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Compound Detail

CHEMBL2181000

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COc1cc2c(c(OC)c1OC)-c1ccc(OC)c(=O)cc1[C@@H](NCc1ccc(F)c(F)c1)CC2
ChEMBL ↗ Properties Compare Identifier

Basic Information

ChEMBL ID CHEMBL2181000
Phase Preclinical
Structure Type MOL
InChI Key IFOXSWFIQSMQKJ-NRFANRHFSA-N
7
Targets
9
Activities
2
Assay Types
0
PK Parameters
10
Publications
0
Known Names

Molecular Properties

483.5
MW (Da)
4.80
ALogP
6
HBA
1
HBD
66.0
PSA (Ų)
0.52
QED
0
Ro5 Violations
7
Rot. Bonds

Drug Information

Molecule Type Small molecule
Availability Unknown
Chirality Unknown

Flags

First in Class Prodrug

Extended Properties

Molecular Formula C27H27F2NO5
MW 483.51
Aromatic Rings 3
Heavy Atoms 35
NP-Likeness 0.02

Activity Summary

IC50 8 meas. best 8.79
Ki 1 meas. best 9.85

Target Activity Profile

Target Type Best pChEMBL Mean pChEMBL Best (nM) # Data
Tubulin
CHEMBL2111354
 Ki 9.85 9.85 0.1 1
DLD-1
CHEMBL614285
 IC50 8.79 8.79 1.6 1
HT-29
CHEMBL384
 IC50 8.37 8.37 4.3 1
HeLa
CHEMBL399
 IC50 7.85 7.725 14.1 2
MDA-MB-231
CHEMBL400
 IC50 7.8 7.8 16.0 1
NON-PROTEIN TARGET
CHEMBL3879801
 IC50 7.76 7.76 17.2 1
SW780
CHEMBL1075595
 IC50 7.73 7.73 18.8 1
Tubulin
CHEMBL2111354
 IC50 5.82 5.82 1520.0 1

Activity Data Samples

Top measurements by pChEMBL value

Target Type Rel. Value Units pChEMBL Assay PubMed
Tubulin Ki = 0.1426 nM 9.85 Binding affinity to pig brain tubulin 23176628
DLD-1 IC50 = 1.61 nM 8.79 Cytotoxicity against human DLD1 cells after 96 hrs by MTT assay 23176628
HT-29 IC50 = 4.3 nM 8.37 Cytotoxicity against human HT-29 cells after 96 hrs by MTT assay 23176628
HeLa IC50 = 14.1 nM 7.85 Cytotoxicity against human HeLa cells expressing class 3 tubulin after 96 hrs by... 23176628
MDA-MB-231 IC50 = 16.0 nM 7.8 Cytotoxicity against human MDA-MB-231 cells after 96 hrs by MTT assay 23176628
NON-PROTEIN TARGET IC50 = 17.2 nM 7.76 Cytotoxicity against human A2780AD cells expressing p-gp after 96 hrs by MTT ass... 23176628
SW780 IC50 = 18.8 nM 7.73 Cytotoxicity against human SW780 cells after 96 hrs by MTT assay 23176628
HeLa IC50 = 25.3 nM 7.6 Cytotoxicity against human HeLa cells after 96 hrs by MTT assay 23176628
Tubulin IC50 = 1520.0 nM 5.82 Binding affinity to pig brain tubulin polymerization measured every 1 mins of 60... 23176628

Literature References

PubMed DOI Target Context # Activities
23176628 10.1021/jm301151t HT-29 5
23176628 10.1021/jm301151t HeLa 3
23176628 10.1021/jm301151t DLD-1 3
23176628 10.1021/jm301151t Tubulin 3
23176628 10.1021/jm301151t Unchecked 2
23176628 10.1021/jm301151t SW780 2
23176628 10.1021/jm301151t A549 1
23176628 10.1021/jm301151t NON-PROTEIN TARGET 1
23176628 10.1021/jm301151t Liver 1
23176628 10.1021/jm301151t MDA-MB-231 1

Data from ChEMBL 36 via Core Engine