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Compound Detail

CHEMBL4795065

Borussertib
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C=CC(=O)Nc1ccc2[nH]c(=O)n(C3CCN(Cc4ccc(-c5nc6cc[nH]c(=O)c6cc5-c5ccccc5)cc4)CC3)c2c1

Basic Information

ChEMBL ID CHEMBL4795065
Name Borussertib
Phase Preclinical
Structure Type MOL
InChI Key HXBRBOYWXDLHDC-UHFFFAOYSA-N
15
Targets
58
Activities
4
Assay Types
5
PK Parameters
20
Publications
0
Known Names

Molecular Properties

596.7
MW (Da)
5.86
ALogP
6
HBA
3
HBD
115.9
PSA (Ų)
0.20
QED
2
Ro5 Violations
7
Rot. Bonds

Drug Information

Molecule Type Unknown
Availability Unknown
Chirality Unknown

Flags

First in Class Prodrug Chemical Probe

Extended Properties

Molecular Formula C36H32N6O3
MW 596.69
Aromatic Rings 6
Heavy Atoms 45
NP-Likeness -1.02

Activity Summary

IC50 23 meas. best 9.7
EC50 19 meas. best 8.3
Ki 15 meas. best 9.0
Kd 1 meas. best 7.24

Target Activity Profile

Target Type Best pChEMBL Mean pChEMBL Best (nM) # Data
Serine/threonine-protein kinase AKT
CHEMBL2111353
IC50 9.7 9.7 0.2 1
RAC-alpha serine/threonine-protein kinase
CHEMBL4282
IC50 9.7 8.888 0.2 10
RAC-alpha serine/threonine-protein kinase
CHEMBL4282
Ki 9.0 8.3025 1.0 4
ZR-75-1
CHEMBL614393
EC50 8.3 8.3 5.0 3
RAC-beta serine/threonine-protein kinase
CHEMBL2431
EC50 8.3 8.3 5.0 1
RAC-alpha serine/threonine-protein kinase
CHEMBL4282
EC50 8.3 8.3 5.0 1
Unchecked
CHEMBL612545
IC50 7.68 6.74 21.0 3
Unchecked
CHEMBL612545
EC50 7.58 7.24 26.0 3
RAC-beta serine/threonine-protein kinase
CHEMBL2431
Ki 7.52 7.52 30.0 1
T47D
CHEMBL614361
EC50 7.32 7.3133 48.0 3
RAC-beta serine/threonine-protein kinase
CHEMBL2431
IC50 7.25 7.226 56.0 5
Unchecked
CHEMBL612545
Ki 7.24 7.24 57.3 2
RAC-alpha serine/threonine-protein kinase
CHEMBL4282
Kd 7.24 7.24 58.0 1
AN3-CA
CHEMBL1075392
EC50 6.72 6.72 190.0 3
MCF7
CHEMBL387
EC50 6.56 6.555 277.0 2
BT-474
CHEMBL614529
EC50 6.43 6.43 370.0 2
RAC-gamma serine/threonine-protein kinase
CHEMBL4816
IC50 6.21 5.995 618.0 4
Histamine H2 receptor
CHEMBL1941
Ki 6.09 6.055 812.8 2
Alpha-1A adrenergic receptor
CHEMBL229
Ki 5.58 5.58 2630.3 2
Sodium-dependent dopamine transporter
CHEMBL238
Ki 5.44 5.44 3630.8 2
Alpha-1B adrenergic receptor
CHEMBL232
Ki 5.37 5.37 4244.2 2
KU-19-19
CHEMBL1075483
EC50 5.11 5.11 7770.0 1

Pharmacokinetic Data

Parameter Value Units Species
CL 5.0 mL.min-1.g-1 Homo sapiens
CL 30.0 mL.min-1.g-1 Mus musculus
F 5.0 % Mus musculus
T1/2 1.65 hr Homo sapiens
T1/2 0.7667 hr Mus musculus

Activity Data Samples

Top measurements by pChEMBL value

Target Type Rel. Value Units pChEMBL Assay PubMed
RAC-alpha serine/threonine-protein kinase IC50 = 0.2 nM 9.7 Inhibition of 6xHis-tagged full-length wild-type AKT1 (unknown origin) expressed... 34962782
Serine/threonine-protein kinase AKT IC50 = 0.2 nM 9.7 Inhibition of AKT (unknown origin) 35312319
RAC-alpha serine/threonine-protein kinase IC50 = 0.2 nM 9.7 Biochemical Assays: iFLiK and HTRF studies were carried out as described in Z. F... -
RAC-alpha serine/threonine-protein kinase IC50 = 0.4 nM 9.4 Biochemical Assays: iFLiK and HTRF studies were carried out as described in Z. F... -
RAC-alpha serine/threonine-protein kinase IC50 = 0.8 nM 9.1 Homogeneous Time Resolved Fluorescence (HTRF) assay (AKT1) -
RAC-alpha serine/threonine-protein kinase IC50 = 0.8 nM 9.1 Affinity Biochemical interaction (HTFR assay) EUB0000645a AKT1 -
RAC-alpha serine/threonine-protein kinase IC50 = 0.8 nM 9.1 Covalent-allosteric inhibition of full length N-terminal his6-tagged AKT (2 to 4... 30996949
RAC-alpha serine/threonine-protein kinase Ki = 1.0 nM 9.0 Biochemical Assays: iFLiK and HTRF studies were carried out as described in Z. F... -
RAC-alpha serine/threonine-protein kinase IC50 = 1.0 nM 9.0 Inhibition of N-terminal His6-tagged TEV protease fused wild-type AKT1 (2 to 446... 31584233
RAC-alpha serine/threonine-protein kinase IC50 = 1.0 nM 9.0 Inhibition of AKT1 (unknown origin) 36503229
RAC-alpha serine/threonine-protein kinase Ki = 2.2 nM 8.66 Covalent-allosteric inhibition of full length N-terminal his6-tagged AKT (2 to 4... 30996949
RAC-alpha serine/threonine-protein kinase Ki = 3.0 nM 8.52 Binding affinity to N-terminal His6-tagged TEV protease fused wild-type AKT1 (2 ... 31584233
RAC-alpha serine/threonine-protein kinase EC50 = 5.0 nM 8.3 Affinity Phenotypic Cellular interaction (CellTiter-Glo® Luminescent Cell Viabil... -
ZR-75-1 EC50 = 5.0 nM 8.3 CellTiter-Glo luminescent cell viability assay (CTG) with ZR-75-1 cells -
ZR-75-1 EC50 = 5.0 nM 8.3 Antiproliferative activity against human ZR-75-1 cells assessed as reduction in ... 30996949
ZR-75-1 EC50 = 5.0 nM 8.3 Antiproliferative activity against human ZR-75-1 cells assessed as reduction of ... 31584233
RAC-beta serine/threonine-protein kinase EC50 = 5.0 nM 8.3 Affinity Phenotypic Cellular interaction (CellTiter-Glo® Luminescent Cell Viabil... -
Unchecked IC50 = 21.0 nM 7.68 NanoBRET assay (AKT1) -
RAC-alpha serine/threonine-protein kinase IC50 = 21.0 nM 7.68 Affinity On-target Cellular interaction (NanoBRET assay (HEK293T cells)) EUB0000... -
Unchecked EC50 = 26.0 nM 7.58 NanoBRET assay (AKT1) -

Literature References

PubMed DOI Target Context # Activities
- 10.6019/CHEMBL4689842 HEK-293T 262
- 10.6019/CHEMBL4689842 Fibroblast 261
- 10.6019/CHEMBL4689842 U2OS 260
- 10.6019/CHEMBL5724558 Colon cancer organoid 12
- 10.6019/CHEMBL5674860 Colon cancer organoid 12
- 10.6019/CHEMBL4800730 Unchecked 9
- 10.6019/CHEMBL5608141 Colon cancer organoid 6
30996949 10.1039/c8sc05212c RAC-alpha serine/threonine-protein kinase 5
- 10.1158/2159-8290.CD-23-0050 Colon cancer organoid 5
31584233 10.1002/anie.201909857 RAC-beta serine/threonine-protein kinase 4
30996949 10.1039/c8sc05212c ADMET 4
31584233 10.1002/anie.201909857 Unchecked 4
31584233 10.1002/anie.201909857 RAC-alpha serine/threonine-protein kinase 4
- 10.6019/CHEMBL4800730 Alpha-1A adrenergic receptor 3
- 10.6019/CHEMBL4800730 Histamine H2 receptor 3
- 10.6019/CHEMBL4800730 Sodium-dependent dopamine transporter 3
- 10.6019/CHEMBL5212743 RAC-gamma serine/threonine-protein kinase 3
- 10.6019/CHEMBL4800730 Alpha-1B adrenergic receptor 3
- 10.6019/CHEMBL4800730 RAC-beta serine/threonine-protein kinase 2
38592948 10.1021/acs.jmedchem.4c00075 ADMET 2

Data from ChEMBL 36 via Core Engine