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Compound Detail

CHEMBL3289604

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NCc1ccc(NC(=O)N2C(=O)CC2CC(=O)O)cc1.O=C(O)C(F)(F)F
ChEMBL ↗ Properties Compare Identifier

Basic Information

ChEMBL ID CHEMBL3289604
Phase Preclinical
Structure Type MOL
InChI Key ALHCVQGOFZMXLB-UHFFFAOYSA-N
Parent Compound CHEMBL3307034
Active Moiety CHEMBL3307034
5
Targets
11
Activities
2
Assay Types
0
PK Parameters
18
Publications
0
Known Names

Molecular Properties

277.3
MW (Da)
0.75
ALogP
4
HBA
3
HBD
112.7
PSA (Ų)
0.70
QED
0
Ro5 Violations
4
Rot. Bonds

Drug Information

Molecule Type Small molecule
Availability Unknown
Chirality Unknown

Flags

First in Class Prodrug

Extended Properties

Molecular Formula C15H16F3N3O6
MW 391.30
Aromatic Rings 1
Heavy Atoms 20
NP-Likeness -0.48

Activity Summary

EC50 6 meas. best 8.29
IC50 5 meas. best 8.42

Target Activity Profile

Target Type Best pChEMBL Mean pChEMBL Best (nM) # Data
Integrin alpha-V/beta-5
CHEMBL2096675
 IC50 8.42 8.42 3.8 1
Integrin alpha-V/beta-5
CHEMBL2096675
 EC50 8.29 8.29 5.1 1
Integrin alpha-5/beta-1
CHEMBL2095226
 IC50 8.26 8.26 5.5 1
Integrin alpha-V/beta-3
CHEMBL1907598
 IC50 8.25 8.25 5.6 1
Integrin alpha-5/beta-1
CHEMBL2095226
 EC50 7.92 7.92 12.0 2
Integrin alpha-V/beta-3
CHEMBL1907598
 EC50 7.26 7.26 55.0 2
Integrin alpha-V/beta-6
CHEMBL2111416
 IC50 7.09 7.09 80.5 1
Integrin alpha-V/beta-6
CHEMBL2111416
 EC50 6.78 6.78 167.0 1
Integrin alpha-L/beta-2 (LFA-1)
CHEMBL2364172
 IC50 5.62 5.62 2410.0 1

Activity Data Samples

Top measurements by pChEMBL value

Target Type Rel. Value Units pChEMBL Assay PubMed
Integrin alpha-V/beta-5 IC50 = 3.8 nM 8.42 Inhibition of fibrinogen binding to alphaVbeta5 isolated form human mCf7 cells i... 27726366
Integrin alpha-V/beta-5 EC50 = 5.09 nM 8.29 Agonist activity at alphaVbeta5 in human MCF7 cells assessed as increase in cell... 27726366
Integrin alpha-5/beta-1 IC50 = 5.5 nM 8.26 Inhibition of fibronectin binding to alpha5beta1 isolated from human K562 cells ... 27726366
Integrin alpha-V/beta-3 IC50 = 5.6 nM 8.25 Inhibition of fibronectin binding to human recombinant alphaVbeta3 expressed in ... 27726366
Integrin alpha-5/beta-1 EC50 = 12.0 nM 7.92 Agonist activity at alpha5beta1 integrin in human K562 cells assessed as increas... 24973662
Integrin alpha-5/beta-1 EC50 = 12.0 nM 7.92 Agonist activity at alpha5beta1 in human K562 cells assessed as increase in cell... 27726366
Integrin alpha-V/beta-3 EC50 = 55.0 nM 7.26 Agonist activity at alphavbeta3 integrin in human SK-MEL-24 cells assessed as in... 24973662
Integrin alpha-V/beta-3 EC50 = 55.0 nM 7.26 Agonist activity at alphaVbeta3 in human SK-MEL-24 cells assessed as increase in... 27726366
Integrin alpha-V/beta-6 IC50 = 80.5 nM 7.09 Inhibition of fibronectin binding to alphaVbeta6 isolated form human HT-29 cells... 27726366
Integrin alpha-V/beta-6 EC50 = 167.0 nM 6.78 Agonist activity at alphaVbeta6 in human HT-29 cells assessed as increase in cel... 27726366
Integrin alpha-L/beta-2 (LFA-1) IC50 = 2410.0 nM 5.62 Antagonist activity at alphaLbeta2 in human Jurkat E6.1 cells assessed as reduct... 27726366

Literature References

PubMed DOI Target Context # Activities
27726366 10.1021/acs.jmedchem.6b00576 Integrin alpha-V/beta-3 5
24973662 10.1016/j.ejmech.2014.06.041 Integrin alpha-V/beta-3 4
24973662 10.1016/j.ejmech.2014.06.041 Integrin alpha-5/beta-1 4
27726366 10.1021/acs.jmedchem.6b00576 Integrin alpha-4/beta-1 3
27726366 10.1021/acs.jmedchem.6b00576 Integrin alpha-IIb/beta-3 3
27726366 10.1021/acs.jmedchem.6b00576 Integrin alpha-V/beta-6 2
27726366 10.1021/acs.jmedchem.6b00576 Integrin alpha-V/beta-5 2
27726366 10.1021/acs.jmedchem.6b00576 Integrin alpha-5/beta-1 2
27726366 10.1021/acs.jmedchem.6b00576 Integrin alpha-L/beta-2 (LFA-1) 1
27726366 10.1021/acs.jmedchem.6b00576 HEL 1
27726366 10.1021/acs.jmedchem.6b00576 K562 1
27726366 10.1021/acs.jmedchem.6b00576 HT-29 1
27726366 10.1021/acs.jmedchem.6b00576 MCF7 1
27726366 10.1021/acs.jmedchem.6b00576 SK-MEL-24 1
24973662 10.1016/j.ejmech.2014.06.041 Integrin alpha-IIb/beta-3 1
24973662 10.1016/j.ejmech.2014.06.041 Integrin alpha-L/beta-2 (LFA-1) 1
24973662 10.1016/j.ejmech.2014.06.041 Integrin alpha-4/beta-1 1
24973662 10.1016/j.ejmech.2014.06.041 Unchecked 1

Data from ChEMBL 36 via Core Engine