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Compound Detail

CHEMBL374975

FUSIDIC ACID
🧪 Phase III
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🧪 Phase III
CC(=O)O[C@H]1C[C@@]2(C)[C@@H](C[C@@H](O)[C@H]3[C@@]4(C)CC[C@@H](O)[C@@H](C)[C@@H]4CC[C@@]32C)/C1=C(\CCC=C(C)C)C(=O)O

Basic Information

ChEMBL ID CHEMBL374975
Name FUSIDIC ACID
Phase Phase III
Structure Type MOL
InChI Key IECPWNUMDGFDKC-MZJAQBGESA-N
Therapeutic ✓ Yes

Known Names

Acide fusidique Acido fusidico Anhydrous fusidic acid CEM-102 Fucidin caviject Fucithalmic Fusidate Fusidic acid NSC-56192 Ramycin SQ 16,603 SQ-16603 +1 more
10
Targets
23
Activities
4
Assay Types
3
PK Parameters
20
Publications
13
Known Names
6
Indications
1
Mechanisms

Molecular Properties

516.7
MW (Da)
5.67
ALogP
5
HBA
3
HBD
104.1
PSA (Ų)
0.25
QED
2
Ro5 Violations
5
Rot. Bonds

Drug Information

Molecule Type Small molecule
Chirality Single Enantiomer

Flags

Natural Product
USAN Year 1967

Extended Properties

Molecular Formula C31H48O6
MW 516.72
Aromatic Rings 0
Heavy Atoms 37
NP-Likeness 3.08

Mechanism of Action

Mechanism Action Type Target Direct Efficacy
Elongation factor G inhibitor INHIBITOR Elongation factor G

Indications

Bacterial Infections Eye Infections Carcinoma, Non-Small-Cell Lung Keloid Infections Skin Diseases

ATC Classification

D06AX01
fusidic acid
Level 1: DERMATOLOGICALS
Level 2: ANTIBIOTICS AND CHEMOTHERAPEUTICS FOR DERMATOLOGICAL USE
D09AA02
fusidic acid
Level 1: DERMATOLOGICALS
Level 2: MEDICATED DRESSINGS
J01XC01
fusidic acid
Level 1: ANTIINFECTIVES FOR SYSTEMIC USE
Level 2: ANTIBACTERIALS FOR SYSTEMIC USE
S01AA13
fusidic acid
Level 1: SENSORY ORGANS
Level 2: OPHTHALMOLOGICALS

Activity Summary

IC50 16 meas. best 5.16
Ki 5 meas. best 5.66
EC50 1 meas. best 5.07
Kd 1 meas. best 4.92

Target Activity Profile

Target Type Best pChEMBL Mean pChEMBL Best (nM) # Data
Bile salt export pump
CHEMBL2073674
Ki 5.66 5.66 2200.0 1
Unchecked
CHEMBL612545
Ki 5.27 5.27 5400.0 1
ATP-binding cassette sub-family C member 2
CHEMBL2073676
Ki 5.26 5.09 5500.0 3
Toxoplasma gondii
CHEMBL612888
IC50 5.16 5.16 7000.0 1
NON-PROTEIN TARGET
CHEMBL3879801
EC50 5.07 5.07 8600.0 1
Bile salt export pump
CHEMBL6020
IC50 5.0 4.98 10100.0 3
Albumin
CHEMBL3253
Kd 4.92 4.92 12000.0 1
Bile salt export pump
CHEMBL2073674
IC50 4.76 4.76 17400.0 1
Plasmodium falciparum
CHEMBL364
IC50 4.72 4.3243 19000.0 7
Broad substrate specificity ATP-binding cassette transporter ABCG2
CHEMBL5393
IC50 4.28 4.28 52000.0 1
RAW264.7
CHEMBL612557
IC50 4.21 4.21 61260.0 1

Pharmacokinetic Data

Parameter Value Units Species
AUC 3304129.87 ng.hr.mL-1 Homo sapiens
Cmax 58058.52 nM Homo sapiens
Fu 0.05 - Homo sapiens

Activity Data Samples

Top measurements by pChEMBL value

Target Type Rel. Value Units pChEMBL Assay PubMed
Bile salt export pump Ki = 2200.0 nM 5.66 TP_TRANSPORTER: inhibition of Taurocholate uptake in canalicular membrane vesicl... 12106615
Unchecked Ki = 5400.0 nM 5.27 Competitive inhibition of chloramphenicol acetyl transferase (unknown origin) as... 26230724
ATP-binding cassette sub-family C member 2 Ki = 5500.0 nM 5.26 TP_TRANSPORTER: inhibition of LTC4 uptake in canalicular membrane vesicles of ra... 12106615
Toxoplasma gondii IC50 = 7000.0 nM 5.16 Antiparasitic activity against Toxoplasma gondii tachyzoites 34894691
ATP-binding cassette sub-family C member 2 Ki = 7600.0 nM 5.12 TP_TRANSPORTER: inhibition of E217betaG uptake in canalicular membrane vesicles ... 12106615
NON-PROTEIN TARGET EC50 = 8600.0 nM 5.07 Antiviral activity against JC polyomavirus M1/SVEdelta infected in human SVG-A c... 19258267
Bile salt export pump IC50 = 10100.0 nM 5.0 Inhibition of human BSEP expressed in fall armyworm sf9 cell plasma membrane ves... 20829430
Bile salt export pump IC50 = 10100.0 nM 5.0 Inhibition of human BSEP overexpressed in Sf9 cell membrane vesicles assessed as... 23956101
Bile salt export pump IC50 = 11500.0 nM 4.94 Inhibition of human BSEP expressed in plasma membrane vesicles of Sf21 cells ass... 21965623
Albumin Kd = 12000.0 nM 4.92 Binding affinity to first site on human serum albumin by SPR 19164148
ATP-binding cassette sub-family C member 2 Ki = 13000.0 nM 4.89 TP_TRANSPORTER: inhibition of LTC4 uptake in Mrp2-expressing HEK cells 12106615
Bile salt export pump IC50 = 17400.0 nM 4.76 Inhibition of Sprague-Dawley rat Bsep expressed in plasma membrane vesicles of S... 21965623
Plasmodium falciparum IC50 = 19000.0 nM 4.72 Antiplasmodial activity against chloroquine-resistant Plasmodium falciparum K1 b... 28012840
Plasmodium falciparum IC50 = 50000.0 nM 4.3 Antiplasmodial activity against chloroquine-sensitive Plasmodium falciparum D10 ... 28012840
Broad substrate specificity ATP-binding cassette transporter ABCG2 IC50 = 52000.0 nM 4.28 Inhibition of ABCG2 (unknown origin) expressed in dog MDCK-II-BCRP cells incubat... 35483322
Plasmodium falciparum IC50 = 52800.0 nM 4.28 Antiplasmodial activity against Plasmodium falciparum D10 after 48 hrs 30108825
Plasmodium falciparum IC50 = 52800.0 nM 4.28 Antiplasmodial activity against Plasmodium falciparum D10 infected in human RBC ... -
Plasmodium falciparum IC50 = 59000.0 nM 4.23 Antiplasmodial activity against chloroquine sensitive Plasmodium falciparum NF54... -
Plasmodium falciparum IC50 = 59000.0 nM 4.23 Antiplasmodial activity against chloroquine-sensitive Plasmodium falciparum NF54... 28012840
Plasmodium falciparum IC50 = 59000.0 nM 4.23 Antimalarial activity against Plasmodium falciparum NF54 infected in human eryth... 30108825

Literature References

PubMed DOI Target Context # Activities
17923494 10.1128/aac.00328-07 Staphylococcus aureus 70
19289529 10.1128/aac.00871-08 Staphylococcus aureus 32
20855746 10.1128/aac.00523-10 Staphylococcus aureus 28
17307985 10.1128/aac.01283-06 Clostridioides difficile 27
17325218 10.1128/aac.01542-06 Staphylococcus aureus 25
20713672 10.1128/aac.00470-10 Staphylococcus aureus 22
19188393 10.1128/aac.01145-08 Staphylococcus aureus 14
18591267 10.1128/aac.00405-08 Acinetobacter baumannii 12
17242137 10.1128/aac.01201-06 Staphylococcus aureus 12
15646539 10.1016/s0399-8320(04)95062-2 Unchecked 11
19651909 10.1128/aac.00766-09 Staphylococcus aureus 10
37544187 10.1016/j.ejmech.2023.115697 Mus musculus 9
17638702 10.1128/aac.00072-07 Enterobacter cloacae 8
15646539 10.1016/s0399-8320(04)95062-2 NON-PROTEIN TARGET 8
20660671 10.1128/aac.00235-10 Neisseria gonorrhoeae 7
19104019 10.1128/aac.00388-08 Streptomyces coelicolor 6
18591267 10.1128/aac.00405-08 Pseudomonas aeruginosa 6
30445262 10.1016/j.ejmech.2018.10.059 HeLa 6
17724154 10.1128/aac.00846-07 Staphylococcus aureus 6
18268083 10.1128/aac.01052-07 NON-PROTEIN TARGET 6

Data from ChEMBL 36 via Core Engine