Chemical Component Summary | |
|---|---|
| Name | Doripenem |
| Synonyms | (4R,5S,6S)-6-[(1R)-1-hydroxyethyl]-4-methyl-7-oxo-3-({(3S,5S)-5-[(sulfamoylamino)methyl]pyrrolidin-3-yl}sulfanyl)-1-azabicyclo[3.2.0]hept-2-ene-2-carboxylic acid |
| Identifiers | (4~{R},5~{S},6~{S})-4-methyl-6-[(1~{R})-1-oxidanylethyl]-7-oxidanylidene-3-[(3~{S},5~{S})-5-[(sulfamoylamino)methyl]pyrrolidin-3-yl]sulfanyl-1-azabicyclo[3.2.0]hept-2-ene-2-carboxylic acid |
| Formula | C15 H24 N4 O6 S2 |
| Molecular Weight | 420.504 |
| Type | NON-POLYMER |
| Isomeric SMILES | C[C@@H]1[C@@H]2[C@H](C(=O)N2C(=C1S[C@H]3C[C@H](NC3)CNS(=O)(=O)N)C(=O)O)[C@@H](C)O |
| InChI | InChI=1S/C15H24N4O6S2/c1-6-11-10(7(2)20)14(21)19(11)12(15(22)23)13(6)26-9-3-8(17-5-9)4-18-27(16,24)25/h6-11,17-18,20H,3-5H2,1-2H3,(H,22,23)(H2,16,24,25)/t6-,7-,8+,9+,10-,11-/m1/s1 |
| InChIKey | AVAACINZEOAHHE-VFZPANTDSA-N |
Chemical Details | |
|---|---|
| Formal Charge | 0 |
| Atom Count | 51 |
| Chiral Atom Count | 6 |
| Bond Count | 53 |
| Aromatic Bond Count | 0 |
Drug Info: DrugBank
| DrugBank ID | DB06211? |
|---|---|
| Name | Doripenem |
| Groups |
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| Description | Doripenem is a broad-spectrum, carbapenem antibiotic marketed under the brand name Doribax by Janssen. Doripenem injection was approved by the FDA in 2007 to treat complicated urinary tract and intra-abdominal infections. In a clinical trial of doripenem treatment in ventilator associated pneumonia (vs. imipenem and cilastatin), it was found that doripenem carried an increased risk of death and lower clinical cure rates, resulting in a premature termination of the trial. The FDA revised the doripenem label in 2014 to include a warning against use in ventilator-associated pneumonia and to reiterate its safety and efficacy for its approved indications. |
| Synonyms |
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| Brand Names |
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| Indication | Doripenem is indicated in the treatment of complicated intra-abdominal infections and complicated urinary tract infections, including pyelonephritis, caused by designated susceptible bacteria. |
| Categories |
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| ATC-Code | J01DH04 |
| CAS number | 148016-81-3 |
Drug Targets
| Name | Target Sequence | Pharmacological Action | Actions |
|---|---|---|---|
| Penicillin-binding protein 1A | MKFVKYFLILAVCCILLGAGSIYGLYRYIEPQLPDVATLKDVRLQIPMQI... | unknown | antagonist,inhibitor |
| Penicillin-binding protein 1B | MAGNDREPIGRKGKPTRPVKQKVSRRRYEDDDDYDDYDDYEDEEPMPRKG... | unknown | antagonist,inhibitor |
| Penicillin-binding protein 2 | MKLQNSFRDYTAESALFVRRALVAFLGILLLTGVLIANLYNLQIVRFTDY... | unknown | antagonist,inhibitor |
| Penicillin-binding protein 3 | MKLNYFQGALYPWRFCVIVGLLLAMVGAIVWRIVDLHVIDHDFLKGQGDA... | unknown | antagonist,inhibitor |
| Penicillin-binding protein 4 | MKNLISIIIILCLTLSIMTPYAQATNSDVTPVQAANQYGYAGLSAAYEPT... | unknown | antagonist,inhibitor |
| View More | |||
Drug Info/Drug Targets: DrugBank 3.0: a comprehensive resource for 'omics' research on drugs. Knox C, Law V, Jewison
T, Liu P, Ly S, Frolkis A, Pon A, Banco K, Mak C, Neveu V, Djoumbou Y, Eisner R, Guo AC, Wishart DS.
Nucleic Acids Res. 2011 Jan; 39 (Database issue):D1035-41. | PMID:21059682
Related Resource References
| Resource Name | Reference |
|---|---|
| Pharos | CHEMBL491571 |
| PubChem | 73303, 6918242 |
| ChEMBL | CHEMBL491571 |
| ChEBI | CHEBI:135928 |
| CCDC/CSD | IHUHAW, IHUGUP |
