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Compound Detail

CHEMBL405862

NIGERICIN
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CO[C@@H]1C[C@@H](C[C@H]2CC[C@H](C)[C@H]([C@@H](C)C(=O)O)O2)O[C@]2(O[C@](C)([C@H]3CC[C@@](C)([C@@H]4O[C@@H]([C@H]5O[C@@](O)(CO)[C@H](C)C[C@@H]5C)C[C@@H]4C)O3)C[C@H]2C)[C@@H]1C
ChEMBL ↗ Properties Compare Identifier

Basic Information

ChEMBL ID CHEMBL405862
Name NIGERICIN
Phase Preclinical
Structure Type MOL
InChI Key DANUORFCFTYTSZ-SJSJOXFOSA-N
5
Targets
8
Activities
2
Assay Types
0
PK Parameters
20
Publications
0
Known Names

Molecular Properties

725.0
MW (Da)
5.71
ALogP
10
HBA
3
HBD
142.4
PSA (Ų)
0.27
QED
2
Ro5 Violations
9
Rot. Bonds

Drug Information

Molecule Type Small molecule
Availability Unknown
Chirality Unknown

Flags

Natural Product First in Class Prodrug

Extended Properties

Molecular Formula C40H68O11
MW 724.97
Aromatic Rings 0
Heavy Atoms 51
NP-Likeness 2.09

Activity Summary

EC50 5 meas. best 8.29
IC50 3 meas. best 6.85

Target Activity Profile

Target Type Best pChEMBL Mean pChEMBL Best (nM) # Data
Plasmodium vivax
CHEMBL613013
 EC50 8.29 8.1 5.1 4
Human immunodeficiency virus 1
CHEMBL378
 EC50 8.22 8.22 6.0 1
H9
CHEMBL614806
 IC50 6.85 6.85 140.0 1
SW-620
CHEMBL612262
 IC50 5.86 5.86 1390.0 1
KM12
CHEMBL614709
 IC50 5.07 5.07 8480.0 1

Activity Data Samples

Top measurements by pChEMBL value

Target Type Rel. Value Units pChEMBL Assay PubMed
Plasmodium vivax EC50 = 5.13 nM 8.29 Antimalarial activity against liver stage Plasmodium vivax schizont infected in ... 38262446
Plasmodium vivax EC50 = 5.129 nM 8.29 Antimalarial activity against liver stage Plasmodium vivax schizont infected in ... 38262446
Human immunodeficiency virus 1 EC50 = 6.0 nM 8.22 Antiviral activity against HIV1 RF in human H9 cells assessed as inhibition of v... 11430019
Plasmodium vivax EC50 = 12.3 nM 7.91 Antimalarial activity against liver stage Plasmodium vivax hypnozoite infected i... 38262446
Plasmodium vivax EC50 = 12.3 nM 7.91 Antimalarial activity against liver stage Plasmodium vivax hypnozoite infected i... 38262446
H9 IC50 = 140.0 nM 6.85 Cytotoxicity against human H9 cells 11430019
SW-620 IC50 = 1390.0 nM 5.86 Anticancer activity against human SW-620 cells assessed as reduction in cell via... 33445154
KM12 IC50 = 8480.0 nM 5.07 Anticancer activity against human KM12 cells assessed as reduction in cell viabi... 33445154

Literature References

PubMed DOI Target Context # Activities
18024584 10.1073/pnas.0709695104 H4 11
38262446 10.1021/acs.jnatprod.3c01019 Plasmodium vivax 4
3819734 10.1021/np50047a016 Lepidium sativum 3
38262446 10.1021/acs.jnatprod.3c01019 Unchecked 2
38262446 10.1021/acs.jnatprod.3c01019 Hepatocyte 2
30684869 10.1016/j.ejmech.2019.01.035 Plasmodium vinckei petteri 2
19015352 10.1128/aac.01095-08 ATP binding cassette transporter Abc1p 1
36858079 10.1016/j.bmcl.2023.129210 Cell membrane 1
33445154 10.1016/j.ejmech.2020.113149 KM12 1
33445154 10.1016/j.ejmech.2020.113149 SW-620 1
24568559 10.1021/jm500131s Mycolicibacterium smegmatis 1
23719286 10.1016/j.bmc.2013.04.063 Leishmania braziliensis 1
20936874 10.1021/jm100729b LNCaP 1
18212104 10.1128/aac.01043-07 Plasmodium falciparum 1
18212104 10.1128/aac.01043-07 Plasmodium yoelii yoelii 1
18212104 10.1128/aac.01043-07 Hepatocyte 1
18212104 10.1128/aac.01043-07 Unchecked 1
3819734 10.1021/np50047a016 Mus musculus 1
11430019 10.1021/np0003995 H9 1
11430019 10.1021/np0003995 Human immunodeficiency virus 1 1

Data from ChEMBL 36 via Core Engine