Drug Information
| General Information | ||||||
|---|---|---|---|---|---|---|
| Drug ID |
DR00551
|
|||||
| Drug Name |
Cefamandole
|
|||||
| Synonyms |
(6R,7R)-7-(R)-Mandelamido-3-(((1-methyl-1H-tetrazol-5-yl)thio)methyl)-8-oxo-5-thia-1-azabicyclo(4.2.0)oct-2-ene-carboxylic acid; (6R,7R)-7-[[(2R)-2-hydroxy-2-phenylacetyl]amino]-3-[(1-methyltetrazol-5-yl)sulfanylmethyl]-8-oxo-5-thia-1-azabicyclo[4.2.0]oct-2-ene-2-carboxylic acid; (6R,7R)-7-{[(2R)-2-hydroxy-2-phenylacetyl]amino}-3-{[(1-methyl-1H-tetrazol-5-yl)sulfanyl]methyl}-8-oxo-5-thia-1-azabicyclo[4.2.0]oct-2-ene-2-carboxylic acid; (6R,7R)-7-{[(2R)-2-hydroxy-2-phenylacetyl]amino}-3-{[(1-methyl-1H-tetrazol-5-yl)thio]methyl}-8-oxo-5-thia-1-azabicyclo[4.2.0]oct-2-ene-2-carboxylic acid; 7beta-[(2R)-2-hydroxy-2-phenylacetamido]-3-{[(1-methyl-1H-tetrazol-5-yl)sulfanyl]methyl}ceph-3-em-4-carboxylic acid; Cefadole; Cefamandole (USAN/INN); Cefamandolum
|
|||||
| Drug Type |
Small molecular drug
|
|||||
| Indication | Infections by susceptible microorganisms [ICD11:1H0Z] | Approved | [1] | |||
| Therapeutic Class |
Antibiotics
|
|||||
| Structure |
|
 |
||||
| 3D MOL | 2D MOL | |||||
| Formula |
C18H18N6O5S2
|
|||||
| Canonical SMILES |
CN1C(=NN=N1)SCC2=C(N3C(C(C3=O)NC(=O)C(C4=CC=CC=C4)O)SC2)C(=O)O
|
|||||
| InChI |
InChI=1S/C18H18N6O5S2/c1-23-18(20-21-22-23)31-8-10-7-30-16-11(15(27)24(16)12(10)17(28)29)19-14(26)13(25)9-5-3-2-4-6-9/h2-6,11,13,16,25H,7-8H2,1H3,(H,19,26)(H,28,29)/t11-,13-,16-/m1/s1
|
|||||
| InChIKey |
OLVCFLKTBJRLHI-AXAPSJFSSA-N
|
|||||
| CAS Number |
CAS 34444-01-4
|
|||||
| Pharmaceutical Properties | Molecular Weight | 462.5 | Topological Polar Surface Area | 201 | ||
| Heavy Atom Count | 31 | Rotatable Bond Count | 7 | |||
| Hydrogen Bond Donor Count | 3 | Hydrogen Bond Acceptor Count | 10 | |||
| XLogP |
-0.9
|
|||||
| PubChem CID | ||||||
| PubChem SID |
10302112
,103023094
,103331360
,104133790
,109719094
,11466775
,11467895
,11486409
,124766405
,126621136
,126657633
,134223450
,134337744
,134999140
,135883952
,136357154
,137003418
,142043553
,14833916
,15331577
,160964623
,175268221
,175442895
,179150349
,184546701
,223668260
,226423119
,250133947
,252347133
,46508882
,47349540
,47795225
,48019109
,48318624
,48415710
,57405452
,602882
,77400779
,7849403
,7978872
,81044354
,85788971
,87322628
,9096
,92719034
,93575875
|
|||||
| ChEBI ID |
CHEBI:3480
|
|||||
| TTD Drug ID | ||||||
| DT(s) Transporting This Drug | PEPT1 | Transporter Info | Peptide transporter 1 | Substrate | [2] | |
| References | ||||||
| 1 | Cefamandole was approved by FDA. The official website of the U.S. Food and Drug Administration. (2019) | |||||
| 2 | Intestinal transport of beta-lactam antibiotics: analysis of the affinity at the H+/peptide symporter (PEPT1), the uptake into Caco-2 cell monolayers and the transepithelial flux. Pharm Res. 1999 Jan;16(1):55-61. | |||||
If you find any error in data or bug in web service, please kindly report it to Dr. Li and Dr. Fu.