NP-MRD: Showing NP-Card for 2-(1-hydroxy-1-{2-[2-(2-hydroxyphenyl)-4,5-dihydro-1,3-thiazol-4-yl]-1,3-thiazolidin-4-yl}-2-methylpropan-2-yl)-4-methyl-5h-1,3-thiazole-4-carboxylic acid (NP0311124)

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Record Information

Version

2.0

Created at

2022-09-11 06:54:50 UTC

Updated at

2022-09-11 06:54:51 UTC

NP-MRD ID

NP0311124

Secondary Accession Numbers

None

Natural Product Identification

Common Name

2-(1-hydroxy-1-{2-[2-(2-hydroxyphenyl)-4,5-dihydro-1,3-thiazol-4-yl]-1,3-thiazolidin-4-yl}-2-methylpropan-2-yl)-4-methyl-5h-1,3-thiazole-4-carboxylic acid

Description

2-(1-Hydroxy-1-{2-[2-(2-hydroxyphenyl)-4,5-dihydro-1,3-thiazol-4-yl]-1,3-thiazolidin-4-yl}-2-methylpropan-2-yl)-4-methyl-4,5-dihydro-1,3-thiazole-4-carboxylic acid belongs to the class of organic compounds known as alpha amino acids and derivatives. These are amino acids in which the amino group is attached to the carbon atom immediately adjacent to the carboxylate group (alpha carbon), or a derivative thereof. 2-(1-Hydroxy-1-{2-[2-(2-hydroxyphenyl)-4,5-dihydro-1,3-thiazol-4-yl]-1,3-thiazolidin-4-yl}-2-methylpropan-2-yl)-4-methyl-4,5-dihydro-1,3-thiazole-4-carboxylic acid is a very strong basic compound (based on its pKa).

Structure

MOL 3D MOL SDF PDB SMILES InChI


  Mrv1533004241510112D          

 31 34  0  0  0  0            999 V2000
    3.1514   -2.5174    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.7389   -1.8030    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.3264   -1.0885    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.0244   -2.2155    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.3099   -1.8030    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.0244   -3.0405    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.6918   -3.5254    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.4369   -4.3100    0.0000 S   0  0  0  0  0  0  0  0  0  0  0  0
    1.6119   -4.3100    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.3570   -3.5254    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    1.1270   -4.9774    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.3819   -5.7621    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.7145   -6.2470    0.0000 S   0  0  0  0  0  0  0  0  0  0  0  0
    0.0470   -5.7621    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.3020   -4.9774    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   -0.7376   -6.0170    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.9091   -6.8240    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.6937   -7.0789    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.3068   -6.5269    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.1353   -5.7199    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.3507   -5.4650    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.1792   -4.6580    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    3.4533   -1.3905    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.5396   -0.5700    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    4.3465   -0.3984    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.0916    0.3862    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.7590   -1.1129    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.2070   -1.7260    0.0000 S   0  0  0  0  0  0  0  0  0  0  0  0
    5.1002   -0.0629    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.1865    0.7576    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    5.7677   -0.5478    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  1  0  0  0  0
  2  3  1  0  0  0  0
  2  4  1  0  0  0  0
  4  5  1  0  0  0  0
  4  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  1  0  0  0  0
  6 10  1  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  2  0  0  0  0
 11 15  1  0  0  0  0
 14 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
 19 20  1  0  0  0  0
 20 21  2  0  0  0  0
 16 21  1  0  0  0  0
 21 22  1  0  0  0  0
  2 23  1  0  0  0  0
 23 24  2  0  0  0  0
 24 25  1  0  0  0  0
 25 26  1  0  0  0  0
 25 27  1  0  0  0  0
 27 28  1  0  0  0  0
 23 28  1  0  0  0  0
 25 29  1  0  0  0  0
 29 30  2  0  0  0  0
 29 31  1  0  0  0  0
M  END

     RDKit          3D

 58 61  0  0  0  0  0  0  0  0999 V2000
   -3.3729   -2.0041    1.1706 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.0001   -1.1942   -0.0478 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.5230   -1.9616   -1.2336 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.8118    0.0506    0.0330 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.4768    1.2524    0.1114 N   0  0  0  0  0  0  0  0  0  0  0  0
   -4.4284    2.2554    0.1748 C   0  0  2  0  0  0  0  0  0  0  0  0
   -4.7658    2.8643   -1.1838 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.9254    3.3216    1.0883 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.6831    4.3190    1.2568 O   0  0  0  0  0  0  0  0  0  0  0  0
   -2.7081    3.2275    1.7125 O   0  0  0  0  0  0  0  0  0  0  0  0
   -5.7444    1.7551    0.7364 C   0  0  0  0  0  0  0  0  0  0  0  0
   -5.6061    0.0410    0.0522 S   0  0  0  0  0  0  0  0  0  0  0  0
   -1.5649   -0.8899   -0.0732 C   0  0  2  0  0  0  0  0  0  0  0  0
   -1.3629   -0.1019   -1.2639 O   0  0  0  0  0  0  0  0  0  0  0  0
   -0.5900   -2.0161   -0.2552 C   0  0  2  0  0  0  0  0  0  0  0  0
   -0.7084   -3.1654    0.6605 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.0778   -3.6132    0.9098 S   0  0  0  0  0  0  0  0  0  0  0  0
    1.6324   -1.8783    0.6126 C   0  0  1  0  0  0  0  0  0  0  0  0
    3.0301   -2.0235    0.0019 C   0  0  2  0  0  0  0  0  0  0  0  0
    3.8993   -2.7509    1.0094 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.4923   -1.9455    0.5263 S   0  0  0  0  0  0  0  0  0  0  0  0
    4.7341   -0.4618   -0.0924 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.3492    0.8061   -0.3407 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.5533    1.8512   -0.8346 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.0485    3.0980   -1.1031 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.3897    3.3553   -0.8835 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.1764    2.3612   -0.4071 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.6660    1.0874   -0.1337 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.5426    0.1669    0.3403 O   0  0  0  0  0  0  0  0  0  0  0  0
    3.5096   -0.7469   -0.2777 N   0  0  0  0  0  0  0  0  0  0  0  0
    0.7177   -1.5127   -0.3858 N   0  0  0  0  0  0  0  0  0  0  0  0
   -2.9197   -1.6222    2.1101 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.4901   -1.8484    1.3586 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.2634   -3.0813    1.0036 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.3373   -1.4884   -2.1958 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.1723   -3.0292   -1.2275 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.6273   -2.0343   -1.1117 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.8073    2.0724   -1.9323 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.7578    3.3472   -1.0876 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.0300    3.6632   -1.3891 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.4116    2.3825    2.2129 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.7521    1.7082    1.8262 H   0  0  0  0  0  0  0  0  0  0  0  0
   -6.6193    2.2641    0.2876 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.2088   -0.2525    0.7452 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.4338    0.8433   -1.0553 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.8303   -2.4262   -1.2959 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.0121   -2.9155    1.6968 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.2367   -4.0391    0.2331 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.6359   -1.3002    1.5346 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.9126   -2.6934   -0.8861 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.9429   -3.8327    0.8267 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.7042   -2.4572    2.0427 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.5039    1.6230   -0.9983 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.4254    3.8936   -1.4829 H   0  0  0  0  0  0  0  0  0  0  0  0
    6.7940    4.3667   -1.1007 H   0  0  0  0  0  0  0  0  0  0  0  0
    8.2179    2.5280   -0.2265 H   0  0  0  0  0  0  0  0  0  0  0  0
    7.5382   -0.7438    0.6158 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.6881   -0.4747   -0.4788 H   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  1  0
  2  3  1  0
  2 13  1  0
 13 14  1  0
 13 15  1  0
 15 16  1  0
 16 17  1  0
 17 18  1  0
 18 31  1  0
 18 19  1  0
 19 20  1  0
 20 21  1  0
 21 22  1  0
 22 30  2  0
 22 23  1  0
 23 24  2  0
 24 25  1  0
 25 26  2  0
 26 27  1  0
 27 28  2  0
 28 29  1  0
  2  4  1  0
  4  5  2  0
  5  6  1  0
  6  7  1  0
  6 11  1  0
 11 12  1  0
  6  8  1  1
  8 10  1  0
  8  9  2  0
 31 15  1  0
 30 19  1  0
 28 23  1  0
 12  4  1  0
  1 32  1  0
  1 33  1  0
  1 34  1  0
  3 35  1  0
  3 36  1  0
  3 37  1  0
 13 44  1  1
 14 45  1  0
 15 46  1  6
 16 47  1  0
 16 48  1  0
 18 49  1  1
 31 58  1  0
 19 50  1  6
 20 51  1  0
 20 52  1  0
 24 53  1  0
 25 54  1  0
 26 55  1  0
 27 56  1  0
 29 57  1  0
  7 38  1  0
  7 39  1  0
  7 40  1  0
 11 42  1  0
 11 43  1  0
 10 41  1  0
M  END


  Mrv1533004241510112D          

 31 34  0  0  0  0            999 V2000
    3.1514   -2.5174    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.7389   -1.8030    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.3264   -1.0885    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.0244   -2.2155    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.3099   -1.8030    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.0244   -3.0405    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.6918   -3.5254    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.4369   -4.3100    0.0000 S   0  0  0  0  0  0  0  0  0  0  0  0
    1.6119   -4.3100    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.3570   -3.5254    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    1.1270   -4.9774    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.3819   -5.7621    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.7145   -6.2470    0.0000 S   0  0  0  0  0  0  0  0  0  0  0  0
    0.0470   -5.7621    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.3020   -4.9774    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   -0.7376   -6.0170    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.9091   -6.8240    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.6937   -7.0789    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.3068   -6.5269    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.1353   -5.7199    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.3507   -5.4650    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.1792   -4.6580    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    3.4533   -1.3905    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.5396   -0.5700    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    4.3465   -0.3984    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.0916    0.3862    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.7590   -1.1129    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.2070   -1.7260    0.0000 S   0  0  0  0  0  0  0  0  0  0  0  0
    5.1002   -0.0629    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.1865    0.7576    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    5.7677   -0.5478    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  1  0  0  0  0
  2  3  1  0  0  0  0
  2  4  1  0  0  0  0
  4  5  1  0  0  0  0
  4  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  1  0  0  0  0
  6 10  1  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  2  0  0  0  0
 11 15  1  0  0  0  0
 14 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
 19 20  1  0  0  0  0
 20 21  2  0  0  0  0
 16 21  1  0  0  0  0
 21 22  1  0  0  0  0
  2 23  1  0  0  0  0
 23 24  2  0  0  0  0
 24 25  1  0  0  0  0
 25 26  1  0  0  0  0
 25 27  1  0  0  0  0
 27 28  1  0  0  0  0
 23 28  1  0  0  0  0
 25 29  1  0  0  0  0
 29 30  2  0  0  0  0
 29 31  1  0  0  0  0
M  END
> <DATABASE_ID>
NP0311124

> <DATABASE_NAME>
NP-MRD

> <SMILES>
CC(C)(C(O)C1CSC(N1)C1CSC(=N1)C1=CC=CC=C1O)C1=NC(C)(CS1)C(O)=O

> <INCHI_IDENTIFIER>
InChI=1S/C21H27N3O4S3/c1-20(2,18-24-21(3,10-31-18)19(27)28)15(26)12-8-30-17(22-12)13-9-29-16(23-13)11-6-4-5-7-14(11)25/h4-7,12-13,15,17,22,25-26H,8-10H2,1-3H3,(H,27,28)

> <INCHI_KEY>
JHYVWAMMAMCUIR-UHFFFAOYSA-N

> <FORMULA>
C21H27N3O4S3

> <MOLECULAR_WEIGHT>
481.64

> <EXACT_MASS>
481.116369883

> <JCHEM_ACCEPTOR_COUNT>
7

> <JCHEM_ATOM_COUNT>
58

> <JCHEM_AVERAGE_POLARIZABILITY>
50.143116776050135

> <JCHEM_BIOAVAILABILITY>
1

> <JCHEM_DONOR_COUNT>
4

> <JCHEM_FORMAL_CHARGE>
0

> <JCHEM_GHOSE_FILTER>
0

> <JCHEM_IUPAC>
2-(1-hydroxy-1-{2-[2-(2-hydroxyphenyl)-4,5-dihydro-1,3-thiazol-4-yl]-1,3-thiazolidin-4-yl}-2-methylpropan-2-yl)-4-methyl-4,5-dihydro-1,3-thiazole-4-carboxylic acid

> <ALOGPS_LOGP>
2.23

> <JCHEM_LOGP>
1.6368023683165922

> <ALOGPS_LOGS>
-4.10

> <JCHEM_MDDR_LIKE_RULE>
1

> <JCHEM_NUMBER_OF_RINGS>
4

> <JCHEM_PHYSIOLOGICAL_CHARGE>
-1

> <JCHEM_PKA>
10.61819623699051

> <JCHEM_PKA_STRONGEST_ACIDIC>
3.5535946456473244

> <JCHEM_PKA_STRONGEST_BASIC>
6.473707700789969

> <JCHEM_POLAR_SURFACE_AREA>
114.51

> <JCHEM_REFRACTIVITY>
126.36619999999998

> <JCHEM_ROTATABLE_BOND_COUNT>
6

> <JCHEM_RULE_OF_FIVE>
1

> <ALOGPS_SOLUBILITY>
3.80e-02 g/l

> <JCHEM_TRADITIONAL_IUPAC>
2-(1-hydroxy-1-{2-[2-(2-hydroxyphenyl)-4,5-dihydro-1,3-thiazol-4-yl]-1,3-thiazolidin-4-yl}-2-methylpropan-2-yl)-4-methyl-5H-1,3-thiazole-4-carboxylic acid

> <JCHEM_VEBER_RULE>
0

$$$$

HEADER    PROTEIN                                 24-APR-15   NONE
TITLE     NULL                                                        
COMPND    NULL                                                        
SOURCE    NULL                                                        
KEYWDS    NULL                                                        
EXPDTA    NULL                                                        
AUTHOR    Marvin                                                      
REVDAT   1   24-APR-15         0                                  
HETATM    1  C   UNK     0       5.883  -4.699   0.000  0.00  0.00           C+0
HETATM    2  C   UNK     0       5.113  -3.366   0.000  0.00  0.00           C+0
HETATM    3  C   UNK     0       4.343  -2.032   0.000  0.00  0.00           C+0
HETATM    4  C   UNK     0       3.779  -4.136   0.000  0.00  0.00           C+0
HETATM    5  O   UNK     0       2.445  -3.366   0.000  0.00  0.00           O+0
HETATM    6  C   UNK     0       3.779  -5.676   0.000  0.00  0.00           C+0
HETATM    7  C   UNK     0       5.025  -6.581   0.000  0.00  0.00           C+0
HETATM    8  S   UNK     0       4.549  -8.045   0.000  0.00  0.00           S+0
HETATM    9  C   UNK     0       3.009  -8.045   0.000  0.00  0.00           C+0
HETATM   10  N   UNK     0       2.533  -6.581   0.000  0.00  0.00           N+0
HETATM   11  C   UNK     0       2.104  -9.291   0.000  0.00  0.00           C+0
HETATM   12  C   UNK     0       2.580 -10.756   0.000  0.00  0.00           C+0
HETATM   13  S   UNK     0       1.334 -11.661   0.000  0.00  0.00           S+0
HETATM   14  C   UNK     0       0.088 -10.756   0.000  0.00  0.00           C+0
HETATM   15  N   UNK     0       0.564  -9.291   0.000  0.00  0.00           N+0
HETATM   16  C   UNK     0      -1.377 -11.232   0.000  0.00  0.00           C+0
HETATM   17  C   UNK     0      -1.697 -12.738   0.000  0.00  0.00           C+0
HETATM   18  C   UNK     0      -3.162 -13.214   0.000  0.00  0.00           C+0
HETATM   19  C   UNK     0      -4.306 -12.184   0.000  0.00  0.00           C+0
HETATM   20  C   UNK     0      -3.986 -10.677   0.000  0.00  0.00           C+0
HETATM   21  C   UNK     0      -2.521 -10.201   0.000  0.00  0.00           C+0
HETATM   22  O   UNK     0      -2.201  -8.695   0.000  0.00  0.00           O+0
HETATM   23  C   UNK     0       6.446  -2.596   0.000  0.00  0.00           C+0
HETATM   24  N   UNK     0       6.607  -1.064   0.000  0.00  0.00           N+0
HETATM   25  C   UNK     0       8.114  -0.744   0.000  0.00  0.00           C+0
HETATM   26  C   UNK     0       7.638   0.721   0.000  0.00  0.00           C+0
HETATM   27  C   UNK     0       8.884  -2.077   0.000  0.00  0.00           C+0
HETATM   28  S   UNK     0       7.853  -3.222   0.000  0.00  0.00           S+0
HETATM   29  C   UNK     0       9.520  -0.117   0.000  0.00  0.00           C+0
HETATM   30  O   UNK     0       9.681   1.414   0.000  0.00  0.00           O+0
HETATM   31  O   UNK     0      10.766  -1.023   0.000  0.00  0.00           O+0
CONECT    1    2                                                            
CONECT    2    1    3    4   23                                             
CONECT    3    2                                                            
CONECT    4    2    5    6                                                  
CONECT    5    4                                                            
CONECT    6    4    7   10                                                  
CONECT    7    6    8                                                       
CONECT    8    7    9                                                       
CONECT    9    8   10   11                                                  
CONECT   10    9    6                                                       
CONECT   11    9   12   15                                                  
CONECT   12   11   13                                                       
CONECT   13   12   14                                                       
CONECT   14   13   15   16                                                  
CONECT   15   14   11                                                       
CONECT   16   14   17   21                                                  
CONECT   17   16   18                                                       
CONECT   18   17   19                                                       
CONECT   19   18   20                                                       
CONECT   20   19   21                                                       
CONECT   21   20   16   22                                                  
CONECT   22   21                                                            
CONECT   23    2   24   28                                                  
CONECT   24   23   25                                                       
CONECT   25   24   26   27   29                                             
CONECT   26   25                                                            
CONECT   27   25   28                                                       
CONECT   28   27   23                                                       
CONECT   29   25   30   31                                                  
CONECT   30   29                                                            
CONECT   31   29                                                            
MASTER        0    0    0    0    0    0    0    0   31    0   68    0
END

View in JSmol

Synonyms

Value	Source
2-(1-Hydroxy-1-{2-[2-(2-hydroxyphenyl)-4,5-dihydro-1,3-thiazol-4-yl]-1,3-thiazolidin-4-yl}-2-methylpropan-2-yl)-4-methyl-4,5-dihydro-1,3-thiazole-4-carboxylate	Generator
Yersiniophore	MeSH

Chemical Formula

C₂₁H₂₇N₃O₄S₃

Average Mass

481.6400 Da

Monoisotopic Mass

481.11637 Da

IUPAC Name

2-(1-hydroxy-1-{2-[2-(2-hydroxyphenyl)-4,5-dihydro-1,3-thiazol-4-yl]-1,3-thiazolidin-4-yl}-2-methylpropan-2-yl)-4-methyl-4,5-dihydro-1,3-thiazole-4-carboxylic acid

Traditional Name

2-(1-hydroxy-1-{2-[2-(2-hydroxyphenyl)-4,5-dihydro-1,3-thiazol-4-yl]-1,3-thiazolidin-4-yl}-2-methylpropan-2-yl)-4-methyl-5H-1,3-thiazole-4-carboxylic acid

CAS Registry Number

Not Available

SMILES

CC(C)(C(O)C1CSC(N1)C1CSC(=N1)C1=CC=CC=C1O)C1=NC(C)(CS1)C(O)=O

InChI Identifier

InChI=1S/C21H27N3O4S3/c1-20(2,18-24-21(3,10-31-18)19(27)28)15(26)12-8-30-17(22-12)13-9-29-16(23-13)11-6-4-5-7-14(11)25/h4-7,12-13,15,17,22,25-26H,8-10H2,1-3H3,(H,27,28)

InChI Key

JHYVWAMMAMCUIR-UHFFFAOYSA-N

Experimental Spectra

Not Available

Predicted Spectra

Spectrum Type	Description	Depositor ID	Depositor Organization	Depositor	Deposition Date	View
1D NMR	¹³C NMR Spectrum (1D, 25 MHz, H₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 100 MHz, H₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 252 MHz, H₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 1000 MHz, H₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 50 MHz, H₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 200 MHz, H₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 75 MHz, H₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 300 MHz, H₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 101 MHz, H₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 400 MHz, H₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 126 MHz, H₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 500 MHz, H₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 151 MHz, H₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 600 MHz, H₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 176 MHz, H₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 700 MHz, H₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 201 MHz, H₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 800 MHz, H₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 226 MHz, H₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 900 MHz, H₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum

Chemical Shift Submissions

Not Available

Species

Species of Origin

Not Available

Chemical Taxonomy

Description

Belongs to the class of organic compounds known as alpha amino acids and derivatives. These are amino acids in which the amino group is attached to the carbon atom immediately adjacent to the carboxylate group (alpha carbon), or a derivative thereof.

Kingdom

Organic compounds

Super Class

Organic acids and derivatives

Class

Carboxylic acids and derivatives

Sub Class

Amino acids, peptides, and analogues

Direct Parent

Alpha amino acids and derivatives

Alternative Parents

Substituents

Alpha-amino acid or derivatives
1-hydroxy-4-unsubstituted benzenoid
1-hydroxy-2-unsubstituted benzenoid
Phenol
Monocyclic benzene moiety
Benzenoid
Imidothiolactone
Thiazolidine
Meta-thiazoline
Secondary alcohol
Amino acid
Carboxylic acid
Secondary aliphatic amine
Monocarboxylic acid or derivatives
Secondary amine
Azacycle
Thioether
Hemithioaminal
Organoheterocyclic compound
Propargyl-type 1,3-dipolar organic compound
Organic 1,3-dipolar compound
Dialkylthioether
Organopnictogen compound
Organic oxide
Hydrocarbon derivative
Organic oxygen compound
Carbonyl group
Alcohol
Organic nitrogen compound
Amine
Organonitrogen compound
Organooxygen compound
Aromatic heteromonocyclic compound

Molecular Framework

Aromatic heteromonocyclic compounds

External Descriptors

Not Available

Physical Properties

State

Not Available

Experimental 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

Predicted Properties

Property	Value	Source
logP	2.23	ALOGPS
logP	1.64	ChemAxon
logS	-4.1	ALOGPS
pKa (Strongest Acidic)	3.55	ChemAxon
pKa (Strongest Basic)	6.47	ChemAxon
Physiological Charge	-1	ChemAxon
Hydrogen Acceptor Count	7	ChemAxon
Hydrogen Donor Count	4	ChemAxon
Polar Surface Area	114.51 Å²	ChemAxon
Rotatable Bond Count	6	ChemAxon
Refractivity	126.37 m³·mol⁻¹	ChemAxon
Polarizability	50.14 Å³	ChemAxon
Number of Rings	4	ChemAxon
Bioavailability	Yes	ChemAxon
Rule of Five	Yes	ChemAxon
Ghose Filter	No	ChemAxon
Veber's Rule	No	ChemAxon
MDDR-like Rule	Yes	ChemAxon

External Links

HMDB ID

Not Available

DrugBank ID

Not Available

Phenol Explorer Compound ID

Not Available

FoodDB 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

136771248

PDB ID

Not Available

ChEBI ID

Not Available

Good Scents ID

Not Available

References

General References

LOTUS database [Link]

Showing NP-Card for 2-(1-hydroxy-1-{2-[2-(2-hydroxyphenyl)-4,5-dihydro-1,3-thiazol-4-yl]-1,3-thiazolidin-4-yl}-2-methylpropan-2-yl)-4-methyl-5h-1,3-thiazole-4-carboxylic acid (NP0311124)

MOL for NP0311124 (2-(1-hydroxy-1-{2-[2-(2-hydroxyphenyl)-4,5-dihydro-1,3-thiazol-4-yl]-1,3-thiazolidin-4-yl}-2-methylpropan-2-yl)-4-methyl-5h-1,3-thiazole-4-carboxylic acid)

3D MOL for NP0311124 (2-(1-hydroxy-1-{2-[2-(2-hydroxyphenyl)-4,5-dihydro-1,3-thiazol-4-yl]-1,3-thiazolidin-4-yl}-2-methylpropan-2-yl)-4-methyl-5h-1,3-thiazole-4-carboxylic acid)

3D SDF for NP0311124 (2-(1-hydroxy-1-{2-[2-(2-hydroxyphenyl)-4,5-dihydro-1,3-thiazol-4-yl]-1,3-thiazolidin-4-yl}-2-methylpropan-2-yl)-4-methyl-5h-1,3-thiazole-4-carboxylic acid)

3D-SDF for NP0311124 (2-(1-hydroxy-1-{2-[2-(2-hydroxyphenyl)-4,5-dihydro-1,3-thiazol-4-yl]-1,3-thiazolidin-4-yl}-2-methylpropan-2-yl)-4-methyl-5h-1,3-thiazole-4-carboxylic acid)

PDB for NP0311124 (2-(1-hydroxy-1-{2-[2-(2-hydroxyphenyl)-4,5-dihydro-1,3-thiazol-4-yl]-1,3-thiazolidin-4-yl}-2-methylpropan-2-yl)-4-methyl-5h-1,3-thiazole-4-carboxylic acid)

3D PDB for NP0311124 (2-(1-hydroxy-1-{2-[2-(2-hydroxyphenyl)-4,5-dihydro-1,3-thiazol-4-yl]-1,3-thiazolidin-4-yl}-2-methylpropan-2-yl)-4-methyl-5h-1,3-thiazole-4-carboxylic acid)

SMILES for NP0311124 (2-(1-hydroxy-1-{2-[2-(2-hydroxyphenyl)-4,5-dihydro-1,3-thiazol-4-yl]-1,3-thiazolidin-4-yl}-2-methylpropan-2-yl)-4-methyl-5h-1,3-thiazole-4-carboxylic acid)

INCHI for NP0311124 (2-(1-hydroxy-1-{2-[2-(2-hydroxyphenyl)-4,5-dihydro-1,3-thiazol-4-yl]-1,3-thiazolidin-4-yl}-2-methylpropan-2-yl)-4-methyl-5h-1,3-thiazole-4-carboxylic acid)

Structure for NP0311124 (2-(1-hydroxy-1-{2-[2-(2-hydroxyphenyl)-4,5-dihydro-1,3-thiazol-4-yl]-1,3-thiazolidin-4-yl}-2-methylpropan-2-yl)-4-methyl-5h-1,3-thiazole-4-carboxylic acid)

3D Structure for NP0311124 (2-(1-hydroxy-1-{2-[2-(2-hydroxyphenyl)-4,5-dihydro-1,3-thiazol-4-yl]-1,3-thiazolidin-4-yl}-2-methylpropan-2-yl)-4-methyl-5h-1,3-thiazole-4-carboxylic acid)