muraminomicin F

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Ligands
muraminomicin F

GtoPdb Ligand ID: 13519

Compound class: Natural product

Comment: Muraminomicin F inhibits phospho-N-acetylmuramoyl-pentapeptide-transferase (MraY, translocase I), an essential enzyme in bacterial peptidoglycan biosynthesis [1].

2D Structure

Physico-chemical Properties

Hydrogen bond acceptors	28
Hydrogen bond donors	6
Rotatable bonds	37
Topological polar surface area	374.62
Molecular weight	1186.3
XLogP	0.29
No. Lipinski's rules broken	4

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	CCCCCCCCCCCC(CC(=O)OC1CN(C)C(C([C@@H]2[C@H](C[C@H](N3C=CC(=O)NC3=O)O2)O)O[C@H]4C[C@@H]([C@@H](CN)O4)O)C(=O)N(C)C1C(=O)O)OC(=O)CC(C)CC(=O)O[C@H]5[C@@H]([C@@H]([C@H]([C@H](CC)O5)OC)OC(=O)CCC(=O)O)OC
Isomeric SMILES	CCCCCCCCCCCC(CC(=O)OC1CN(C(C(=O)N(C1C(=O)O)C)C([C@@H]2[C@H](C[C@@H](O2)N3C=CC(=O)NC3=O)O)O[C@H]4C[C@@H]([C@H](O4)CN)O)C)OC(=O)CC(C)CC(=O)O[C@H]5[C@@H]([C@@H]([C@H]([C@@H](O5)CC)OC)OC(=O)CCC(=O)O)OC
InChI	InChI=1S/C55H87N5O23/c1-8-10-11-12-13-14-15-16-17-18-31(76-41(67)23-30(3)24-42(68)82-54-51(75-7)50(48(74-6)34(9-2)79-54)81-40(66)20-19-39(64)65)25-43(69)77-36-29-58(4)46(52(70)59(5)45(36)53(71)72)49(83-44-27-32(61)35(28-56)78-44)47-33(62)26-38(80-47)60-22-21-37(63)57-55(60)73/h21-22,30-36,38,44-51,54,61-62H,8-20,23-29,56H2,1-7H3,(H,64,65)(H,71,72)(H,57,63,73)/t30?,31?,32-,33-,34-,35+,36?,38+,44-,45?,46?,47-,48-,49?,50+,51+,54-/m0/s1
InChI Key	NFLAQRQUPWGKJN-CHFJNQTASA-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/)