Skip to main content
Free research Free research Free compound review with research home and workspace preview
Quick search ChEMBL 36
Compound Detail

CHEMBL4472351

Enter ChEMBL ID:
Free Research Context This compound will appear in recent viewed items on the research home for this browser.
Research home View demo workspace
CCc1sc2ncnc(O[C@H](Cc3ccccc3)C(=O)O)c2c1-c1ccc(OCCN2CCN(C)CC2)c(Cl)c1C
ChEMBL ↗ Properties Compare Identifier

Basic Information

ChEMBL ID CHEMBL4472351
Phase Preclinical
Structure Type MOL
InChI Key ORTDLNZBBWXSKF-XMMPIXPASA-N
3
Targets
12
Activities
3
Assay Types
11
PK Parameters
12
Publications
0
Known Names

Molecular Properties

595.2
MW (Da)
5.58
ALogP
8
HBA
1
HBD
88.0
PSA (Ų)
0.24
QED
2
Ro5 Violations
11
Rot. Bonds

Drug Information

Molecule Type Unknown
Availability Unknown
Chirality Unknown

Flags

First in Class Prodrug

Extended Properties

Molecular Formula C31H35ClN4O4S
MW 595.17
Aromatic Rings 4
Heavy Atoms 41
NP-Likeness -0.83

Activity Summary

IC50 6 meas. best 6.0
Ki 4 meas. best 7.72
Kd 2 meas. best 8.0

Target Activity Profile

Target Type Best pChEMBL Mean pChEMBL Best (nM) # Data
Induced myeloid leukemia cell differentiation protein Mcl-1
CHEMBL4361
 Kd 8.0 7.76 10.0 2
Induced myeloid leukemia cell differentiation protein Mcl-1
CHEMBL4361
 Ki 7.72 6.68 19.0 3
Unchecked
CHEMBL612545
 Ki 7.55 7.55 28.0 1
NCI-H929
CHEMBL4296391
 IC50 6.0 5.2717 1000.0 6

Pharmacokinetic Data

Parameter Value Units Species
AUC 2863.0 ng.hr.mL-1 Mus musculus
AUC 781.0 ng.hr.mL-1 Mus musculus
CL 5.7 mL.min-1.kg-1 Mus musculus
Cmax 334.36 nM Mus musculus
F 9.0 % Mus musculus
Fu 0.005 - Homo sapiens
Fu 0.002 - Mus musculus
T1/2 3.7 hr Mus musculus
T1/2 1.7 hr Mus musculus
T1/2 0.004861 hr Homo sapiens
Vd 1.0 L.kg-1 Mus musculus

Activity Data Samples

Top measurements by pChEMBL value

Target Type Rel. Value Units pChEMBL Assay PubMed
Induced myeloid leukemia cell differentiation protein Mcl-1 Kd = 10.0 nM 8.0 Binding affinity to TEV-fused His-tagged human Mcl-1 expressed in Escherichia co... 31339316
Induced myeloid leukemia cell differentiation protein Mcl-1 Ki = 19.0 nM 7.72 Displacement of N-terminal fluorescein labelled Puma-BH3 peptide from TEV-fused ... 31339316
Induced myeloid leukemia cell differentiation protein Mcl-1 Ki = 19.0 nM 7.72 Binding affinity to Mcl-1 (unknown origin) assessed as inhibition constant 38597264
Unchecked Ki = 28.0 nM 7.55 Inhibition of C-terminal TQ5WS-labelled QWAREIGAQLRRMADDLNAQY binding to human C... 33146521
Induced myeloid leukemia cell differentiation protein Mcl-1 Kd = 30.0 nM 7.52 Binding affinity to TEV-fused His-tagged human Mcl-1 expressed in Escherichia co... 31339316
NCI-H929 IC50 = 1000.0 nM 6.0 Cytotoxicity against human NCI-H929 cells assessed as reduction in cell viabilit... 31339316
NCI-H929 IC50 = 1100.0 nM 5.96 Cytotoxicity against human NCI-H929 cells assessed as reduction in cell viabilit... 31339316
NCI-H929 IC50 = 5600.0 nM 5.25 Cytotoxicity against human NCI-H929 cells assessed as reduction in cell viabilit... 31339316
NCI-H929 IC50 = 6000.0 nM 5.22 Antiproliferative activity against human NCI-H929 cells assessed as reduction in... 33146521
NCI-H929 IC50 = 23400.0 nM 4.63 Cytotoxicity against human NCI-H929 cells assessed as reduction in cell viabilit... 31339316
Induced myeloid leukemia cell differentiation protein Mcl-1 Ki = 25000.0 nM 4.6 Displacement of N-terminal fluorescein labelled Puma-BH3 peptide from TEV-fused ... 31339316
NCI-H929 IC50 = 27200.0 nM 4.57 Cytotoxicity against human NCI-H929 cells assessed as reduction in cell viabilit... 31339316

Literature References

PubMed DOI Target Context # Activities
31339316 10.1021/acs.jmedchem.9b00134 NCI-H929 13
31339316 10.1021/acs.jmedchem.9b00134 ADMET 11
31339316 10.1021/acs.jmedchem.9b00134 Induced myeloid leukemia cell differentiation protein Mcl-1 9
31339316 10.1021/acs.jmedchem.9b00134 Voltage-gated inwardly rectifying potassium channel KCNH2 2
31339316 10.1021/acs.jmedchem.9b00134 Bcl-2-like protein 1 1
31339316 10.1021/acs.jmedchem.9b00134 HCT-116 1
31339316 10.1021/acs.jmedchem.9b00134 Cytochrome P450 2D6 1
31339316 10.1021/acs.jmedchem.9b00134 Cytochrome P450 1A2 1
31339316 10.1021/acs.jmedchem.9b00134 Cytochrome P450 2C9 1
33146521 10.1021/acs.jmedchem.0c01234 NCI-H929 1
33146521 10.1021/acs.jmedchem.0c01234 Unchecked 1
38597264 10.1021/acs.jmedchem.3c01998 Induced myeloid leukemia cell differentiation protein Mcl-1 1

Data from ChEMBL 36 via Core Engine