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Compound Detail

CHEMBL469912

PUROMYCIN
🧪 Phase II
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🧪 Phase II
COc1ccc(C[C@H](N)C(=O)N[C@H]2[C@@H](O)[C@H](n3cnc4c(N(C)C)ncnc43)O[C@@H]2CO)cc1

Basic Information

ChEMBL ID CHEMBL469912
Name PUROMYCIN
Phase Phase II
Structure Type MOL
InChI Key RXWNCPJZOCPEPQ-NVWDDTSBSA-N

Known Names

3123-L 3123L CL 13,900 CL-13900 GNF-PF-2016 P-638 Puromicina Puromycin Puromycine TCMDC-123493
24
Targets
109
Activities
4
Assay Types
0
PK Parameters
20
Publications
10
Known Names

Molecular Properties

471.5
MW (Da)
-0.79
ALogP
11
HBA
4
HBD
160.9
PSA (Ų)
0.33
QED
1
Ro5 Violations
8
Rot. Bonds

Drug Information

Molecule Type Small molecule
Chirality Single Enantiomer

Flags

Natural Product
USAN Stem -mycin
USAN Year 1965

Extended Properties

Molecular Formula C22H29N7O5
MW 471.52
Aromatic Rings 3
Heavy Atoms 34
NP-Likeness 0.41

Activity Summary

IC50 91 meas. best 9.46
EC50 12 meas. best 7.26
Kd 4 meas. best 5.23
Ki 2 meas. best 5.4

Target Activity Profile

Target Type Best pChEMBL Mean pChEMBL Best (nM) # Data
HEK293
CHEMBL614818
IC50 9.46 6.5169 0.3 16
Plasmodium falciparum
CHEMBL364
IC50 7.64 7.1836 22.7 39
Trypanosoma brucei brucei
CHEMBL612851
IC50 7.43 7.3383 37.0 6
HL-60
CHEMBL383
EC50 7.26 7.26 55.0 1
Nucleic Acid
CHEMBL345
EC50 7.0 7.0 100.0 1
MOLT-4
CHEMBL614177
EC50 6.77 6.77 170.0 1
HepG2
CHEMBL395
IC50 6.68 5.8225 210.0 4
NON-PROTEIN TARGET
CHEMBL3879801
IC50 6.68 5.41 210.0 4
K562
CHEMBL385
IC50 6.66 5.615 220.0 2
PC-3
CHEMBL390
IC50 6.52 6.52 300.0 1
A549
CHEMBL392
IC50 6.52 6.37 300.0 2
Plasmodium falciparum
CHEMBL364
EC50 6.48 6.345 328.0 2
Cryptosporidium parvum
CHEMBL612855
EC50 6.26 6.24 550.0 2
BEAS-2B
CHEMBL4296403
IC50 6.13 6.13 740.0 1
Plasmodium vivax
CHEMBL613013
EC50 6.11 5.875 776.0 4
HeLa
CHEMBL399
IC50 6.05 6.05 900.0 1
Bacterial 70S ribosome
CHEMBL2363135
IC50 6.05 6.05 900.0 1
MCF7
CHEMBL387
IC50 5.97 5.97 1060.0 1
HEK-293T
CHEMBL3706568
IC50 5.89 5.89 1280.0 1
Puromycin-sensitive aminopeptidase
CHEMBL2264
IC50 5.61 5.21 2450.0 3
Trypanosoma cruzi
CHEMBL368
IC50 5.6 5.6 2500.0 1
HL-60
CHEMBL383
IC50 5.43 5.43 3730.0 1
Unchecked
CHEMBL612545
Ki 5.4 5.4 4000.0 1
Unchecked
CHEMBL612545
Kd 5.23 5.02 5850.0 3
HCT-8
CHEMBL613510
EC50 5.21 5.21 6100.0 1
J774.A1
CHEMBL614040
IC50 5.0 5.0 10000.0 1
Aminopeptidase N
CHEMBL1907
IC50 4.39 4.39 41000.0 2

Activity Data Samples

Top measurements by pChEMBL value

Target Type Rel. Value Units pChEMBL Assay PubMed
HEK293 IC50 = 0.35 nM 9.46 Cytotoxicity against HEK293 cells by alamar blue assay 27212070
Plasmodium falciparum IC50 = 22.7 nM 7.64 Antiplasmodial activity against chloroquine-sensitive Plasmodium falciparum 3D7 ... 26651537
Plasmodium falciparum IC50 = 23.0 nM 7.64 Antimalarial activity against chloroquine-sensitive Plasmodium falciparum 3D7 in... 28001067
Plasmodium falciparum IC50 = 23.0 nM 7.64 Antimalarial activity against chloroquine-sensitive Plasmodium falciparum 3D7 as... 32067457
Plasmodium falciparum IC50 = 32.0 nM 7.5 Antimalarial activity against chloroquine-resistant Plasmodium falciparum Dd2 af... 29236492
Plasmodium falciparum IC50 = 33.0 nM 7.48 Antiplasmodial activity against choloroquine-sensitive ring stage of Plasmodium ... 38416027
Trypanosoma brucei brucei IC50 = 37.0 nM 7.43 Antitrypanosomal activity against Trypanosoma brucei brucei 20558060
Trypanosoma brucei brucei IC50 = 38.0 nM 7.42 Antitrypanosomal activity against Trypanosoma brucei brucei Lister 427 infected ... 33479668
Plasmodium falciparum IC50 = 42.0 nM 7.38 Antimalarial activity against Plasmodium falciparum W2 assessed as inhibition of... 25913864
Plasmodium falciparum IC50 = 42.9 nM 7.37 Antimalarial activity against chloroquine sensitive Plasmodium falciparum 3D7 as... 36799121
Plasmodium falciparum IC50 = 44.0 nM 7.36 Antimalarial activity against chloroquine-resistant Plasmodium falciparum Dd2 af... 29533611
Plasmodium falciparum IC50 = 43.8 nM 7.36 Antimalarial activity against Plasmodium falciparum Dd2 after 72 hrs by DAPI sta... 28774427
Plasmodium falciparum IC50 = 45.0 nM 7.35 Antimalarial activity against chloroquine-resistant Plasmodium falciparum Dd2 as... 32067457
Plasmodium falciparum IC50 = 45.0 nM 7.35 Antimalarial activity against chloroquine-resistant Plasmodium falciparum Dd2 in... 28001067
Plasmodium falciparum IC50 = 45.2 nM 7.34 Antiplasmodial activity against chloroquine-resistant Plasmodium falciparum Dd2 ... 26651537
Plasmodium falciparum IC50 = 46.0 nM 7.34 Antimalarial activity against late (4 to 5) gametocytic stage of Plasmodium falc... 23927763
Trypanosoma brucei brucei IC50 = 50.0 nM 7.3 Antiparasitic activity against Trypanosoma brucei brucei BS427 assessed as paras... 33151678
Trypanosoma brucei brucei IC50 = 50.12 nM 7.3 Antiparasitic activity against bloodstream form of Trypanosoma brucei brucei str... 30468386
Trypanosoma brucei brucei IC50 = 50.0 nM 7.3 Antiparasitic activity against bloodstream form of Trypanosoma brucei brucei str... 30468386
Trypanosoma brucei brucei IC50 = 51.97 nM 7.28 Antitrypanosomal activity against Trypanosoma brucei brucei 427 assessed as para... 34095848

Literature References

PubMed DOI Target Context # Activities
11602674 - ATP-dependent translocase ABCB1 8
26264847 10.1016/j.bmc.2015.07.062 Unchecked 7
3783599 10.1021/jm00161a044 Unchecked 6
19687239 10.1128/aac.00388-09 NON-PROTEIN TARGET 5
38262446 10.1021/acs.jnatprod.3c01019 Plasmodium vivax 4
29236492 10.1021/acs.jnatprod.7b00587 Plasmodium falciparum 4
20485427 10.1038/nature09107 Plasmodium falciparum 4
24978605 10.1021/jm500191u Trypanosoma brucei brucei 3
18313307 10.1016/j.bmc.2008.02.029 HepG2 3
18313307 10.1016/j.bmc.2008.02.029 K562 3
30537832 10.1021/acs.jmedchem.8b01310 HEK293 3
23927763 10.1021/jm4004279 Plasmodium falciparum 3
19946275 10.1038/nchembio.274 Escherichia coli 3
- 10.1584/jpestics.28.183 Streptomyces alboniger 3
- 10.1584/jpestics.28.183 Streptomyces scabiei 3
- 10.1584/jpestics.28.183 Streptomyces acidiscabies 3
7265117 10.1021/jm00135a013 Unchecked 3
25488841 10.1016/j.bmcl.2014.11.039 Plasmodium falciparum 2
6699880 10.1021/jm00369a019 Dihydrofolate reductase 2
691004 10.1021/jm00206a014 Bacterial 70S ribosome 2

Data from ChEMBL 36 via Core Engine