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Identification Taxonomy Ontology Physical properties Spectra Biological properties Concentrations Links References enzymes (1)transporters (2) Show 3 proteins XML

enzymes (1)transporters (2) Show 3 proteins

Record Information

Version

5.0

Status

Expected but not Quantified

Creation Date

2012-09-06 15:16:50 UTC

Update Date

2022-03-07 02:51:48 UTC

HMDB ID

HMDB0014971

Secondary Accession Numbers

HMDB14971

Metabolite Identification

Common Name

Cefaclor

Description

Cefaclor is only found in individuals that have used or taken this drug. It is a semisynthetic, broad-spectrum antibiotic derivative of cephalexin. [PubChem]Cefaclor, like the penicillins, is a beta-lactam antibiotic. By binding to specific penicillin-binding proteins (PBPs) located inside the bacterial cell wall, it inhibits the third and last stage of bacterial cell wall synthesis. Cell lysis is then mediated by bacterial cell wall autolytic enzymes such as autolysins. It is possible that cefaclor interferes with an autolysin inhibitor.

Structure

MOL 3D MOL SDF 3D SDF PDB 3D PDB SMILES InChI

HMDB0014971
     RDKit          3D
Cefaclor
 38 40  0  0  0  0  0  0  0  0999 V2000
    2.6200    2.8764   -1.7806 N   0  0  0  0  0  0  0  0  0  0  0  0
    1.6521    2.2565   -0.8951 C   0  0  1  0  0  0  0  0  0  0  0  0
    0.5481    1.6612   -1.6451 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.5090    1.7191   -2.9160 O   0  0  0  0  0  0  0  0  0  0  0  0
   -0.5048    1.0058   -0.9794 N   0  0  0  0  0  0  0  0  0  0  0  0
   -1.6254    0.3962   -1.6562 C   0  0  2  0  0  0  0  0  0  0  0  0
   -2.9583    0.6218   -1.0819 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.9114    1.4647   -1.1932 O   0  0  0  0  0  0  0  0  0  0  0  0
   -2.7881   -0.5420   -0.2863 N   0  0  0  0  0  0  0  0  0  0  0  0
   -3.1274   -1.3015    0.8597 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.5481   -1.4907    1.2101 C   0  0  0  0  0  0  0  0  0  0  0  0
   -5.4971   -1.0170    0.5408 O   0  0  0  0  0  0  0  0  0  0  0  0
   -4.9040   -2.2250    2.3322 O   0  0  0  0  0  0  0  0  0  0  0  0
   -2.1951   -1.8336    1.6218 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.7457   -2.7656    3.0268 Cl  0  0  0  0  0  0  0  0  0  0  0  0
   -0.7373   -1.6984    1.4063 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.3960   -1.7827   -0.3636 S   0  0  0  0  0  0  0  0  0  0  0  0
   -1.7824   -1.0426   -1.2452 C   0  0  2  0  0  0  0  0  0  0  0  0
    2.3806    1.2700   -0.0543 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.1985    1.1482    1.3036 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.8934    0.2172    2.0627 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.8022   -0.6238    1.4532 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.0028   -0.5195    0.0842 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.2910    0.4250   -0.6541 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.4665    3.0978   -1.2112 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.8120    2.2131   -2.5641 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.2234    3.0051   -0.1936 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.4897    0.9509    0.0609 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.5329    0.5427   -2.7689 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.6147   -2.9525    2.1768 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.2263   -2.5299    1.9417 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.3702   -0.7042    1.7714 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.2468   -1.6954   -2.0225 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.4801    1.8174    1.7670 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.7516    0.1205    3.1277 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.3726   -1.3721    2.0083 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.7241   -1.1905   -0.3849 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.4737    0.4776   -1.7205 H   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  1  0
  2  3  1  0
  3  4  2  0
  3  5  1  0
  5  6  1  0
  6  7  1  0
  7  8  2  0
  7  9  1  0
  9 10  1  0
 10 11  1  0
 11 12  2  0
 11 13  1  0
 10 14  2  0
 14 15  1  0
 14 16  1  0
 16 17  1  0
 17 18  1  0
  2 19  1  0
 19 20  2  0
 20 21  1  0
 21 22  2  0
 22 23  1  0
 23 24  2  0
 18  6  1  0
 24 19  1  0
 18  9  1  0
  1 25  1  0
  1 26  1  0
  2 27  1  1
  5 28  1  0
  6 29  1  6
 13 30  1  0
 16 31  1  0
 16 32  1  0
 18 33  1  6
 20 34  1  0
 21 35  1  0
 22 36  1  0
 23 37  1  0
 24 38  1  0
M  END


  Mrv0541 04191212142D          

 25 27  0  0  1  0            999 V2000
   15.1257   -5.2681    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
   15.1257   -6.0931    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   15.8401   -6.5056    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   16.5546   -6.0931    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   16.5546   -5.2681    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   15.8401   -4.8556    0.0000 S   0  0  0  0  0  0  0  0  0  0  0  0
   14.3007   -5.2681    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
   14.3007   -6.0931    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   13.5861   -4.8556    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   12.8716   -5.2681    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   12.8716   -6.0931    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   13.5861   -6.5056    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   12.1570   -4.8556    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
   17.2802   -6.5122    0.0000 Cl  0  0  0  0  0  0  0  0  0  0  0  0
   15.8401   -7.3305    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   15.1157   -7.7488    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   16.5447   -7.7373    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   11.4312   -5.2750    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   10.7176   -4.8630    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   10.0040   -5.2750    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   10.0040   -6.0990    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   10.7176   -6.5110    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   11.4312   -6.0990    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   12.1570   -4.0279    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   15.1257   -4.4422    0.0000 H   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  1  0  0  0  0
  2  3  1  0  0  0  0
  3  4  2  0  0  0  0
  4  5  1  0  0  0  0
  5  6  1  0  0  0  0
  1  6  1  0  0  0  0
  1  7  1  0  0  0  0
  7  8  1  0  0  0  0
  2  8  1  0  0  0  0
  7  9  1  1  0  0  0
  9 10  1  0  0  0  0
 10 11  2  0  0  0  0
  8 12  2  0  0  0  0
 10 13  1  0  0  0  0
  4 14  1  0  0  0  0
  3 15  1  0  0  0  0
 15 16  2  0  0  0  0
 15 17  1  0  0  0  0
 13 18  1  0  0  0  0
 18 19  2  0  0  0  0
 19 20  1  0  0  0  0
 20 21  2  0  0  0  0
 21 22  1  0  0  0  0
 22 23  2  0  0  0  0
 18 23  1  0  0  0  0
 13 24  1  1  0  0  0
  1 25  1  6  0  0  0
M  END
> <DATABASE_ID>
HMDB0014971

> <DATABASE_NAME>
hmdb

> <SMILES>
[H][C@]12SCC(Cl)=C(N1C(=O)[C@H]2NC(=O)[C@H](N)C1=CC=CC=C1)C(O)=O

> <INCHI_IDENTIFIER>
InChI=1S/C15H14ClN3O4S/c16-8-6-24-14-10(13(21)19(14)11(8)15(22)23)18-12(20)9(17)7-4-2-1-3-5-7/h1-5,9-10,14H,6,17H2,(H,18,20)(H,22,23)/t9-,10-,14-/m1/s1

> <INCHI_KEY>
QYIYFLOTGYLRGG-GPCCPHFNSA-N

> <FORMULA>
C15H14ClN3O4S

> <MOLECULAR_WEIGHT>
367.807

> <EXACT_MASS>
367.039354348

> <JCHEM_ACCEPTOR_COUNT>
5

> <JCHEM_AVERAGE_POLARIZABILITY>
35.11392625400316

> <JCHEM_BIOAVAILABILITY>
1

> <JCHEM_DONOR_COUNT>
3

> <JCHEM_FORMAL_CHARGE>
0

> <JCHEM_GHOSE_FILTER>
0

> <JCHEM_IUPAC>
(6R,7R)-7-[(2R)-2-amino-2-phenylacetamido]-3-chloro-8-oxo-5-thia-1-azabicyclo[4.2.0]oct-2-ene-2-carboxylic acid

> <ALOGPS_LOGP>
0.85

> <JCHEM_LOGP>
-2.3063354756903647

> <ALOGPS_LOGS>
-3.24

> <JCHEM_MDDR_LIKE_RULE>
0

> <JCHEM_NUMBER_OF_RINGS>
3

> <JCHEM_PHYSIOLOGICAL_CHARGE>
0

> <JCHEM_PKA>
11.258407322496303

> <JCHEM_PKA_STRONGEST_ACIDIC>
3.0266292526221776

> <JCHEM_PKA_STRONGEST_BASIC>
7.438176765543151

> <JCHEM_POLAR_SURFACE_AREA>
112.73

> <JCHEM_REFRACTIVITY>
89.56180000000002

> <JCHEM_ROTATABLE_BOND_COUNT>
4

> <JCHEM_RULE_OF_FIVE>
1

> <ALOGPS_SOLUBILITY>
2.10e-01 g/l

> <JCHEM_TRADITIONAL_IUPAC>
cefaclor

> <JCHEM_VEBER_RULE>
0

$$$$

HMDB0014971
     RDKit          3D
Cefaclor
 38 40  0  0  0  0  0  0  0  0999 V2000
    2.6200    2.8764   -1.7806 N   0  0  0  0  0  0  0  0  0  0  0  0
    1.6521    2.2565   -0.8951 C   0  0  1  0  0  0  0  0  0  0  0  0
    0.5481    1.6612   -1.6451 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.5090    1.7191   -2.9160 O   0  0  0  0  0  0  0  0  0  0  0  0
   -0.5048    1.0058   -0.9794 N   0  0  0  0  0  0  0  0  0  0  0  0
   -1.6254    0.3962   -1.6562 C   0  0  2  0  0  0  0  0  0  0  0  0
   -2.9583    0.6218   -1.0819 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.9114    1.4647   -1.1932 O   0  0  0  0  0  0  0  0  0  0  0  0
   -2.7881   -0.5420   -0.2863 N   0  0  0  0  0  0  0  0  0  0  0  0
   -3.1274   -1.3015    0.8597 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.5481   -1.4907    1.2101 C   0  0  0  0  0  0  0  0  0  0  0  0
   -5.4971   -1.0170    0.5408 O   0  0  0  0  0  0  0  0  0  0  0  0
   -4.9040   -2.2250    2.3322 O   0  0  0  0  0  0  0  0  0  0  0  0
   -2.1951   -1.8336    1.6218 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.7457   -2.7656    3.0268 Cl  0  0  0  0  0  0  0  0  0  0  0  0
   -0.7373   -1.6984    1.4063 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.3960   -1.7827   -0.3636 S   0  0  0  0  0  0  0  0  0  0  0  0
   -1.7824   -1.0426   -1.2452 C   0  0  2  0  0  0  0  0  0  0  0  0
    2.3806    1.2700   -0.0543 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.1985    1.1482    1.3036 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.8934    0.2172    2.0627 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.8022   -0.6238    1.4532 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.0028   -0.5195    0.0842 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.2910    0.4250   -0.6541 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.4665    3.0978   -1.2112 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.8120    2.2131   -2.5641 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.2234    3.0051   -0.1936 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.4897    0.9509    0.0609 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.5329    0.5427   -2.7689 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.6147   -2.9525    2.1768 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.2263   -2.5299    1.9417 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.3702   -0.7042    1.7714 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.2468   -1.6954   -2.0225 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.4801    1.8174    1.7670 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.7516    0.1205    3.1277 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.3726   -1.3721    2.0083 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.7241   -1.1905   -0.3849 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.4737    0.4776   -1.7205 H   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  1  0
  2  3  1  0
  3  4  2  0
  3  5  1  0
  5  6  1  0
  6  7  1  0
  7  8  2  0
  7  9  1  0
  9 10  1  0
 10 11  1  0
 11 12  2  0
 11 13  1  0
 10 14  2  0
 14 15  1  0
 14 16  1  0
 16 17  1  0
 17 18  1  0
  2 19  1  0
 19 20  2  0
 20 21  1  0
 21 22  2  0
 22 23  1  0
 23 24  2  0
 18  6  1  0
 24 19  1  0
 18  9  1  0
  1 25  1  0
  1 26  1  0
  2 27  1  1
  5 28  1  0
  6 29  1  6
 13 30  1  0
 16 31  1  0
 16 32  1  0
 18 33  1  6
 20 34  1  0
 21 35  1  0
 22 36  1  0
 23 37  1  0
 24 38  1  0
M  END

HEADER    PROTEIN                                 19-APR-12   NONE
TITLE     NULL                                                        
COMPND    NULL                                                        
SOURCE    NULL                                                        
KEYWDS    NULL                                                        
EXPDTA    NULL                                                        
AUTHOR    Marvin                                                      
REVDAT   1   19-APR-12         0                                  
HETATM    1  C   UNK     0      28.235  -9.834   0.000  0.00  0.00           C+0
HETATM    2  N   UNK     0      28.235 -11.374   0.000  0.00  0.00           N+0
HETATM    3  C   UNK     0      29.568 -12.144   0.000  0.00  0.00           C+0
HETATM    4  C   UNK     0      30.902 -11.374   0.000  0.00  0.00           C+0
HETATM    5  C   UNK     0      30.902  -9.834   0.000  0.00  0.00           C+0
HETATM    6  S   UNK     0      29.568  -9.064   0.000  0.00  0.00           S+0
HETATM    7  C   UNK     0      26.695  -9.834   0.000  0.00  0.00           C+0
HETATM    8  C   UNK     0      26.695 -11.374   0.000  0.00  0.00           C+0
HETATM    9  N   UNK     0      25.361  -9.064   0.000  0.00  0.00           N+0
HETATM   10  C   UNK     0      24.027  -9.834   0.000  0.00  0.00           C+0
HETATM   11  O   UNK     0      24.027 -11.374   0.000  0.00  0.00           O+0
HETATM   12  O   UNK     0      25.361 -12.144   0.000  0.00  0.00           O+0
HETATM   13  C   UNK     0      22.693  -9.064   0.000  0.00  0.00           C+0
HETATM   14 Cl   UNK     0      32.256 -12.156   0.000  0.00  0.00          Cl+0
HETATM   15  C   UNK     0      29.568 -13.684   0.000  0.00  0.00           C+0
HETATM   16  O   UNK     0      28.216 -14.464   0.000  0.00  0.00           O+0
HETATM   17  O   UNK     0      30.883 -14.443   0.000  0.00  0.00           O+0
HETATM   18  C   UNK     0      21.338  -9.847   0.000  0.00  0.00           C+0
HETATM   19  C   UNK     0      20.006  -9.078   0.000  0.00  0.00           C+0
HETATM   20  C   UNK     0      18.674  -9.847   0.000  0.00  0.00           C+0
HETATM   21  C   UNK     0      18.674 -11.385   0.000  0.00  0.00           C+0
HETATM   22  C   UNK     0      20.006 -12.154   0.000  0.00  0.00           C+0
HETATM   23  C   UNK     0      21.338 -11.385   0.000  0.00  0.00           C+0
HETATM   24  N   UNK     0      22.693  -7.519   0.000  0.00  0.00           N+0
HETATM   25  H   UNK     0      28.235  -8.292   0.000  0.00  0.00           H+0
CONECT    1    2    6    7   25                                             
CONECT    2    1    3    8                                                  
CONECT    3    2    4   15                                                  
CONECT    4    3    5   14                                                  
CONECT    5    4    6                                                       
CONECT    6    5    1                                                       
CONECT    7    1    8    9                                                  
CONECT    8    7    2   12                                                  
CONECT    9    7   10                                                       
CONECT   10    9   11   13                                                  
CONECT   11   10                                                            
CONECT   12    8                                                            
CONECT   13   10   18   24                                                  
CONECT   14    4                                                            
CONECT   15    3   16   17                                                  
CONECT   16   15                                                            
CONECT   17   15                                                            
CONECT   18   13   19   23                                                  
CONECT   19   18   20                                                       
CONECT   20   19   21                                                       
CONECT   21   20   22                                                       
CONECT   22   21   23                                                       
CONECT   23   22   18                                                       
CONECT   24   13                                                            
CONECT   25    1                                                            
MASTER        0    0    0    0    0    0    0    0   25    0   54    0
END

COMPND    HMDB0014971
HETATM    1  N1  UNL     1       2.620   2.876  -1.781  1.00  0.00           N  
HETATM    2  C1  UNL     1       1.652   2.257  -0.895  1.00  0.00           C  
HETATM    3  C2  UNL     1       0.548   1.661  -1.645  1.00  0.00           C  
HETATM    4  O1  UNL     1       0.509   1.719  -2.916  1.00  0.00           O  
HETATM    5  N2  UNL     1      -0.505   1.006  -0.979  1.00  0.00           N  
HETATM    6  C3  UNL     1      -1.625   0.396  -1.656  1.00  0.00           C  
HETATM    7  C4  UNL     1      -2.958   0.622  -1.082  1.00  0.00           C  
HETATM    8  O2  UNL     1      -3.911   1.465  -1.193  1.00  0.00           O  
HETATM    9  N3  UNL     1      -2.788  -0.542  -0.286  1.00  0.00           N  
HETATM   10  C5  UNL     1      -3.127  -1.301   0.860  1.00  0.00           C  
HETATM   11  C6  UNL     1      -4.548  -1.491   1.210  1.00  0.00           C  
HETATM   12  O3  UNL     1      -5.497  -1.017   0.541  1.00  0.00           O  
HETATM   13  O4  UNL     1      -4.904  -2.225   2.332  1.00  0.00           O  
HETATM   14  C7  UNL     1      -2.195  -1.834   1.622  1.00  0.00           C  
HETATM   15 CL1  UNL     1      -2.746  -2.766   3.027  1.00  0.00          CL  
HETATM   16  C8  UNL     1      -0.737  -1.698   1.406  1.00  0.00           C  
HETATM   17  S1  UNL     1      -0.396  -1.783  -0.364  1.00  0.00           S  
HETATM   18  C9  UNL     1      -1.782  -1.043  -1.245  1.00  0.00           C  
HETATM   19  C10 UNL     1       2.381   1.270  -0.054  1.00  0.00           C  
HETATM   20  C11 UNL     1       2.198   1.148   1.304  1.00  0.00           C  
HETATM   21  C12 UNL     1       2.893   0.217   2.063  1.00  0.00           C  
HETATM   22  C13 UNL     1       3.802  -0.624   1.453  1.00  0.00           C  
HETATM   23  C14 UNL     1       4.003  -0.519   0.084  1.00  0.00           C  
HETATM   24  C15 UNL     1       3.291   0.425  -0.654  1.00  0.00           C  
HETATM   25  H1  UNL     1       3.467   3.098  -1.211  1.00  0.00           H  
HETATM   26  H2  UNL     1       2.812   2.213  -2.564  1.00  0.00           H  
HETATM   27  H3  UNL     1       1.223   3.005  -0.194  1.00  0.00           H  
HETATM   28  H4  UNL     1      -0.490   0.951   0.061  1.00  0.00           H  
HETATM   29  H5  UNL     1      -1.533   0.543  -2.769  1.00  0.00           H  
HETATM   30  H6  UNL     1      -5.615  -2.952   2.177  1.00  0.00           H  
HETATM   31  H7  UNL     1      -0.226  -2.530   1.942  1.00  0.00           H  
HETATM   32  H8  UNL     1      -0.370  -0.704   1.771  1.00  0.00           H  
HETATM   33  H9  UNL     1      -2.247  -1.695  -2.022  1.00  0.00           H  
HETATM   34  H10 UNL     1       1.480   1.817   1.767  1.00  0.00           H  
HETATM   35  H11 UNL     1       2.752   0.121   3.128  1.00  0.00           H  
HETATM   36  H12 UNL     1       4.373  -1.372   2.008  1.00  0.00           H  
HETATM   37  H13 UNL     1       4.724  -1.191  -0.385  1.00  0.00           H  
HETATM   38  H14 UNL     1       3.474   0.478  -1.720  1.00  0.00           H  
CONECT    1    2   25   26
CONECT    2    3   19   27
CONECT    3    4    4    5
CONECT    5    6   28
CONECT    6    7   18   29
CONECT    7    8    8    9
CONECT    9   10   18
CONECT   10   11   14   14
CONECT   11   12   12   13
CONECT   13   30
CONECT   14   15   16
CONECT   16   17   31   32
CONECT   17   18
CONECT   18   33
CONECT   19   20   20   24
CONECT   20   21   34
CONECT   21   22   22   35
CONECT   22   23   36
CONECT   23   24   24   37
CONECT   24   38
END

HMDB0014971
     RDKit          3D
Cefaclor
 38 40  0  0  0  0  0  0  0  0999 V2000
    2.6200    2.8764   -1.7806 N   0  0  0  0  0  0  0  0  0  0  0  0
    1.6521    2.2565   -0.8951 C   0  0  1  0  0  0  0  0  0  0  0  0
    0.5481    1.6612   -1.6451 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.5090    1.7191   -2.9160 O   0  0  0  0  0  0  0  0  0  0  0  0
   -0.5048    1.0058   -0.9794 N   0  0  0  0  0  0  0  0  0  0  0  0
   -1.6254    0.3962   -1.6562 C   0  0  2  0  0  0  0  0  0  0  0  0
   -2.9583    0.6218   -1.0819 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.9114    1.4647   -1.1932 O   0  0  0  0  0  0  0  0  0  0  0  0
   -2.7881   -0.5420   -0.2863 N   0  0  0  0  0  0  0  0  0  0  0  0
   -3.1274   -1.3015    0.8597 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.5481   -1.4907    1.2101 C   0  0  0  0  0  0  0  0  0  0  0  0
   -5.4971   -1.0170    0.5408 O   0  0  0  0  0  0  0  0  0  0  0  0
   -4.9040   -2.2250    2.3322 O   0  0  0  0  0  0  0  0  0  0  0  0
   -2.1951   -1.8336    1.6218 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.7457   -2.7656    3.0268 Cl  0  0  0  0  0  0  0  0  0  0  0  0
   -0.7373   -1.6984    1.4063 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.3960   -1.7827   -0.3636 S   0  0  0  0  0  0  0  0  0  0  0  0
   -1.7824   -1.0426   -1.2452 C   0  0  2  0  0  0  0  0  0  0  0  0
    2.3806    1.2700   -0.0543 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.1985    1.1482    1.3036 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.8934    0.2172    2.0627 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.8022   -0.6238    1.4532 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.0028   -0.5195    0.0842 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.2910    0.4250   -0.6541 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.4665    3.0978   -1.2112 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.8120    2.2131   -2.5641 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.2234    3.0051   -0.1936 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.4897    0.9509    0.0609 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.5329    0.5427   -2.7689 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.6147   -2.9525    2.1768 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.2263   -2.5299    1.9417 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.3702   -0.7042    1.7714 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.2468   -1.6954   -2.0225 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.4801    1.8174    1.7670 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.7516    0.1205    3.1277 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.3726   -1.3721    2.0083 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.7241   -1.1905   -0.3849 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.4737    0.4776   -1.7205 H   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  1  0
  2  3  1  0
  3  4  2  0
  3  5  1  0
  5  6  1  0
  6  7  1  0
  7  8  2  0
  7  9  1  0
  9 10  1  0
 10 11  1  0
 11 12  2  0
 11 13  1  0
 10 14  2  0
 14 15  1  0
 14 16  1  0
 16 17  1  0
 17 18  1  0
  2 19  1  0
 19 20  2  0
 20 21  1  0
 21 22  2  0
 22 23  1  0
 23 24  2  0
 18  6  1  0
 24 19  1  0
 18  9  1  0
  1 25  1  0
  1 26  1  0
  2 27  1  1
  5 28  1  0
  6 29  1  6
 13 30  1  0
 16 31  1  0
 16 32  1  0
 18 33  1  6
 20 34  1  0
 21 35  1  0
 22 36  1  0
 23 37  1  0
 24 38  1  0
M  END

View in JSmol View NMR Assignments View Stereo Labels

Synonyms

Value	Source
3-Chloro-7-D-(2-phenylglycinamido)-3-cephem-4-carboxylic acid	ChEBI
CCL	ChEBI
Cefaclor anhydrous	ChEBI
Cefaclorum	ChEBI
Cephaclor	ChEBI
Alenfral	Kegg
3-Chloro-7-D-(2-phenylglycinamido)-3-cephem-4-carboxylate	Generator
Cefaclor monohydrate	HMDB
Keclor	HMDB
Lilly 99638	HMDB
Anhydrous, cefaclor	HMDB
Ceclor	HMDB
Monohydrate, cefaclor	HMDB

Chemical Formula

C₁₅H₁₄ClN₃O₄S

Average Molecular Weight

367.807

Monoisotopic Molecular Weight

367.039354348

IUPAC Name

(6R,7R)-7-[(2R)-2-amino-2-phenylacetamido]-3-chloro-8-oxo-5-thia-1-azabicyclo[4.2.0]oct-2-ene-2-carboxylic acid

Traditional Name

cefaclor

CAS Registry Number

53994-73-3

SMILES

[H][C@]12SCC(Cl)=C(N1C(=O)[C@H]2NC(=O)[C@H](N)C1=CC=CC=C1)C(O)=O

InChI Identifier

InChI=1S/C15H14ClN3O4S/c16-8-6-24-14-10(13(21)19(14)11(8)15(22)23)18-12(20)9(17)7-4-2-1-3-5-7/h1-5,9-10,14H,6,17H2,(H,18,20)(H,22,23)/t9-,10-,14-/m1/s1

InChI Key

QYIYFLOTGYLRGG-GPCCPHFNSA-N

Chemical Taxonomy

Description

Belongs to the class of organic compounds known as n-acyl-alpha amino acids and derivatives. N-acyl-alpha amino acids and derivatives are compounds containing an alpha amino acid (or a derivative thereof) which bears an acyl group at its terminal nitrogen atom.

Kingdom

Organic compounds

Super Class

Organic acids and derivatives

Class

Carboxylic acids and derivatives

Sub Class

Amino acids, peptides, and analogues

Direct Parent

N-acyl-alpha amino acids and derivatives

Alternative Parents

Substituents

N-acyl-alpha amino acid or derivatives
Cephem
Aralkylamine
Meta-thiazine
Monocyclic benzene moiety
Benzenoid
Beta-lactam
Tertiary carboxylic acid amide
Vinylogous halide
Azetidine
Amino acid
Carboxamide group
Lactam
Carboximidic acid
Carboximidic acid derivative
Carboxylic acid
Azacycle
Chloroalkene
Monocarboxylic acid or derivatives
Haloalkene
Organoheterocyclic compound
Thioether
Hemithioaminal
Vinyl chloride
Vinyl halide
Dialkylthioether
Propargyl-type 1,3-dipolar organic compound
Organic 1,3-dipolar compound
Carbonyl group
Organohalogen compound
Organochloride
Organonitrogen compound
Organooxygen compound
Primary amine
Organic nitrogen compound
Amine
Hydrocarbon derivative
Organic oxygen compound
Organopnictogen compound
Primary aliphatic amine
Organic oxide
Aromatic heteropolycyclic compound

Molecular Framework

Aromatic heteropolycyclic compounds

External Descriptors

cephalosporin (CHEBI:3478 )

Ontology

Physiological effect

Not Available

Disposition

Biological location

Non-excretory biofluid

Biofluid or Excreta

Blood (PMID: 21059682)

Excreta

Biofluid or Excreta

Urine (PMID: 21059682)

Cellular substructure

Cytoplasm (HMDB: HMDB0014971)
Membrane (HMDB: HMDB0014971)

Source

Exogenous

Exogenous (HMDB: HMDB0014971)

Process

Not Available

Role

Not Available

Physical Properties

State

Solid

Experimental Molecular Properties

Property	Value	Reference
Melting Point	327 °C	Not Available
Boiling Point	Not Available	Not Available
Water Solubility	0.21 g/L	Not Available
LogP	0.4	Not Available

Experimental Chromatographic Properties

Not Available

Predicted Molecular Properties

Property	Value	Source
Water Solubility	0.21 g/L	ALOGPS
logP	0.85	ALOGPS
logP	-2.3	ChemAxon
logS	-3.2	ALOGPS
pKa (Strongest Acidic)	3.03	ChemAxon
pKa (Strongest Basic)	7.44	ChemAxon
Physiological Charge	0	ChemAxon
Hydrogen Acceptor Count	5	ChemAxon
Hydrogen Donor Count	3	ChemAxon
Polar Surface Area	112.73 Å²	ChemAxon
Rotatable Bond Count	4	ChemAxon
Refractivity	89.56 m³·mol⁻¹	ChemAxon
Polarizability	35.11 Å³	ChemAxon
Number of Rings	3	ChemAxon
Bioavailability	Yes	ChemAxon
Rule of Five	Yes	ChemAxon
Ghose Filter	No	ChemAxon
Veber's Rule	No	ChemAxon
MDDR-like Rule	No	ChemAxon

Predicted Chromatographic Properties

Predicted Collision Cross Sections

Predictor	Adduct Type	CCS Value (Å²)	Reference
DeepCCS	[M-2H]-	211.321	30932474
DeepCCS	[M+Na]+	186.419	30932474
AllCCS	[M+H]+	179.7	32859911
AllCCS	[M+H-H2O]+	177.0	32859911
AllCCS	[M+NH4]+	182.3	32859911
AllCCS	[M+Na]+	183.0	32859911
AllCCS	[M-H]-	177.3	32859911
AllCCS	[M+Na-2H]-	177.2	32859911
AllCCS	[M+HCOO]-	177.2	32859911

Predicted Retention Times

Underivatized

Chromatographic Method	Retention Time	Reference
Measured using a Waters Acquity ultraperformance liquid chromatography (UPLC) ethylene-bridged hybrid (BEH) C18 column (100 mm × 2.1 mm; 1.7 μmparticle diameter). Predicted by Afia on May 17, 2022. Predicted by Afia on May 17, 2022.	3.24 minutes	32390414
Predicted by Siyang on May 30, 2022	11.2672 minutes	33406817
Predicted by Siyang using ReTip algorithm on June 8, 2022	6.25 minutes	32390414
AjsUoB = Accucore 150 Amide HILIC with 10mM Ammonium Formate, 0.1% Formic Acid	99.6 seconds	40023050
Fem_Long = Waters ACQUITY UPLC HSS T3 C18 with Water:MeOH and 0.1% Formic Acid	1704.5 seconds	40023050
Fem_Lipids = Ascentis Express C18 with (60:40 water:ACN):(90:10 IPA:ACN) and 10mM NH4COOH + 0.1% Formic Acid	253.8 seconds	40023050
Life_Old = Waters ACQUITY UPLC BEH C18 with Water:(20:80 acetone:ACN) and 0.1% Formic Acid	122.9 seconds	40023050
Life_New = RP Waters ACQUITY UPLC HSS T3 C18 with Water:(30:70 MeOH:ACN) and 0.1% Formic Acid	168.1 seconds	40023050
RIKEN = Waters ACQUITY UPLC BEH C18 with Water:ACN and 0.1% Formic Acid	87.2 seconds	40023050
Eawag_XBridgeC18 = XBridge C18 3.5u 2.1x50 mm with Water:MeOH and 0.1% Formic Acid	338.4 seconds	40023050
BfG_NTS_RP1 =Agilent Zorbax Eclipse Plus C18 (2.1 mm x 150 mm, 3.5 um) with Water:ACN and 0.1% Formic Acid	442.0 seconds	40023050
HILIC_BDD_2 = Merck SeQuant ZIC-HILIC with ACN(0.1% formic acid):water(16 mM ammonium formate)	355.5 seconds	40023050
UniToyama_Atlantis = RP Waters Atlantis T3 (2.1 x 150 mm, 5 um) with ACN:Water and 0.1% Formic Acid	845.1 seconds	40023050
BDD_C18 = Hypersil Gold 1.9µm C18 with Water:ACN and 0.1% Formic Acid	334.3 seconds	40023050
UFZ_Phenomenex = Kinetex Core-Shell C18 2.6 um, 3.0 x 100 mm, Phenomenex with Water:MeOH and 0.1% Formic Acid	1239.1 seconds	40023050
SNU_RIKEN_POS = Waters ACQUITY UPLC BEH C18 with Water:ACN and 0.1% Formic Acid	274.7 seconds	40023050
RPMMFDA = Waters ACQUITY UPLC BEH C18 with Water:ACN and 0.1% Formic Acid	296.3 seconds	40023050
MTBLS87 = Merck SeQuant ZIC-pHILIC column with ACN:Water and :ammonium carbonate	353.9 seconds	40023050
KI_GIAR_zic_HILIC_pH2_7 = Merck SeQuant ZIC-HILIC with ACN:Water and 0.1% FA	210.3 seconds	40023050
Meister zic-pHILIC pH9.3 = Merck SeQuant ZIC-pHILIC column with ACN:Water 5mM NH4Ac pH9.3 and 5mM ammonium acetate in water	171.9 seconds	40023050

Predicted Kovats Retention Indices

Underivatized

Metabolite	SMILES	Kovats RI Value	Column Type	Reference
Cefaclor	[H][C@]12SCC(Cl)=C(N1C(=O)[C@H]2NC(=O)[C@H](N)C1=CC=CC=C1)C(O)=O	4331.5	Standard polar	33892256
Cefaclor	[H][C@]12SCC(Cl)=C(N1C(=O)[C@H]2NC(=O)[C@H](N)C1=CC=CC=C1)C(O)=O	2631.9	Standard non polar	33892256
Cefaclor	[H][C@]12SCC(Cl)=C(N1C(=O)[C@H]2NC(=O)[C@H](N)C1=CC=CC=C1)C(O)=O	3226.4	Semi standard non polar	33892256

Derivatized

Derivative Name / Structure	SMILES	Kovats RI Value	Column Type	Reference
Cefaclor,1TMS,isomer #1	C[Si](C)(C)OC(=O)C1=C(Cl)CS[C@@H]2[C@H](NC(=O)[C@H](N)C3=CC=CC=C3)C(=O)N12	3016.9	Semi standard non polar	33892256
Cefaclor,1TMS,isomer #2	C[Si](C)(C)N[C@@H](C(=O)N[C@@H]1C(=O)N2C(C(=O)O)=C(Cl)CS[C@H]12)C1=CC=CC=C1	3042.9	Semi standard non polar	33892256
Cefaclor,1TMS,isomer #3	C[Si](C)(C)N(C(=O)[C@H](N)C1=CC=CC=C1)[C@@H]1C(=O)N2C(C(=O)O)=C(Cl)CS[C@H]12	2929.5	Semi standard non polar	33892256
Cefaclor,2TMS,isomer #1	C[Si](C)(C)N[C@@H](C(=O)N[C@@H]1C(=O)N2C(C(=O)O[Si](C)(C)C)=C(Cl)CS[C@H]12)C1=CC=CC=C1	3004.3	Semi standard non polar	33892256
Cefaclor,2TMS,isomer #1	C[Si](C)(C)N[C@@H](C(=O)N[C@@H]1C(=O)N2C(C(=O)O[Si](C)(C)C)=C(Cl)CS[C@H]12)C1=CC=CC=C1	2797.0	Standard non polar	33892256
Cefaclor,2TMS,isomer #1	C[Si](C)(C)N[C@@H](C(=O)N[C@@H]1C(=O)N2C(C(=O)O[Si](C)(C)C)=C(Cl)CS[C@H]12)C1=CC=CC=C1	4236.1	Standard polar	33892256
Cefaclor,2TMS,isomer #2	C[Si](C)(C)OC(=O)C1=C(Cl)CS[C@@H]2[C@H](N(C(=O)[C@H](N)C3=CC=CC=C3)[Si](C)(C)C)C(=O)N12	2887.3	Semi standard non polar	33892256
Cefaclor,2TMS,isomer #2	C[Si](C)(C)OC(=O)C1=C(Cl)CS[C@@H]2[C@H](N(C(=O)[C@H](N)C3=CC=CC=C3)[Si](C)(C)C)C(=O)N12	2794.5	Standard non polar	33892256
Cefaclor,2TMS,isomer #2	C[Si](C)(C)OC(=O)C1=C(Cl)CS[C@@H]2[C@H](N(C(=O)[C@H](N)C3=CC=CC=C3)[Si](C)(C)C)C(=O)N12	4455.3	Standard polar	33892256
Cefaclor,2TMS,isomer #3	C[Si](C)(C)N([C@@H](C(=O)N[C@@H]1C(=O)N2C(C(=O)O)=C(Cl)CS[C@H]12)C1=CC=CC=C1)[Si](C)(C)C	2981.4	Semi standard non polar	33892256
Cefaclor,2TMS,isomer #3	C[Si](C)(C)N([C@@H](C(=O)N[C@@H]1C(=O)N2C(C(=O)O)=C(Cl)CS[C@H]12)C1=CC=CC=C1)[Si](C)(C)C	2882.3	Standard non polar	33892256
Cefaclor,2TMS,isomer #3	C[Si](C)(C)N([C@@H](C(=O)N[C@@H]1C(=O)N2C(C(=O)O)=C(Cl)CS[C@H]12)C1=CC=CC=C1)[Si](C)(C)C	4321.3	Standard polar	33892256
Cefaclor,2TMS,isomer #4	C[Si](C)(C)N[C@@H](C(=O)N([C@@H]1C(=O)N2C(C(=O)O)=C(Cl)CS[C@H]12)[Si](C)(C)C)C1=CC=CC=C1	2918.0	Semi standard non polar	33892256
Cefaclor,2TMS,isomer #4	C[Si](C)(C)N[C@@H](C(=O)N([C@@H]1C(=O)N2C(C(=O)O)=C(Cl)CS[C@H]12)[Si](C)(C)C)C1=CC=CC=C1	2846.5	Standard non polar	33892256
Cefaclor,2TMS,isomer #4	C[Si](C)(C)N[C@@H](C(=O)N([C@@H]1C(=O)N2C(C(=O)O)=C(Cl)CS[C@H]12)[Si](C)(C)C)C1=CC=CC=C1	4132.8	Standard polar	33892256
Cefaclor,3TMS,isomer #1	C[Si](C)(C)OC(=O)C1=C(Cl)CS[C@@H]2[C@H](NC(=O)[C@@H](C3=CC=CC=C3)N([Si](C)(C)C)[Si](C)(C)C)C(=O)N12	2963.4	Semi standard non polar	33892256
Cefaclor,3TMS,isomer #1	C[Si](C)(C)OC(=O)C1=C(Cl)CS[C@@H]2[C@H](NC(=O)[C@@H](C3=CC=CC=C3)N([Si](C)(C)C)[Si](C)(C)C)C(=O)N12	2948.0	Standard non polar	33892256
Cefaclor,3TMS,isomer #1	C[Si](C)(C)OC(=O)C1=C(Cl)CS[C@@H]2[C@H](NC(=O)[C@@H](C3=CC=CC=C3)N([Si](C)(C)C)[Si](C)(C)C)C(=O)N12	3982.3	Standard polar	33892256
Cefaclor,3TMS,isomer #2	C[Si](C)(C)N[C@@H](C(=O)N([C@@H]1C(=O)N2C(C(=O)O[Si](C)(C)C)=C(Cl)CS[C@H]12)[Si](C)(C)C)C1=CC=CC=C1	2911.1	Semi standard non polar	33892256
Cefaclor,3TMS,isomer #2	C[Si](C)(C)N[C@@H](C(=O)N([C@@H]1C(=O)N2C(C(=O)O[Si](C)(C)C)=C(Cl)CS[C@H]12)[Si](C)(C)C)C1=CC=CC=C1	2920.0	Standard non polar	33892256
Cefaclor,3TMS,isomer #2	C[Si](C)(C)N[C@@H](C(=O)N([C@@H]1C(=O)N2C(C(=O)O[Si](C)(C)C)=C(Cl)CS[C@H]12)[Si](C)(C)C)C1=CC=CC=C1	3841.7	Standard polar	33892256
Cefaclor,3TMS,isomer #3	C[Si](C)(C)N(C(=O)[C@@H](C1=CC=CC=C1)N([Si](C)(C)C)[Si](C)(C)C)[C@@H]1C(=O)N2C(C(=O)O)=C(Cl)CS[C@H]12	2945.8	Semi standard non polar	33892256
Cefaclor,3TMS,isomer #3	C[Si](C)(C)N(C(=O)[C@@H](C1=CC=CC=C1)N([Si](C)(C)C)[Si](C)(C)C)[C@@H]1C(=O)N2C(C(=O)O)=C(Cl)CS[C@H]12	2997.3	Standard non polar	33892256
Cefaclor,3TMS,isomer #3	C[Si](C)(C)N(C(=O)[C@@H](C1=CC=CC=C1)N([Si](C)(C)C)[Si](C)(C)C)[C@@H]1C(=O)N2C(C(=O)O)=C(Cl)CS[C@H]12	3916.4	Standard polar	33892256
Cefaclor,4TMS,isomer #1	C[Si](C)(C)OC(=O)C1=C(Cl)CS[C@@H]2[C@H](N(C(=O)[C@@H](C3=CC=CC=C3)N([Si](C)(C)C)[Si](C)(C)C)[Si](C)(C)C)C(=O)N12	2963.0	Semi standard non polar	33892256
Cefaclor,4TMS,isomer #1	C[Si](C)(C)OC(=O)C1=C(Cl)CS[C@@H]2[C@H](N(C(=O)[C@@H](C3=CC=CC=C3)N([Si](C)(C)C)[Si](C)(C)C)[Si](C)(C)C)C(=O)N12	3059.1	Standard non polar	33892256
Cefaclor,4TMS,isomer #1	C[Si](C)(C)OC(=O)C1=C(Cl)CS[C@@H]2[C@H](N(C(=O)[C@@H](C3=CC=CC=C3)N([Si](C)(C)C)[Si](C)(C)C)[Si](C)(C)C)C(=O)N12	3659.8	Standard polar	33892256
Cefaclor,1TBDMS,isomer #1	CC(C)(C)[Si](C)(C)OC(=O)C1=C(Cl)CS[C@@H]2[C@H](NC(=O)[C@H](N)C3=CC=CC=C3)C(=O)N12	3238.0	Semi standard non polar	33892256
Cefaclor,1TBDMS,isomer #2	CC(C)(C)[Si](C)(C)N[C@@H](C(=O)N[C@@H]1C(=O)N2C(C(=O)O)=C(Cl)CS[C@H]12)C1=CC=CC=C1	3224.8	Semi standard non polar	33892256
Cefaclor,1TBDMS,isomer #3	CC(C)(C)[Si](C)(C)N(C(=O)[C@H](N)C1=CC=CC=C1)[C@@H]1C(=O)N2C(C(=O)O)=C(Cl)CS[C@H]12	3158.2	Semi standard non polar	33892256
Cefaclor,2TBDMS,isomer #1	CC(C)(C)[Si](C)(C)N[C@@H](C(=O)N[C@@H]1C(=O)N2C(C(=O)O[Si](C)(C)C(C)(C)C)=C(Cl)CS[C@H]12)C1=CC=CC=C1	3405.5	Semi standard non polar	33892256
Cefaclor,2TBDMS,isomer #1	CC(C)(C)[Si](C)(C)N[C@@H](C(=O)N[C@@H]1C(=O)N2C(C(=O)O[Si](C)(C)C(C)(C)C)=C(Cl)CS[C@H]12)C1=CC=CC=C1	3204.3	Standard non polar	33892256
Cefaclor,2TBDMS,isomer #1	CC(C)(C)[Si](C)(C)N[C@@H](C(=O)N[C@@H]1C(=O)N2C(C(=O)O[Si](C)(C)C(C)(C)C)=C(Cl)CS[C@H]12)C1=CC=CC=C1	4301.7	Standard polar	33892256
Cefaclor,2TBDMS,isomer #2	CC(C)(C)[Si](C)(C)OC(=O)C1=C(Cl)CS[C@@H]2[C@H](N(C(=O)[C@H](N)C3=CC=CC=C3)[Si](C)(C)C(C)(C)C)C(=O)N12	3323.0	Semi standard non polar	33892256
Cefaclor,2TBDMS,isomer #2	CC(C)(C)[Si](C)(C)OC(=O)C1=C(Cl)CS[C@@H]2[C@H](N(C(=O)[C@H](N)C3=CC=CC=C3)[Si](C)(C)C(C)(C)C)C(=O)N12	3190.9	Standard non polar	33892256
Cefaclor,2TBDMS,isomer #2	CC(C)(C)[Si](C)(C)OC(=O)C1=C(Cl)CS[C@@H]2[C@H](N(C(=O)[C@H](N)C3=CC=CC=C3)[Si](C)(C)C(C)(C)C)C(=O)N12	4467.0	Standard polar	33892256
Cefaclor,2TBDMS,isomer #3	CC(C)(C)[Si](C)(C)N([C@@H](C(=O)N[C@@H]1C(=O)N2C(C(=O)O)=C(Cl)CS[C@H]12)C1=CC=CC=C1)[Si](C)(C)C(C)(C)C	3423.9	Semi standard non polar	33892256
Cefaclor,2TBDMS,isomer #3	CC(C)(C)[Si](C)(C)N([C@@H](C(=O)N[C@@H]1C(=O)N2C(C(=O)O)=C(Cl)CS[C@H]12)C1=CC=CC=C1)[Si](C)(C)C(C)(C)C	3273.2	Standard non polar	33892256
Cefaclor,2TBDMS,isomer #3	CC(C)(C)[Si](C)(C)N([C@@H](C(=O)N[C@@H]1C(=O)N2C(C(=O)O)=C(Cl)CS[C@H]12)C1=CC=CC=C1)[Si](C)(C)C(C)(C)C	4298.6	Standard polar	33892256
Cefaclor,2TBDMS,isomer #4	CC(C)(C)[Si](C)(C)N[C@@H](C(=O)N([C@@H]1C(=O)N2C(C(=O)O)=C(Cl)CS[C@H]12)[Si](C)(C)C(C)(C)C)C1=CC=CC=C1	3314.5	Semi standard non polar	33892256
Cefaclor,2TBDMS,isomer #4	CC(C)(C)[Si](C)(C)N[C@@H](C(=O)N([C@@H]1C(=O)N2C(C(=O)O)=C(Cl)CS[C@H]12)[Si](C)(C)C(C)(C)C)C1=CC=CC=C1	3270.6	Standard non polar	33892256
Cefaclor,2TBDMS,isomer #4	CC(C)(C)[Si](C)(C)N[C@@H](C(=O)N([C@@H]1C(=O)N2C(C(=O)O)=C(Cl)CS[C@H]12)[Si](C)(C)C(C)(C)C)C1=CC=CC=C1	4189.8	Standard polar	33892256
Cefaclor,3TBDMS,isomer #1	CC(C)(C)[Si](C)(C)OC(=O)C1=C(Cl)CS[C@@H]2[C@H](NC(=O)[C@@H](C3=CC=CC=C3)N([Si](C)(C)C(C)(C)C)[Si](C)(C)C(C)(C)C)C(=O)N12	3633.9	Semi standard non polar	33892256
Cefaclor,3TBDMS,isomer #1	CC(C)(C)[Si](C)(C)OC(=O)C1=C(Cl)CS[C@@H]2[C@H](NC(=O)[C@@H](C3=CC=CC=C3)N([Si](C)(C)C(C)(C)C)[Si](C)(C)C(C)(C)C)C(=O)N12	3514.4	Standard non polar	33892256
Cefaclor,3TBDMS,isomer #1	CC(C)(C)[Si](C)(C)OC(=O)C1=C(Cl)CS[C@@H]2[C@H](NC(=O)[C@@H](C3=CC=CC=C3)N([Si](C)(C)C(C)(C)C)[Si](C)(C)C(C)(C)C)C(=O)N12	4120.0	Standard polar	33892256
Cefaclor,3TBDMS,isomer #2	CC(C)(C)[Si](C)(C)N[C@@H](C(=O)N([C@@H]1C(=O)N2C(C(=O)O[Si](C)(C)C(C)(C)C)=C(Cl)CS[C@H]12)[Si](C)(C)C(C)(C)C)C1=CC=CC=C1	3495.6	Semi standard non polar	33892256
Cefaclor,3TBDMS,isomer #2	CC(C)(C)[Si](C)(C)N[C@@H](C(=O)N([C@@H]1C(=O)N2C(C(=O)O[Si](C)(C)C(C)(C)C)=C(Cl)CS[C@H]12)[Si](C)(C)C(C)(C)C)C1=CC=CC=C1	3498.4	Standard non polar	33892256
Cefaclor,3TBDMS,isomer #2	CC(C)(C)[Si](C)(C)N[C@@H](C(=O)N([C@@H]1C(=O)N2C(C(=O)O[Si](C)(C)C(C)(C)C)=C(Cl)CS[C@H]12)[Si](C)(C)C(C)(C)C)C1=CC=CC=C1	4059.4	Standard polar	33892256
Cefaclor,3TBDMS,isomer #3	CC(C)(C)[Si](C)(C)N(C(=O)[C@@H](C1=CC=CC=C1)N([Si](C)(C)C(C)(C)C)[Si](C)(C)C(C)(C)C)[C@@H]1C(=O)N2C(C(=O)O)=C(Cl)CS[C@H]12	3572.3	Semi standard non polar	33892256
Cefaclor,3TBDMS,isomer #3	CC(C)(C)[Si](C)(C)N(C(=O)[C@@H](C1=CC=CC=C1)N([Si](C)(C)C(C)(C)C)[Si](C)(C)C(C)(C)C)[C@@H]1C(=O)N2C(C(=O)O)=C(Cl)CS[C@H]12	3587.8	Standard non polar	33892256
Cefaclor,3TBDMS,isomer #3	CC(C)(C)[Si](C)(C)N(C(=O)[C@@H](C1=CC=CC=C1)N([Si](C)(C)C(C)(C)C)[Si](C)(C)C(C)(C)C)[C@@H]1C(=O)N2C(C(=O)O)=C(Cl)CS[C@H]12	4050.3	Standard polar	33892256
Cefaclor,4TBDMS,isomer #1	CC(C)(C)[Si](C)(C)OC(=O)C1=C(Cl)CS[C@@H]2[C@H](N(C(=O)[C@@H](C3=CC=CC=C3)N([Si](C)(C)C(C)(C)C)[Si](C)(C)C(C)(C)C)[Si](C)(C)C(C)(C)C)C(=O)N12	3767.0	Semi standard non polar	33892256
Cefaclor,4TBDMS,isomer #1	CC(C)(C)[Si](C)(C)OC(=O)C1=C(Cl)CS[C@@H]2[C@H](N(C(=O)[C@@H](C3=CC=CC=C3)N([Si](C)(C)C(C)(C)C)[Si](C)(C)C(C)(C)C)[Si](C)(C)C(C)(C)C)C(=O)N12	3789.1	Standard non polar	33892256
Cefaclor,4TBDMS,isomer #1	CC(C)(C)[Si](C)(C)OC(=O)C1=C(Cl)CS[C@@H]2[C@H](N(C(=O)[C@@H](C3=CC=CC=C3)N([Si](C)(C)C(C)(C)C)[Si](C)(C)C(C)(C)C)[Si](C)(C)C(C)(C)C)C(=O)N12	3910.6	Standard polar	33892256

Spectra

GC-MS Spectra

Spectrum Type	Description	Splash Key	Deposition Date	Source	View
Predicted GC-MS	Predicted GC-MS Spectrum - Cefaclor GC-MS (Non-derivatized) - 70eV, Positive	splash10-0a4i-0900000000-72d4be32944ae45064a0	2017-09-01	Wishart Lab	View Spectrum
Predicted GC-MS	Predicted GC-MS Spectrum - Cefaclor GC-MS (1 TMS) - 70eV, Positive	splash10-004i-6920000000-9aa0a1d7b905f4a16720	2017-10-06	Wishart Lab	View Spectrum
Predicted GC-MS	Predicted GC-MS Spectrum - Cefaclor GC-MS (Non-derivatized) - 70eV, Positive	Not Available	2021-10-12	Wishart Lab	View Spectrum
Predicted GC-MS	Predicted GC-MS Spectrum - Cefaclor GC-MS (Non-derivatized) - 70eV, Positive	Not Available	2021-10-12	Wishart Lab	View Spectrum

MS/MS Spectra

Spectrum Type	Description	Splash Key	Deposition Date	Source	View
Experimental LC-MS/MS	LC-MS/MS Spectrum - Cefaclor LC-ESI-qTof , Positive-QTOF	splash10-00dl-1911000000-144d67b80e602cc73566	2017-09-14	HMDB team, MONA	View Spectrum
Experimental LC-MS/MS	LC-MS/MS Spectrum - Cefaclor LC-ESI-qTof , Positive-QTOF	splash10-05fu-0910000000-50ca0c98776044283551	2017-09-14	HMDB team, MONA	View Spectrum
Experimental LC-MS/MS	LC-MS/MS Spectrum - Cefaclor LC-ESI-QFT , negative-QTOF	splash10-000i-0590000000-34857060856b0cac1c04	2017-09-14	HMDB team, MONA	View Spectrum
Experimental LC-MS/MS	LC-MS/MS Spectrum - Cefaclor LC-ESI-QFT , negative-QTOF	splash10-00p0-1950000000-9f8a92f4a857c98b63ab	2017-09-14	HMDB team, MONA	View Spectrum
Experimental LC-MS/MS	LC-MS/MS Spectrum - Cefaclor LC-ESI-QFT , negative-QTOF	splash10-0ukc-3920000000-86cb2f866ab059592333	2017-09-14	HMDB team, MONA	View Spectrum
Experimental LC-MS/MS	LC-MS/MS Spectrum - Cefaclor LC-ESI-QFT , negative-QTOF	splash10-0fkl-4910000000-c6f6c93efa7b2b3bc3d2	2017-09-14	HMDB team, MONA	View Spectrum
Experimental LC-MS/MS	LC-MS/MS Spectrum - Cefaclor LC-ESI-QFT , negative-QTOF	splash10-0abc-7900000000-98306dadbeccb72e1ba8	2017-09-14	HMDB team, MONA	View Spectrum
Experimental LC-MS/MS	LC-MS/MS Spectrum - Cefaclor LC-ESI-QFT , negative-QTOF	splash10-0abc-9700000000-f4a33b4825c13beb1024	2017-09-14	HMDB team, MONA	View Spectrum
Experimental LC-MS/MS	LC-MS/MS Spectrum - Cefaclor LC-ESI-QFT , positive-QTOF	splash10-05fr-0900000000-ec391756df89ec0d9544	2017-09-14	HMDB team, MONA	View Spectrum
Experimental LC-MS/MS	LC-MS/MS Spectrum - Cefaclor LC-ESI-QFT , positive-QTOF	splash10-0ab9-0900000000-f3ee64eb3dc5aa901340	2017-09-14	HMDB team, MONA	View Spectrum
Experimental LC-MS/MS	LC-MS/MS Spectrum - Cefaclor LC-ESI-QFT , positive-QTOF	splash10-0aor-0900000000-c4d5197048a0a6ec18a6	2017-09-14	HMDB team, MONA	View Spectrum
Experimental LC-MS/MS	LC-MS/MS Spectrum - Cefaclor LC-ESI-QFT , positive-QTOF	splash10-0aor-1900000000-5f6c6fcc3196ef576a9d	2017-09-14	HMDB team, MONA	View Spectrum
Experimental LC-MS/MS	LC-MS/MS Spectrum - Cefaclor LC-ESI-QFT , positive-QTOF	splash10-066r-3900000000-5151a520059ba886f4cc	2017-09-14	HMDB team, MONA	View Spectrum
Experimental LC-MS/MS	LC-MS/MS Spectrum - Cefaclor LC-ESI-QFT , positive-QTOF	splash10-066u-6900000000-e164f9cd4b1781b2168d	2017-09-14	HMDB team, MONA	View Spectrum
Experimental LC-MS/MS	LC-MS/MS Spectrum - Cefaclor , positive-QTOF	splash10-00dl-1911000000-144d67b80e602cc73566	2017-09-14	HMDB team, MONA	View Spectrum
Experimental LC-MS/MS	LC-MS/MS Spectrum - Cefaclor , positive-QTOF	splash10-05fu-0910000000-50ca0c98776044283551	2017-09-14	HMDB team, MONA	View Spectrum
Experimental LC-MS/MS	LC-MS/MS Spectrum - Cefaclor 15V, Negative-QTOF	splash10-000i-0590000000-15051a2093569703db27	2021-09-20	HMDB team, MONA	View Spectrum
Experimental LC-MS/MS	LC-MS/MS Spectrum - Cefaclor 30V, Negative-QTOF	splash10-00p0-1950000000-0e536fd1f12aa41f4465	2021-09-20	HMDB team, MONA	View Spectrum
Experimental LC-MS/MS	LC-MS/MS Spectrum - Cefaclor 75V, Positive-QTOF	splash10-066r-3900000000-ba1829fefd11d8f8eaa9	2021-09-20	HMDB team, MONA	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Cefaclor 10V, Positive-QTOF	splash10-0a6r-1912000000-f9a304b4509d8ca89efe	2016-08-03	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Cefaclor 20V, Positive-QTOF	splash10-0a6r-2910000000-53590bb778558be665bf	2016-08-03	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Cefaclor 40V, Positive-QTOF	splash10-0a4i-8900000000-d4b848807eae72399204	2016-08-03	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Cefaclor 10V, Negative-QTOF	splash10-0540-0694000000-648c6b229838bcf7e48b	2016-08-03	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Cefaclor 20V, Negative-QTOF	splash10-003i-1922000000-6892cbc88e875d08f188	2016-08-03	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Cefaclor 40V, Negative-QTOF	splash10-055f-9810000000-9e7b4266b0d2c728b78d	2016-08-03	Wishart Lab	View Spectrum

NMR Spectra

Spectrum Type	Description	Deposition Date	Source	View
Predicted 1D NMR	¹H NMR Spectrum (1D, 100 MHz, D₂O, predicted)	2021-09-29	Wishart Lab	View Spectrum
Predicted 1D NMR	¹³C NMR Spectrum (1D, 100 MHz, D₂O, predicted)	2021-09-29	Wishart Lab	View Spectrum
Predicted 1D NMR	¹H NMR Spectrum (1D, 1000 MHz, D₂O, predicted)	2021-09-29	Wishart Lab	View Spectrum
Predicted 1D NMR	¹³C NMR Spectrum (1D, 1000 MHz, D₂O, predicted)	2021-09-29	Wishart Lab	View Spectrum
Predicted 1D NMR	¹H NMR Spectrum (1D, 200 MHz, D₂O, predicted)	2021-09-29	Wishart Lab	View Spectrum
Predicted 1D NMR	¹³C NMR Spectrum (1D, 200 MHz, D₂O, predicted)	2021-09-29	Wishart Lab	View Spectrum
Predicted 1D NMR	¹H NMR Spectrum (1D, 300 MHz, D₂O, predicted)	2021-09-29	Wishart Lab	View Spectrum
Predicted 1D NMR	¹³C NMR Spectrum (1D, 300 MHz, D₂O, predicted)	2021-09-29	Wishart Lab	View Spectrum
Predicted 1D NMR	¹H NMR Spectrum (1D, 400 MHz, D₂O, predicted)	2021-09-29	Wishart Lab	View Spectrum
Predicted 1D NMR	¹³C NMR Spectrum (1D, 400 MHz, D₂O, predicted)	2021-09-29	Wishart Lab	View Spectrum
Predicted 1D NMR	¹H NMR Spectrum (1D, 500 MHz, D₂O, predicted)	2021-09-29	Wishart Lab	View Spectrum
Predicted 1D NMR	¹³C NMR Spectrum (1D, 500 MHz, D₂O, predicted)	2021-09-29	Wishart Lab	View Spectrum
Predicted 1D NMR	¹H NMR Spectrum (1D, 600 MHz, D₂O, predicted)	2021-09-29	Wishart Lab	View Spectrum
Predicted 1D NMR	¹³C NMR Spectrum (1D, 600 MHz, D₂O, predicted)	2021-09-29	Wishart Lab	View Spectrum
Predicted 1D NMR	¹H NMR Spectrum (1D, 700 MHz, D₂O, predicted)	2021-09-29	Wishart Lab	View Spectrum
Predicted 1D NMR	¹³C NMR Spectrum (1D, 700 MHz, D₂O, predicted)	2021-09-29	Wishart Lab	View Spectrum
Predicted 1D NMR	¹H NMR Spectrum (1D, 800 MHz, D₂O, predicted)	2021-09-29	Wishart Lab	View Spectrum
Predicted 1D NMR	¹³C NMR Spectrum (1D, 800 MHz, D₂O, predicted)	2021-09-29	Wishart Lab	View Spectrum
Predicted 1D NMR	¹H NMR Spectrum (1D, 900 MHz, D₂O, predicted)	2021-09-29	Wishart Lab	View Spectrum
Predicted 1D NMR	¹³C NMR Spectrum (1D, 900 MHz, D₂O, predicted)	2021-09-29	Wishart Lab	View Spectrum

Biological Properties

Cellular Locations

Cytoplasm
Membrane

Biospecimen Locations

Blood
Urine

Tissue Locations

Not Available

Pathways

Not Available

Name	SMPDB/PathBank	KEGG

Normal Concentrations

Biospecimen	Status	Value	Age	Sex	Condition	Reference	Details
Blood	Expected but not Quantified	Not Quantified	Not Available	Not Available	Taking drug identified by DrugBank entry DB00833	21059682	details
Urine	Expected but not Quantified	Not Quantified	Not Available	Not Available	Taking drug identified by DrugBank entry DB00833	21059682	details

Abnormal Concentrations

Not Available

Associated Disorders and Diseases

Disease References

None

Associated OMIM IDs

None

External Links

DrugBank ID

DB00833

Phenol Explorer Compound ID

Not Available

FooDB ID

Not Available

KNApSAcK ID

Not Available

Chemspider ID

46260

KEGG Compound ID

C06877

BioCyc ID

Not Available

BiGG ID

Not Available

Wikipedia Link

Cefaclor

METLIN ID

Not Available

PubChem Compound

51039

PDB ID

Not Available

ChEBI ID

3478

Food Biomarker Ontology

Not Available

VMH ID

Not Available

MarkerDB ID

Not Available

Good Scents ID

Not Available

References

Synthesis Reference

Not Available

Material Safety Data Sheet (MSDS)

Not Available

General References

Parra FM, Igea JM, Martin JA, Alonso MD, Lezaun A, Sainz T: Serum sickness-like syndrome associated with cefaclor therapy. Allergy. 1992 Aug;47(4 Pt 2):439-40. [PubMed:1456417 ]
Hebert AA, Sigman ES, Levy ML: Serum sickness-like reactions from cefaclor in children. J Am Acad Dermatol. 1991 Nov;25(5 Pt 1):805-8. [PubMed:1802903 ]

Enzymes

Enzyme Details

1. Myeloperoxidase

General function:: Involved in peroxidase activity
Specific function:: Part of the host defense system of polymorphonuclear leukocytes. It is responsible for microbicidal activity against a wide range of organisms. In the stimulated PMN, MPO catalyzes the production of hypohalous acids, primarily hypochlorous acid in physiologic situations, and other toxic intermediates that greatly enhance PMN microbicidal activity.
Gene Name:: MPO
Uniprot ID:: P05164
Molecular weight:: 83867.71

References

Zuccotti G, Dauria E, Torcoletti M, Lodi F, Bernardo L, Riva E: Clinical and pro-host effects of cefaclor in prophylaxis of recurrent otitis media in HIV-infected children. J Int Med Res. 2001 Jul-Aug;29(4):349-54. [PubMed:11675909 ]

Transporters

Enzyme Details

1. Solute carrier family 15 member 1

General function:: Involved in transporter activity
Specific function:: Proton-coupled intake of oligopeptides of 2 to 4 amino acids with a preference for dipeptides. May constitute a major route for the absorption of protein digestion end-products
Gene Name:: SLC15A1
Uniprot ID:: P46059
Molecular weight:: 78805.3

References

Han HK, Rhie JK, Oh DM, Saito G, Hsu CP, Stewart BH, Amidon GL: CHO/hPEPT1 cells overexpressing the human peptide transporter (hPEPT1) as an alternative in vitro model for peptidomimetic drugs. J Pharm Sci. 1999 Mar;88(3):347-50. [PubMed:10052994 ]
Luckner P, Brandsch M: Interaction of 31 beta-lactam antibiotics with the H+/peptide symporter PEPT2: analysis of affinity constants and comparison with PEPT1. Eur J Pharm Biopharm. 2005 Jan;59(1):17-24. [PubMed:15567297 ]

Enzyme Details

2. Solute carrier family 15 member 2

General function:: Involved in transporter activity
Specific function:: Proton-coupled intake of oligopeptides of 2 to 4 amino acids with a preference for dipeptides
Gene Name:: SLC15A2
Uniprot ID:: Q16348
Molecular weight:: 81782.8

References

Luckner P, Brandsch M: Interaction of 31 beta-lactam antibiotics with the H+/peptide symporter PEPT2: analysis of affinity constants and comparison with PEPT1. Eur J Pharm Biopharm. 2005 Jan;59(1):17-24. [PubMed:15567297 ]

Showing metabocard for Cefaclor (HMDB0014971)

MOL for HMDB0014971 (Cefaclor)

3D MOL for HMDB0014971 (Cefaclor)

3D SDF for HMDB0014971 (Cefaclor)

3D-SDF for HMDB0014971 (Cefaclor)

PDB for HMDB0014971 (Cefaclor)

3D PDB for HMDB0014971 (Cefaclor)

SMILES for HMDB0014971 (Cefaclor)

INCHI for HMDB0014971 (Cefaclor)

Structure for HMDB0014971 (Cefaclor)

3D Structure for HMDB0014971 (Cefaclor)

Predicted Collision Cross Sections

Predicted Retention Times

Underivatized

Predicted Kovats Retention Indices

Underivatized

Derivatized

GC-MS Spectra

MS/MS Spectra

NMR Spectra

Enzymes

References

Transporters

References

References