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Compound Detail

CHEMBL549905

JOURNNAMYCIN A
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COC1=C(C)C(=O)C2=C(C1=O)[C@@H]1[C@@H]3CC4=C(C(=O)C(OC)=C(C)C4=O)[C@H](CO)N3[C@@H](C#N)[C@H](C2)N1C
ChEMBL ↗ Properties Compare Identifier

Basic Information

ChEMBL ID CHEMBL549905
Name JOURNNAMYCIN A
Phase Preclinical
Structure Type MOL
InChI Key JHAXVYBLQNHGFS-LLYLOPHFSA-N
8
Targets
9
Activities
1
Assay Types
0
PK Parameters
15
Publications
0
Known Names

Molecular Properties

493.5
MW (Da)
0.14
ALogP
10
HBA
1
HBD
137.2
PSA (Ų)
0.54
QED
0
Ro5 Violations
3
Rot. Bonds

Drug Information

Molecule Type Small molecule
Availability Unknown
Chirality Unknown

Flags

Natural Product First in Class Prodrug

Extended Properties

Molecular Formula C26H27N3O7
MW 493.52
Aromatic Rings 0
Heavy Atoms 36
NP-Likeness 1.75

Activity Summary

IC50 9 meas. best 7.89

Target Activity Profile

Target Type Best pChEMBL Mean pChEMBL Best (nM) # Data
HCT-116
CHEMBL394
 IC50 7.89 7.39 13.0 2
DU-145
CHEMBL613508
 IC50 7.54 7.54 29.0 1
QG-56
CHEMBL612268
 IC50 7.23 7.23 59.0 1
MDA-MB-435
CHEMBL614697
 IC50 6.54 6.54 290.0 1
NCI-H23
CHEMBL614997
 IC50 5.64 5.64 2300.0 1
A549
CHEMBL392
 IC50 5.51 5.51 3100.0 1
NCI-H460
CHEMBL396
 IC50 5.1 5.1 8000.0 1
BEAS-2B
CHEMBL4296403
 IC50 4.83 4.83 14800.0 1

Activity Data Samples

Top measurements by pChEMBL value

Target Type Rel. Value Units pChEMBL Assay PubMed
HCT-116 IC50 = 13.0 nM 7.89 Antiproliferative activity against human HCT-116 cells assessed as reduction in ... 38181652
DU-145 IC50 = 29.0 nM 7.54 Cytotoxicity against human DU-145 cells assessed as cell growth inhibition measu... 38181652
QG-56 IC50 = 59.0 nM 7.23 Cytotoxicity against human QG-56 cells assessed as reduction in cell growth incu... 38181652
HCT-116 IC50 = 130.0 nM 6.89 Cytotoxicity against human HCT116 cells after 3 days by MTT assay 19457672
MDA-MB-435 IC50 = 290.0 nM 6.54 Cytotoxicity against human MDA-MB-435 cells after 3 days by MTT assay 19457672
NCI-H23 IC50 = 2300.0 nM 5.64 Cytotoxicity against human NCI-H23 cells assessed as reduction in cell viability... 38181652
A549 IC50 = 3100.0 nM 5.51 Cytotoxicity against human A549 cells assessed as reduction in cell viability me... 38181652
NCI-H460 IC50 = 8000.0 nM 5.1 Cytotoxicity against human NCI-H460 cells assessed as reduction in cell viabilit... 38181652
BEAS-2B IC50 = 14800.0 nM 4.83 Cytotoxicity against human BEAS-2B cells incubated for 72 hrs measured by MTT as... 38181652

Literature References

PubMed DOI Target Context # Activities
31260310 10.1021/acs.jnatprod.9b00102 NCI-H460 29
31260310 10.1021/acs.jnatprod.9b00102 NCI-H23 18
31260310 10.1021/acs.jnatprod.9b00102 NCI-H292 8
31260310 10.1021/acs.jnatprod.9b00102 Serine/threonine-protein kinase AKT 2
31260310 10.1021/acs.jnatprod.9b00102 Unchecked 2
19457672 10.1016/j.bmc.2009.05.009 HCT-116 1
19457672 10.1016/j.bmc.2009.05.009 MDA-MB-435 1
19457672 10.1016/j.bmc.2009.05.009 QG-56 1
38181652 10.1016/j.ejmech.2023.116081 HCT-116 1
38181652 10.1016/j.ejmech.2023.116081 NCI-H460 1
38181652 10.1016/j.ejmech.2023.116081 NCI-H23 1
38181652 10.1016/j.ejmech.2023.116081 A549 1
38181652 10.1016/j.ejmech.2023.116081 BEAS-2B 1
38181652 10.1016/j.ejmech.2023.116081 QG-56 1
38181652 10.1016/j.ejmech.2023.116081 DU-145 1

Data from ChEMBL 36 via Core Engine