NP-MRD: Showing NP-Card for JBIR-111 (NP0010600)

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Record Information

Version

2.0

Created at

2021-01-05 20:04:03 UTC

Updated at

2021-07-15 17:06:33 UTC

NP-MRD ID

NP0010600

Secondary Accession Numbers

None

Natural Product Identification

Common Name

JBIR-111

Provided By

NPAtlas

Description

JBIR-111 belongs to the class of organic compounds known as n-acyl-alpha amino acids. N-acyl-alpha amino acids are compounds containing an alpha amino acid which bears an acyl group at its terminal nitrogen atom. JBIR-111 is found in Streptomyces. JBIR-111 was first documented in 2012 (PMID: 22276693). Based on a literature review very few articles have been published on JBIR-111 (PMID: 32355936).

Structure

MOL 3D MOL SDF 3D SDF PDB SMILES InChI


  Mrv1652306242121123D          

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M  END

     RDKit          3D

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M  END


  Mrv1652306242121123D          

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    6.8373   -2.1070   -1.3171 H   0  0  0  0  0  0  0  0  0  0  0  0
    7.0889   -0.3024    1.8859 H   0  0  0  0  0  0  0  0  0  0  0  0
    8.4381    0.3951    0.9592 H   0  0  0  0  0  0  0  0  0  0  0  0
    7.4741    2.2632    0.9859 H   0  0  0  0  0  0  0  0  0  0  0  0
    8.8771    0.2496   -2.2379 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.7015    0.4807   -1.0376 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.5128    0.9564   -0.1004 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.6558   -0.3936   -2.0356 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.5120    0.9591   -2.2993 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.8942   -0.6940   -2.4860 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.5409   -2.1004    1.1005 H   0  0  0  0  0  0  0  0  0  0  0  0
   -6.8520   -1.2241    1.0459 H   0  0  0  0  0  0  0  0  0  0  0  0
   -7.5788    2.4180   -1.5667 H   0  0  0  0  0  0  0  0  0  0  0  0
   -8.9693    2.6650   -0.4134 H   0  0  0  0  0  0  0  0  0  0  0  0
   -7.3287    3.1240    0.1079 H   0  0  0  0  0  0  0  0  0  0  0  0
   -8.7065   -0.7528    0.3453 H   0  0  0  0  0  0  0  0  0  0  0  0
   -8.7351    0.4773    1.7186 H   0  0  0  0  0  0  0  0  0  0  0  0
   -9.7028    0.7172    0.2144 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.4769    2.2967   -0.8332 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.2393    1.5034   -0.7958 H   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  2  0  0  0  0
  4  5  1  0  0  0  0
  5  6  2  0  0  0  0
  5  7  1  0  0  0  0
  7  8  1  0  0  0  0
  8  9  1  0  0  0  0
  8 10  1  0  0  0  0
 10 11  1  0  0  0  0
  8 12  1  6  0  0  0
 12 13  2  0  0  0  0
 12 14  1  0  0  0  0
  2 15  2  0  0  0  0
 15 16  1  0  0  0  0
 16 17  1  0  0  0  0
 16 18  1  0  0  0  0
 18 19  2  0  0  0  0
 18 20  1  0  0  0  0
 20 21  2  0  0  0  0
 21 22  1  0  0  0  0
 22 23  2  0  0  0  0
 23 24  1  0  0  0  0
 24 25  1  0  0  0  0
 24 26  1  0  0  0  0
 23 27  1  0  0  0  0
 27 28  2  0  0  0  0
 28 20  1  0  0  0  0
  1 29  1  0  0  0  0
  1 30  1  0  0  0  0
  1 31  1  0  0  0  0
  3 32  1  0  0  0  0
  4 33  1  0  0  0  0
  7 34  1  0  0  0  0
  9 35  1  0  0  0  0
  9 36  1  0  0  0  0
  9 37  1  0  0  0  0
 10 38  1  0  0  0  0
 10 39  1  0  0  0  0
 11 40  1  0  0  0  0
 14 41  1  0  0  0  0
 15 42  1  0  0  0  0
 16 43  1  1  0  0  0
 17 44  1  0  0  0  0
 17 45  1  0  0  0  0
 17 46  1  0  0  0  0
 21 47  1  0  0  0  0
 22 48  1  0  0  0  0
 25 49  1  0  0  0  0
 25 50  1  0  0  0  0
 25 51  1  0  0  0  0
 26 52  1  0  0  0  0
 26 53  1  0  0  0  0
 26 54  1  0  0  0  0
 27 55  1  0  0  0  0
 28 56  1  0  0  0  0
M  END
> <DATABASE_ID>
NP0010600

> <DATABASE_NAME>
NP-MRD

> <SMILES>
[H]OC(=O)[C@@](N([H])C(=O)C(\[H])=C(/[H])\C(=C(/[H])[C@]([H])(C(=O)C1=C([H])C([H])=C(C([H])=C1[H])N(C([H])([H])[H])C([H])([H])[H])C([H])([H])[H])\C([H])([H])[H])(C([H])([H])[H])C([H])([H])O[H]

> <INCHI_IDENTIFIER>
InChI=1S/C21H28N2O5/c1-14(6-11-18(25)22-21(3,13-24)20(27)28)12-15(2)19(26)16-7-9-17(10-8-16)23(4)5/h6-12,15,24H,13H2,1-5H3,(H,22,25)(H,27,28)/b11-6+,14-12+/t15-,21-/m1/s1

> <INCHI_KEY>
VTYVYDJWZOWXEE-CQETWIIASA-N

> <FORMULA>
C21H28N2O5

> <MOLECULAR_WEIGHT>
388.464

> <EXACT_MASS>
388.19982201

> <JCHEM_ACCEPTOR_COUNT>
6

> <JCHEM_ATOM_COUNT>
56

> <JCHEM_AVERAGE_POLARIZABILITY>
43.59760360226362

> <JCHEM_BIOAVAILABILITY>
1

> <JCHEM_DONOR_COUNT>
3

> <JCHEM_FORMAL_CHARGE>
0

> <JCHEM_GHOSE_FILTER>
1

> <JCHEM_IUPAC>
(2R)-2-[(2E,4E,6R)-7-[4-(dimethylamino)phenyl]-4,6-dimethyl-7-oxohepta-2,4-dienamido]-3-hydroxy-2-methylpropanoic acid

> <ALOGPS_LOGP>
2.15

> <JCHEM_LOGP>
1.5596790026057217

> <ALOGPS_LOGS>
-4.38

> <JCHEM_MDDR_LIKE_RULE>
0

> <JCHEM_NUMBER_OF_RINGS>
1

> <JCHEM_PHYSIOLOGICAL_CHARGE>
-1

> <JCHEM_PKA>
13.478064458594641

> <JCHEM_PKA_STRONGEST_ACIDIC>
3.924676495544019

> <JCHEM_PKA_STRONGEST_BASIC>
3.2221572508054948

> <JCHEM_POLAR_SURFACE_AREA>
106.94000000000001

> <JCHEM_REFRACTIVITY>
110.2065

> <JCHEM_ROTATABLE_BOND_COUNT>
9

> <JCHEM_RULE_OF_FIVE>
1

> <ALOGPS_SOLUBILITY>
1.62e-02 g/l

> <JCHEM_TRADITIONAL_IUPAC>
(2R)-2-[(2E,4E,6R)-7-[4-(dimethylamino)phenyl]-4,6-dimethyl-7-oxohepta-2,4-dienamido]-3-hydroxy-2-methylpropanoic acid

> <JCHEM_VEBER_RULE>
0

$$$$

     RDKit          3D

 56 56  0  0  0  0  0  0  0  0999 V2000
    0.4717   -1.8405    1.4805 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.9300   -0.9106    0.4691 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.3952   -0.7166    0.2605 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.2828   -1.3684    0.9612 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.7301   -1.2381    0.8235 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.5087   -1.9201    1.5566 O   0  0  0  0  0  0  0  0  0  0  0  0
    5.2930   -0.3631   -0.1147 N   0  0  0  0  0  0  0  0  0  0  0  0
    6.7403   -0.2490   -0.2282 C   0  0  2  0  0  0  0  0  0  0  0  0
    7.4102   -1.5613   -0.5421 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.3255    0.3244    1.0169 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.7672    1.6040    1.2227 O   0  0  0  0  0  0  0  0  0  0  0  0
    7.0476    0.6630   -1.3841 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.1186    1.1715   -2.0530 O   0  0  0  0  0  0  0  0  0  0  0  0
    8.3691    0.9396   -1.7077 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.1413   -0.2285   -0.2848 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.2733   -0.1443   -0.4057 C   0  0  1  0  0  0  0  0  0  0  0  0
   -1.6259   -0.0637   -1.9413 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.2814   -0.9271    0.2223 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.2304   -2.0254    0.8332 O   0  0  0  0  0  0  0  0  0  0  0  0
   -3.6822   -0.3854    0.1567 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.7274   -1.1187    0.6657 C   0  0  0  0  0  0  0  0  0  0  0  0
   -6.0305   -0.6474    0.6451 C   0  0  0  0  0  0  0  0  0  0  0  0
   -6.3206    0.5882    0.1057 C   0  0  0  0  0  0  0  0  0  0  0  0
   -7.6433    1.0840    0.0761 N   0  0  0  0  0  0  0  0  0  0  0  0
   -7.9210    2.3859   -0.4944 C   0  0  0  0  0  0  0  0  0  0  0  0
   -8.7551    0.3242    0.6054 C   0  0  0  0  0  0  0  0  0  0  0  0
   -5.2690    1.3157   -0.4014 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.9547    0.8376   -0.3791 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.1377   -2.8166    1.1952 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.2523   -1.9389    2.3316 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.3284   -1.3048    2.0705 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.7693   -0.0262   -0.4815 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.9809   -2.1022    1.7284 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.6631    0.2082   -0.7336 H   0  0  0  0  0  0  0  0  0  0  0  0
    7.5545   -2.1782    0.3826 H   0  0  0  0  0  0  0  0  0  0  0  0
    8.4422   -1.3110   -0.8984 H   0  0  0  0  0  0  0  0  0  0  0  0
    6.8373   -2.1070   -1.3171 H   0  0  0  0  0  0  0  0  0  0  0  0
    7.0889   -0.3024    1.8859 H   0  0  0  0  0  0  0  0  0  0  0  0
    8.4381    0.3951    0.9592 H   0  0  0  0  0  0  0  0  0  0  0  0
    7.4741    2.2632    0.9859 H   0  0  0  0  0  0  0  0  0  0  0  0
    8.8771    0.2496   -2.2379 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.7015    0.4807   -1.0376 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.5128    0.9564   -0.1004 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.6558   -0.3936   -2.0356 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.5120    0.9591   -2.2993 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.8942   -0.6940   -2.4860 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.5409   -2.1004    1.1005 H   0  0  0  0  0  0  0  0  0  0  0  0
   -6.8520   -1.2241    1.0459 H   0  0  0  0  0  0  0  0  0  0  0  0
   -7.5788    2.4180   -1.5667 H   0  0  0  0  0  0  0  0  0  0  0  0
   -8.9693    2.6650   -0.4134 H   0  0  0  0  0  0  0  0  0  0  0  0
   -7.3287    3.1240    0.1079 H   0  0  0  0  0  0  0  0  0  0  0  0
   -8.7065   -0.7528    0.3453 H   0  0  0  0  0  0  0  0  0  0  0  0
   -8.7351    0.4773    1.7186 H   0  0  0  0  0  0  0  0  0  0  0  0
   -9.7028    0.7172    0.2144 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.4769    2.2967   -0.8332 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.2393    1.5034   -0.7958 H   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  1  0
  2  3  1  0
  3  4  2  0
  4  5  1  0
  5  6  2  0
  5  7  1  0
  7  8  1  0
  8  9  1  0
  8 10  1  0
 10 11  1  0
  8 12  1  6
 12 13  2  0
 12 14  1  0
  2 15  2  0
 15 16  1  0
 16 17  1  0
 16 18  1  0
 18 19  2  0
 18 20  1  0
 20 21  2  0
 21 22  1  0
 22 23  2  0
 23 24  1  0
 24 25  1  0
 24 26  1  0
 23 27  1  0
 27 28  2  0
 28 20  1  0
  1 29  1  0
  1 30  1  0
  1 31  1  0
  3 32  1  0
  4 33  1  0
  7 34  1  0
  9 35  1  0
  9 36  1  0
  9 37  1  0
 10 38  1  0
 10 39  1  0
 11 40  1  0
 14 41  1  0
 15 42  1  0
 16 43  1  1
 17 44  1  0
 17 45  1  0
 17 46  1  0
 21 47  1  0
 22 48  1  0
 25 49  1  0
 25 50  1  0
 25 51  1  0
 26 52  1  0
 26 53  1  0
 26 54  1  0
 27 55  1  0
 28 56  1  0
M  END

HEADER    PROTEIN                                 24-JUN-21   NONE
TITLE     NULL                                                        
COMPND    NULL                                                        
SOURCE    NULL                                                        
KEYWDS    NULL                                                        
EXPDTA    NULL                                                        
AUTHOR    Marvin                                                      
REVDAT   1   24-JUN-21         0                                  
HETATM    1  C   UNK     0       0.472  -1.841   1.480  0.00  0.00           C+0
HETATM    2  C   UNK     0       0.930  -0.911   0.469  0.00  0.00           C+0
HETATM    3  C   UNK     0       2.395  -0.717   0.261  0.00  0.00           C+0
HETATM    4  C   UNK     0       3.283  -1.368   0.961  0.00  0.00           C+0
HETATM    5  C   UNK     0       4.730  -1.238   0.824  0.00  0.00           C+0
HETATM    6  O   UNK     0       5.509  -1.920   1.557  0.00  0.00           O+0
HETATM    7  N   UNK     0       5.293  -0.363  -0.115  0.00  0.00           N+0
HETATM    8  C   UNK     0       6.740  -0.249  -0.228  0.00  0.00           C+0
HETATM    9  C   UNK     0       7.410  -1.561  -0.542  0.00  0.00           C+0
HETATM   10  C   UNK     0       7.325   0.324   1.017  0.00  0.00           C+0
HETATM   11  O   UNK     0       6.767   1.604   1.223  0.00  0.00           O+0
HETATM   12  C   UNK     0       7.048   0.663  -1.384  0.00  0.00           C+0
HETATM   13  O   UNK     0       6.119   1.172  -2.053  0.00  0.00           O+0
HETATM   14  O   UNK     0       8.369   0.940  -1.708  0.00  0.00           O+0
HETATM   15  C   UNK     0       0.141  -0.229  -0.285  0.00  0.00           C+0
HETATM   16  C   UNK     0      -1.273  -0.144  -0.406  0.00  0.00           C+0
HETATM   17  C   UNK     0      -1.626  -0.064  -1.941  0.00  0.00           C+0
HETATM   18  C   UNK     0      -2.281  -0.927   0.222  0.00  0.00           C+0
HETATM   19  O   UNK     0      -2.230  -2.025   0.833  0.00  0.00           O+0
HETATM   20  C   UNK     0      -3.682  -0.385   0.157  0.00  0.00           C+0
HETATM   21  C   UNK     0      -4.727  -1.119   0.666  0.00  0.00           C+0
HETATM   22  C   UNK     0      -6.030  -0.647   0.645  0.00  0.00           C+0
HETATM   23  C   UNK     0      -6.321   0.588   0.106  0.00  0.00           C+0
HETATM   24  N   UNK     0      -7.643   1.084   0.076  0.00  0.00           N+0
HETATM   25  C   UNK     0      -7.921   2.386  -0.494  0.00  0.00           C+0
HETATM   26  C   UNK     0      -8.755   0.324   0.605  0.00  0.00           C+0
HETATM   27  C   UNK     0      -5.269   1.316  -0.401  0.00  0.00           C+0
HETATM   28  C   UNK     0      -3.955   0.838  -0.379  0.00  0.00           C+0
HETATM   29  H   UNK     0       0.138  -2.817   1.195  0.00  0.00           H+0
HETATM   30  H   UNK     0       1.252  -1.939   2.332  0.00  0.00           H+0
HETATM   31  H   UNK     0      -0.328  -1.305   2.071  0.00  0.00           H+0
HETATM   32  H   UNK     0       2.769  -0.026  -0.482  0.00  0.00           H+0
HETATM   33  H   UNK     0       2.981  -2.102   1.728  0.00  0.00           H+0
HETATM   34  H   UNK     0       4.663   0.208  -0.734  0.00  0.00           H+0
HETATM   35  H   UNK     0       7.555  -2.178   0.383  0.00  0.00           H+0
HETATM   36  H   UNK     0       8.442  -1.311  -0.898  0.00  0.00           H+0
HETATM   37  H   UNK     0       6.837  -2.107  -1.317  0.00  0.00           H+0
HETATM   38  H   UNK     0       7.089  -0.302   1.886  0.00  0.00           H+0
HETATM   39  H   UNK     0       8.438   0.395   0.959  0.00  0.00           H+0
HETATM   40  H   UNK     0       7.474   2.263   0.986  0.00  0.00           H+0
HETATM   41  H   UNK     0       8.877   0.250  -2.238  0.00  0.00           H+0
HETATM   42  H   UNK     0       0.702   0.481  -1.038  0.00  0.00           H+0
HETATM   43  H   UNK     0      -1.513   0.956  -0.100  0.00  0.00           H+0
HETATM   44  H   UNK     0      -2.656  -0.394  -2.036  0.00  0.00           H+0
HETATM   45  H   UNK     0      -1.512   0.959  -2.299  0.00  0.00           H+0
HETATM   46  H   UNK     0      -0.894  -0.694  -2.486  0.00  0.00           H+0
HETATM   47  H   UNK     0      -4.541  -2.100   1.101  0.00  0.00           H+0
HETATM   48  H   UNK     0      -6.852  -1.224   1.046  0.00  0.00           H+0
HETATM   49  H   UNK     0      -7.579   2.418  -1.567  0.00  0.00           H+0
HETATM   50  H   UNK     0      -8.969   2.665  -0.413  0.00  0.00           H+0
HETATM   51  H   UNK     0      -7.329   3.124   0.108  0.00  0.00           H+0
HETATM   52  H   UNK     0      -8.707  -0.753   0.345  0.00  0.00           H+0
HETATM   53  H   UNK     0      -8.735   0.477   1.719  0.00  0.00           H+0
HETATM   54  H   UNK     0      -9.703   0.717   0.214  0.00  0.00           H+0
HETATM   55  H   UNK     0      -5.477   2.297  -0.833  0.00  0.00           H+0
HETATM   56  H   UNK     0      -3.239   1.503  -0.796  0.00  0.00           H+0
CONECT    1    2   29   30   31                                             
CONECT    2    1    3   15                                                  
CONECT    3    2    4   32                                                  
CONECT    4    3    5   33                                                  
CONECT    5    4    6    7                                                  
CONECT    6    5                                                            
CONECT    7    5    8   34                                                  
CONECT    8    7    9   10   12                                             
CONECT    9    8   35   36   37                                             
CONECT   10    8   11   38   39                                             
CONECT   11   10   40                                                       
CONECT   12    8   13   14                                                  
CONECT   13   12                                                            
CONECT   14   12   41                                                       
CONECT   15    2   16   42                                                  
CONECT   16   15   17   18   43                                             
CONECT   17   16   44   45   46                                             
CONECT   18   16   19   20                                                  
CONECT   19   18                                                            
CONECT   20   18   21   28                                                  
CONECT   21   20   22   47                                                  
CONECT   22   21   23   48                                                  
CONECT   23   22   24   27                                                  
CONECT   24   23   25   26                                                  
CONECT   25   24   49   50   51                                             
CONECT   26   24   52   53   54                                             
CONECT   27   23   28   55                                                  
CONECT   28   27   20   56                                                  
CONECT   29    1                                                            
CONECT   30    1                                                            
CONECT   31    1                                                            
CONECT   32    3                                                            
CONECT   33    4                                                            
CONECT   34    7                                                            
CONECT   35    9                                                            
CONECT   36    9                                                            
CONECT   37    9                                                            
CONECT   38   10                                                            
CONECT   39   10                                                            
CONECT   40   11                                                            
CONECT   41   14                                                            
CONECT   42   15                                                            
CONECT   43   16                                                            
CONECT   44   17                                                            
CONECT   45   17                                                            
CONECT   46   17                                                            
CONECT   47   21                                                            
CONECT   48   22                                                            
CONECT   49   25                                                            
CONECT   50   25                                                            
CONECT   51   25                                                            
CONECT   52   26                                                            
CONECT   53   26                                                            
CONECT   54   26                                                            
CONECT   55   27                                                            
CONECT   56   28                                                            
MASTER        0    0    0    0    0    0    0    0   56    0  112    0
END

RDKit          3D

56 56  0  0  0  0  0  0  0  0999 V2000
    0.4717   -1.8405    1.4805 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.9300   -0.9106    0.4691 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.3952   -0.7166    0.2605 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.2828   -1.3684    0.9612 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.7301   -1.2381    0.8235 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.5087   -1.9201    1.5566 O   0  0  0  0  0  0  0  0  0  0  0  0
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    6.7403   -0.2490   -0.2282 C   0  0  2  0  0  0  0  0  0  0  0  0
    7.4102   -1.5613   -0.5421 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.3255    0.3244    1.0169 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.7672    1.6040    1.2227 O   0  0  0  0  0  0  0  0  0  0  0  0
    7.0476    0.6630   -1.3841 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.1186    1.1715   -2.0530 O   0  0  0  0  0  0  0  0  0  0  0  0
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   -2.2814   -0.9271    0.2223 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.2304   -2.0254    0.8332 O   0  0  0  0  0  0  0  0  0  0  0  0
   -3.6822   -0.3854    0.1567 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.7274   -1.1187    0.6657 C   0  0  0  0  0  0  0  0  0  0  0  0
   -6.0305   -0.6474    0.6451 C   0  0  0  0  0  0  0  0  0  0  0  0
   -6.3206    0.5882    0.1057 C   0  0  0  0  0  0  0  0  0  0  0  0
   -7.6433    1.0840    0.0761 N   0  0  0  0  0  0  0  0  0  0  0  0
   -7.9210    2.3859   -0.4944 C   0  0  0  0  0  0  0  0  0  0  0  0
   -8.7551    0.3242    0.6054 C   0  0  0  0  0  0  0  0  0  0  0  0
   -5.2690    1.3157   -0.4014 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.9547    0.8376   -0.3791 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.1377   -2.8166    1.1952 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.2523   -1.9389    2.3316 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.3284   -1.3048    2.0705 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.7693   -0.0262   -0.4815 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.9809   -2.1022    1.7284 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.6631    0.2082   -0.7336 H   0  0  0  0  0  0  0  0  0  0  0  0
    7.5545   -2.1782    0.3826 H   0  0  0  0  0  0  0  0  0  0  0  0
    8.4422   -1.3110   -0.8984 H   0  0  0  0  0  0  0  0  0  0  0  0
    6.8373   -2.1070   -1.3171 H   0  0  0  0  0  0  0  0  0  0  0  0
    7.0889   -0.3024    1.8859 H   0  0  0  0  0  0  0  0  0  0  0  0
    8.4381    0.3951    0.9592 H   0  0  0  0  0  0  0  0  0  0  0  0
    7.4741    2.2632    0.9859 H   0  0  0  0  0  0  0  0  0  0  0  0
    8.8771    0.2496   -2.2379 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.7015    0.4807   -1.0376 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.5128    0.9564   -0.1004 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.6558   -0.3936   -2.0356 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.5120    0.9591   -2.2993 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.8942   -0.6940   -2.4860 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.5409   -2.1004    1.1005 H   0  0  0  0  0  0  0  0  0  0  0  0
   -6.8520   -1.2241    1.0459 H   0  0  0  0  0  0  0  0  0  0  0  0
   -7.5788    2.4180   -1.5667 H   0  0  0  0  0  0  0  0  0  0  0  0
   -8.9693    2.6650   -0.4134 H   0  0  0  0  0  0  0  0  0  0  0  0
   -7.3287    3.1240    0.1079 H   0  0  0  0  0  0  0  0  0  0  0  0
   -8.7065   -0.7528    0.3453 H   0  0  0  0  0  0  0  0  0  0  0  0
   -8.7351    0.4773    1.7186 H   0  0  0  0  0  0  0  0  0  0  0  0
   -9.7028    0.7172    0.2144 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.4769    2.2967   -0.8332 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.2393    1.5034   -0.7958 H   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  1  0
  2  3  1  0
  3  4  2  0
  4  5  1  0
  5  6  2  0
  5  7  1  0
  7  8  1  0
  8  9  1  0
  8 10  1  0
 10 11  1  0
  8 12  1  6
 12 13  2  0
 12 14  1  0
  2 15  2  0
 15 16  1  0
 16 17  1  0
 16 18  1  0
 18 19  2  0
 18 20  1  0
 20 21  2  0
 21 22  1  0
 22 23  2  0
 23 24  1  0
 24 25  1  0
 24 26  1  0
 23 27  1  0
 27 28  2  0
 28 20  1  0
  1 29  1  0
  1 30  1  0
  1 31  1  0
  3 32  1  0
  4 33  1  0
  7 34  1  0
  9 35  1  0
  9 36  1  0
  9 37  1  0
 10 38  1  0
 10 39  1  0
 11 40  1  0
 14 41  1  0
 15 42  1  0
 16 43  1  1
 17 44  1  0
 17 45  1  0
 17 46  1  0
 21 47  1  0
 22 48  1  0
 25 49  1  0
 25 50  1  0
 25 51  1  0
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 26 53  1  0
 26 54  1  0
 27 55  1  0
 28 56  1  0
M  END

View in JSmol View NMR Assignments

Synonyms

Value	Source
2-{[(2E,4E,6R)-7-[4-(dimethylamino)phenyl]-1-hydroxy-4,6-dimethyl-7-oxohepta-2,4-dien-1-ylidene]amino}-3-hydroxy-2-methylpropanoate	Generator

Chemical Formula

C₂₁H₂₈N₂O₅

Average Mass

388.4640 Da

Monoisotopic Mass

388.19982 Da

IUPAC Name

(2R)-2-[(2E,4E,6R)-7-[4-(dimethylamino)phenyl]-4,6-dimethyl-7-oxohepta-2,4-dienamido]-3-hydroxy-2-methylpropanoic acid

Traditional Name

(2R)-2-[(2E,4E,6R)-7-[4-(dimethylamino)phenyl]-4,6-dimethyl-7-oxohepta-2,4-dienamido]-3-hydroxy-2-methylpropanoic acid

CAS Registry Number

Not Available

SMILES

C[C@H](\C=C(/C)\C=C\C(=O)NC(C)(CO)C(O)=O)C(=O)C1=CC=C(C=C1)N(C)C

InChI Identifier

InChI=1S/C21H28N2O5/c1-14(6-11-18(25)22-21(3,13-24)20(27)28)12-15(2)19(26)16-7-9-17(10-8-16)23(4)5/h6-12,15,24H,13H2,1-5H3,(H,22,25)(H,27,28)/b11-6+,14-12+/t15-,21?/m1/s1

InChI Key

VTYVYDJWZOWXEE-CQETWIIASA-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, D₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 100 MHz, D₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 252 MHz, D₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 1000 MHz, D₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 50 MHz, D₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 200 MHz, D₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 75 MHz, D₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 300 MHz, D₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 101 MHz, D₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 400 MHz, D₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 126 MHz, D₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 500 MHz, D₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 151 MHz, D₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 600 MHz, D₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 176 MHz, D₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 700 MHz, D₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 201 MHz, D₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 800 MHz, D₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 226 MHz, D₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 900 MHz, D₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum

Chemical Shift Submissions

Not Available

Species

Species of Origin

Species Name	Source	Reference
Streptomyces	NPAtlas	22276693

Chemical Taxonomy

Description

Belongs to the class of organic compounds known as n-acyl-alpha amino acids. N-acyl-alpha amino acids are compounds containing an alpha amino acid which bears an acyl group at its terminal nitrogen atom.

Kingdom

Organic compounds

Super Class

Organic acids and derivatives

Class

Carboxylic acids and derivatives

Sub Class

Amino acids, peptides, and analogues

Direct Parent

N-acyl-alpha amino acids

Alternative Parents

Substituents

Alkyl-phenylketone
N-acyl-alpha-amino acid
Phenylketone
Phenylpropane
Aniline or substituted anilines
Dialkylarylamine
Aryl alkyl ketone
Aryl ketone
Tertiary aliphatic/aromatic amine
Benzoyl
Beta-hydroxy acid
Benzenoid
Hydroxy acid
Monocyclic benzene moiety
Amino acid
Tertiary amine
Ketone
Organic 1,3-dipolar compound
Propargyl-type 1,3-dipolar organic compound
Monocarboxylic acid or derivatives
Carboxylic acid
Carboximidic acid derivative
Carboximidic acid
Organic nitrogen compound
Organic oxygen compound
Organopnictogen compound
Organic oxide
Hydrocarbon derivative
Primary alcohol
Organooxygen compound
Organonitrogen compound
Carbonyl group
Amine
Alcohol
Aromatic homomonocyclic compound

Molecular Framework

Aromatic homomonocyclic 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	2.15	ALOGPS
logP	1.56	ChemAxon
logS	-4.4	ALOGPS
pKa (Strongest Acidic)	3.92	ChemAxon
pKa (Strongest Basic)	3.22	ChemAxon
Physiological Charge	-1	ChemAxon
Hydrogen Acceptor Count	6	ChemAxon
Hydrogen Donor Count	3	ChemAxon
Polar Surface Area	106.94 Å²	ChemAxon
Rotatable Bond Count	9	ChemAxon
Refractivity	110.21 m³·mol⁻¹	ChemAxon
Polarizability	43.6 Å³	ChemAxon
Number of Rings	1	ChemAxon
Bioavailability	Yes	ChemAxon
Rule of Five	Yes	ChemAxon
Ghose Filter	Yes	ChemAxon
Veber's Rule	No	ChemAxon
MDDR-like Rule	No	ChemAxon

External Links

NPAtlas ID

NPA005562

HMDB ID

Not Available

DrugBank ID

Not Available

Phenol Explorer Compound ID

Not Available

FoodDB ID

Not Available

KNApSAcK ID

Not Available

Chemspider ID

78441896

KEGG Compound ID

Not Available

BioCyc ID

Not Available

BiGG ID

Not Available

Wikipedia Link

Not Available

METLIN ID

Not Available

PubChem Compound

139584646

PDB ID

Not Available

ChEBI ID

Not Available

Good Scents ID

Not Available

References

General References

Hosoya T, Hirokawa T, Takagi M, Shin-ya K: Trichostatin analogues JBIR-109, JBIR-110, and JBIR-111 from the marine sponge-derived Streptomyces sp. RM72. J Nat Prod. 2012 Feb 24;75(2):285-9. doi: 10.1021/np200843k. Epub 2012 Jan 25. [PubMed:22276693 ]
Liu W, Jannu VG, Liu Z, Zhang Q, Jiang X, Ma L, Zhang W, Zhang C, Zhu Y: Heterologous expression of the trichostatin gene cluster and functional characterization of N-methyltransferase TsnB8. Org Biomol Chem. 2020 May 20;18(19):3649-3653. doi: 10.1039/d0ob00617c. [PubMed:32355936 ]

Showing NP-Card for JBIR-111 (NP0010600)

MOL for NP0010600 (JBIR-111)

3D MOL for NP0010600 (JBIR-111)

3D SDF for NP0010600 (JBIR-111)

3D-SDF for NP0010600 (JBIR-111)

PDB for NP0010600 (JBIR-111)

3D PDB for NP0010600 (JBIR-111)

SMILES for NP0010600 (JBIR-111)

INCHI for NP0010600 (JBIR-111)

Structure for NP0010600 (JBIR-111)

3D Structure for NP0010600 (JBIR-111)