GT-1   Click here for help

GtoPdb Ligand ID: 13251

Synonyms: LCB10-0200
Compound class: Synthetic organic
Comment: GT-1 (LCB10-0200) is a novel antibacterial compound with activity against Gram-negative bacteria [5]. Its struture, in which a siderophore (dihydroxypyridone) is conjugated to a modified aminothiazoylglycyl cephalosporin, was designed to exploit siderophore-dependent pathways for the uptake of iron across the outer membrane of Gram-negative bacteria [5-6].
2D Structure
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Physico-chemical Properties
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Hydrogen bond acceptors 17
Hydrogen bond donors 8
Rotatable bonds 16
Topological polar surface area 380.7
Molecular weight 808.2
XLogP -4.21
No. Lipinski's rules broken 4
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Canonical SMILES CC(C)(C(=O)O)O/N=C(/C1=C(Cl)SC(=N1)N)\C(=O)N[C@@H]2C(=O)N3C(=C(C[N+]4=CC(=C(N)N=C4)NCCNC(=O)C5=CC(=O)C(=CN5O)O)CS[C@H]23)C(=O)[O-]
Isomeric SMILES CC(C)(C(=O)O)O/N=C(/C1=C(SC(=N1)N)Cl)\C(=O)N[C@H]2[C@@H]3N(C2=O)C(=C(CS3)C[N+]4=CN=C(C(=C4)NCCNC(=O)C5=CC(=O)C(=CN5O)O)N)C(=O)[O-]
InChI InChI=1S/C29H30ClN11O11S2/c1-29(2,27(49)50)52-38-17(16-20(30)54-28(32)37-16)23(45)36-18-24(46)41-19(26(47)48)11(9-53-25(18)41)6-39-7-12(21(31)35-10-39)33-3-4-34-22(44)13-5-14(42)15(43)8-40(13)51/h5,7-8,10,18,25,31,33,51H,3-4,6,9H2,1-2H3,(H7,32,34,36,37,43,44,45,47,48,49,50)/b38-17-/t18-,25-/m1/s1
Classification Click here for help
Compound class Synthetic organic
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Database Links Click here for help
Specialist databases
Antibiotic DB Antibiotic DB Database logo GT-1, LCB10-0200
Other databases
CAS Registry No. 1401527-90-9 (source: Scifinder)
GtoPdb PubChem SID 491300033
PubChem CID 145283404
Search Google for chemical match using the InChIKey WUCKZQNKKIJUSF-UVXYUCGCSA-N
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UniChem Compound Search for chemical match using the InChIKey WUCKZQNKKIJUSF-UVXYUCGCSA-N
UniChem Connectivity Search for chemical match using the InChIKey WUCKZQNKKIJUSF-UVXYUCGCSA-N