eravacycline   Click here for help

GtoPdb Ligand ID: 10805

Synonyms: compound 17j [PMID: 2148514] | TP-434 | TP434 | Xerava®
Approved drug PDB Ligand
eravacycline is an approved drug (EMA & FDA (2018))
Compound class: Synthetic organic
Comment: Eravacycline is a parenteral tetracycline antibiotic.
2D Structure
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Physico-chemical Properties
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Hydrogen bond acceptors 11
Hydrogen bond donors 6
Rotatable bonds 6
Topological polar surface area 193.73
Molecular weight 558.21
XLogP 0.79
No. Lipinski's rules broken 2
SMILES / InChI / InChIKey
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Canonical SMILES O=C(Nc1cc(F)c2c(c1O)C(=C1[C@@H](C2)C[C@@H]2[C@@](C1=O)(O)C(=C(C(=O)[C@H]2N(C)C)C(=O)N)O)O)CN1CCCC1
Isomeric SMILES O=C(Nc1cc(F)c2c(c1O)C(=C1[C@@H](C2)C[C@@H]2[C@@](C1=O)(O)C(=C(C(=O)[C@H]2N(C)C)C(=O)N)O)O)CN1CCCC1
InChI InChI=1S/C27H31FN4O8/c1-31(2)20-13-8-11-7-12-14(28)9-15(30-16(33)10-32-5-3-4-6-32)21(34)18(12)22(35)17(11)24(37)27(13,40)25(38)19(23(20)36)26(29)39/h9,11,13,20,34-35,38,40H,3-8,10H2,1-2H3,(H2,29,39)(H,30,33)/t11-,13-,20-,27-/m0/s1
InChI Key AKLMFDDQCHURPW-ISIOAQNYSA-N
Classification Click here for help
Compound class Synthetic organic
Approved drug? Yes (EMA & FDA (2018))
IUPAC Name Click here for help
(4S,4aS,5aR,12aR)-4-(dimethylamino)-7-fluoro-1,10,11,12a-tetrahydroxy-3,12-dioxo-9-[(2-pyrrolidin-1-ylacetyl)amino]-4a,5,5a,6-tetrahydro-4H-tetracene-2-carboxamide
International Nonproprietary Names Click here for help
INN number INN
9702 eravacycline
Synonyms Click here for help
compound 17j [PMID: 2148514] | TP-434 | TP434 | Xerava®
Database Links Click here for help
Specialist databases
Antibiotic DB Antibiotic DB Database logo 245
Other databases
CAS Registry No. 1207283-85-9 (source: WHO INN record)
ChEMBL Ligand CHEMBL1951095
GtoPdb PubChem SID 405560246
PubChem CID 54726192
RCSB PDB Ligand YQM
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