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Compound Detail

CHEMBL2420629

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O=C(NCc1ccc(S(=O)(=O)c2cc(F)cc(F)c2)cc1)c1ccc2nccn2c1
ChEMBL ↗ Properties Compare Identifier

Basic Information

ChEMBL ID CHEMBL2420629
Phase Preclinical
Structure Type MOL
InChI Key XRDVXQQZLHVEQZ-UHFFFAOYSA-N
13
Targets
32
Activities
2
Assay Types
18
PK Parameters
20
Publications
0
Known Names

Molecular Properties

427.4
MW (Da)
3.38
ALogP
5
HBA
1
HBD
80.5
PSA (Ų)
0.53
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 C21H15F2N3O3S
MW 427.43
Aromatic Rings 4
Heavy Atoms 30
NP-Likeness -2.09

Activity Summary

IC50 30 meas. best 8.74
EC50 2 meas. best 8.96

Target Activity Profile

Target Type Best pChEMBL Mean pChEMBL Best (nM) # Data
Nicotinamide phosphoribosyltransferase
CHEMBL1744525
 EC50 8.96 8.96 1.1 1
Nicotinamide phosphoribosyltransferase
CHEMBL3259474
 EC50 8.89 8.89 1.3 1
U-251
CHEMBL615022
 IC50 8.74 8.74 1.8 1
Nicotinamide phosphoribosyltransferase
CHEMBL1744525
 IC50 8.7 8.196 2.0 5
NON-PROTEIN TARGET
CHEMBL3879801
 IC50 8.7 7.9956 2.0 9
HCT-116
CHEMBL394
 IC50 8.7 8.7 2.0 2
A2780
CHEMBL614004
 IC50 8.7 8.7 2.0 1
HT-1080
CHEMBL614580
 IC50 8.68 8.68 2.1 1
PC-3
CHEMBL390
 IC50 8.57 8.545 2.7 2
ADMET
CHEMBL612558
 IC50 8.4 8.25 4.0 3
Unchecked
CHEMBL612545
 IC50 8.15 7.765 7.0 2
MIA PaCa-2
CHEMBL614725
 IC50 8.13 8.13 7.4 1
Nicotinamide phosphoribosyltransferase
CHEMBL3259475
 IC50 7.64 7.64 23.0 1
Nicotinamide phosphoribosyltransferase
CHEMBL3259474
 IC50 7.62 7.62 24.0 1
Cytochrome P450 2C9
CHEMBL3397
 IC50 6.7 6.7 200.0 1

Pharmacokinetic Data

Parameter Value Units Species
AUC 1307.94 ng.hr.mL-1 Mus musculus
CL 52.4 mL.min-1.kg-1 Mus musculus
CL 10.0 mL.min-1.kg-1 Homo sapiens
CL 42.0 mL.min-1.kg-1 Mus musculus
CL 9.14 mL.min-1.kg-1 Macaca fascicularis
CL 4.62 mL.min-1.kg-1 Canis lupus familiaris
CL 36.4 mL.min-1.kg-1 Mus musculus
CL 19.3 mL.min-1.kg-1 Rattus norvegicus
Cmax 1.21 nM Mus musculus
F 41.1 % Mus musculus
F 29.7 % Mus musculus
F 33.9 % Rattus norvegicus
F 29.4 % Macaca fascicularis
F 65.2 % Canis lupus familiaris
Fu 0.06 - Homo sapiens
Fu 0.067 - Mus musculus
Fu 0.067 - Mus musculus
Tmax 0.25 hr Mus musculus

Activity Data Samples

Top measurements by pChEMBL value

Target Type Rel. Value Units pChEMBL Assay PubMed
Nicotinamide phosphoribosyltransferase EC50 = 1.1 nM 8.96 Inhibition of NAMPT in human PC3 cells assessed as reduction in NAD level after ... 24021463
Nicotinamide phosphoribosyltransferase EC50 = 1.3 nM 8.89 Inhibition of NAMPT in mouse cells assessed as reduction in NAD level after 48 h... 24021463
U-251 IC50 = 1.8 nM 8.74 Antiproliferative activity against human U251 cells assessed as cell viability a... 23859118
HCT-116 IC50 = 2.0 nM 8.7 Antiproliferative activity against human HCT116 cells assessed as cell viability... 23859118
A2780 IC50 = 2.0 nM 8.7 Antiproliferative activity against human A2780 cells assessed as growth inhibiti... 23859118
NON-PROTEIN TARGET IC50 = 2.0 nM 8.7 Antiproliferative activity against human HT1080 cells assessed as cell viability... 24021463
HCT-116 IC50 = 2.0 nM 8.7 Antiproliferative activity against human HCT116 cells assessed as cell viability... 24021463
Nicotinamide phosphoribosyltransferase IC50 = 2.0 nM 8.7 Inhibition of NAMPT in human A2780 cells assessed as decrease in cell viability ... 27541271
HT-1080 IC50 = 2.1 nM 8.68 Antiproliferative activity against human HT1080 cells assessed as cell viability... 23859118
PC-3 IC50 = 2.7 nM 8.57 Antiproliferative activity against human PC3 cells assessed as cell viability af... 23859118
PC-3 IC50 = 3.0 nM 8.52 Antiproliferative activity against human PC3 cells assessed as cell viability af... 24021463
NON-PROTEIN TARGET IC50 = 4.0 nM 8.4 Antiproliferative activity against dog A72 cells assessed as cell viability afte... 24021463
ADMET IC50 = 4.0 nM 8.4 Cytotoxicity against rhesus monkey RF/6A cells assessed as cell viability after ... 24021463
ADMET IC50 = 5.0 nM 8.3 Cytotoxicity against African green monkey COS1 cells assessed as cell viability ... 24021463
Nicotinamide phosphoribosyltransferase IC50 = 5.0 nM 8.3 Inhibition of human full length C-terminal His6-tagged NAMPT expressed in Escher... 27541271
Nicotinamide phosphoribosyltransferase IC50 = 5.0 nM 8.3 Inhibition of C-terminal His-6-tagged full length human NAMPT expressed in Esche... 24021463
Nicotinamide phosphoribosyltransferase IC50 = 5.0 nM 8.3 Inhibition of C-terminal His-tagged NAMPT (unknown origin) expressed in Escheric... 23859118
NON-PROTEIN TARGET IC50 = 5.0 nM 8.3 Antiproliferative activity against human Calu6 cells assessed as cell viability ... 24021463
Unchecked IC50 = 7.0 nM 8.15 Inhibition of C-terminal His-6-tagged dog NAMPT expressed in Escherichia coli (D... 24021463
NON-PROTEIN TARGET IC50 = 7.0 nM 8.15 Antiproliferative activity against human MIAPaCa2 cells assessed as cell viabili... 24021463

Literature References

PubMed DOI Target Context # Activities
24021463 10.1016/j.bmcl.2013.08.074 NON-PROTEIN TARGET 9
37413882 10.1016/j.ejmech.2023.115607 ADMET 8
23859118 10.1021/jm4008664 Mus musculus 7
24021463 10.1016/j.bmcl.2013.08.074 ADMET 7
24021463 10.1016/j.bmcl.2013.08.074 Nicotinamide phosphoribosyltransferase 5
24021463 10.1016/j.bmcl.2013.08.074 PC-3 3
24021463 10.1016/j.bmcl.2013.08.074 No relevant target 2
25556090 10.1016/j.bmcl.2014.12.026 Cytochrome P450 3A4 2
24021463 10.1016/j.bmcl.2013.08.074 Unchecked 2
25556090 10.1016/j.bmcl.2014.12.026 No relevant target 2
23859118 10.1021/jm4008664 U-251 2
36595482 10.1021/acs.jmedchem.2c01954 Indoleamine 2,3-dioxygenase 1 2
24021463 10.1016/j.bmcl.2013.08.074 Nucleic Acid 2
27541271 10.1021/acs.jmedchem.6b00697 Cytochrome P450 3A4 2
27541271 10.1021/acs.jmedchem.6b00697 Cytochrome P450 2C9 2
23859118 10.1021/jm4008664 Liver 2
23859118 10.1021/jm4008664 ADMET 2
27541271 10.1021/acs.jmedchem.6b00697 Nicotinamide phosphoribosyltransferase 2
23859118 10.1021/jm4008664 Plasma 2
- 10.6019/CHEMBL4495565 SARS-CoV-2 2

Data from ChEMBL 36 via Core Engine