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

CHEMBL3759201

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(-c2ncc(OCC3CCNCC3)cc2-c2ccc(C#N)cc2)cc1
ChEMBL ↗ Properties Compare Identifier

Basic Information

ChEMBL ID CHEMBL3759201
Phase Preclinical
Structure Type MOL
InChI Key JQPWKVGXPWCDEE-UHFFFAOYSA-N
13
Targets
23
Activities
3
Assay Types
3
PK Parameters
20
Publications
0
Known Names

Molecular Properties

383.5
MW (Da)
4.97
ALogP
4
HBA
1
HBD
57.9
PSA (Ų)
0.68
QED
0
Ro5 Violations
5
Rot. Bonds

Drug Information

Molecule Type Small molecule
Availability Unknown
Chirality Unknown

Flags

First in Class Prodrug

Extended Properties

Molecular Formula C25H25N3O
MW 383.50
Aromatic Rings 3
Heavy Atoms 29
NP-Likeness -0.81

Activity Summary

IC50 15 meas. best 6.87
EC50 5 meas. best 6.44
Ki 3 meas. best 7.54

Target Activity Profile

Target Type Best pChEMBL Mean pChEMBL Best (nM) # Data
Lysine-specific histone demethylase 1A
CHEMBL6136
 Ki 7.54 7.54 29.0 2
Lysine-specific histone demethylase 1A
CHEMBL6136
 IC50 6.87 6.87 134.0 1
MV4-11
CHEMBL613835
 EC50 6.44 6.44 360.0 1
NON-PROTEIN TARGET
CHEMBL3879801
 EC50 5.47 5.47 3400.0 1
NCI-H460
CHEMBL396
 IC50 5.47 5.47 3390.0 2
MCF7
CHEMBL387
 EC50 5.44 5.44 3600.0 1
MDA-MB-231
CHEMBL400
 EC50 5.25 5.25 5600.0 1
THLE-2
CHEMBL4296500
 IC50 5.11 5.11 7830.0 2
A549
CHEMBL392
 IC50 5.01 5.01 9730.0 2
MGC-803
CHEMBL3706566
 IC50 4.91 4.91 12370.0 2
MCF7
CHEMBL387
 IC50 4.77 4.77 16870.0 2
Amine oxidase [flavin-containing] B
CHEMBL2039
 Ki 4.73 4.73 18700.0 1
ADMET
CHEMBL612558
 EC50 4.58 4.58 26600.0 1
THP-1
CHEMBL614245
 IC50 4.47 4.47 33970.0 2
RAC-alpha serine/threonine-protein kinase
CHEMBL4282
 IC50 4.06 4.06 87600.0 1

Pharmacokinetic Data

Parameter Value Units Species
CL 13.0 mL.min-1.g-1 Homo sapiens
CL 11.7 mL.min-1.kg-1 Homo sapiens
T1/2 1.78 hr Homo sapiens

Activity Data Samples

Top measurements by pChEMBL value

Target Type Rel. Value Units pChEMBL Assay PubMed
Lysine-specific histone demethylase 1A Ki = 29.0 nM 7.54 Inhibition of LSD1 (unknown origin) 27769034
Lysine-specific histone demethylase 1A Ki = 29.0 nM 7.54 Inhibition of recombinant human GST-tagged LSD1 catalytic domain (172 to 833 res... 26652247
Lysine-specific histone demethylase 1A IC50 = 134.0 nM 6.87 Inhibition of human recombinant LSD1 by horseradish peroxidase-coupled fluoromet... 33945992
MV4-11 EC50 = 360.0 nM 6.44 Antiproliferative activity against human MV4-11 cells by XTT assay 26652247
NON-PROTEIN TARGET EC50 = 3400.0 nM 5.47 Antiproliferative activity against human MOLM13 cells by XTT assay 26652247
NCI-H460 IC50 = 3390.0 nM 5.47 Antiproliferative activity against human NCI-H460 cells assessed as reduction in... 33945992
NCI-H460 IC50 = 3390.0 nM 5.47 Antiproliferative activity against human NCI-H460 cells assessed as cell growth ... 34915312
MCF7 EC50 = 3600.0 nM 5.44 Antiproliferative activity against human MCF7 cells by XTT assay 26652247
MDA-MB-231 EC50 = 5600.0 nM 5.25 Antiproliferative activity against human MDA-MB-231 cells by XTT assay 26652247
THLE-2 IC50 = 7830.0 nM 5.11 Cytotoxicity against human THLE-2 cells assessed as reduction in cell viability ... 33945992
THLE-2 IC50 = 7830.0 nM 5.11 Cytotoxicity against human THLE-2 cells assessed as cell growth inhibition 34915312
A549 IC50 = 9730.0 nM 5.01 Antiproliferative activity against human A549 cells assessed as cell growth inhi... 34915312
A549 IC50 = 9730.0 nM 5.01 Antiproliferative activity against human A549 cells assessed as reduction in cel... 33945992
MGC-803 IC50 = 12370.0 nM 4.91 Antiproliferative activity against human MGC-803 cells assessed as reduction in ... 33945992
MGC-803 IC50 = 12370.0 nM 4.91 Antiproliferative activity against human MGC-803 cells assessed as cell growth i... 34915312
MCF7 IC50 = 16870.0 nM 4.77 Antiproliferative activity against human MCF7 cells assessed as reduction in cel... 33945992
MCF7 IC50 = 16870.0 nM 4.77 Antiproliferative activity against human MCF7 cells assessed as cell growth inhi... 34915312
Amine oxidase [flavin-containing] B Ki = 18700.0 nM 4.73 Inhibition of recombinant human MAO-B after 60 mins MAO-glo assay 26652247
ADMET EC50 = 26600.0 nM 4.58 Antiproliferative activity against human WI38 cells by MTT assay 26652247
THP-1 IC50 = 33970.0 nM 4.47 Antiproliferative activity against human THP-1 cells assessed as reduction in ce... 33945992

Literature References

PubMed DOI Target Context # Activities
33945992 10.1016/j.ejmech.2021.113501 NCI-H460 9
33945992 10.1016/j.ejmech.2021.113501 ADMET 5
26652247 10.1021/acs.jmedchem.5b01361 Lysine-specific histone demethylase 1A 2
27769034 10.1016/j.ejmech.2016.10.021 Lysine-specific histone demethylase 1A 1
34915312 10.1016/j.ejmech.2021.114042 THLE-2 1
33945992 10.1016/j.ejmech.2021.113501 Cytochrome P450 2C9 1
33945992 10.1016/j.ejmech.2021.113501 THLE-2 1
33945992 10.1016/j.ejmech.2021.113501 THP-1 1
33945992 10.1016/j.ejmech.2021.113501 A549 1
33945992 10.1016/j.ejmech.2021.113501 MGC-803 1
33945992 10.1016/j.ejmech.2021.113501 MCF7 1
33945992 10.1016/j.ejmech.2021.113501 Lysine-specific histone demethylase 1A 1
26652247 10.1021/acs.jmedchem.5b01361 Amine oxidase [flavin-containing] A 1
26652247 10.1021/acs.jmedchem.5b01361 Amine oxidase [flavin-containing] B 1
26652247 10.1021/acs.jmedchem.5b01361 Unchecked 1
26652247 10.1021/acs.jmedchem.5b01361 RAC-alpha serine/threonine-protein kinase 1
26652247 10.1021/acs.jmedchem.5b01361 MV4-11 1
26652247 10.1021/acs.jmedchem.5b01361 NON-PROTEIN TARGET 1
26652247 10.1021/acs.jmedchem.5b01361 MCF7 1
26652247 10.1021/acs.jmedchem.5b01361 MDA-MB-231 1

Data from ChEMBL 36 via Core Engine