Skip to main content
Free research Free research Free compound review with research home and workspace preview
Quick search ChEMBL 36
Compound Detail

CHEMBL3580669

Enter ChEMBL ID:
Free Research Context This compound will appear in recent viewed items on the research home for this browser.
Research home View demo workspace
CS(=O)(=O)Nc1cccc(CC(=O)Nc2cc(-c3ccnc(F)c3)cs2)c1
ChEMBL ↗ Properties Compare Identifier

Basic Information

ChEMBL ID CHEMBL3580669
Phase Preclinical
Structure Type MOL
InChI Key IVWXFGRLNHCKNV-UHFFFAOYSA-N
7
Targets
7
Activities
2
Assay Types
9
PK Parameters
15
Publications
0
Known Names

Molecular Properties

405.5
MW (Da)
3.50
ALogP
5
HBA
2
HBD
88.2
PSA (Ų)
0.61
QED
0
Ro5 Violations
6
Rot. Bonds

Drug Information

Molecule Type Small molecule
Availability Unknown
Chirality Unknown

Flags

First in Class Prodrug

Extended Properties

Molecular Formula C18H16FN3O3S2
MW 405.48
Aromatic Rings 3
Heavy Atoms 27
NP-Likeness -1.66

Activity Summary

IC50 5 meas. best 7.96
Ki 2 meas. best 8.0

Target Activity Profile

Target Type Best pChEMBL Mean pChEMBL Best (nM) # Data
Rho-associated protein kinase 1
CHEMBL3231
 Ki 8.0 8.0 10.0 1
Rho-associated protein kinase 2
CHEMBL2973
 IC50 7.96 7.96 11.0 1
Unchecked
CHEMBL612545
 IC50 7.13 7.13 74.0 1
cAMP-dependent protein kinase catalytic subunit alpha
CHEMBL4101
 Ki 5.52 5.52 3000.0 1
Cytochrome P450 2C19
CHEMBL3622
 IC50 5.14 5.14 7300.0 1
Cytochrome P450 2D6
CHEMBL289
 IC50 5.06 5.06 8700.0 1
Cytochrome P450 2C9
CHEMBL3397
 IC50 4.92 4.92 12000.0 1

Pharmacokinetic Data

Parameter Value Units Species
AUC 4310.0 ng.hr.mL-1 Rattus norvegicus
AUC 32600.0 ng.hr.mL-1 Rattus norvegicus
CL 3450.0 mL.min-1.kg-1 Rattus norvegicus
Cmax 7201.34 nM Rattus norvegicus
Cmax 7891.88 nM Rattus norvegicus
F 69.0 % Rattus norvegicus
T1/2 2.6 hr Rattus norvegicus
T1/2 3.4 hr Rattus norvegicus
Tmax 3.0 hr Rattus norvegicus

Activity Data Samples

Top measurements by pChEMBL value

Target Type Rel. Value Units pChEMBL Assay PubMed
Rho-associated protein kinase 1 Ki = 10.0 nM 8.0 Inhibition of ROCK1 (6 to 553 amino acids) (unknown origin) using Lys-Lys-Arg-As... 26039570
Rho-associated protein kinase 2 IC50 = 11.0 nM 7.96 Inhibition of recombinant N-terminal GST-tagged human ROCK2 (5 to 554 residues) ... 35816678
Unchecked IC50 = 74.0 nM 7.13 Inhibition of ROCK in rat A7R5 cells assessed as cofilin serine 3 phosphorylatio... 35816678
cAMP-dependent protein kinase catalytic subunit alpha Ki = 3000.0 nM 5.52 Inhibition of PKAalpha (1 to 351 amino acids) (unknown origin) using Leu-Arg-Arg... 26039570
Cytochrome P450 2C19 IC50 = 7300.0 nM 5.14 Inhibition of CYP2C19 (unknown origin) 26039570
Cytochrome P450 2D6 IC50 = 8700.0 nM 5.06 Inhibition of CYP2D6 (unknown origin) 26039570
Cytochrome P450 2C9 IC50 = 12000.0 nM 4.92 Inhibition of CYP2C9 (unknown origin) 26039570

Literature References

PubMed DOI Target Context # Activities
26039570 10.1021/acs.jmedchem.5b00424 Rattus norvegicus 10
35816678 10.1021/acs.jmedchem.2c00474 No relevant target 3
26039570 10.1021/acs.jmedchem.5b00424 Rho-associated protein kinase 1 1
26039570 10.1021/acs.jmedchem.5b00424 cAMP-dependent protein kinase catalytic subunit alpha 1
26039570 10.1021/acs.jmedchem.5b00424 Unchecked 1
26039570 10.1021/acs.jmedchem.5b00424 Cytochrome P450 3A4 1
26039570 10.1021/acs.jmedchem.5b00424 Cytochrome P450 1A2 1
26039570 10.1021/acs.jmedchem.5b00424 Cytochrome P450 2C9 1
26039570 10.1021/acs.jmedchem.5b00424 Cytochrome P450 2C19 1
26039570 10.1021/acs.jmedchem.5b00424 Cytochrome P450 2D6 1
26039570 10.1021/acs.jmedchem.5b00424 Ribosomal protein S6 kinase alpha-5 1
26039570 10.1021/acs.jmedchem.5b00424 Serine/threonine-protein kinase N2 1
26039570 10.1021/acs.jmedchem.5b00424 Rho-associated protein kinase 2 1
35816678 10.1021/acs.jmedchem.2c00474 Rho-associated protein kinase 2 1
35816678 10.1021/acs.jmedchem.2c00474 Unchecked 1

Data from ChEMBL 36 via Core Engine