Compound ID | 1222

Update compound information

AIC499

Synonym(s): AIC 499  |  AIC-499

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 hospital-acquired infections caused by Gram-negative bacteria including multidrug-resistant strains of Pseudomonas aeruginosa and Acinetobacter
Description: A monobactam
Institute where first reported: AiCuris
Highest development stage: Phase 1
Development status: Inactive
Reason dropped: Undisclosed reasons
Chemical structure(s):
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Molecular weight: 670.72
Iso. SMILES: CC(C)([C@@H](C=O)NC(=O)/C(=N\O[C@@H](COC1=CC=C(C=C1)C(=N[C@@H]2CCCNC2)N)C(=O)O)/C3=CSC(=N3)N)NOS(=O)(=O)O
InChI Key: NFNVPYWCKFTXAX-OOLKDPNPSA-N
Can. SMILES: CC(C)([C@@H](C=O)NC(=O)/C(=N\O[C@@H](COC1=CC=C(C=C1)C(=N[C@@H]2CCCNC2)N)C(=O)O)/C3=CSC(=N3)N)NOS(=O)(=O)O
InChI: InChI=1S/C25H34N8O10S2/c1-25(2,33-43-45(38,39)40)19(11-34)31-22(35)20(17-13-44-24(27)30-17)32-42-18(23(36)37)12-41-16-7-5-14(6-8-16)21(26)29-15-4-3-9-28-10-15/h5-8,11,13,15,18-19,28,33H,3-4,9-10,12H2,1-2H3,(H2,26,29)(H2,27,30)(H,31,35)(H,36,37)(H,38,39,40)/b32-20-/t15-,18+,19-/m1/s1
External links:
PubChem link: https://pubchem.ncbi.nlm.nih.gov/compound/156587350
Citations:
  • https://www.ncbi.nlm.nih.gov/pmc/articles/PMC4803319/#b84-mbi-9-2016-009
  • https://www.sciencedirect.com/science/article/pii/S1471489214001076?via%3Dihub
  • http://www.aicuris.com/53/Research-Development/Bacteriology/Projects.htm
    • Patent: https://patentscope.wipo.int/search/en/WO2013110643

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