U.S. Department of Health & Human Services Divider Arrow National Institutes of Health Divider Arrow NCATS

Details

Stereochemistry ABSOLUTE
Molecular Formula C18H21N3O4S2
Molecular Weight 407.507
Optical Activity UNSPECIFIED
Defined Stereocenters 5 / 5
E/Z Centers 0
Charge 0

SHOW SMILES / InChI
Structure of RAZUPENEM

SMILES

[H][C@]12[C@@H](C)C(SC3=NC(=CS3)C4=C[C@H](C)NC4)=C(N1C(=O)[C@]2([H])[C@@H](C)O)C(O)=O

InChI

InChIKey=XFGOMLIRJYURLQ-GOKYHWASSA-N
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

HIDE SMILES / InChI

Molecular Formula C18H21N3O4S2
Molecular Weight 407.507
Charge 0
Count
Stereochemistry ABSOLUTE
Additional Stereochemistry No
Defined Stereocenters 5 / 5
E/Z Centers 0
Optical Activity UNSPECIFIED

Razupenem (also known as PZ-601 or PTZ601) is an anti-MRSA carbapenem antibiotic. It is active against Enterobacteriaceae and Gram-positive bacteria including methicillin-resistant staphylococci and enterococci, and was investigated as potential alternative drug (replacing common antibiotics) against resistant bacteria. In healthy male volunteers, razupenem did not cause serious adverse events. The potential effect and safety of razupenem has been evaluated in a phase II clinical trial studying skin infection.

Approval Year

Patents
Substance Class Chemical
Created
by admin
on Fri Dec 15 17:17:21 GMT 2023
Edited
by admin
on Fri Dec 15 17:17:21 GMT 2023
Record UNII
26020H3Q1L
Record Status Validated (UNII)
Record Version
  • Download
Name Type Language
RAZUPENEM
INN   USAN   WHO-DD  
INN   USAN  
Official Name English
SMP-601
Code English
SMP601
Code English
PZ-601
Code English
PTZ601
Code English
Razupenem [WHO-DD]
Common Name English
1-AZABICYCLO(3.2.0)HEPT-2-ENE-2-CARBOXYLIC ACID, 3-((4-((5S)-2,5-DIHYDRO-5-METHYL-1H-PYRROL-3-YL)-2-THIAZOLYL)THIO)-6-((1R)-1-HYDROXYETHYL)-4-METHYL-7-OXO-, (4R,5S,6S)-
Common Name English
RAZUPENEM [USAN]
Common Name English
SM216601
Code English
PZ601
Code English
PTZ-601
Code English
SM-216601
Code English
razupenem [INN]
Common Name English
(4R,5S,6S)-6-[(1R)-1-Hydroxyethyl]-4-methyl-3-({4-[(5S)-5-methyl-2,5-dihydro-1H-pyrrol-3-yl]thiazol-2-yl}sulfanyl)-7-oxo-1-azabicyclo[3.2.0]hept-2-ene-2-carboxylic acid
Systematic Name English
Classification Tree Code System Code
NCI_THESAURUS C260
Created by admin on Fri Dec 15 17:17:21 GMT 2023 , Edited by admin on Fri Dec 15 17:17:21 GMT 2023
Code System Code Type Description
EPA CompTox
DTXSID801045429
Created by admin on Fri Dec 15 17:17:21 GMT 2023 , Edited by admin on Fri Dec 15 17:17:21 GMT 2023
PRIMARY
MESH
C500116
Created by admin on Fri Dec 15 17:17:21 GMT 2023 , Edited by admin on Fri Dec 15 17:17:21 GMT 2023
PRIMARY
FDA UNII
26020H3Q1L
Created by admin on Fri Dec 15 17:17:21 GMT 2023 , Edited by admin on Fri Dec 15 17:17:21 GMT 2023
PRIMARY
PUBCHEM
10993211
Created by admin on Fri Dec 15 17:17:21 GMT 2023 , Edited by admin on Fri Dec 15 17:17:21 GMT 2023
PRIMARY
SMS_ID
300000034451
Created by admin on Fri Dec 15 17:17:21 GMT 2023 , Edited by admin on Fri Dec 15 17:17:21 GMT 2023
PRIMARY
INN
9149
Created by admin on Fri Dec 15 17:17:21 GMT 2023 , Edited by admin on Fri Dec 15 17:17:21 GMT 2023
PRIMARY
DRUG BANK
DB12587
Created by admin on Fri Dec 15 17:17:21 GMT 2023 , Edited by admin on Fri Dec 15 17:17:21 GMT 2023
PRIMARY
ChEMBL
CHEMBL1256722
Created by admin on Fri Dec 15 17:17:21 GMT 2023 , Edited by admin on Fri Dec 15 17:17:21 GMT 2023
PRIMARY
WIKIPEDIA
Razupenem
Created by admin on Fri Dec 15 17:17:21 GMT 2023 , Edited by admin on Fri Dec 15 17:17:21 GMT 2023
PRIMARY
USAN
UU-150
Created by admin on Fri Dec 15 17:17:21 GMT 2023 , Edited by admin on Fri Dec 15 17:17:21 GMT 2023
PRIMARY
NCI_THESAURUS
C84135
Created by admin on Fri Dec 15 17:17:21 GMT 2023 , Edited by admin on Fri Dec 15 17:17:21 GMT 2023
PRIMARY
CAS
426253-04-5
Created by admin on Fri Dec 15 17:17:21 GMT 2023 , Edited by admin on Fri Dec 15 17:17:21 GMT 2023
PRIMARY
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