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Compound Detail

CHEMBL496942

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Cn1c(=O)n(Cc2ccc(C(=O)O)cc2)c(=O)c2cc(C#CCc3ccccc3)ccc21
ChEMBL ↗ Properties Compare Identifier

Basic Information

ChEMBL ID CHEMBL496942
Phase Preclinical
Structure Type MOL
InChI Key FLTYDFYSVZBKOB-UHFFFAOYSA-N
3
Targets
7
Activities
1
Assay Types
2
PK Parameters
20
Publications
0
Known Names

Molecular Properties

424.5
MW (Da)
3.04
ALogP
5
HBA
1
HBD
81.3
PSA (Ų)
0.51
QED
0
Ro5 Violations
4
Rot. Bonds

Drug Information

Molecule Type Small molecule
Availability Unknown
Chirality Unknown

Flags

Natural Product First in Class Prodrug

Extended Properties

Molecular Formula C26H20N2O4
MW 424.46
Aromatic Rings 4
Heavy Atoms 32
NP-Likeness -0.74

Activity Summary

IC50 7 meas. best 9.17

Target Activity Profile

Target Type Best pChEMBL Mean pChEMBL Best (nM) # Data
Collagenase 3
CHEMBL280
 IC50 9.17 8.906 0.7 5
Cartilage
CHEMBL613438
 IC50 5.89 5.89 1300.0 1
Organic anion transporter 3
CHEMBL1641348
 IC50 4.75 4.75 18000.0 1

Pharmacokinetic Data

Parameter Value Units Species
AUC 6000.0 ng.hr.mL-1 Oryctolagus cuniculus
AUC 1010000.0 ng.hr.mL-1 Rattus norvegicus

Activity Data Samples

Top measurements by pChEMBL value

Target Type Rel. Value Units pChEMBL Assay PubMed
Collagenase 3 IC50 = 0.67 nM 9.17 Inhibition of human recombinant MMP13 catalytic domain 17623656
Collagenase 3 IC50 = 0.67 nM 9.17 Inhibition of MMP13 18790648
Collagenase 3 IC50 = 0.67 nM 9.17 Inhibition of MMP13 (unknown origin) 25265401
Collagenase 3 IC50 = 0.67 nM 9.17 Inhibition of recombinant human MMP13 catalytic domain (Tyr104 to Asp270 residue... 38278079
Collagenase 3 IC50 = 14.0 nM 7.85 Non-competitive inhibition of full-length recombinant human MMP-13 assessed as f... 25330343
Cartilage IC50 = 1300.0 nM 5.89 Inhibition of IL1alpha and oncostatin M-stimulated hydroxyproline release from b... 17623656
Organic anion transporter 3 IC50 = 18000.0 nM 4.75 Inhibition of human OAT3 expressed in HEK cells assessed as reduction of [3H]-es... 26653735

Literature References

PubMed DOI Target Context # Activities
17623656 10.1074/jbc.m703286200 Rattus norvegicus 4
17623656 10.1074/jbc.m703286200 Oryctolagus cuniculus 4
25330343 10.1021/jm501284e Cytochrome P450 3A4 4
17623656 10.1074/jbc.m703286200 No relevant target 3
25330343 10.1021/jm501284e Collagenase 3 3
25330343 10.1021/jm501284e Cytochrome P450 2D6 2
- 10.6019/CHEMBL3301361 No relevant target 2
25330343 10.1021/jm501284e Cytochrome P450 1A2 2
25330343 10.1021/jm501284e Cytochrome P450 2C19 2
25330343 10.1021/jm501284e Cytochrome P450 2B6 2
25330343 10.1021/jm501284e Cytochrome P450 2C9 2
25330343 10.1021/jm501284e Cytochrome P450 2C8 2
17623656 10.1074/jbc.m703286200 Matrilysin 1
17623656 10.1074/jbc.m703286200 Neutrophil collagenase 1
17623656 10.1074/jbc.m703286200 Matrix metalloproteinase-9 1
17623656 10.1074/jbc.m703286200 Macrophage metalloelastase 1
17623656 10.1074/jbc.m703286200 72 kDa type IV collagenase 1
17623656 10.1074/jbc.m703286200 Interstitial collagenase 1
18790648 10.1016/j.bmc.2008.08.058 Matrix metalloproteinase-14 1
38278079 10.1016/j.ejmech.2024.116152 Collagenase 3 1

Data from ChEMBL 36 via Core Engine