Skip to main content
Free research Free research Free compound review with research home and workspace preview
Quick search ChEMBL 36
Compound Detail

CHEMBL1387422

Enter ChEMBL ID:
Free Research Context This compound will appear in recent viewed items on the research home for this browser.
Research home View demo workspace
Cc1ccc(-n2nc3c(=O)n(CCCC(=O)NCC(C)c4ccccc4)nc(C)c3c2C)cc1
ChEMBL ↗ Properties Compare Identifier

Basic Information

ChEMBL ID CHEMBL1387422
Phase Preclinical
Structure Type MOL
InChI Key HZNKNJCWLQLQMJ-UHFFFAOYSA-N
7
Targets
15
Activities
4
Assay Types
0
PK Parameters
20
Publications
0
Known Names

Molecular Properties

457.6
MW (Da)
4.21
ALogP
6
HBA
1
HBD
81.8
PSA (Ų)
0.43
QED
0
Ro5 Violations
8
Rot. Bonds

Drug Information

Molecule Type Small molecule
Availability Unknown
Chirality Unknown

Flags

First in Class Prodrug

Extended Properties

Molecular Formula C27H31N5O2
MW 457.58
Aromatic Rings 4
Heavy Atoms 34
NP-Likeness -1.70

Activity Summary

IC50 6 meas. best 4.74
Kd 5 meas. best 8.66
EC50 3 meas. best 5.75
Ki 1 meas. best 8.1

Target Activity Profile

Target Type Best pChEMBL Mean pChEMBL Best (nM) # Data
Retinal rod rhodopsin-sensitive cGMP 3',5'-cyclic phosphodiesterase subunit delta
CHEMBL3860
 Kd 8.66 8.276 2.2 5
Retinal rod rhodopsin-sensitive cGMP 3',5'-cyclic phosphodiesterase subunit delta
CHEMBL3860
 Ki 8.1 8.1 8.0 1
GTPase KRas
CHEMBL2189121
 EC50 5.75 5.75 1800.0 1
Unchecked
CHEMBL612545
 EC50 5.52 5.52 3000.0 1
GTPase HRas
CHEMBL2167
 EC50 5.3 5.3 5000.0 1
SW480
CHEMBL612544
 IC50 4.74 4.495 18300.0 2
CAPAN-1
CHEMBL614536
 IC50 4.32 4.285 48000.0 2
HCT-116
CHEMBL394
 IC50 4.13 4.105 74000.0 2

Activity Data Samples

Top measurements by pChEMBL value

Target Type Rel. Value Units pChEMBL Assay PubMed
Retinal rod rhodopsin-sensitive cGMP 3',5'-cyclic phosphodiesterase subunit delta Kd = 2.2 nM 8.66 Inhibition of Atrovastatin-PEG3-FITC binding to PDEdelta (unknown origin) incuba... 28929751
Retinal rod rhodopsin-sensitive cGMP 3',5'-cyclic phosphodiesterase subunit delta Kd = 3.8 nM 8.42 Displacement of fluorescein-labeled Atorvastatin from N-terminal His6 tagged hum... 38758695
Retinal rod rhodopsin-sensitive cGMP 3',5'-cyclic phosphodiesterase subunit delta Kd = 8.0 nM 8.1 Inhibition of atrovastatin-PEG3-FITC binding to PDEdelta (unknown origin) incuba... 29510040
Retinal rod rhodopsin-sensitive cGMP 3',5'-cyclic phosphodiesterase subunit delta Kd = 8.0 nM 8.1 Inhibition of Atrovastatin-PEG3-FITC binding to PDEdelta (unknown origin) incuba... 32603594
Retinal rod rhodopsin-sensitive cGMP 3',5'-cyclic phosphodiesterase subunit delta Kd = 8.0 nM 8.1 Binding affinity to PDEdelta (unknown origin) assessed as dissociation constant ... 37607438
Retinal rod rhodopsin-sensitive cGMP 3',5'-cyclic phosphodiesterase subunit delta Ki = 8.0 nM 8.1 Binding affinity to PDE delta (unknown origin) assessed as dissociation constant... 35178186
GTPase KRas EC50 = 1800.0 nM 5.75 Induction of Rluc8-tagged and GFP2-tagged K-Ras G12V mutant (unknown origin) dis... 38758695
Unchecked EC50 = 3000.0 nM 5.52 Disruption of Rluc8-tagged PDE6D (unknown origin)/GFP2-tagged K-Ras G12V mutant ... 38758695
GTPase HRas EC50 = 5000.0 nM 5.3 Induction of Rluc8-tagged and GFP2-tagged H-Ras G12V mutant (unknown origin) dis... 38758695
SW480 IC50 = 18300.0 nM 4.74 Antiproliferative activity against human SW480 cells assessed as cell growth inh... 35178186
CAPAN-1 IC50 = 48000.0 nM 4.32 Antiproliferative activity against KRAS-dependent human Capan1 cells after 48 hr... 29510040
CAPAN-1 IC50 = 56900.0 nM 4.25 Antiproliferative activity against KRAS-dependent human Capan1 cells after 48 hr... 28929751
SW480 IC50 = 56000.0 nM 4.25 Antiproliferative activity against human SW480 cells incubated for 72 hrs by CCK... 32603594
HCT-116 IC50 = 74000.0 nM 4.13 Antiproliferative activity against human HCT116 cells incubated for 72 hrs by CC... 32603594
HCT-116 IC50 = 82400.0 nM 4.08 Antiproliferative activity against human HCT-116 cells assessed as cell growth i... 35178186

Literature References

PubMed DOI Target Context # Activities
29510040 10.1021/acs.jmedchem.8b00057 Retinal rod rhodopsin-sensitive cGMP 3',5'-cyclic phosphodiesterase subunit delta 8
32603594 10.1021/acs.jmedchem.0c00929 SW480 5
38758695 10.1021/acs.jmedchem.3c02129 Unchecked 4
28929751 10.1021/acs.jmedchem.7b01243 CAPAN-1 2
35178186 10.1021/acsmedchemlett.1c00670 SW480 2
32603594 10.1021/acs.jmedchem.0c00929 ADMET 2
32603594 10.1021/acs.jmedchem.0c00929 Protein cereblon/Phosphodiesterase 6D 2
32603594 10.1021/acs.jmedchem.0c00929 Retinal rod rhodopsin-sensitive cGMP 3',5'-cyclic phosphodiesterase subunit delta 2
29510040 10.1021/acs.jmedchem.8b00057 CAPAN-1 2
28929751 10.1021/acs.jmedchem.7b01243 Retinal rod rhodopsin-sensitive cGMP 3',5'-cyclic phosphodiesterase subunit delta 2
32603594 10.1021/acs.jmedchem.0c00929 HCT-116 1
28929751 10.1021/acs.jmedchem.7b01243 No relevant target 1
28929751 10.1021/acs.jmedchem.7b01243 Unchecked 1
32603594 10.1021/acs.jmedchem.0c00929 Mus musculus 1
35178186 10.1021/acsmedchemlett.1c00670 Retinal rod rhodopsin-sensitive cGMP 3',5'-cyclic phosphodiesterase subunit delta 1
28929751 10.1021/acs.jmedchem.7b01243 RAC-alpha serine/threonine-protein kinase 1
35178186 10.1021/acsmedchemlett.1c00670 HCT-116 1
37607438 10.1016/j.ejmech.2023.115741 Retinal rod rhodopsin-sensitive cGMP 3',5'-cyclic phosphodiesterase subunit delta 1
38758695 10.1021/acs.jmedchem.3c02129 Retinal rod rhodopsin-sensitive cGMP 3',5'-cyclic phosphodiesterase subunit delta 1
38758695 10.1021/acs.jmedchem.3c02129 GTPase KRas 1

Data from ChEMBL 36 via Core Engine