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Compound Detail

CHEMBL2393183

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Nc1ccc(CNC(=O)Nc2ccc(S(=O)(=O)c3ccccc3)cc2)cn1
ChEMBL ↗ Properties Compare Identifier

Basic Information

ChEMBL ID CHEMBL2393183
Phase Preclinical
Structure Type MOL
InChI Key CYPHXCMPISHSDL-UHFFFAOYSA-N
5
Targets
11
Activities
1
Assay Types
11
PK Parameters
20
Publications
0
Known Names

Molecular Properties

382.4
MW (Da)
2.82
ALogP
5
HBA
3
HBD
114.2
PSA (Ų)
0.63
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 C19H18N4O3S
MW 382.45
Aromatic Rings 3
Heavy Atoms 27
NP-Likeness -1.42

Activity Summary

IC50 11 meas. best 8.52

Target Activity Profile

Target Type Best pChEMBL Mean pChEMBL Best (nM) # Data
Nicotinamide phosphoribosyltransferase
CHEMBL1744525
 IC50 8.52 8.1267 3.0 6
A2780
CHEMBL614004
 IC50 7.16 7.16 70.0 2
HCT-116
CHEMBL394
 IC50 7.06 7.06 87.0 1
HT-1080
CHEMBL614580
 IC50 6.98 6.98 104.0 1
PC-3
CHEMBL390
 IC50 6.83 6.83 149.0 1

Pharmacokinetic Data

Parameter Value Units Species
CL 42.0 mL.min-1.kg-1 Mus musculus
CL 4.9 mL.min-1.kg-1 Mus musculus
CL 12.0 mL.min-1.kg-1 Mus musculus
CL 5.0 mL.min-1.kg-1 Homo sapiens
CL 5.0 mL.min-1.kg-1 Homo sapiens
Cmax 2900.0 nM Mus musculus
F 31.0 % Mus musculus
Fu 0.027 - Mus musculus
T1/2 2.7 hr Mus musculus
T1/2 2.6 hr Mus musculus
Tmax 0.83 hr Mus musculus

Activity Data Samples

Top measurements by pChEMBL value

Target Type Rel. Value Units pChEMBL Assay PubMed
Nicotinamide phosphoribosyltransferase IC50 = 3.0 nM 8.52 Inhibition of NAMPT (unknown origin) assessed as NAM conversion to NMN preincuba... 23668988
Nicotinamide phosphoribosyltransferase IC50 = 3.0 nM 8.52 Inhibition of C-terminal His-tagged human full-length NAMPT expressed in Escheri... 24405419
Nicotinamide phosphoribosyltransferase IC50 = 3.0 nM 8.52 Inhibition of human full length C-terminal His6-tagged NAMPT expressed in Escher... 27541271
Nicotinamide phosphoribosyltransferase IC50 = 3.0 nM 8.52 Biochemical Inhibition Assay: The NAMPT enzymatic reactions were carried out in ... -
Nicotinamide phosphoribosyltransferase IC50 = 30.0 nM 7.52 Inhibition of NAMPT in human A2780 cells assessed as reduction in NAD level afte... 23668988
A2780 IC50 = 70.0 nM 7.16 Antiproliferative activity against human A2780 cells after 72 hrs by sulforhodam... 23668988
A2780 IC50 = 70.0 nM 7.16 Antiproliferative activity against human A2780 cells after 72 hrs by sulforhodam... 24405419
Nicotinamide phosphoribosyltransferase IC50 = 70.0 nM 7.16 Inhibition of NAMPT in human A2780 cells assessed as decrease in cell viability ... 27541271
HCT-116 IC50 = 87.0 nM 7.06 Antiproliferative activity against human HCT116 cells after 96 hrs 23668988
HT-1080 IC50 = 104.0 nM 6.98 Antiproliferative activity against human HT1080 cells after 96 hrs 23668988
PC-3 IC50 = 149.0 nM 6.83 Antiproliferative activity against human PC3 cells after 96 hrs 23668988

Literature References

PubMed DOI Target Context # Activities
23668988 10.1016/j.bmcl.2013.04.040 Mus musculus 8
23668988 10.1016/j.bmcl.2013.04.040 A2780 3
23668988 10.1016/j.bmcl.2013.04.040 HT-1080 2
24405419 10.1021/jm4015108 A2780 2
27541271 10.1021/acs.jmedchem.6b00697 Nicotinamide phosphoribosyltransferase 2
27541271 10.1021/acs.jmedchem.6b00697 Cytochrome P450 3A4 2
27541271 10.1021/acs.jmedchem.6b00697 NON-PROTEIN TARGET 2
23668988 10.1016/j.bmcl.2013.04.040 PC-3 2
23668988 10.1016/j.bmcl.2013.04.040 MIA PaCa-2 2
23668988 10.1016/j.bmcl.2013.04.040 HCT-116 2
23668988 10.1016/j.bmcl.2013.04.040 Nicotinamide phosphoribosyltransferase 2
23668988 10.1016/j.bmcl.2013.04.040 Liver 1
23668988 10.1016/j.bmcl.2013.04.040 No relevant target 1
23668988 10.1016/j.bmcl.2013.04.040 Plasma 1
23668988 10.1016/j.bmcl.2013.04.040 MDCK 1
23668988 10.1016/j.bmcl.2013.04.040 Hepatocyte 1
23668988 10.1016/j.bmcl.2013.04.040 Cytochrome P450 3A4 1
23668988 10.1016/j.bmcl.2013.04.040 Cytochrome P450 2C9 1
23668988 10.1016/j.bmcl.2013.04.040 Cytochrome P450 2D6 1
23668988 10.1016/j.bmcl.2013.04.040 Cytochrome P450 1A2 1

Data from ChEMBL 36 via Core Engine