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Compound Detail

CHEMBL5399206

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O=C1CCCCCCCCCCCNC(=O)[C@@H](Cc2ccccc2)NC(=O)/C(c2cccc3ccccc23)=C\C=C(\c2ccccc2)CN1
ChEMBL ↗ Properties Compare Identifier

Basic Information

ChEMBL ID CHEMBL5399206
Phase Preclinical
Structure Type MOL
InChI Key XQUHGTRMYIBVKZ-AZQNNAAUSA-N
6
Targets
8
Activities
1
Assay Types
16
PK Parameters
11
Publications
0
Known Names

Molecular Properties

655.9
MW (Da)
8.18
ALogP
3
HBA
3
HBD
87.3
PSA (Ų)
0.21
QED
2
Ro5 Violations
4
Rot. Bonds

Drug Information

Availability Unknown
Chirality Unknown

Flags

First in Class Prodrug

Extended Properties

Molecular Formula C43H49N3O3
MW 655.88
Aromatic Rings 4
Heavy Atoms 49
NP-Likeness 0.31

Activity Summary

IC50 8 meas. best 10.7

Target Activity Profile

Target Type Best pChEMBL Mean pChEMBL Best (nM) # Data
KBv200
CHEMBL5465447
 IC50 10.7 9.06 0.0 3
KB
CHEMBL398
 IC50 9.15 9.15 0.7 1
K562
CHEMBL385
 IC50 9.1 9.1 0.8 1
OVCAR-8
CHEMBL612555
 IC50 8.34 8.34 4.6 1
K562/Adr
CHEMBL4296449
 IC50 7.12 7.12 75.9 1
NCI/ADR-RES
CHEMBL613829
 IC50 6.94 6.94 115.7 1

Pharmacokinetic Data

Parameter Value Units Species
AUC 9466.0 ng.hr.mL-1 Mus musculus
AUC 9490.0 ng.hr.mL-1 Mus musculus
AUC 17005.0 ng.hr.mL-1 Mus musculus
AUC 4315.0 ng.hr.mL-1 Mus musculus
AUC 20592.0 ng.hr.mL-1 Mus musculus
AUC 4346.0 ng.hr.mL-1 Mus musculus
CL 11.9 mL.min-1.kg-1 Mus musculus
Cmax 4066.29 nM Mus musculus
Cmax 2945.66 nM Mus musculus
F 21.9 % Mus musculus
F 47.3 % Mus musculus
T1/2 2.56 hr Mus musculus
T1/2 11.9 hr Mus musculus
T1/2 2.08 hr Mus musculus
Tmax 3.0 hr Mus musculus
Tmax 2.67 hr Mus musculus

Activity Data Samples

Top measurements by pChEMBL value

Target Type Rel. Value Units pChEMBL Assay PubMed
KBv200 IC50 = 0.02 nM 10.7 Reversal of vinorelbine resistance in human KBv200 cells assessed as reduction i... 36728755
KB IC50 = 0.7 nM 9.15 Reversal of vinorelbine resistance in human KB cells assessed as reduction in ce... 36728755
K562 IC50 = 0.8 nM 9.1 Reversal of vinorelbine resistance in human K562 cells assessed as reduction in ... 36728755
KBv200 IC50 = 0.9 nM 9.05 Reversal of paclitaxel resistance in human KBv200 cells assessed as reduction in... 36728755
OVCAR-8 IC50 = 4.6 nM 8.34 Reversal of vinorelbine resistance in human OVCAR-8 cells assessed as reduction ... 36728755
KBv200 IC50 = 37.5 nM 7.43 Reversal of adriamycin resistance in human KBv200 cells assessed as reduction in... 36728755
K562/Adr IC50 = 75.9 nM 7.12 Reversal of vinorelbine resistance in human K562/Adr cells assessed as reduction... 36728755
NCI/ADR-RES IC50 = 115.7 nM 6.94 Reversal of vinorelbine resistance in human NCI/ADR-RES cells assessed as reduct... 36728755

Literature References

PubMed DOI Target Context # Activities
36728755 10.1021/acs.jmedchem.2c01424 ADMET 22
36728755 10.1021/acs.jmedchem.2c01424 KBv200 16
36728755 10.1021/acs.jmedchem.2c01424 ATP-dependent translocase ABCB1 4
36728755 10.1021/acs.jmedchem.2c01424 KB 1
36728755 10.1021/acs.jmedchem.2c01424 K562/Adr 1
36728755 10.1021/acs.jmedchem.2c01424 K562 1
36728755 10.1021/acs.jmedchem.2c01424 NCI/ADR-RES 1
36728755 10.1021/acs.jmedchem.2c01424 OVCAR-8 1
36728755 10.1021/acs.jmedchem.2c01424 HEK-293T 1
36728755 10.1021/acs.jmedchem.2c01424 L02 1
36728755 10.1021/acs.jmedchem.2c01424 Unchecked 1

Data from ChEMBL 36 via Core Engine