Compound Detail

CHEMBL3137336

UPROSERTIB

🧪 Phase II

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🧪 Phase II

Cn1ncc(Cl)c1-c1cc(C(=O)N[C@H](CN)Cc2ccc(F)c(F)c2)oc1Cl

ChEMBL ↗ Properties Compare Identifier

Basic Information

ChEMBL ID	CHEMBL3137336
Name	UPROSERTIB
Phase	Phase II
Structure Type	MOL
InChI Key	AXTAPYRUEKNRBA-JTQLQIEISA-N

Known Names

Akt inhibitor gsk-2141795 Akt inhibitor gsk2141795 Gsk-2141795 GSK-2141795C GSK2141795 GSK2141795C Uprosertib

Targets

Activities

Assay Types

PK Parameters

Publications

Known Names

Indications

Mechanisms

Molecular Properties

429.2

MW (Da)

3.56

ALogP

HBA

HBD

86.1

PSA (Å²)

0.63

QED

Ro5 Violations

Rot. Bonds

Drug Information

Molecule Type	Small molecule
Chirality	Single Enantiomer

USAN Stem	-sertib
USAN Year	2013

Extended Properties

Molecular Formula	C18H16Cl2F2N4O2
MW	429.25
Aromatic Rings	3
Heavy Atoms	28
NP-Likeness	-1.33

Mechanism of Action

Mechanism	Action Type	Target	Direct	Efficacy
Serine/threonine-protein kinase AKT inhibitor	INHIBITOR	Serine/threonine-protein kinase AKT	✓	✓

Indications

Breast Neoplasms Leukemia, Myeloid, Acute Melanoma Multiple Myeloma Triple Negative Breast Neoplasms Uterine Cervical Neoplasms Uveal Melanoma Neoplasms Neoplasms

Activity Summary

IC50 31 meas. best 10.18

Kd 20 meas. best 8.0

Target Activity Profile

Target	Type	Best pChEMBL	Mean pChEMBL	Best (nM)	# Data
RAC-alpha serine/threonine-protein kinase CHEMBL4282	IC50	10.18	8.596	0.1	5
Unchecked CHEMBL612545	IC50	9.22	8.27	0.6	4
RAC-beta serine/threonine-protein kinase CHEMBL2431	IC50	9.0	8.55	1.0	3
RAC-gamma serine/threonine-protein kinase CHEMBL4816	IC50	8.89	8.855	1.3	2
cAMP-dependent protein kinase catalytic subunit alpha CHEMBL4101	Kd	8.0	8.0	10.0	1
MM1.S CHEMBL4296471	IC50	7.5	7.5	32.0	1
Cyclin-dependent kinase 16 CHEMBL4597	Kd	7.44	7.44	36.0	1
cAMP-dependent protein kinase catalytic subunit beta CHEMBL2918	Kd	7.31	7.31	49.0	1
Ribosomal protein S6 kinase beta-1 CHEMBL4501	IC50	7.22	7.22	60.0	1
MOLT-4 CHEMBL614177	IC50	7.18	7.18	66.0	1
LNCaP CHEMBL612518	IC50	7.16	7.16	70.0	1
Serine/threonine-protein kinase N1 CHEMBL3384	Kd	7.12	7.12	76.0	1
U-937 CHEMBL612794	IC50	7.0	7.0	101.0	1
Rho-associated protein kinase 1 CHEMBL3231	IC50	6.9	6.9	125.0	1
Serine/threonine-protein kinase Sgk1 CHEMBL2343	IC50	6.68	6.68	211.0	1
Maternal embryonic leucine zipper kinase CHEMBL4578	Kd	6.62	6.62	240.0	1
OVCAR-8 CHEMBL612555	IC50	6.62	6.445	240.0	2
Dual specificity tyrosine-phosphorylation-regulated kinase 1A CHEMBL2292	Kd	6.62	6.62	238.0	1
JVM-2 CHEMBL2366359	IC50	6.53	6.53	293.0	1
Ribosomal protein S6 kinase alpha-1 CHEMBL2553	IC50	6.47	6.47	339.0	1
HuT78 CHEMBL613978	IC50	6.42	6.42	378.0	1
RAC-alpha serine/threonine-protein kinase CHEMBL4282	Kd	6.36	6.36	440.0	1
RPMI-8226 CHEMBL614882	IC50	6.27	6.27	538.0	1
MV4-11 CHEMBL613835	IC50	6.2	6.2	635.0	1
HCT-116 CHEMBL394	IC50	6.14	5.95	720.0	2
Protein kinase C (PKC) CHEMBL2093867	IC50	6.12	6.12	753.0	1
RAC-beta serine/threonine-protein kinase CHEMBL2431	Kd	6.05	6.05	891.0	1
Cyclin-dependent kinase 7 CHEMBL3055	Kd	5.95	5.95	1127.0	1
Rho-associated protein kinase 1 CHEMBL3231	Kd	5.94	5.94	1152.0	1
Protein kinase C beta type CHEMBL3045	Kd	5.93	5.93	1180.0	1
Serine/threonine-protein kinase D2 CHEMBL4900	Kd	5.92	5.92	1188.0	1
Protein kinase C iota type CHEMBL2598	Kd	5.91	5.91	1230.0	1
Protein kinase C alpha type CHEMBL299	Kd	5.78	5.78	1667.0	1
Casein kinase I isoform alpha CHEMBL2793	Kd	5.77	5.77	1682.0	1
Serine/threonine-protein kinase MARK2 CHEMBL3831	Kd	5.68	5.68	2075.0	1
MAP/microtubule affinity-regulating kinase 3 CHEMBL5600	Kd	5.68	5.68	2087.0	1
Rho-associated protein kinase 2 CHEMBL2973	Kd	5.64	5.64	2277.0	1
Serine/threonine-protein kinase D3 CHEMBL2595	Kd	5.58	5.58	2639.0	1
Serine/threonine-protein kinase LATS1 CHEMBL6167	Kd	5.45	5.45	3592.0	1

Activity Data Samples

Top measurements by pChEMBL value

Target	Type	Rel.	Value	Units	pChEMBL	Assay	PubMed
RAC-alpha serine/threonine-protein kinase	IC50	=	0.066	nM	10.18	Inhibition of AKT1 (unknown origin) using Sox-AKT-tide as substrate by continuou...	36503229
Unchecked	IC50	=	0.6	nM	9.22	Inhibition of recombinant His-tagged human PKA expressed in Escherichia coli usi...	31298542
Unchecked	IC50	=	0.6	nM	9.22	Inhibition of AKT (unknown origin)	38295689
RAC-beta serine/threonine-protein kinase	IC50	=	1.0	nM	9.0	Inhibition of human Akt2 by mobile shift assay	31298542
RAC-gamma serine/threonine-protein kinase	IC50	=	1.3	nM	8.89	Inhibition of Akt3 (unknown origin) by mobile shift assay	31298542
RAC-beta serine/threonine-protein kinase	IC50	=	1.4	nM	8.85	Inhibition of AKT2 (unknown origin) using Sox-AKT-tide as substrate by continuou...	36503229
RAC-gamma serine/threonine-protein kinase	IC50	=	1.5	nM	8.82	Inhibition of AKT3 (unknown origin) using Sox-AKT-tide as substrate by continuou...	36503229
RAC-alpha serine/threonine-protein kinase	IC50	=	1.995	nM	8.7	Inhibition of full length human AKT1 expressed in Sf9 cells assessed as reductio...	-
RAC-alpha serine/threonine-protein kinase	IC50	=	4.7	nM	8.33	Inhibition of human Akt1 expressed in Escherichia coli using STK Substrate 2-bio...	31298542
RAC-alpha serine/threonine-protein kinase	IC50	=	9.6	nM	8.02	Inhibition of Akt1 (unknown origin) expressed in Escherichia coli using peptide ...	31301565
cAMP-dependent protein kinase catalytic subunit alpha	Kd	=	10.0	nM	8.0	Kinobeads (epsilon), multiple immobilized ATP-competitive broad spectrum kinase ...	29191878
RAC-beta serine/threonine-protein kinase	IC50	=	15.85	nM	7.8	Inhibition of full length human AKT2 expressed in Sf9 cells assessed as reductio...	-
RAC-alpha serine/threonine-protein kinase	IC50	=	18.0	nM	7.75	Inhibition of Akt1 (unknown origin) expressed in Escherichia coli using peptide ...	27089211
Unchecked	IC50	=	30.0	nM	7.52	Antiproliferative activity against human CEM/C1 cells assessed as reduction in c...	31301565
MM1.S	IC50	=	32.0	nM	7.5	Antiproliferative activity against human MM1S cells assessed as reduction in cel...	31301565
Cyclin-dependent kinase 16	Kd	=	36.0	nM	7.44	Kinobeads (epsilon), multiple immobilized ATP-competitive broad spectrum kinase ...	29191878
cAMP-dependent protein kinase catalytic subunit beta	Kd	=	49.0	nM	7.31	Kinobeads (epsilon), multiple immobilized ATP-competitive broad spectrum kinase ...	29191878
Ribosomal protein S6 kinase beta-1	IC50	=	60.0	nM	7.22	Inhibition of human P70S6K by mobility shift assay	31298542
MOLT-4	IC50	=	66.0	nM	7.18	Antiproliferative activity against human MOLT4 cells assessed as reduction in ce...	31301565
LNCaP	IC50	=	70.0	nM	7.16	Antiproliferative activity against human LNCAP cells	31298542

Literature References

PubMed	DOI	Target Context	# Activities
29191878	10.1126/science.aan4368	Unchecked	4
-	10.6019/CHEMBL4495565	SARS-CoV-2	4
31301565	10.1016/j.ejmech.2019.07.017	MM1.S	2
31301565	10.1016/j.ejmech.2019.07.017	Unchecked	2
-	10.6019/CHEMBL4808148	Histone deacetylase 6	2
31298542	10.1021/acs.jmedchem.9b00891	ADMET	2
-	10.6019/CHEMBL4495564	Replicase polyprotein 1ab	2
29191878	10.1126/science.aan4368	Activin receptor type-1B	1
29191878	10.1126/science.aan4368	RAC-beta serine/threonine-protein kinase	1
29191878	10.1126/science.aan4368	RAC-alpha serine/threonine-protein kinase	1
29191878	10.1126/science.aan4368	Adenosine kinase	1
29191878	10.1126/science.aan4368	Atypical kinase COQ8A, mitochondrial	1
29191878	10.1126/science.aan4368	AarF domain-containing protein kinase 1	1
29191878	10.1126/science.aan4368	Activin receptor type-2B	1
29191878	10.1126/science.aan4368	Actin-related protein 3	1
29191878	10.1126/science.aan4368	Peroxisomal acyl-coenzyme A oxidase 3	1
29191878	10.1126/science.aan4368	Very long-chain specific acyl-CoA dehydrogenase, mitochondrial	1
29191878	10.1126/science.aan4368	Tyrosine-protein kinase ABL2	1
38295689	10.1016/j.ejmech.2023.116117	Unchecked	1
29191878	10.1126/science.aan4368	AP2-associated protein kinase 1	1

Data from ChEMBL 36 via Core Engine