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Compound Detail

CHEMBL3127521

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O=C(Nc1ccc(S(=O)(=O)c2ccccc2)cc1)[C@H]1C[C@@H]1c1cccnc1
ChEMBL ↗ Properties Compare Identifier

Basic Information

ChEMBL ID CHEMBL3127521
Phase Preclinical
Structure Type MOL
InChI Key YERMBKYNILMCNC-UXHICEINSA-N
4
Targets
14
Activities
1
Assay Types
4
PK Parameters
20
Publications
0
Known Names

Molecular Properties

378.4
MW (Da)
3.66
ALogP
4
HBA
1
HBD
76.1
PSA (Ų)
0.74
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 C21H18N2O3S
MW 378.45
Aromatic Rings 3
Heavy Atoms 27
NP-Likeness -1.45

Activity Summary

IC50 14 meas. best 8.41

Target Activity Profile

Target Type Best pChEMBL Mean pChEMBL Best (nM) # Data
Nicotinamide phosphoribosyltransferase
CHEMBL1744525
 IC50 8.41 8.37 3.9 5
A2780
CHEMBL614004
 IC50 8.24 8.1233 5.7 3
Cytochrome P450 3A4
CHEMBL340
 IC50 7.05 6.61 90.0 4
Cytochrome P450 2C9
CHEMBL3397
 IC50 6.14 6.14 720.0 2

Pharmacokinetic Data

Parameter Value Units Species
CL 78.0 mL.min-1.kg-1 Mus musculus
CL 79.0 mL.min-1.kg-1 Mus musculus
CL 11.0 mL.min-1.kg-1 Homo sapiens
Fu - - Mus musculus

Activity Data Samples

Top measurements by pChEMBL value

Target Type Rel. Value Units pChEMBL Assay PubMed
Nicotinamide phosphoribosyltransferase IC50 = 3.9 nM 8.41 Inhibition of C-terminal His-tagged human full-length NAMPT expressed in Escheri... 24405419
Nicotinamide phosphoribosyltransferase IC50 = 3.9 nM 8.41 Inhibition of NAMPT (unknown origin) using NAM as substrate pre-treated for 15 m... 37413882
Nicotinamide phosphoribosyltransferase IC50 = 3.9 nM 8.41 Inhibition of N-terminal 6His-tagged human NAMPT (unknown origin) expressed in E... 37413882
Nicotinamide phosphoribosyltransferase IC50 = 4.0 nM 8.4 Inhibition of human full length C-terminal His6-tagged NAMPT expressed in Escher... 27541271
A2780 IC50 = 5.7 nM 8.24 Antiproliferative activity against human A2780 cells after 72 hrs by sulforhodam... 24405419
A2780 IC50 = 5.7 nM 8.24 Antiproliferative activity against human A2780 cells assessed as reduction in ce... 37413882
Nicotinamide phosphoribosyltransferase IC50 = 6.0 nM 8.22 Inhibition of NAMPT in human A2780 cells assessed as decrease in cell viability ... 27541271
A2780 IC50 = 13.0 nM 7.89 Antiproliferative activity against human A2780 cells assessed as reduction in ce... 37413882
Cytochrome P450 3A4 IC50 = 90.0 nM 7.05 Reversible inhibition of CYP3A4 in human liver microsomes using testosterone as ... 24405419
Cytochrome P450 3A4 IC50 = 90.0 nM 7.05 Inhibition of CYP3A4 in human liver microsomes using testosterone as substrate i... 27541271
Cytochrome P450 3A4 IC50 = 680.0 nM 6.17 Reversible inhibition of CYP3A4 in human liver microsomes using midazolam as sub... 24405419
Cytochrome P450 3A4 IC50 = 680.0 nM 6.17 Inhibition of CYP3A4 in human liver microsomes using midazolam as substrate in p... 27541271
Cytochrome P450 2C9 IC50 = 720.0 nM 6.14 Reversible inhibition of CYP2C9 in human liver microsomes using (S)- warfarin as... 24405419
Cytochrome P450 2C9 IC50 = 720.0 nM 6.14 Reversible inhibition of CYP2C9 in human liver microsomes using (S)-warfarin as ... 27541271

Literature References

PubMed DOI Target Context # Activities
24405419 10.1021/jm4015108 Cytochrome P450 3A4 4
37413882 10.1016/j.ejmech.2023.115607 A2780 2
37413882 10.1016/j.ejmech.2023.115607 Nicotinamide phosphoribosyltransferase 2
27541271 10.1021/acs.jmedchem.6b00697 Cytochrome P450 3A4 2
27541271 10.1021/acs.jmedchem.6b00697 Nicotinamide phosphoribosyltransferase 2
24405419 10.1021/jm4015108 A2780 2
24405419 10.1021/jm4015108 Liver microsome 1
27541271 10.1021/acs.jmedchem.6b00697 Cytochrome P450 2C19 1
27541271 10.1021/acs.jmedchem.6b00697 Cytochrome P450 1A2 1
27541271 10.1021/acs.jmedchem.6b00697 Cytochrome P450 2D6 1
27541271 10.1021/acs.jmedchem.6b00697 Cytochrome P450 2C9 1
24405419 10.1021/jm4015108 Nicotinamide phosphoribosyltransferase 1
24405419 10.1021/jm4015108 Plasma 1
24405419 10.1021/jm4015108 MDCK 1
24405419 10.1021/jm4015108 No relevant target 1
24405419 10.1021/jm4015108 Cytochrome P450 2D6 1
24405419 10.1021/jm4015108 Cytochrome P450 1A2 1
24405419 10.1021/jm4015108 Cytochrome P450 2C19 1
24405419 10.1021/jm4015108 Cytochrome P450 2C9 1
24405419 10.1021/jm4015108 ADMET 1

Data from ChEMBL 36 via Core Engine