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Compound Detail

CHEMBL491592

HAMAMELITANNIN
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O=C(OC[C@H]1OC(O)[C@@](O)(COC(=O)c2cc(O)c(O)c(O)c2)[C@@H]1O)c1cc(O)c(O)c(O)c1

Basic Information

ChEMBL ID CHEMBL491592
Name HAMAMELITANNIN
Phase Preclinical
Structure Type MOL
InChI Key FEPAFOYQTIEEIS-IZUGRSKYSA-N
1
Targets
10
Activities
2
Assay Types
0
PK Parameters
20
Publications
0
Known Names

Molecular Properties

484.4
MW (Da)
-1.26
ALogP
14
HBA
9
HBD
243.9
PSA (Ų)
0.17
QED
2
Ro5 Violations
6
Rot. Bonds

Drug Information

Molecule Type Small molecule
Availability Unknown
Chirality Unknown

Flags

Natural Product First in Class Prodrug

Extended Properties

Molecular Formula C20H20O14
MW 484.37
Aromatic Rings 2
Heavy Atoms 34
NP-Likeness 1.19

Activity Summary

EC50 9 meas. best 4.3
IC50 1 meas. best 4.35

Target Activity Profile

Target Type Best pChEMBL Mean pChEMBL Best (nM) # Data
Human immunodeficiency virus 1
CHEMBL378
IC50 4.35 4.35 45000.0 1
Human immunodeficiency virus 1
CHEMBL378
EC50 4.3 4.3 50000.0 1

Activity Data Samples

Top measurements by pChEMBL value

Literature References

PubMed DOI Target Context # Activities
22216935 10.1021/np200426k HT-29 7
27507109 10.1016/j.bmc.2016.07.058 Staphylococcus aureus 5
28105272 10.1021/acsmedchemlett.6b00315 Signal transduction protein TRAP 4
27823882 10.1016/j.ejmech.2016.10.056 Unchecked 4
- 10.1016/S0960-894X(00)80422-9 Human immunodeficiency virus 1 3
35777073 10.1021/acs.jmedchem.1c01039 Staphylococcus aureus 2
22216935 10.1021/np200426k NON-PROTEIN TARGET 2
1431932 10.1021/np50086a002 NON-PROTEIN TARGET 1
28105272 10.1021/acsmedchemlett.6b00315 Staphylococcus aureus 1
27823882 10.1016/j.ejmech.2016.10.056 Staphylococcus aureus 1
22216935 10.1021/np200426k ADMET 1
22216935 10.1021/np200426k Radical scavenging activity 1
1431932 10.1021/np50086a002 KB 1
1431932 10.1021/np50086a002 A549 1
1431932 10.1021/np50086a002 HCT-8 1
1431932 10.1021/np50086a002 TE-671 1
- 10.1016/S0960-894X(01)81072-6 Unchecked 1
- 10.1016/S0960-894X(01)81072-6 Protein kinase C, PKC; classical/novel 1
- 10.1016/S0960-894X(01)81072-6 Protein kinase C (PKC) 1
- 10.1016/S0960-894X(00)80422-9 Human immunodeficiency virus type 1 reverse transcriptase 1

Data from ChEMBL 36 via Core Engine