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Compound Detail

CHEMBL244013

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O=C(O)C[C@H](NC(=O)CNC(=O)c1cc(O)cc(NC2=NCC(O)CN2)c1)c1cc(Cl)cc(Br)c1O

Basic Information

ChEMBL ID CHEMBL244013
Phase Preclinical
Structure Type MOL
InChI Key XROUNTCRSNMMAO-KRWDZBQOSA-N
10
Targets
15
Activities
1
Assay Types
2
PK Parameters
9
Publications
0
Known Names

Molecular Properties

584.8
MW (Da)
1.31
ALogP
9
HBA
8
HBD
192.6
PSA (Ų)
0.23
QED
2
Ro5 Violations
8
Rot. Bonds

Drug Information

Molecule Type Small molecule
Availability Unknown
Chirality Unknown

Flags

First in Class Prodrug

Extended Properties

Molecular Formula C22H23BrClN5O7
MW 584.81
Aromatic Rings 2
Heavy Atoms 36
NP-Likeness -0.41

Activity Summary

IC50 15 meas. best 8.8

Target Activity Profile

Target Type Best pChEMBL Mean pChEMBL Best (nM) # Data
Integrin alpha-V/beta-3
CHEMBL1907598
IC50 8.8 8.5633 1.6 3
Integrin alpha-V/beta-8
CHEMBL3430892
IC50 8.77 8.645 1.7 2
Integrin alpha-5/beta-6
CHEMBL6066570
IC50 8.7 8.7 2.0 1
Integrin alpha-V/beta-5
CHEMBL2096675
IC50 8.52 8.52 3.0 1
Integrin alpha-5/alpha-8
CHEMBL6066569
IC50 8.1 8.1 8.0 1
Integrin alpha-V/beta-1
CHEMBL2111407
IC50 7.98 7.98 10.4 1
Integrin alpha-V/beta-6
CHEMBL2111416
IC50 7.93 7.93 11.7 1
Integrin alpha-5/beta-1
CHEMBL2095226
IC50 7.8 7.15 16.0 2
Integrin alpha-V/alpha-5
CHEMBL3430893
IC50 7.77 7.755 17.0 2
Integrin alpha-IIb/beta-3
CHEMBL2093869
IC50 6.59 6.59 257.0 1

Pharmacokinetic Data

Parameter Value Units Species
F 18.0 % Mus musculus
T1/2 4.7 hr Mus musculus

Activity Data Samples

Top measurements by pChEMBL value

Target Type Rel. Value Units pChEMBL Assay PubMed
Integrin alpha-V/beta-3 IC50 = 1.6 nM 8.8 Antagonist activity at alphavbeta3 integrin receptor in HEK293 cells after 4 hrs... 24568695
Integrin alpha-V/beta-8 IC50 = 1.71 nM 8.77 Antagonist activity at human recombinant alphavbeta8 integrin receptor expressed... 24568695
Integrin alpha-5/beta-6 IC50 = 2.0 nM 8.7 Solid Phase Receptor Assay (SPRA) for alphavbeta6 Function: Recombinant human LA... -
Integrin alpha-V/beta-3 IC50 = 2.6 nM 8.59 Inhibition of alphaVbeta3 integrin receptor expressed in human 293 cells 17399986
Integrin alpha-V/beta-5 IC50 = 3.0 nM 8.52 Solid Phase Receptor Assay (SPRA) for alphavbeta5 Function: Recombinant human vi... -
Integrin alpha-V/beta-8 IC50 = 3.0 nM 8.52 Solid Phase Receptor Assay (SPRA) for alphavbeta8 Function: Recombinant human LA... -
Integrin alpha-V/beta-3 IC50 = 5.0 nM 8.3 Solid Phase Receptor Assay (SPRA) for alphavbeta3 Function: Recombinant human vi... -
Integrin alpha-5/alpha-8 IC50 = 8.0 nM 8.1 Solid Phase Receptor Assay (SPRA) for alpha8beta1 Function: Recombinant mouse ne... -
Integrin alpha-V/beta-1 IC50 = 10.4 nM 7.98 Antagonist activity at alphavbeta1 integrin receptor in HEK293 cells after 4 hrs... 24568695
Integrin alpha-V/beta-6 IC50 = 11.7 nM 7.93 Antagonist activity at alphavbeta6 integrin receptor in human HT29 cells after 4... 24568695
Integrin alpha-5/beta-1 IC50 = 16.0 nM 7.8 Solid Phase Receptor Assay (SPRA) for alpha5beta1 Function: Purified human fibro... -
Integrin alpha-V/alpha-5 IC50 = 17.0 nM 7.77 Solid Phase Receptor Assay (SPRA) for alphavbeta1 Function: Purified human fibro... -
Integrin alpha-V/alpha-5 IC50 = 18.1 nM 7.74 Antagonist activity at alphavbeta5 integrin receptor in HEK293 cells after 4 hrs... 24568695
Integrin alpha-IIb/beta-3 IC50 = 257.0 nM 6.59 Antagonist activity at alpha2bbeta3 integrin receptor (unknown origin) by cell-f... 24568695
Integrin alpha-5/beta-1 IC50 = 316.0 nM 6.5 Antagonist activity at alpha5beta1 integrin receptor in K562 cells after 4 hrs u... 24568695

Literature References

PubMed DOI Target Context # Activities
17399986 10.1016/j.bmc.2007.03.034 Mus musculus 2
17399986 10.1016/j.bmc.2007.03.034 Integrin alpha-V/beta-3 1
24568695 10.1021/jm5000547 Integrin alpha-IIb/beta-3 1
24568695 10.1021/jm5000547 Integrin alpha-V/beta-1 1
24568695 10.1021/jm5000547 Integrin alpha-V/beta-3 1
24568695 10.1021/jm5000547 Integrin alpha-V/alpha-5 1
24568695 10.1021/jm5000547 Integrin alpha-V/beta-6 1
24568695 10.1021/jm5000547 Integrin alpha-V/beta-8 1
24568695 10.1021/jm5000547 Integrin alpha-5/beta-1 1

Data from ChEMBL 36 via Core Engine