kibdelomycin A   Click here for help

GtoPdb Ligand ID: 11016

Comment: Kibdelomycin is a broad-spectrum bactericidal agent with activity against aerobic bacteria [1]. It inhibits bacterial growth by inhibiting the bacterial DNA replication enzymes DNA gyrase and topoisomerase IV.
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2D Structure
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Physico-chemical Properties
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Hydrogen bond acceptors 17
Hydrogen bond donors 6
Rotatable bonds 14
Topological polar surface area 258.5
Molecular weight 924.33
XLogP 4.15
No. Lipinski's rules broken 3
SMILES / InChI / InChIKey
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Canonical SMILES CO[C@H]1[C@@H](OC(=O)C)[C@@H](OC(=O)N)[C@H](O[C@@H]1N1C(=O)/C(=C(/C2[C@@H](C)C=C[C@@H]3[C@@H]2C(=C)CC[C@H]3O[C@@H]2O[C@H](C)[C@H]([C@](C2)(O)[C@@H](NC(=O)c2[nH]cc(c2Cl)Cl)C)O)\O)/C(=O)[C@@H]1C(C)C)C
Isomeric SMILES CO[C@H]1[C@@H](OC(=O)C)[C@@H](OC(=O)N)[C@H](O[C@@H]1N1C(=O)/C(=C(/C2[C@@H](C)C=C[C@@H]3[C@@H]2C(=C)CC[C@H]3O[C@@H]2O[C@H](C)[C@H]([C@](C2)(O)[C@@H](NC(=O)c2[nH]cc(c2Cl)Cl)C)O)\O)/C(=O)[C@@H]1C(C)C)C
InChI InChI=1S/C43H58Cl2N4O14/c1-16(2)32-34(52)29(40(55)49(32)41-37(58-9)36(61-22(8)50)35(19(5)60-41)63-42(46)56)33(51)28-18(4)10-12-23-25(13-11-17(3)27(23)28)62-26-14-43(57,38(53)20(6)59-26)21(7)48-39(54)31-30(45)24(44)15-47-31/h10,12,15-16,18-21,23,25-28,32,35-38,41,47,51,53,57H,3,11,13-14H2,1-2,4-9H3,(H2,46,56)(H,48,54)/b33-29-/t18-,19+,20+,21-,23-,25+,26-,27-,28?,32-,35-,36-,37-,38+,41-,43+/m0/s1
InChI Key ZPMXCTSMZFCELU-DEIVJSAASA-N
Classification Click here for help
Compound class Natural product or derivative
IUPAC Name Click here for help
[(2S,3S,4S,5S,6R)-2-[(3Z,5S)-3-[[(2S,4aR,5R,8aS)-5-[(2R,4R,5R,6R)-4-[(1S)-1-[(3,4-dichloro-1H-pyrrole-2-carbonyl)amino]ethyl]-4,5-dihydroxy-6-methyloxan-2-yl]oxy-2-methyl-8-methylidene-2,4a,5,6,7,8a-hexahydro-1H-naphthalen-1-yl]-hydroxymethylidene]-2,4-dioxo-5-propan-2-ylpyrrolidin-1-yl]-5-carbamoyloxy-3-methoxy-6-methyloxan-4-yl] acetate
Database Links Click here for help
Specialist databases
Antibiotic DB Antibiotic DB Database logo 251
Other databases
ChEMBL Ligand CHEMBL2205317
GtoPdb PubChem SID 405560457
PubChem CID 71457656
Search Google for chemical match using the InChIKey ZPMXCTSMZFCELU-DEIVJSAASA-N
Search Google for chemicals with the same backbone ZPMXCTSMZFCELU
UniChem Compound Search for chemical match using the InChIKey ZPMXCTSMZFCELU-DEIVJSAASA-N
UniChem Connectivity Search for chemical match using the InChIKey ZPMXCTSMZFCELU-DEIVJSAASA-N