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Compound Detail

CHEMBL5285469

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COc1c(Br)cc([C@@H]2c3cc4c(cc3C[C@H]3C(=O)NC(=O)N23)OCCO4)cc1Br
ChEMBL ↗ Properties Compare Identifier

Basic Information

ChEMBL ID CHEMBL5285469
Phase Preclinical
Structure Type MOL
InChI Key JLVXITSDGMVAMK-WMLDXEAASA-N
6
Targets
8
Activities
2
Assay Types
2
PK Parameters
10
Publications
0
Known Names

Molecular Properties

524.2
MW (Da)
3.56
ALogP
5
HBA
1
HBD
77.1
PSA (Ų)
0.61
QED
1
Ro5 Violations
2
Rot. Bonds

Drug Information

Availability Unknown
Chirality Unknown

Flags

First in Class Prodrug

Extended Properties

Molecular Formula C20H16Br2N2O5
MW 524.17
Aromatic Rings 2
Heavy Atoms 29
NP-Likeness 0.15

Activity Summary

IC50 7 meas. best 8.46
Kd 1 meas. best 5.77

Target Activity Profile

Target Type Best pChEMBL Mean pChEMBL Best (nM) # Data
MCF7
CHEMBL387
 IC50 8.46 8.46 3.5 1
HT-29
CHEMBL384
 IC50 8.36 8.36 4.4 1
K562
CHEMBL385
 IC50 8.28 8.28 5.3 1
Unchecked
CHEMBL612545
 IC50 8.28 8.19 5.2 2
HCT-116
CHEMBL394
 IC50 8.23 8.23 5.9 1
Tubulin
CHEMBL2111354
 Kd 5.77 5.77 1700.0 1
Tubulin
CHEMBL2111354
 IC50 5.64 5.64 2310.0 1

Pharmacokinetic Data

Parameter Value Units Species
CL 166.64 mL.min-1.kg-1 Homo sapiens
T1/2 0.1738 hr Homo sapiens

Activity Data Samples

Top measurements by pChEMBL value

Target Type Rel. Value Units pChEMBL Assay PubMed
MCF7 IC50 = 3.5 nM 8.46 Antiproliferative activity against human MCF7 cells measured after 72 hrs by MTT... 36471625
HT-29 IC50 = 4.4 nM 8.36 Antiproliferative activity against human HT-29 cells measured after 72 hrs by MT... 36471625
K562 IC50 = 5.3 nM 8.28 Antiproliferative activity against human K562 cells measured after 72 hrs by MTT... 36471625
Unchecked IC50 = 5.2 nM 8.28 Antiproliferative activity against paclitaxel-resistant human MCF7/TxR cells mea... 36471625
HCT-116 IC50 = 5.9 nM 8.23 Antiproliferative activity against human HCT-116 cells measured after 72 hrs by ... 36471625
Unchecked IC50 = 7.9 nM 8.1 Antiproliferative activity against paclitaxel-resistant human A549/TxR cells mea... 36471625
Tubulin Kd = 1700.0 nM 5.77 Binding affinity to porcine brain tubulin assessed as changes in the fluorescenc... 36471625
Tubulin IC50 = 2310.0 nM 5.64 Inhibition of porcine brain tubulin assessed as changes in the fluorescence inte... 36471625

Literature References

PubMed DOI Target Context # Activities
36471625 10.1021/acs.jmedchem.2c01595 MCF7 23
36471625 10.1021/acs.jmedchem.2c01595 ADMET 9
36471625 10.1021/acs.jmedchem.2c01595 Unchecked 9
36471625 10.1021/acs.jmedchem.2c01595 Tubulin 4
36471625 10.1021/acs.jmedchem.2c01595 ATP-dependent translocase ABCB1 2
36471625 10.1021/acs.jmedchem.2c01595 K562 1
36471625 10.1021/acs.jmedchem.2c01595 HT-29 1
36471625 10.1021/acs.jmedchem.2c01595 HCT-116 1
36471625 10.1021/acs.jmedchem.2c01595 No relevant target 1
36471625 10.1021/acs.jmedchem.2c01595 A549 1

Data from ChEMBL 36 via Core Engine