DELPAZOLID

Details

Stereochemistry	ABSOLUTE
Molecular Formula	C14H17FN4O3
Molecular Weight	308.3082
Optical Activity	UNSPECIFIED
Defined Stereocenters	1 / 1
E/Z Centers	0
Charge	0

SHOW SMILES / InChI

Structure Search

SMILES

CN1CCN(C=N1)C2=C(F)C=C(C=C2)N3C[C@H](CO)OC3=O

InChI

InChIKey=QLUWQAFDTNAYPN-LLVKDONJSA-N

InChI=1S/C14H17FN4O3/c1-17-4-5-18(9-16-17)13-3-2-10(6-12(13)15)19-7-11(8-20)22-14(19)21/h2-3,6,9,11,20H,4-5,7-8H2,1H3/t11-/m1/s1

HIDE SMILES / InChI

Molecular Formula	C14H17FN4O3
Molecular Weight	308.3082
Charge	0
Count

Stereochemistry	ABSOLUTE
Additional Stereochemistry	No
Defined Stereocenters	1 / 1
E/Z Centers	0
Optical Activity	UNSPECIFIED

Description
Sources: https://www.ncbi.nlm.nih.gov/pubmed/20855730 | https://www.ncbi.nlm.nih.gov/mesh/2026457 | https://www.ncbi.nlm.nih.gov/pubmed/28674049

LCB01-0371, an oxazolidinone derivative, shows good activity against Gram-positive pathogens, including Staphylococcus aureus. It is also effective against multidrug-resistant tuberculosis and is currently under clinical development.

Originator

Approval Year

Targets

Primary Target	Pharmacology	Condition	Potency
Enterococcus 3 Target ID: CHEMBL612318 Sources: https://www.ncbi.nlm.nih.gov/pubmed/20855730	Inhibitor 8297
Staphylococcus 2 Target ID: CHEMBL612624 Sources: https://www.ncbi.nlm.nih.gov/pubmed/20855730	Inhibitor 8297
Haemophilus influenzae 10 Target ID: CHEMBL355 Sources: https://www.ncbi.nlm.nih.gov/pubmed/20855730	Inhibitor 8297
Moraxella catarrhalis 10 Target ID: CHEMBL614429 Sources: https://www.ncbi.nlm.nih.gov/pubmed/20855730	Inhibitor 8297

PubMed

Title	Date	PubMed
In vitro and in vivo activities of LCB01-0371, a new oxazolidinone.	2010 Dec	20855730
Activity of LCB01-0371, a Novel Oxazolidinone, against Mycobacterium abscessus.	2017 Sep	28674049
Effect of food on the pharmacokinetic characteristics of a single oral dose of LCB01-0371, a novel oxazolidinone antibiotic.	2018	29928114
An overview of new antitubercular drugs, drug candidates, and their targets.	2020 Jan	31254295

Patents

Substance Class	Chemical Created by `admin` on `Sat Dec 16 09:42:25 UTC 2023` Edited by `admin` on `Sat Dec 16 09:42:25 UTC 2023`
Record UNII	43EP6XV33E
Record Status	`Validated (UNII)`
Record Version

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Name

Type

Language

DELPAZOLID

Official Name

English

LCB-01-0371

Code

English

(5R)-3-(3-FLUORO-4-(1-METHYL-5,6-DIHYDRO-1,2,4-TRIAZIN-4(1H)-YL)PHENYL)-5-(HYDROXYMETHYL)-1,3-OXAZOLIDIN-2-ONE

Systematic Name

English

Delpazolid [WHO-DD]

Common Name

English

LCB-010371

Code

English

delpazolid [INN]

Common Name

English

LCB01-0371

Common Name

English

2-OXAZOLIDINONE, 3-(4-(5,6-DIHYDRO-1-METHYL-1,2,4-TRIAZIN-4(1H)-YL)-3-FLUOROPHENYL)-5-(HYDROXYMETHYL)-, (5R)-

Systematic Name

English

(5R)-3-(3-FLUORO-4-(1-METHYL-5,6-DIHYDRO-1,2,4-TRIAZIN-4-YL)PHENYL)-5-(HYDROXYMETHYL)OXAZOLIDIN-2-ONE

Systematic Name

English

Classification Tree Code System Code

FDA ORPHAN DRUG

590317