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Compound Detail

CHEMBL3393066

VS-5584
Phase I
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Phase I
Cc1nc2c(-c3cnc(N)nc3)nc(N3CCOCC3)nc2n1C(C)C
ChEMBL ↗ Properties Compare Identifier

Basic Information

ChEMBL ID CHEMBL3393066
Name VS-5584
Phase Phase I
Structure Type MOL
InChI Key QYBGBLQCOOISAR-UHFFFAOYSA-N

Known Names

Vs 5584 Vs-5584
12
Targets
30
Activities
1
Assay Types
7
PK Parameters
20
Publications
2
Known Names
2
Indications
2
Mechanisms

Molecular Properties

354.4
MW (Da)
1.59
ALogP
9
HBA
1
HBD
107.9
PSA (Ų)
0.76
QED
0
Ro5 Violations
3
Rot. Bonds

Drug Information

Molecule Type Small molecule
Chirality Achiral

Flags

Natural Product

Extended Properties

Molecular Formula C17H22N8O
MW 354.42
Aromatic Rings 3
Heavy Atoms 26
NP-Likeness -1.47

Mechanism of Action

Mechanism Action Type Target Direct Efficacy
Serine/threonine-protein kinase mTOR inhibitor INHIBITOR Serine/threonine-protein kinase mTOR ✓ ✓
PI3-kinase class I inhibitor INHIBITOR PI3-kinase class I ✓ ✓

Indications

Lymphoma Mesothelioma

Activity Summary

IC50 30 meas. best 8.92

Target Activity Profile

Target Type Best pChEMBL Mean pChEMBL Best (nM) # Data
Tyrosine-protein kinase JAK2
CHEMBL2971
 IC50 8.92 8.25 1.2 2
Tyrosine-protein kinase JAK3
CHEMBL2148
 IC50 8.77 8.645 1.7 2
PI3-kinase p110-alpha/p85-alpha
CHEMBL2111367
 IC50 8.11 8.035 7.8 2
Phosphatidylinositol 4,5-bisphosphate 3-kinase catalytic subunit gamma isoform
CHEMBL3267
 IC50 7.8 7.6325 16.0 4
Phosphatidylinositol 4,5-bisphosphate 3-kinase catalytic subunit alpha isoform
CHEMBL4005
 IC50 7.8 7.7875 16.0 4
Phosphatidylinositol 4,5-bisphosphate 3-kinase catalytic subunit delta isoform
CHEMBL3130
 IC50 7.77 7.49 17.0 4
Phosphatidylinositol 4,5-bisphosphate 3-kinase catalytic subunit beta isoform
CHEMBL3145
 IC50 7.72 7.3075 19.0 4
Serine/threonine-protein kinase mTOR
CHEMBL2842
 IC50 7.43 7.425 37.0 4
Tyrosine-protein kinase JAK1
CHEMBL2835
 IC50 7.24 7.24 58.0 1
MCF7
CHEMBL387
 IC50 6.89 6.89 130.0 1
PC-3
CHEMBL390
 IC50 6.75 6.75 180.0 1
MV4-11
CHEMBL613835
 IC50 6.7 6.7 200.0 1

Pharmacokinetic Data

Parameter Value Units Species
AUC 13224.0 ng.hr.mL-1 Mus musculus
CL 14600.0 mL.min-1.g-1 Mus musculus
Cmax 15439.31 nM Mus musculus
F 100.0 % Mus musculus
F 100.0 % Mus musculus
T1/2 1.41 hr Mus musculus
T1/2 10.0 hr Mus musculus

Activity Data Samples

Top measurements by pChEMBL value

Target Type Rel. Value Units pChEMBL Assay PubMed
Tyrosine-protein kinase JAK2 IC50 = 1.2 nM 8.92 Inhibition of recombinant human N-terminal His-tagged JAK2 (826 to 1132 residues... 31609613
Tyrosine-protein kinase JAK3 IC50 = 1.7 nM 8.77 Inhibition of recombinant human N-terminal His-tagged JAK3 (795 to 1124 residues... 31609613
Tyrosine-protein kinase JAK3 IC50 = 3.0 nM 8.52 Inhibition of human JAK3 (508-1124) by time resolved fluorescence assay 19836234
PI3-kinase p110-alpha/p85-alpha IC50 = 7.8 nM 8.11 Inhibition of human full-length recombinant p110alpha/p85alpha co-expressed in b... 29360358
PI3-kinase p110-alpha/p85-alpha IC50 = 11.0 nM 7.96 Inhibition of recombinant PI3K p110alpha/p85 (unknown origin) incubated for 1 hr... 26907156
Phosphatidylinositol 4,5-bisphosphate 3-kinase catalytic subunit alpha isoform IC50 = 16.0 nM 7.8 Inhibition of PI3K p110alpha (unknown origin) 25387153
Phosphatidylinositol 4,5-bisphosphate 3-kinase catalytic subunit gamma isoform IC50 = 16.0 nM 7.8 Inhibition of PI3Kgamma (unknown origin) 32966896
Phosphatidylinositol 4,5-bisphosphate 3-kinase catalytic subunit alpha isoform IC50 = 16.0 nM 7.8 Inhibition of recombinant P13Kalpha (unknown origin) using phosphatidyl inositol... 36462440
Phosphatidylinositol 4,5-bisphosphate 3-kinase catalytic subunit alpha isoform IC50 = 16.0 nM 7.8 Inhibition of PI3Kalpha (unknown origin) using PIP2 as substrate preincubated fo... 38183777
Phosphatidylinositol 4,5-bisphosphate 3-kinase catalytic subunit delta isoform IC50 = 17.0 nM 7.77 Inhibition of PI3Kdelta (unknown origin) 32966896
Phosphatidylinositol 4,5-bisphosphate 3-kinase catalytic subunit alpha isoform IC50 = 18.0 nM 7.75 Inhibition of PI3Kalpha (unknown origin) 32966896
Phosphatidylinositol 4,5-bisphosphate 3-kinase catalytic subunit beta isoform IC50 = 19.0 nM 7.72 Inhibition of PI3Kbeta (unknown origin) 32966896
Phosphatidylinositol 4,5-bisphosphate 3-kinase catalytic subunit gamma isoform IC50 = 25.0 nM 7.6 Inhibition of PI3K p110gamma (unknown origin) 25387153
Phosphatidylinositol 4,5-bisphosphate 3-kinase catalytic subunit gamma isoform IC50 = 25.0 nM 7.6 Inhibition of P13Kgamma (unknown origin) 36462440
Tyrosine-protein kinase JAK2 IC50 = 26.0 nM 7.58 Inhibition of human JAK2 (532-1132) by time resolved fluorescence assay 19836234
Phosphatidylinositol 4,5-bisphosphate 3-kinase catalytic subunit gamma isoform IC50 = 29.5 nM 7.53 Inhibition of PI3Kgamma (unknown origin) using PIP2 as substrate preincubated fo... 38183777
Phosphatidylinositol 4,5-bisphosphate 3-kinase catalytic subunit delta isoform IC50 = 37.0 nM 7.43 Inhibition of PI3K p110delta (unknown origin) 25387153
Serine/threonine-protein kinase mTOR IC50 = 37.0 nM 7.43 Inhibition of mTOR (unknown origin) 32966896
Serine/threonine-protein kinase mTOR IC50 = 37.0 nM 7.43 Inhibition of recombinant mTOR (unknown origin) using (4eBP1)26 as substrate inc... 36462440
Serine/threonine-protein kinase mTOR IC50 = 37.0 nM 7.43 Inhibition of mTOR (unknown origin) 38183777

Literature References

PubMed DOI Target Context # Activities
19836234 10.1016/j.bmcl.2009.09.080 Mus musculus 7
- 10.6019/CHEMBL4808148 Histone deacetylase 6 2
25387153 10.1021/jm501026z Mus musculus 2
- 10.6019/CHEMBL4495565 SARS-CoV-2 2
31609613 10.1021/acs.jmedchem.9b00533 Tyrosine-protein kinase JAK3 1
38157838 10.1016/j.bmc.2023.117561 Unchecked 1
29360358 10.1021/acs.jmedchem.7b01465 PC-3 1
29360358 10.1021/acs.jmedchem.7b01465 MV4-11 1
29360358 10.1021/acs.jmedchem.7b01465 PI3-kinase p110-alpha/p85-alpha 1
29360358 10.1021/acs.jmedchem.7b01465 Histone deacetylase 1 1
- 10.6019/CHEMBL4495564 Replicase polyprotein 1ab 1
31609613 10.1021/acs.jmedchem.9b00533 Tyrosine-protein kinase JAK1 1
31609613 10.1021/acs.jmedchem.9b00533 Tyrosine-protein kinase JAK2 1
19836234 10.1016/j.bmcl.2009.09.080 Tyrosine-protein kinase JAK3 1
- 10.21203/rs.3.rs-23951/v1 SARS-CoV-2 1
25387153 10.1021/jm501026z Phosphatidylinositol 4,5-bisphosphate 3-kinase catalytic subunit delta isoform 1
25387153 10.1021/jm501026z Phosphatidylinositol 4,5-bisphosphate 3-kinase catalytic subunit gamma isoform 1
25387153 10.1021/jm501026z Phosphatidylinositol 4,5-bisphosphate 3-kinase catalytic subunit beta isoform 1
25387153 10.1021/jm501026z Phosphatidylinositol 4,5-bisphosphate 3-kinase catalytic subunit alpha isoform 1
19836234 10.1016/j.bmcl.2009.09.080 Unchecked 1

Data from ChEMBL 36 via Core Engine