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Compound Detail

CHEMBL4538610

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COc1cc(Nc2nc(N3C[C@@H](C)N[C@@H](C)C3)ncc2F)ccc1NC(=O)c1ccc(C2=CCCC2)s1

Basic Information

ChEMBL ID CHEMBL4538610
Phase Preclinical
Structure Type MOL
InChI Key VJFKSXHAFLCLLP-CALCHBBNSA-N
11
Targets
18
Activities
2
Assay Types
6
PK Parameters
20
Publications
0
Known Names

Molecular Properties

522.6
MW (Da)
5.44
ALogP
8
HBA
3
HBD
91.4
PSA (Ų)
0.38
QED
2
Ro5 Violations
7
Rot. Bonds

Drug Information

Molecule Type Unknown
Availability Unknown
Chirality Unknown

Flags

First in Class Prodrug

Extended Properties

Molecular Formula C27H31FN6O2S
MW 522.65
Aromatic Rings 3
Heavy Atoms 37
NP-Likeness -1.25

Activity Summary

IC50 16 meas. best 6.33
Kd 2 meas. best 6.44

Target Activity Profile

Target Type Best pChEMBL Mean pChEMBL Best (nM) # Data
B-cell lymphoma 6 protein
CHEMBL4105786
Kd 6.44 6.435 366.0 2
B-cell lymphoma 6 protein
CHEMBL4105786
IC50 6.33 6.33 470.0 1
BCL-6/NCOR2
CHEMBL4523673
IC50 6.33 6.33 470.0 1
SUD4
CHEMBL613711
IC50 6.04 6.02 920.0 2
DOHH-2
CHEMBL2366181
IC50 6.0 5.96 1000.0 2
Farage
CHEMBL4483236
IC50 6.0 5.95 1000.0 2
OCI-Ly7
CHEMBL4523564
IC50 6.0 5.895 1000.0 2
Toledo
CHEMBL4296505
IC50 5.49 5.485 3250.0 2
PNT1A
CHEMBL4513131
IC50 5.09 5.09 8130.0 1
L02
CHEMBL4296457
IC50 4.88 4.88 13100.0 1
Unchecked
CHEMBL612545
IC50 4.58 4.58 26400.0 1
NCM460
CHEMBL4483264
IC50 4.49 4.49 32400.0 1

Pharmacokinetic Data

Parameter Value Units Species
CL 38.0 mL.min-1.kg-1 Homo sapiens
CL 9.6 mL.min-1.g-1 Mus musculus
CL 38.0 mL.min-1.kg-1 Mus musculus
Fu 0.076 - Homo sapiens
T1/2 1.0 hr Homo sapiens
T1/2 1.0 hr Homo sapiens

Activity Data Samples

Top measurements by pChEMBL value

Target Type Rel. Value Units pChEMBL Assay PubMed
B-cell lymphoma 6 protein Kd = 366.0 nM 6.44 Binding affinity to recombinant human C-terminal GST-tagged BCL6 BTB domain C8Q/... 31895575
B-cell lymphoma 6 protein Kd = 370.0 nM 6.43 Binding affinity to human BCL6 BTP domain assessed as dissociation constant by b... 33844535
BCL-6/NCOR2 IC50 = 470.0 nM 6.33 Inhibition of BCL6/SMRT protein protein interaction (unknown origin) by TR-FRET ... 33844535
B-cell lymphoma 6 protein IC50 = 470.0 nM 6.33 Inhibition of recombinant human C-terminal GST-tagged BCL6 BTB domain C8Q/C67R/C... 31895575
SUD4 IC50 = 920.0 nM 6.04 Antiproliferative activity against human SUDHL4 cells assessed as reduction in c... 31895575
SUD4 IC50 = 1000.0 nM 6.0 Antiproliferative activity against BCL-6 dependent human SU-DHL-4 cells by CCK-8... 33844535
Farage IC50 = 1000.0 nM 6.0 Antiproliferative activity against BCL-6 dependent human Farage cells by CCK-8 a... 33844535
DOHH-2 IC50 = 1000.0 nM 6.0 Antiproliferative activity against BCL-6 dependent human DOHH-2 cells by CCK-8 a... 33844535
OCI-Ly7 IC50 = 1000.0 nM 6.0 Antiproliferative activity against BCL-6 dependent human OCILY7 cells by CCK-8 a... 33844535
DOHH-2 IC50 = 1210.0 nM 5.92 Antiproliferative activity against human DOHH2 cells assessed as reduction in ce... 31895575
Farage IC50 = 1260.0 nM 5.9 Antiproliferative activity against human Farage cells assessed as reduction in c... 31895575
OCI-Ly7 IC50 = 1620.0 nM 5.79 Antiproliferative activity against human OCI-LY7 cells assessed as reduction in ... 31895575
Toledo IC50 = 3250.0 nM 5.49 Antiproliferative activity against BCL6-negative human Toledo cells assessed as ... 31895575
Toledo IC50 = 3300.0 nM 5.48 Antiproliferative activity against BCL-6 independent human Toledo cells by CCK-8... 33844535
PNT1A IC50 = 8130.0 nM 5.09 Cytotoxicity against human PNT1A cells assessed as reduction in cell viability i... 31895575
L02 IC50 = 13100.0 nM 4.88 Cytotoxicity against human LO2 cells assessed as reduction in cell viability inc... 31895575
Unchecked IC50 = 26400.0 nM 4.58 Cytotoxicity against HAF cells assessed as reduction in cell viability incubated... 31895575
NCM460 IC50 = 32400.0 nM 4.49 Cytotoxicity against human NCM460 cells assessed as reduction in cell viability ... 31895575

Literature References

Data from ChEMBL 36 via Core Engine