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Compound Detail

CHEMBL2386629

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C[C@@H](O)c1nc2cnc3[nH]ccc3c2n1[C@H]1CC[C@H](NCC(F)(F)F)CC1
ChEMBL ↗ Properties Compare Identifier

Basic Information

ChEMBL ID CHEMBL2386629
Phase Preclinical
Structure Type MOL
InChI Key HIXYDBSLZYKHEU-IJLUTSLNSA-N
3
Targets
6
Activities
2
Assay Types
15
PK Parameters
18
Publications
0
Known Names

Molecular Properties

381.4
MW (Da)
3.60
ALogP
5
HBA
3
HBD
78.8
PSA (Ų)
0.65
QED
0
Ro5 Violations
4
Rot. Bonds

Drug Information

Molecule Type Small molecule
Availability Unknown
Chirality Unknown

Flags

First in Class Prodrug

Extended Properties

Molecular Formula C18H22F3N5O
MW 381.40
Aromatic Rings 3
Heavy Atoms 27
NP-Likeness -0.91

Activity Summary

EC50 3 meas. best 7.55
Ki 3 meas. best 9.1

Target Activity Profile

Target Type Best pChEMBL Mean pChEMBL Best (nM) # Data
Tyrosine-protein kinase JAK1
CHEMBL2835
 Ki 9.1 9.1 0.8 1
Non-receptor tyrosine-protein kinase TYK2
CHEMBL3553
 Ki 8.47 8.47 3.4 1
Tyrosine-protein kinase JAK1
CHEMBL2835
 EC50 7.55 7.545 28.0 2
Tyrosine-protein kinase JAK3
CHEMBL2148
 Ki 7.12 7.12 76.0 1
Non-receptor tyrosine-protein kinase TYK2
CHEMBL3553
 EC50 6.51 6.51 310.0 1

Pharmacokinetic Data

Parameter Value Units Species
AUC 3775.86 ng.hr.mL-1 Canis lupus familiaris
AUC 533.96 ng.hr.mL-1 Rattus norvegicus
CL 13.0 mL.min-1.kg-1 Canis lupus familiaris
CL 36.0 mL.min-1.kg-1 Rattus norvegicus
CL 26.0 mL.min-1.kg-1 Macaca mulatta
CL 2.3 mL.min-1.kg-1 Canis lupus familiaris
CL 11.0 mL.min-1.kg-1 Rattus norvegicus
CL 2.0 mL.min-1.kg-1 Homo sapiens
CL 3.3 mL.min-1.kg-1 Homo sapiens
Cmax 2100.0 nM Canis lupus familiaris
Cmax 960.0 nM Rattus norvegicus
F 139.0 % Canis lupus familiaris
F 54.0 % Rattus norvegicus
T1/2 1.7 hr Canis lupus familiaris
T1/2 0.5 hr Rattus norvegicus

Activity Data Samples

Top measurements by pChEMBL value

Target Type Rel. Value Units pChEMBL Assay PubMed
Tyrosine-protein kinase JAK1 Ki = 0.8 nM 9.1 Inhibition of recombinant JAK1 (unknown origin) using Val-Ala-Leu-Val-Asp-Gly-Ty... 23659214
Non-receptor tyrosine-protein kinase TYK2 Ki = 3.4 nM 8.47 Inhibition of recombinant TYK2 (unknown origin) using Val-Ala-Leu-Val-Asp-Gly-Ty... 23659214
Tyrosine-protein kinase JAK1 EC50 = 28.0 nM 7.55 Inhibition of JAK1 in human TF1 cells assessed as inhibition of IL6-induced STAT... 23659214
Tyrosine-protein kinase JAK1 EC50 = 29.0 nM 7.54 Inhibition of JAK1 in human TF1 cells assessed as inhibition of IL6-induced STAT... 23659214
Tyrosine-protein kinase JAK3 Ki = 76.0 nM 7.12 Inhibition of JAK3 (unknown origin) using Leu-Pro-Leu-Asp-Lys-Asp-Tyr-Tyr-Val-Va... 23659214
Non-receptor tyrosine-protein kinase TYK2 EC50 = 310.0 nM 6.51 Inhibition of TYK2 in human NK92 cells assessed as inhibition of IL12-induced ST... 23659214

Literature References

PubMed DOI Target Context # Activities
23659214 10.1021/jm4004895 Rattus norvegicus 5
23659214 10.1021/jm4004895 Tyrosine-protein kinase JAK1 5
23659214 10.1021/jm4004895 Canis familiaris 5
23659214 10.1021/jm4004895 Cytochrome P450 3A4 3
23659214 10.1021/jm4004895 Plasma 3
23659214 10.1021/jm4004895 Unchecked 2
23659214 10.1021/jm4004895 No relevant target 2
23659214 10.1021/jm4004895 MDCK 2
23659214 10.1021/jm4004895 Hepatocyte 2
23659214 10.1021/jm4004895 ADMET 2
23659214 10.1021/jm4004895 Non-receptor tyrosine-protein kinase TYK2 2
23659214 10.1021/jm4004895 Cytochrome P450 2C9 2
23659214 10.1021/jm4004895 Cytochrome P450 2D6 2
23659214 10.1021/jm4004895 Cytochrome P450 2C19 2
23659214 10.1021/jm4004895 Cytochrome P450 1A2 2
23659214 10.1021/jm4004895 Tyrosine-protein kinase JAK3 1
23659214 10.1021/jm4004895 Voltage-gated inwardly rectifying potassium channel KCNH2 1
23659214 10.1021/jm4004895 Liver microsomes 1

Data from ChEMBL 36 via Core Engine