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Compound Detail

CHEMBL5401158

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O=C(Nc1ccc(N2CCNCC2)cc1)c1n[nH]cc1Nc1cc(Oc2ccccc2)ncn1
ChEMBL ↗ Properties Compare Identifier

Basic Information

ChEMBL ID CHEMBL5401158
Phase Preclinical
Structure Type MOL
InChI Key RSZBDSJQRIEBFQ-UHFFFAOYSA-N
11
Targets
27
Activities
2
Assay Types
11
PK Parameters
20
Publications
0
Known Names

Molecular Properties

456.5
MW (Da)
3.40
ALogP
8
HBA
4
HBD
120.1
PSA (Ų)
0.33
QED
0
Ro5 Violations
7
Rot. Bonds

Drug Information

Availability Unknown
Chirality Unknown

Flags

First in Class Prodrug

Extended Properties

Molecular Formula C24H24N8O2
MW 456.51
Aromatic Rings 4
Heavy Atoms 34
NP-Likeness -1.67

Activity Summary

IC50 16 meas. best 9.21
Kd 11 meas. best 9.24

Target Activity Profile

Target Type Best pChEMBL Mean pChEMBL Best (nM) # Data
Receptor-type tyrosine-protein kinase FLT3
CHEMBL1974
 Kd 9.24 7.8018 0.6 11
Receptor-type tyrosine-protein kinase FLT3
CHEMBL1974
 IC50 9.21 9.21 0.6 1
BaF3
CHEMBL614524
 IC50 8.05 7.1083 9.0 6
MV4-11
CHEMBL613835
 IC50 7.82 7.82 15.0 1
MOLM-13
CHEMBL3706572
 IC50 7.79 7.79 16.3 1
Cyclin-dependent kinase 2
CHEMBL301
 IC50 7.01 7.01 98.3 1
Cyclin-dependent kinase 6
CHEMBL2508
 IC50 6.92 6.92 121.6 1
K562
CHEMBL385
 IC50 6.24 6.24 572.1 1
U-937
CHEMBL612794
 IC50 6.16 6.16 692.3 1
PBMC
CHEMBL613107
 IC50 6.08 6.08 831.3 1
THP-1
CHEMBL614245
 IC50 6.04 6.04 903.5 1
HL-60
CHEMBL383
 IC50 6.01 6.01 972.1 1

Pharmacokinetic Data

Parameter Value Units Species
AUC 1080.0 ng.hr.mL-1 Rattus norvegicus
AUC 761.7 ng.hr.mL-1 Canis lupus familiaris
Cmax 315.44 nM Rattus norvegicus
Cmax 114.13 nM Canis lupus familiaris
F 33.3 % Rattus norvegicus
F 72.7 % Canis lupus familiaris
T1/2 3.1 hr Homo sapiens
T1/2 3.5 hr Rattus norvegicus
T1/2 11.1 hr Canis lupus familiaris
Tmax 4.0 hr Rattus norvegicus
Tmax 1.67 hr Canis lupus familiaris

Activity Data Samples

Top measurements by pChEMBL value

Target Type Rel. Value Units pChEMBL Assay PubMed
Receptor-type tyrosine-protein kinase FLT3 Kd = 0.58 nM 9.24 Binding affinity to FLT3 ITD/D835V mutant (unknown origin) 37163951
Receptor-type tyrosine-protein kinase FLT3 IC50 = 0.62 nM 9.21 Inhibition of human FLT3 using EAIYAAPFAKKK and [gamma-33P]-ATP as substrate pre... 37163951
Receptor-type tyrosine-protein kinase FLT3 Kd = 1.54 nM 8.81 Binding affinity to FLT3 D835V mutant (unknown origin) 37163951
Receptor-type tyrosine-protein kinase FLT3 Kd = 1.61 nM 8.79 Binding affinity to FLT3 ITD/F691L mutant (unknown origin) 37163951
Receptor-type tyrosine-protein kinase FLT3 Kd = 7.16 nM 8.14 Binding affinity to FLT3 D835Y mutant (unknown origin) 37163951
BaF3 IC50 = 9.0 nM 8.05 Antiproliferative activity against mouse BaF3 cells harboring FLT3 ITD/D835V mut... 37163951
MV4-11 IC50 = 15.0 nM 7.82 Antiproliferative activity against human MV4-11 cells harboring FLT3 ITD mutant ... 37163951
MOLM-13 IC50 = 16.3 nM 7.79 Antiproliferative activity against human MOLM-13 cells harboring FLT3 ITD mutant... 37163951
Receptor-type tyrosine-protein kinase FLT3 Kd = 18.22 nM 7.74 Binding affinity to FLT3 ITD mutant (unknown origin) 37163951
Receptor-type tyrosine-protein kinase FLT3 Kd = 22.12 nM 7.66 Binding affinity to FLT3 (unknown origin) 37163951
BaF3 IC50 = 39.0 nM 7.41 Antiproliferative activity against mouse BaF3 cells harboring FLT3 ITD mutant as... 37163951
BaF3 IC50 = 43.0 nM 7.37 Antiproliferative activity against mouse BaF3 cells harboring FLT3 D835V mutant ... 37163951
Receptor-type tyrosine-protein kinase FLT3 Kd = 48.51 nM 7.31 Binding affinity to FLT3 D835H mutant (unknown origin) 37163951
BaF3 IC50 = 54.0 nM 7.27 Antiproliferative activity against mouse BaF3 cells harboring FLT3 ITD/N676D mut... 37163951
Receptor-type tyrosine-protein kinase FLT3 Kd = 66.52 nM 7.18 Binding affinity to FLT3 R834Q mutant (unknown origin) 37163951
Receptor-type tyrosine-protein kinase FLT3 Kd = 77.24 nM 7.11 Binding affinity to FLT3 N841I mutant (unknown origin) 37163951
BaF3 IC50 = 95.0 nM 7.02 Antiproliferative activity against mouse BaF3 cells harboring FLT3 ITD/F691L mut... 37163951
Cyclin-dependent kinase 2 IC50 = 98.31 nM 7.01 Inhibition of human CDK2 pretreated for 20 mins followed by [gamma-33P]-ATP addi... 37163951
Receptor-type tyrosine-protein kinase FLT3 Kd = 120.93 nM 6.92 Binding affinity to FLT3 K663Q mutant (unknown origin) 37163951
Receptor-type tyrosine-protein kinase FLT3 Kd = 120.94 nM 6.92 Binding affinity to autoinhibited FLT3 (unknown origin) 37163951

Literature References

PubMed DOI Target Context # Activities
37163951 10.1016/j.ejmech.2023.115448 Receptor-type tyrosine-protein kinase FLT3 16
37163951 10.1016/j.ejmech.2023.115448 ADMET 13
37163951 10.1016/j.ejmech.2023.115448 BaF3 6
37163951 10.1016/j.ejmech.2023.115448 MV4-11 3
37163951 10.1016/j.ejmech.2023.115448 Unchecked 2
37163951 10.1016/j.ejmech.2023.115448 SR 2
37163951 10.1016/j.ejmech.2023.115448 CDK7/Cyclin H/MNAT1 1
37163951 10.1016/j.ejmech.2023.115448 ACHN 1
37163951 10.1016/j.ejmech.2023.115448 LOX IMVI 1
37163951 10.1016/j.ejmech.2023.115448 KM12 1
37163951 10.1016/j.ejmech.2023.115448 SW-620 1
37163951 10.1016/j.ejmech.2023.115448 NCI-H460 1
37163951 10.1016/j.ejmech.2023.115448 Mast/stem cell growth factor receptor Kit 1
37163951 10.1016/j.ejmech.2023.115448 CDK6/cyclin D1 1
37163951 10.1016/j.ejmech.2023.115448 CDK4/Cyclin D3 1
37163951 10.1016/j.ejmech.2023.115448 K562 1
37163951 10.1016/j.ejmech.2023.115448 PBMC 1
37163951 10.1016/j.ejmech.2023.115448 HL-60 1
37163951 10.1016/j.ejmech.2023.115448 U-937 1
37163951 10.1016/j.ejmech.2023.115448 Cyclin-dependent kinase 6 1

Data from ChEMBL 36 via Core Engine