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Compound Detail

CHEMBL4077071

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CN1CCN(Cc2ccc(NC(=O)c3n[nH]cc3Nc3ncnc4[nH]ccc34)cc2)CC1
ChEMBL ↗ Properties Compare Identifier

Basic Information

ChEMBL ID CHEMBL4077071
Phase Preclinical
Structure Type MOL
InChI Key VXLAKHWYGRKCGI-UHFFFAOYSA-N
21
Targets
36
Activities
1
Assay Types
10
PK Parameters
20
Publications
0
Known Names

Molecular Properties

431.5
MW (Da)
2.42
ALogP
7
HBA
4
HBD
117.9
PSA (Ų)
0.37
QED
0
Ro5 Violations
6
Rot. Bonds

Drug Information

Molecule Type Small molecule
Availability Unknown
Chirality Unknown

Flags

First in Class Prodrug

Extended Properties

Molecular Formula C22H25N9O
MW 431.50
Aromatic Rings 4
Heavy Atoms 32
NP-Likeness -1.68

Activity Summary

IC50 36 meas. best 9.57

Target Activity Profile

Target Type Best pChEMBL Mean pChEMBL Best (nM) # Data
Receptor-type tyrosine-protein kinase FLT3
CHEMBL1974
 IC50 9.57 9.1625 0.3 4
Cyclin-dependent kinase 4/cyclin D1
CHEMBL1907601
 IC50 9.07 9.07 0.8 1
CDK6/cyclin D1
CHEMBL2111455
 IC50 8.71 8.71 2.0 1
Cyclin-dependent kinase 6
CHEMBL2508
 IC50 8.71 8.71 2.0 1
Cyclin-dependent kinase 2
CHEMBL301
 IC50 8.61 8.61 2.5 1
CDK2/Cyclin A1
CHEMBL3038470
 IC50 8.61 8.61 2.5 1
MV4-11
CHEMBL613835
 IC50 8.4 8.1917 4.0 6
MOLM-13
CHEMBL3706572
 IC50 8.27 8.27 5.4 1
BaF3
CHEMBL614524
 IC50 8.12 7.4643 7.7 7
HL-60
CHEMBL383
 IC50 7.05 6.58 89.3 2
PBMC
CHEMBL613107
 IC50 6.9 6.9 126.3 1
CDK12/Cyclin K
CHEMBL4106169
 IC50 6.74 6.74 183.5 1
Cyclin-dependent kinase 13/Cyclin-K
CHEMBL4296067
 IC50 6.73 6.73 187.2 1
Lymphocyte
CHEMBL612599
 IC50 6.31 6.31 492.0 1
NCI-H929
CHEMBL4296391
 IC50 6.24 6.24 580.0 1
PC-3
CHEMBL390
 IC50 6.16 6.16 690.0 1
U-266
CHEMBL2366315
 IC50 6.11 6.11 780.0 1
K562
CHEMBL385
 IC50 6.1 6.1 795.1 1
Serine/threonine-protein kinase pim-2
CHEMBL4523
 IC50 5.69 5.69 2060.0 1
RPMI-8226
CHEMBL614882
 IC50 5.5 5.5 3170.0 1
BT-474
CHEMBL614529
 IC50 4.62 4.62 23939.0 1

Pharmacokinetic Data

Parameter Value Units Species
CL 36.5 mL.min-1.kg-1 Macaca fascicularis
CL 129.3 mL.min-1.kg-1 Canis lupus familiaris
CL 138.6 mL.min-1.kg-1 Mus musculus
CL 40.3 mL.min-1.kg-1 Rattus norvegicus
CL 13.3 mL.min-1.kg-1 Homo sapiens
T1/2 0.855 hr Macaca fascicularis
T1/2 0.257 hr Canis lupus familiaris
T1/2 0.66 hr Mus musculus
T1/2 1.032 hr Rattus norvegicus
T1/2 1.717 hr Homo sapiens

Activity Data Samples

Top measurements by pChEMBL value

Target Type Rel. Value Units pChEMBL Assay PubMed
Receptor-type tyrosine-protein kinase FLT3 IC50 = 0.27 nM 9.57 Inhibition of human FLT3 using EAIYAAPFAKKK and [gamma-33P]-ATP as substrate pre... 37163951
Receptor-type tyrosine-protein kinase FLT3 IC50 = 0.27 nM 9.57 Inhibition of human FLT3 using EAIYAAPFAKKK as substrate preincubated for 20 min... 29357250
Cyclin-dependent kinase 4/cyclin D1 IC50 = 0.85 nM 9.07 Inhibition of human CDK4/Cyclin D1 using RB protein as substrate preincubated fo... 29357250
Receptor-type tyrosine-protein kinase FLT3 IC50 = 1.71 nM 8.77 Inhibition of human FLT3-ITD mutant preincubated with enzyme for 20 mins followe... 34550682
Receptor-type tyrosine-protein kinase FLT3 IC50 = 1.83 nM 8.74 Inhibition of human FLT3 ITD mutant using EAIYAAPFAKKK as substrate preincubated... 37659198
CDK6/cyclin D1 IC50 = 1.96 nM 8.71 Inhibition of human CDK6/Cyclin D1 using RB protein as substrate preincubated fo... 29357250
Cyclin-dependent kinase 6 IC50 = 1.96 nM 8.71 Inhibition of human CDK6 pretreated for 20 mins followed by [gamma-33P]-ATP addi... 37163951
CDK2/Cyclin A1 IC50 = 2.47 nM 8.61 Inhibition of human CDK2/Cyclin A1 using histone H1 as substrate preincubated fo... 29357250
Cyclin-dependent kinase 2 IC50 = 2.47 nM 8.61 Inhibition of human CDK2 pretreated for 20 mins followed by [gamma-33P]-ATP addi... 37163951
MV4-11 IC50 = 4.0 nM 8.4 Synergistic antiproliferative activity against human MV4-11 cells assessed as re... 37659198
MOLM-13 IC50 = 5.4 nM 8.27 Antiproliferative activity against human MOLM-13 cells harboring FLT3 ITD mutant... 37163951
MV4-11 IC50 = 6.38 nM 8.2 Antiproliferative activity against human MV4-11 cells assessed as inhibition of ... 34550682
MV4-11 IC50 = 7.0 nM 8.15 Antiproliferative activity against human MV4-11 cells harboring FLT3 ITD mutant ... 37163951
MV4-11 IC50 = 7.02 nM 8.15 Antiproliferative activity against human MV4-11 cells expressing FLT3 ITD mutant... 38387337
MV4-11 IC50 = 7.0 nM 8.15 Antiproliferative activity against human MV4-11 cells assessed as reduction in c... 37659198
BaF3 IC50 = 7.65 nM 8.12 Antiproliferative activity against mouse BaF3 cells harboring FLT3-ITD-F691L mut... 34550682
MV4-11 IC50 = 8.0 nM 8.1 Growth inhibition of human MV4-11 cells after 72 hrs by CellTiter-Glo assay 29357250
BaF3 IC50 = 8.0 nM 8.1 Antiproliferative activity against mouse BaF3 cells harboring FLT3 ITD/D835V mut... 37163951
BaF3 IC50 = 38.0 nM 7.42 Antiproliferative activity against mouse BaF3 cells harboring FLT3 ITD mutant as... 37163951
BaF3 IC50 = 39.0 nM 7.41 Antiproliferative activity against mouse BaF3 cells harboring FLT3 D835V mutant ... 37163951

Literature References

PubMed DOI Target Context # Activities
29357250 10.1021/acs.jmedchem.7b01261 MV4-11 14
37659198 10.1016/j.ejmech.2023.115759 MV4-11 10
29357250 10.1021/acs.jmedchem.7b01261 Liver 8
37163951 10.1016/j.ejmech.2023.115448 BaF3 6
38387337 10.1016/j.ejmech.2024.116237 MV4-11 6
29357250 10.1021/acs.jmedchem.7b01261 Receptor-type tyrosine-protein kinase FLT3 5
31846828 10.1016/j.ejmech.2019.111952 PC-3 4
37163951 10.1016/j.ejmech.2023.115448 MV4-11 2
- 10.6019/CHEMBL4495565 SARS-CoV-2 2
37163951 10.1016/j.ejmech.2023.115448 ADMET 2
29357250 10.1021/acs.jmedchem.7b01261 ADMET 2
29357250 10.1021/acs.jmedchem.7b01261 Mus musculus 2
29357250 10.1021/acs.jmedchem.7b01261 HCT-116 2
29357250 10.1021/acs.jmedchem.7b01261 MCF7 1
29357250 10.1021/acs.jmedchem.7b01261 RS4-11 1
29357250 10.1021/acs.jmedchem.7b01261 CDK6/cyclin D1 1
29357250 10.1021/acs.jmedchem.7b01261 Cyclin-dependent kinase 4/cyclin D1 1
- 10.6019/CHEMBL4495564 Replicase polyprotein 1ab 1
29357250 10.1021/acs.jmedchem.7b01261 Lymphocyte 1
29357250 10.1021/acs.jmedchem.7b01261 Unchecked 1

Data from ChEMBL 36 via Core Engine