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Showing metabocard for 6-(D-alpha-(3-Guanylureido)phenylacetamido)penicillanic acid (HMDB0247826)

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Record Information
Version5.0
StatusDetected but not Quantified
Creation Date2021-09-11 00:58:48 UTC
Update Date2021-09-26 22:57:43 UTC
HMDB IDHMDB0247826
Secondary Accession NumbersNone
Metabolite Identification
Common Name6-(D-alpha-(3-Guanylureido)phenylacetamido)penicillanic acid
Description6-(D-alpha-(3-Guanylureido)phenylacetamido)penicillanic acid, also known as BLP 1654, sodium salt, belongs to the class of organic compounds known as peptides. Peptides are compounds containing an amide derived from two or more amino carboxylic acid molecules (the same or different) by formation of a covalent bond from the carbonyl carbon of one to the nitrogen atom of another. Based on a literature review very few articles have been published on 6-(D-alpha-(3-Guanylureido)phenylacetamido)penicillanic acid. This compound has been identified in human blood as reported by (PMID: 31557052 ). 6-(d-alpha-(3-guanylureido)phenylacetamido)penicillanic acid is not a naturally occurring metabolite and is only found in those individuals exposed to this compound or its derivatives. Technically 6-(D-alpha-(3-Guanylureido)phenylacetamido)penicillanic acid 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
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MOL3D MOLSDF3D SDFPDB3D PDBSMILESInChI

MOL for HMDB0247826 (6-(D-alpha-(3-Guanylureido)phenylacetamido)penicillanic acid)

  Mrv1652309112102592D          

 30 32  0  0  0  0            999 V2000
   -2.3895    2.1766    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.9402    2.8685    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.6445    3.6387    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.8207    3.5955    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   -0.6071    2.7986    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.2990    2.3493    0.0000 S   0  0  0  0  0  0  0  0  0  0  0  0
    0.1898    3.0121    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.0238    3.8090    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.3887    4.5235    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.9042    2.5996    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    1.6187    3.0121    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.6187    3.8371    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.3332    2.5996    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.3332    1.7746    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.0476    1.3621    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.0476    0.5371    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.3332    0.1246    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.6187    0.5371    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.6187    1.3621    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.0476    3.0121    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    3.7621    2.5996    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.7621    1.7746    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    4.4766    3.0121    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    5.1911    2.5996    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.9055    3.0121    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    5.1911    1.7746    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   -2.0939    4.3306    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.9177    4.2874    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -1.7193    5.0657    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -2.6753    3.2430    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
  7 10  1  0  0  0  0
 10 11  1  0  0  0  0
 11 12  2  0  0  0  0
 11 13  1  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
 17 18  1  0  0  0  0
 18 19  2  0  0  0  0
 14 19  1  0  0  0  0
 13 20  1  0  0  0  0
 20 21  1  0  0  0  0
 21 22  2  0  0  0  0
 21 23  1  0  0  0  0
 23 24  2  0  0  0  0
 24 25  1  0  0  0  0
 24 26  1  0  0  0  0
  3 27  1  0  0  0  0
 27 28  2  0  0  0  0
 27 29  1  0  0  0  0
  2 30  1  0  0  0  0
M  END
Download

3D MOL for HMDB0247826 (6-(D-alpha-(3-Guanylureido)phenylacetamido)penicillanic acid)

HMDB0247826
     RDKit          3D
6-(D-alpha-(3-Guanylureido)phenylacetamido)penicillanic acid
 52 54  0  0  0  0  0  0  0  0999 V2000
   -3.2115   -1.8021    1.7723 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.7713   -2.1080    0.3959 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.6121   -3.3520    0.4056 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.4751   -2.1977   -0.8775 S   0  0  0  0  0  0  0  0  0  0  0  0
   -2.8185   -0.5794   -1.6859 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.7610    0.4437   -1.5688 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.5237    0.0647   -0.9859 N   0  0  0  0  0  0  0  0  0  0  0  0
    0.5884    0.9746   -1.1910 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.4137    2.0520   -1.8330 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.9023    0.6248   -0.6494 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.8013    1.7541   -0.8353 N   0  0  0  0  0  0  0  0  0  0  0  0
    3.9379    1.7453   -1.6685 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.2159    0.6869   -2.3104 O   0  0  0  0  0  0  0  0  0  0  0  0
    4.7434    2.8783   -1.7871 N   0  0  0  0  0  0  0  0  0  0  0  0
    5.9650    2.9817   -1.4269 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.6704    4.2161   -1.6109 N   0  0  0  0  0  0  0  0  0  0  0  0
    6.6218    1.8744   -0.8357 N   0  0  0  0  0  0  0  0  0  0  0  0
    1.9265    0.1155    0.7348 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.0177   -0.5412    1.2613 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.0754   -1.0039    2.5532 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.0089   -0.8176    3.3833 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.9079   -0.1713    2.8980 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.8462    0.2961    1.6010 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.7379    1.1972   -0.7205 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.7707    2.3722   -0.3352 O   0  0  0  0  0  0  0  0  0  0  0  0
   -3.5541    0.0495   -0.5659 N   0  0  0  0  0  0  0  0  0  0  0  0
   -4.5468   -0.8798   -0.0936 C   0  0  0  0  0  0  0  0  0  0  0  0
   -5.5305   -1.1511   -1.1268 C   0  0  0  0  0  0  0  0  0  0  0  0
   -5.5453   -0.5303   -2.2003 O   0  0  0  0  0  0  0  0  0  0  0  0
   -6.5263   -2.1380   -0.9704 O   0  0  0  0  0  0  0  0  0  0  0  0
   -2.2873   -2.3386    2.0175 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.0300   -2.0851    2.4901 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.0241   -0.7251    1.9229 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.6142   -3.1820    0.8732 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.6546   -3.8763   -0.5640 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.1077   -4.0694    1.1152 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.3427   -0.6620   -2.6307 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.5819    1.0362   -2.5072 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.3525   -0.7998   -0.4344 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.3205   -0.2167   -1.3305 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.5726    2.6350   -0.3079 H   0  0  0  0  0  0  0  0  0  0  0  0
    6.1240    5.0964   -1.5805 H   0  0  0  0  0  0  0  0  0  0  0  0
    7.6872    4.1789   -1.7626 H   0  0  0  0  0  0  0  0  0  0  0  0
    7.6569    1.9101   -0.6225 H   0  0  0  0  0  0  0  0  0  0  0  0
    6.1023    1.0017   -0.5991 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.8755   -0.7097    0.6392 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.9386   -1.5168    2.9357 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.0190   -1.1601    4.3984 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.0629   -0.0328    3.5792 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.0439    0.7988    1.2917 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.0603   -0.4366    0.8014 H   0  0  0  0  0  0  0  0  0  0  0  0
   -7.5181   -1.9010   -1.1126 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  1  0
  8  9  2  0
  8 10  1  0
 10 11  1  0
 11 12  1  0
 12 13  2  0
 12 14  1  0
 14 15  2  3
 15 16  1  0
 15 17  1  0
 10 18  1  0
 18 19  2  0
 19 20  1  0
 20 21  2  0
 21 22  1  0
 22 23  2  0
  6 24  1  0
 24 25  2  0
 24 26  1  0
 26 27  1  0
 27 28  1  0
 28 29  2  0
 28 30  1  0
 27  2  1  0
 26  5  1  0
 23 18  1  0
  1 31  1  0
  1 32  1  0
  1 33  1  0
  3 34  1  0
  3 35  1  0
  3 36  1  0
  5 37  1  0
  6 38  1  0
  7 39  1  0
 10 40  1  0
 11 41  1  0
 16 42  1  0
 16 43  1  0
 17 44  1  0
 17 45  1  0
 19 46  1  0
 20 47  1  0
 21 48  1  0
 22 49  1  0
 23 50  1  0
 27 51  1  0
 30 52  1  0
M  END
Download

3D SDF for HMDB0247826 (6-(D-alpha-(3-Guanylureido)phenylacetamido)penicillanic acid)

  Mrv1652309112102592D          

 30 32  0  0  0  0            999 V2000
   -2.3895    2.1766    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.9402    2.8685    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.6445    3.6387    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.8207    3.5955    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   -0.6071    2.7986    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.2990    2.3493    0.0000 S   0  0  0  0  0  0  0  0  0  0  0  0
    0.1898    3.0121    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.0238    3.8090    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.3887    4.5235    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.9042    2.5996    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    1.6187    3.0121    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.6187    3.8371    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.3332    2.5996    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.3332    1.7746    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.0476    1.3621    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.0476    0.5371    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.3332    0.1246    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.6187    0.5371    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.6187    1.3621    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.0476    3.0121    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    3.7621    2.5996    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.7621    1.7746    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    4.4766    3.0121    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    5.1911    2.5996    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.9055    3.0121    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    5.1911    1.7746    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   -2.0939    4.3306    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.9177    4.2874    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -1.7193    5.0657    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -2.6753    3.2430    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
  7 10  1  0  0  0  0
 10 11  1  0  0  0  0
 11 12  2  0  0  0  0
 11 13  1  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
 17 18  1  0  0  0  0
 18 19  2  0  0  0  0
 14 19  1  0  0  0  0
 13 20  1  0  0  0  0
 20 21  1  0  0  0  0
 21 22  2  0  0  0  0
 21 23  1  0  0  0  0
 23 24  2  0  0  0  0
 24 25  1  0  0  0  0
 24 26  1  0  0  0  0
  3 27  1  0  0  0  0
 27 28  2  0  0  0  0
 27 29  1  0  0  0  0
  2 30  1  0  0  0  0
M  END
> <DATABASE_ID>
HMDB0247826

> <DATABASE_NAME>
hmdb

> <SMILES>
CC1(C)SC2C(NC(=O)C(NC(=O)N=C(N)N)C3=CC=CC=C3)C(=O)N2C1C(O)=O

> <INCHI_IDENTIFIER>
InChI=1S/C18H22N6O5S/c1-18(2)11(15(27)28)24-13(26)10(14(24)30-18)21-12(25)9(8-6-4-3-5-7-8)22-17(29)23-16(19)20/h3-7,9-11,14H,1-2H3,(H,21,25)(H,27,28)(H5,19,20,22,23,29)

> <INCHI_KEY>
GIPLLNWRTXVAHM-UHFFFAOYSA-N

> <FORMULA>
C18H22N6O5S

> <MOLECULAR_WEIGHT>
434.47

> <EXACT_MASS>
434.137239006

> <JCHEM_ACCEPTOR_COUNT>
8

> <JCHEM_ATOM_COUNT>
52

> <JCHEM_AVERAGE_POLARIZABILITY>
42.6271542081811

> <JCHEM_BIOAVAILABILITY>
1

> <JCHEM_DONOR_COUNT>
5

> <JCHEM_FORMAL_CHARGE>
0

> <JCHEM_GHOSE_FILTER>
0

> <JCHEM_IUPAC>
6-(2-{[(diaminomethylidene)carbamoyl]amino}-2-phenylacetamido)-3,3-dimethyl-7-oxo-4-thia-1-azabicyclo[3.2.0]heptane-2-carboxylic acid

> <ALOGPS_LOGP>
-0.21

> <JCHEM_LOGP>
-2.545535117797964

> <ALOGPS_LOGS>
-3.06

> <JCHEM_MDDR_LIKE_RULE>
0

> <JCHEM_NUMBER_OF_RINGS>
3

> <JCHEM_PHYSIOLOGICAL_CHARGE>
-1

> <JCHEM_PKA>
11.285298789575895

> <JCHEM_PKA_STRONGEST_ACIDIC>
3.472854618607206

> <JCHEM_PKA_STRONGEST_BASIC>
5.059211325022357

> <JCHEM_POLAR_SURFACE_AREA>
180.20999999999998

> <JCHEM_REFRACTIVITY>
105.9879

> <JCHEM_ROTATABLE_BOND_COUNT>
5

> <JCHEM_RULE_OF_FIVE>
1

> <ALOGPS_SOLUBILITY>
3.79e-01 g/l

> <JCHEM_TRADITIONAL_IUPAC>
6-{2-[(diaminomethylidenecarbamoyl)amino]-2-phenylacetamido}-3,3-dimethyl-7-oxo-4-thia-1-azabicyclo[3.2.0]heptane-2-carboxylic acid

> <JCHEM_VEBER_RULE>
0

$$$$
Download

3D-SDF for HMDB0247826 (6-(D-alpha-(3-Guanylureido)phenylacetamido)penicillanic acid)

HMDB0247826
     RDKit          3D
6-(D-alpha-(3-Guanylureido)phenylacetamido)penicillanic acid
 52 54  0  0  0  0  0  0  0  0999 V2000
   -3.2115   -1.8021    1.7723 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.7713   -2.1080    0.3959 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.6121   -3.3520    0.4056 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.4751   -2.1977   -0.8775 S   0  0  0  0  0  0  0  0  0  0  0  0
   -2.8185   -0.5794   -1.6859 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.7610    0.4437   -1.5688 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.5237    0.0647   -0.9859 N   0  0  0  0  0  0  0  0  0  0  0  0
    0.5884    0.9746   -1.1910 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.4137    2.0520   -1.8330 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.9023    0.6248   -0.6494 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.8013    1.7541   -0.8353 N   0  0  0  0  0  0  0  0  0  0  0  0
    3.9379    1.7453   -1.6685 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.2159    0.6869   -2.3104 O   0  0  0  0  0  0  0  0  0  0  0  0
    4.7434    2.8783   -1.7871 N   0  0  0  0  0  0  0  0  0  0  0  0
    5.9650    2.9817   -1.4269 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.6704    4.2161   -1.6109 N   0  0  0  0  0  0  0  0  0  0  0  0
    6.6218    1.8744   -0.8357 N   0  0  0  0  0  0  0  0  0  0  0  0
    1.9265    0.1155    0.7348 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.0177   -0.5412    1.2613 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.0754   -1.0039    2.5532 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.0089   -0.8176    3.3833 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.9079   -0.1713    2.8980 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.8462    0.2961    1.6010 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.7379    1.1972   -0.7205 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.7707    2.3722   -0.3352 O   0  0  0  0  0  0  0  0  0  0  0  0
   -3.5541    0.0495   -0.5659 N   0  0  0  0  0  0  0  0  0  0  0  0
   -4.5468   -0.8798   -0.0936 C   0  0  0  0  0  0  0  0  0  0  0  0
   -5.5305   -1.1511   -1.1268 C   0  0  0  0  0  0  0  0  0  0  0  0
   -5.5453   -0.5303   -2.2003 O   0  0  0  0  0  0  0  0  0  0  0  0
   -6.5263   -2.1380   -0.9704 O   0  0  0  0  0  0  0  0  0  0  0  0
   -2.2873   -2.3386    2.0175 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.0300   -2.0851    2.4901 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.0241   -0.7251    1.9229 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.6142   -3.1820    0.8732 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.6546   -3.8763   -0.5640 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.1077   -4.0694    1.1152 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.3427   -0.6620   -2.6307 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.5819    1.0362   -2.5072 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.3525   -0.7998   -0.4344 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.3205   -0.2167   -1.3305 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.5726    2.6350   -0.3079 H   0  0  0  0  0  0  0  0  0  0  0  0
    6.1240    5.0964   -1.5805 H   0  0  0  0  0  0  0  0  0  0  0  0
    7.6872    4.1789   -1.7626 H   0  0  0  0  0  0  0  0  0  0  0  0
    7.6569    1.9101   -0.6225 H   0  0  0  0  0  0  0  0  0  0  0  0
    6.1023    1.0017   -0.5991 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.8755   -0.7097    0.6392 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.9386   -1.5168    2.9357 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.0190   -1.1601    4.3984 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.0629   -0.0328    3.5792 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.0439    0.7988    1.2917 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.0603   -0.4366    0.8014 H   0  0  0  0  0  0  0  0  0  0  0  0
   -7.5181   -1.9010   -1.1126 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  1  0
  8  9  2  0
  8 10  1  0
 10 11  1  0
 11 12  1  0
 12 13  2  0
 12 14  1  0
 14 15  2  3
 15 16  1  0
 15 17  1  0
 10 18  1  0
 18 19  2  0
 19 20  1  0
 20 21  2  0
 21 22  1  0
 22 23  2  0
  6 24  1  0
 24 25  2  0
 24 26  1  0
 26 27  1  0
 27 28  1  0
 28 29  2  0
 28 30  1  0
 27  2  1  0
 26  5  1  0
 23 18  1  0
  1 31  1  0
  1 32  1  0
  1 33  1  0
  3 34  1  0
  3 35  1  0
  3 36  1  0
  5 37  1  0
  6 38  1  0
  7 39  1  0
 10 40  1  0
 11 41  1  0
 16 42  1  0
 16 43  1  0
 17 44  1  0
 17 45  1  0
 19 46  1  0
 20 47  1  0
 21 48  1  0
 22 49  1  0
 23 50  1  0
 27 51  1  0
 30 52  1  0
M  END
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PDB for HMDB0247826 (6-(D-alpha-(3-Guanylureido)phenylacetamido)penicillanic acid)

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      -4.460   4.063   0.000  0.00  0.00           C+0
HETATM    2  C   UNK     0      -3.622   5.354   0.000  0.00  0.00           C+0
HETATM    3  C   UNK     0      -3.070   6.792   0.000  0.00  0.00           C+0
HETATM    4  N   UNK     0      -1.532   6.712   0.000  0.00  0.00           N+0
HETATM    5  C   UNK     0      -1.133   5.224   0.000  0.00  0.00           C+0
HETATM    6  S   UNK     0      -2.425   4.385   0.000  0.00  0.00           S+0
HETATM    7  C   UNK     0       0.354   5.623   0.000  0.00  0.00           C+0
HETATM    8  C   UNK     0      -0.044   7.110   0.000  0.00  0.00           C+0
HETATM    9  O   UNK     0       0.726   8.444   0.000  0.00  0.00           O+0
HETATM   10  N   UNK     0       1.688   4.853   0.000  0.00  0.00           N+0
HETATM   11  C   UNK     0       3.022   5.623   0.000  0.00  0.00           C+0
HETATM   12  O   UNK     0       3.022   7.163   0.000  0.00  0.00           O+0
HETATM   13  C   UNK     0       4.355   4.853   0.000  0.00  0.00           C+0
HETATM   14  C   UNK     0       4.355   3.313   0.000  0.00  0.00           C+0
HETATM   15  C   UNK     0       5.689   2.543   0.000  0.00  0.00           C+0
HETATM   16  C   UNK     0       5.689   1.003   0.000  0.00  0.00           C+0
HETATM   17  C   UNK     0       4.355   0.233   0.000  0.00  0.00           C+0
HETATM   18  C   UNK     0       3.022   1.003   0.000  0.00  0.00           C+0
HETATM   19  C   UNK     0       3.022   2.543   0.000  0.00  0.00           C+0
HETATM   20  N   UNK     0       5.689   5.623   0.000  0.00  0.00           N+0
HETATM   21  C   UNK     0       7.023   4.853   0.000  0.00  0.00           C+0
HETATM   22  O   UNK     0       7.023   3.313   0.000  0.00  0.00           O+0
HETATM   23  N   UNK     0       8.356   5.623   0.000  0.00  0.00           N+0
HETATM   24  C   UNK     0       9.690   4.853   0.000  0.00  0.00           C+0
HETATM   25  N   UNK     0      11.024   5.623   0.000  0.00  0.00           N+0
HETATM   26  N   UNK     0       9.690   3.313   0.000  0.00  0.00           N+0
HETATM   27  C   UNK     0      -3.909   8.084   0.000  0.00  0.00           C+0
HETATM   28  O   UNK     0      -5.446   8.003   0.000  0.00  0.00           O+0
HETATM   29  O   UNK     0      -3.209   9.456   0.000  0.00  0.00           O+0
HETATM   30  C   UNK     0      -4.994   6.054   0.000  0.00  0.00           C+0
CONECT    1    2                                                            
CONECT    2    1    3    6   30                                             
CONECT    3    2    4   27                                                  
CONECT    4    3    5    8                                                  
CONECT    5    4    6    7                                                  
CONECT    6    5    2                                                       
CONECT    7    5    8   10                                                  
CONECT    8    7    4    9                                                  
CONECT    9    8                                                            
CONECT   10    7   11                                                       
CONECT   11   10   12   13                                                  
CONECT   12   11                                                            
CONECT   13   11   14   20                                                  
CONECT   14   13   15   19                                                  
CONECT   15   14   16                                                       
CONECT   16   15   17                                                       
CONECT   17   16   18                                                       
CONECT   18   17   19                                                       
CONECT   19   18   14                                                       
CONECT   20   13   21                                                       
CONECT   21   20   22   23                                                  
CONECT   22   21                                                            
CONECT   23   21   24                                                       
CONECT   24   23   25   26                                                  
CONECT   25   24                                                            
CONECT   26   24                                                            
CONECT   27    3   28   29                                                  
CONECT   28   27                                                            
CONECT   29   27                                                            
CONECT   30    2                                                            
MASTER        0    0    0    0    0    0    0    0   30    0   64    0
END
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3D PDB for HMDB0247826 (6-(D-alpha-(3-Guanylureido)phenylacetamido)penicillanic acid)

COMPND    HMDB0247826
HETATM    1  C1  UNL     1      -3.212  -1.802   1.772  1.00  0.00           C  
HETATM    2  C2  UNL     1      -3.771  -2.108   0.396  1.00  0.00           C  
HETATM    3  C3  UNL     1      -4.612  -3.352   0.406  1.00  0.00           C  
HETATM    4  S1  UNL     1      -2.475  -2.198  -0.878  1.00  0.00           S  
HETATM    5  C4  UNL     1      -2.818  -0.579  -1.686  1.00  0.00           C  
HETATM    6  C5  UNL     1      -1.761   0.444  -1.569  1.00  0.00           C  
HETATM    7  N1  UNL     1      -0.524   0.065  -0.986  1.00  0.00           N  
HETATM    8  C6  UNL     1       0.588   0.975  -1.191  1.00  0.00           C  
HETATM    9  O1  UNL     1       0.414   2.052  -1.833  1.00  0.00           O  
HETATM   10  C7  UNL     1       1.902   0.625  -0.649  1.00  0.00           C  
HETATM   11  N2  UNL     1       2.801   1.754  -0.835  1.00  0.00           N  
HETATM   12  C8  UNL     1       3.938   1.745  -1.669  1.00  0.00           C  
HETATM   13  O2  UNL     1       4.216   0.687  -2.310  1.00  0.00           O  
HETATM   14  N3  UNL     1       4.743   2.878  -1.787  1.00  0.00           N  
HETATM   15  C9  UNL     1       5.965   2.982  -1.427  1.00  0.00           C  
HETATM   16  N4  UNL     1       6.670   4.216  -1.611  1.00  0.00           N  
HETATM   17  N5  UNL     1       6.622   1.874  -0.836  1.00  0.00           N  
HETATM   18  C10 UNL     1       1.926   0.115   0.735  1.00  0.00           C  
HETATM   19  C11 UNL     1       3.018  -0.541   1.261  1.00  0.00           C  
HETATM   20  C12 UNL     1       3.075  -1.004   2.553  1.00  0.00           C  
HETATM   21  C13 UNL     1       2.009  -0.818   3.383  1.00  0.00           C  
HETATM   22  C14 UNL     1       0.908  -0.171   2.898  1.00  0.00           C  
HETATM   23  C15 UNL     1       0.846   0.296   1.601  1.00  0.00           C  
HETATM   24  C16 UNL     1      -2.738   1.197  -0.721  1.00  0.00           C  
HETATM   25  O3  UNL     1      -2.771   2.372  -0.335  1.00  0.00           O  
HETATM   26  N6  UNL     1      -3.554   0.049  -0.566  1.00  0.00           N  
HETATM   27  C17 UNL     1      -4.547  -0.880  -0.094  1.00  0.00           C  
HETATM   28  C18 UNL     1      -5.530  -1.151  -1.127  1.00  0.00           C  
HETATM   29  O4  UNL     1      -5.545  -0.530  -2.200  1.00  0.00           O  
HETATM   30  O5  UNL     1      -6.526  -2.138  -0.970  1.00  0.00           O  
HETATM   31  H1  UNL     1      -2.287  -2.339   2.018  1.00  0.00           H  
HETATM   32  H2  UNL     1      -4.030  -2.085   2.490  1.00  0.00           H  
HETATM   33  H3  UNL     1      -3.024  -0.725   1.923  1.00  0.00           H  
HETATM   34  H4  UNL     1      -5.614  -3.182   0.873  1.00  0.00           H  
HETATM   35  H5  UNL     1      -4.655  -3.876  -0.564  1.00  0.00           H  
HETATM   36  H6  UNL     1      -4.108  -4.069   1.115  1.00  0.00           H  
HETATM   37  H7  UNL     1      -3.343  -0.662  -2.631  1.00  0.00           H  
HETATM   38  H8  UNL     1      -1.582   1.036  -2.507  1.00  0.00           H  
HETATM   39  H9  UNL     1      -0.352  -0.800  -0.434  1.00  0.00           H  
HETATM   40  H10 UNL     1       2.320  -0.217  -1.331  1.00  0.00           H  
HETATM   41  H11 UNL     1       2.573   2.635  -0.308  1.00  0.00           H  
HETATM   42  H12 UNL     1       6.124   5.096  -1.580  1.00  0.00           H  
HETATM   43  H13 UNL     1       7.687   4.179  -1.763  1.00  0.00           H  
HETATM   44  H14 UNL     1       7.657   1.910  -0.623  1.00  0.00           H  
HETATM   45  H15 UNL     1       6.102   1.002  -0.599  1.00  0.00           H  
HETATM   46  H16 UNL     1       3.876  -0.710   0.639  1.00  0.00           H  
HETATM   47  H17 UNL     1       3.939  -1.517   2.936  1.00  0.00           H  
HETATM   48  H18 UNL     1       2.019  -1.160   4.398  1.00  0.00           H  
HETATM   49  H19 UNL     1       0.063  -0.033   3.579  1.00  0.00           H  
HETATM   50  H20 UNL     1      -0.044   0.799   1.292  1.00  0.00           H  
HETATM   51  H21 UNL     1      -5.060  -0.437   0.801  1.00  0.00           H  
HETATM   52  H22 UNL     1      -7.518  -1.901  -1.113  1.00  0.00           H  
CONECT    1    2   31   32   33
CONECT    2    3    4   27
CONECT    3   34   35   36
CONECT    4    5
CONECT    5    6   26   37
CONECT    6    7   24   38
CONECT    7    8   39
CONECT    8    9    9   10
CONECT   10   11   18   40
CONECT   11   12   41
CONECT   12   13   13   14
CONECT   14   15   15
CONECT   15   16   17
CONECT   16   42   43
CONECT   17   44   45
CONECT   18   19   19   23
CONECT   19   20   46
CONECT   20   21   21   47
CONECT   21   22   48
CONECT   22   23   23   49
CONECT   23   50
CONECT   24   25   25   26
CONECT   26   27
CONECT   27   28   51
CONECT   28   29   29   30
CONECT   30   52
END
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SMILES for HMDB0247826 (6-(D-alpha-(3-Guanylureido)phenylacetamido)penicillanic acid)

CC1(C)SC2C(NC(=O)C(NC(=O)N=C(N)N)C3=CC=CC=C3)C(=O)N2C1C(O)=O
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INCHI for HMDB0247826 (6-(D-alpha-(3-Guanylureido)phenylacetamido)penicillanic acid)

InChI=1S/C18H22N6O5S/c1-18(2)11(15(27)28)24-13(26)10(14(24)30-18)21-12(25)9(8-6-4-3-5-7-8)22-17(29)23-16(19)20/h3-7,9-11,14H,1-2H3,(H,21,25)(H,27,28)(H5,19,20,22,23,29)
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View in JSmolView NMR AssignmentsView Stereo Labels
Synonyms
ValueSource
6-(D-a-(3-Guanylureido)phenylacetamido)penicillanateGenerator
6-(D-a-(3-Guanylureido)phenylacetamido)penicillanic acidGenerator
6-(D-alpha-(3-Guanylureido)phenylacetamido)penicillanateGenerator
6-(D-Α-(3-guanylureido)phenylacetamido)penicillanateGenerator
6-(D-Α-(3-guanylureido)phenylacetamido)penicillanic acidGenerator
BLP 1654, Sodium saltMeSH
D-6-(2-(3-Amidinoureido)-2-phenylacetamido)-3,3-dimethyl-7-oxo-4-thia-1-azabicyclo(3.2.0)heptane-2-carboxylic acidMeSH
Chemical FormulaC18H22N6O5S
Average Molecular Weight434.47
Monoisotopic Molecular Weight434.137239006
IUPAC Name6-(2-{[(diaminomethylidene)carbamoyl]amino}-2-phenylacetamido)-3,3-dimethyl-7-oxo-4-thia-1-azabicyclo[3.2.0]heptane-2-carboxylic acid
Traditional Name6-{2-[(diaminomethylidenecarbamoyl)amino]-2-phenylacetamido}-3,3-dimethyl-7-oxo-4-thia-1-azabicyclo[3.2.0]heptane-2-carboxylic acid
CAS Registry NumberNot Available
SMILES
CC1(C)SC2C(NC(=O)C(NC(=O)N=C(N)N)C3=CC=CC=C3)C(=O)N2C1C(O)=O
InChI Identifier
InChI=1S/C18H22N6O5S/c1-18(2)11(15(27)28)24-13(26)10(14(24)30-18)21-12(25)9(8-6-4-3-5-7-8)22-17(29)23-16(19)20/h3-7,9-11,14H,1-2H3,(H,21,25)(H,27,28)(H5,19,20,22,23,29)
InChI KeyGIPLLNWRTXVAHM-UHFFFAOYSA-N
Chemical Taxonomy
Description Belongs to the class of organic compounds known as peptides. Peptides are compounds containing an amide derived from two or more amino carboxylic acid molecules (the same or different) by formation of a covalent bond from the carbonyl carbon of one to the nitrogen atom of another.
KingdomOrganic compounds
Super ClassOrganic acids and derivatives
ClassCarboxylic acids and derivatives
Sub ClassAmino acids, peptides, and analogues
Direct ParentPeptides
Alternative Parents
Substituents
  • Alpha peptide
  • Penicillin
  • N-acyl-alpha amino acid or derivatives
  • N-carbamoyl-alpha-amino acid or derivatives
  • Alpha-amino acid amide
  • N-substituted-alpha-amino acid
  • Alpha-amino acid or derivatives
  • Phenylacetamide
  • Penam
  • Monocyclic benzene moiety
  • Benzenoid
  • Beta-lactam
  • Tertiary carboxylic acid amide
  • Thiazolidine
  • Azetidine
  • Carboxamide group
  • Guanidine
  • Lactam
  • Carbonic acid derivative
  • Secondary carboxylic acid amide
  • Thioether
  • Hemithioaminal
  • Carboximidamide
  • Propargyl-type 1,3-dipolar organic compound
  • Organic 1,3-dipolar compound
  • Carboxylic acid
  • Monocarboxylic acid or derivatives
  • Azacycle
  • Organoheterocyclic compound
  • Dialkylthioether
  • Organopnictogen compound
  • Imine
  • Hydrocarbon derivative
  • Carbonyl group
  • Organic oxygen compound
  • Organic nitrogen compound
  • Organonitrogen compound
  • Organooxygen compound
  • Organic oxide
  • Aromatic heteropolycyclic compound
Molecular FrameworkAromatic heteropolycyclic compounds
External DescriptorsNot Available
Ontology
Physiological effectNot Available
Disposition
Biological locationSource
ProcessNot Available
RoleNot Available
Physical Properties
StateNot Available
Experimental Molecular Properties
PropertyValueReference
Melting PointNot AvailableNot Available
Boiling PointNot AvailableNot Available
Water SolubilityNot AvailableNot Available
LogPNot AvailableNot Available
Experimental Chromatographic PropertiesNot Available
Predicted Molecular Properties
Predicted Chromatographic Properties
Spectra
Biological Properties
Cellular LocationsNot Available
Biospecimen Locations
  • Blood
Tissue LocationsNot Available
Pathways
Normal Concentrations
BiospecimenStatusValueAgeSexConditionReferenceDetails
BloodDetected but not QuantifiedNot QuantifiedNot SpecifiedNot SpecifiedNormal details
Abnormal Concentrations
Not Available
Associated Disorders and Diseases
Disease ReferencesNone
Associated OMIM IDsNone
DrugBank IDNot Available
Phenol Explorer Compound IDNot Available
FooDB IDNot Available
KNApSAcK IDNot Available
Chemspider ID8631004
KEGG Compound IDNot Available
BioCyc IDNot Available
BiGG IDNot Available
Wikipedia LinkNot Available
METLIN IDNot Available
PubChem Compound10455588
PDB IDNot Available
ChEBI IDNot Available
Food Biomarker OntologyNot Available
VMH IDNot Available
MarkerDB IDNot Available
Good Scents IDNot Available
References
Synthesis ReferenceNot Available
Material Safety Data Sheet (MSDS)Not Available
General References
  1. 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 ]