Compound Detail

CHEMBL1200688

ERYTHROMYCIN ETHYLSUCCINATE

💊 Approved Drug

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💊 Approved Drug

CCOC(=O)CCC(=O)O[C@H]1[C@H](O[C@@H]2[C@@H](C)[C@H](O[C@H]3C[C@@](C)(OC)[C@@H](O)[C@H](C)O3)[C@@H](C)C(=O)O[C@H](CC)[C@@](C)(O)[C@H](O)[C@@H](C)C(=O)[C@H](C)C[C@@]2(C)O)O[C@H](C)C[C@@H]1N(C)C

ChEMBL ↗ Properties Compare Identifier

Basic Information

ChEMBL ID	CHEMBL1200688
Name	ERYTHROMYCIN ETHYLSUCCINATE
Phase	Approved
Structure Type	MOL
InChI Key	NSYZCCDSJNWWJL-YXOIYICCSA-N
Therapeutic	✓ Yes
Active Moiety	CHEMBL532

Known Names

Anamycin Arpimycin E-mycin e E.e.s. E.e.s. 200 E.e.s. 400 Eritrocina Eryliquid Erymin Eryped Erythroden Erythromycin ethylsuccinate +18 more

Targets

Activities

Assay Types

PK Parameters

Publications

Known Names

Indications

Mechanisms

Molecular Properties

862.1

MW (Da)

2.68

ALogP

HBA

HBD

226.3

PSA (Å²)

0.16

QED

Ro5 Violations

Rot. Bonds

Drug Information

Molecule Type	Small molecule
First Approval	1965
Availability	Prescription
Chirality	Single Enantiomer

Routes of Administration

Oral

Flags

Natural Product Prodrug

USAN Stem

-mycin

Extended Properties

Molecular Formula	C43H75NO16
MW	862.06
Aromatic Rings	0
Heavy Atoms	60
NP-Likeness	1.63

Mechanism of Action

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

Indications

Infections Whooping Cough Amyotrophic Lateral Sclerosis Diabetes Mellitus, Type 1 Osteomyelitis

Activity Summary

IC50 4 meas. best 5.68

Ki 2 meas. best 5.79

Target Activity Profile

Target	Type	Best pChEMBL	Mean pChEMBL	Best (nM)	# Data
Solute carrier organic anion transporter family member 1B3 CHEMBL1743121	Ki	5.79	5.79	1610.0	1
Solute carrier organic anion transporter family member 1B1 CHEMBL1697668	Ki	5.78	5.78	1670.0	1
Solute carrier organic anion transporter family member 1B3 CHEMBL1743121	IC50	5.68	5.68	2089.3	1
Solute carrier organic anion transporter family member 1B1 CHEMBL1697668	IC50	5.52	5.52	3019.9	1
Unchecked CHEMBL612545	IC50	4.27	4.27	54233.0	1
No relevant target CHEMBL2362975	IC50	4.21	4.21	61714.0	1

Activity Data Samples

Top measurements by pChEMBL value

Target	Type	Rel.	Value	Units	pChEMBL	Assay	PubMed
Solute carrier organic anion transporter family member 1B3	Ki	=	1610.0	nM	5.79	Ki values for sodium fluorescein (10 uM) uptake in OATP1B3-transfected CHO cells	23571415
Solute carrier organic anion transporter family member 1B1	Ki	=	1670.0	nM	5.78	Ki values for sodium fluorescein (10 uM) uptake in OATP1B1-transfected CHO cells	23571415
Solute carrier organic anion transporter family member 1B3	IC50	=	2089.3	nM	5.68	pIC50 values for sodium fluorescein (10 uM) uptake in OATP1B3-transfected CHO ce...	23571415
Solute carrier organic anion transporter family member 1B1	IC50	=	3019.95	nM	5.52	pIC50 values for sodium fluorescein (10 uM) uptake in OATP1B1-transfected CHO ce...	23571415
Unchecked	IC50	=	54233.0	nM	4.27	PubChem BioAssay. Absorbance-based bacterial cell-based high throughput dose res...	-
No relevant target	IC50	=	61714.0	nM	4.21	PubChem BioAssay. Counterscreen for inhibitors of RecBCD: Absorbance-based cell-...	-

Literature References

PubMed	DOI	Target Context	# Activities
-	10.6019/CHEMBL3885861	Rattus norvegicus	1377
16472241	10.2174/1570163043334794	Hepatotoxicity	18
-	10.6019/CHEMBL4495565	SARS-CoV-2	4
20014752	10.1021/tx900326k	Hepatotoxicity	3
23571415	10.1124/mol.112.084152	Solute carrier organic anion transporter family member 1B3	3
23571415	10.1124/mol.112.084152	Solute carrier organic anion transporter family member 1B1	3
-	10.6019/CHEMBL4495564	Replicase polyprotein 1ab	2
-	10.6019/CHEMBL4651402	SARS-CoV-2	2
-	10.6019/CHEMBL4808148	Histone deacetylase 6	2
-	10.21203/rs.3.rs-23951/v1	SARS-CoV-2	1
-	10.1101/2020.04.21.054387	SARS-CoV-2	1

Data from ChEMBL 36 via Core Engine