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Record Information

Version

5.0

Status

Detected but not Quantified

Creation Date

2021-09-11 16:32:55 UTC

Update Date

2021-09-26 23:11:44 UTC

HMDB ID

HMDB0256223

Secondary Accession Numbers

None

Metabolite Identification

Common Name

Penethamate

Description

N-(2-{[2-(diethylamino)ethoxy]carbonyl}-3,3-dimethyl-7-oxo-4-thia-1-azabicyclo[3.2.0]heptan-6-yl)-2-phenylethanimidic acid belongs to the class of organic compounds known as penicillins. These are organic compounds containing the penicillin core structure, which is structurally characterized by a penam ring bearing two methyl groups at position 2, and an amide group at position 6 [starting from the sulfur atom at position 1]. Based on a literature review very few articles have been published on N-(2-{[2-(diethylamino)ethoxy]carbonyl}-3,3-dimethyl-7-oxo-4-thia-1-azabicyclo[3.2.0]heptan-6-yl)-2-phenylethanimidic acid. This compound has been identified in human blood as reported by (PMID: 31557052 ). Penethamate is not a naturally occurring metabolite and is only found in those individuals exposed to this compound or its derivatives. Technically Penethamate 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


  Mrv1652309112118332D          

 30 32  0  0  0  0            999 V2000
   -0.9836   -3.8350    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.2691   -3.4225    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.4454   -3.8350    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    0.4454   -4.6600    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.2691   -5.0725    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.1598   -3.4225    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.8743   -3.8350    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.5888   -3.4225    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    3.3033   -3.8350    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.3033   -4.6600    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    4.0177   -3.4225    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.1040   -2.6020    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.9109   -2.4305    0.0000 S   0  0  0  0  0  0  0  0  0  0  0  0
    5.3234   -3.1450    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.7714   -3.7581    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    5.3845   -4.3101    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.4277   -5.1340    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    5.9365   -3.6970    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.7604   -3.6538    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    7.2097   -4.3457    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.8352   -5.0808    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    8.0336   -4.3025    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    8.4829   -4.9944    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    9.3068   -4.9513    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    9.7561   -5.6432    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    9.3816   -6.3782    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    8.5577   -6.4214    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    8.1084   -5.7295    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.2988   -2.4220    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.8408   -1.8201    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
  3  6  1  0  0  0  0
  6  7  1  0  0  0  0
  7  8  1  0  0  0  0
  8  9  1  0  0  0  0
  9 10  2  0  0  0  0
  9 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
 14 15  1  0  0  0  0
 11 15  1  0  0  0  0
 15 16  1  0  0  0  0
 16 17  2  0  0  0  0
 16 18  1  0  0  0  0
 14 18  1  0  0  0  0
 18 19  1  0  0  0  0
 19 20  1  0  0  0  0
 20 21  2  0  0  0  0
 20 22  1  0  0  0  0
 22 23  1  0  0  0  0
 23 24  2  0  0  0  0
 24 25  1  0  0  0  0
 25 26  2  0  0  0  0
 26 27  1  0  0  0  0
 27 28  2  0  0  0  0
 23 28  1  0  0  0  0
 12 29  1  0  0  0  0
 12 30  1  0  0  0  0
M  END

HMDB0256223
     RDKit          3D
Penethamate
 61 63  0  0  0  0  0  0  0  0999 V2000
    7.7964   -0.4619    0.3060 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.4205   -0.5951   -0.3030 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.3800   -0.7902    0.6417 N   0  0  0  0  0  0  0  0  0  0  0  0
    5.3743   -2.0205    1.3371 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.2077   -2.0560    2.3009 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.1112   -0.2498    0.2965 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.4689   -0.9689   -0.8722 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.2204   -0.4627   -1.2389 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.9517    0.8247   -1.6674 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.9249    1.6192   -1.7335 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.6026    1.2817   -2.0380 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.3853    0.2414   -1.8956 N   0  0  0  0  0  0  0  0  0  0  0  0
   -0.9880   -0.9952   -1.5510 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.5798   -2.1504   -1.2621 O   0  0  0  0  0  0  0  0  0  0  0  0
   -2.3337   -0.3518   -1.6740 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.9052    0.0702   -0.4369 N   0  0  0  0  0  0  0  0  0  0  0  0
   -4.2193   -0.2889   -0.0839 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.9073   -0.9910   -0.8621 O   0  0  0  0  0  0  0  0  0  0  0  0
   -4.7976    0.1522    1.1941 C   0  0  0  0  0  0  0  0  0  0  0  0
   -6.1800   -0.3617    1.3051 C   0  0  0  0  0  0  0  0  0  0  0  0
   -7.2395    0.3911    0.8417 C   0  0  0  0  0  0  0  0  0  0  0  0
   -8.5418   -0.0461    0.9239 C   0  0  0  0  0  0  0  0  0  0  0  0
   -8.7970   -1.2712    1.4849 C   0  0  0  0  0  0  0  0  0  0  0  0
   -7.7630   -2.0642    1.9648 C   0  0  0  0  0  0  0  0  0  0  0  0
   -6.4547   -1.5892    1.8652 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.6418    0.7244   -2.4745 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.6748    2.3906   -1.7076 S   0  0  0  0  0  0  0  0  0  0  0  0
    0.1160    2.4856   -1.2841 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.7176    3.7545   -1.8178 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.2701    2.3950    0.1925 C   0  0  0  0  0  0  0  0  0  0  0  0
    8.1009    0.6042    0.2806 H   0  0  0  0  0  0  0  0  0  0  0  0
    8.5404   -1.1128   -0.2017 H   0  0  0  0  0  0  0  0  0  0  0  0
    7.7028   -0.7628    1.3802 H   0  0  0  0  0  0  0  0  0  0  0  0
    6.2074    0.3294   -0.8641 H   0  0  0  0  0  0  0  0  0  0  0  0
    6.4700   -1.4070   -1.0886 H   0  0  0  0  0  0  0  0  0  0  0  0
    6.3129   -2.1631    1.8725 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.2487   -2.8705    0.6189 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.2525   -2.1496    1.7737 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.3027   -2.9622    2.9453 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.2314   -1.1230    2.9147 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.2648    0.8052   -0.0121 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.4133   -0.2158    1.1543 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.3103   -2.0546   -0.6237 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.2032   -0.9354   -1.7282 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.6368    1.5586   -3.1151 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.9728   -0.9780   -2.3236 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.2993    0.6602    0.1955 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.1752   -0.2490    2.0254 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.8692    1.2664    1.2431 H   0  0  0  0  0  0  0  0  0  0  0  0
   -7.0319    1.3424    0.4057 H   0  0  0  0  0  0  0  0  0  0  0  0
   -9.3717    0.5660    0.5511 H   0  0  0  0  0  0  0  0  0  0  0  0
   -9.8163   -1.6284    1.5564 H   0  0  0  0  0  0  0  0  0  0  0  0
   -7.9526   -3.0193    2.4030 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.6390   -2.2146    2.2439 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.7218    0.6959   -3.5557 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.7355    3.6601   -2.9423 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.1288    4.6531   -1.5903 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.7624    3.8064   -1.4942 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.7046    2.7093    0.6618 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.0134    3.1545    0.5713 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.5626    1.4183    0.5778 H   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  1  0
  2  3  1  0
  3  4  1  0
  4  5  1  0
  3  6  1  0
  6  7  1  0
  7  8  1  0
  8  9  1  0
  9 10  2  0
  9 11  1  0
 11 12  1  0
 12 13  1  0
 13 14  2  0
 13 15  1  0
 15 16  1  0
 16 17  1  0
 17 18  2  0
 17 19  1  0
 19 20  1  0
 20 21  2  0
 21 22  1  0
 22 23  2  0
 23 24  1  0
 24 25  2  0
 15 26  1  0
 26 27  1  0
 27 28  1  0
 28 29  1  0
 28 30  1  0
 28 11  1  0
 26 12  1  0
 25 20  1  0
  1 31  1  0
  1 32  1  0
  1 33  1  0
  2 34  1  0
  2 35  1  0
  4 36  1  0
  4 37  1  0
  5 38  1  0
  5 39  1  0
  5 40  1  0
  6 41  1  0
  6 42  1  0
  7 43  1  0
  7 44  1  0
 11 45  1  0
 15 46  1  0
 16 47  1  0
 19 48  1  0
 19 49  1  0
 21 50  1  0
 22 51  1  0
 23 52  1  0
 24 53  1  0
 25 54  1  0
 26 55  1  0
 29 56  1  0
 29 57  1  0
 29 58  1  0
 30 59  1  0
 30 60  1  0
 30 61  1  0
M  END


  Mrv1652309112118332D          

 30 32  0  0  0  0            999 V2000
   -0.9836   -3.8350    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.2691   -3.4225    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.4454   -3.8350    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    0.4454   -4.6600    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.2691   -5.0725    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.1598   -3.4225    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.8743   -3.8350    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.5888   -3.4225    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    3.3033   -3.8350    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.3033   -4.6600    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    4.0177   -3.4225    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.1040   -2.6020    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.9109   -2.4305    0.0000 S   0  0  0  0  0  0  0  0  0  0  0  0
    5.3234   -3.1450    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.7714   -3.7581    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    5.3845   -4.3101    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.4277   -5.1340    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    5.9365   -3.6970    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.7604   -3.6538    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    7.2097   -4.3457    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.8352   -5.0808    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    8.0336   -4.3025    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    8.4829   -4.9944    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    9.3068   -4.9513    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    9.7561   -5.6432    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    9.3816   -6.3782    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    8.5577   -6.4214    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    8.1084   -5.7295    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.2988   -2.4220    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.8408   -1.8201    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
  3  6  1  0  0  0  0
  6  7  1  0  0  0  0
  7  8  1  0  0  0  0
  8  9  1  0  0  0  0
  9 10  2  0  0  0  0
  9 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
 14 15  1  0  0  0  0
 11 15  1  0  0  0  0
 15 16  1  0  0  0  0
 16 17  2  0  0  0  0
 16 18  1  0  0  0  0
 14 18  1  0  0  0  0
 18 19  1  0  0  0  0
 19 20  1  0  0  0  0
 20 21  2  0  0  0  0
 20 22  1  0  0  0  0
 22 23  1  0  0  0  0
 23 24  2  0  0  0  0
 24 25  1  0  0  0  0
 25 26  2  0  0  0  0
 26 27  1  0  0  0  0
 27 28  2  0  0  0  0
 23 28  1  0  0  0  0
 12 29  1  0  0  0  0
 12 30  1  0  0  0  0
M  END
> <DATABASE_ID>
HMDB0256223

> <DATABASE_NAME>
hmdb

> <SMILES>
CCN(CC)CCOC(=O)C1N2C(SC1(C)C)C(NC(=O)CC1=CC=CC=C1)C2=O

> <INCHI_IDENTIFIER>
InChI=1S/C22H31N3O4S/c1-5-24(6-2)12-13-29-21(28)18-22(3,4)30-20-17(19(27)25(18)20)23-16(26)14-15-10-8-7-9-11-15/h7-11,17-18,20H,5-6,12-14H2,1-4H3,(H,23,26)

> <INCHI_KEY>
AFKRZUUZFWTBCC-UHFFFAOYSA-N

> <FORMULA>
C22H31N3O4S

> <MOLECULAR_WEIGHT>
433.57

> <EXACT_MASS>
433.203527664

> <JCHEM_ACCEPTOR_COUNT>
4

> <JCHEM_ATOM_COUNT>
61

> <JCHEM_AVERAGE_POLARIZABILITY>
47.67552254545916

> <JCHEM_BIOAVAILABILITY>
1

> <JCHEM_DONOR_COUNT>
1

> <JCHEM_FORMAL_CHARGE>
0

> <JCHEM_GHOSE_FILTER>
1

> <JCHEM_IUPAC>
2-(diethylamino)ethyl 3,3-dimethyl-7-oxo-6-(2-phenylacetamido)-4-thia-1-azabicyclo[3.2.0]heptane-2-carboxylate

> <ALOGPS_LOGP>
2.58

> <JCHEM_LOGP>
1.9588324406666666

> <ALOGPS_LOGS>
-3.80

> <JCHEM_MDDR_LIKE_RULE>
1

> <JCHEM_NUMBER_OF_RINGS>
3

> <JCHEM_PHYSIOLOGICAL_CHARGE>
1

> <JCHEM_PKA>
14.351053752924955

> <JCHEM_PKA_STRONGEST_ACIDIC>
12.009667325584726

> <JCHEM_PKA_STRONGEST_BASIC>
8.961410023579374

> <JCHEM_POLAR_SURFACE_AREA>
78.95

> <JCHEM_REFRACTIVITY>
116.81320000000002

> <JCHEM_ROTATABLE_BOND_COUNT>
10

> <JCHEM_RULE_OF_FIVE>
1

> <ALOGPS_SOLUBILITY>
6.94e-02 g/l

> <JCHEM_TRADITIONAL_IUPAC>
2-(diethylamino)ethyl 3,3-dimethyl-7-oxo-6-(2-phenylacetamido)-4-thia-1-azabicyclo[3.2.0]heptane-2-carboxylate

> <JCHEM_VEBER_RULE>
0

$$$$

HMDB0256223
     RDKit          3D
Penethamate
 61 63  0  0  0  0  0  0  0  0999 V2000
    7.7964   -0.4619    0.3060 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.4205   -0.5951   -0.3030 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.3800   -0.7902    0.6417 N   0  0  0  0  0  0  0  0  0  0  0  0
    5.3743   -2.0205    1.3371 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.2077   -2.0560    2.3009 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.1112   -0.2498    0.2965 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.4689   -0.9689   -0.8722 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.2204   -0.4627   -1.2389 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.9517    0.8247   -1.6674 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.9249    1.6192   -1.7335 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.6026    1.2817   -2.0380 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.3853    0.2414   -1.8956 N   0  0  0  0  0  0  0  0  0  0  0  0
   -0.9880   -0.9952   -1.5510 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.5798   -2.1504   -1.2621 O   0  0  0  0  0  0  0  0  0  0  0  0
   -2.3337   -0.3518   -1.6740 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.9052    0.0702   -0.4369 N   0  0  0  0  0  0  0  0  0  0  0  0
   -4.2193   -0.2889   -0.0839 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.9073   -0.9910   -0.8621 O   0  0  0  0  0  0  0  0  0  0  0  0
   -4.7976    0.1522    1.1941 C   0  0  0  0  0  0  0  0  0  0  0  0
   -6.1800   -0.3617    1.3051 C   0  0  0  0  0  0  0  0  0  0  0  0
   -7.2395    0.3911    0.8417 C   0  0  0  0  0  0  0  0  0  0  0  0
   -8.5418   -0.0461    0.9239 C   0  0  0  0  0  0  0  0  0  0  0  0
   -8.7970   -1.2712    1.4849 C   0  0  0  0  0  0  0  0  0  0  0  0
   -7.7630   -2.0642    1.9648 C   0  0  0  0  0  0  0  0  0  0  0  0
   -6.4547   -1.5892    1.8652 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.6418    0.7244   -2.4745 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.6748    2.3906   -1.7076 S   0  0  0  0  0  0  0  0  0  0  0  0
    0.1160    2.4856   -1.2841 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.7176    3.7545   -1.8178 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.2701    2.3950    0.1925 C   0  0  0  0  0  0  0  0  0  0  0  0
    8.1009    0.6042    0.2806 H   0  0  0  0  0  0  0  0  0  0  0  0
    8.5404   -1.1128   -0.2017 H   0  0  0  0  0  0  0  0  0  0  0  0
    7.7028   -0.7628    1.3802 H   0  0  0  0  0  0  0  0  0  0  0  0
    6.2074    0.3294   -0.8641 H   0  0  0  0  0  0  0  0  0  0  0  0
    6.4700   -1.4070   -1.0886 H   0  0  0  0  0  0  0  0  0  0  0  0
    6.3129   -2.1631    1.8725 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.2487   -2.8705    0.6189 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.2525   -2.1496    1.7737 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.3027   -2.9622    2.9453 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.2314   -1.1230    2.9147 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.2648    0.8052   -0.0121 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.4133   -0.2158    1.1543 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.3103   -2.0546   -0.6237 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.2032   -0.9354   -1.7282 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.6368    1.5586   -3.1151 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.9728   -0.9780   -2.3236 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.2993    0.6602    0.1955 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.1752   -0.2490    2.0254 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.8692    1.2664    1.2431 H   0  0  0  0  0  0  0  0  0  0  0  0
   -7.0319    1.3424    0.4057 H   0  0  0  0  0  0  0  0  0  0  0  0
   -9.3717    0.5660    0.5511 H   0  0  0  0  0  0  0  0  0  0  0  0
   -9.8163   -1.6284    1.5564 H   0  0  0  0  0  0  0  0  0  0  0  0
   -7.9526   -3.0193    2.4030 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.6390   -2.2146    2.2439 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.7218    0.6959   -3.5557 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.7355    3.6601   -2.9423 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.1288    4.6531   -1.5903 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.7624    3.8064   -1.4942 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.7046    2.7093    0.6618 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.0134    3.1545    0.5713 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.5626    1.4183    0.5778 H   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  1  0
  2  3  1  0
  3  4  1  0
  4  5  1  0
  3  6  1  0
  6  7  1  0
  7  8  1  0
  8  9  1  0
  9 10  2  0
  9 11  1  0
 11 12  1  0
 12 13  1  0
 13 14  2  0
 13 15  1  0
 15 16  1  0
 16 17  1  0
 17 18  2  0
 17 19  1  0
 19 20  1  0
 20 21  2  0
 21 22  1  0
 22 23  2  0
 23 24  1  0
 24 25  2  0
 15 26  1  0
 26 27  1  0
 27 28  1  0
 28 29  1  0
 28 30  1  0
 28 11  1  0
 26 12  1  0
 25 20  1  0
  1 31  1  0
  1 32  1  0
  1 33  1  0
  2 34  1  0
  2 35  1  0
  4 36  1  0
  4 37  1  0
  5 38  1  0
  5 39  1  0
  5 40  1  0
  6 41  1  0
  6 42  1  0
  7 43  1  0
  7 44  1  0
 11 45  1  0
 15 46  1  0
 16 47  1  0
 19 48  1  0
 19 49  1  0
 21 50  1  0
 22 51  1  0
 23 52  1  0
 24 53  1  0
 25 54  1  0
 26 55  1  0
 29 56  1  0
 29 57  1  0
 29 58  1  0
 30 59  1  0
 30 60  1  0
 30 61  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      -1.836  -7.159   0.000  0.00  0.00           C+0
HETATM    2  C   UNK     0      -0.502  -6.389   0.000  0.00  0.00           C+0
HETATM    3  N   UNK     0       0.831  -7.159   0.000  0.00  0.00           N+0
HETATM    4  C   UNK     0       0.831  -8.699   0.000  0.00  0.00           C+0
HETATM    5  C   UNK     0      -0.502  -9.469   0.000  0.00  0.00           C+0
HETATM    6  C   UNK     0       2.165  -6.389   0.000  0.00  0.00           C+0
HETATM    7  C   UNK     0       3.499  -7.159   0.000  0.00  0.00           C+0
HETATM    8  O   UNK     0       4.832  -6.389   0.000  0.00  0.00           O+0
HETATM    9  C   UNK     0       6.166  -7.159   0.000  0.00  0.00           C+0
HETATM   10  O   UNK     0       6.166  -8.699   0.000  0.00  0.00           O+0
HETATM   11  C   UNK     0       7.500  -6.389   0.000  0.00  0.00           C+0
HETATM   12  C   UNK     0       7.661  -4.857   0.000  0.00  0.00           C+0
HETATM   13  S   UNK     0       9.167  -4.537   0.000  0.00  0.00           S+0
HETATM   14  C   UNK     0       9.937  -5.871   0.000  0.00  0.00           C+0
HETATM   15  N   UNK     0       8.907  -7.015   0.000  0.00  0.00           N+0
HETATM   16  C   UNK     0      10.051  -8.045   0.000  0.00  0.00           C+0
HETATM   17  O   UNK     0      10.132  -9.583   0.000  0.00  0.00           O+0
HETATM   18  C   UNK     0      11.082  -6.901   0.000  0.00  0.00           C+0
HETATM   19  N   UNK     0      12.619  -6.820   0.000  0.00  0.00           N+0
HETATM   20  C   UNK     0      13.458  -8.112   0.000  0.00  0.00           C+0
HETATM   21  O   UNK     0      12.759  -9.484   0.000  0.00  0.00           O+0
HETATM   22  C   UNK     0      14.996  -8.031   0.000  0.00  0.00           C+0
HETATM   23  C   UNK     0      15.835  -9.323   0.000  0.00  0.00           C+0
HETATM   24  C   UNK     0      17.373  -9.242   0.000  0.00  0.00           C+0
HETATM   25  C   UNK     0      18.211 -10.534   0.000  0.00  0.00           C+0
HETATM   26  C   UNK     0      17.512 -11.906   0.000  0.00  0.00           C+0
HETATM   27  C   UNK     0      15.974 -11.987   0.000  0.00  0.00           C+0
HETATM   28  C   UNK     0      15.136 -10.695   0.000  0.00  0.00           C+0
HETATM   29  C   UNK     0       6.158  -4.521   0.000  0.00  0.00           C+0
HETATM   30  C   UNK     0       7.170  -3.398   0.000  0.00  0.00           C+0
CONECT    1    2                                                            
CONECT    2    1    3                                                       
CONECT    3    2    4    6                                                  
CONECT    4    3    5                                                       
CONECT    5    4                                                            
CONECT    6    3    7                                                       
CONECT    7    6    8                                                       
CONECT    8    7    9                                                       
CONECT    9    8   10   11                                                  
CONECT   10    9                                                            
CONECT   11    9   12   15                                                  
CONECT   12   11   13   29   30                                             
CONECT   13   12   14                                                       
CONECT   14   13   15   18                                                  
CONECT   15   14   11   16                                                  
CONECT   16   15   17   18                                                  
CONECT   17   16                                                            
CONECT   18   16   14   19                                                  
CONECT   19   18   20                                                       
CONECT   20   19   21   22                                                  
CONECT   21   20                                                            
CONECT   22   20   23                                                       
CONECT   23   22   24   28                                                  
CONECT   24   23   25                                                       
CONECT   25   24   26                                                       
CONECT   26   25   27                                                       
CONECT   27   26   28                                                       
CONECT   28   27   23                                                       
CONECT   29   12                                                            
CONECT   30   12                                                            
MASTER        0    0    0    0    0    0    0    0   30    0   64    0
END

COMPND    HMDB0256223
HETATM    1  C1  UNL     1       7.796  -0.462   0.306  1.00  0.00           C  
HETATM    2  C2  UNL     1       6.420  -0.595  -0.303  1.00  0.00           C  
HETATM    3  N1  UNL     1       5.380  -0.790   0.642  1.00  0.00           N  
HETATM    4  C3  UNL     1       5.374  -2.020   1.337  1.00  0.00           C  
HETATM    5  C4  UNL     1       4.208  -2.056   2.301  1.00  0.00           C  
HETATM    6  C5  UNL     1       4.111  -0.250   0.297  1.00  0.00           C  
HETATM    7  C6  UNL     1       3.469  -0.969  -0.872  1.00  0.00           C  
HETATM    8  O1  UNL     1       2.220  -0.463  -1.239  1.00  0.00           O  
HETATM    9  C7  UNL     1       1.952   0.825  -1.667  1.00  0.00           C  
HETATM   10  O2  UNL     1       2.925   1.619  -1.734  1.00  0.00           O  
HETATM   11  C8  UNL     1       0.603   1.282  -2.038  1.00  0.00           C  
HETATM   12  N2  UNL     1      -0.385   0.241  -1.896  1.00  0.00           N  
HETATM   13  C9  UNL     1      -0.988  -0.995  -1.551  1.00  0.00           C  
HETATM   14  O3  UNL     1      -0.580  -2.150  -1.262  1.00  0.00           O  
HETATM   15  C10 UNL     1      -2.334  -0.352  -1.674  1.00  0.00           C  
HETATM   16  N3  UNL     1      -2.905   0.070  -0.437  1.00  0.00           N  
HETATM   17  C11 UNL     1      -4.219  -0.289  -0.084  1.00  0.00           C  
HETATM   18  O4  UNL     1      -4.907  -0.991  -0.862  1.00  0.00           O  
HETATM   19  C12 UNL     1      -4.798   0.152   1.194  1.00  0.00           C  
HETATM   20  C13 UNL     1      -6.180  -0.362   1.305  1.00  0.00           C  
HETATM   21  C14 UNL     1      -7.240   0.391   0.842  1.00  0.00           C  
HETATM   22  C15 UNL     1      -8.542  -0.046   0.924  1.00  0.00           C  
HETATM   23  C16 UNL     1      -8.797  -1.271   1.485  1.00  0.00           C  
HETATM   24  C17 UNL     1      -7.763  -2.064   1.965  1.00  0.00           C  
HETATM   25  C18 UNL     1      -6.455  -1.589   1.865  1.00  0.00           C  
HETATM   26  C19 UNL     1      -1.642   0.724  -2.475  1.00  0.00           C  
HETATM   27  S1  UNL     1      -1.675   2.391  -1.708  1.00  0.00           S  
HETATM   28  C20 UNL     1       0.116   2.486  -1.284  1.00  0.00           C  
HETATM   29  C21 UNL     1       0.718   3.754  -1.818  1.00  0.00           C  
HETATM   30  C22 UNL     1       0.270   2.395   0.193  1.00  0.00           C  
HETATM   31  H1  UNL     1       8.101   0.604   0.281  1.00  0.00           H  
HETATM   32  H2  UNL     1       8.540  -1.113  -0.202  1.00  0.00           H  
HETATM   33  H3  UNL     1       7.703  -0.763   1.380  1.00  0.00           H  
HETATM   34  H4  UNL     1       6.207   0.329  -0.864  1.00  0.00           H  
HETATM   35  H5  UNL     1       6.470  -1.407  -1.089  1.00  0.00           H  
HETATM   36  H6  UNL     1       6.313  -2.163   1.873  1.00  0.00           H  
HETATM   37  H7  UNL     1       5.249  -2.871   0.619  1.00  0.00           H  
HETATM   38  H8  UNL     1       3.253  -2.150   1.774  1.00  0.00           H  
HETATM   39  H9  UNL     1       4.303  -2.962   2.945  1.00  0.00           H  
HETATM   40  H10 UNL     1       4.231  -1.123   2.915  1.00  0.00           H  
HETATM   41  H11 UNL     1       4.265   0.805  -0.012  1.00  0.00           H  
HETATM   42  H12 UNL     1       3.413  -0.216   1.154  1.00  0.00           H  
HETATM   43  H13 UNL     1       3.310  -2.055  -0.624  1.00  0.00           H  
HETATM   44  H14 UNL     1       4.203  -0.935  -1.728  1.00  0.00           H  
HETATM   45  H15 UNL     1       0.637   1.559  -3.115  1.00  0.00           H  
HETATM   46  H16 UNL     1      -2.973  -0.978  -2.324  1.00  0.00           H  
HETATM   47  H17 UNL     1      -2.299   0.660   0.196  1.00  0.00           H  
HETATM   48  H18 UNL     1      -4.175  -0.249   2.025  1.00  0.00           H  
HETATM   49  H19 UNL     1      -4.869   1.266   1.243  1.00  0.00           H  
HETATM   50  H20 UNL     1      -7.032   1.342   0.406  1.00  0.00           H  
HETATM   51  H21 UNL     1      -9.372   0.566   0.551  1.00  0.00           H  
HETATM   52  H22 UNL     1      -9.816  -1.628   1.556  1.00  0.00           H  
HETATM   53  H23 UNL     1      -7.953  -3.019   2.403  1.00  0.00           H  
HETATM   54  H24 UNL     1      -5.639  -2.215   2.244  1.00  0.00           H  
HETATM   55  H25 UNL     1      -1.722   0.696  -3.556  1.00  0.00           H  
HETATM   56  H26 UNL     1       0.735   3.660  -2.942  1.00  0.00           H  
HETATM   57  H27 UNL     1       0.129   4.653  -1.590  1.00  0.00           H  
HETATM   58  H28 UNL     1       1.762   3.806  -1.494  1.00  0.00           H  
HETATM   59  H29 UNL     1      -0.705   2.709   0.662  1.00  0.00           H  
HETATM   60  H30 UNL     1       1.013   3.155   0.571  1.00  0.00           H  
HETATM   61  H31 UNL     1       0.563   1.418   0.578  1.00  0.00           H  
CONECT    1    2   31   32   33
CONECT    2    3   34   35
CONECT    3    4    6
CONECT    4    5   36   37
CONECT    5   38   39   40
CONECT    6    7   41   42
CONECT    7    8   43   44
CONECT    8    9
CONECT    9   10   10   11
CONECT   11   12   28   45
CONECT   12   13   26
CONECT   13   14   14   15
CONECT   15   16   26   46
CONECT   16   17   47
CONECT   17   18   18   19
CONECT   19   20   48   49
CONECT   20   21   21   25
CONECT   21   22   50
CONECT   22   23   23   51
CONECT   23   24   52
CONECT   24   25   25   53
CONECT   25   54
CONECT   26   27   55
CONECT   27   28
CONECT   28   29   30
CONECT   29   56   57   58
CONECT   30   59   60   61
END

HMDB0256223
     RDKit          3D
Penethamate
 61 63  0  0  0  0  0  0  0  0999 V2000
    7.7964   -0.4619    0.3060 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.4205   -0.5951   -0.3030 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.3800   -0.7902    0.6417 N   0  0  0  0  0  0  0  0  0  0  0  0
    5.3743   -2.0205    1.3371 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.2077   -2.0560    2.3009 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.1112   -0.2498    0.2965 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.4689   -0.9689   -0.8722 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.2204   -0.4627   -1.2389 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.9517    0.8247   -1.6674 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.9249    1.6192   -1.7335 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.6026    1.2817   -2.0380 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.3853    0.2414   -1.8956 N   0  0  0  0  0  0  0  0  0  0  0  0
   -0.9880   -0.9952   -1.5510 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.5798   -2.1504   -1.2621 O   0  0  0  0  0  0  0  0  0  0  0  0
   -2.3337   -0.3518   -1.6740 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.9052    0.0702   -0.4369 N   0  0  0  0  0  0  0  0  0  0  0  0
   -4.2193   -0.2889   -0.0839 C   0  0  0  0  0  0  0  0  0  0  0  0
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   -6.1800   -0.3617    1.3051 C   0  0  0  0  0  0  0  0  0  0  0  0
   -7.2395    0.3911    0.8417 C   0  0  0  0  0  0  0  0  0  0  0  0
   -8.5418   -0.0461    0.9239 C   0  0  0  0  0  0  0  0  0  0  0  0
   -8.7970   -1.2712    1.4849 C   0  0  0  0  0  0  0  0  0  0  0  0
   -7.7630   -2.0642    1.9648 C   0  0  0  0  0  0  0  0  0  0  0  0
   -6.4547   -1.5892    1.8652 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.6418    0.7244   -2.4745 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.6748    2.3906   -1.7076 S   0  0  0  0  0  0  0  0  0  0  0  0
    0.1160    2.4856   -1.2841 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.7176    3.7545   -1.8178 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.2701    2.3950    0.1925 C   0  0  0  0  0  0  0  0  0  0  0  0
    8.1009    0.6042    0.2806 H   0  0  0  0  0  0  0  0  0  0  0  0
    8.5404   -1.1128   -0.2017 H   0  0  0  0  0  0  0  0  0  0  0  0
    7.7028   -0.7628    1.3802 H   0  0  0  0  0  0  0  0  0  0  0  0
    6.2074    0.3294   -0.8641 H   0  0  0  0  0  0  0  0  0  0  0  0
    6.4700   -1.4070   -1.0886 H   0  0  0  0  0  0  0  0  0  0  0  0
    6.3129   -2.1631    1.8725 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.2487   -2.8705    0.6189 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.2525   -2.1496    1.7737 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.3027   -2.9622    2.9453 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.2314   -1.1230    2.9147 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.2648    0.8052   -0.0121 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.4133   -0.2158    1.1543 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.3103   -2.0546   -0.6237 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.2032   -0.9354   -1.7282 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.6368    1.5586   -3.1151 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.9728   -0.9780   -2.3236 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.2993    0.6602    0.1955 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.1752   -0.2490    2.0254 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.8692    1.2664    1.2431 H   0  0  0  0  0  0  0  0  0  0  0  0
   -7.0319    1.3424    0.4057 H   0  0  0  0  0  0  0  0  0  0  0  0
   -9.3717    0.5660    0.5511 H   0  0  0  0  0  0  0  0  0  0  0  0
   -9.8163   -1.6284    1.5564 H   0  0  0  0  0  0  0  0  0  0  0  0
   -7.9526   -3.0193    2.4030 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.6390   -2.2146    2.2439 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.7218    0.6959   -3.5557 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.7355    3.6601   -2.9423 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.1288    4.6531   -1.5903 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.7624    3.8064   -1.4942 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.7046    2.7093    0.6618 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.0134    3.1545    0.5713 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.5626    1.4183    0.5778 H   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  1  0
  2  3  1  0
  3  4  1  0
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M  END

View in JSmol View Stereo Labels

Synonyms

Value	Source
N-(2-{[2-(diethylamino)ethoxy]carbonyl}-3,3-dimethyl-7-oxo-4-thia-1-azabicyclo[3.2.0]heptan-6-yl)-2-phenylethanimidate	Generator
Penethamic acid	Generator

Chemical Formula

C₂₂H₃₁N₃O₄S

Average Molecular Weight

433.57

Monoisotopic Molecular Weight

433.203527664

IUPAC Name

2-(diethylamino)ethyl 3,3-dimethyl-7-oxo-6-(2-phenylacetamido)-4-thia-1-azabicyclo[3.2.0]heptane-2-carboxylate

Traditional Name

2-(diethylamino)ethyl 3,3-dimethyl-7-oxo-6-(2-phenylacetamido)-4-thia-1-azabicyclo[3.2.0]heptane-2-carboxylate

CAS Registry Number

Not Available

SMILES

CCN(CC)CCOC(=O)C1N2C(SC1(C)C)C(NC(=O)CC1=CC=CC=C1)C2=O

InChI Identifier

InChI=1S/C22H31N3O4S/c1-5-24(6-2)12-13-29-21(28)18-22(3,4)30-20-17(19(27)25(18)20)23-16(26)14-15-10-8-7-9-11-15/h7-11,17-18,20H,5-6,12-14H2,1-4H3,(H,23,26)

InChI Key

AFKRZUUZFWTBCC-UHFFFAOYSA-N

Chemical Taxonomy

Description

Belongs to the class of organic compounds known as penicillins. These are organic compounds containing the penicillin core structure, which is structurally characterized by a penam ring bearing two methyl groups at position 2, and an amide group at position 6 [starting from the sulfur atom at position 1].

Kingdom

Organic compounds

Super Class

Organoheterocyclic compounds

Class

Lactams

Sub Class

Beta lactams

Direct Parent

Penicillins

Alternative Parents

Substituents

Penicillin
Alpha-amino acid ester
N-acyl-alpha amino acid or derivatives
Alpha-amino acid or derivatives
Phenylacetamide
Monocyclic benzene moiety
Benzenoid
Tertiary carboxylic acid amide
Thiazolidine
Amino acid or derivatives
Azetidine
Carboxamide group
Carboxylic acid ester
Secondary carboxylic acid amide
Tertiary amine
Tertiary aliphatic amine
Monocarboxylic acid or derivatives
Carboxylic acid derivative
Azacycle
Dialkylthioether
Thioether
Hemithioaminal
Hydrocarbon derivative
Organooxygen compound
Organonitrogen compound
Organic oxide
Organic nitrogen compound
Amine
Carbonyl group
Organic oxygen compound
Organopnictogen compound
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)

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	2.58	ALOGPS
logP	1.96	ChemAxon
logS	-3.8	ALOGPS
pKa (Strongest Acidic)	12.01	ChemAxon
pKa (Strongest Basic)	8.96	ChemAxon
Physiological Charge	1	ChemAxon
Hydrogen Acceptor Count	4	ChemAxon
Hydrogen Donor Count	1	ChemAxon
Polar Surface Area	78.95 Å²	ChemAxon
Rotatable Bond Count	10	ChemAxon
Refractivity	116.81 m³·mol⁻¹	ChemAxon
Polarizability	47.68 Å³	ChemAxon
Number of Rings	3	ChemAxon
Bioavailability	Yes	ChemAxon
Rule of Five	Yes	ChemAxon
Ghose Filter	Yes	ChemAxon
Veber's Rule	No	ChemAxon
MDDR-like Rule	Yes	ChemAxon

Predicted Chromatographic Properties

Predicted Collision Cross Sections

Predictor	Adduct Type	CCS Value (Å²)	Reference
DeepCCS	[M+H]+	198.529	30932474
DeepCCS	[M-H]-	196.158	30932474
DeepCCS	[M-2H]-	230.462	30932474
DeepCCS	[M+Na]+	206.442	30932474
AllCCS	[M+H]+	203.1	32859911
AllCCS	[M+H-H2O]+	201.2	32859911
AllCCS	[M+NH4]+	204.9	32859911
AllCCS	[M+Na]+	205.4	32859911
AllCCS	[M-H]-	197.8	32859911
AllCCS	[M+Na-2H]-	198.9	32859911
AllCCS	[M+HCOO]-	200.2	32859911

Predicted Kovats Retention Indices

Underivatized

Metabolite	SMILES	Kovats RI Value	Column Type	Reference
Penethamate	CCN(CC)CCOC(=O)C1N2C(SC1(C)C)C(NC(=O)CC1=CC=CC=C1)C2=O	4077.3	Standard polar	33892256
Penethamate	CCN(CC)CCOC(=O)C1N2C(SC1(C)C)C(NC(=O)CC1=CC=CC=C1)C2=O	2854.0	Standard non polar	33892256
Penethamate	CCN(CC)CCOC(=O)C1N2C(SC1(C)C)C(NC(=O)CC1=CC=CC=C1)C2=O	3157.1	Semi standard non polar	33892256

Derivatized

Derivative Name / Structure	SMILES	Kovats RI Value	Column Type	Reference
Penethamate,1TMS,isomer #1	CCN(CC)CCOC(=O)C1N2C(=O)C(N(C(=O)CC3=CC=CC=C3)[Si](C)(C)C)C2SC1(C)C	3059.4	Semi standard non polar	33892256
Penethamate,1TMS,isomer #1	CCN(CC)CCOC(=O)C1N2C(=O)C(N(C(=O)CC3=CC=CC=C3)[Si](C)(C)C)C2SC1(C)C	3035.4	Standard non polar	33892256
Penethamate,1TMS,isomer #1	CCN(CC)CCOC(=O)C1N2C(=O)C(N(C(=O)CC3=CC=CC=C3)[Si](C)(C)C)C2SC1(C)C	3881.5	Standard polar	33892256
Penethamate,1TBDMS,isomer #1	CCN(CC)CCOC(=O)C1N2C(=O)C(N(C(=O)CC3=CC=CC=C3)[Si](C)(C)C(C)(C)C)C2SC1(C)C	3267.4	Semi standard non polar	33892256
Penethamate,1TBDMS,isomer #1	CCN(CC)CCOC(=O)C1N2C(=O)C(N(C(=O)CC3=CC=CC=C3)[Si](C)(C)C(C)(C)C)C2SC1(C)C	3238.9	Standard non polar	33892256
Penethamate,1TBDMS,isomer #1	CCN(CC)CCOC(=O)C1N2C(=O)C(N(C(=O)CC3=CC=CC=C3)[Si](C)(C)C(C)(C)C)C2SC1(C)C	3939.1	Standard polar	33892256

Spectra

GC-MS Spectra

Spectrum Type	Description	Splash Key	Deposition Date	Source	View
Predicted GC-MS	Predicted GC-MS Spectrum - Penethamate GC-MS (Non-derivatized) - 70eV, Positive	splash10-000i-9120000000-e896b68be9f4ab994b94	2021-09-24	Wishart Lab	View Spectrum
Predicted GC-MS	Predicted GC-MS Spectrum - Penethamate 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

22906

KEGG Compound ID

Not Available

BioCyc ID

Not Available

BiGG ID

Not Available

Wikipedia Link

Not Available

METLIN ID

Not Available

PubChem Compound

Not Available

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 Penethamate (HMDB0256223)

MOL for HMDB0256223 (Penethamate)

3D MOL for HMDB0256223 (Penethamate)

3D SDF for HMDB0256223 (Penethamate)

3D-SDF for HMDB0256223 (Penethamate)

PDB for HMDB0256223 (Penethamate)

3D PDB for HMDB0256223 (Penethamate)

SMILES for HMDB0256223 (Penethamate)

INCHI for HMDB0256223 (Penethamate)

Structure for HMDB0256223 (Penethamate)

3D Structure for HMDB0256223 (Penethamate)

Predicted Collision Cross Sections

Predicted Kovats Retention Indices

Underivatized

Derivatized

GC-MS Spectra