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Compound Detail

CHEMBL3260358

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O=C(NCc1ccc(S(=O)(=O)c2cccc(C(F)(F)F)c2)cc1)c1cnc2[nH]ncc2c1
ChEMBL ↗ Properties Compare Identifier

Basic Information

ChEMBL ID CHEMBL3260358
Phase Preclinical
Structure Type MOL
InChI Key LKBHAGGICJWHQQ-UHFFFAOYSA-N
12
Targets
27
Activities
2
Assay Types
6
PK Parameters
19
Publications
0
Known Names

Molecular Properties

460.4
MW (Da)
3.74
ALogP
5
HBA
2
HBD
104.8
PSA (Ų)
0.47
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 C21H15F3N4O3S
MW 460.44
Aromatic Rings 4
Heavy Atoms 32
NP-Likeness -1.96

Activity Summary

IC50 25 meas. best 8.4
EC50 2 meas. best 8.92

Target Activity Profile

Target Type Best pChEMBL Mean pChEMBL Best (nM) # Data
Nicotinamide phosphoribosyltransferase
CHEMBL1744525
 EC50 8.92 8.92 1.2 1
Nicotinamide phosphoribosyltransferase
CHEMBL1744525
 IC50 8.4 8.2767 4.0 3
A2780
CHEMBL614004
 IC50 8.37 8.37 4.3 1
HCT-116
CHEMBL394
 IC50 8.1 8.1 8.0 1
NON-PROTEIN TARGET
CHEMBL3879801
 IC50 8.05 7.3429 9.0 7
PC-3
CHEMBL390
 IC50 8.05 8.05 9.0 1
Unchecked
CHEMBL612545
 IC50 7.66 7.4 22.0 2
Nicotinamide phosphoribosyltransferase
CHEMBL3259475
 IC50 7.46 7.46 35.0 1
Nicotinamide phosphoribosyltransferase
CHEMBL3259474
 IC50 7.23 7.23 59.0 1
Nicotinamide phosphoribosyltransferase
CHEMBL3259474
 EC50 7.16 7.16 70.0 1
Cytochrome P450 2C9
CHEMBL3397
 IC50 7.16 6.24 70.0 2
ADMET
CHEMBL612558
 IC50 6.41 6.2567 386.0 3
Cytochrome P450 2C19
CHEMBL3622
 IC50 5.19 5.19 6500.0 1
Cytochrome P450 3A4
CHEMBL340
 IC50 5.1 5.075 7900.0 2

Pharmacokinetic Data

Parameter Value Units Species
CL 3.3 mL.min-1.kg-1 Mus musculus
Cmax 53000.0 nM Mus musculus
Fu 0.013 - Mus musculus
T1/2 2.6 hr Mus musculus
T1/2 3.4 hr 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 = 1.2 nM 8.92 Inhibition of NAMPT in human PC3 cells assessed as reduction in NAD level after ... 24021463
Nicotinamide phosphoribosyltransferase IC50 = 4.0 nM 8.4 Inhibition of NAMPT in human A2780 cells assessed as decrease in cell viability ... 27541271
A2780 IC50 = 4.3 nM 8.37 Antiproliferative activity against human A2780 cells assessed as cell viability ... 24021463
Nicotinamide phosphoribosyltransferase IC50 = 6.0 nM 8.22 Inhibition of human full length C-terminal His6-tagged NAMPT expressed in Escher... 27541271
Nicotinamide phosphoribosyltransferase IC50 = 6.1 nM 8.21 Inhibition of C-terminal His-6-tagged full length human NAMPT expressed in Esche... 24021463
HCT-116 IC50 = 8.0 nM 8.1 Antiproliferative activity against human HCT116 cells assessed as cell viability... 24021463
NON-PROTEIN TARGET IC50 = 9.0 nM 8.05 Antiproliferative activity against human HT1080 cells assessed as cell viability... 24021463
PC-3 IC50 = 9.0 nM 8.05 Antiproliferative activity against human PC3 cells assessed as cell viability af... 24021463
NON-PROTEIN TARGET IC50 = 21.0 nM 7.68 Antiproliferative activity against human Calu6 cells assessed as cell viability ... 24021463
Unchecked IC50 = 22.0 nM 7.66 Inhibition of C-terminal His-6-tagged dog NAMPT expressed in Escherichia coli (D... 24021463
NON-PROTEIN TARGET IC50 = 23.0 nM 7.64 Antiproliferative activity against dog A72 cells assessed as cell viability afte... 24021463
NON-PROTEIN TARGET IC50 = 30.0 nM 7.52 Antiproliferative activity against human MIAPaCa2 cells assessed as cell viabili... 24021463
Nicotinamide phosphoribosyltransferase IC50 = 35.0 nM 7.46 Inhibition of rat NAMPT after 30 mins by mass spectrometry-based analysis 24021463
NON-PROTEIN TARGET IC50 = 41.0 nM 7.39 Antiproliferative activity against dog DH82 cells assessed as cell viability aft... 24021463
Nicotinamide phosphoribosyltransferase IC50 = 59.0 nM 7.23 Inhibition of mouse NAMPT after 30 mins by mass spectrometry-based analysis 24021463
Nicotinamide phosphoribosyltransferase EC50 = 70.0 nM 7.16 Inhibition of NAMPT in mouse cells assessed as reduction in NAD level after 48 h... 24021463
Cytochrome P450 2C9 IC50 = 70.0 nM 7.16 Reversible inhibition of CYP2C9 in human liver microsomes using (S)-warfarin as ... 27541271
Unchecked IC50 = 73.0 nM 7.14 Inhibition of C-terminal His-6-tagged cynomolgus monkey NAMPT expressed in Esche... 24021463
NON-PROTEIN TARGET IC50 = 98.0 nM 7.01 Antiproliferative activity against dog D17 cells assessed as cell viability afte... 24021463
ADMET IC50 = 386.0 nM 6.41 Cytotoxicity against rhesus monkey RF/6A cells assessed as cell viability after ... 24021463

Literature References

PubMed DOI Target Context # Activities
24021463 10.1016/j.bmcl.2013.08.074 NON-PROTEIN TARGET 9
24021463 10.1016/j.bmcl.2013.08.074 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 A2780 3
24021463 10.1016/j.bmcl.2013.08.074 No relevant target 3
24021463 10.1016/j.bmcl.2013.08.074 Nucleic Acid 2
24021463 10.1016/j.bmcl.2013.08.074 Unchecked 2
27541271 10.1021/acs.jmedchem.6b00697 Nicotinamide phosphoribosyltransferase 2
27541271 10.1021/acs.jmedchem.6b00697 Cytochrome P450 2C9 2
27541271 10.1021/acs.jmedchem.6b00697 Cytochrome P450 3A4 2
24021463 10.1016/j.bmcl.2013.08.074 HCT-116 1
24021463 10.1016/j.bmcl.2013.08.074 Plasma 1
24021463 10.1016/j.bmcl.2013.08.074 MDCK 1
24021463 10.1016/j.bmcl.2013.08.074 Tumor 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