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Compound Detail

CHEMBL2391568

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O=C(NCc1cccnc1)Nc1ccc(S(=O)(=O)N2CC3CCC(C2)O3)cc1
ChEMBL ↗ Properties Compare Identifier

Basic Information

ChEMBL ID CHEMBL2391568
Phase Preclinical
Structure Type MOL
InChI Key CFPQKOXDIQRGKQ-UHFFFAOYSA-N
3
Targets
11
Activities
1
Assay Types
10
PK Parameters
12
Publications
0
Known Names

Molecular Properties

402.5
MW (Da)
1.96
ALogP
5
HBA
2
HBD
100.6
PSA (Ų)
0.80
QED
0
Ro5 Violations
5
Rot. Bonds

Drug Information

Molecule Type Small molecule
Availability Unknown
Chirality Unknown

Flags

First in Class Prodrug

Extended Properties

Molecular Formula C19H22N4O4S
MW 402.48
Aromatic Rings 2
Heavy Atoms 28
NP-Likeness -1.63

Activity Summary

IC50 11 meas. best 8.15

Target Activity Profile

Target Type Best pChEMBL Mean pChEMBL Best (nM) # Data
Nicotinamide phosphoribosyltransferase
CHEMBL1744525
 IC50 8.15 7.7122 7.0 9
A2780
CHEMBL614004
 IC50 7.5 7.5 32.0 1
Cytochrome P450 2C9
CHEMBL3397
 IC50 6.38 6.38 420.0 1

Pharmacokinetic Data

Parameter Value Units Species
AUC 563.47 ng.hr.mL-1 Mus musculus
AUC 370.28 ng.hr.mL-1 Mus musculus
CL 45.0 mL.min-1.kg-1 Mus musculus
Cmax 2700.0 nM Mus musculus
Cmax 1100.0 nM Mus musculus
F 26.0 % Mus musculus
T1/2 1.3 hr Mus musculus
T1/2 0.27 hr Mus musculus
Tmax 0.5 hr Mus musculus
Tmax 0.08 hr Mus musculus

Activity Data Samples

Top measurements by pChEMBL value

Target Type Rel. Value Units pChEMBL Assay PubMed
Nicotinamide phosphoribosyltransferase IC50 = 7.0 nM 8.15 Inhibition of Nampt (unknown origin) using NAM/PRPP as substrate preincubated fo... 23617784
Nicotinamide phosphoribosyltransferase IC50 = 7.0 nM 8.15 Inhibition of human full length C-terminal His6-tagged NAMPT expressed in Escher... 27541271
Nicotinamide phosphoribosyltransferase IC50 = 7.0 nM 8.15 Biochemical Inhibition Assay: The NAMPT enzymatic reactions were carried out in ... -
Nicotinamide phosphoribosyltransferase IC50 = 10.0 nM 8.0 Competitive inhibition of Nampt (unknown origin) after 15 mins in presence of 1 ... 23617784
Nicotinamide phosphoribosyltransferase IC50 = 13.0 nM 7.89 Competitive inhibition of Nampt (unknown origin) after 15 mins in presence of 5 ... 23617784
Nicotinamide phosphoribosyltransferase IC50 = 19.0 nM 7.72 Competitive inhibition of Nampt (unknown origin) after 15 mins in presence of 25... 23617784
A2780 IC50 = 32.0 nM 7.5 Cytotoxicity against human A2780 cells after 72 hrs by SRB assay 23617784
Nicotinamide phosphoribosyltransferase IC50 = 32.0 nM 7.5 Inhibition of NAMPT in human A2780 cells assessed as decrease in cell viability ... 27541271
Nicotinamide phosphoribosyltransferase IC50 = 83.0 nM 7.08 Competitive inhibition of Nampt (unknown origin) after 15 mins in presence of 12... 23617784
Nicotinamide phosphoribosyltransferase IC50 = 171.0 nM 6.77 Competitive inhibition of Nampt (unknown origin) after 15 mins in presence of 25... 23617784
Cytochrome P450 2C9 IC50 = 420.0 nM 6.38 Reversible inhibition of CYP2C9 in human liver microsomes using (S)-warfarin as ... 27541271

Literature References

PubMed DOI Target Context # Activities
23617784 10.1021/jm400186h Mus musculus 12
23617784 10.1021/jm400186h Nicotinamide phosphoribosyltransferase 7
23617784 10.1021/jm400186h A2780 3
27541271 10.1021/acs.jmedchem.6b00697 Nicotinamide phosphoribosyltransferase 2
27541271 10.1021/acs.jmedchem.6b00697 Cytochrome P450 3A4 2
23617784 10.1021/jm400186h No relevant target 1
23617784 10.1021/jm400186h Liver microsomes 1
23617784 10.1021/jm400186h Liver 1
27541271 10.1021/acs.jmedchem.6b00697 Cytochrome P450 2C9 1
27541271 10.1021/acs.jmedchem.6b00697 Cytochrome P450 2D6 1
27541271 10.1021/acs.jmedchem.6b00697 Cytochrome P450 1A2 1
27541271 10.1021/acs.jmedchem.6b00697 Cytochrome P450 2C19 1

Data from ChEMBL 36 via Core Engine