SPR741

Last updated

SPR741
SPR741.svg
Skeletal formula of SPR741
SPR741 2.svg
peptide depiction (DAB = Diaminobutyric acid)
Clinical data
Other namesNAB741
Legal status
Legal status
  • Investigational
Identifiers
  • (2S,3R)-2-Acetamido-3-hydroxy-N-[(2R)-3-hydroxy-1-oxo-1-{{#parsoidfragment:2}}(3S,6S,9S,12S,15R,18S,21S)-6,9,18-tris(2-aminoethyl)-15-benzyl-3-[(1R)-1-hydroxyethyl]-12-(2-methylpropyl)-2,5,8,11,14,17,20-heptaoxo-1,4,7,10,13,16,19-heptazacyclotricos-21-yl]amino]propan-2-yl]butanamide
CAS Number
PubChem CID
IUPHAR/BPS
UNII
ChEMBL
Chemical and physical data
Formula C44H73N13O13
Molar mass 992.146 g·mol−1
3D model (JSmol)
  • C[C@H]([C@H]1C(=O)NCC[C@@H](C(=O)N[C@H](C(=O)N[C@@H](C(=O)N[C@H](C(=O)N[C@H](C(=O)N[C@H](C(=O)N1)CCN)CCN)CC(C)C)CC2=CC=CC=C2)CCN)NC(=O)[C@@H](CO)NC(=O)[C@H]([C@@H](C)O)NC(=O)C)O
  • InChI=1S/C44H73N13O13/c1-22(2)19-31-40(66)52-27(11-15-45)36(62)51-29(13-17-47)39(65)57-34(23(3)59)43(69)48-18-14-30(53-42(68)33(21-58)56-44(70)35(24(4)60)49-25(5)61)38(64)50-28(12-16-46)37(63)55-32(41(67)54-31)20-26-9-7-6-8-10-26/h6-10,22-24,27-35,58-60H,11-21,45-47H2,1-5H3,(H,48,69)(H,49,61)(H,50,64)(H,51,62)(H,52,66)(H,53,68)(H,54,67)(H,55,63)(H,56,70)(H,57,65)/t23-,24-,27+,28+,29+,30+,31+,32-,33-,34+,35+/m1/s1
  • Key:JBFNEVNUGGFPBQ-DDMCRLCFSA-N

SPR741 is an experimental antibiotic related to Polymyxin B. It shows activity against a number of bacterial pathogens, especially Acinetobacter baumannii and Klebsiella pneumoniae , acting as an antibiotic adjuvant which disrupts the outer membrane of Gram-negative bacteria and allows other antibiotics to more effectively penetrate into the cell. [1] [2] [3] [4]

References

  1. Eckburg PB, Lister T, Walpole S, Keutzer T, Utley L, Tomayko J, et al. (September 2019). "Safety, Tolerability, Pharmacokinetics, and Drug Interaction Potential of SPR741, an Intravenous Potentiator, after Single and Multiple Ascending Doses and When Combined with β-Lactam Antibiotics in Healthy Subjects". Antimicrobial Agents and Chemotherapy. 63 (9). doi:10.1128/AAC.00892-19. PMC   6709486 . PMID   31262767.
  2. Vaara M (January 2019). "Polymyxin Derivatives that Sensitize Gram-Negative Bacteria to Other Antibiotics". Molecules. 24 (2): 249. doi: 10.3390/molecules24020249 . PMC   6359160 . PMID   30641878.
  3. She P, Liu Y, Xu L, Li Y, Li Z, Liu S, et al. (2022). "SPR741, Double- or Triple-Combined With Erythromycin and Clarithromycin, Combats Drug-Resistant Klebsiella pneumoniae, Its Biofilms, and Persister Cells". Frontiers in Cellular and Infection Microbiology. 12 858606. doi: 10.3389/fcimb.2022.858606 . PMC   8971605 . PMID   35372124.
  4. Li Z, She P, Liu Y, Xu L, Li Y, Liu S, et al. (January 2023). "Triple combination of SPR741, clarithromycin, and erythromycin against Acinetobacter baumannii and its tolerant phenotype". Journal of Applied Microbiology. 134 (1). doi:10.1093/jambio/lxac023. PMID   36626755.