paromomycin

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Ligands
paromomycin

GtoPdb Ligand ID: 12160

Synonyms: aminosidine | catenulin | Humatin® | monomycin A

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

Physico-chemical Properties

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

Generated using the Chemistry Development Kit (CDK) (Willighagen EL et al. Journal of Cheminformatics vol. 9:33. 2017, doi:10.1186/s13321-017-0220-4; https://cdk.github.io/)

SMILES / InChI / InChIKey

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
InChI Key	UOZODPSAJZTQNH-LSWIJEOBSA-N

Generated using the Chemistry Development Kit (CDK) (Willighagen EL et al. Journal of Cheminformatics vol. 9:33. 2017, doi:10.1186/s13321-017-0220-4; https://cdk.github.io/)