ancremonam

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Ligands
ancremonam

GtoPdb Ligand ID: 13161

Synonyms: BOS-228 | LYS228

Compound class: Synthetic organic

Comment: Ancremonam is a monocyclic β-lactam (monobactam) antibacterial compound [2]. It has activity against carbapenem-resistant Enterobacteriaceae (CRE) and is stable against both metallo- and serine β-lactamases [1-2].

2D Structure

Physico-chemical Properties

Hydrogen bond acceptors	14
Hydrogen bond donors	4
Rotatable bonds	10
Topological polar surface area	264.27
Molecular weight	518.48
XLogP	-2.42
No. Lipinski's rules broken	2

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	C1CC1(C(=O)O)O/N=C(/C2=CSC(=N2)N)\C(=O)N[C@H]3[C@@H](CN4CCOC4=O)N(C3=O)S(=O)(=O)O
Isomeric SMILES	C1CC1(C(=O)O)O/N=C(/C2=CSC(=N2)N)\C(=O)N[C@H]3[C@H](N(C3=O)S(=O)(=O)O)CN4CCOC4=O
InChI	InChI=1S/C16H18N6O10S2/c17-14-18-7(6-33-14)9(20-32-16(1-2-16)13(25)26)11(23)19-10-8(5-21-3-4-31-15(21)27)22(12(10)24)34(28,29)30/h6,8,10H,1-5H2,(H2,17,18)(H,19,23)(H,25,26)(H,28,29,30)/b20-9-/t8-,10+/m1/s1
InChI Key	FWTGYTRQUBRVDW-NRABZWKMSA-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/)