Drug Information
| General Information | ||||||
|---|---|---|---|---|---|---|
| Drug ID |
DR00330
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| Drug Name |
Cephalexin
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| Synonyms |
7-(D-2-Amino-2-phenylacetamido)-3-methyl-delta (sup 3)-cephem-4-carboxylic acid; 7-(D-2-Amino-2-phenylacetamido)-3-methyl-delta3-cephem-4-carboxylic acid; 7-(D-alpha-Aminophenylacetamido)desacetoxycephalosporanic acid; Adcadina; Ades[prex; Alcephin; Alexin; Alsporin; Ambal; Aristosporin; Azabort; Bactopenor; Beliam; Biocef; CEX; Carnosporin; Cefa-iskia; Cefablan; Cefacet; Cefadal; Cefadin; Cefadina; Cefalekey; Cefaleksin; Cefalessina; Cefalessina [DCIT]; Cefalexgobens; Cefalexin; Cefalexin (JP15); Cefalexin Scand Pharm; Cefalexin Sodium; Cefalexin generics; Cefalexin hydrate; Cefalexin monohydrate; Cefalexin.H2O; Cefalexina; Cefalexina Northia; Cefalexina Richet; Cefalexina [INN-Spanish]; Cefalexine; Cefalexine [INN-French]; Cefalexinum; Cefalexinum [INN-Latin]; Cefalin; Cefalival; Cefaloto; Cefaseptin; Cefax; Ceffanex; Cefibacter; Ceflax; Ceforal; Cefovit; Celexin; Cepastar; Cepexin; Cephacillin; Cephalex von ct; Cephalexin (anhydrous); Cephalexin 1-hydrate; Cephalexin 1-wasser; Cephalexin [USAN:BAN]; Cephalexin hydrate; Cephalexin monohydrate; Cephalexin(USP); Cephalexin, (6R-(6alpha,7beta))-Isomer; Cephalexin.H2O; Cephalexine; Cephalexinum; Cephalobene; Cephanasten; Cephaxin; Cephin; Cepol; Ceporex; Ceporex Forte; Ceporexin; Ceporexin-E; Ceporexine; Check; Cophalexin; Cusisporina-Cefalox; Domucef; Doriman; Durantel; Durantel DS; Ed A-Ceph; Efemida; Erocetin; Factagard; Felexin; Fexin; Henina Oral; Ibilex; Ibrexin; Inphalex; KS-1134; Karilexina; Kefalospes; Keflet; Keflex; Keflex (TN); Kefolan; Keforal; Keftab; Keftab (TN); Kekrinal; Kidolex; L-Keflex; Lafarine; Larixin; Lenocef; Lexibiotico; Lilly 66873; Loisine; Lonflex; Lopilexin; Losporal; Madlexin; Maksipor; Mamalexin; Mamlexin; Medolexin; Medoxine; Neokef; Neolexina; Noveol; Novolexin; Nufex; Oracef; Oriphex; Oroxin; Ortisporina; Ospexin; Palitrex; Panixine Disperdose; Panixine disperdose (TN); Pectril; Prindex; Pyassan; Rilexine; Roceph; Roceph Distab; Rogevil; S 6437; SQ 20248; Sanaxin; Sartosona; Sencephalin; Sepexin; Servicef; Servispor; Sialexin; Sinthecillin; Sintolexyn; Sporicef; Sporidex; Sporidex (TN); Syncl; Syncle; Synecl; Tepaxin; Theratrex; Tokiolexin; Uphalexin; Viosporine; Voxxim; Winlex; Zabytrex; Zozarine
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| Drug Type |
Small molecular drug
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| Indication | Gram-positive bacteria infections [ICD11:1A00-1H0Z] | Approved | [1] | |||
| Therapeutic Class |
Antibiotics
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| Structure |
|
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| 3D MOL | 2D MOL | |||||
| Formula |
C16H17N3O4S
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| Canonical SMILES |
CC1=C(N2C(C(C2=O)NC(=O)C(C3=CC=CC=C3)N)SC1)C(=O)O
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| InChI |
InChI=1S/C16H17N3O4S/c1-8-7-24-15-11(14(21)19(15)12(8)16(22)23)18-13(20)10(17)9-5-3-2-4-6-9/h2-6,10-11,15H,7,17H2,1H3,(H,18,20)(H,22,23)/t10-,11-,15-/m1/s1
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| InChIKey |
ZAIPMKNFIOOWCQ-UEKVPHQBSA-N
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| CAS Number |
CAS 15686-71-2
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| Pharmaceutical Properties | Molecular Weight | 347.4 | Topological Polar Surface Area | 138 | ||
| Heavy Atom Count | 24 | Rotatable Bond Count | 4 | |||
| Hydrogen Bond Donor Count | 3 | Hydrogen Bond Acceptor Count | 6 | |||
| XLogP |
0.6
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| PubChem CID | ||||||
| PubChem SID |
103682056
,104029668
,104300019
,108667050
,11466386
,11467506
,11486112
,121277919
,124658838
,124766007
,126672951
,129874110
,134221931
,134337733
,134991978
,135692166
,136367997
,137001569
,137240151
,139157607
,144089066
,14778344
,14876054
,26719711
,29215501
,34669971
,46386774
,46506749
,47291384
,47515590
,47811031
,48259499
,48415740
,48631157
,49698453
,50050891
,50064641
,50109863
,56314309
,57310443
,594576
,625390
,7847329
,7978893
,79988419
,8169783
,85788571
,87246423
,9112
,92308234
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| ChEBI ID |
CHEBI:3534
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| TTD Drug ID | ||||||
| DT(s) Transporting This Drug | MATE1 | Transporter Info | Multidrug and toxin extrusion protein 1 | Substrate | [2] | |
| PEPT1 | Transporter Info | Peptide transporter 1 | Substrate | [3] | ||
| PEPT2 | Transporter Info | Peptide transporter 2 | Substrate | [4] | ||
| Drug-Transporter Activity Data | ||||||
| Drug-Transporter Activity Data | PEPT1 | Transporter Info | Km =7.97 microM | Human enterocyte-like 2 cells (Caco-2)-PEPT1 | [5] | |
| References | ||||||
| 1 | Cephalexin was approved by FDA. The official website of the U.S. Food and Drug Administration. (2019) | |||||
| 2 | Reduced renal clearance of a zwitterionic substrate cephalexin in MATE1-deficient mice. J Pharmacol Exp Ther. 2010 Aug;334(2):651-6. | |||||
| 3 | Direct evidence for efficient transport and minimal metabolism of L-cephalexin by oligopeptide transporter 1 in budded baculovirus fraction. Biol Pharm Bull. 2009 Aug;32(8):1459-61. | |||||
| 4 | Transport characteristics of a novel peptide transporter 1 substrate, antihypotensive drug midodrine, and its amino acid derivatives. J Pharmacol Exp Ther. 2006 Jul;318(1):455-60. | |||||
| 5 | Effects of progesterone and norethisterone on cephalexin uptake in the human intestinal cell line Caco-2. Biol Pharm Bull. 2004 Apr;27(4):559-63. | |||||
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