Compound ID | 300

Update compound information

L-786392

Class: Beta-lactam (carbapenem)

Spectrum of activity: Gram-positive
Details of activity: Optimised for use against strains with β-lactamase activity againt other clinically used antibiotics against Gram positives including MRSA
Description: Ratcliffe RW, Wilkening RR, Wildonger KJ, et al. Synthesis and properties of 2-(naphthosultamyl)methyl-carbapenems with potent anti-MRSA activity: discovery of L-786,392. Bioorg Med Chem Lett. 1999;9(5):679-84.
Institute where first reported: Merck & Co., USA
Year first mentioned: 1998
Highest developmental phase: Preclinical
Development status: Inactive
Chemical structure(s):
Click here for structure editor
Molecular weight: 660.18
Iso. SMILES: C[C@@H]1[C@@H]2[C@H](C(=O)N2C(=C1CN3C4=CC=CC5=C(C=CC(=C54)S3(=O)=O)CC[N+]67CC[N+](CC6)(CC7)CC(=O)N)C(=O)[O-])[C@@H](C)O.[Cl-]
InChI Key: BRFWKOFAMCKDLC-OZBXVNDPSA-N
Can. SMILES: C[C@H]1C(=C(C(=O)[O-])N2[C@H]1[C@@H]([C@@H](C)O)C2=O)CN3C4=C5C(=CC=C4)C(=CC=C5S3(=O)=O)CC[N+]67CC[N+](CC6)(CC7)CC(=O)N.[Cl-]
InChI: InChI=1S/C31H37N5O7S.ClH/c1-18-22(29(31(40)41)34-28(18)26(19(2)37)30(34)39)16-33-23-5-3-4-21-20(6-7-24(27(21)23)44(33,42)43)8-9-35-10-13-36(14-11-35,15-12-35)17-25(32)38;/h3-7,18-19,26,28,37H,8-17H2,1-2H3,(H-2,32,38,40,41);1H/t18-,19+,26+,28+,35?,36?;/m0./s1
External links:
PubChem link: https://pubchem.ncbi.nlm.nih.gov/compound/9831086
Citations:
  • https://pdf.sciencedirectassets.com/271373/1-s2.0-S0040403900X01839/1-s2.0-S0040403998023934/main.pdf?X-Amz-Security-Token=IQoJb3JpZ2luX2VjEEUaCXVzLWVhc3QtMSJGMEQCID0mI3MOSdhBNnycTt9MVVIXyye0wyPGy34IUF5XCIGgAiBPotDmmV6LdbeXaeuf%2BIcTM86HamQ3r%2BOOqW8y4t5YTCq9Awi9%2F%2F%2F%2F%2F%2F%2F%2F%2F%2F8BEAMaDDA1OTAwMzU0Njg2NSIMcGCYEFar9ofZ4e%2BcKpED8Ey4Vsi%2BjrQJyUK1yTfJgzq33R%2FtAQ9ZsJdZyo7PFI9i9CW8s3c%2BM58jrMc2SjYIvIvhi9UjIC98CZpOglrcOVMeXvHNebhVRuOCIdbic3JGaexJM7P7BDn1%2BxIRvGttuwtcXRL7aG6HSNSgDYH7a3LVpFdUcFSEEm59%2B7EbGaAQzJGcvI%2B6so9lVkTiF%2BuQXixXd9hN%2B09xUxrQ0BdGe%2B2E%2FxfAyBvZYwvt9CHptXdaccYXmMvuZYUFgxpJElmzihuCrO58qNjqqr1vBLGfEekCVqdYwjm5HOEALzhDxkumQrgrpxKqJJ4T%2BA1sNE%2FgJ0CLBKd1XFOIUFrPpooaRjYHr%2FsCX%2FbVCmaCrirCj78ciaU3ukr1WglgJdiKzHVGbNZRcq%2Fc0TLo3PB7ZWYQ8DnLevqD0HjQP1dDtzBNvz1OOmaei%2F5YSe75m05hodkQGhTfoF6ZKFVEx0EZkaBJdl8mz7QeVUZEfsQIiZXLoUlLTniEVcF3LGu09MEBafBj%2Fcf3%2BdAij%2F18j8ojV1yo%2FT4wse2i9wU67AGNfke5L5kUQb8PUFqVKvQeKklFKOZJaVPYJqYRoheppvqHvMj06c7x9VdSzR5YRD2%2F32M5dfvix8XTn1MFvoL0MlOjhXOmJIyS2DbIrTJgor59GMFkh154uewGX4o%2FimvHdEAEMNCsBoeK3goSwUrIarC5gM6fT81y3AwafoGNM7iHFupHoG8h9TErfa%2F5OzgBOAcxhradxfyoUCRMwYVJ6gkveAoP5XdTYHdDXQP%2BkjEp6lbkijSo3IAK6IrReqZbJ9pZlm6VaFnGP9FlwwWNtDh%2Brn%2Fmm7maXXlw9qbL%2FMXQVy%2F9qWDpwLNbnQ%3D%3D&X-Amz-Algorithm=AWS4-HMAC-SHA256&X-Amz-Date=20200616T125805Z&X-Amz-SignedHeaders=host&X-Amz-Expires=299&X-Amz-Credential=ASIAQ3PHCVTY6SMJIMP4%2F20200616%2Fus-east-1%2Fs3%2Faws4_request&X-Amz-Signature=dbe4446c18d19f96075ee259387eac5247dd68bd9cdabe134cfec822ef97fe68&hash=2887c35d77ee3b5757db8681168e4b3f3d2137afa70d8d338716d826b52d0d68&host=68042c943591013ac2b2430a89b270f6af2c76d8dfd086a07176afe7c76c2c61&pii=S0040403998023934&tid=spdf-3fba15f8-30ea-4f04-b087-332ced78b136&sid=944451bd25654645069acd2022ee2e0cd88bgxrqb&type=client
  • https://www.sciencedirect.com/science/article/pii/S0960894X99000712?via%3Dihub

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