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Compound Detail

CHEMBL3606021

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NC(=O)c1cc(F)cc2c1C(=O)N(C1CCN(C3CCC(F)(F)CC3)CC1)C2
ChEMBL ↗ Properties Compare Identifier

Basic Information

ChEMBL ID CHEMBL3606021
Phase Preclinical
Structure Type MOL
InChI Key ARYVAQSYRLZVQD-UHFFFAOYSA-N
7
Targets
14
Activities
2
Assay Types
23
PK Parameters
20
Publications
0
Known Names

Molecular Properties

395.4
MW (Da)
2.92
ALogP
3
HBA
1
HBD
66.6
PSA (Ų)
0.86
QED
0
Ro5 Violations
3
Rot. Bonds

Drug Information

Molecule Type Small molecule
Availability Unknown
Chirality Unknown

Flags

First in Class Prodrug Chemical Probe

Extended Properties

Molecular Formula C20H24F3N3O2
MW 395.43
Aromatic Rings 1
Heavy Atoms 28
NP-Likeness -0.62

Activity Summary

IC50 10 meas. best 8.07
Kd 4 meas. best 8.07

Target Activity Profile

Target Type Best pChEMBL Mean pChEMBL Best (nM) # Data
Poly [ADP-ribose] polymerase 1
CHEMBL3105
 IC50 8.07 7.5233 8.6 3
Poly [ADP-ribose] polymerase 1
CHEMBL3105
 Kd 8.07 8.06 8.6 2
Poly [ADP-ribose] polymerase 1
CHEMBL3740
 IC50 8.0 8.0 10.0 1
NON-PROTEIN TARGET
CHEMBL3879801
 IC50 6.85 6.85 140.0 1
Poly [ADP-ribose] polymerase 2
CHEMBL5366
 IC50 5.86 5.52 1389.0 2
Poly [ADP-ribose] polymerase 2
CHEMBL5366
 Kd 5.86 5.855 1389.0 2
DLD-1
CHEMBL614285
 IC50 5.7 5.7 2000.0 1
Cytochrome P450 2B6
CHEMBL4729
 IC50 5.09 5.09 8150.0 1
Cytochrome P450 2D6
CHEMBL289
 IC50 5.02 5.02 9510.0 1

Pharmacokinetic Data

Parameter Value Units Species
AUC 8185.4 ng.hr.mL-1 Mus musculus
AUC 7789.97 ng.hr.mL-1 Mus musculus
AUC 15817.2 ng.hr.mL-1 Rattus norvegicus
AUC 13444.62 ng.hr.mL-1 Rattus norvegicus
AUC 99252.93 ng.hr.mL-1 Rattus norvegicus
CL 5.0 mL.min-1.kg-1 Homo sapiens
CL 19.3 mL.min-1.kg-1 Mus musculus
CL 5.0 mL.min-1.kg-1 Rattus norvegicus
CL 10.8 mL.min-1.kg-1 Rattus norvegicus
Cmax 5600.0 nM Mus musculus
Cmax 5200.0 nM Mus musculus
Cmax 6000.0 nM Rattus norvegicus
Cmax 2800.0 nM Rattus norvegicus
Cmax 17700.0 nM Rattus norvegicus
F 95.0 % Mus musculus
F 87.0 % Rattus norvegicus
F 65.0 % Rattus norvegicus
T1/2 3.3 hr Mus musculus
T1/2 0.0545 hr Homo sapiens
T1/2 0.001333 hr Homo sapiens
T1/2 3.1 hr Mus musculus
T1/2 4.7 hr Rattus norvegicus
T1/2 3.9 hr Rattus norvegicus

Activity Data Samples

Top measurements by pChEMBL value

Target Type Rel. Value Units pChEMBL Assay PubMed
Poly [ADP-ribose] polymerase 1 IC50 = 8.6 nM 8.07 Inhibition of PARP-1 (unknown origin) 38776379
Poly [ADP-ribose] polymerase 1 Kd = 8.6 nM 8.07 Binding affinity to recombinant human HisGST-tagged PARP-1 catalytic domain by s... 26222319
Poly [ADP-ribose] polymerase 1 Kd = 9.0 nM 8.05 Inhibition of PARP-1 (unknown origin) 34404206
Poly [ADP-ribose] polymerase 1 IC50 = 10.0 nM 8.0 Biochemical Assay: Affinity evaluation of the tested compounds and their selecti... -
Poly [ADP-ribose] polymerase 1 IC50 = 40.0 nM 7.4 Inhibition of PARP1 in human HeLa cells assessed as reduction of H2O2-induced PA... 26222319
Poly [ADP-ribose] polymerase 1 IC50 = 79.0 nM 7.1 Inhibition of human recombinant N-terminal 6His-6Lys-TEV tagged PARP1 full lengt... 34570508
NON-PROTEIN TARGET IC50 = 140.0 nM 6.85 Cytotoxicity against BRCA1-deficient human MDA-MB-436 cells assessed as inhibiti... 26222319
Poly [ADP-ribose] polymerase 2 IC50 = 1389.0 nM 5.86 Inhibition of PARP-2 (unknown origin) 38776379
Poly [ADP-ribose] polymerase 2 Kd = 1389.0 nM 5.86 Binding affinity to recombinant human HisGST-tagged PARP-2 catalytic domain by s... 26222319
Poly [ADP-ribose] polymerase 2 Kd = 1400.0 nM 5.85 Inhibition of PARP-2 (unknown origin) 34404206
DLD-1 IC50 = 2000.0 nM 5.7 Antiproliferative activity against human DLD-1 deficient in BRCA-2 cells measure... 34570508
Poly [ADP-ribose] polymerase 2 IC50 = 6600.0 nM 5.18 Inhibition of human recombinant N-terminal Avi-6His-TEV tagged PARP2 full length... 34570508
Cytochrome P450 2B6 IC50 = 8150.0 nM 5.09 Inhibition of CYP2B6 in human liver microsomes after 20 mins by LC-MS/MS analysi... 26222319
Cytochrome P450 2D6 IC50 = 9510.0 nM 5.02 Inhibition of CYP2D6 in human liver microsomes using midazolam as substrate afte... 26222319

Literature References

PubMed DOI Target Context # Activities
26222319 10.1021/acs.jmedchem.5b00680 Mus musculus 14
26222319 10.1021/acs.jmedchem.5b00680 Rattus norvegicus 12
26222319 10.1021/acs.jmedchem.5b00680 ADMET 6
26222319 10.1021/acs.jmedchem.5b00680 NON-PROTEIN TARGET 5
26222319 10.1021/acs.jmedchem.5b00680 Poly [ADP-ribose] polymerase 1 4
26222319 10.1021/acs.jmedchem.5b00680 Unchecked 3
26222319 10.1021/acs.jmedchem.5b00680 No relevant target 3
- 10.6019/CHEMBL4495565 SARS-CoV-2 2
26222319 10.1021/acs.jmedchem.5b00680 Poly [ADP-ribose] polymerase 2 2
26222319 10.1021/acs.jmedchem.5b00680 MCF7 1
26222319 10.1021/acs.jmedchem.5b00680 Cytochrome P450 2B6 1
26222319 10.1021/acs.jmedchem.5b00680 Cytochrome P450 2D6 1
26222319 10.1021/acs.jmedchem.5b00680 Hepatocyte 1
26222319 10.1021/acs.jmedchem.5b00680 Tyrosine-protein kinase ABL1 1
26222319 10.1021/acs.jmedchem.5b00680 Activated CDC42 kinase 1 1
26222319 10.1021/acs.jmedchem.5b00680 RAC-alpha serine/threonine-protein kinase 1
26222319 10.1021/acs.jmedchem.5b00680 ALK tyrosine kinase receptor 1
26222319 10.1021/acs.jmedchem.5b00680 Aurora kinase B 1
26222319 10.1021/acs.jmedchem.5b00680 Aurora kinase A 1
- 10.6019/CHEMBL5724796 Bromodomain-containing protein 4 1

Data from ChEMBL 36 via Core Engine