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Compound Detail

CHEMBL2023842

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N=C(N)NCCC[C@@H](NC(=O)[C@@H](CCCNC(=N)N)NC(=O)CCCCCNC(=O)[C@@H](CCCCN)NC(=O)CCCCCCCN1CCCN(S(=O)(=O)c2cccc3cnccc23)CC1)C(N)=O

Basic Information

ChEMBL ID CHEMBL2023842
Phase Preclinical
Structure Type MOL
InChI Key XJVDVWLKPCDPAA-UJTUJTOWSA-N
6
Targets
16
Activities
2
Assay Types
0
PK Parameters
6
Publications
0
Known Names

Molecular Properties

986.3
MW (Da)
0.54
ALogP
12
HBA
12
HBD
362.8
PSA (Ų)
0.03
QED
3
Ro5 Violations
34
Rot. Bonds

Drug Information

Molecule Type Small molecule
Availability Unknown
Chirality Unknown

Flags

First in Class Prodrug

Extended Properties

Molecular Formula C46H79N15O7S
MW 986.30
Aromatic Rings 2
Heavy Atoms 69
NP-Likeness -0.58

Activity Summary

IC50 8 meas. best 6.2
Kd 8 meas. best 7.6

Target Activity Profile

Target Type Best pChEMBL Mean pChEMBL Best (nM) # Data
Unchecked
CHEMBL612545
Kd 7.6 7.34 25.0 2
Rho-associated protein kinase 2
CHEMBL2973
Kd 7.57 7.46 27.0 2
Rho-associated protein kinase 2
CHEMBL2973
IC50 6.2 5.685 631.0 2
cGMP-dependent protein kinase 1
CHEMBL4273
Kd 6.2 6.2 630.0 1
Unchecked
CHEMBL612545
IC50 6.16 5.14 691.8 2
Ribosomal protein S6 kinase beta-1
CHEMBL4501
Kd 6.07 6.07 860.0 1
Ribosomal protein S6 kinase alpha-5
CHEMBL4237
Kd 5.8 5.8 1600.0 1
cGMP-dependent protein kinase 1
CHEMBL4273
IC50 5.73 5.73 1862.1 1
Ribosomal protein S6 kinase beta-1
CHEMBL4501
IC50 5.48 5.48 3311.3 1
Ribosomal protein S6 kinase alpha-5
CHEMBL4237
IC50 5.34 5.34 4570.9 1
RAC-gamma serine/threonine-protein kinase
CHEMBL4816
Kd 5.15 5.15 7100.0 1
RAC-gamma serine/threonine-protein kinase
CHEMBL4816
IC50 5.04 5.04 9120.1 1

Activity Data Samples

Top measurements by pChEMBL value

Target Type Rel. Value Units pChEMBL Assay PubMed
Unchecked Kd = 25.0 nM 7.6 Displacement of fluorescent-ARC-1063 from recombinant bovine PKAc by luminescenc... 22521647
Rho-associated protein kinase 2 Kd = 27.0 nM 7.57 Displacement of fluorescent-ARC-583/ARC-1042/ARC-1059 from His6-tagged recombina... 22521647
Rho-associated protein kinase 2 Kd = 45.0 nM 7.35 Displacement of fluorescent-ARC-1063 from His6-tagged recombinant human ROCK2 by... 22521647
Unchecked Kd = 83.0 nM 7.08 Displacement of fluorescent-ARC-583/ARC-1042/ARC-1059 from recombinant bovine PK... 22521647
Rho-associated protein kinase 2 IC50 = 630.96 nM 6.2 Displacement of fluorescent-ARC-583/ARC-1042/ARC-1059 from His6-tagged recombina... 22521647
cGMP-dependent protein kinase 1 Kd = 630.0 nM 6.2 Displacement of fluorescent-ARC-583/ARC-1042/ARC-1059 from His6-tagged recombina... 22521647
Unchecked IC50 = 691.83 nM 6.16 Displacement of fluorescent-ARC-583/ARC-1042/ARC-1059 from recombinant bovine PK... 22521647
Ribosomal protein S6 kinase beta-1 Kd = 860.0 nM 6.07 Displacement of fluorescent-ARC-583/ARC-1042/ARC-1059 from His6-tagged recombina... 22521647
Ribosomal protein S6 kinase alpha-5 Kd = 1600.0 nM 5.8 Displacement of fluorescent-ARC-583/ARC-1042/ARC-1059 from His6-tagged recombina... 22521647
cGMP-dependent protein kinase 1 IC50 = 1862.09 nM 5.73 Displacement of fluorescent-ARC-583/ARC-1042/ARC-1059 from His6-tagged recombina... 22521647
Ribosomal protein S6 kinase beta-1 IC50 = 3311.31 nM 5.48 Displacement of fluorescent-ARC-583/ARC-1042/ARC-1059 from His6-tagged recombina... 22521647
Ribosomal protein S6 kinase alpha-5 IC50 = 4570.88 nM 5.34 Displacement of fluorescent-ARC-583/ARC-1042/ARC-1059 from His6-tagged recombina... 22521647
Rho-associated protein kinase 2 IC50 = 6760.83 nM 5.17 Displacement of fluorescent-ARC-1063 from His6-tagged recombinant human ROCK2 by... 22521647
RAC-gamma serine/threonine-protein kinase Kd = 7100.0 nM 5.15 Displacement of fluorescent-ARC-583/ARC-1042/ARC-1059 from His6-tagged recombina... 22521647
RAC-gamma serine/threonine-protein kinase IC50 = 9120.11 nM 5.04 Displacement of fluorescent-ARC-583/ARC-1042/ARC-1059 from His6-tagged recombina... 22521647
Unchecked IC50 = 75857.76 nM 4.12 Displacement of fluorescent-ARC-1063 from recombinant bovine PKAc by luminescenc... 22521647

Literature References

PubMed DOI Target Context # Activities
22521647 10.1016/j.bmcl.2012.03.101 Unchecked 13
22521647 10.1016/j.bmcl.2012.03.101 Rho-associated protein kinase 2 4
22521647 10.1016/j.bmcl.2012.03.101 RAC-gamma serine/threonine-protein kinase 2
22521647 10.1016/j.bmcl.2012.03.101 Ribosomal protein S6 kinase alpha-5 2
22521647 10.1016/j.bmcl.2012.03.101 Ribosomal protein S6 kinase beta-1 2
22521647 10.1016/j.bmcl.2012.03.101 cGMP-dependent protein kinase 1 2

Data from ChEMBL 36 via Core Engine