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Compound Detail

CHEMBL5088205

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CC(C)C[C@](C)(N)COc1ccc(-c2ccnc(C(F)F)c2)cc1C(F)F
ChEMBL ↗ Properties Compare Identifier

Basic Information

ChEMBL ID CHEMBL5088205
Phase Preclinical
Structure Type MOL
InChI Key NGBWQVJCOYTGOR-FQEVSTJZSA-N
10
Targets
21
Activities
2
Assay Types
3
PK Parameters
15
Publications
0
Known Names

Molecular Properties

384.4
MW (Da)
5.77
ALogP
3
HBA
1
HBD
48.1
PSA (Ų)
0.59
QED
1
Ro5 Violations
8
Rot. Bonds

Drug Information

Molecule Type Unknown
Availability Unknown
Chirality Unknown

Flags

First in Class Prodrug

Extended Properties

Molecular Formula C20H24F4N2O
MW 384.42
Aromatic Rings 2
Heavy Atoms 27
NP-Likeness -0.46

Activity Summary

IC50 20 meas. best 9.4
Ki 1 meas. best 10.4

Target Activity Profile

Target Type Best pChEMBL Mean pChEMBL Best (nM) # Data
Unchecked
CHEMBL612545
 Ki 10.4 10.4 0.0 1
AP2-associated protein kinase 1
CHEMBL3830
 IC50 9.4 9.264 0.4 10
Citron Rho-interacting kinase
CHEMBL5579
 IC50 7.25 7.25 56.0 1
Cyclin-G-associated kinase
CHEMBL4355
 IC50 7.14 7.14 73.0 1
MAP kinase-interacting serine/threonine-protein kinase 1
CHEMBL4718
 IC50 6.75 6.75 180.0 1
BMP-2-inducible protein kinase
CHEMBL4522
 IC50 6.55 6.55 280.0 1
cGMP-dependent protein kinase 2
CHEMBL2896
 IC50 6.38 6.38 420.0 1
Rho-associated protein kinase 2
CHEMBL2973
 IC50 6.38 6.38 420.0 1
Serine/threonine-protein kinase N2
CHEMBL3032
 IC50 6.36 6.36 440.0 1
Unchecked
CHEMBL612545
 IC50 6.24 6.24 580.0 1
Cytochrome P450 3A4
CHEMBL340
 IC50 4.8 4.8 16000.0 2

Pharmacokinetic Data

Parameter Value Units Species
Fu 0.046 - Homo sapiens
Fu 0.045 - Rattus norvegicus
Fu 0.018 - Mus musculus

Activity Data Samples

Top measurements by pChEMBL value

Target Type Rel. Value Units pChEMBL Assay PubMed
Unchecked Ki = 0.04 nM 10.4 Displacement of 3H-LP-927443 from AAK1 in mouse brain membrane homogenate assess... 35257579
AP2-associated protein kinase 1 IC50 = 0.4 nM 9.4 Inhibition of AAK1 (unknown origin) 36640459
AP2-associated protein kinase 1 IC50 = 0.4 nM 9.4 Inhibition of GST-Xa tagged human AAK1 (30 to 330 residues) expresssed in bacter... 35257579
AP2-associated protein kinase 1 IC50 = 0.51 nM 9.29 Kinase Assay: The assays were performed in U-bottom 384-well plates. The final a... -
AP2-associated protein kinase 1 IC50 = 0.51 nM 9.29 AAK1 Kinase Assay: The assays were performed in U-bottom 384-well plates. The fi... -
AP2-associated protein kinase 1 IC50 = 0.51 nM 9.29 Kinase Assay: The assays were performed in U-bottom 384-well plates. The final a... -
AP2-associated protein kinase 1 IC50 = 0.51 nM 9.29 AAK1 Kinase Assay: The assays were performed in U-bottom 384-well plates. The fi... -
AP2-associated protein kinase 1 IC50 = 0.51 nM 9.29 AAK1 Kinase Assay: The assays were performed in U-bottom 384-well plates. The fi... -
AP2-associated protein kinase 1 IC50 = 0.51 nM 9.29 AAK1 Kinase Assay: The assays were performed in U-bottom 384-well plates. The fi... -
AP2-associated protein kinase 1 IC50 = 0.9 nM 9.05 Inhibition of AKK1 in HEK293F cells assessed as reduction in phospho mu2 formati... 35257579
AP2-associated protein kinase 1 IC50 = 0.9 nM 9.05 Inhibition of AAK1 expressed in human HEK293K cells 36640459
Citron Rho-interacting kinase IC50 = 56.0 nM 7.25 Inhibition of CRIK (unknown origin) 35257579
Cyclin-G-associated kinase IC50 = 73.0 nM 7.14 Inhibition of GAK (unknown origin) 35257579
MAP kinase-interacting serine/threonine-protein kinase 1 IC50 = 180.0 nM 6.75 Inhibition of MNK1 (unknown origin) 35257579
BMP-2-inducible protein kinase IC50 = 280.0 nM 6.55 Inhibition of BIKE (unknown origin) 35257579
cGMP-dependent protein kinase 2 IC50 = 420.0 nM 6.38 Inhibition of PKG2 (unknown origin) 35257579
Rho-associated protein kinase 2 IC50 = 420.0 nM 6.38 Inhibition of ROCK2 (unknown origin) 35257579
Serine/threonine-protein kinase N2 IC50 = 440.0 nM 6.36 Inhibition of PRK2 (unknown origin) 35257579
Unchecked IC50 = 580.0 nM 6.24 Inhibition of PCKA (unknown origin) 35257579
Cytochrome P450 3A4 IC50 = 16000.0 nM 4.8 Inhibition of CYP3A4 (unknown origin) using BFC as substrate 35257579

Literature References

PubMed DOI Target Context # Activities
35257579 10.1021/acs.jmedchem.1c02131 ADMET 8
35257579 10.1021/acs.jmedchem.1c02131 Unchecked 3
35257579 10.1021/acs.jmedchem.1c02131 AP2-associated protein kinase 1 2
36640459 10.1016/j.ejmech.2023.115102 AP2-associated protein kinase 1 2
35257579 10.1021/acs.jmedchem.1c02131 Cytochrome P450 3A4 1
35257579 10.1021/acs.jmedchem.1c02131 Cytochrome P450 1
35257579 10.1021/acs.jmedchem.1c02131 Aorta 1
35257579 10.1021/acs.jmedchem.1c02131 BMP-2-inducible protein kinase 1
35257579 10.1021/acs.jmedchem.1c02131 Cyclin-G-associated kinase 1
35257579 10.1021/acs.jmedchem.1c02131 Citron Rho-interacting kinase 1
35257579 10.1021/acs.jmedchem.1c02131 MAP kinase-interacting serine/threonine-protein kinase 1 1
35257579 10.1021/acs.jmedchem.1c02131 cGMP-dependent protein kinase 2 1
35257579 10.1021/acs.jmedchem.1c02131 Serine/threonine-protein kinase N2 1
35257579 10.1021/acs.jmedchem.1c02131 Rho-associated protein kinase 2 1
36640459 10.1016/j.ejmech.2023.115102 Cytochrome P450 3A4 1

Data from ChEMBL 36 via Core Engine