Jump To Section:

Identification Taxonomy Ontology Physical properties Spectra Biological properties Concentrations Links References XML

Record Information

Version

5.0

Status

Detected but not Quantified

Creation Date

2021-09-11 20:29:30 UTC

Update Date

2021-09-26 23:15:54 UTC

HMDB ID

HMDB0258760

Secondary Accession Numbers

None

Metabolite Identification

Common Name

Tebipenem

Description

Tebipenem belongs to the class of organic compounds known as thienamycins. These are beta-lactam antibiotics that differ from penicillins in having the thiazolidine sulfur atom replaced by carbon, the sulfur then becoming the first atom in the side chain. Based on a literature review a significant number of articles have been published on Tebipenem. This compound has been identified in human blood as reported by (PMID: 31557052 ). Tebipenem is not a naturally occurring metabolite and is only found in those individuals exposed to this compound or its derivatives. Technically Tebipenem is part of the human exposome. The exposome can be defined as the collection of all the exposures of an individual in a lifetime and how those exposures relate to health. An individual's exposure begins before birth and includes insults from environmental and occupational sources.

Structure

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

HMDB0258760
     RDKit          3D
Tebipenem
 46 49  0  0  0  0  0  0  0  0999 V2000
   -5.9053    1.7125    0.0571 C   0  0  0  0  0  0  0  0  0  0  0  0
   -5.1805    0.4583   -0.3739 C   0  0  0  0  0  0  0  0  0  0  0  0
   -5.5047    0.0985   -1.6790 O   0  0  0  0  0  0  0  0  0  0  0  0
   -3.6705    0.5984   -0.2103 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.3856    0.8625    1.2533 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.9183    1.6605    2.0547 O   0  0  0  0  0  0  0  0  0  0  0  0
   -2.3741   -0.1170    1.1985 N   0  0  0  0  0  0  0  0  0  0  0  0
   -1.2165   -0.9152    1.4427 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.6662   -1.0635    2.7881 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.1309   -0.4666    3.7880 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.4182   -1.8928    3.0239 O   0  0  0  0  0  0  0  0  0  0  0  0
   -0.8275   -1.4629    0.3027 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.5553   -2.5285    0.0697 S   0  0  0  0  0  0  0  0  0  0  0  0
    2.1295   -1.7622   -0.1194 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.7398   -0.9867    0.9971 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.3869   -0.1711   -0.0387 N   0  0  0  0  0  0  0  0  0  0  0  0
    4.6250    0.5134   -0.0988 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.7837    0.0201    0.0183 N   0  0  0  0  0  0  0  0  0  0  0  0
    6.9223    0.8227   -0.0624 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.6590    2.0867   -0.8570 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.8856    2.2760   -0.3734 S   0  0  0  0  0  0  0  0  0  0  0  0
    2.2102   -0.4309   -0.8389 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.8053   -1.0821   -0.7807 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.2848    0.0524   -1.5944 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.0321   -0.7322    0.0208 C   0  0  0  0  0  0  0  0  0  0  0  0
   -6.0748    1.6327    1.1539 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.3584    2.6421   -0.2227 H   0  0  0  0  0  0  0  0  0  0  0  0
   -6.8821    1.7169   -0.4874 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.5299   -0.3720    0.2789 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.8332   -0.8499   -1.7393 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.1863    1.2992   -0.8841 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.5054   -2.7978    2.6065 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.8648   -2.4590   -0.5871 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.0547   -0.3142    1.5553 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.4337   -1.5753    1.6126 H   0  0  0  0  0  0  0  0  0  0  0  0
    7.7397    0.2230   -0.5276 H   0  0  0  0  0  0  0  0  0  0  0  0
    7.2280    1.1588    0.9708 H   0  0  0  0  0  0  0  0  0  0  0  0
    6.7523    1.9452   -1.9333 H   0  0  0  0  0  0  0  0  0  0  0  0
    7.2471    2.9238   -0.4435 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.4214    0.2887   -0.5913 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.4578   -0.5200   -1.9265 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.0487   -1.9157   -1.4386 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.0749    0.9677   -1.0036 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.3821   -0.3024   -2.1327 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.0250    0.2982   -2.3833 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.7228   -1.5402    0.2560 H   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  1  0
  2  3  1  0
  2  4  1  0
  4  5  1  0
  5  6  2  0
  5  7  1  0
  7  8  1  0
  8  9  1  0
  9 10  2  0
  9 11  1  0
  8 12  2  0
 12 13  1  0
 13 14  1  0
 14 15  1  0
 15 16  1  0
 16 17  1  0
 17 18  2  0
 18 19  1  0
 19 20  1  0
 20 21  1  0
 16 22  1  0
 12 23  1  0
 23 24  1  0
 23 25  1  0
 25  4  1  0
 25  7  1  0
 22 14  1  0
 21 17  1  0
  1 26  1  0
  1 27  1  0
  1 28  1  0
  2 29  1  0
  3 30  1  0
  4 31  1  0
 11 32  1  0
 14 33  1  0
 15 34  1  0
 15 35  1  0
 19 36  1  0
 19 37  1  0
 20 38  1  0
 20 39  1  0
 22 40  1  0
 22 41  1  0
 23 42  1  0
 24 43  1  0
 24 44  1  0
 24 45  1  0
 25 46  1  0
M  END


  Mrv1652309112122292D          

 25 28  0  0  0  0            999 V2000
    1.0396   -1.0396    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.7846   -0.2549    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.0000    0.0000    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.8250   -0.0000    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.8250    0.8250    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.4084    1.4084    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -0.0000    0.8250    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    0.7846    1.0799    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.2695    0.4125    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.0945    0.4125    0.0000 S   0  0  0  0  0  0  0  0  0  0  0  0
    2.5070    1.1270    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.2935    1.9239    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.0904    2.1374    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    3.3039    1.3405    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.5029    2.8519    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.1673    3.6055    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    3.7804    4.1576    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.4949    3.7451    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.3234    2.9381    0.0000 S   0  0  0  0  0  0  0  0  0  0  0  0
    1.0396    1.8646    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.8465    2.0361    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.4875    2.4777    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -1.4084   -0.5834    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.1948   -1.3803    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.2053   -0.3698    0.0000 O   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  1  0  0  0  0
  4  5  1  0  0  0  0
  5  6  2  0  0  0  0
  5  7  1  0  0  0  0
  3  7  1  0  0  0  0
  7  8  1  0  0  0  0
  8  9  2  0  0  0  0
  2  9  1  0  0  0  0
  9 10  1  0  0  0  0
 10 11  1  0  0  0  0
 11 12  1  0  0  0  0
 12 13  1  0  0  0  0
 13 14  1  0  0  0  0
 11 14  1  0  0  0  0
 13 15  1  0  0  0  0
 15 16  2  0  0  0  0
 16 17  1  0  0  0  0
 17 18  1  0  0  0  0
 18 19  1  0  0  0  0
 15 19  1  0  0  0  0
  8 20  1  0  0  0  0
 20 21  2  0  0  0  0
 20 22  1  0  0  0  0
  4 23  1  0  0  0  0
 23 24  1  0  0  0  0
 23 25  1  0  0  0  0
M  END
> <DATABASE_ID>
HMDB0258760

> <DATABASE_NAME>
hmdb

> <SMILES>
CC(O)C1C2C(C)C(SC3CN(C3)C3=NCCS3)=C(N2C1=O)C(O)=O

> <INCHI_IDENTIFIER>
InChI=1S/C16H21N3O4S2/c1-7-11-10(8(2)20)14(21)19(11)12(15(22)23)13(7)25-9-5-18(6-9)16-17-3-4-24-16/h7-11,20H,3-6H2,1-2H3,(H,22,23)

> <INCHI_KEY>
GXXLUDOKHXEFBQ-UHFFFAOYSA-N

> <FORMULA>
C16H21N3O4S2

> <MOLECULAR_WEIGHT>
383.48

> <EXACT_MASS>
383.097348516

> <JCHEM_ACCEPTOR_COUNT>
6

> <JCHEM_ATOM_COUNT>
46

> <JCHEM_AVERAGE_POLARIZABILITY>
39.87088124245186

> <JCHEM_BIOAVAILABILITY>
1

> <JCHEM_DONOR_COUNT>
2

> <JCHEM_FORMAL_CHARGE>
0

> <JCHEM_GHOSE_FILTER>
0

> <JCHEM_IUPAC>
3-{[1-(4,5-dihydro-1,3-thiazol-2-yl)azetidin-3-yl]sulfanyl}-6-(1-hydroxyethyl)-4-methyl-7-oxo-1-azabicyclo[3.2.0]hept-2-ene-2-carboxylic acid

> <ALOGPS_LOGP>
0.97

> <JCHEM_LOGP>
-2.0983581828976106

> <ALOGPS_LOGS>
-2.74

> <JCHEM_MDDR_LIKE_RULE>
0

> <JCHEM_NUMBER_OF_RINGS>
4

> <JCHEM_PHYSIOLOGICAL_CHARGE>
-1

> <JCHEM_PKA>
14.999792883398463

> <JCHEM_PKA_STRONGEST_ACIDIC>
3.4154618379790604

> <JCHEM_PKA_STRONGEST_BASIC>
6.26701061930379

> <JCHEM_POLAR_SURFACE_AREA>
93.44000000000001

> <JCHEM_REFRACTIVITY>
98.7017

> <JCHEM_ROTATABLE_BOND_COUNT>
4

> <JCHEM_RULE_OF_FIVE>
1

> <ALOGPS_SOLUBILITY>
7.03e-01 g/l

> <JCHEM_TRADITIONAL_IUPAC>
3-{[1-(4,5-dihydro-1,3-thiazol-2-yl)azetidin-3-yl]sulfanyl}-6-(1-hydroxyethyl)-4-methyl-7-oxo-1-azabicyclo[3.2.0]hept-2-ene-2-carboxylic acid

> <JCHEM_VEBER_RULE>
0

$$$$

HMDB0258760
     RDKit          3D
Tebipenem
 46 49  0  0  0  0  0  0  0  0999 V2000
   -5.9053    1.7125    0.0571 C   0  0  0  0  0  0  0  0  0  0  0  0
   -5.1805    0.4583   -0.3739 C   0  0  0  0  0  0  0  0  0  0  0  0
   -5.5047    0.0985   -1.6790 O   0  0  0  0  0  0  0  0  0  0  0  0
   -3.6705    0.5984   -0.2103 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.3856    0.8625    1.2533 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.9183    1.6605    2.0547 O   0  0  0  0  0  0  0  0  0  0  0  0
   -2.3741   -0.1170    1.1985 N   0  0  0  0  0  0  0  0  0  0  0  0
   -1.2165   -0.9152    1.4427 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.6662   -1.0635    2.7881 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.1309   -0.4666    3.7880 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.4182   -1.8928    3.0239 O   0  0  0  0  0  0  0  0  0  0  0  0
   -0.8275   -1.4629    0.3027 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.5553   -2.5285    0.0697 S   0  0  0  0  0  0  0  0  0  0  0  0
    2.1295   -1.7622   -0.1194 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.7398   -0.9867    0.9971 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.3869   -0.1711   -0.0387 N   0  0  0  0  0  0  0  0  0  0  0  0
    4.6250    0.5134   -0.0988 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.7837    0.0201    0.0183 N   0  0  0  0  0  0  0  0  0  0  0  0
    6.9223    0.8227   -0.0624 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.6590    2.0867   -0.8570 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.8856    2.2760   -0.3734 S   0  0  0  0  0  0  0  0  0  0  0  0
    2.2102   -0.4309   -0.8389 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.8053   -1.0821   -0.7807 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.2848    0.0524   -1.5944 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.0321   -0.7322    0.0208 C   0  0  0  0  0  0  0  0  0  0  0  0
   -6.0748    1.6327    1.1539 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.3584    2.6421   -0.2227 H   0  0  0  0  0  0  0  0  0  0  0  0
   -6.8821    1.7169   -0.4874 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.5299   -0.3720    0.2789 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.8332   -0.8499   -1.7393 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.1863    1.2992   -0.8841 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.5054   -2.7978    2.6065 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.8648   -2.4590   -0.5871 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.0547   -0.3142    1.5553 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.4337   -1.5753    1.6126 H   0  0  0  0  0  0  0  0  0  0  0  0
    7.7397    0.2230   -0.5276 H   0  0  0  0  0  0  0  0  0  0  0  0
    7.2280    1.1588    0.9708 H   0  0  0  0  0  0  0  0  0  0  0  0
    6.7523    1.9452   -1.9333 H   0  0  0  0  0  0  0  0  0  0  0  0
    7.2471    2.9238   -0.4435 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.4214    0.2887   -0.5913 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.4578   -0.5200   -1.9265 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.0487   -1.9157   -1.4386 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.0749    0.9677   -1.0036 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.3821   -0.3024   -2.1327 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.0250    0.2982   -2.3833 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.7228   -1.5402    0.2560 H   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  1  0
  2  3  1  0
  2  4  1  0
  4  5  1  0
  5  6  2  0
  5  7  1  0
  7  8  1  0
  8  9  1  0
  9 10  2  0
  9 11  1  0
  8 12  2  0
 12 13  1  0
 13 14  1  0
 14 15  1  0
 15 16  1  0
 16 17  1  0
 17 18  2  0
 18 19  1  0
 19 20  1  0
 20 21  1  0
 16 22  1  0
 12 23  1  0
 23 24  1  0
 23 25  1  0
 25  4  1  0
 25  7  1  0
 22 14  1  0
 21 17  1  0
  1 26  1  0
  1 27  1  0
  1 28  1  0
  2 29  1  0
  3 30  1  0
  4 31  1  0
 11 32  1  0
 14 33  1  0
 15 34  1  0
 15 35  1  0
 19 36  1  0
 19 37  1  0
 20 38  1  0
 20 39  1  0
 22 40  1  0
 22 41  1  0
 23 42  1  0
 24 43  1  0
 24 44  1  0
 24 45  1  0
 25 46  1  0
M  END

HEADER    PROTEIN                                 11-SEP-21   NONE
TITLE     NULL                                                        
COMPND    NULL                                                        
SOURCE    NULL                                                        
KEYWDS    NULL                                                        
EXPDTA    NULL                                                        
AUTHOR    Marvin                                                      
REVDAT   1   11-SEP-21         0                                  
HETATM    1  C   UNK     0       1.941  -1.941   0.000  0.00  0.00           C+0
HETATM    2  C   UNK     0       1.465  -0.476   0.000  0.00  0.00           C+0
HETATM    3  C   UNK     0       0.000   0.000   0.000  0.00  0.00           C+0
HETATM    4  C   UNK     0      -1.540  -0.000   0.000  0.00  0.00           C+0
HETATM    5  C   UNK     0      -1.540   1.540   0.000  0.00  0.00           C+0
HETATM    6  O   UNK     0      -2.629   2.629   0.000  0.00  0.00           O+0
HETATM    7  N   UNK     0      -0.000   1.540   0.000  0.00  0.00           N+0
HETATM    8  C   UNK     0       1.465   2.016   0.000  0.00  0.00           C+0
HETATM    9  C   UNK     0       2.370   0.770   0.000  0.00  0.00           C+0
HETATM   10  S   UNK     0       3.910   0.770   0.000  0.00  0.00           S+0
HETATM   11  C   UNK     0       4.680   2.104   0.000  0.00  0.00           C+0
HETATM   12  C   UNK     0       4.281   3.591   0.000  0.00  0.00           C+0
HETATM   13  N   UNK     0       5.769   3.990   0.000  0.00  0.00           N+0
HETATM   14  C   UNK     0       6.167   2.502   0.000  0.00  0.00           C+0
HETATM   15  C   UNK     0       6.539   5.323   0.000  0.00  0.00           C+0
HETATM   16  N   UNK     0       5.912   6.730   0.000  0.00  0.00           N+0
HETATM   17  C   UNK     0       7.057   7.761   0.000  0.00  0.00           C+0
HETATM   18  C   UNK     0       8.391   6.991   0.000  0.00  0.00           C+0
HETATM   19  S   UNK     0       8.070   5.484   0.000  0.00  0.00           S+0
HETATM   20  C   UNK     0       1.941   3.481   0.000  0.00  0.00           C+0
HETATM   21  O   UNK     0       3.447   3.801   0.000  0.00  0.00           O+0
HETATM   22  O   UNK     0       0.910   4.625   0.000  0.00  0.00           O+0
HETATM   23  C   UNK     0      -2.629  -1.089   0.000  0.00  0.00           C+0
HETATM   24  C   UNK     0      -2.230  -2.576   0.000  0.00  0.00           C+0
HETATM   25  O   UNK     0      -4.116  -0.690   0.000  0.00  0.00           O+0
CONECT    1    2                                                            
CONECT    2    1    3    9                                                  
CONECT    3    2    4    7                                                  
CONECT    4    3    5   23                                                  
CONECT    5    4    6    7                                                  
CONECT    6    5                                                            
CONECT    7    5    3    8                                                  
CONECT    8    7    9   20                                                  
CONECT    9    8    2   10                                                  
CONECT   10    9   11                                                       
CONECT   11   10   12   14                                                  
CONECT   12   11   13                                                       
CONECT   13   12   14   15                                                  
CONECT   14   13   11                                                       
CONECT   15   13   16   19                                                  
CONECT   16   15   17                                                       
CONECT   17   16   18                                                       
CONECT   18   17   19                                                       
CONECT   19   18   15                                                       
CONECT   20    8   21   22                                                  
CONECT   21   20                                                            
CONECT   22   20                                                            
CONECT   23    4   24   25                                                  
CONECT   24   23                                                            
CONECT   25   23                                                            
MASTER        0    0    0    0    0    0    0    0   25    0   56    0
END

COMPND    HMDB0258760
HETATM    1  C1  UNL     1      -5.905   1.713   0.057  1.00  0.00           C  
HETATM    2  C2  UNL     1      -5.181   0.458  -0.374  1.00  0.00           C  
HETATM    3  O1  UNL     1      -5.505   0.098  -1.679  1.00  0.00           O  
HETATM    4  C3  UNL     1      -3.671   0.598  -0.210  1.00  0.00           C  
HETATM    5  C4  UNL     1      -3.386   0.862   1.253  1.00  0.00           C  
HETATM    6  O2  UNL     1      -3.918   1.661   2.055  1.00  0.00           O  
HETATM    7  N1  UNL     1      -2.374  -0.117   1.199  1.00  0.00           N  
HETATM    8  C5  UNL     1      -1.217  -0.915   1.443  1.00  0.00           C  
HETATM    9  C6  UNL     1      -0.666  -1.064   2.788  1.00  0.00           C  
HETATM   10  O3  UNL     1      -1.131  -0.467   3.788  1.00  0.00           O  
HETATM   11  O4  UNL     1       0.418  -1.893   3.024  1.00  0.00           O  
HETATM   12  C7  UNL     1      -0.827  -1.463   0.303  1.00  0.00           C  
HETATM   13  S1  UNL     1       0.555  -2.529   0.070  1.00  0.00           S  
HETATM   14  C8  UNL     1       2.129  -1.762  -0.119  1.00  0.00           C  
HETATM   15  C9  UNL     1       2.740  -0.987   0.997  1.00  0.00           C  
HETATM   16  N2  UNL     1       3.387  -0.171  -0.039  1.00  0.00           N  
HETATM   17  C10 UNL     1       4.625   0.513  -0.099  1.00  0.00           C  
HETATM   18  N3  UNL     1       5.784   0.020   0.018  1.00  0.00           N  
HETATM   19  C11 UNL     1       6.922   0.823  -0.062  1.00  0.00           C  
HETATM   20  C12 UNL     1       6.659   2.087  -0.857  1.00  0.00           C  
HETATM   21  S2  UNL     1       4.886   2.276  -0.373  1.00  0.00           S  
HETATM   22  C13 UNL     1       2.210  -0.431  -0.839  1.00  0.00           C  
HETATM   23  C14 UNL     1      -1.805  -1.082  -0.781  1.00  0.00           C  
HETATM   24  C15 UNL     1      -1.285   0.052  -1.594  1.00  0.00           C  
HETATM   25  C16 UNL     1      -3.032  -0.732   0.021  1.00  0.00           C  
HETATM   26  H1  UNL     1      -6.075   1.633   1.154  1.00  0.00           H  
HETATM   27  H2  UNL     1      -5.358   2.642  -0.223  1.00  0.00           H  
HETATM   28  H3  UNL     1      -6.882   1.717  -0.487  1.00  0.00           H  
HETATM   29  H4  UNL     1      -5.530  -0.372   0.279  1.00  0.00           H  
HETATM   30  H5  UNL     1      -5.833  -0.850  -1.739  1.00  0.00           H  
HETATM   31  H6  UNL     1      -3.186   1.299  -0.884  1.00  0.00           H  
HETATM   32  H7  UNL     1       0.505  -2.798   2.606  1.00  0.00           H  
HETATM   33  H8  UNL     1       2.865  -2.459  -0.587  1.00  0.00           H  
HETATM   34  H9  UNL     1       2.055  -0.314   1.555  1.00  0.00           H  
HETATM   35  H10 UNL     1       3.434  -1.575   1.613  1.00  0.00           H  
HETATM   36  H11 UNL     1       7.740   0.223  -0.528  1.00  0.00           H  
HETATM   37  H12 UNL     1       7.228   1.159   0.971  1.00  0.00           H  
HETATM   38  H13 UNL     1       6.752   1.945  -1.933  1.00  0.00           H  
HETATM   39  H14 UNL     1       7.247   2.924  -0.443  1.00  0.00           H  
HETATM   40  H15 UNL     1       1.421   0.289  -0.591  1.00  0.00           H  
HETATM   41  H16 UNL     1       2.458  -0.520  -1.926  1.00  0.00           H  
HETATM   42  H17 UNL     1      -2.049  -1.916  -1.439  1.00  0.00           H  
HETATM   43  H18 UNL     1      -1.075   0.968  -1.004  1.00  0.00           H  
HETATM   44  H19 UNL     1      -0.382  -0.302  -2.133  1.00  0.00           H  
HETATM   45  H20 UNL     1      -2.025   0.298  -2.383  1.00  0.00           H  
HETATM   46  H21 UNL     1      -3.723  -1.540   0.256  1.00  0.00           H  
CONECT    1    2   26   27   28
CONECT    2    3    4   29
CONECT    3   30
CONECT    4    5   25   31
CONECT    5    6    6    7
CONECT    7    8   25
CONECT    8    9   12   12
CONECT    9   10   10   11
CONECT   11   32
CONECT   12   13   23
CONECT   13   14
CONECT   14   15   22   33
CONECT   15   16   34   35
CONECT   16   17   22
CONECT   17   18   18   21
CONECT   18   19
CONECT   19   20   36   37
CONECT   20   21   38   39
CONECT   22   40   41
CONECT   23   24   25   42
CONECT   24   43   44   45
CONECT   25   46
END

HMDB0258760
     RDKit          3D
Tebipenem
 46 49  0  0  0  0  0  0  0  0999 V2000
   -5.9053    1.7125    0.0571 C   0  0  0  0  0  0  0  0  0  0  0  0
   -5.1805    0.4583   -0.3739 C   0  0  0  0  0  0  0  0  0  0  0  0
   -5.5047    0.0985   -1.6790 O   0  0  0  0  0  0  0  0  0  0  0  0
   -3.6705    0.5984   -0.2103 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.3856    0.8625    1.2533 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.9183    1.6605    2.0547 O   0  0  0  0  0  0  0  0  0  0  0  0
   -2.3741   -0.1170    1.1985 N   0  0  0  0  0  0  0  0  0  0  0  0
   -1.2165   -0.9152    1.4427 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.6662   -1.0635    2.7881 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.1309   -0.4666    3.7880 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.4182   -1.8928    3.0239 O   0  0  0  0  0  0  0  0  0  0  0  0
   -0.8275   -1.4629    0.3027 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.5553   -2.5285    0.0697 S   0  0  0  0  0  0  0  0  0  0  0  0
    2.1295   -1.7622   -0.1194 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.7398   -0.9867    0.9971 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.3869   -0.1711   -0.0387 N   0  0  0  0  0  0  0  0  0  0  0  0
    4.6250    0.5134   -0.0988 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.7837    0.0201    0.0183 N   0  0  0  0  0  0  0  0  0  0  0  0
    6.9223    0.8227   -0.0624 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.6590    2.0867   -0.8570 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.8856    2.2760   -0.3734 S   0  0  0  0  0  0  0  0  0  0  0  0
    2.2102   -0.4309   -0.8389 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.8053   -1.0821   -0.7807 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.2848    0.0524   -1.5944 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.0321   -0.7322    0.0208 C   0  0  0  0  0  0  0  0  0  0  0  0
   -6.0748    1.6327    1.1539 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.3584    2.6421   -0.2227 H   0  0  0  0  0  0  0  0  0  0  0  0
   -6.8821    1.7169   -0.4874 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.5299   -0.3720    0.2789 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.8332   -0.8499   -1.7393 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.1863    1.2992   -0.8841 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.5054   -2.7978    2.6065 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.8648   -2.4590   -0.5871 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.0547   -0.3142    1.5553 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.4337   -1.5753    1.6126 H   0  0  0  0  0  0  0  0  0  0  0  0
    7.7397    0.2230   -0.5276 H   0  0  0  0  0  0  0  0  0  0  0  0
    7.2280    1.1588    0.9708 H   0  0  0  0  0  0  0  0  0  0  0  0
    6.7523    1.9452   -1.9333 H   0  0  0  0  0  0  0  0  0  0  0  0
    7.2471    2.9238   -0.4435 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.4214    0.2887   -0.5913 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.4578   -0.5200   -1.9265 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.0487   -1.9157   -1.4386 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.0749    0.9677   -1.0036 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.3821   -0.3024   -2.1327 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.0250    0.2982   -2.3833 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.7228   -1.5402    0.2560 H   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  1  0
  2  3  1  0
  2  4  1  0
  4  5  1  0
  5  6  2  0
  5  7  1  0
  7  8  1  0
  8  9  1  0
  9 10  2  0
  9 11  1  0
  8 12  2  0
 12 13  1  0
 13 14  1  0
 14 15  1  0
 15 16  1  0
 16 17  1  0
 17 18  2  0
 18 19  1  0
 19 20  1  0
 20 21  1  0
 16 22  1  0
 12 23  1  0
 23 24  1  0
 23 25  1  0
 25  4  1  0
 25  7  1  0
 22 14  1  0
 21 17  1  0
  1 26  1  0
  1 27  1  0
  1 28  1  0
  2 29  1  0
  3 30  1  0
  4 31  1  0
 11 32  1  0
 14 33  1  0
 15 34  1  0
 15 35  1  0
 19 36  1  0
 19 37  1  0
 20 38  1  0
 20 39  1  0
 22 40  1  0
 22 41  1  0
 23 42  1  0
 24 43  1  0
 24 44  1  0
 24 45  1  0
 25 46  1  0
M  END

View in JSmol View Stereo Labels

Synonyms

Value	Source
3-{[1-(4,5-dihydro-1,3-thiazol-2-yl)azetidin-3-yl]sulfanyl}-6-(1-hydroxyethyl)-4-methyl-7-oxo-1-azabicyclo[3.2.0]hept-2-ene-2-carboxylate	HMDB
3-{[1-(4,5-dihydro-1,3-thiazol-2-yl)azetidin-3-yl]sulphanyl}-6-(1-hydroxyethyl)-4-methyl-7-oxo-1-azabicyclo[3.2.0]hept-2-ene-2-carboxylate	HMDB
3-{[1-(4,5-dihydro-1,3-thiazol-2-yl)azetidin-3-yl]sulphanyl}-6-(1-hydroxyethyl)-4-methyl-7-oxo-1-azabicyclo[3.2.0]hept-2-ene-2-carboxylic acid	HMDB

Chemical Formula

C₁₆H₂₁N₃O₄S₂

Average Molecular Weight

383.48

Monoisotopic Molecular Weight

383.097348516

IUPAC Name

3-{[1-(4,5-dihydro-1,3-thiazol-2-yl)azetidin-3-yl]sulfanyl}-6-(1-hydroxyethyl)-4-methyl-7-oxo-1-azabicyclo[3.2.0]hept-2-ene-2-carboxylic acid

Traditional Name

3-{[1-(4,5-dihydro-1,3-thiazol-2-yl)azetidin-3-yl]sulfanyl}-6-(1-hydroxyethyl)-4-methyl-7-oxo-1-azabicyclo[3.2.0]hept-2-ene-2-carboxylic acid

CAS Registry Number

Not Available

SMILES

CC(O)C1C2C(C)C(SC3CN(C3)C3=NCCS3)=C(N2C1=O)C(O)=O

InChI Identifier

InChI=1S/C16H21N3O4S2/c1-7-11-10(8(2)20)14(21)19(11)12(15(22)23)13(7)25-9-5-18(6-9)16-17-3-4-24-16/h7-11,20H,3-6H2,1-2H3,(H,22,23)

InChI Key

GXXLUDOKHXEFBQ-UHFFFAOYSA-N

Chemical Taxonomy

Description

Belongs to the class of organic compounds known as thienamycins. These are beta-lactam antibiotics that differ from penicillins in having the thiazolidine sulfur atom replaced by carbon, the sulfur then becoming the first atom in the side chain.

Kingdom

Organic compounds

Super Class

Organoheterocyclic compounds

Class

Lactams

Sub Class

Beta lactams

Direct Parent

Thienamycins

Alternative Parents

Substituents

Thienamycin
Alpha-amino acid or derivatives
Pyrroline carboxylic acid
Pyrroline carboxylic acid or derivatives
Azepine
Vinylogous thioester
Pyrroline
Meta-thiazoline
Tertiary carboxylic acid amide
Azetidine
Carboxamide group
Isothiourea
Secondary alcohol
Thioenolether
Carboxylic acid derivative
Carboxylic acid
Azacycle
Monocarboxylic acid or derivatives
Organic 1,3-dipolar compound
Propargyl-type 1,3-dipolar organic compound
Sulfenyl compound
Carboximidamide
Organic nitrogen compound
Alcohol
Amine
Organonitrogen compound
Organooxygen compound
Organosulfur compound
Organic oxygen compound
Organic oxide
Carbonyl group
Hydrocarbon derivative
Aliphatic heteropolycyclic compound

Molecular Framework

Aliphatic heteropolycyclic compounds

External Descriptors

Not Available

Ontology

Physiological effect

Not Available

Disposition

Biological location

Non-excretory biofluid

Biofluid or Excreta

Blood (PMID: 31557052)

Source

Exogenous

Exogenous (PMID: 31557052)

Process

Not Available

Role

Not Available

Physical Properties

State

Not Available

Experimental Molecular Properties

Property	Value	Reference
Melting Point	Not Available	Not Available
Boiling Point	Not Available	Not Available
Water Solubility	Not Available	Not Available
LogP	Not Available	Not Available

Experimental Chromatographic Properties

Not Available

Predicted Molecular Properties

Property	Value	Source
logP	0.97	ALOGPS
logP	-2.1	ChemAxon
logS	-2.7	ALOGPS
pKa (Strongest Acidic)	3.42	ChemAxon
pKa (Strongest Basic)	6.27	ChemAxon
Physiological Charge	-1	ChemAxon
Hydrogen Acceptor Count	6	ChemAxon
Hydrogen Donor Count	2	ChemAxon
Polar Surface Area	93.44 Å²	ChemAxon
Rotatable Bond Count	4	ChemAxon
Refractivity	98.7 m³·mol⁻¹	ChemAxon
Polarizability	39.87 Å³	ChemAxon
Number of Rings	4	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+H]+	190.703	30932474
DeepCCS	[M-H]-	188.345	30932474
DeepCCS	[M-2H]-	221.953	30932474
DeepCCS	[M+Na]+	197.18	30932474
AllCCS	[M+H]+	184.8	32859911
AllCCS	[M+H-H2O]+	182.3	32859911
AllCCS	[M+NH4]+	187.1	32859911
AllCCS	[M+Na]+	187.7	32859911
AllCCS	[M-H]-	186.7	32859911
AllCCS	[M+Na-2H]-	186.8	32859911
AllCCS	[M+HCOO]-	187.1	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.	2.59 minutes	32390414
Predicted by Siyang on May 30, 2022	10.6506 minutes	33406817
Predicted by Siyang using ReTip algorithm on June 8, 2022	4.62 minutes	32390414
Fem_Long = Waters ACQUITY UPLC HSS T3 C18 with Water:MeOH and 0.1% Formic Acid	1353.3 seconds	40023050
Fem_Lipids = Ascentis Express C18 with (60:40 water:ACN):(90:10 IPA:ACN) and 10mM NH4COOH + 0.1% Formic Acid	194.6 seconds	40023050
Life_Old = Waters ACQUITY UPLC BEH C18 with Water:(20:80 acetone:ACN) and 0.1% Formic Acid	100.7 seconds	40023050
Life_New = RP Waters ACQUITY UPLC HSS T3 C18 with Water:(30:70 MeOH:ACN) and 0.1% Formic Acid	145.8 seconds	40023050
RIKEN = Waters ACQUITY UPLC BEH C18 with Water:ACN and 0.1% Formic Acid	59.1 seconds	40023050
Eawag_XBridgeC18 = XBridge C18 3.5u 2.1x50 mm with Water:MeOH and 0.1% Formic Acid	341.7 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	456.3 seconds	40023050
HILIC_BDD_2 = Merck SeQuant ZIC-HILIC with ACN(0.1% formic acid):water(16 mM ammonium formate)	163.6 seconds	40023050
UniToyama_Atlantis = RP Waters Atlantis T3 (2.1 x 150 mm, 5 um) with ACN:Water and 0.1% Formic Acid	742.8 seconds	40023050
BDD_C18 = Hypersil Gold 1.9µm C18 with Water:ACN and 0.1% Formic Acid	321.9 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	1367.5 seconds	40023050
SNU_RIKEN_POS = Waters ACQUITY UPLC BEH C18 with Water:ACN and 0.1% Formic Acid	258.4 seconds	40023050
RPMMFDA = Waters ACQUITY UPLC BEH C18 with Water:ACN and 0.1% Formic Acid	250.9 seconds	40023050
MTBLS87 = Merck SeQuant ZIC-pHILIC column with ACN:Water and :ammonium carbonate	300.4 seconds	40023050
KI_GIAR_zic_HILIC_pH2_7 = Merck SeQuant ZIC-HILIC with ACN:Water and 0.1% FA	176.4 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	181.2 seconds	40023050

Predicted Kovats Retention Indices

Underivatized

Metabolite	SMILES	Kovats RI Value	Column Type	Reference
Tebipenem	CC(O)C1C2C(C)C(SC3CN(C3)C3=NCCS3)=C(N2C1=O)C(O)=O	4715.7	Standard polar	33892256
Tebipenem	CC(O)C1C2C(C)C(SC3CN(C3)C3=NCCS3)=C(N2C1=O)C(O)=O	3217.4	Standard non polar	33892256
Tebipenem	CC(O)C1C2C(C)C(SC3CN(C3)C3=NCCS3)=C(N2C1=O)C(O)=O	3453.2	Semi standard non polar	33892256

Spectra

GC-MS Spectra

Spectrum Type	Description	Splash Key	Deposition Date	Source	View
Predicted GC-MS	Predicted GC-MS Spectrum - Tebipenem GC-MS (Non-derivatized) - 70eV, Positive	splash10-00my-9235000000-fc3ad491fea88e5ac987	2021-09-24	Wishart Lab	View Spectrum
Predicted GC-MS	Predicted GC-MS Spectrum - Tebipenem GC-MS (Non-derivatized) - 70eV, Positive	Not Available	2021-10-12	Wishart Lab	View Spectrum
Predicted GC-MS	Predicted GC-MS Spectrum - Tebipenem GC-MS (TMS_1_1) - 70eV, Positive	Not Available	2021-11-05	Wishart Lab	View Spectrum
Predicted GC-MS	Predicted GC-MS Spectrum - Tebipenem GC-MS (TMS_1_2) - 70eV, Positive	Not Available	2021-11-05	Wishart Lab	View Spectrum
Predicted GC-MS	Predicted GC-MS Spectrum - Tebipenem GC-MS (TMS_2_1) - 70eV, Positive	Not Available	2021-11-05	Wishart Lab	View Spectrum
Predicted GC-MS	Predicted GC-MS Spectrum - Tebipenem GC-MS (TBDMS_1_1) - 70eV, Positive	Not Available	2021-11-05	Wishart Lab	View Spectrum
Predicted GC-MS	Predicted GC-MS Spectrum - Tebipenem GC-MS (TBDMS_1_2) - 70eV, Positive	Not Available	2021-11-05	Wishart Lab	View Spectrum
Predicted GC-MS	Predicted GC-MS Spectrum - Tebipenem GC-MS (TBDMS_2_1) - 70eV, Positive	Not Available	2021-11-05	Wishart Lab	View Spectrum

Biological Properties

Cellular Locations

Not Available

Biospecimen Locations

Blood

Tissue Locations

Not Available

Pathways

Not Available

Name	SMPDB/PathBank	KEGG

Normal Concentrations

Biospecimen	Status	Value	Age	Sex	Condition	Reference	Details
Blood	Detected but not Quantified	Not Quantified	Not Specified	Not Specified	Normal	31557052	details

Abnormal Concentrations

Not Available

Associated Disorders and Diseases

Disease References

None

Associated OMIM IDs

None

External Links

DrugBank ID

Not Available

Phenol Explorer Compound ID

Not Available

FooDB ID

Not Available

KNApSAcK ID

Not Available

Chemspider ID

57447480

KEGG Compound ID

Not Available

BioCyc ID

Not Available

BiGG ID

Not Available

Wikipedia Link

Tebipenem

METLIN ID

Not Available

PubChem Compound

85040730

PDB ID

Not Available

ChEBI ID

Not Available

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

Barupal DK, Fiehn O: Generating the Blood Exposome Database Using a Comprehensive Text Mining and Database Fusion Approach. Environ Health Perspect. 2019 Sep;127(9):97008. doi: 10.1289/EHP4713. Epub 2019 Sep 26. [PubMed:31557052 ]

Showing metabocard for Tebipenem (HMDB0258760)

MOL for HMDB0258760 (Tebipenem)

3D MOL for HMDB0258760 (Tebipenem)

3D SDF for HMDB0258760 (Tebipenem)

3D-SDF for HMDB0258760 (Tebipenem)

PDB for HMDB0258760 (Tebipenem)

3D PDB for HMDB0258760 (Tebipenem)

SMILES for HMDB0258760 (Tebipenem)

INCHI for HMDB0258760 (Tebipenem)

Structure for HMDB0258760 (Tebipenem)

3D Structure for HMDB0258760 (Tebipenem)

Predicted Collision Cross Sections

Predicted Retention Times

Underivatized

Predicted Kovats Retention Indices

Underivatized

GC-MS Spectra