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Compound Detail

CHEMBL203567

RO-3201195
Phase I
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Phase I
Nc1c(C(=O)c2cccc(OC[C@@H](O)CO)c2)cnn1-c1ccc(F)cc1
ChEMBL ↗ Properties Compare Identifier

Basic Information

ChEMBL ID CHEMBL203567
Name RO-3201195
Phase Phase I
Structure Type MOL
InChI Key IJDQETGUEUJVTB-HNNXBMFYSA-N

Known Names

Ro-3201195 Syd-003 SYD003
11
Targets
22
Activities
2
Assay Types
20
PK Parameters
20
Publications
3
Known Names
1
Mechanisms

Molecular Properties

371.4
MW (Da)
1.56
ALogP
7
HBA
3
HBD
110.6
PSA (Ų)
0.54
QED
0
Ro5 Violations
7
Rot. Bonds

Drug Information

Molecule Type Small molecule
Chirality Single Enantiomer

Extended Properties

Molecular Formula C19H18FN3O4
MW 371.37
Aromatic Rings 3
Heavy Atoms 27
NP-Likeness -1.32

Mechanism of Action

Mechanism Action Type Target Direct Efficacy
MAP kinase p38 alpha inhibitor INHIBITOR Mitogen-activated protein kinase 14 ✓ ✓

Activity Summary

IC50 13 meas. best 6.75
Kd 9 meas. best 7.3

Target Activity Profile

Target Type Best pChEMBL Mean pChEMBL Best (nM) # Data
Mitogen-activated protein kinase 11
CHEMBL3961
 Kd 7.3 7.3 50.0 1
Mitogen-activated protein kinase 14
CHEMBL260
 IC50 6.75 6.346 180.0 10
Mitogen-activated protein kinase 14
CHEMBL260
 Kd 6.7 6.7 200.0 1
Cyclin-G-associated kinase
CHEMBL4355
 Kd 6.23 6.23 590.0 1
Platelet-derived growth factor receptor beta
CHEMBL1913
 Kd 6.21 6.21 610.0 1
Tyrosine-protein kinase Lck
CHEMBL258
 Kd 5.42 5.42 3800.0 1
Mitogen-activated protein kinase 9
CHEMBL4179
 Kd 5.3 5.3 5000.0 2
Ephrin type-A receptor 5
CHEMBL3987
 Kd 5.18 5.18 6600.0 1
Mitogen-activated protein kinase 10
CHEMBL2637
 Kd 5.16 5.16 6900.0 1
Cytochrome P450 2C9
CHEMBL3397
 IC50 4.96 4.96 11000.0 1
Cytochrome P450 2D6
CHEMBL289
 IC50 4.6 4.6 25000.0 1
Cytochrome P450 3A4
CHEMBL340
 IC50 4.6 4.6 25000.0 1

Pharmacokinetic Data

Parameter Value Units Species
AUC 19500.0 ng.hr.mL-1 Rattus norvegicus
AUC 7560.0 ng.hr.mL-1 Macaca fascicularis
AUC 4939.22 ng.hr.mL-1 Canis lupus familiaris
CL 5.333 mL.min-1.kg-1 Rattus norvegicus
CL 12.67 mL.min-1.kg-1 Macaca fascicularis
CL 11.17 mL.min-1.kg-1 Canis lupus familiaris
CL 3.0 mL.min-1.g-1 Homo sapiens
CL 3.0 uL.min-1.(10^6cells)-1 Rattus norvegicus
Cmax 12063.44 nM Rattus norvegicus
Cmax 5439.32 nM Macaca fascicularis
Cmax 11336.4 nM Canis lupus familiaris
F 61.7 % Rattus norvegicus
F 56.8 % Macaca fascicularis
F 87.5 % Canis lupus familiaris
T1/2 1.64 hr Rattus norvegicus
T1/2 2.41 hr Macaca fascicularis
T1/2 1.57 hr Canis lupus familiaris
Tmax 3.0 hr Rattus norvegicus
Tmax 1.08 hr Macaca fascicularis
Tmax 0.83 hr Canis lupus familiaris

Activity Data Samples

Top measurements by pChEMBL value

Target Type Rel. Value Units pChEMBL Assay PubMed
Mitogen-activated protein kinase 11 Kd = 50.0 nM 7.3 Inhibition of p38-beta at 10 uM 16509574
Mitogen-activated protein kinase 14 IC50 = 180.0 nM 6.75 Inhibition of p38alpha in hTERT-immortalized human HCA2 cells assessed as decrea... 18539026
Mitogen-activated protein kinase 14 Kd = 200.0 nM 6.7 Inhibition of p38-alpha at 10 uM 16509574
Mitogen-activated protein kinase 14 IC50 = 250.0 nM 6.6 Inhibition of LPS-induced TNFalpha production in THP1 cells 16509574
Mitogen-activated protein kinase 14 IC50 = 250.0 nM 6.6 Inhibition of p38alpha-induced TNFalpha production in human THP1 cells 18539026
Mitogen-activated protein kinase 14 IC50 = 400.0 nM 6.4 Inhibition of LPS-induced TNFalpha production in human PBMC 16509574
Mitogen-activated protein kinase 14 IC50 = 400.0 nM 6.4 Inhibition of p38alpha-mediated IL1-beta production in peripheral mononucleocyte... 18539026
Mitogen-activated protein kinase 14 IC50 = 500.0 nM 6.3 Inhibition of LPS-induced IL1-beta production in human PBMC 16509574
Mitogen-activated protein kinase 14 IC50 = 500.0 nM 6.3 Inhibition of p38alpha-mediated TNFalpha production in peripheral mononucleocyte... 18539026
Mitogen-activated protein kinase 14 IC50 = 570.0 nM 6.24 Inhibition of LPS-induced IL1-beta production in human whole blood 16509574
Cyclin-G-associated kinase Kd = 590.0 nM 6.23 Inhibition of GAK at 10 uM 16509574
Platelet-derived growth factor receptor beta Kd = 610.0 nM 6.21 Inhibition of PDGFRbeta at 10 uM 16509574
Mitogen-activated protein kinase 14 IC50 = 700.0 nM 6.16 Displacement of [33P] ATP from human recombinant active p38alpha 16509574
Mitogen-activated protein kinase 14 IC50 = 1970.0 nM 5.71 Inhibition of LPS-induced TNFalpha production in human whole blood 16509574
Tyrosine-protein kinase Lck Kd = 3800.0 nM 5.42 Inhibition of LCK at 10 uM 16509574
Mitogen-activated protein kinase 9 Kd = 5000.0 nM 5.3 Inhibition of JNK2 18539026
Mitogen-activated protein kinase 9 Kd = 5000.0 nM 5.3 Inhibition of JNK2 at 10 uM 16509574
Ephrin type-A receptor 5 Kd = 6600.0 nM 5.18 Inhibition of EPHA5 at 10 uM 16509574
Mitogen-activated protein kinase 10 Kd = 6900.0 nM 5.16 Inhibition of JNK3 at 10 uM 16509574
Cytochrome P450 2C9 IC50 = 11000.0 nM 4.96 Inhibition of cytochrome P450 2C9 16509574

Literature References

PubMed DOI Target Context # Activities
16509574 10.1021/jm050736c Rattus norvegicus 13
16509574 10.1021/jm050736c Mitogen-activated protein kinase 14 9
16509574 10.1021/jm050736c Canis familiaris 8
18539026 10.1016/j.bmcl.2008.05.037 Mitogen-activated protein kinase 14 8
16509574 10.1021/jm050736c Cynomolgus monkey 8
- 10.6019/CHEMBL3301361 No relevant target 2
- 10.6019/CHEMBL3301361 ADMET 2
18539026 10.1016/j.bmcl.2008.05.037 Mitogen-activated protein kinase 9 2
16509574 10.1021/jm050736c Cytochrome P450 2D6 1
16509574 10.1021/jm050736c Cytochrome P450 3A4 1
16509574 10.1021/jm050736c Cytochrome P450 2C19 1
16509574 10.1021/jm050736c Plasma 1
16509574 10.1021/jm050736c Cytochrome P450 1A2 1
16509574 10.1021/jm050736c Cytochrome P450 2C9 1
16509574 10.1021/jm050736c Ephrin type-A receptor 5 1
16509574 10.1021/jm050736c Cyclin-G-associated kinase 1
16509574 10.1021/jm050736c Mitogen-activated protein kinase 9 1
16509574 10.1021/jm050736c Mitogen-activated protein kinase 10 1
16509574 10.1021/jm050736c Tyrosine-protein kinase Lck 1
16509574 10.1021/jm050736c Mitogen-activated protein kinase 11 1

Data from ChEMBL 36 via Core Engine