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Compound Detail

CHEMBL8483

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CCCCCCCCCC(=O)CC(=O)N[C@H]1CCOC1=O
ChEMBL ↗ Properties Compare Identifier

Basic Information

ChEMBL ID CHEMBL8483
Phase Preclinical
Structure Type MOL
InChI Key PHSRRHGYXQCRPU-AWEZNQCLSA-N
11
Targets
27
Activities
2
Assay Types
1
PK Parameters
20
Publications
0
Known Names

Molecular Properties

297.4
MW (Da)
2.52
ALogP
4
HBA
1
HBD
72.5
PSA (Ų)
0.36
QED
0
Ro5 Violations
11
Rot. Bonds

Drug Information

Molecule Type Small molecule
Availability Unknown
Chirality Unknown

Flags

Natural Product First in Class Prodrug

Extended Properties

Molecular Formula C16H27NO4
MW 297.40
Aromatic Rings 0
Heavy Atoms 21
NP-Likeness 0.46

Activity Summary

IC50 16 meas. best 5.4
EC50 11 meas. best 8.82

Target Activity Profile

Target Type Best pChEMBL Mean pChEMBL Best (nM) # Data
Transcriptional activator protein LasR
CHEMBL1075207
 EC50 8.82 7.835 1.5 4
Unchecked
CHEMBL612545
 EC50 8.82 6.6075 1.5 4
PhzR
CHEMBL1075213
 EC50 7.83 7.745 14.7 2
Mus musculus
CHEMBL375
 IC50 5.4 5.4 4000.0 1
PC-3
CHEMBL390
 IC50 5.3 4.975 5000.0 2
Accessory gene regulator protein A
CHEMBL1681616
 IC50 5.22 5.22 6000.0 1
Human immunodeficiency virus 1
CHEMBL378
 IC50 5.0 4.625 10000.0 4
NCI-H630
CHEMBL612540
 IC50 4.92 4.695 12000.0 2
DU-145
CHEMBL613508
 IC50 4.71 4.71 19330.0 1
Unchecked
CHEMBL612545
 IC50 4.66 4.66 22000.0 1
MCF7
CHEMBL387
 IC50 4.58 4.505 26240.0 2
MGC-803
CHEMBL3706566
 IC50 4.53 4.53 29530.0 1

Pharmacokinetic Data

Parameter Value Units Species
T1/2 48.2 hr -

Activity Data Samples

Top measurements by pChEMBL value

Target Type Rel. Value Units pChEMBL Assay PubMed
Transcriptional activator protein LasR EC50 = 1.507 nM 8.82 Agonist activity at Pseudomonas aeruginosa LasR expressed in Escherichia coli JL... 29793752
Unchecked EC50 = 1.5 nM 8.82 Agonist activity at Escherichia coli JM109 LasR assessed as induction of biolumi... -
Unchecked EC50 = 1.8 nM 8.74 Activation of LasR in Escherichia coli JLD271 harboring pSC11/pJN105L using CPRG... 31918952
Transcriptional activator protein LasR EC50 = 7.0 nM 8.15 Agonist activity at Pseudomonas aeruginosa LasR cognate receptor expressed in Es... 20669927
PhzR EC50 = 14.74 nM 7.83 Agonist activity at Pseudomonas aeruginosa QscR expressed in Escherichia coli JL... 29793752
PhzR EC50 = 22.0 nM 7.66 Agonist activity at Pseudomonas aeruginosa QscR expressed in Escherichia coli as... 18083553
Transcriptional activator protein LasR EC50 = 31.0 nM 7.51 Agonist activity at Pseudomonas aeruginosa LasR 25699144
Transcriptional activator protein LasR EC50 = 139.0 nM 6.86 Activation of LasR in Pseudomonas aeruginosa PAO-JP2 harboring plasI-LVAgfp incu... 31918952
Mus musculus IC50 = 4000.0 nM 5.4 Inhibition of murine splenocyte proliferation 12502363
PC-3 IC50 = 5000.0 nM 5.3 Cytotoxicity against human PC3 cells after 5 days by SRB assay 19260689
Accessory gene regulator protein A IC50 = 6000.0 nM 5.22 Inhibition of Staphylococcus aureus RN6390B Agr-mediated RNA3 promoter activatio... 23294220
Human immunodeficiency virus 1 IC50 = 10000.0 nM 5.0 Inhibition of human peripheral blood mononuclear cell (PBMC)donor B proliferatio... 12502363
NCI-H630 IC50 = 12000.0 nM 4.92 Cytotoxicity against 5FU-resistant human NCI-H630 cells after 5 days by SRB assa... 19260689
Human immunodeficiency virus 1 IC50 = 15000.0 nM 4.82 Inhibition of LPS-induced human TNF-alpha secretion 12502363
DU-145 IC50 = 19330.0 nM 4.71 Antiproliferative activity against human DU145 cells after 72 hrs by MTT assay 30553142
Unchecked EC50 = 21000.0 nM 4.68 Immunosuppressive activity in mouse concanavalin A-stimulated peripheral blood l... 21488685
Unchecked IC50 = 22000.0 nM 4.66 Inhibition of AIP-1-induced AgrC-I activation in Staphylococcus aureus RN6390B a... 24592914
PC-3 IC50 = 22510.0 nM 4.65 Antiproliferative activity against human PC3 cells after 72 hrs by MTT assay 30553142
MCF7 IC50 = 26240.0 nM 4.58 Antiproliferative activity against human MCF7 cells after 72 hrs by MTT assay 30553142
MGC-803 IC50 = 29530.0 nM 4.53 Antiproliferative activity against human MGC803 cells after 72 hrs by MTT assay 30553142

Literature References

PubMed DOI Target Context # Activities
18566250 10.1126/science.1156499 Unchecked 30
30553142 10.1016/j.ejmech.2018.12.014 DU-145 23
18566250 10.1126/science.1156499 MEF 12
18566250 10.1126/science.1156499 Macrophage 10
18566250 10.1126/science.1156499 Inhibitor of nuclear factor kappa-B kinase subunit alpha 9
19917748 10.1128/aac.00702-09 Clostridioides difficile 6
18566250 10.1126/science.1156499 MAP kinase p38 5
18566250 10.1126/science.1156499 Transcription factor p65 4
12502363 10.1021/jm020909n Human immunodeficiency virus 1 4
18566250 10.1126/science.1156499 Epithelial cell 4
18083553 10.1016/j.bmcl.2007.11.095 PhzR 2
18566250 10.1126/science.1156499 Mus musculus 2
33480689 10.1021/acs.jnatprod.0c01003 MDA-MB-231 2
18566250 10.1126/science.1156499 PBMC 2
24592914 10.1021/jm500215s Unchecked 2
19260689 10.1021/jm8015377 NCI-H630 2
21190852 10.1016/j.bmcl.2010.11.122 Unchecked 2
18566250 10.1126/science.1156499 THP-1 1
19260689 10.1021/jm8015377 PC-3 1
19260689 10.1021/jm8015377 Pseudomonas aeruginosa 1

Data from ChEMBL 36 via Core Engine