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Compound Detail

CHEMBL356362

ISOPENTENYLPYROPHOSPHATE
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C=C(C)CCOP(=O)(O)OP(=O)(O)O
ChEMBL ↗ Properties Compare Identifier

Basic Information

ChEMBL ID CHEMBL356362
Name ISOPENTENYLPYROPHOSPHATE
Phase Preclinical
Structure Type MOL
InChI Key NUHSROFQTUXZQQ-UHFFFAOYSA-N
3
Targets
12
Activities
3
Assay Types
0
PK Parameters
14
Publications
0
Known Names

Molecular Properties

246.1
MW (Da)
1.18
ALogP
4
HBA
3
HBD
113.3
PSA (Ų)
0.48
QED
0
Ro5 Violations
6
Rot. Bonds

Drug Information

Molecule Type Small molecule
Availability Unknown
Chirality Unknown

Flags

Natural Product First in Class Prodrug

Extended Properties

Molecular Formula C5H12O7P2
MW 246.09
Aromatic Rings 0
Heavy Atoms 14
NP-Likeness 1.40

Activity Summary

EC50 10 meas. best 6.0
IC50 1 meas.
Ki 1 meas. best 4.18

Target Activity Profile

Target Type Best pChEMBL Mean pChEMBL Best (nM) # Data
Butyrophilin subfamily 3 member A1
CHEMBL4105758
 EC50 6.0 4.8633 1000.0 3
Unchecked
CHEMBL612545
 EC50 6.0 5.33 1000.0 6
T-cell
CHEMBL614309
 EC50 5.23 5.23 5900.0 1
Unchecked
CHEMBL612545
 Ki 4.18 4.18 65400.0 1

Activity Data Samples

Top measurements by pChEMBL value

Target Type Rel. Value Units pChEMBL Assay PubMed
Butyrophilin subfamily 3 member A1 EC50 = 1000.0 nM 6.0 Binding affinity to BTN3A1 in human PBMC-derived Vgamma9/Vdelta2 T cells 32930595
Unchecked EC50 = 1000.0 nM 6.0 Induction of Vgamma9Vdelta2 T cells (unknown origin) proliferation assessed as i... 39026632
Unchecked EC50 = 1020.0 nM 5.99 Mean effective concentration of compound was determined in stimulating Vgamma9 /... 12657258
Unchecked EC50 = 3160.0 nM 5.5 Effective concentration to activate gammadelta T cells 12383012
Unchecked EC50 = 4000.0 nM 5.4 Effective concentration range of compound was determined in stimulating Vgamma9 ... 12657258
T-cell EC50 = 5900.0 nM 5.23 Immunostimulatory activity in human Vgamma9/Vdelta2 T cells assessed as TNFalpha... 19453173
Unchecked EC50 = 10000.0 nM 5.0 Effective concentration range of compound was determined in stimulating Vgamma9 ... 12657258
Butyrophilin subfamily 3 member A1 EC50 = 36000.0 nM 4.44 Activation of BTN3A1 in human PBMC-derived Vgamma9/Vdelta2 T cells assessed as i... 31268699
Unchecked Ki = 65400.0 nM 4.18 Inhibition of Populus trichocarpa DXS 25210872
Butyrophilin subfamily 3 member A1 EC50 = 71000.0 nM 4.15 Activation of BTN3A1 in human PBMC-derived Vgamma9/Vdelta2 T cells assessed as i... 31268699
Unchecked EC50 = 81076.0 nM 4.09 Agonist activity at human Vgamma9Vdelta2 receptor expressed in T cells assessed ... 18303828

Literature References

PubMed DOI Target Context # Activities
12657258 10.1016/s0960-894x(03)00138-0 Unchecked 4
19453173 10.1021/jm900054u ADMET 4
31268699 10.1021/acs.jmedchem.9b00825 Butyrophilin subfamily 3 member A1 3
9873578 10.1016/s0960-894x(98)00458-2 Geobacillus stearothermophilus 2
9873578 10.1016/s0960-894x(98)00458-2 Aves 2
9873578 10.1016/s0960-894x(98)00458-2 Sus scrofa 2
12383012 10.1021/jm020224n Unchecked 1
18303828 10.1021/jm701101g Unchecked 1
18937434 10.1021/jm801003y Unchecked 1
19453173 10.1021/jm900054u T-cell 1
25210872 10.1021/jm5010978 Unchecked 1
32930595 10.1021/acs.jmedchem.0c01232 Butyrophilin subfamily 3 member A1 1
33724834 10.1021/acs.jmedchem.0c01944 Phosphatidylinositol 3,4,5-trisphosphate 5-phosphatase 2 1
39026632 10.1039/d4md00208c Unchecked 1

Data from ChEMBL 36 via Core Engine