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Details

Stereochemistry ABSOLUTE
Molecular Formula C60H63N13O13S6
Molecular Weight 1366.612
Optical Activity UNSPECIFIED
Defined Stereocenters 6 / 6
E/Z Centers 0
Charge 0

SHOW SMILES / InChI
Structure of LFF-571

SMILES

[H][C@](O)(C1=CC=CC=C1)[C@]2([H])NC(=O)CNC(=O)C3=C(COC)SC(=N3)[C@@H](NC(=O)C4=C(C)SC(=N4)[C@H](CC(=O)NC)NC(=O)C5=CSC(=N5)C6=C(N=C(C=C6)C7=NC(=CS7)N(CCCCC(O)=O)C(=O)O[C@H]8CC[C@@H](CC8)C(O)=O)C9=CSC(=N9)C%10=CSC2=N%10)C(C)C

InChI

InChIKey=GNLYKLDXQZHYTR-LMOGNUDZSA-N
InChI=1S/C60H63N13O13S6/c1-28(2)44-58-72-47(39(92-58)23-85-5)51(80)62-22-42(75)69-48(49(78)30-11-7-6-8-12-30)57-67-38(26-89-57)55-65-36(24-88-55)46-33(53-66-37(25-87-53)50(79)64-35(21-41(74)61-4)56-71-45(29(3)91-56)52(81)70-44)18-19-34(63-46)54-68-40(27-90-54)73(20-10-9-13-43(76)77)60(84)86-32-16-14-31(15-17-32)59(82)83/h6-8,11-12,18-19,24-28,31-32,35,44,48-49,78H,9-10,13-17,20-23H2,1-5H3,(H,61,74)(H,62,80)(H,64,79)(H,69,75)(H,70,81)(H,76,77)(H,82,83)/t31-,32-,35-,44-,48-,49-/m0/s1

HIDE SMILES / InChI

Molecular Formula C60H63N13O13S6
Molecular Weight 1366.612
Charge 0
Count
MOL RATIO 1 MOL RATIO (average)
Stereochemistry ABSOLUTE
Additional Stereochemistry No
Defined Stereocenters 6 / 6
E/Z Centers 0
Optical Activity UNSPECIFIED

Description

LFF-571 is a novel semisynthetic thiopeptide antibiotic with potent activity against a variety of Gram-positive pathogens, including Clostridium difficile. LFF-571 was generally safe and well tolerated in single and multiple oral doses in healthy subjects. There were no deaths, no serious adverse events, and no subject withdrawals due to an adverse event. The most common adverse event was diarrhea, gastrointestinal pain or distension was also noted. Similar to healthy volunteers, patients with C. difficile infections exhibited high fecal concentrations and low serum levels of LFF571. Novartis is developing oral LFF 571 for the treatment of Clostridium difficile infections. LFF 571 binds to bacterial elongation factor Tu (EF-Tu) in domain 2. Phase-II development is ongoing in USA and Canada.

Approval Year

PubMed

Sample Use Guides

In Vivo Use Guide
200 mg four times daily for 10 days
Route of Administration: Oral
Substance Class Chemical
Record UNII
W7AUL2R95Z
Record Status Validated (UNII)
Record Version