Compound ID | 147

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MB-1

Class: Beta-lactam

Agent Type: Semisynthetic; Small molecule; Direct acting;
Spectrum of activity: Gram-negative
Mechanism of action: Cell wall synthesis inhibitor
Target Pathogen: Active against Pseudomonas aeruginosa
Combined with other compounds: Yes
Description: A siderophore-monobactam conjugate
Institute where first reported: Pfizer, USA
Year first mentioned: 2015
Development status: Experimental
Chemical structure(s):
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Molecular weight: 654.57
Iso. SMILES: NC1=NC(/C(/C(N[C@@H]2C(N(S(=O)(O)=O)[C@@H]2CNC(NCC3=CC(C(O)=CN3O)=O)=O)=O)=O)=N/OC(C)(C(O[Na])=O)C)=CS1
InChI Key: NEJXBMBJWHWANL-GOZBPKOLSA-M
Can. SMILES: CC(C)(C(=O)O[Na])O/N=C(/C1=CSC(=N1)N)\C(=O)N[C@H]2[C@@H](CNC(=O)NCC3=CC(=O)C(=CN3O)O)N(C2=O)S(=O)(=O)O
InChI: InChI=1S/C20H24N8O12S2.Na/c1-20(2,17(33)34)40-26-13(9-7-41-18(21)24-9)15(31)25-14-10(28(16(14)32)42(37,38)39)5-23-19(35)22-4-8-3-11(29)12(30)6-27(8)36;/h3,6-7,10,14,30,36H,4-5H2,1-2H3,(H2,21,24)(H,25,31)(H,33,34)(H2,22,23,35)(H,37,38,39);/q;+1/p-1/b26-13-;/t10-,14+;/m1./s1
External links:
Citations:
  • http://aac.asm.org/content/59/4/2439.long
  • https://journals.asm.org/doi/full/10.1128/aac.04172-14

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