OXIMONAM

Details

Stereochemistry	ABSOLUTE
Molecular Formula	C12H15N5O6S
Molecular Weight	357.342
Optical Activity	UNSPECIFIED
Defined Stereocenters	2 / 2
E/Z Centers	1
Charge	0

SHOW SMILES / InChI

Structure Search

SMILES

CO\N=C(/C(=O)N[C@H]1[C@H](C)N(OCC(O)=O)C1=O)C2=CSC(N)=N2

InChI

InChIKey=FJKOYBHMMTVFHK-TWYJFGHKSA-N

InChI=1S/C12H15N5O6S/c1-5-8(11(21)17(5)23-3-7(18)19)15-10(20)9(16-22-2)6-4-24-12(13)14-6/h4-5,8H,3H2,1-2H3,(H2,13,14)(H,15,20)(H,18,19)/b16-9-/t5-,8-/m0/s1

HIDE SMILES / InChI

Molecular Formula	C12H15N5O6S
Molecular Weight	357.342
Charge	0
Count

Stereochemistry	ABSOLUTE
Additional Stereochemistry	No
Defined Stereocenters	2 / 2
E/Z Centers	1
Optical Activity	UNSPECIFIED

Description
Sources: https://www.ncbi.nlm.nih.gov/pubmed/3754552

Oximonam (also known as SQ 82,291) was developed as a monobactam antibiotic that had shown good activity against different bacteria of the family Enterobacteriaceae and Haemophilus influenzae and was no activity at all against staphylococci and against Pseudomonas aeruginosa.

Approval Year

Substance Class	Chemical Created by `admin` on `Mon Mar 31 17:57:30 GMT 2025` Edited by `admin` on `Mon Mar 31 17:57:30 GMT 2025`
Record UNII	482M43SL0K
Record Status	`Validated (UNII)`
Record Version

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Name

Type

Language

OXIMONAM

Official Name

English

SQ 82291

Preferred Name

English

oximonam [INN]

Common Name

English

OXIMONAM [USAN]

Common Name

English

(((2S,3S)-3-((2-AMINO-4-THIAZOLYL)GLYOXYLAMIDO)-2-METHYL-4-OXO-1-AZETIDINYL)OXY)ACETIC ACID, 3(SUP 2)-(Z)-(O-METHYLOXIME)

Common Name

English

ACETIC ACID, ((3-(((2-AMINO-4-THIAZOLYL)(METHOXYIMINO)ACETYL)AMINO)-2-METHYL-4-OXO-1-AZETIDINYL)OXY)-, (2S-(2.ALPHA.,3.BETA.(Z)))-

Common Name

English

SQ-82291

Code

English

Classification Tree Code System Code

NCI_THESAURUS

C260