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Compound Detail

CHEMBL5417444

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COc1cc(-n2cnc3cc(-c4cnn(C)c4)ccc32)cc(OC(F)F)c1C(=O)NC1CC1
ChEMBL ↗ Properties Compare Identifier

Basic Information

ChEMBL ID CHEMBL5417444
Phase Preclinical
Structure Type MOL
InChI Key PFTXFNSHFZLJNT-UHFFFAOYSA-N
24
Targets
30
Activities
1
Assay Types
17
PK Parameters
20
Publications
0
Known Names

Molecular Properties

453.4
MW (Da)
3.93
ALogP
7
HBA
1
HBD
83.2
PSA (Ų)
0.46
QED
0
Ro5 Violations
7
Rot. Bonds

Drug Information

Availability Unknown
Chirality Unknown

Flags

First in Class Prodrug

Extended Properties

Molecular Formula C23H21F2N5O3
MW 453.45
Aromatic Rings 4
Heavy Atoms 33
NP-Likeness -1.82

Activity Summary

IC50 30 meas. best 9.22

Target Activity Profile

Target Type Best pChEMBL Mean pChEMBL Best (nM) # Data
Serine/threonine-protein kinase SIK3
CHEMBL6149
 IC50 9.22 9.22 0.6 2
Serine/threonine-protein kinase SIK2
CHEMBL5699
 IC50 9.15 9.15 0.7 2
Serine/threonine-protein kinase SIK1
CHEMBL6082
 IC50 8.7 8.7 2.0 2
Unchecked
CHEMBL612545
 IC50 7.8 7.635 15.8 4
Receptor-interacting serine/threonine-protein kinase 2
CHEMBL5014
 IC50 7.71 7.71 19.7 1
Epithelial discoidin domain-containing receptor 1
CHEMBL5319
 IC50 7.24 7.24 57.0 1
LIM domain kinase 1
CHEMBL3836
 IC50 7.17 7.17 67.3 1
Mitogen-activated protein kinase kinase kinase 20
CHEMBL3886
 IC50 6.99 6.99 103.0 1
Tyrosine-protein kinase Lyn
CHEMBL3905
 IC50 6.57 6.57 272.0 1
Tyrosine-protein kinase ABL1
CHEMBL1862
 IC50 6.49 6.49 325.0 1
Tyrosine-protein kinase Lck
CHEMBL258
 IC50 6.42 6.42 385.0 1
Tyrosine-protein kinase Fyn
CHEMBL1841
 IC50 6.35 6.35 447.0 1
Tyrosine-protein kinase ABL2
CHEMBL4014
 IC50 6.31 6.31 493.0 1
Tyrosine-protein kinase Yes
CHEMBL2073
 IC50 6.22 6.22 598.0 1
Macrophage colony-stimulating factor 1 receptor
CHEMBL1844
 IC50 6.21 6.21 616.0 1
Tyrosine-protein kinase Blk
CHEMBL2250
 IC50 6.14 6.14 730.0 1
Activin receptor type-2A
CHEMBL5616
 IC50 6.07 6.07 860.0 1
Activin receptor type-1
CHEMBL5903
 IC50 6.0 6.0 992.0 1
Serine/threonine-protein kinase NLK
CHEMBL5364
 IC50 5.99 5.99 1034.0 1
Bone morphogenetic protein receptor type-1B
CHEMBL5476
 IC50 5.96 5.96 1103.0 1
Activin receptor type-1-like
CHEMBL5311
 IC50 5.88 5.88 1333.0 1
Cyclin-G-associated kinase
CHEMBL4355
 IC50 5.88 5.88 1308.0 1
Mast/stem cell growth factor receptor Kit
CHEMBL1936
 IC50 5.84 5.84 1432.0 1
Tyrosine-protein kinase HCK
CHEMBL3234
 IC50 5.6 5.6 2511.0 1

Pharmacokinetic Data

Parameter Value Units Species
CL 79.33 mL.min-1.kg-1 Mus musculus
CL 29.17 mL.min-1.kg-1 Mus musculus
CL 15.75 mL.min-1.kg-1 Mus musculus
CL 170.0 mL.min-1.kg-1 Mus musculus
CL 7.767 mL.min-1.kg-1 Rattus norvegicus
CL 79.67 mL.min-1.kg-1 Rattus norvegicus
CL 5.533 mL.min-1.kg-1 Canis lupus familiaris
CL 27.83 mL.min-1.kg-1 Canis lupus familiaris
F 60.0 % Mus musculus
F 41.4 % Rattus norvegicus
F 45.5 % Canis lupus familiaris
Fu 0.093 - Mus musculus
Fu 0.097 - Rattus norvegicus
Fu 0.199 - Canis lupus familiaris
T1/2 0.58 hr Mus musculus
T1/2 1.0 hr Rattus norvegicus
T1/2 5.1 hr Canis lupus familiaris

Activity Data Samples

Top measurements by pChEMBL value

Target Type Rel. Value Units pChEMBL Assay PubMed
Serine/threonine-protein kinase SIK3 IC50 = 0.6 nM 9.22 Inhibition of human SIK3 isoform 1 (59 to 1321 residues) expressed in Sf9 insect... 38147525
Serine/threonine-protein kinase SIK3 IC50 = 0.6 nM 9.22 Inhibition of full length SIK3 (unknown origin) using AMARA peptide as substrate... 38552030
Serine/threonine-protein kinase SIK2 IC50 = 0.7 nM 9.15 Inhibition of full length human SIK2 using AMARA peptide as substrate incubated ... 38552030
Serine/threonine-protein kinase SIK2 IC50 = 0.7 nM 9.15 Inhibition of SIK2 (unknown origin) using AMARA peptide as substrate incubated f... 38147525
Serine/threonine-protein kinase SIK1 IC50 = 2.0 nM 8.7 Inhibition of N-terminal GST-tagged wild type human SIK1 (1 to 783 residues) exp... 38552030
Serine/threonine-protein kinase SIK1 IC50 = 2.0 nM 8.7 Inhibition of SIK1 (unknown origin) using AMARA peptide as substrate incubated f... 38147525
Unchecked IC50 = 15.85 nM 7.8 Antiinflammatory activity in CD14-positive cell monocytes isolated from human PB... 38147525
Unchecked IC50 = 17.0 nM 7.77 Antiinflammatory activity in CD14-positive cell monocytes isolated from human PB... 38147525
Receptor-interacting serine/threonine-protein kinase 2 IC50 = 19.7 nM 7.71 Inhibition of RIPK2 (unknown origin) 38147525
Unchecked IC50 = 31.62 nM 7.5 Antiinflammatory activity in macrophage differentiated CD14-positive cell monocy... 38147525
Unchecked IC50 = 34.0 nM 7.47 Antiinflammatory activity in macrophage differentiated CD14-positive cell monocy... 38147525
Epithelial discoidin domain-containing receptor 1 IC50 = 57.0 nM 7.24 Inhibition of DDR1 (unknown origin) 38147525
LIM domain kinase 1 IC50 = 67.3 nM 7.17 Inhibition of LIMK1 (unknown origin) 38147525
Mitogen-activated protein kinase kinase kinase 20 IC50 = 103.0 nM 6.99 Inhibition of MAP3K20 (unknown origin) 38147525
Tyrosine-protein kinase Lyn IC50 = 272.0 nM 6.57 Inhibition of LYN (unknown origin) 38147525
Tyrosine-protein kinase ABL1 IC50 = 325.0 nM 6.49 Inhibition of ABL1 (unknown origin) 38147525
Tyrosine-protein kinase Lck IC50 = 385.0 nM 6.42 Inhibition of LCK (unknown origin) 38147525
Tyrosine-protein kinase Fyn IC50 = 447.0 nM 6.35 Inhibition of FYN (unknown origin) 38147525
Tyrosine-protein kinase ABL2 IC50 = 493.0 nM 6.31 Inhibition of ABL2 (unknown origin) 38147525
Tyrosine-protein kinase Yes IC50 = 598.0 nM 6.22 Inhibition of YES1 (unknown origin) 38147525

Literature References

PubMed DOI Target Context # Activities
38147525 10.1021/acs.jmedchem.3c01428 Unchecked 66
38147525 10.1021/acs.jmedchem.3c01428 ADMET 20
38147525 10.1021/acs.jmedchem.3c01428 Mus musculus 6
38147525 10.1021/acs.jmedchem.3c01428 Activin receptor type-1 2
38147525 10.1021/acs.jmedchem.3c01428 Activin receptor type-2A 2
38147525 10.1021/acs.jmedchem.3c01428 Tyrosine-protein kinase Blk 2
38147525 10.1021/acs.jmedchem.3c01428 Macrophage colony-stimulating factor 1 receptor 2
38147525 10.1021/acs.jmedchem.3c01428 Tyrosine-protein kinase Yes 2
38147525 10.1021/acs.jmedchem.3c01428 Tyrosine-protein kinase ABL2 2
38147525 10.1021/acs.jmedchem.3c01428 Tyrosine-protein kinase Fyn 2
38147525 10.1021/acs.jmedchem.3c01428 Tyrosine-protein kinase Lck 2
38147525 10.1021/acs.jmedchem.3c01428 Tyrosine-protein kinase ABL1 2
38147525 10.1021/acs.jmedchem.3c01428 Tyrosine-protein kinase Lyn 2
38147525 10.1021/acs.jmedchem.3c01428 Mitogen-activated protein kinase kinase kinase 20 2
38147525 10.1021/acs.jmedchem.3c01428 LIM domain kinase 1 2
38147525 10.1021/acs.jmedchem.3c01428 Epithelial discoidin domain-containing receptor 1 2
38147525 10.1021/acs.jmedchem.3c01428 Receptor-interacting serine/threonine-protein kinase 2 2
38147525 10.1021/acs.jmedchem.3c01428 Serine/threonine-protein kinase NLK 2
38147525 10.1021/acs.jmedchem.3c01428 Mast/stem cell growth factor receptor Kit 2
38147525 10.1021/acs.jmedchem.3c01428 Bone morphogenetic protein receptor type-1B 2

Data from ChEMBL 36 via Core Engine