Skip to main content
Free research Free research Free compound review with research home and workspace preview
Quick search ChEMBL 36
Compound Detail

CHEMBL32838

FUMAGILLIN
🧪 Phase II
Enter ChEMBL ID:
Free Research Context This compound will appear in recent viewed items on the research home for this browser.
Research home View demo workspace
🧪 Phase II
CO[C@@H]1[C@H](OC(=O)/C=C/C=C/C=C/C=C/C(=O)O)CC[C@]2(CO2)[C@H]1[C@@]1(C)O[C@@H]1CC=C(C)C
ChEMBL ↗ Properties Compare Identifier

Basic Information

ChEMBL ID CHEMBL32838
Name FUMAGILLIN
Phase Phase II
Structure Type MOL
InChI Key NGGMYCMLYOUNGM-CSDLUJIJSA-N

Known Names

(-)-fumagillin Amebacilin Fumagilina Fumagillin Fumagilline Fumidil NSC-9168 ZGN-201
6
Targets
13
Activities
2
Assay Types
0
PK Parameters
20
Publications
8
Known Names
1
Indications

Molecular Properties

458.6
MW (Da)
3.92
ALogP
6
HBA
1
HBD
97.9
PSA (Ų)
0.17
QED
0
Ro5 Violations
10
Rot. Bonds

Drug Information

Molecule Type Small molecule
Chirality Single Enantiomer

Flags

Natural Product
USAN Stem -gillin

Extended Properties

Molecular Formula C26H34O7
MW 458.55
Aromatic Rings 0
Heavy Atoms 33
NP-Likeness 2.69

Indications

Amebiasis

ATC Classification

P01AX10
fumagillin
Level 1: ANTIPARASITIC PRODUCTS, INSECTICIDES AND REPELLENTS
Level 2: ANTIPROTOZOALS

Activity Summary

IC50 12 meas. best 9.2
EC50 1 meas. best 9.09

Target Activity Profile

Target Type Best pChEMBL Mean pChEMBL Best (nM) # Data
Methionine aminopeptidase 2
CHEMBL3922
 IC50 9.2 8.66 0.6 4
HUVEC
CHEMBL613979
 EC50 9.09 9.09 0.8 1
HUVEC
CHEMBL613979
 IC50 8.18 8.0933 6.6 3
Unchecked
CHEMBL612545
 IC50 6.7 6.7 200.0 1
A-431
CHEMBL614069
 IC50 5.3 4.81 5000.0 2
L1210
CHEMBL386
 IC50 5.1 5.1 8000.0 1
ADMET
CHEMBL612558
 IC50 4.0 4.0 100000.0 1

Activity Data Samples

Top measurements by pChEMBL value

Target Type Rel. Value Units pChEMBL Assay PubMed
Methionine aminopeptidase 2 IC50 = 0.63 nM 9.2 Inhibitory activity against Methionine aminopeptidase 2 14684305
HUVEC EC50 = 0.82 nM 9.09 Tested for inhibition of the human umbilical vein endothelial cell (HUVEC) proli... 14684305
Methionine aminopeptidase 2 IC50 = 1.0 nM 9.0 In vitro inhibitory activity against purified recombinant human Methionine Amino... 12877582
Methionine aminopeptidase 2 IC50 = 1.2 nM 8.92 Inhibitory concentration against cobalt activated human methionine aminopeptidas... 16134930
HUVEC IC50 = 6.6 nM 8.18 Antiproliferative against HUVEC cells assessed as cell viability after 96 hrs by... 24211639
HUVEC IC50 = 8.9 nM 8.05 Antiangiogenic activity in HUVEC after 96 hrs by MTT assay 20974505
HUVEC IC50 = 8.9 nM 8.05 Antiproliferative activity against human HUVEC cells after 96 hrs by MTT assay 21296467
Methionine aminopeptidase 2 IC50 = 30.0 nM 7.52 Inhibition of methionine aminopeptidase 2 19209899
Unchecked IC50 = 200.0 nM 6.7 Inhibition of endothelial cell ploriferation determined in bovine aortic endothe... 12877582
A-431 IC50 = 5000.0 nM 5.3 Inhibitory activity against proliferation of human epidermoid carcinoma (A431) c... 12031320
L1210 IC50 = 8000.0 nM 5.1 Inhibitory activity against proliferation of murine leukemia (L1210) cells 12031320
A-431 IC50 = 48000.0 nM 4.32 In vitro antiproliferative effect against A431 human epidermoid carcinoma cells -
ADMET IC50 = 100000.0 nM 4.0 Compound was tested for antiproliferative effect against primary endothelial cel... -

Literature References

PubMed DOI Target Context # Activities
15646539 10.1016/s0399-8320(04)95062-2 Unchecked 11
15646539 10.1016/s0399-8320(04)95062-2 NON-PROTEIN TARGET 8
20056543 10.1016/j.bmcl.2009.12.055 HUVEC 2
20974505 10.1016/j.ejmech.2010.09.061 ADMET 2
- 10.6019/CHEMBL4808148 Histone deacetylase 6 2
15978809 10.1016/j.bmcl.2005.05.065 NON-PROTEIN TARGET 2
24211639 10.1016/j.ejmech.2013.10.033 HepG2 2
24211639 10.1016/j.ejmech.2013.10.033 HUVEC 2
14684305 10.1016/j.bmcl.2003.10.008 Methionine aminopeptidase 2 1
16380253 10.1016/j.bmcl.2005.11.074 Gallus gallus 1
16134930 10.1021/jm050408c Methionine aminopeptidase 2 1
- 10.1016/S0960-894X(96)00564-1 A-431 1
- 10.1016/S0960-894X(96)00564-1 Gallus gallus 1
14684305 10.1016/j.bmcl.2003.10.008 HUVEC 1
12877582 10.1021/jm0341103 Methionine aminopeptidase 2 1
12877582 10.1021/jm0341103 Unchecked 1
12801227 10.1021/jm0300532 Methionine aminopeptidase 1 1
12031320 10.1016/s0960-894x(02)00197-x L1210 1
12031320 10.1016/s0960-894x(02)00197-x A-431 1
10636239 10.1016/s0960-894x(99)00577-6 P388 1

Data from ChEMBL 36 via Core Engine