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Compound Detail

CHEMBL4089242

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CO[C@@H](C(=O)N[C@H]1CC[C@@H](OC(=O)C2CCCCC2)CNC1=O)[C@H](O)[C@@H](O)[C@H](O)/C(C)=C/C(C)(C)C

Basic Information

ChEMBL ID CHEMBL4089242
Phase Preclinical
Structure Type MOL
InChI Key KPRFHISDQHTCOC-MTXMZVTLSA-N
2
Targets
2
Activities
1
Assay Types
0
PK Parameters
3
Publications
0
Known Names

Molecular Properties

512.6
MW (Da)
0.96
ALogP
8
HBA
5
HBD
154.4
PSA (Ų)
0.23
QED
1
Ro5 Violations
9
Rot. Bonds

Drug Information

Molecule Type Small molecule
Availability Unknown
Chirality Unknown

Flags

First in Class Prodrug

Extended Properties

Molecular Formula C26H44N2O8
MW 512.64
Aromatic Rings 0
Heavy Atoms 36
NP-Likeness 0.89

Activity Summary

IC50 2 meas. best 6.85

Target Activity Profile

Target Type Best pChEMBL Mean pChEMBL Best (nM) # Data
HCT-116
CHEMBL394
IC50 6.85 6.85 140.0 1
Methionine aminopeptidase 2
CHEMBL3922
IC50 6.42 6.42 380.0 1

Activity Data Samples

Top measurements by pChEMBL value

Target Type Rel. Value Units pChEMBL Assay PubMed
HCT-116 IC50 = 140.0 nM 6.85 Antiproliferative activity against human HCT116 cells after 96 hrs 28185457
Methionine aminopeptidase 2 IC50 = 380.0 nM 6.42 Inhibition of human MetAP2 28185457

Literature References

PubMed DOI Target Context # Activities
28185457 10.1021/acs.jnatprod.6b00970 HCT-116 1
28185457 10.1021/acs.jnatprod.6b00970 Methionine aminopeptidase 1 1
28185457 10.1021/acs.jnatprod.6b00970 Methionine aminopeptidase 2 1

Data from ChEMBL 36 via Core Engine