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Compound Detail

CHEMBL5597580

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O=C(O)[C@@H]1[C@H](C(=O)n2ccc3ccccc32)[C@H]2CC[C@@H]1O2
ChEMBL ↗ Properties Compare Identifier

Basic Information

ChEMBL ID CHEMBL5597580
Phase Preclinical
Structure Type MOL
InChI Key KZVHQCVKMCBKRP-RQJABVFESA-N
7
Targets
8
Activities
1
Assay Types
17
PK Parameters
11
Publications
0
Known Names

Molecular Properties

285.3
MW (Da)
2.16
ALogP
4
HBA
1
HBD
68.5
PSA (Ų)
0.92
QED
0
Ro5 Violations
2
Rot. Bonds

Drug Information

Availability Unknown
Chirality Unknown

Flags

First in Class Prodrug

Extended Properties

Molecular Formula C16H15NO4
MW 285.30
Aromatic Rings 2
Heavy Atoms 21
NP-Likeness -0.07

Activity Summary

IC50 8 meas. best 6.05

Target Activity Profile

Target Type Best pChEMBL Mean pChEMBL Best (nM) # Data
Tissue factor pathway inhibitor 2
CHEMBL6066240
 IC50 6.05 6.05 900.0 1
Neuropeptide Y receptor type 4
CHEMBL4877
 IC50 4.71 4.71 19300.0 1
U-87 MG
CHEMBL614247
 IC50 4.7 4.425 19800.0 2
HCT-116
CHEMBL394
 IC50 4.58 4.58 26500.0 1
Unchecked
CHEMBL612545
 IC50 4.47 4.47 33800.0 1
BEAS-2B
CHEMBL4296403
 IC50 4.24 4.24 57800.0 1
A549
CHEMBL392
 IC50 4.16 4.16 69600.0 1

Pharmacokinetic Data

Parameter Value Units Species
AUC 13276.89 ng.hr.mL-1 Rattus norvegicus
AUC 54426.56 ng.hr.mL-1 Rattus norvegicus
CL 11.0 mL.min-1.g-1 Rattus norvegicus
CL 6.301 mL.min-1.kg-1 Rattus norvegicus
CL 7.695 mL.min-1.kg-1 Rattus norvegicus
Cmax 8.622 ug.mL-1 Rattus norvegicus
Cmax 11.29 ug.mL-1 Rattus norvegicus
F 82.0 % Rattus norvegicus
MRT 5.52 hr Rattus norvegicus
MRT 5.0 hr Rattus norvegicus
T1/2 2.087 hr Mus musculus
T1/2 2.41 hr Rattus norvegicus
T1/2 3.94 hr Rattus norvegicus
Tmax 0.02 hr Rattus norvegicus
Tmax 1.17 hr Rattus norvegicus
Vd 1.318 L.kg-1 Rattus norvegicus
Vd 2.628 L.kg-1 Rattus norvegicus

Activity Data Samples

Top measurements by pChEMBL value

Target Type Rel. Value Units pChEMBL Assay PubMed
Tissue factor pathway inhibitor 2 IC50 = 900.0 nM 6.05 Inhibition of His-tagged PP5 (169 to 499 residues) (unknown origin) expressed in... 39136241
Neuropeptide Y receptor type 4 IC50 = 19300.0 nM 4.71 Inhibition of MBP-tagged PP1 (16 to 330 residues) (unknown origin) expressed in ... 39136241
U-87 MG IC50 = 19800.0 nM 4.7 Synergistic antiproliferative activity against human U-87 MG cells in presence o... 39136241
HCT-116 IC50 = 26500.0 nM 4.58 Cytotoxicity against human HCT-116 cells incubated for 48 hrs by CCK8 assay 39136241
Unchecked IC50 = 33800.0 nM 4.47 Inhibition of PP2A in human U-87 MG cell lysate using RRA(pT)VA as substrate 39136241
BEAS-2B IC50 = 57800.0 nM 4.24 Cytotoxicity against human BEAS-2B incubated for 48 hrs by CCK8 assay 39136241
A549 IC50 = 69600.0 nM 4.16 Cytotoxicity against human A549 cells incubated for 48 hrs by CCK8 assay 39136241
U-87 MG IC50 = 70100.0 nM 4.15 Cytotoxicity against human U-87 MG cells incubated for 48 hrs by CCK8 assay 39136241

Literature References

PubMed DOI Target Context # Activities
39136241 10.1021/acs.jmedchem.4c01304 ADMET 25
39136241 10.1021/acs.jmedchem.4c01304 U-87 MG 14
39136241 10.1021/acs.jmedchem.4c01304 Unchecked 10
39136241 10.1021/acs.jmedchem.4c01304 No relevant target 3
39136241 10.1021/acs.jmedchem.4c01304 Tissue factor pathway inhibitor 2 1
39136241 10.1021/acs.jmedchem.4c01304 Neuropeptide Y receptor type 4 1
39136241 10.1021/acs.jmedchem.4c01304 HCT-116 1
39136241 10.1021/acs.jmedchem.4c01304 A549 1
39136241 10.1021/acs.jmedchem.4c01304 HEK-293T 1
39136241 10.1021/acs.jmedchem.4c01304 HUVEC 1
39136241 10.1021/acs.jmedchem.4c01304 BEAS-2B 1

Data from ChEMBL 36 via Core Engine