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Compound Detail

CHEMBL1572

NETILMICIN
💊 Approved Drug
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💊 Approved Drug
CCN[C@@H]1C[C@H](N)[C@@H](O[C@H]2OC(CN)=CC[C@H]2N)[C@H](O)[C@H]1O[C@H]1OC[C@](C)(O)[C@H](NC)[C@H]1O

Basic Information

ChEMBL ID CHEMBL1572
Name NETILMICIN
Phase Approved
Structure Type MOL
InChI Key CIDUJQMULVCIBT-MQDUPKMGSA-N
Therapeutic ✓ Yes

Known Names

Netilmicin Netilmicina Netilmicine Netira NSC-759586
3
Targets
7
Activities
2
Assay Types
5
PK Parameters
20
Publications
5
Known Names
3
Indications

Molecular Properties

475.6
MW (Da)
-3.20
ALogP
12
HBA
8
HBD
199.7
PSA (Ų)
0.18
QED
2
Ro5 Violations
8
Rot. Bonds

Drug Information

Molecule Type Small molecule
First Approval 1983
Availability Discontinued
Chirality Single Enantiomer

Routes of Administration

Parenteral

Flags

Natural Product
USAN Stem -micin
USAN Year 1976

Extended Properties

Molecular Formula C21H41N5O7
MW 475.59
Aromatic Rings 0
Heavy Atoms 33
NP-Likeness 1.98

Indications

Bacterial Infections Eye Infections Osteomyelitis

ATC Classification

J01GB07
netilmicin
Level 1: ANTIINFECTIVES FOR SYSTEMIC USE
Level 2: ANTIBACTERIALS FOR SYSTEMIC USE
S01AA23
netilmicin
Level 1: SENSORY ORGANS
Level 2: OPHTHALMOLOGICALS

Activity Summary

IC50 6 meas. best 7.7
Kd 1 meas. best 5.87

Target Activity Profile

Target Type Best pChEMBL Mean pChEMBL Best (nM) # Data
Bacterial 70S ribosome
CHEMBL2363135
IC50 7.7 7.7 20.0 1
Unchecked
CHEMBL612545
IC50 6.16 4.9567 700.0 3
Unchecked
CHEMBL612545
Kd 5.87 5.87 1350.0 1
Human immunodeficiency virus 1
CHEMBL378
IC50 4.64 4.64 23100.0 1

Pharmacokinetic Data

Parameter Value Units Species
CL 0.55 mL.min-1.kg-1 Homo sapiens
CL 0.55 mL.min-1.kg-1 Homo sapiens
Fu 1.0 - Homo sapiens
MRT 2.2 hr Homo sapiens
T1/2 3.2 hr Homo sapiens

Activity Data Samples

Top measurements by pChEMBL value

Literature References

PubMed DOI Target Context # Activities
- 10.6019/CHEMBL3885881 Rattus norvegicus 664
17261619 10.1128/aac.01278-06 Pseudomonas aeruginosa 28
17194835 10.1128/aac.00704-06 Pseudomonas aeruginosa 21
16472241 10.2174/1570163043334794 Hepatotoxicity 18
17682106 10.1128/aac.00503-07 Pseudomonas aeruginosa 17
18838598 10.1128/aac.00882-08 Escherichia coli 11
15646539 10.1016/s0399-8320(04)95062-2 Unchecked 11
19884373 10.1128/aac.01037-09 Acinetobacter baumannii 10
18710917 10.1128/aac.01400-07 Pseudomonas sp. 8
18710917 10.1128/aac.01400-07 Serratia marcescens 8
18710917 10.1128/aac.01400-07 Pseudomonas aeruginosa 8
18710917 10.1128/aac.01400-07 Staphylococcus epidermidis 8
18710917 10.1128/aac.01400-07 Staphylococcus aureus 8
18710917 10.1128/aac.01400-07 Morganella morganii 8
18710917 10.1128/aac.01400-07 Enterobacter cloacae 8
18710917 10.1128/aac.01400-07 Klebsiella aerogenes 8
18710917 10.1128/aac.01400-07 Citrobacter freundii 8
18710917 10.1128/aac.01400-07 Acinetobacter calcoaceticus 8
18710917 10.1128/aac.01400-07 Citrobacter koseri 8
18710917 10.1128/aac.01400-07 Providencia rettgeri 8

Data from ChEMBL 36 via Core Engine