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Compound Detail

CHEMBL4871106

RUPITASERTIB
🧪 Phase II
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🧪 Phase II
NC(=O)c1cccc2c(N[C@H](CN3CCC3)c3ccc(Cl)c(C(F)(F)F)c3)ncnc12

Basic Information

ChEMBL ID CHEMBL4871106
Name RUPITASERTIB
Phase Phase II
Structure Type MOL
InChI Key HXAUJHZZPCBFPN-QGZVFWFLSA-N

Known Names

M-2698 M2698 Msc-2363318a MSC2363318A Rupitasertib
4
Targets
4
Activities
1
Assay Types
18
PK Parameters
13
Publications
5
Known Names
1
Indications
3
Mechanisms

Molecular Properties

449.9
MW (Da)
4.26
ALogP
5
HBA
2
HBD
84.1
PSA (Ų)
0.59
QED
0
Ro5 Violations
6
Rot. Bonds

Drug Information

Molecule Type Small molecule
Chirality Single Enantiomer
USAN Stem -sertib

Extended Properties

Molecular Formula C21H19ClF3N5O
MW 449.86
Aromatic Rings 3
Heavy Atoms 31
NP-Likeness -1.44

Mechanism of Action

Mechanism Action Type Target Direct Efficacy
Serine/threonine-protein kinase AKT inhibitor INHIBITOR RAC-alpha serine/threonine-protein kinase
Serine/threonine-protein kinase AKT3 inhibitor INHIBITOR RAC-gamma serine/threonine-protein kinase
Ribosomal protein S6 kinase (P70S6K) inhibitor INHIBITOR Ribosomal protein S6 kinase (P70S6K)

Indications

Neoplasms

Activity Summary

IC50 4 meas. best 8.96

Target Activity Profile

Target Type Best pChEMBL Mean pChEMBL Best (nM) # Data
Ribosomal protein S6 kinase beta-1
CHEMBL4501
IC50 8.96 8.96 1.1 1
RAC-alpha serine/threonine-protein kinase
CHEMBL4282
IC50 8.4 8.4 4.0 1
Molecular identity unknown
CHEMBL612546
IC50 7.96 7.96 11.0 1
Aurora kinase B/Inner centromere protein
CHEMBL3430907
IC50 6.77 6.77 170.0 1

Pharmacokinetic Data

Parameter Value Units Species
CL 30.0 ml/min Mus musculus
CL 37.0 ml/min Rattus norvegicus
CL 31.0 ml/min Homo sapiens
CL 25.0 mL.min-1.kg-1 Mus musculus
CL 51.67 mL.min-1.kg-1 Rattus norvegicus
CL 20.0 mL.min-1.kg-1 Canis lupus familiaris
CL 15.0 mL.min-1.kg-1 Macaca fascicularis
F 15.0 % Rattus norvegicus
F 43.0 % Mus musculus
F 36.0 % Canis lupus familiaris
F 44.0 % Macaca fascicularis
Fu 0.03 - Mus musculus
Fu 0.05 - Rattus norvegicus
Fu 0.05 - Homo sapiens
T1/2 3.9 hr Rattus norvegicus
T1/2 4.3 hr Mus musculus
T1/2 4.1 hr Canis lupus familiaris
T1/2 10.1 hr Macaca fascicularis

Activity Data Samples

Top measurements by pChEMBL value

Literature References

PubMed DOI Target Context # Activities
34596404 10.1021/acs.jmedchem.1c01087 ADMET 24
34596404 10.1021/acs.jmedchem.1c01087 Unchecked 2
34596404 10.1021/acs.jmedchem.1c01087 cGMP-dependent protein kinase 1 2
34596404 10.1021/acs.jmedchem.1c01087 Ribosomal protein S6 kinase beta-1 1
34596404 10.1021/acs.jmedchem.1c01087 RAC-alpha serine/threonine-protein kinase 1
34596404 10.1021/acs.jmedchem.1c01087 Molecular identity unknown 1
34596404 10.1021/acs.jmedchem.1c01087 Aurora kinase B/Inner centromere protein 1
34596404 10.1021/acs.jmedchem.1c01087 Ribosomal protein S6 kinase alpha-5 1
34596404 10.1021/acs.jmedchem.1c01087 Ribosomal protein S6 kinase alpha-4 1
34596404 10.1021/acs.jmedchem.1c01087 cAMP-dependent protein kinase catalytic subunit PRKX 1
34596404 10.1021/acs.jmedchem.1c01087 No relevant target 1
34596404 10.1021/acs.jmedchem.1c01087 A549 1
34596404 10.1021/acs.jmedchem.1c01087 MIA PaCa-2 1

Data from ChEMBL 36 via Core Engine