Drug Information
| General Information | ||||||
|---|---|---|---|---|---|---|
| Drug ID |
DR01200
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| Drug Name |
Meropenem
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| Synonyms |
(1R,5S,6S)-2-[(3S,5S)-5-(dimethylaminocarbonyl)pyrrolidin-3-ylthio]-6-[(R)-1-hydroxyethyl]-1-methylcarbapen-2-em-3-carboxylic acid trihydrate; (2S,3R,4R)-2-[(1S,2R)-1-carboxy-2-hydroxypropyl]-4-{[(3S,5R)-5-(dimethylcarbamoyl)pyrrolidin-3-yl]sulfanyl}-3-methyl-3,4-dihydro-2H-pyrrole-5-carboxylic acid; (4R,5S,6S)-3-[(3S,5S)-5-(dimethylcarbamoyl)pyrrolidin-3-yl]sulfanyl-6-[(1R)-1-hydroxyethyl]-4-methyl-7-oxo-1-azabicyclo[3.2.0]hept-2-ene-2-carboxylic acid; (4R,5S,6S)-3-{[(3S,5S)-5-(dimethylcarbamoyl)pyrrolidin-3-yl]thio}-6-[(1R)-1-hydroxyethyl]-4-methyl-7-oxo-1-azabicyclo[3.2.0]hept-2-ene-2-carboxylic acid; (5S,6S)-3-((3S,5S)-5-(dimethylcarbamoyl)pyrrolidin-3-ylthio)-6-((S)-1-hydroxyethyl)-4-methyl-7-oxo-1-aza-bicyclo[3.2.0]hept-2-ene-2-carboxylic acid; (6S)-2-{[(3S,5S)-5-(dimethylcarbamoyl)pyrrolidin-3-yl]sulfanyl}-6-[(1R)-1-hydroxyethyl]-1beta-methyl-2,3-didehydro-1-carbapenam-3-carboxylic acid; MEPM; MERONEM; Mepem (TN); Meronem; Meronem (TN); Meropen; Meropen (TN); Meropenem (INN); Meropenem anhydrous; Merrem; Merrem (TN); Merrem I.V. (TN); Neopenem (TN); SM-7338
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| Drug Type |
Small molecular drug
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| Indication | Meningitis [ICD11:1D01.Y] | Approved | [1] | |||
| Pneumonia [ICD11:CA40] | Approved | [1] | ||||
| Sepsis [ICD11:1G40-1G41] | Approved | [1] | ||||
| Anthrax [ICD11:1B97] | Approved | [1] | ||||
| Therapeutic Class |
Antibiotics
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| Structure |
|
 |
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| 3D MOL | 2D MOL | |||||
| Formula |
C17H25N3O5S
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| Canonical SMILES |
CC1C2C(C(=O)N2C(=C1SC3CC(NC3)C(=O)N(C)C)C(=O)O)C(C)O
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| InChI |
InChI=1S/C17H25N3O5S/c1-7-12-11(8(2)21)16(23)20(12)13(17(24)25)14(7)26-9-5-10(18-6-9)15(22)19(3)4/h7-12,18,21H,5-6H2,1-4H3,(H,24,25)/t7-,8-,9+,10+,11-,12-/m1/s1
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| InChIKey |
DMJNNHOOLUXYBV-PQTSNVLCSA-N
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| CAS Number |
CAS 119478-56-7
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| Pharmaceutical Properties | Molecular Weight | 383.5 | Topological Polar Surface Area | 136 | ||
| Heavy Atom Count | 26 | Rotatable Bond Count | 5 | |||
| Hydrogen Bond Donor Count | 3 | Hydrogen Bond Acceptor Count | 7 | |||
| XLogP |
-2.4
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| PubChem CID | ||||||
| PubChem SID |
10298746
,103188146
,103914625
,104624717
,11112878
,11467134
,11468254
,11486822
,117664409
,117695442
,119525880
,12014124
,121363729
,124658855
,124766033
,126592940
,127755594
,134221905
,135022991
,135684925
,135685918
,135692126
,135693793
,135727273
,136375187
,137003432
,137179129
,139117093
,14780292
,14902620
,26744414
,36885035
,46386666
,46504928
,47217060
,47440550
,47589234
,47811032
,49681817
,49699298
,50123967
,57403544
,78847646
,7979907
,92126058
,92308358
,92309041
,93167009
,96024875
,98569498
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| ChEBI ID |
ChEBI:6770
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| TTD Drug ID | ||||||
| DT(s) Transporting This Drug | OAT1 | Transporter Info | Organic anion transporter 1 | Substrate | [2] | |
| References | ||||||
| 1 | Meropenem was approved by FDA. The official website of the U.S. Food and Drug Administration. (2019) | |||||
| 2 | Characterization of CS-023 (RO4908463), a novel parenteral carbapenem antibiotic, and meropenem as substrates of human renal transporters. Drug Metab Pharmacokinet. 2007 Feb 25;22(1):41-7. | |||||
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