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Compound Detail

CHEMBL474561

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O=C1c2c(c3c4ccc(O)cc4n(O[C@@H]4O[C@H](CO)[C@@H](O)[C@H](O)[C@H]4O)c3c3[nH]c4cc(O)ccc4c23)C(=O)N1NCc1cccc(CO)n1

Basic Information

ChEMBL ID CHEMBL474561
Phase Preclinical
Structure Type MOL
InChI Key RTWGXFRLCDXCRX-OJSVXGLKSA-N
7
Targets
7
Activities
2
Assay Types
0
PK Parameters
10
Publications
0
Known Names

Molecular Properties

671.6
MW (Da)
0.26
ALogP
14
HBA
9
HBD
243.1
PSA (Ų)
0.10
QED
3
Ro5 Violations
7
Rot. Bonds

Drug Information

Molecule Type Small molecule
Availability Unknown
Chirality Unknown

Flags

First in Class Prodrug

Extended Properties

Molecular Formula C33H29N5O11
MW 671.62
Aromatic Rings 6
Heavy Atoms 49
NP-Likeness 0.62

Activity Summary

IC50 5 meas. best 9.3
EC50 2 meas. best 8.48

Target Activity Profile

Target Type Best pChEMBL Mean pChEMBL Best (nM) # Data
P388/S
CHEMBL614220
IC50 9.3 9.3 0.5 1
MKN-45
CHEMBL614354
IC50 8.68 8.68 2.1 1
DNA topoisomerase 1
CHEMBL1781
EC50 8.48 8.48 3.3 1
DLD-1
CHEMBL614285
IC50 8.37 8.37 4.3 1
HeLa
CHEMBL399
IC50 7.96 7.96 11.0 1
DNA topoisomerase 1
CHEMBL2814
EC50 7.14 7.14 73.0 1
Unchecked
CHEMBL612545
IC50 5.02 5.02 9500.0 1

Activity Data Samples

Top measurements by pChEMBL value

Literature References

PubMed DOI Target Context # Activities
19397324 10.1021/jm801641t MKN-45 2
19397324 10.1021/jm801641t DNA topoisomerase 1 2
19397324 10.1021/jm801641t Mus musculus 2
19397324 10.1021/jm801641t NON-PROTEIN TARGET 2
19397324 10.1021/jm801641t P388/S 1
19397324 10.1021/jm801641t DLD-1 1
19397324 10.1021/jm801641t HeLa 1
19397324 10.1021/jm801641t Unchecked 1
19397324 10.1021/jm801641t Epidermal growth factor receptor 1
19397324 10.1021/jm801641t MX1 1

Data from ChEMBL 36 via Core Engine