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Compound Detail

CHEMBL217716

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O=C(NO)c1ccc(-c2ccn(CCNCc3ccc4c(c3)OCO4)n2)s1
ChEMBL ↗ Properties Compare Identifier

Basic Information

ChEMBL ID CHEMBL217716
Phase Preclinical
Structure Type MOL
InChI Key CCCCPSHFLXQUBH-UHFFFAOYSA-N

Known Names

ADS-102550
8
Targets
14
Activities
1
Assay Types
20
PK Parameters
20
Publications
1
Known Names

Molecular Properties

386.4
MW (Da)
2.25
ALogP
8
HBA
3
HBD
97.6
PSA (Ų)
0.33
QED
0
Ro5 Violations
7
Rot. Bonds

Drug Information

Molecule Type Small molecule
Availability Unknown
Chirality Unknown

Flags

First in Class Prodrug

Extended Properties

Molecular Formula C18H18N4O4S
MW 386.43
Aromatic Rings 3
Heavy Atoms 27
NP-Likeness -1.36

Activity Summary

IC50 14 meas. best 7.54

Target Activity Profile

Target Type Best pChEMBL Mean pChEMBL Best (nM) # Data
Histone deacetylase
CHEMBL2093865
 IC50 7.54 7.54 29.0 1
Histone deacetylase 1
CHEMBL325
 IC50 7.54 7.54 29.0 2
MCF7
CHEMBL387
 IC50 6.52 6.52 300.0 3
PC-3
CHEMBL390
 IC50 6.4 6.4 400.0 1
Cytochrome P450 3A4
CHEMBL340
 IC50 6.29 5.285 510.0 2
HCT-116
CHEMBL394
 IC50 6.24 6.24 580.0 2
MDA-MB-231
CHEMBL400
 IC50 6.2 6.2 630.0 2
MKN-45
CHEMBL614354
 IC50 6.2 6.2 630.0 1

Pharmacokinetic Data

Parameter Value Units Species
AUC 900.0 ng.hr.mL-1 Mus musculus
AUC 7200.0 ng.hr.mL-1 Mus musculus
AUC 100.0 ng.hr.mL-1 Rattus norvegicus
AUC 900.0 ng.hr.mL-1 Mus musculus
AUC 7200.0 ng.hr.mL-1 Mus musculus
AUC 100.0 ng.hr.mL-1 Rattus norvegicus
CL 10.0 mL.min-1.kg-1 Mus musculus
CL 21.0 mL.min-1.kg-1 Rattus norvegicus
CL 10.0 mL.min-1.kg-1 Mus musculus
CL 21.0 mL.min-1.kg-1 Rattus norvegicus
F 10.0 % Mus musculus
F 85.0 % Mus musculus
F 2.0 % Rattus norvegicus
F 1.0 % Mus musculus
F 85.0 % Mus musculus
F 2.0 % Rattus norvegicus
T1/2 2.5 hr Mus musculus
T1/2 1.6 hr Rattus norvegicus
T1/2 2.5 hr Mus musculus
T1/2 1.6 hr Rattus norvegicus

Activity Data Samples

Top measurements by pChEMBL value

Target Type Rel. Value Units pChEMBL Assay PubMed
Histone deacetylase 1 IC50 = 29.0 nM 7.54 Inhibition of HDAC activity measured by HDAC Fluorescent Activity Assay (mean of... 17095213
Histone deacetylase 1 IC50 = 29.0 nM 7.54 Inhibition of HDAC activity measured by HDAC Fluorescent Activity Assay (mean of... 17107790
Histone deacetylase IC50 = 29.0 nM 7.54 Inhibition of HDAC from human HeLa cells 18247554
MCF7 IC50 = 300.0 nM 6.52 Inhibition of MCF7 cell proliferation (mean of two experiments) 17095213
MCF7 IC50 = 300.0 nM 6.52 Inhibition of MCF7 cell proliferation (mean of two experiments) 17107790
MCF7 IC50 = 300.0 nM 6.52 Inhibition of human MCF7 cells 18247554
PC-3 IC50 = 400.0 nM 6.4 Inhibition of PC3 cell proliferation (mean of two experiments) 17095213
Cytochrome P450 3A4 IC50 = 510.0 nM 6.29 Inhibition of CYP3A4 18247554
HCT-116 IC50 = 580.0 nM 6.24 Inhibition of HCT116 cell proliferation (mean of two experiments) 17095213
HCT-116 IC50 = 580.0 nM 6.24 Inhibition of HCT116 cell proliferation (mean of two experiments) 17107790
MDA-MB-231 IC50 = 630.0 nM 6.2 Inhibition of MDA-MB-231 cell proliferation (mean of two experiments) 17095213
MDA-MB-231 IC50 = 630.0 nM 6.2 Inhibition of MDA-MB-231 cell proliferation (mean of two experiments) 17107790
MKN-45 IC50 = 630.0 nM 6.2 Antiproliferative activity against human MKN45 cells 18247554
Cytochrome P450 3A4 IC50 = 53000.0 nM 4.28 Inhibition of CYP450 3A4 17107790

Literature References

PubMed DOI Target Context # Activities
17095213 10.1016/j.bmcl.2006.10.048 Mus musculus 7
17107790 10.1016/j.bmcl.2006.10.045 Mus musculus 7
17095213 10.1016/j.bmcl.2006.10.048 Rattus norvegicus 5
17107790 10.1016/j.bmcl.2006.10.045 Rattus norvegicus 5
17107790 10.1016/j.bmcl.2006.10.045 ADMET 4
18247554 10.1021/jm7011408 Cytochrome P450 3A4 1
17095213 10.1016/j.bmcl.2006.10.048 Histone deacetylase 1 1
17107790 10.1016/j.bmcl.2006.10.045 MDA-MB-231 1
17107790 10.1016/j.bmcl.2006.10.045 HCT-116 1
17107790 10.1016/j.bmcl.2006.10.045 MCF7 1
17107790 10.1016/j.bmcl.2006.10.045 Caco-2 1
17107790 10.1016/j.bmcl.2006.10.045 Cytochrome P450 2C19 1
17107790 10.1016/j.bmcl.2006.10.045 Cytochrome P450 2C9 1
17107790 10.1016/j.bmcl.2006.10.045 Histone deacetylase 1 1
17107790 10.1016/j.bmcl.2006.10.045 Cytochrome P450 1A2 1
17107790 10.1016/j.bmcl.2006.10.045 Cytochrome P450 3A4 1
17107790 10.1016/j.bmcl.2006.10.045 Cytochrome P450 2D6 1
17095213 10.1016/j.bmcl.2006.10.048 MDA-MB-231 1
17095213 10.1016/j.bmcl.2006.10.048 HCT-116 1
17095213 10.1016/j.bmcl.2006.10.048 PC-3 1

Data from ChEMBL 36 via Core Engine