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Compound Detail

CHEMBL342672

CYCLOTHEONAMIDE A
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N=C(N)NCCC[C@@H]1NC(=O)[C@@H]2CCCN2C(=O)[C@@H](NC=O)CNC(=O)/C=C/[C@H](Cc2ccc(O)cc2)NC(=O)[C@@H](Cc2ccccc2)NC(=O)C1=O

Basic Information

ChEMBL ID CHEMBL342672
Name CYCLOTHEONAMIDE A
Phase Preclinical
Structure Type MOL
InChI Key CDWXSPKJKIUEQF-BIXWYCRZSA-N
2
Targets
5
Activities
2
Assay Types
0
PK Parameters
5
Publications
0
Known Names

Molecular Properties

731.8
MW (Da)
-1.74
ALogP
9
HBA
9
HBD
265.0
PSA (Ų)
0.04
QED
2
Ro5 Violations
10
Rot. Bonds

Drug Information

Molecule Type Small molecule
Availability Unknown
Chirality Unknown

Flags

Natural Product First in Class Prodrug

Extended Properties

Molecular Formula C36H45N9O8
MW 731.81
Aromatic Rings 2
Heavy Atoms 53
NP-Likeness 0.84

Activity Summary

IC50 3 meas. best 7.8
Ki 2 meas. best 9.0

Target Activity Profile

Target Type Best pChEMBL Mean pChEMBL Best (nM) # Data
Prothrombin
CHEMBL204
Ki 9.0 7.875 1.0 2
Unchecked
CHEMBL612545
IC50 7.8 7.8 16.0 1
Prothrombin
CHEMBL204
IC50 7.64 6.73 23.0 2

Activity Data Samples

Top measurements by pChEMBL value

Target Type Rel. Value Units pChEMBL Assay PubMed
Prothrombin Ki = 1.0 nM 9.0 Inhibitory activity against thrombin. 12238922
Unchecked IC50 = 16.0 nM 7.8 Inhibition of trypsin 9599274
Prothrombin IC50 = 23.0 nM 7.64 Inhibition of thrombin 9599274
Prothrombin Ki = 180.0 nM 6.75 Inhibition of thrombin 21381769
Prothrombin IC50 = 1500.0 nM 5.82 Inhibition of factor 2a 21035339

Literature References

PubMed DOI Target Context # Activities
12238922 10.1021/jm011110z Prothrombin 1
9599274 10.1021/np970544n Prothrombin 1
9599274 10.1021/np970544n Unchecked 1
21035339 10.1016/j.bmcl.2010.09.141 Prothrombin 1
21381769 10.1021/jm1012374 Prothrombin 1

Data from ChEMBL 36 via Core Engine