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

CHEMBL81925

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
CN1c2ccccc2C(=O)N2CCc3c([nH]c4ccccc34)C21
ChEMBL ↗ Properties Compare Identifier

Basic Information

ChEMBL ID CHEMBL81925
Phase Preclinical
Structure Type MOL
InChI Key TXDUTHBFYKGSAH-UHFFFAOYSA-N
31
Targets
53
Activities
2
Assay Types
0
PK Parameters
20
Publications
0
Known Names

Molecular Properties

303.4
MW (Da)
3.31
ALogP
2
HBA
1
HBD
39.3
PSA (Ų)
0.69
QED
0
Ro5 Violations
0
Rot. Bonds

Drug Information

Molecule Type Small molecule
Availability Unknown
Chirality Unknown

Flags

Natural Product First in Class Prodrug

Extended Properties

Molecular Formula C19H17N3O
MW 303.36
Aromatic Rings 3
Heavy Atoms 23
NP-Likeness 0.17

Activity Summary

IC50 47 meas. best 6.52
EC50 6 meas. best 7.0

Target Activity Profile

Target Type Best pChEMBL Mean pChEMBL Best (nM) # Data
Transient receptor potential cation channel subfamily V member 1
CHEMBL5102
 EC50 7.0 6.3567 100.0 6
MCF7
CHEMBL387
 IC50 6.52 5.53 300.0 2
ADMET
CHEMBL612558
 IC50 6.47 6.47 340.0 1
Transient receptor potential cation channel subfamily V member 1
CHEMBL5102
 IC50 6.36 6.36 440.0 1
NCI/ADR-RES
CHEMBL613829
 IC50 6.33 6.33 470.0 1
Huh-7
CHEMBL614039
 IC50 6.11 5.885 780.0 2
A549
CHEMBL392
 IC50 6.01 5.3367 980.0 3
NON-PROTEIN TARGET
CHEMBL3879801
 IC50 5.94 5.925 1160.0 2
Bel-7402
CHEMBL614279
 IC50 5.92 5.92 1190.0 1
HL-60
CHEMBL383
 IC50 5.87 5.865 1360.0 2
MGC-803
CHEMBL3706566
 IC50 5.86 5.2833 1370.0 3
HCCLM9
CHEMBL5209889
 IC50 5.79 5.41 1630.0 2
cGMP-specific 3',5'-cyclic phosphodiesterase
CHEMBL1827
 IC50 5.68 5.68 2100.0 2
HGC-27
CHEMBL1075463
 IC50 5.64 5.64 2280.0 2
HepG2
CHEMBL395
 IC50 5.57 5.09 2670.0 3
Caco-2
CHEMBL614058
 IC50 5.56 5.56 2730.0 1
SK-HEP1
CHEMBL614912
 IC50 5.54 5.54 2920.0 1
SMMC-7721
CHEMBL613831
 IC50 5.52 5.52 3040.0 1
THP-1
CHEMBL614245
 IC50 5.47 5.47 3370.0 1
SGC-7901
CHEMBL614909
 IC50 5.44 5.1167 3600.0 3
L02
CHEMBL4296457
 IC50 5.4 5.4 3950.0 1
NCI-H1650
CHEMBL1075518
 IC50 5.34 5.34 4530.0 1
Cholinesterase
CHEMBL5763
 IC50 5.33 5.33 4620.0 1
NCI-H1975
CHEMBL614348
 IC50 5.25 5.25 5590.0 1
MDA-MB-435
CHEMBL614697
 IC50 5.2 5.2 6300.0 1
SW480
CHEMBL612544
 IC50 5.0 5.0 10000.0 1
MDA-MB-231
CHEMBL400
 IC50 4.88 4.88 13300.0 1
PC-3
CHEMBL390
 IC50 4.86 4.86 13970.0 1
PBMC
CHEMBL613107
 IC50 4.68 4.66 20960.0 2
LoVo
CHEMBL614721
 IC50 4.62 4.62 24190.0 1
RKO
CHEMBL614879
 IC50 4.53 4.53 29650.0 1
HCT-116
CHEMBL394
 IC50 4.49 4.49 32670.0 1

Activity Data Samples

Top measurements by pChEMBL value

Target Type Rel. Value Units pChEMBL Assay PubMed
Transient receptor potential cation channel subfamily V member 1 EC50 = 100.0 nM 7.0 Partial antagonist activity at rat TRPV1 expressed in HEK293 cells assessed as c... 27159637
Transient receptor potential cation channel subfamily V member 1 EC50 = 180.0 nM 6.75 Partial antagonist activity at rat TRPV1 expressed in HEK293 cells assessed as c... 27159637
MCF7 IC50 = 300.0 nM 6.52 Antiproliferative activity against human MCF7 cells assessed as cell growth inhi... 36375335
Transient receptor potential cation channel subfamily V member 1 EC50 = 330.0 nM 6.48 Partial antagonist activity at rat TRPV1 expressed in HEK293 cells assessed as c... 27159637
ADMET IC50 = 340.0 nM 6.47 Antiproliferative activity against human L02 cells after 72 hrs by MTT assay 27178387
Transient receptor potential cation channel subfamily V member 1 IC50 = 440.0 nM 6.36 Partial antagonist activity at rat TRPV1 expressed in HEK293 cells assessed as i... 27159637
NCI/ADR-RES IC50 = 470.0 nM 6.33 Antiproliferative activity against human MCF7ADR cells assessed as cell growth i... 36375335
Transient receptor potential cation channel subfamily V member 1 EC50 = 600.0 nM 6.22 Agonist activity at rat TRPV1 channel expressed in HEK293 cells assessed as indu... 27159637
Huh-7 IC50 = 780.0 nM 6.11 Antiproliferative activity against human Huh-7 cells assessed as reduction in ce... 36549115
Transient receptor potential cation channel subfamily V member 1 EC50 = 860.0 nM 6.07 Agonist activity at rat TRPV1 expressed in CHO cells assessed as induction of 45... 27159637
A549 IC50 = 980.0 nM 6.01 Antiproliferative activity against human A549 cells after 72 hrs by MTT assay 27178387
NON-PROTEIN TARGET IC50 = 1160.0 nM 5.94 Antiproliferative activity against human BGC823 cells after 72 hrs by MTT assay 27178387
Bel-7402 IC50 = 1190.0 nM 5.92 Antiproliferative activity against human Bel7402 cells after 72 hrs by MTT assay 29635169
NON-PROTEIN TARGET IC50 = 1230.0 nM 5.91 Antiproliferative activity against human Bel7402 cells after 72 hrs by MTT assay 27178387
A549 IC50 = 1300.0 nM 5.89 Antiproliferative activity against human A549 cells 38897138
HL-60 IC50 = 1360.0 nM 5.87 Antiproliferative activity against human HL60 cells after 72 hrs by MTT assay 29635169
HL-60 IC50 = 1390.0 nM 5.86 Antiproliferative activity against human HL60 cells treated for 24 hrs measured ... 29037951
MGC-803 IC50 = 1370.0 nM 5.86 Antiproliferative activity against human MGC-803 cells assessed as inhibition of... 35728506
HCCLM9 IC50 = 1630.0 nM 5.79 Antiproliferative activity against human HCCLM9 cells assessed as reduction in c... 36549115
cGMP-specific 3',5'-cyclic phosphodiesterase IC50 = 2100.0 nM 5.68 Inhibition of human PDE5A1 (535-860 residues) expressed in Escherichia coli BL21... 32794708

Literature References

PubMed DOI Target Context # Activities
27159637 10.1021/acs.jnatprod.5b00599 Transient receptor potential cation channel subfamily V member 1 49
34902249 10.1021/acs.jnatprod.1c00881 Mus musculus 31
34902249 10.1021/acs.jnatprod.1c00881 ADMET 22
35639640 10.1021/acs.jmedchem.2c00520 Huh-7 12
35639640 10.1021/acs.jmedchem.2c00520 SK-HEP1 11
37099835 10.1016/j.ejmech.2023.115366 RKO 6
37099835 10.1016/j.ejmech.2023.115366 MGC-803 6
35639640 10.1021/acs.jmedchem.2c00520 Unchecked 5
34844412 10.1021/acs.jmedchem.1c01411 MDA-MB-231 4
24819955 10.1016/j.ejmech.2014.05.002 Acetylcholinesterase 2
- 10.6019/CHEMBL4808148 Histone deacetylase 6 2
34902249 10.1021/acs.jnatprod.1c00881 Unchecked 2
27178387 10.1016/j.bmc.2016.05.001 NON-PROTEIN TARGET 2
35639640 10.1021/acs.jmedchem.2c00520 DNA topoisomerase 1 2
24819955 10.1016/j.ejmech.2014.05.002 Cholinesterase 2
29037951 10.1016/j.bmcl.2017.10.014 HL-60 1
38897138 10.1016/j.bmc.2024.117799 SW480 1
29037951 10.1016/j.bmcl.2017.10.014 THP-1 1
29037951 10.1016/j.bmcl.2017.10.014 HepG2 1
27178387 10.1016/j.bmc.2016.05.001 ADMET 1

Data from ChEMBL 36 via Core Engine