pretomanid   Click here for help

GtoPdb Ligand ID: 11172

Synonyms: PA-824 | PA824
Approved drug
pretomanid is an approved drug (FDA (2019), EMA (2020))
Compound class: Synthetic organic
Comment: Pretomanid is a nitroimidazole-based antibacterial used for the treatment of multi-drug-resistant pulmonary tuberculosis [3]. It is active against replicating and non-replicating Mycobacterium tuberculosis [1]. Pretomanid was developed by the non-profit organisation TB Alliance (
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2D Structure
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Physico-chemical Properties
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Hydrogen bond acceptors 2
Hydrogen bond donors 0
Rotatable bonds 6
Topological polar surface area 88.65
Molecular weight 359.07
XLogP 4.88
No. Lipinski's rules broken 0
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Canonical SMILES [O-][N+](=O)c1cn2c(n1)OC[C@H](C2)OCc1ccc(cc1)OC(F)(F)F
Isomeric SMILES [O-][N+](=O)c1cn2c(n1)OC[C@H](C2)OCc1ccc(cc1)OC(F)(F)F
InChI InChI=1S/C14H12F3N3O5/c15-14(16,17)25-10-3-1-9(2-4-10)7-23-11-5-19-6-12(20(21)22)18-13(19)24-8-11/h1-4,6,11H,5,7-8H2/t11-/m0/s1
Classification Click here for help
Compound class Synthetic organic
Approved drug? Yes (FDA (2019), EMA (2020))
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.
International Nonproprietary Names Click here for help
INN number INN
9871 pretomanid
Synonyms Click here for help
PA-824 | PA824
Database Links Click here for help
Specialist databases
Antibiotic DB Antibiotic DB Database logo Pretomanid, PA-824 (Dovprela)
Other databases
BindingDB Ligand 50363237
CAS Registry No. 187235-37-6 (source: WHO INN record)
ChEMBL Ligand CHEMBL227875
DrugBank Ligand DB05154
DrugCentral Ligand 5344
GtoPdb PubChem SID 434122232
PubChem CID 456199
Search Google for chemical match using the InChIKey ZLHZLMOSPGACSZ-NSHDSACASA-N
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UniChem Compound Search for chemical match using the InChIKey ZLHZLMOSPGACSZ-NSHDSACASA-N
UniChem Connectivity Search for chemical match using the InChIKey ZLHZLMOSPGACSZ-NSHDSACASA-N