paromomycin   Click here for help

GtoPdb Ligand ID: 12160

Synonyms: aminosidine | catenulin | Humatin® | monomycin A
Approved drug PDB Ligand
paromomycin is an approved drug (FDA (1969))
Comment: Paromomycin belongs to the aminoglycoside class of antibacterial compounds and was originally isolated from Streptomyces krestomuceticus. It is used as an antiprotozoal drug and is included in the World Health Organization's Model List of Essential Medicines (link provided in the Classification table, under the Summary tab below).
2D Structure
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Physico-chemical Properties
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Hydrogen bond acceptors 19
Hydrogen bond donors 13
Rotatable bonds 9
Topological polar surface area 347.32
Molecular weight 615.3
XLogP -6.85
No. Lipinski's rules broken 2
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Canonical SMILES OC[C@H]1O[C@H]([C@@H]([C@@H]1O[C@H]1O[C@@H](CN)[C@H]([C@@H]([C@H]1N)O)O)O)O[C@@H]1[C@@H](O)[C@H](N)C[C@@H]([C@H]1O[C@H]1O[C@H](CO)[C@H]([C@@H]([C@H]1N)O)O)N
Isomeric SMILES C1[C@H]([C@@H]([C@H]([C@@H]([C@H]1N)O[C@@H]1[C@@H]([C@H]([C@@H]([C@H](O1)CO)O)O)N)O[C@H]1[C@@H]([C@@H]([C@H](O1)CO)O[C@@H]1[C@@H]([C@H]([C@@H]([C@@H](O1)CN)O)O)N)O)O)N
InChI InChI=1S/C23H45N5O14/c24-2-7-13(32)15(34)10(27)21(37-7)41-19-9(4-30)39-23(17(19)36)42-20-12(31)5(25)1-6(26)18(20)40-22-11(28)16(35)14(33)8(3-29)38-22/h5-23,29-36H,1-4,24-28H2/t5-,6+,7+,8-,9-,10-,11-,12+,13-,14-,15-,16-,17-,18-,19-,20-,21-,22-,23+/m1/s1
Classification Click here for help
Compound class Natural product or derivative
Approved drug? Yes (FDA (1969))
WHO Essential Medicine WHO Essential Medicines List (EML) (23rd List, 2023). Access PDF version.
Click to view more information about the WHO Model Lists of Essential Medicines.
IUPAC Name Click here for help
International Nonproprietary Names Click here for help
INN number INN
939 paromomycin
Synonyms Click here for help
aminosidine | catenulin | Humatin® | monomycin A
Database Links Click here for help
Specialist databases
Antibiotic DB Antibiotic DB Database logo Paromomycin, monomycin
Other databases
CAS Registry No. 7542-37-2 (source: Scifinder)
ChEMBL Ligand CHEMBL370143
DrugBank Ligand DB01421
DrugCentral Ligand 2067
GtoPdb PubChem SID 472319282
PubChem CID 165580
Search Google for chemical match using the InChIKey UOZODPSAJZTQNH-LSWIJEOBSA-N
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UniChem Compound Search for chemical match using the InChIKey UOZODPSAJZTQNH-LSWIJEOBSA-N
UniChem Connectivity Search for chemical match using the InChIKey UOZODPSAJZTQNH-LSWIJEOBSA-N
Wikipedia Paromomycin