razupenem   Click here for help

GtoPdb Ligand ID: 10851

Synonyms: PZ-601 | SM-216601 | SMP-601
Compound class: Synthetic organic
Comment: Razupenem is a penem class antibiotic. It inhibits cell wall synthesis, and is active against Gram-negative and Gram-positive bacteria [1-3].
2D Structure
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Physico-chemical Properties
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Hydrogen bond acceptors 7
Hydrogen bond donors 3
Rotatable bonds 5
Topological polar surface area 156.3
Molecular weight 407.1
XLogP 0.5
No. Lipinski's rules broken 0
SMILES / InChI / InChIKey
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Canonical SMILES C[C@@H]1NCC(=C1)c1csc(n1)SC1=C(C(=O)O)N2[C@H]([C@H]1C)[C@H](C2=O)[C@H](O)C
Isomeric SMILES C[C@@H]1NCC(=C1)c1csc(n1)SC1=C(C(=O)O)N2[C@H]([C@H]1C)[C@H](C2=O)[C@H](O)C
InChI InChI=1S/C18H21N3O4S2/c1-7-4-10(5-19-7)11-6-26-18(20-11)27-15-8(2)13-12(9(3)22)16(23)21(13)14(15)17(24)25/h4,6-9,12-13,19,22H,5H2,1-3H3,(H,24,25)/t7-,8+,9+,12+,13+/m0/s1
InChI Key XFGOMLIRJYURLQ-GOKYHWASSA-N
Classification Click here for help
Compound class Synthetic organic
IUPAC Name Click here for help
(4R,5S,6S)-6-[(1R)-1-hydroxyethyl]-4-methyl-3-[[4-[(5S)-5-methyl-2,5-dihydro-1H-pyrrol-3-yl]-1,3-thiazol-2-yl]sulfanyl]-7-oxo-1-azabicyclo[3.2.0]hept-2-ene-2-carboxylic acid
International Nonproprietary Names Click here for help
INN number INN
9149 razupenem
Synonyms Click here for help
PZ-601 | SM-216601 | SMP-601
Database Links Click here for help
Specialist databases
Antibiotic DB Antibiotic DB Database logo 390
Other databases
CAS Registry No. 426253-04-5 (source: WHO INN record)
ChEMBL Ligand CHEMBL1256722
DrugBank Ligand DB12587
GtoPdb PubChem SID 405560292
PubChem CID 10993211
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