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

CHEMBL372795

STREPTOMYCIN
💊 Approved Drug
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
💊 Approved Drug
CN[C@@H]1[C@H](O[C@H]2[C@H](O[C@H]3[C@H](O)[C@@H](O)[C@H](N=C(N)N)[C@@H](O)[C@@H]3N=C(N)N)O[C@@H](C)[C@]2(O)C=O)O[C@@H](CO)[C@H](O)[C@H]1O

Basic Information

ChEMBL ID CHEMBL372795
Name STREPTOMYCIN
Phase Approved
Structure Type MOL
InChI Key UCSJYZPVAKXKNQ-HZYVHMACSA-N
Therapeutic ✓ Yes

Known Names

Chemform Estreptomicina Gerox NSC-14083 Strepcen Streptomycin Streptomycine
11
Targets
26
Activities
4
Assay Types
12
PK Parameters
20
Publications
7
Known Names
5
Indications

Molecular Properties

581.6
MW (Da)
-8.16
ALogP
15
HBA
12
HBD
336.4
PSA (Ų)
0.07
QED
3
Ro5 Violations
9
Rot. Bonds

Drug Information

Molecule Type Small molecule
First Approval 1946
Availability Prescription
Chirality Single Enantiomer

Routes of Administration

Parenteral

Flags

Black Box Warning Natural Product
USAN Stem -mycin

Extended Properties

Molecular Formula C21H39N7O12
MW 581.58
Aromatic Rings 0
Heavy Atoms 40
NP-Likeness 1.77

Indications

Bacterial Infections Plague Buruli Ulcer Mycobacterium avium-intracellulare Infection Osteomyelitis

ATC Classification

A07AA04
streptomycin
Level 1: ALIMENTARY TRACT AND METABOLISM
Level 2: ANTIDIARRHEALS, INTESTINAL ANTIINFLAMMATORY/ANTIINFECTIVE AGENTS
A07AA54
streptomycin, combinations
Level 1: ALIMENTARY TRACT AND METABOLISM
Level 2: ANTIDIARRHEALS, INTESTINAL ANTIINFLAMMATORY/ANTIINFECTIVE AGENTS
J01GA01
streptomycin
Level 1: ANTIINFECTIVES FOR SYSTEMIC USE
Level 2: ANTIBACTERIALS FOR SYSTEMIC USE

Activity Summary

IC50 14 meas. best 6.32
Kd 7 meas. best 7.0
EC50 4 meas. best 5.54
Ki 1 meas.

Target Activity Profile

Target Type Best pChEMBL Mean pChEMBL Best (nM) # Data
microRNA 21
CHEMBL1615322
Kd 7.0 7.0 100.0 1
Mycolicibacterium smegmatis
CHEMBL613088
IC50 6.32 6.31 480.0 2
Yersinia pestis
CHEMBL614597
IC50 6.0 6.0 1000.0 2
Escherichia coli
CHEMBL354
IC50 5.98 5.98 1050.0 1
Unchecked
CHEMBL612545
IC50 5.83 5.1275 1490.0 4
Pseudomonas aeruginosa
CHEMBL348
EC50 5.54 5.54 2900.0 1
Klebsiella pneumoniae subsp. pneumoniae
CHEMBL613207
EC50 5.47 5.47 3400.0 1
Staphylococcus aureus
CHEMBL352
EC50 5.44 5.44 3600.0 1
Nucleic Acid
CHEMBL345
IC50 5.02 5.02 9500.0 1
Mycobacterium tuberculosis
CHEMBL360
IC50 4.9 4.9 12500.0 1
Unchecked
CHEMBL612545
Kd 4.73 4.436 18500.0 5
Enterococcus faecium
CHEMBL357
EC50 4.3 4.3 50000.0 1

Pharmacokinetic Data

Parameter Value Units Species
CL 0.78 mL.min-1.kg-1 Homo sapiens
CL 30.0 ml/min Homo sapiens
Cmax 64540.0 nM Homo sapiens
Cmax 43000.0 nM Homo sapiens
F 80.0 % Homo sapiens
Fu 0.65 - Homo sapiens
MRT 7.3 hr Homo sapiens
T1/2 2.5 hr Homo sapiens
T1/2 4.3 hr Homo sapiens
T1/2 5.3 hr Homo sapiens
t1/2 - - Homo sapiens
Tmax 0.5 hr Homo sapiens

Activity Data Samples

Top measurements by pChEMBL value

Target Type Rel. Value Units pChEMBL Assay PubMed
microRNA 21 Kd = 100.0 nM 7.0 Binding affinity to biotinylated pre-miRNA-21 (unknown origin) by SPR analysis 31098005
Mycolicibacterium smegmatis IC50 = 480.0 nM 6.32 Antimycobacterial activity against Mycobacterium smegmatis by GFP-based fluoresc... 19786608
Mycolicibacterium smegmatis IC50 = 500.0 nM 6.3 Antimycobacterial activity against Mycobacterium smegmatis assessed as growth in... 19786608
Yersinia pestis IC50 = 1000.0 nM 6.0 Antimicrobial activity against Yersinia pestis KIM6-2082.1+ in PMHD medium suppl... 21940166
Yersinia pestis IC50 = 1000.0 nM 6.0 Antimicrobial activity against Yersinia pestis KIM6-2082.1+ in PMHD medium after... 21940166
Escherichia coli IC50 = 1050.0 nM 5.98 Antimicrobial activity against Escherichia coli CGMCC 1.2340 18720971
Unchecked IC50 = 1490.0 nM 5.83 Inhibitory activity of the aminoglycoside on Staphylococcus aureus IF-2 binding ... 12643896
Unchecked IC50 = 1790.0 nM 5.75 Inhibitory activity against the displacement of Picogreen from fMet-tRNA(fMet) b... 12643896
Pseudomonas aeruginosa EC50 = 2900.0 nM 5.54 Antibacterial activity against multidrug resistant Pseudomonas aeruginosa NCTC 1... 27184767
Klebsiella pneumoniae subsp. pneumoniae EC50 = 3400.0 nM 5.47 Antibacterial activity against multidrug resistant Klebsiella pneumoniae subsp. ... 27184767
Staphylococcus aureus EC50 = 3600.0 nM 5.44 Antibacterial activity against multidrug resistant Staphylococcus aureus subsp. ... 27184767
Nucleic Acid IC50 = 9500.0 nM 5.02 Concentration required for the inhibition of HIV- 1 Tat-derived peptide binding ... -
Mycobacterium tuberculosis IC50 = 12500.0 nM 4.9 Antimycobacterial activity against Mycobacterium tuberculosis H37Rv after 7 days... 24856903
Unchecked Kd = 18500.0 nM 4.73 Binding affinity to 5'-FAM-pre-miR-17 (unknown origin) after 4 hrs by fluorescen... 26264847
Unchecked Kd = 26800.0 nM 4.57 Binding affinity to 5'-FAM-pre-miR-372 (unknown origin) after 4 hrs by fluoresce... 26264847
Unchecked IC50 = 31000.0 nM 4.51 Inhibition of YopH in Yersinia pseudotuberculosis YPIII PIB102-Elux using p-nitr... 25405587
Unchecked IC50 = 38000.0 nM 4.42 Inhibition of YopE in Yersinia pseudotuberculosis YPIII PIB102-Elux measured aft... 25405587
Unchecked Kd = 45000.0 nM 4.35 Binding affinity to 5'-FAM-pre-miR-373 (unknown origin) after 4 hrs by fluoresce... 26264847
Unchecked Kd = 48200.0 nM 4.32 Binding affinity to 5'-FAM-pre-miR-372 (unknown origin) after 4 hrs by fluoresce... 26264847
Enterococcus faecium EC50 = 50000.0 nM 4.3 Antibacterial activity against multidrug resistant Enterococcus faecium NCTC 717... 27184767

Literature References

PubMed DOI Target Context # Activities
- 10.6019/CHEMBL3885881 Rattus norvegicus 202
17923494 10.1128/aac.00328-07 Staphylococcus aureus 69
17145801 10.1128/aac.01033-06 Burkholderia pseudomallei 37
33826327 10.1021/acs.jmedchem.0c01833 Mycobacterium tuberculosis 34
19738026 10.1128/aac.00952-09 Enterococcus faecalis 20
19738026 10.1128/aac.00952-09 Enterococcus faecium 20
24224794 10.1021/np400145u Mycobacterium tuberculosis 19
19029325 10.1128/aac.00754-08 Enterococcus faecalis 18
17353252 10.1128/aac.01551-06 Mycobacteroides abscessus 17
26264847 10.1016/j.bmc.2015.07.062 Unchecked 16
20696876 10.1128/aac.00139-10 Escherichia coli 16
17210778 10.1128/aac.00779-06 Escherichia coli 15
17060530 10.1128/aac.00261-06 Bifidobacterium longum 15
19528282 10.1128/aac.01522-08 Pasteurella multocida 14
22194678 10.1371/journal.pcbi.1002310 Hepatotoxicity 14
29529504 10.1016/j.ejmech.2018.02.067 THP-1 13
20713679 10.1128/aac.00661-10 Mycobacterium tuberculosis 12
- 10.1039/C5MD00589B Mycobacterium tuberculosis 12
19064898 10.1128/aac.00652-07 NON-PROTEIN TARGET 12
17132069 10.1371/journal.pmed.0030466 Mycobacterium tuberculosis 11

Data from ChEMBL 36 via Core Engine