2
Mechanisms

Molecular Properties

505.6
MW (Da)
6.35
ALogP
5
HBA
3
HBD
112.2
PSA (Ų)
0.24
QED
2
Ro5 Violations
6
Rot. Bonds

Drug Information

Molecule Type Small molecule
Chirality Achiral
USAN Stem -vin-; -vivint
USAN Year 2019

Extended Properties

Molecular Formula C29H24FN7O
MW 505.56
Aromatic Rings 6
Heavy Atoms 38
NP-Likeness -1.23

Mechanism of Action

Mechanism Action Type Target Direct Efficacy
Dual specificity tyrosine-phosphorylation-regulated kinase 1A inhibitor INHIBITOR Dual specificity tyrosine-phosphorylation-regulated kinase 1A ✓ ✓
Dual specificity protein kinase CLK2 inhibitor INHIBITOR Dual specificity protein kinase CLK2 ✓ ✓

Indications

Osteoarthritis, Knee Osteoarthritis Intervertebral Disc Degeneration

Activity Summary

IC50 23 meas. best 8.11
EC50 7 meas. best 8.47
Kd 3 meas. best 8.23

Target Activity Profile

Target Type Best pChEMBL Mean pChEMBL Best (nM) # Data
Unchecked
CHEMBL612545
 EC50 8.47 7.5125 3.4 4
Dual specificity tyrosine-phosphorylation-regulated kinase 1A
CHEMBL2292
 EC50 8.3 8.3 5.0 1
Dual specificity protein kinase CLK1
CHEMBL4224
 Kd 8.23 8.23 5.9 1
Dual specificity protein kinase CLK2
CHEMBL4225
 EC50 8.22 8.22 6.0 1
Dual specificity protein kinase CLK2
CHEMBL4225
 IC50 8.11 8.06 7.8 5
Dual specificity tyrosine-phosphorylation-regulated kinase 1A
CHEMBL2292
 Kd 7.7 7.7 19.9 1
Dual specificity protein kinase CLK4
CHEMBL4203
 IC50 7.68 7.15 21.0 2
Dual specificity tyrosine-phosphorylation-regulated kinase 1A
CHEMBL2292
 IC50 7.57 7.49 26.9 6
Dual specificity protein kinase CLK3
CHEMBL4226
 IC50 7.35 7.235 44.3 2
Dual specificity protein kinase CLK3
CHEMBL4226
 EC50 7.25 7.25 56.0 1
Dual specificity tyrosine-phosphorylation-regulated kinase 1B
CHEMBL5543
 IC50 7.05 7.03 89.0 2
Glycogen synthase kinase-3 beta
CHEMBL262
 Kd 6.81 6.81 155.1 1
Dual specificity protein kinase CLK1
CHEMBL4224
 IC50 6.62 6.49 239.0 3
Glycogen synthase kinase-3 beta
CHEMBL262
 IC50 6.19 6.19 641.4 1
HT-22
CHEMBL614316
 IC50 5.68 5.68 2100.0 1
Dual specificity tyrosine-phosphorylation-regulated kinase 2
CHEMBL4376
 IC50 5.22 5.22 6049.0 1

Activity Data Samples

Top measurements by pChEMBL value

Target Type Rel. Value Units pChEMBL Assay PubMed
Unchecked EC50 = 3.4 nM 8.47 Effect on Wnt signaling pathway in human SW480 cells harbouring TCF/LEF lucifera... -
Dual specificity tyrosine-phosphorylation-regulated kinase 1A EC50 = 5.0 nM 8.3 Inhibition of recombinant DYRK1A (unknown origin) using Ser/Thr 18 peptide as su... -
Dual specificity protein kinase CLK1 Kd = 5.889 nM 8.23 Binding affinity to human CLK1 assessed as equilibrium dissociation constant mea... 36876904
Dual specificity protein kinase CLK2 EC50 = 6.0 nM 8.22 Inhibition of recombinant CLK2 (unknown origin) using Ser/Thr 6 peptide as subst... -
Dual specificity protein kinase CLK2 IC50 = 7.8 nM 8.11 Inhibition of CLK2 (unknown origin) 35863237
Dual specificity protein kinase CLK2 IC50 = 7.8 nM 8.11 Inhibition of human CLK2 34519506
Dual specificity protein kinase CLK2 IC50 = 7.8 nM 8.11 Inhibition of CLK2 (unknown origin) incubated for 10 mins in presence of ATP 38500250
Dual specificity protein kinase CLK2 IC50 = 8.0 nM 8.1 Inhibition of human CLK2 33783220
Dual specificity protein kinase CLK2 IC50 = 13.6 nM 7.87 Inhibition of recombinant human CLK2 expressed in Sf9 insect cells incubated for... 36876904
Unchecked EC50 = 20.0 nM 7.7 Inhibition of Wnt signalling in human SW480 cells harbouring TCF/LEF luciferase ... 33783220
Dual specificity tyrosine-phosphorylation-regulated kinase 1A Kd = 19.95 nM 7.7 Binding affinity to human DYRK1A assessed as equilibrium dissociation constant m... 36876904
Dual specificity protein kinase CLK4 IC50 = 21.0 nM 7.68 Inhibition of CLK4 (unknown origin) incubated for 10 mins in presence of ATP 38500250
Dual specificity tyrosine-phosphorylation-regulated kinase 1A IC50 = 26.9 nM 7.57 Inhibition of DYRK1A (unknown origin) 35863237
Dual specificity tyrosine-phosphorylation-regulated kinase 1A IC50 = 26.9 nM 7.57 Inhibition of human DYRK1A 34519506
Dual specificity tyrosine-phosphorylation-regulated kinase 1A IC50 = 26.9 nM 7.57 Inhibition of DYRK1A (unknown origin) incubated for 10 mins in presence of ATP 38500250
Dual specificity tyrosine-phosphorylation-regulated kinase 1A IC50 = 30.0 nM 7.52 Inhibition of human DYRK1A 33783220
Unchecked EC50 = 30.0 nM 7.52 Induction of chondrogenesis in human MSC assessed as incubated for 6 days by rho... -
Dual specificity tyrosine-phosphorylation-regulated kinase 1A IC50 = 41.1 nM 7.39 Inhibition of recombinant human DYRK1A expressed in Escherichia coli using DYRKt... 36876904
Dual specificity protein kinase CLK3 IC50 = 44.3 nM 7.35 Inhibition of CLK3 (unknown origin) incubated for 10 mins in presence of ATP 38500250
Dual specificity tyrosine-phosphorylation-regulated kinase 1A IC50 = 48.0 nM 7.32 Inhibition of recombinant human DYRK1A expressed in Sf9 insect cells incubated f... 36876904

Literature References

PubMed DOI Target Context # Activities
- 10.6019/CHEMBL5724801 Fibroblast 320
- 10.6019/CHEMBL5724801 U2OS 320
- 10.6019/CHEMBL5724801 HEK-293T 320
- 10.6019/CHEMBL5058564 Fibroblast 9
- 10.6019/CHEMBL5058564 U2OS 9
- 10.6019/CHEMBL5303304 U2OS 9
- 10.6019/CHEMBL5058564 HEK-293T 8
- 10.6019/CHEMBL5303304 HEK-293T 8
34519506 10.1021/acs.jmedchem.1c00985 Dual specificity protein kinase CLK2 7
- 10.6019/CHEMBL5303304 Fibroblast 7
36876904 10.1021/acs.jmedchem.2c02068 Unchecked 5
36876904 10.1021/acs.jmedchem.2c02068 Dual specificity protein kinase CLK1 4
36876904 10.1021/acs.jmedchem.2c02068 Dual specificity tyrosine-phosphorylation-regulated kinase 1A 4
36876904 10.1021/acs.jmedchem.2c02068 Glycogen synthase kinase-3 beta 3
36876904 10.1021/acs.jmedchem.2c02068 Dual specificity tyrosine-phosphorylation-regulated kinase 1B 2
35863237 10.1016/j.bmc.2022.116921 Dual specificity protein kinase CLK2 1
- 10.6019/CHEMBL5060014 Transcription intermediary factor 1-alpha 1
- 10.6019/CHEMBL5060014 Mitogen-activated protein kinase 1 1
- 10.6019/CHEMBL5060014 Glycogen synthase kinase-3 beta 1
- 10.6019/CHEMBL5060014 Bromodomain-containing protein 4 1

Data from ChEMBL 36 via Core Engine