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Record Information

Version

5.0

Status

Detected but not Quantified

Creation Date

2021-09-11 23:40:17 UTC

Update Date

2021-09-26 23:18:05 UTC

HMDB ID

HMDB0260135

Secondary Accession Numbers

None

Metabolite Identification

Common Name

(2S,5R)-3,3-Dimethyl-2-(2-phenylethyl)-4-thia-1-azabicyclo[3.2.0]heptan-7-one

Description

(2S,5R)-3,3-Dimethyl-2-(2-phenylethyl)-4-thia-1-azabicyclo[3.2.0]heptan-7-one belongs to the class of organic compounds known as penams. These are organic heterocyclic compounds containing the 4-thia-1-azabicyclo[3.2.0]heptan-7-one structure. Based on a literature review very few articles have been published on (2S,5R)-3,3-Dimethyl-2-(2-phenylethyl)-4-thia-1-azabicyclo[3.2.0]heptan-7-one. This compound has been identified in human blood as reported by (PMID: 31557052 ). (2s,5r)-3,3-dimethyl-2-(2-phenylethyl)-4-thia-1-azabicyclo[3.2.0]heptan-7-one is not a naturally occurring metabolite and is only found in those individuals exposed to this compound or its derivatives. Technically (2S,5R)-3,3-Dimethyl-2-(2-phenylethyl)-4-thia-1-azabicyclo[3.2.0]heptan-7-one 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

HMDB0260135
     RDKit          3D
(2S,5R)-3,3-Dimethyl-2-(2-phenylethyl)-4-thia-1-azabicyclo[3.2.0]heptan-7-one
 37 39  0  0  0  0  0  0  0  0999 V2000
   -2.1807    1.6090    1.1327 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.2739    1.1891   -0.2987 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.2194    2.3089   -1.2789 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.8619    0.2513   -0.4432 S   0  0  0  0  0  0  0  0  0  0  0  0
   -3.1121   -1.1580    0.4584 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.2074   -2.4927   -0.1790 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.7485   -2.5010    0.2682 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.0134   -3.3763    0.7464 O   0  0  0  0  0  0  0  0  0  0  0  0
   -1.7482   -1.1499   -0.1234 N   0  0  0  0  0  0  0  0  0  0  0  0
   -1.3339    0.0694   -0.6618 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.0956    0.4046   -0.3071 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.0238   -0.6947   -0.6834 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.4421   -0.3896   -0.3535 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.1911    0.2468   -1.3146 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.5340    0.5740   -1.0938 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.1276    0.2523    0.1176 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.3703   -0.3832    1.0705 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.0397   -0.6985    0.8305 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.9781    0.6944    1.7400 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.2176    1.9284    1.4452 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.4598    2.4062    1.3345 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.1727    2.5133   -1.6334 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.5273    3.2516   -0.7465 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.8220    2.1403   -2.1974 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.1441   -1.0883    1.5418 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.7632   -3.2127    0.4135 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.3391   -2.4727   -1.2550 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.3394    0.0984   -1.8021 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.1090    0.6127    0.7878 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.3579    1.3130   -0.8938 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.8025   -1.6564   -0.2028 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.9760   -0.8841   -1.7774 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.8008    0.5301   -2.2828 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.1151    1.0724   -1.8504 H   0  0  0  0  0  0  0  0  0  0  0  0
    6.1501    0.5111    0.2629 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.8587   -0.6246    2.0115 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.4686   -1.1944    1.5886 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  1  0
  6  7  1  0
  7  8  2  0
  7  9  1  0
  9 10  1  0
 10 11  1  0
 11 12  1  0
 12 13  1  0
 13 14  2  0
 14 15  1  0
 15 16  2  0
 16 17  1  0
 17 18  2  0
 10  2  1  0
 18 13  1  0
  9  5  1  0
  1 19  1  0
  1 20  1  0
  1 21  1  0
  3 22  1  0
  3 23  1  0
  3 24  1  0
  5 25  1  0
  6 26  1  0
  6 27  1  0
 10 28  1  0
 11 29  1  0
 11 30  1  0
 12 31  1  0
 12 32  1  0
 14 33  1  0
 15 34  1  0
 16 35  1  0
 17 36  1  0
 18 37  1  0
M  END

  Mrv1652309122101402D          

 18 20  0  0  0  0            999 V2000
    2.5600    1.8968    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.9469    1.3448    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.4620    0.6773    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.6773    0.9323    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    0.6773    1.7573    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.4620    2.0122    0.0000 S   0  0  0  0  0  0  0  0  0  0  0  0
   -0.1477    1.7573    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.1477    0.9323    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.7310    0.3489    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.7169   -0.1073    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.5239   -0.2788    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.7788   -1.0634    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.5858   -1.2350    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.8407   -2.0196    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.2887   -2.6327    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.4817   -2.4611    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.2268   -1.6765    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.5600    0.7927    0.0000 C   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  1  0  0  0  0
  2  6  1  0  0  0  0
  5  7  1  0  0  0  0
  7  8  1  0  0  0  0
  4  8  1  0  0  0  0
  8  9  2  0  0  0  0
  3 10  1  0  0  0  0
 10 11  1  0  0  0  0
 11 12  1  0  0  0  0
 12 13  2  0  0  0  0
 13 14  1  0  0  0  0
 14 15  2  0  0  0  0
 15 16  1  0  0  0  0
 16 17  2  0  0  0  0
 12 17  1  0  0  0  0
  2 18  1  0  0  0  0
M  END
> <DATABASE_ID>
HMDB0260135

> <DATABASE_NAME>
hmdb

> <SMILES>
CC1(C)SC2CC(=O)N2C1CCC1=CC=CC=C1

> <INCHI_IDENTIFIER>
InChI=1S/C15H19NOS/c1-15(2)12(16-13(17)10-14(16)18-15)9-8-11-6-4-3-5-7-11/h3-7,12,14H,8-10H2,1-2H3

> <INCHI_KEY>
LPPBYNSFDZPOBZ-UHFFFAOYSA-N

> <FORMULA>
C15H19NOS

> <MOLECULAR_WEIGHT>
261.38

> <EXACT_MASS>
261.11873541

> <JCHEM_ACCEPTOR_COUNT>
1

> <JCHEM_ATOM_COUNT>
37

> <JCHEM_AVERAGE_POLARIZABILITY>
29.1422156588713

> <JCHEM_BIOAVAILABILITY>
1

> <JCHEM_DONOR_COUNT>
0

> <JCHEM_FORMAL_CHARGE>
0

> <JCHEM_GHOSE_FILTER>
1

> <JCHEM_IUPAC>
3,3-dimethyl-2-(2-phenylethyl)-4-thia-1-azabicyclo[3.2.0]heptan-7-one

> <ALOGPS_LOGP>
3.55

> <JCHEM_LOGP>
3.077062248999999

> <ALOGPS_LOGS>
-4.08

> <JCHEM_MDDR_LIKE_RULE>
0

> <JCHEM_NUMBER_OF_RINGS>
3

> <JCHEM_PHYSIOLOGICAL_CHARGE>
0

> <JCHEM_PKA_STRONGEST_BASIC>
-2.174295672177245

> <JCHEM_POLAR_SURFACE_AREA>
20.310000000000002

> <JCHEM_REFRACTIVITY>
75.17530000000002

> <JCHEM_ROTATABLE_BOND_COUNT>
3

> <JCHEM_RULE_OF_FIVE>
1

> <ALOGPS_SOLUBILITY>
2.16e-02 g/l

> <JCHEM_TRADITIONAL_IUPAC>
3,3-dimethyl-2-(2-phenylethyl)-4-thia-1-azabicyclo[3.2.0]heptan-7-one

> <JCHEM_VEBER_RULE>
1

$$$$

HMDB0260135
     RDKit          3D
(2S,5R)-3,3-Dimethyl-2-(2-phenylethyl)-4-thia-1-azabicyclo[3.2.0]heptan-7-one
 37 39  0  0  0  0  0  0  0  0999 V2000
   -2.1807    1.6090    1.1327 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.2739    1.1891   -0.2987 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.2194    2.3089   -1.2789 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.8619    0.2513   -0.4432 S   0  0  0  0  0  0  0  0  0  0  0  0
   -3.1121   -1.1580    0.4584 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.2074   -2.4927   -0.1790 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.7485   -2.5010    0.2682 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.0134   -3.3763    0.7464 O   0  0  0  0  0  0  0  0  0  0  0  0
   -1.7482   -1.1499   -0.1234 N   0  0  0  0  0  0  0  0  0  0  0  0
   -1.3339    0.0694   -0.6618 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.0956    0.4046   -0.3071 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.0238   -0.6947   -0.6834 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.4421   -0.3896   -0.3535 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.1911    0.2468   -1.3146 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.5340    0.5740   -1.0938 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.1276    0.2523    0.1176 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.3703   -0.3832    1.0705 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.0397   -0.6985    0.8305 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.9781    0.6944    1.7400 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.2176    1.9284    1.4452 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.4598    2.4062    1.3345 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.1727    2.5133   -1.6334 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.5273    3.2516   -0.7465 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.8220    2.1403   -2.1974 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.1441   -1.0883    1.5418 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.7632   -3.2127    0.4135 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.3391   -2.4727   -1.2550 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.3394    0.0984   -1.8021 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.1090    0.6127    0.7878 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.3579    1.3130   -0.8938 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.8025   -1.6564   -0.2028 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.9760   -0.8841   -1.7774 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.8008    0.5301   -2.2828 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.1151    1.0724   -1.8504 H   0  0  0  0  0  0  0  0  0  0  0  0
    6.1501    0.5111    0.2629 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.8587   -0.6246    2.0115 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.4686   -1.1944    1.5886 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  1  0
  6  7  1  0
  7  8  2  0
  7  9  1  0
  9 10  1  0
 10 11  1  0
 11 12  1  0
 12 13  1  0
 13 14  2  0
 14 15  1  0
 15 16  2  0
 16 17  1  0
 17 18  2  0
 10  2  1  0
 18 13  1  0
  9  5  1  0
  1 19  1  0
  1 20  1  0
  1 21  1  0
  3 22  1  0
  3 23  1  0
  3 24  1  0
  5 25  1  0
  6 26  1  0
  6 27  1  0
 10 28  1  0
 11 29  1  0
 11 30  1  0
 12 31  1  0
 12 32  1  0
 14 33  1  0
 15 34  1  0
 16 35  1  0
 17 36  1  0
 18 37  1  0
M  END

HEADER    PROTEIN                                 12-SEP-21   NONE
TITLE     NULL                                                        
COMPND    NULL                                                        
SOURCE    NULL                                                        
KEYWDS    NULL                                                        
EXPDTA    NULL                                                        
AUTHOR    Marvin                                                      
REVDAT   1   12-SEP-21         0                                  
HETATM    1  C   UNK     0       4.779   3.541   0.000  0.00  0.00           C+0
HETATM    2  C   UNK     0       3.634   2.510   0.000  0.00  0.00           C+0
HETATM    3  C   UNK     0       2.729   1.264   0.000  0.00  0.00           C+0
HETATM    4  N   UNK     0       1.264   1.740   0.000  0.00  0.00           N+0
HETATM    5  C   UNK     0       1.264   3.280   0.000  0.00  0.00           C+0
HETATM    6  S   UNK     0       2.729   3.756   0.000  0.00  0.00           S+0
HETATM    7  C   UNK     0      -0.276   3.280   0.000  0.00  0.00           C+0
HETATM    8  C   UNK     0      -0.276   1.740   0.000  0.00  0.00           C+0
HETATM    9  O   UNK     0      -1.365   0.651   0.000  0.00  0.00           O+0
HETATM   10  C   UNK     0       3.205  -0.200   0.000  0.00  0.00           C+0
HETATM   11  C   UNK     0       4.711  -0.520   0.000  0.00  0.00           C+0
HETATM   12  C   UNK     0       5.187  -1.985   0.000  0.00  0.00           C+0
HETATM   13  C   UNK     0       6.693  -2.305   0.000  0.00  0.00           C+0
HETATM   14  C   UNK     0       7.169  -3.770   0.000  0.00  0.00           C+0
HETATM   15  C   UNK     0       6.139  -4.914   0.000  0.00  0.00           C+0
HETATM   16  C   UNK     0       4.633  -4.594   0.000  0.00  0.00           C+0
HETATM   17  C   UNK     0       4.157  -3.130   0.000  0.00  0.00           C+0
HETATM   18  C   UNK     0       4.779   1.480   0.000  0.00  0.00           C+0
CONECT    1    2                                                            
CONECT    2    1    3    6   18                                             
CONECT    3    2    4   10                                                  
CONECT    4    3    5    8                                                  
CONECT    5    4    6    7                                                  
CONECT    6    5    2                                                       
CONECT    7    5    8                                                       
CONECT    8    7    4    9                                                  
CONECT    9    8                                                            
CONECT   10    3   11                                                       
CONECT   11   10   12                                                       
CONECT   12   11   13   17                                                  
CONECT   13   12   14                                                       
CONECT   14   13   15                                                       
CONECT   15   14   16                                                       
CONECT   16   15   17                                                       
CONECT   17   16   12                                                       
CONECT   18    2                                                            
MASTER        0    0    0    0    0    0    0    0   18    0   40    0
END

COMPND    HMDB0260135
HETATM    1  C1  UNL     1      -2.181   1.609   1.133  1.00  0.00           C  
HETATM    2  C2  UNL     1      -2.274   1.189  -0.299  1.00  0.00           C  
HETATM    3  C3  UNL     1      -2.219   2.309  -1.279  1.00  0.00           C  
HETATM    4  S1  UNL     1      -3.862   0.251  -0.443  1.00  0.00           S  
HETATM    5  C4  UNL     1      -3.112  -1.158   0.458  1.00  0.00           C  
HETATM    6  C5  UNL     1      -3.207  -2.493  -0.179  1.00  0.00           C  
HETATM    7  C6  UNL     1      -1.749  -2.501   0.268  1.00  0.00           C  
HETATM    8  O1  UNL     1      -1.013  -3.376   0.746  1.00  0.00           O  
HETATM    9  N1  UNL     1      -1.748  -1.150  -0.123  1.00  0.00           N  
HETATM   10  C7  UNL     1      -1.334   0.069  -0.662  1.00  0.00           C  
HETATM   11  C8  UNL     1       0.096   0.405  -0.307  1.00  0.00           C  
HETATM   12  C9  UNL     1       1.024  -0.695  -0.683  1.00  0.00           C  
HETATM   13  C10 UNL     1       2.442  -0.390  -0.354  1.00  0.00           C  
HETATM   14  C11 UNL     1       3.191   0.247  -1.315  1.00  0.00           C  
HETATM   15  C12 UNL     1       4.534   0.574  -1.094  1.00  0.00           C  
HETATM   16  C13 UNL     1       5.128   0.252   0.118  1.00  0.00           C  
HETATM   17  C14 UNL     1       4.370  -0.383   1.070  1.00  0.00           C  
HETATM   18  C15 UNL     1       3.040  -0.699   0.830  1.00  0.00           C  
HETATM   19  H1  UNL     1      -1.978   0.694   1.740  1.00  0.00           H  
HETATM   20  H2  UNL     1      -3.218   1.928   1.445  1.00  0.00           H  
HETATM   21  H3  UNL     1      -1.460   2.406   1.335  1.00  0.00           H  
HETATM   22  H4  UNL     1      -1.173   2.513  -1.633  1.00  0.00           H  
HETATM   23  H5  UNL     1      -2.527   3.252  -0.746  1.00  0.00           H  
HETATM   24  H6  UNL     1      -2.822   2.140  -2.197  1.00  0.00           H  
HETATM   25  H7  UNL     1      -3.144  -1.088   1.542  1.00  0.00           H  
HETATM   26  H8  UNL     1      -3.763  -3.213   0.414  1.00  0.00           H  
HETATM   27  H9  UNL     1      -3.339  -2.473  -1.255  1.00  0.00           H  
HETATM   28  H10 UNL     1      -1.339   0.098  -1.802  1.00  0.00           H  
HETATM   29  H11 UNL     1       0.109   0.613   0.788  1.00  0.00           H  
HETATM   30  H12 UNL     1       0.358   1.313  -0.894  1.00  0.00           H  
HETATM   31  H13 UNL     1       0.802  -1.656  -0.203  1.00  0.00           H  
HETATM   32  H14 UNL     1       0.976  -0.884  -1.777  1.00  0.00           H  
HETATM   33  H15 UNL     1       2.801   0.530  -2.283  1.00  0.00           H  
HETATM   34  H16 UNL     1       5.115   1.072  -1.850  1.00  0.00           H  
HETATM   35  H17 UNL     1       6.150   0.511   0.263  1.00  0.00           H  
HETATM   36  H18 UNL     1       4.859  -0.625   2.012  1.00  0.00           H  
HETATM   37  H19 UNL     1       2.469  -1.194   1.589  1.00  0.00           H  
CONECT    1    2   19   20   21
CONECT    2    3    4   10
CONECT    3   22   23   24
CONECT    4    5
CONECT    5    6    9   25
CONECT    6    7   26   27
CONECT    7    8    8    9
CONECT    9   10
CONECT   10   11   28
CONECT   11   12   29   30
CONECT   12   13   31   32
CONECT   13   14   14   18
CONECT   14   15   33
CONECT   15   16   16   34
CONECT   16   17   35
CONECT   17   18   18   36
CONECT   18   37
END

HMDB0260135
     RDKit          3D
(2S,5R)-3,3-Dimethyl-2-(2-phenylethyl)-4-thia-1-azabicyclo[3.2.0]heptan-7-one
 37 39  0  0  0  0  0  0  0  0999 V2000
   -2.1807    1.6090    1.1327 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.2739    1.1891   -0.2987 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.2194    2.3089   -1.2789 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.8619    0.2513   -0.4432 S   0  0  0  0  0  0  0  0  0  0  0  0
   -3.1121   -1.1580    0.4584 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.2074   -2.4927   -0.1790 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.7485   -2.5010    0.2682 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.0134   -3.3763    0.7464 O   0  0  0  0  0  0  0  0  0  0  0  0
   -1.7482   -1.1499   -0.1234 N   0  0  0  0  0  0  0  0  0  0  0  0
   -1.3339    0.0694   -0.6618 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.0956    0.4046   -0.3071 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.0238   -0.6947   -0.6834 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.4421   -0.3896   -0.3535 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.1911    0.2468   -1.3146 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.5340    0.5740   -1.0938 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.1276    0.2523    0.1176 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.3703   -0.3832    1.0705 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.0397   -0.6985    0.8305 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.9781    0.6944    1.7400 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.2176    1.9284    1.4452 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.4598    2.4062    1.3345 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.1727    2.5133   -1.6334 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.5273    3.2516   -0.7465 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.8220    2.1403   -2.1974 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.1441   -1.0883    1.5418 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.7632   -3.2127    0.4135 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.3391   -2.4727   -1.2550 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.3394    0.0984   -1.8021 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.1090    0.6127    0.7878 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.3579    1.3130   -0.8938 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.8025   -1.6564   -0.2028 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.9760   -0.8841   -1.7774 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.8008    0.5301   -2.2828 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.1151    1.0724   -1.8504 H   0  0  0  0  0  0  0  0  0  0  0  0
    6.1501    0.5111    0.2629 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.8587   -0.6246    2.0115 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.4686   -1.1944    1.5886 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  1  0
  6  7  1  0
  7  8  2  0
  7  9  1  0
  9 10  1  0
 10 11  1  0
 11 12  1  0
 12 13  1  0
 13 14  2  0
 14 15  1  0
 15 16  2  0
 16 17  1  0
 17 18  2  0
 10  2  1  0
 18 13  1  0
  9  5  1  0
  1 19  1  0
  1 20  1  0
  1 21  1  0
  3 22  1  0
  3 23  1  0
  3 24  1  0
  5 25  1  0
  6 26  1  0
  6 27  1  0
 10 28  1  0
 11 29  1  0
 11 30  1  0
 12 31  1  0
 12 32  1  0
 14 33  1  0
 15 34  1  0
 16 35  1  0
 17 36  1  0
 18 37  1  0
M  END

View in JSmol View Stereo Labels

Synonyms

Not Available

Chemical Formula

C₁₅H₁₉NOS

Average Molecular Weight

261.38

Monoisotopic Molecular Weight

261.11873541

IUPAC Name

3,3-dimethyl-2-(2-phenylethyl)-4-thia-1-azabicyclo[3.2.0]heptan-7-one

Traditional Name

3,3-dimethyl-2-(2-phenylethyl)-4-thia-1-azabicyclo[3.2.0]heptan-7-one

CAS Registry Number

Not Available

SMILES

CC1(C)SC2CC(=O)N2C1CCC1=CC=CC=C1

InChI Identifier

InChI=1S/C15H19NOS/c1-15(2)12(16-13(17)10-14(16)18-15)9-8-11-6-4-3-5-7-11/h3-7,12,14H,8-10H2,1-2H3

InChI Key

LPPBYNSFDZPOBZ-UHFFFAOYSA-N

Chemical Taxonomy

Description

Belongs to the class of organic compounds known as penams. These are organic heterocyclic compounds containing the 4-thia-1-azabicyclo[3.2.0]Heptan-7-one structure.

Kingdom

Organic compounds

Super Class

Organoheterocyclic compounds

Class

Lactams

Sub Class

Beta lactams

Direct Parent

Penams

Alternative Parents

Substituents

Penam
Monocyclic benzene moiety
Benzenoid
Tertiary carboxylic acid amide
Thiazolidine
Azetidine
Carboxamide group
Carboxylic acid derivative
Azacycle
Dialkylthioether
Thioether
Hemithioaminal
Organooxygen compound
Organonitrogen compound
Hydrocarbon derivative
Organic nitrogen compound
Organic oxygen compound
Carbonyl group
Organic oxide
Aromatic heteropolycyclic compound

Molecular Framework

Aromatic 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	3.55	ALOGPS
logP	3.08	ChemAxon
logS	-4.1	ALOGPS
pKa (Strongest Basic)	-2.2	ChemAxon
Physiological Charge	0	ChemAxon
Hydrogen Acceptor Count	1	ChemAxon
Hydrogen Donor Count	0	ChemAxon
Polar Surface Area	20.31 Å²	ChemAxon
Rotatable Bond Count	3	ChemAxon
Refractivity	75.18 m³·mol⁻¹	ChemAxon
Polarizability	29.14 Å³	ChemAxon
Number of Rings	3	ChemAxon
Bioavailability	Yes	ChemAxon
Rule of Five	Yes	ChemAxon
Ghose Filter	Yes	ChemAxon
Veber's Rule	Yes	ChemAxon
MDDR-like Rule	No	ChemAxon

Predicted Chromatographic Properties

Predicted Collision Cross Sections

Predictor	Adduct Type	CCS Value (Å²)	Reference
AllCCS	[M+H]+	160.754	32859911
AllCCS	[M+H-H2O]+	157.124	32859911
AllCCS	[M+Na]+	165.094	32859911
AllCCS	[M+NH4]+	164.125	32859911
AllCCS	[M-H]-	168.046	32859911
AllCCS	[M+Na-2H]-	168.008	32859911
AllCCS	[M+HCOO]-	168.087	32859911
DeepCCS	[M+H]+	159.474	30932474
DeepCCS	[M-H]-	157.116	30932474
DeepCCS	[M-2H]-	190.002	30932474
DeepCCS	[M+Na]+	165.567	30932474

Predicted Kovats Retention Indices

Underivatized

Metabolite	SMILES	Kovats RI Value	Column Type	Reference
(2S,5R)-3,3-Dimethyl-2-(2-phenylethyl)-4-thia-1-azabicyclo[3.2.0]heptan-7-one	CC1(C)SC2CC(=O)N2C1CCC1=CC=CC=C1	3057.3	Standard polar	33892256
(2S,5R)-3,3-Dimethyl-2-(2-phenylethyl)-4-thia-1-azabicyclo[3.2.0]heptan-7-one	CC1(C)SC2CC(=O)N2C1CCC1=CC=CC=C1	2117.7	Standard non polar	33892256
(2S,5R)-3,3-Dimethyl-2-(2-phenylethyl)-4-thia-1-azabicyclo[3.2.0]heptan-7-one	CC1(C)SC2CC(=O)N2C1CCC1=CC=CC=C1	2128.7	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 - (2S,5R)-3,3-Dimethyl-2-(2-phenylethyl)-4-thia-1-azabicyclo[3.2.0]heptan-7-one GC-MS (Non-derivatized) - 70eV, Positive	splash10-0006-9530000000-26ec082db3aca8e764e6	2021-09-24	Wishart Lab	View Spectrum
Predicted GC-MS	Predicted GC-MS Spectrum - (2S,5R)-3,3-Dimethyl-2-(2-phenylethyl)-4-thia-1-azabicyclo[3.2.0]heptan-7-one GC-MS (Non-derivatized) - 70eV, Positive	Not Available	2021-10-12	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

Not Available

KEGG Compound ID

Not Available

BioCyc ID

Not Available

BiGG ID

Not Available

Wikipedia Link

Not Available

METLIN ID

Not Available

PubChem Compound

76136160

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 (2S,5R)-3,3-Dimethyl-2-(2-phenylethyl)-4-thia-1-azabicyclo[3.2.0]heptan-7-one (HMDB0260135)

MOL for HMDB0260135 ((2S,5R)-3,3-Dimethyl-2-(2-phenylethyl)-4-thia-1-azabicyclo[3.2.0]heptan-7-one)

3D MOL for HMDB0260135 ((2S,5R)-3,3-Dimethyl-2-(2-phenylethyl)-4-thia-1-azabicyclo[3.2.0]heptan-7-one)

3D SDF for HMDB0260135 ((2S,5R)-3,3-Dimethyl-2-(2-phenylethyl)-4-thia-1-azabicyclo[3.2.0]heptan-7-one)

3D-SDF for HMDB0260135 ((2S,5R)-3,3-Dimethyl-2-(2-phenylethyl)-4-thia-1-azabicyclo[3.2.0]heptan-7-one)

PDB for HMDB0260135 ((2S,5R)-3,3-Dimethyl-2-(2-phenylethyl)-4-thia-1-azabicyclo[3.2.0]heptan-7-one)

3D PDB for HMDB0260135 ((2S,5R)-3,3-Dimethyl-2-(2-phenylethyl)-4-thia-1-azabicyclo[3.2.0]heptan-7-one)

SMILES for HMDB0260135 ((2S,5R)-3,3-Dimethyl-2-(2-phenylethyl)-4-thia-1-azabicyclo[3.2.0]heptan-7-one)

INCHI for HMDB0260135 ((2S,5R)-3,3-Dimethyl-2-(2-phenylethyl)-4-thia-1-azabicyclo[3.2.0]heptan-7-one)

Structure for HMDB0260135 ((2S,5R)-3,3-Dimethyl-2-(2-phenylethyl)-4-thia-1-azabicyclo[3.2.0]heptan-7-one)

3D Structure for HMDB0260135 ((2S,5R)-3,3-Dimethyl-2-(2-phenylethyl)-4-thia-1-azabicyclo[3.2.0]heptan-7-one)

Predicted Collision Cross Sections

Predicted Kovats Retention Indices

Underivatized

GC-MS Spectra