Compound class:
Natural product
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.
|
|
2D Structure
|
|
Physico-chemical Properties
|
|
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
|
Generated using the Chemistry Development Kit (CDK) (Willighagen EL et al. Journal of Cheminformatics vol. 9:33. 2017, doi:10.1186/s13321-017-0220-4; https://cdk.github.io/)
|
SMILES / InChI / InChIKey
|
|
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
|
Generated using the Chemistry Development Kit (CDK) (Willighagen EL et al. Journal of Cheminformatics vol. 9:33. 2017, doi:10.1186/s13321-017-0220-4; https://cdk.github.io/)
|
|