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Compound Detail

CHEMBL1765740

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CNc1nc(-c2ccc3c(N)n[nH]c3c2)cc(N2C[C@@H](C(=O)NC3CCCCC3)CC[C@H]2C)n1
ChEMBL ↗ Properties Compare Identifier

Basic Information

ChEMBL ID CHEMBL1765740
Phase Preclinical
Structure Type MOL
InChI Key QLPHOXTXAKOFMU-WBVHZDCISA-N
9
Targets
23
Activities
1
Assay Types
2
PK Parameters
20
Publications
0
Known Names

Molecular Properties

462.6
MW (Da)
3.70
ALogP
7
HBA
4
HBD
124.8
PSA (Ų)
0.46
QED
0
Ro5 Violations
5
Rot. Bonds

Drug Information

Molecule Type Small molecule
Availability Unknown
Chirality Unknown

Flags

First in Class Prodrug Chemical Probe

Extended Properties

Molecular Formula C25H34N8O
MW 462.60
Aromatic Rings 3
Heavy Atoms 34
NP-Likeness -1.17

Activity Summary

IC50 23 meas. best 8.6

Target Activity Profile

Target Type Best pChEMBL Mean pChEMBL Best (nM) # Data
3-phosphoinositide-dependent protein kinase 1
CHEMBL2534
 IC50 8.6 7.87 2.5 9
[Pyruvate dehydrogenase (acetyl-transferring)] kinase isozyme 1, mitochondrial
CHEMBL4766
 IC50 8.6 8.3 2.5 2
NON-PROTEIN TARGET
CHEMBL3879801
 IC50 6.55 6.415 280.0 2
OCI-AML2
CHEMBL2366220
 IC50 6.46 6.46 350.0 1
Aurora kinase B
CHEMBL2185
 IC50 5.5 5.5 3162.0 3
Rho-associated protein kinase 1
CHEMBL3231
 IC50 5.1 5.1 7943.0 3
K562
CHEMBL385
 IC50 4.75 4.75 18000.0 1
Phosphatidylinositol 4,5-bisphosphate 3-kinase catalytic subunit gamma isoform
CHEMBL3267
 IC50 4.6 4.6 25118.0 1
Aurora kinase A
CHEMBL4722
 IC50 4.4 4.4 39810.0 1

Pharmacokinetic Data

Parameter Value Units Species
AUC 31362.0 ng.hr.mL-1 Mus musculus
Cmax 9749.24 nM Mus musculus

Activity Data Samples

Top measurements by pChEMBL value

Target Type Rel. Value Units pChEMBL Assay PubMed
3-phosphoinositide-dependent protein kinase 1 IC50 = 2.5 nM 8.6 Inhibition of PDK1 21341675
3-phosphoinositide-dependent protein kinase 1 IC50 = 2.5 nM 8.6 Inhibition of PDK1 (unknown origin) 27123901
3-phosphoinositide-dependent protein kinase 1 IC50 = 2.5 nM 8.6 Affinity Biochemical interaction (Enzymatic inhibition assay) EUB0000153b PDPK1 -
[Pyruvate dehydrogenase (acetyl-transferring)] kinase isozyme 1, mitochondrial IC50 = 2.5 nM 8.6 Selectivity interaction (Kinase panel (enzymatic assay)) EUB0000153b PDK1 -
3-phosphoinositide-dependent protein kinase 1 IC50 = 2.512 nM 8.6 Inhibition of PDK1 21341675
3-phosphoinositide-dependent protein kinase 1 IC50 = 10.0 nM 8.0 Inhibition of recombinant human His-tagged PDK1 catalytic domain using Ac-Sox-PK... 22040023
3-phosphoinositide-dependent protein kinase 1 IC50 = 10.0 nM 8.0 Inhibition of recombinant full length PDK1 (unknown origin) expressed in insect ... 23448267
[Pyruvate dehydrogenase (acetyl-transferring)] kinase isozyme 1, mitochondrial IC50 = 10.0 nM 8.0 Inhibition of PDK1 (unknown origin) 36462440
3-phosphoinositide-dependent protein kinase 1 IC50 = 113.0 nM 6.95 Inhibition of PDK1-mediated AKT phosphorylation at Thr308 residue in human PC3 c... 21341675
3-phosphoinositide-dependent protein kinase 1 IC50 = 113.0 nM 6.95 Affinity Phenotypic Cellular interaction (ELISA (phosphorylation of Thr308-AKT (... -
NON-PROTEIN TARGET IC50 = 280.0 nM 6.55 Antiproliferative activity against human F-36P cells 21341675
3-phosphoinositide-dependent protein kinase 1 IC50 = 293.0 nM 6.53 Inhibition of PDK1-mediated RSK phosphorylation at Ser221 residue in human PC3 c... 21341675
OCI-AML2 IC50 = 350.0 nM 6.46 Antiproliferative activity against human OCI-AML2 cells 21341675
NON-PROTEIN TARGET IC50 = 520.0 nM 6.28 Antiproliferative activity against human OCI-AML3 cells 21341675
Aurora kinase B IC50 = 3162.28 nM 5.5 Inhibition of aurora B 21341675
Aurora kinase B IC50 = 3162.0 nM 5.5 Inhibition of aurora B 21341675
Aurora kinase B IC50 = 3162.0 nM 5.5 Selectivity interaction (Kinase panel (enzymatic assay)) EUB0000153b AURKB -
Rho-associated protein kinase 1 IC50 = 7943.28 nM 5.1 Inhibition of ROCK1 21341675
Rho-associated protein kinase 1 IC50 = 7943.0 nM 5.1 Inhibition of ROCK1 21341675
Rho-associated protein kinase 1 IC50 = 7943.0 nM 5.1 Selectivity interaction (Kinase panel (enzymatic assay)) EUB0000153b ROCK1 -

Literature References

PubMed DOI Target Context # Activities
- 10.6019/CHEMBL5724558 Colon cancer organoid 12
- 10.6019/CHEMBL5674860 Colon cancer organoid 12
21341675 10.1021/jm101527u Unchecked 12
- 10.6019/CHEMBL4689842 Fibroblast 10
- 10.6019/CHEMBL5724696 U2OS 8
- 10.6019/CHEMBL4689842 U2OS 8
- 10.6019/CHEMBL5303304 HEK-293T 8
- 10.6019/CHEMBL4689842 HEK-293T 7
- 10.6019/CHEMBL5303304 Fibroblast 7
- 10.6019/CHEMBL5608141 Colon cancer organoid 6
21341675 10.1021/jm101527u Mus musculus 6
- 10.6019/CHEMBL5303304 U2OS 6
- 10.1158/2159-8290.CD-23-0050 Colon cancer organoid 5
21341675 10.1021/jm101527u 3-phosphoinositide-dependent protein kinase 1 5
- 10.6019/CHEMBL4495565 SARS-CoV-2 4
25177796 10.1042/bj20140889 3-phosphoinositide-dependent protein kinase 1 3
21341675 10.1021/jm101527u Aurora kinase B 3
21341675 10.1021/jm101527u Rho-associated protein kinase 2 2
- 10.6019/CHEMBL4808148 Histone deacetylase 6 2
21341675 10.1021/jm101527u Rho-associated protein kinase 1 2

Data from ChEMBL 36 via Core Engine