MIDEPLANIN

Details

Stereochemistry	ABSOLUTE
Molecular Formula	C93H109Cl2N11O32
Molecular Weight	1963.821
Optical Activity	UNSPECIFIED
Defined Stereocenters	23 / 23
E/Z Centers	0
Charge	0

SHOW SMILES / InChI

Structure Search

SMILES

CC(C)CCCCCCC(=O)N[C@@H]1[C@@H](O)[C@H](O)[C@@H](CO)O[C@H]1OC2=C3OC4=C(Cl)C=C(C=C4)[C@@H](O[C@@H]5O[C@H](CO)[C@@H](O)[C@H](O)[C@H]5NC(C)=O)[C@@H]6NC(=O)[C@H](NC(=O)[C@@H]7NC(=O)[C@H]8NC(=O)[C@@H](CC9=CC(Cl)=C(OC2=CC7=C3)C=C9)NC(=O)[C@H](N)C%10=CC(OC%11=CC(O)=CC8=C%11)=C(O)C=C%10)C%12=CC(=C(O)C=C%12)C%13=C(O[C@H]%14O[C@H](CO)[C@@H](O)[C@H](O)[C@@H]%14O)C=C(O)C=C%13[C@@H](NC6=O)C(=O)NCCCN(C)C

InChI

InChIKey=KVZUWEFUEGGULL-XEQFMUSQSA-N

InChI=1S/C93H109Cl2N11O32/c1-38(2)11-8-6-7-9-12-65(115)100-73-79(120)76(117)63(36-108)135-92(73)138-83-60-30-45-31-61(83)132-57-20-16-43(28-52(57)95)82(137-91-72(98-39(3)110)78(119)75(116)62(35-107)134-91)74-90(129)104-71(86(125)97-21-10-22-106(4)5)50-33-47(112)34-59(133-93-81(122)80(121)77(118)64(37-109)136-93)66(50)49-27-42(15-17-54(49)113)68(87(126)105-74)102-89(128)70(45)103-88(127)69-44-25-46(111)32-48(26-44)130-58-29-41(14-18-55(58)114)67(96)85(124)99-53(84(123)101-69)24-40-13-19-56(131-60)51(94)23-40/h13-20,23,25-34,38,53,62-64,67-82,91-93,107-109,111-114,116-122H,6-12,21-22,24,35-37,96H2,1-5H3,(H,97,125)(H,98,110)(H,99,124)(H,100,115)(H,101,123)(H,102,128)(H,103,127)(H,104,129)(H,105,126)/t53-,62-,63-,64-,67-,68-,69+,70-,71-,72-,73-,74+,75-,76-,77-,78-,79-,80+,81+,82-,91+,92+,93+/m1/s1

HIDE SMILES / InChI

Description
Sources: https://www.ncbi.nlm.nih.gov/pubmed/8444061 | https://adisinsight.springer.com/drugs/800000485

Mideplanin (MDL 62873), a teicoplanin amide derivative, was studied as an antibacterial agent against Gram-positive bacteria. However, further, development appears to have been discontinued.

Originator

Approval Year

PubMed

Title	Date	PubMed
In vitro activities of three semisynthetic amide derivatives of teicoplanin, MDL 62208, MDL 62211, and MDL 62873.	1992-02	1534977
Activities of two new teicoplanin amide derivatives (MDL 62211 and MDL 62873) compared with activities of teicoplanin and vancomycin against 800 recent staphylococcal isolates from France and the United States.	1991-03	1828137
In-vitro activity of vancomycin, teicoplanin, daptomycin, ramoplanin, MDL 62873 and other agents against staphylococci, enterococci and Clostridium difficile.	1990-11	1688341

Name

Type

Language

MIDEPLANIN

Official Name

English

A mixture of six substances of which 70% is: 34-((2-acetamido-2-deoxy-beta-D-glucopyranosyl)oxy)-15-amino-22,31-dichloro-56-((2-deoxy-2-(8-methylnonanamido)-beta-D-glucopyranosyl)oxy)-N-(3-(dimethylamino)propyl)-2,3,16,17,18,19,35,36,37,38,48,49,50,50a-t

Preferred Name

English

MIDEPLANIN [USAN]

Common Name

English

mideplanin [INN]

Common Name

English

Ristomycin A aglycone, 34-O-[2-(acetylamino)-2-deoxy-?-D-glucopyranosyl]-22,31-dichloro-38-de(methoxycarbonyl)-7-demethyl-19-deoxy-56-O-[2-deoxy-2-[(8-methyl-1-oxononyl)amino]-?-D-glucopyranosyl]-38-[[[3-(dimethylamino)propyl]amino]carbonyl]-42-O-?-D-man

Systematic Name

English

Code System Code Type Description

PUBCHEM

16132175