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Compound Detail

CHEMBL1447

LINCOMYCIN
💊 Approved Drug
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💊 Approved Drug
CCC[C@@H]1C[C@@H](C(=O)N[C@@H]([C@H]2O[C@H](SC)[C@H](O)[C@@H](O)[C@H]2O)[C@@H](C)O)N(C)C1

Basic Information

ChEMBL ID CHEMBL1447
Name LINCOMYCIN
Phase Approved
Structure Type MOL
InChI Key OJMMVQQUTAEWLP-KIDUDLJLSA-N
Therapeutic ✓ Yes

Known Names

Lincolnensin Lincomicina Lincomycin Lincomycine U-10,149 U-10149
1
Targets
1
Activities
1
Assay Types
5
PK Parameters
20
Publications
6
Known Names
3
Indications
1
Mechanisms

Molecular Properties

406.6
MW (Da)
-0.86
ALogP
8
HBA
5
HBD
122.5
PSA (Ų)
0.37
QED
0
Ro5 Violations
7
Rot. Bonds

Drug Information

Molecule Type Small molecule
First Approval 1964
Availability Prescription
Chirality Single Enantiomer

Routes of Administration

Oral Parenteral

Flags

Black Box Warning Natural Product
USAN Stem -mycin
USAN Year 1962

Extended Properties

Molecular Formula C18H34N2O6S
MW 406.55
Aromatic Rings 0
Heavy Atoms 27
NP-Likeness 0.64

Mechanism of Action

Mechanism Action Type Target Direct Efficacy
Bacterial 70S ribosome inhibitor INHIBITOR Bacterial 70S ribosome

Indications

Bacterial Infections Multiple Sclerosis Osteomyelitis

ATC Classification

J01FF02
lincomycin
Level 1: ANTIINFECTIVES FOR SYSTEMIC USE
Level 2: ANTIBACTERIALS FOR SYSTEMIC USE

Drug Warnings

Black Box Warning
gastrointestinal toxicity
Country: United States
Black Box Warning
infectious disease
Country: United States

Activity Summary

Kd 1 meas. best 4.92

Target Activity Profile

Target Type Best pChEMBL Mean pChEMBL Best (nM) # Data
Albumin
CHEMBL3253
Kd 4.92 4.92 12000.0 1

Pharmacokinetic Data

Parameter Value Units Species
CL 2.1 mL.min-1.kg-1 Homo sapiens
F 25.0 % Homo sapiens
Fu 0.14 - Homo sapiens
MRT 7.5 hr Homo sapiens
T1/2 5.6 hr Homo sapiens

Activity Data Samples

Top measurements by pChEMBL value

Target Type Rel. Value Units pChEMBL Assay PubMed
Albumin Kd = 12000.0 nM 4.92 Binding affinity to first site on human serum albumin by SPR 19164148

Literature References

PubMed DOI Target Context # Activities
- 10.6019/CHEMBL3885881 Rattus norvegicus 455
22194678 10.1371/journal.pcbi.1002310 Hepatotoxicity 14
15646539 10.1016/s0399-8320(04)95062-2 Unchecked 11
15646539 10.1016/s0399-8320(04)95062-2 NON-PROTEIN TARGET 8
19917754 10.1128/aac.00918-09 Staphylococcus haemolyticus 7
18838584 10.1128/aac.00915-08 Staphylococcus aureus 7
18725450 10.1128/aac.00245-08 Pasteurella multocida 7
26264847 10.1016/j.bmc.2015.07.062 Unchecked 7
19104019 10.1128/aac.00388-08 Streptomyces coelicolor 6
18268083 10.1128/aac.01052-07 NON-PROTEIN TARGET 6
19917754 10.1128/aac.00918-09 Staphylococcus epidermidis 6
8487260 10.1021/jm00061a015 Escherichia coli 5
19164148 10.1128/aac.00971-08 Staphylococcus aureus 5
17638695 10.1128/aac.00420-07 Mycoplasma putrefaciens 5
17210775 10.1128/aac.00055-06 Mycobacterium tuberculosis 4
19470508 10.1128/aac.00570-09 Staphylococcus aureus 4
18268083 10.1128/aac.01052-07 Escherichia coli 4
18426954 10.1124/dmd.108.020479 ADMET 4
- 10.1584/jpestics.28.183 Streptomyces acidiscabies 3
8487260 10.1021/jm00061a015 Staphylococcus aureus 3

Data from ChEMBL 36 via Core Engine