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Details

Stereochemistry ABSOLUTE
Molecular Formula C73H111N17O21.2ClH
Molecular Weight 1635.6884
Optical Activity UNSPECIFIED
Defined Stereocenters 13 / 13
E/Z Centers 0
Charge 0

SHOW SMILES / InChI
Structure of LOTILIBCIN HYDROCHLORIDE

SMILES

Cl.Cl.[H][C@@]1(NC(=O)[C@H](CO)NC(=O)C[C@@H](CCCC(C)C)OC(=O)[C@H](C(C)C)N(C)C(=O)[C@@H](CCCN)NC(=O)[C@@H](CC2=CNC3=C2C=CC=C3)NC(=O)[C@@H](CC(N)=O)NC(=O)[C@H](CCC(O)=O)NC(=O)[C@@H](CCCN)NC(=O)[C@H](CC(C)C)NC(=O)[C@@H](CC4=CC=CC=C4)N(C)C(=O)CNC(=O)[C@H](CO)NC1=O)[C@@H](O)C(N)=O

InChI

InChIKey=VBXUDTFBJRKXBU-JCBBIFMDSA-N
InChI=1S/C73H111N17O21.2ClH/c1-38(2)17-14-20-43-32-56(94)80-53(37-92)69(106)88-59(61(98)62(77)99)71(108)87-52(36-91)63(100)79-35-57(95)89(7)54(30-41-18-10-9-11-19-41)70(107)86-49(29-39(3)4)66(103)81-46(23-15-27-74)64(101)82-47(25-26-58(96)97)65(102)85-51(33-55(76)93)68(105)84-50(31-42-34-78-45-22-13-12-21-44(42)45)67(104)83-48(24-16-28-75)72(109)90(8)60(40(5)6)73(110)111-43;;/h9-13,18-19,21-22,34,38-40,43,46-54,59-61,78,91-92,98H,14-17,20,23-33,35-37,74-75H2,1-8H3,(H2,76,93)(H2,77,99)(H,79,100)(H,80,94)(H,81,103)(H,82,101)(H,83,104)(H,84,105)(H,85,102)(H,86,107)(H,87,108)(H,88,106)(H,96,97);2*1H/t43-,46-,47+,48-,49+,50-,51-,52+,53+,54-,59-,60+,61-;;/m1../s1

HIDE SMILES / InChI

Molecular Formula C73H111N17O21
Molecular Weight 1562.7666
Charge 0
Count
MOL RATIO 1 MOL RATIO (average)
Stereochemistry ABSOLUTE
Additional Stereochemistry No
Defined Stereocenters 13 / 13
E/Z Centers 2
Optical Activity UNSPECIFIED

Molecular Formula ClH
Molecular Weight 36.4609
Charge 0
Count
MOL RATIO 2 MOL RATIO (average)
Stereochemistry ACHIRAL
Additional Stereochemistry No
Defined Stereocenters 0 / 0
E/Z Centers 0
Optical Activity NONE

Description

Lotilibcin (WAP-8294A2) is an antibiotic originally isolated from Lysobacter sp. It is active against methicillin-resistant gram-positive bacteria. Lotilibcin antimicrobial activity is due to lysis of the bacterial membrane, and its membrane-disrupting effect depends on the presence of menaquinone, an essential factor for the bacterial respiratory chain. It was developing for the treatment of susceptible bacterial infections

Originator

Approval Year

PubMed

Substance Class Chemical
Record UNII
J28HWY0T41
Record Status FAILED
Record Version