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Compound Detail

CHEMBL280978

ZARAGOZIC ACIDS A
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C=C(CC[C@]12O[C@H](C(=O)O)[C@@](O)(C(=O)O)[C@](C(=O)O)(O1)[C@H](OC(=O)/C=C/[C@@H](C)C[C@@H](C)CC)[C@H]2O)[C@@H](OC(C)=O)[C@H](C)Cc1ccccc1

Basic Information

ChEMBL ID CHEMBL280978
Name ZARAGOZIC ACIDS A
Phase Preclinical
Structure Type MOL
InChI Key DFKDOZMCHOGOBR-NCSQYGPNSA-N
6
Targets
13
Activities
2
Assay Types
0
PK Parameters
20
Publications
0
Known Names

Molecular Properties

690.7
MW (Da)
2.88
ALogP
11
HBA
5
HBD
223.4
PSA (Ų)
0.09
QED
2
Ro5 Violations
17
Rot. Bonds

Drug Information

Molecule Type Small molecule
Availability Unknown
Chirality Unknown

Flags

Natural Product First in Class Prodrug

Extended Properties

Molecular Formula C35H46O14
MW 690.74
Aromatic Rings 1
Heavy Atoms 49
NP-Likeness 2.23

Activity Summary

IC50 12 meas. best 9.3
EC50 1 meas. best 5.08

Target Activity Profile

Target Type Best pChEMBL Mean pChEMBL Best (nM) # Data
Squalene synthase
CHEMBL3815
IC50 9.3 8.1171 0.5 7
Squalene synthase
CHEMBL3338
IC50 8.3 8.3 5.0 2
Protein farnesyltransferase
CHEMBL2095197
IC50 7.92 7.92 12.0 1
Rattus norvegicus
CHEMBL376
IC50 7.41 7.41 39.0 1
Unchecked
CHEMBL612545
IC50 6.6 6.6 250.0 1
dengue virus type 2
CHEMBL613966
EC50 5.08 5.08 8300.0 1

Activity Data Samples

Top measurements by pChEMBL value

Literature References

PubMed DOI Target Context # Activities
18641634 10.1038/nchembio.103 Squalene synthase 7
18641634 10.1038/nchembio.103 Unchecked 6
- 10.1016/S0960-894X(01)80713-7 Squalene synthase 2
18641634 10.1038/nchembio.103 RAC-alpha serine/threonine-protein kinase 2
- 10.1016/S0960-894X(01)80696-X Unchecked 2
- 10.1016/S0960-894X(01)80724-1 Squalene synthase 2
26771861 10.1021/acs.jmedchem.5b01653 dengue virus type 2 1
8691471 10.1021/jm950893j Squalene synthase 1
8289063 10.1021/np50101a009 Unchecked 1
8289063 10.1021/np50101a009 Squalene synthase 1
- 10.1016/S0960-894X(01)80537-0 Squalene synthase 1
- 10.1016/S0960-894X(01)80724-1 Cryptococcus neoformans 1
- 10.1016/S0960-894X(01)80724-1 Aspergillus niger 1
- 10.1016/S0960-894X(01)80724-1 Candida albicans 1
8568810 10.1021/jm9504969 Squalene synthase 1
- 10.1016/S0960-894X(01)80175-X Squalene synthase 1
- 10.1016/S0960-894X(01)80696-X Squalene synthase 1
11906287 10.1021/jm011075w Protein farnesyltransferase 1
11906287 10.1021/jm011075w No relevant target 1
- 10.1016/S0960-894X(01)80713-7 Rattus norvegicus 1

Data from ChEMBL 36 via Core Engine