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Compound Detail

CHEMBL463165

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CN1c2ccccc2C(=O)N2CCc3c([nH]c4ccccc34)[C@H]21
ChEMBL ↗ Properties Compare Identifier

Basic Information

ChEMBL ID CHEMBL463165
Phase Preclinical
Structure Type MOL
InChI Key TXDUTHBFYKGSAH-SFHVURJKSA-N
11
Targets
18
Activities
1
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 303.37
Aromatic Rings 3
Heavy Atoms 23
NP-Likeness 0.17

Activity Summary

IC50 18 meas. best 6.82

Target Activity Profile

Target Type Best pChEMBL Mean pChEMBL Best (nM) # Data
Protein kinase C beta type
CHEMBL3045
 IC50 6.82 6.82 150.9 1
NON-PROTEIN TARGET
CHEMBL3879801
 IC50 6.58 6.08 260.0 2
MSTO-211H
CHEMBL1075509
 IC50 6.27 6.27 540.0 1
cGMP-specific 3',5'-cyclic phosphodiesterase
CHEMBL1827
 IC50 5.89 5.89 1300.0 1
PC-9
CHEMBL614102
 IC50 5.62 5.305 2370.0 2
Unchecked
CHEMBL612545
 IC50 5.32 4.8225 4810.0 4
MCF7
CHEMBL387
 IC50 5.27 5.27 5400.0 1
PANC-1
CHEMBL614139
 IC50 5.18 5.18 6590.0 1
A549
CHEMBL392
 IC50 5.04 4.825 9190.0 2
NCI-H460
CHEMBL396
 IC50 4.87 4.82 13440.0 2
MDA-MB-435
CHEMBL614697
 IC50 4.66 4.66 22100.0 1

Activity Data Samples

Top measurements by pChEMBL value

Target Type Rel. Value Units pChEMBL Assay PubMed
Protein kinase C beta type IC50 = 150.92 nM 6.82 Inhibition of recombinant full length N-terminal GST-tagged human PKCbeta1 expre... 39151060
NON-PROTEIN TARGET IC50 = 260.0 nM 6.58 Antiproliferative activity against human H460 cells after 48 to 72 hrs by MTT as... -
MSTO-211H IC50 = 540.0 nM 6.27 Antiproliferative activity against human MSTO-211H cells after 48 to 72 hrs by M... -
cGMP-specific 3',5'-cyclic phosphodiesterase IC50 = 1300.0 nM 5.89 Inhibition of human PDE5A1 (535-860 residues) expressed in Escherichia coli BL21... 32794708
PC-9 IC50 = 2370.0 nM 5.62 Antiproliferative activity against human PC-9 cells assessed as inhibition of ce... 38244939
NON-PROTEIN TARGET IC50 = 2600.0 nM 5.58 Cytotoxicity against human H460 cells after 72 hrs by MTT assay 24103429
Unchecked IC50 = 4810.0 nM 5.32 Antiproliferative activity against human PC9 Gefitinib-resistant (GR) cell asses... 38244939
MCF7 IC50 = 5400.0 nM 5.27 Antiproliferative activity against human MCF7 cells after 48 to 72 hrs by MTT as... -
PANC-1 IC50 = 6590.0 nM 5.18 Cytotoxicity against human PANC-1 cells assessed as inhibition of cell growth in... 39151060
A549 IC50 = 9190.0 nM 5.04 Antiproliferative activity against human A549 cells assessed as inhibition of ce... 38244939
PC-9 IC50 = 10220.0 nM 4.99 Antiproliferative activity against human PC-9 cells assessed as inhibition of ce... 38244939
Unchecked IC50 = 11260.0 nM 4.95 Antiproliferative activity against human PC9 Gefitinib-resistant (GR) cell asses... 38244939
NCI-H460 IC50 = 13440.0 nM 4.87 Antiproliferative activity against human NCI-H460 cells assessed as inhibition o... 38244939
NCI-H460 IC50 = 17140.0 nM 4.77 Antiproliferative activity against human NCI-H460 cells assessed as inhibition o... 38244939
Unchecked IC50 = 19550.0 nM 4.71 Antiproliferative activity against human HCT116 cells assessed as growth inhibit... 33744440
MDA-MB-435 IC50 = 22100.0 nM 4.66 Antiproliferative activity against human MDA-MB-435 cells assessed as reduction ... 31880942
A549 IC50 = 24670.0 nM 4.61 Antiproliferative activity against human A549 cells assessed as inhibition of ce... 38244939
Unchecked IC50 = 48980.0 nM 4.31 Antiproliferative activity against human MDA-MB-231 cells assessed as growth inh... 33744440

Literature References

PubMed DOI Target Context # Activities
- 10.1039/C6MD00170J MCF7 10
- 10.1039/C6MD00170J NON-PROTEIN TARGET 5
- 10.1039/C6MD00170J Unchecked 4
38244939 10.1016/j.bmcl.2024.129619 A549 4
33744440 10.1016/j.bmcl.2021.127954 Unchecked 3
24103429 10.1016/j.bmc.2013.09.030 DNA topoisomerase 1 3
38244939 10.1016/j.bmcl.2024.129619 NCI-H460 2
- 10.6019/CHEMBL4495565 SARS-CoV-2 2
38244939 10.1016/j.bmcl.2024.129619 PC-9 2
- 10.1039/C6MD00170J Histone-lysine N-methyltransferase EHMT2 2
38244939 10.1016/j.bmcl.2024.129619 Unchecked 2
- 10.21203/rs.3.rs-23951/v1 SARS-CoV-2 1
24103429 10.1016/j.bmc.2013.09.030 NAD-dependent protein deacetylase sirtuin-2 1
31880942 10.1021/acs.jmedchem.9b01626 MDA-MB-435 1
31880942 10.1021/acs.jmedchem.9b01626 HCT-116 1
24103429 10.1016/j.bmc.2013.09.030 HepG2 1
24103429 10.1016/j.bmc.2013.09.030 NAD-dependent protein deacetylase sirtuin-3, mitochondrial 1
24103429 10.1016/j.bmc.2013.09.030 NAD-dependent protein deacetylase sirtuin-1 1
- 10.1039/C6MD00170J MSTO-211H 1
39151060 10.1021/acs.jmedchem.4c00213 Protein kinase C beta type 1

Data from ChEMBL 36 via Core Engine