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Compound Detail

CHEMBL433257

HARRINGTONINE
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COC(=O)C[C@](O)(CCC(C)(C)O)C(=O)O[C@@H]1C(OC)=C[C@]23CCCN2CCc2cc4c(cc2[C@H]13)OCO4

Basic Information

ChEMBL ID CHEMBL433257
Name HARRINGTONINE
Phase Preclinical
Structure Type MOL
InChI Key HAVJATCHLFRDHY-KSZYUSJVSA-N
3
Targets
4
Activities
2
Assay Types
0
PK Parameters
13
Publications
0
Known Names

Molecular Properties

531.6
MW (Da)
2.19
ALogP
10
HBA
2
HBD
124.0
PSA (Ų)
0.48
QED
1
Ro5 Violations
8
Rot. Bonds

Drug Information

Molecule Type Small molecule
Availability Unknown
Chirality Unknown

Flags

Natural Product First in Class Prodrug

Extended Properties

Molecular Formula C28H37NO9
MW 531.60
Aromatic Rings 1
Heavy Atoms 38
NP-Likeness 2.03

Activity Summary

IC50 3 meas. best 7.33
EC50 1 meas. best 6.62

Target Activity Profile

Target Type Best pChEMBL Mean pChEMBL Best (nM) # Data
HL-60
CHEMBL383
IC50 7.33 7.315 47.0 2
NON-PROTEIN TARGET
CHEMBL3879801
EC50 6.62 6.62 240.0 1
HeLa
CHEMBL399
IC50 5.4 5.4 4000.0 1

Activity Data Samples

Top measurements by pChEMBL value

Literature References

PubMed DOI Target Context # Activities
- 10.6019/CHEMBL3885881 Rattus norvegicus 430
29286665 10.1021/acs.jnatprod.7b00541 ADMET 3
19540126 10.1016/j.bmc.2009.05.047 N2a 2
- 10.1016/0960-894X(96)00302-2 P388 1
1710653 10.1021/np50073a012 Human immunodeficiency virus type 1 reverse transcriptase 1
19540126 10.1016/j.bmc.2009.05.047 Unchecked 1
23062825 10.1016/j.bmc.2012.09.040 Acetylcholinesterase 1
23062825 10.1016/j.bmc.2012.09.040 Cholinesterase 1
24079775 10.1021/jm400460d NON-PROTEIN TARGET 1
29286665 10.1021/acs.jnatprod.7b00541 HL-60 1
- 10.1101/2020.04.21.054387 SARS-CoV-2 1
35148094 10.1021/acs.jnatprod.1c00888 HL-60 1
35148094 10.1021/acs.jnatprod.1c00888 HeLa 1

Data from ChEMBL 36 via Core Engine