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Compound Detail

CHEMBL5177755

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COC(=O)N1CCC2(CC1)C[C@H](Nc1ncnc3c1nnn3[C@@H]1C[C@@H](COS(N)(=O)=O)[C@@H](O)C1)c1ccccc12
ChEMBL ↗ Properties Compare Identifier

Basic Information

ChEMBL ID CHEMBL5177755
Phase Preclinical
Structure Type MOL
InChI Key FRCOPIZAOPFHPW-JSJNYSNDSA-N
14
Targets
15
Activities
1
Assay Types
5
PK Parameters
16
Publications
0
Known Names

Molecular Properties

572.6
MW (Da)
1.41
ALogP
12
HBA
3
HBD
187.7
PSA (Ų)
0.39
QED
2
Ro5 Violations
6
Rot. Bonds

Drug Information

Availability Unknown
Chirality Unknown

Flags

First in Class Prodrug

Extended Properties

Molecular Formula C25H32N8O6S
MW 572.65
Aromatic Rings 3
Heavy Atoms 40
NP-Likeness -0.41

Activity Summary

IC50 15 meas. best 9.3

Target Activity Profile

Target Type Best pChEMBL Mean pChEMBL Best (nM) # Data
NEDD8-activating enzyme E1 regulatory subunit
CHEMBL2016431
 IC50 9.3 9.3 0.5 1
NEDD8 activating enzyme
CHEMBL3831283
 IC50 9.26 9.26 0.6 1
HCT-116
CHEMBL394
 IC50 7.47 7.455 33.9 2
HuTu80
CHEMBL614582
 IC50 7.4 7.4 40.0 1
Ubiquitin-like modifier-activating enzyme 1
CHEMBL5924
 IC50 7.18 7.18 66.0 1
Unchecked
CHEMBL612545
 IC50 7.17 7.17 66.8 1
CAPAN-1
CHEMBL614536
 IC50 7.0 7.0 101.0 1
MV4-11
CHEMBL613835
 IC50 6.97 6.97 106.0 1
LNCaP-Clone-FGC
CHEMBL2366172
 IC50 6.58 6.58 264.0 1
RKO
CHEMBL614879
 IC50 6.54 6.54 286.0 1
THP-1
CHEMBL614245
 IC50 6.45 6.45 353.0 1
HT-29
CHEMBL384
 IC50 6.39 6.39 407.0 1
Jurkat
CHEMBL397
 IC50 6.32 6.32 482.0 1
DU-145
CHEMBL613508
 IC50 6.32 6.32 482.0 1

Pharmacokinetic Data

Parameter Value Units Species
AUC 560.0 ng.hr.mL-1 Rattus norvegicus
AUC 563.0 ng.hr.mL-1 Rattus norvegicus
CL 29.7 mL.min-1.kg-1 Rattus norvegicus
MRT 1.0 hr Rattus norvegicus
T1/2 0.71 hr Rattus norvegicus

Activity Data Samples

Top measurements by pChEMBL value

Target Type Rel. Value Units pChEMBL Assay PubMed
NEDD8-activating enzyme E1 regulatory subunit IC50 = 0.5 nM 9.3 Inhibition of NAE (unknown origin) 35131538
NEDD8 activating enzyme IC50 = 0.55 nM 9.26 Inhibition of NAE (unknown origin) mediated neddylation assessed as decrease in ... 33857374
HCT-116 IC50 = 33.9 nM 7.47 Antiproliferative activity against human HCT-116 cells assessed as cell growth i... 33857374
HCT-116 IC50 = 36.2 nM 7.44 Antiproliferative activity against human HCT-116 cells assessed as cell growth i... 33857374
HuTu80 IC50 = 40.0 nM 7.4 Antiproliferative activity against human HuTu80 cells assessed as cell growth in... 33857374
Ubiquitin-like modifier-activating enzyme 1 IC50 = 66.0 nM 7.18 Inhibition of UAE (unknown origin) 35131538
Unchecked IC50 = 66.84 nM 7.17 Inhibition of UAE (unknown origin) mediated neddylation assessed as decrease in ... 33857374
CAPAN-1 IC50 = 101.0 nM 7.0 Antiproliferative activity against human CAPAN-1 cells assessed as cell growth i... 33857374
MV4-11 IC50 = 106.0 nM 6.97 Antiproliferative activity against human MV4-11 cells assessed as cell growth in... 33857374
LNCaP-Clone-FGC IC50 = 264.0 nM 6.58 Antiproliferative activity against human LNCaP-Clone-FGC cells assessed as cell ... 33857374
RKO IC50 = 286.0 nM 6.54 Antiproliferative activity against human RKO cells assessed as cell growth inhib... 33857374
THP-1 IC50 = 353.0 nM 6.45 Antiproliferative activity against human THP-1 cells assessed as cell growth inh... 33857374
HT-29 IC50 = 407.0 nM 6.39 Antiproliferative activity against human HT-29 cells assessed as cell growth inh... 33857374
Jurkat IC50 = 482.0 nM 6.32 Antiproliferative activity against human Jurkat cells assessed as cell growth in... 33857374
DU-145 IC50 = 482.0 nM 6.32 Antiproliferative activity against human DU-145 cells assessed as cell growth in... 33857374

Literature References

PubMed DOI Target Context # Activities
33857374 10.1021/acs.jmedchem.1c00242 NEDD8 activating enzyme 13
33857374 10.1021/acs.jmedchem.1c00242 HCT-116 9
33857374 10.1021/acs.jmedchem.1c00242 ADMET 7
33857374 10.1021/acs.jmedchem.1c00242 Unchecked 3
35131538 10.1016/j.ejmech.2022.114156 NEDD8-activating enzyme E1 regulatory subunit 1
35131538 10.1016/j.ejmech.2022.114156 Ubiquitin-like modifier-activating enzyme 1 1
33857374 10.1021/acs.jmedchem.1c00242 Voltage-gated inwardly rectifying potassium channel KCNH2 1
33857374 10.1021/acs.jmedchem.1c00242 MV4-11 1
33857374 10.1021/acs.jmedchem.1c00242 THP-1 1
33857374 10.1021/acs.jmedchem.1c00242 Jurkat 1
33857374 10.1021/acs.jmedchem.1c00242 HuTu80 1
33857374 10.1021/acs.jmedchem.1c00242 RKO 1
33857374 10.1021/acs.jmedchem.1c00242 HT-29 1
33857374 10.1021/acs.jmedchem.1c00242 LNCaP-Clone-FGC 1
33857374 10.1021/acs.jmedchem.1c00242 DU-145 1
33857374 10.1021/acs.jmedchem.1c00242 CAPAN-1 1

Data from ChEMBL 36 via Core Engine