NP-MRD: Showing NP-Card for (2r)-2-({[6-bromo-5-(4-hydroxybenzoyloxy)-1h-indol-3-yl](hydroxy)methylidene}amino)butanedioic acid (NP0242659)

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Record Information

Version

2.0

Created at

2022-09-07 03:01:41 UTC

Updated at

2022-09-07 03:01:41 UTC

NP-MRD ID

NP0242659

Secondary Accession Numbers

None

Natural Product Identification

Common Name

(2r)-2-({[6-bromo-5-(4-hydroxybenzoyloxy)-1h-indol-3-yl](hydroxy)methylidene}amino)butanedioic acid

Description

Kingamide A belongs to the class of organic compounds known as aspartic acid and derivatives. Aspartic acid and derivatives are compounds containing an aspartic acid or a derivative thereof resulting from reaction of aspartic acid at the amino group or the carboxy group, or from the replacement of any hydrogen of glycine by a heteroatom. Based on a literature review very few articles have been published on Kingamide A.

Structure

MOL 3D MOL SDF PDB SMILES InChI


  Mrv1652309072205012D          

 31 33  0  0  1  0            999 V2000
    4.0456   -2.6727    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    4.7600   -2.2602    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.4745   -2.6727    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    4.7600   -1.4352    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.4745   -1.0227    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
    5.4745   -0.1977    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    6.1890    0.2148    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.9035   -0.1977    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    6.1890    1.0398    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.5215    1.5248    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.7765    2.3094    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    6.6015    2.3094    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.1535    2.9225    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.9605    2.7509    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    8.5125    3.3640    0.0000 Br  0  0  0  0  0  0  0  0  0  0  0  0
    8.2154    1.9663    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    9.0224    1.7948    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    9.5744    2.4079    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    9.3195    3.1925    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   10.3814    2.2364    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   10.9334    2.8495    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   11.7404    2.6779    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   11.9954    1.8933    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   12.8023    1.7218    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   11.4433    1.2802    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   10.6363    1.4517    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.6634    1.3532    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.8564    1.5248    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.1890   -1.4352    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.9035   -1.0227    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    6.1890   -2.2602    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  2  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
  5  6  1  1  0  0  0
  6  7  2  0  0  0  0
  7  8  1  4  0  0  0
  7  9  1  0  0  0  0
  9 10  2  0  0  0  0
 10 11  1  0  0  0  0
 11 12  1  0  0  0  0
 12 13  2  0  0  0  0
 13 14  1  0  0  0  0
 14 15  1  0  0  0  0
 14 16  2  0  0  0  0
 16 17  1  0  0  0  0
 17 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
 23 25  1  0  0  0  0
 25 26  2  0  0  0  0
 20 26  1  0  0  0  0
 16 27  1  0  0  0  0
 27 28  2  0  0  0  0
  9 28  1  0  0  0  0
 12 28  1  0  0  0  0
  5 29  1  0  0  0  0
 29 30  2  0  0  0  0
 29 31  1  0  0  0  0
M  END

     RDKit          3D

 46 48  0  0  0  0  0  0  0  0999 V2000
   -4.5274   -3.6195   -0.1797 O   0  0  0  0  0  0  0  0  0  0  0  0
   -5.1620   -2.5689   -0.0345 C   0  0  0  0  0  0  0  0  0  0  0  0
   -6.5274   -2.6245    0.2152 O   0  0  0  0  0  0  0  0  0  0  0  0
   -4.5185   -1.2470   -0.1170 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.0217   -1.3461   -0.1589 C   0  0  1  0  0  0  0  0  0  0  0  0
   -2.4465   -0.0417   -0.3057 N   0  0  0  0  0  0  0  0  0  0  0  0
   -3.0265    1.0576   -0.3619 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.4017    1.2584   -0.2916 O   0  0  0  0  0  0  0  0  0  0  0  0
   -2.2450    2.3231   -0.5183 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.7085    3.6137   -0.5973 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.6501    4.4491   -0.7354 N   0  0  0  0  0  0  0  0  0  0  0  0
   -0.4972    3.7428   -0.7499 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.8397    4.1027   -0.8663 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.7982    3.1096   -0.8447 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.6621    3.5170   -0.9987 Br  0  0  0  0  0  0  0  0  0  0  0  0
    1.4632    1.7776   -0.7112 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.3959    0.7487   -0.6853 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.9990    0.2729    0.4589 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.6752    0.8145    1.5480 O   0  0  0  0  0  0  0  0  0  0  0  0
    3.9757   -0.8078    0.4654 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.5844   -1.2861    1.6005 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.5088   -2.3141    1.5747 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.8457   -2.8944    0.3739 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.7824   -3.9359    0.3480 O   0  0  0  0  0  0  0  0  0  0  0  0
    5.2486   -2.4322   -0.7786 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.3212   -1.3969   -0.7296 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.1265    1.4622   -0.5984 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.8746    2.4208   -0.6144 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.4715   -1.9719    1.0905 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.7551   -3.1149    1.4251 O   0  0  0  0  0  0  0  0  0  0  0  0
   -1.6046   -1.2447    1.9154 O   0  0  0  0  0  0  0  0  0  0  0  0
   -7.1688   -1.8880   -0.0413 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.8629   -0.6577    0.7813 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.9184   -0.7936   -1.0737 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.7362   -1.9357   -1.0546 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.9317    1.6619   -1.0620 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.7588    3.8795   -0.5524 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.6664    5.4864   -0.8215 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.1262    5.1238   -0.9706 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.3420   -0.8527    2.5529 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.9895   -2.6912    2.4740 H   0  0  0  0  0  0  0  0  0  0  0  0
    7.2004   -4.2520    1.1934 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.5344   -2.9101   -1.7106 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.8612   -1.0415   -1.6247 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.1443    0.4337   -0.4947 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.6546   -1.3873    2.9103 H   0  0  0  0  0  0  0  0  0  0  0  0
  3  2  1  0
  2  1  2  0
  2  4  1  0
  4  5  1  0
  5  6  1  0
  6  7  2  0
  7  8  1  0
  7  9  1  0
  9 10  2  0
 10 11  1  0
 11 12  1  0
 12 13  2  0
 13 14  1  0
 14 15  1  0
 14 16  2  0
 16 17  1  0
 17 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
 23 25  1  0
 25 26  2  0
 16 27  1  0
 27 28  2  0
  5 29  1  0
 29 31  1  0
 29 30  2  0
 28  9  1  0
 28 12  1  0
 26 20  1  0
  3 32  1  0
  4 33  1  0
  4 34  1  0
  5 35  1  6
  8 36  1  0
 10 37  1  0
 11 38  1  0
 13 39  1  0
 21 40  1  0
 22 41  1  0
 24 42  1  0
 25 43  1  0
 26 44  1  0
 27 45  1  0
 31 46  1  0
M  END


  Mrv1652309072205012D          

 31 33  0  0  1  0            999 V2000
    4.0456   -2.6727    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    4.7600   -2.2602    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.4745   -2.6727    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    4.7600   -1.4352    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.4745   -1.0227    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
    5.4745   -0.1977    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    6.1890    0.2148    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.9035   -0.1977    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    6.1890    1.0398    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.5215    1.5248    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.7765    2.3094    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    6.6015    2.3094    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.1535    2.9225    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.9605    2.7509    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    8.5125    3.3640    0.0000 Br  0  0  0  0  0  0  0  0  0  0  0  0
    8.2154    1.9663    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    9.0224    1.7948    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    9.5744    2.4079    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    9.3195    3.1925    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   10.3814    2.2364    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   10.9334    2.8495    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   11.7404    2.6779    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   11.9954    1.8933    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   12.8023    1.7218    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   11.4433    1.2802    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   10.6363    1.4517    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.6634    1.3532    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.8564    1.5248    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.1890   -1.4352    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.9035   -1.0227    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    6.1890   -2.2602    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  2  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
  5  6  1  1  0  0  0
  6  7  2  0  0  0  0
  7  8  1  4  0  0  0
  7  9  1  0  0  0  0
  9 10  2  0  0  0  0
 10 11  1  0  0  0  0
 11 12  1  0  0  0  0
 12 13  2  0  0  0  0
 13 14  1  0  0  0  0
 14 15  1  0  0  0  0
 14 16  2  0  0  0  0
 16 17  1  0  0  0  0
 17 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
 23 25  1  0  0  0  0
 25 26  2  0  0  0  0
 20 26  1  0  0  0  0
 16 27  1  0  0  0  0
 27 28  2  0  0  0  0
  9 28  1  0  0  0  0
 12 28  1  0  0  0  0
  5 29  1  0  0  0  0
 29 30  2  0  0  0  0
 29 31  1  0  0  0  0
M  END
> <DATABASE_ID>
NP0242659

> <DATABASE_NAME>
NP-MRD

> <SMILES>
OC(=O)C[C@@H](N=C(O)C1=CNC2=CC(Br)=C(OC(=O)C3=CC=C(O)C=C3)C=C12)C(O)=O

> <INCHI_IDENTIFIER>
InChI=1S/C20H15BrN2O8/c21-13-6-14-11(5-16(13)31-20(30)9-1-3-10(24)4-2-9)12(8-22-14)18(27)23-15(19(28)29)7-17(25)26/h1-6,8,15,22,24H,7H2,(H,23,27)(H,25,26)(H,28,29)/t15-/m1/s1

> <INCHI_KEY>
UQSCJZZZNHCFDU-OAHLLOKOSA-N

> <FORMULA>
C20H15BrN2O8

> <MOLECULAR_WEIGHT>
491.25

> <EXACT_MASS>
490.001178

> <JCHEM_ACCEPTOR_COUNT>
8

> <JCHEM_ATOM_COUNT>
46

> <JCHEM_AVERAGE_POLARIZABILITY>
42.62631881643192

> <JCHEM_BIOAVAILABILITY>
1

> <JCHEM_DONOR_COUNT>
5

> <JCHEM_FORMAL_CHARGE>
0

> <JCHEM_GHOSE_FILTER>
0

> <JCHEM_IUPAC>
(2R)-2-({[6-bromo-5-(4-hydroxybenzoyloxy)-1H-indol-3-yl](hydroxy)methylidene}amino)butanedioic acid

> <JCHEM_LOGP>
3.4974866529999997

> <JCHEM_MDDR_LIKE_RULE>
1

> <JCHEM_NUMBER_OF_RINGS>
3

> <JCHEM_PHYSIOLOGICAL_CHARGE>
-1

> <JCHEM_PKA>
4.965823489941755

> <JCHEM_PKA_STRONGEST_ACIDIC>
2.7986247547394294

> <JCHEM_PKA_STRONGEST_BASIC>
0.008930455538304183

> <JCHEM_POLAR_SURFACE_AREA>
169.51

> <JCHEM_REFRACTIVITY>
109.66179999999999

> <JCHEM_ROTATABLE_BOND_COUNT>
8

> <JCHEM_RULE_OF_FIVE>
1

> <JCHEM_TRADITIONAL_IUPAC>
(2R)-2-({[6-bromo-5-(4-hydroxybenzoyloxy)-1H-indol-3-yl](hydroxy)methylidene}amino)butanedioic acid

> <JCHEM_VEBER_RULE>
0

$$$$

HEADER    PROTEIN                                 07-SEP-22   NONE
TITLE     NULL                                                        
COMPND    NULL                                                        
SOURCE    NULL                                                        
KEYWDS    NULL                                                        
EXPDTA    NULL                                                        
AUTHOR    Marvin                                                      
REVDAT   1   07-SEP-22         0                                  
HETATM    1  O   UNK     0       7.552  -4.989   0.000  0.00  0.00           O+0
HETATM    2  C   UNK     0       8.885  -4.219   0.000  0.00  0.00           C+0
HETATM    3  O   UNK     0      10.219  -4.989   0.000  0.00  0.00           O+0
HETATM    4  C   UNK     0       8.885  -2.679   0.000  0.00  0.00           C+0
HETATM    5  C   UNK     0      10.219  -1.909   0.000  0.00  0.00           C+0
HETATM    6  N   UNK     0      10.219  -0.369   0.000  0.00  0.00           N+0
HETATM    7  C   UNK     0      11.553   0.401   0.000  0.00  0.00           C+0
HETATM    8  O   UNK     0      12.886  -0.369   0.000  0.00  0.00           O+0
HETATM    9  C   UNK     0      11.553   1.941   0.000  0.00  0.00           C+0
HETATM   10  C   UNK     0      10.307   2.846   0.000  0.00  0.00           C+0
HETATM   11  N   UNK     0      10.783   4.311   0.000  0.00  0.00           N+0
HETATM   12  C   UNK     0      12.323   4.311   0.000  0.00  0.00           C+0
HETATM   13  C   UNK     0      13.353   5.455   0.000  0.00  0.00           C+0
HETATM   14  C   UNK     0      14.860   5.135   0.000  0.00  0.00           C+0
HETATM   15 Br   UNK     0      15.890   6.280   0.000  0.00  0.00          Br+0
HETATM   16  C   UNK     0      15.335   3.670   0.000  0.00  0.00           C+0
HETATM   17  O   UNK     0      16.842   3.350   0.000  0.00  0.00           O+0
HETATM   18  C   UNK     0      17.872   4.495   0.000  0.00  0.00           C+0
HETATM   19  O   UNK     0      17.396   5.959   0.000  0.00  0.00           O+0
HETATM   20  C   UNK     0      19.379   4.175   0.000  0.00  0.00           C+0
HETATM   21  C   UNK     0      20.409   5.319   0.000  0.00  0.00           C+0
HETATM   22  C   UNK     0      21.915   4.999   0.000  0.00  0.00           C+0
HETATM   23  C   UNK     0      22.391   3.534   0.000  0.00  0.00           C+0
HETATM   24  O   UNK     0      23.898   3.214   0.000  0.00  0.00           O+0
HETATM   25  C   UNK     0      21.361   2.390   0.000  0.00  0.00           C+0
HETATM   26  C   UNK     0      19.855   2.710   0.000  0.00  0.00           C+0
HETATM   27  C   UNK     0      14.305   2.526   0.000  0.00  0.00           C+0
HETATM   28  C   UNK     0      12.799   2.846   0.000  0.00  0.00           C+0
HETATM   29  C   UNK     0      11.553  -2.679   0.000  0.00  0.00           C+0
HETATM   30  O   UNK     0      12.886  -1.909   0.000  0.00  0.00           O+0
HETATM   31  O   UNK     0      11.553  -4.219   0.000  0.00  0.00           O+0
CONECT    1    2                                                            
CONECT    2    1    3    4                                                  
CONECT    3    2                                                            
CONECT    4    2    5                                                       
CONECT    5    4    6   29                                                  
CONECT    6    5    7                                                       
CONECT    7    6    8    9                                                  
CONECT    8    7                                                            
CONECT    9    7   10   28                                                  
CONECT   10    9   11                                                       
CONECT   11   10   12                                                       
CONECT   12   11   13   28                                                  
CONECT   13   12   14                                                       
CONECT   14   13   15   16                                                  
CONECT   15   14                                                            
CONECT   16   14   17   27                                                  
CONECT   17   16   18                                                       
CONECT   18   17   19   20                                                  
CONECT   19   18                                                            
CONECT   20   18   21   26                                                  
CONECT   21   20   22                                                       
CONECT   22   21   23                                                       
CONECT   23   22   24   25                                                  
CONECT   24   23                                                            
CONECT   25   23   26                                                       
CONECT   26   25   20                                                       
CONECT   27   16   28                                                       
CONECT   28   27    9   12                                                  
CONECT   29    5   30   31                                                  
CONECT   30   29                                                            
CONECT   31   29                                                            
MASTER        0    0    0    0    0    0    0    0   31    0   66    0
END

View in JSmol

Synonyms

Not Available

Chemical Formula

C₂₀H₁₅BrN₂O₈

Average Mass

491.2500 Da

Monoisotopic Mass

490.00118 Da

IUPAC Name

(2R)-2-({[6-bromo-5-(4-hydroxybenzoyloxy)-1H-indol-3-yl](hydroxy)methylidene}amino)butanedioic acid

Traditional Name

(2R)-2-({[6-bromo-5-(4-hydroxybenzoyloxy)-1H-indol-3-yl](hydroxy)methylidene}amino)butanedioic acid

CAS Registry Number

Not Available

SMILES

OC(=O)C[C@@H](N=C(O)C1=CNC2=CC(Br)=C(OC(=O)C3=CC=C(O)C=C3)C=C12)C(O)=O

InChI Identifier

InChI=1S/C20H15BrN2O8/c21-13-6-14-11(5-16(13)31-20(30)9-1-3-10(24)4-2-9)12(8-22-14)18(27)23-15(19(28)29)7-17(25)26/h1-6,8,15,22,24H,7H2,(H,23,27)(H,25,26)(H,28,29)/t15-/m1/s1

InChI Key

UQSCJZZZNHCFDU-OAHLLOKOSA-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 aspartic acid and derivatives. Aspartic acid and derivatives are compounds containing an aspartic acid or a derivative thereof resulting from reaction of aspartic acid at the amino group or the carboxy group, or from the replacement of any hydrogen of glycine by a heteroatom.

Kingdom

Organic compounds

Super Class

Organic acids and derivatives

Class

Carboxylic acids and derivatives

Sub Class

Amino acids, peptides, and analogues

Direct Parent

Aspartic acid and derivatives

Alternative Parents

Substituents

Aspartic acid or derivatives
N-acyl-alpha-amino acid
N-acyl-alpha amino acid or derivatives
Indolecarboxamide derivative
Indolecarboxylic acid derivative
P-hydroxybenzoic acid ester
Phenol ester
Benzoate ester
Indole or derivatives
Indole
Benzoic acid or derivatives
Pyrrole-3-carboxylic acid or derivatives
Pyrrole-3-carboxamide
Benzoyl
Phenol
1-hydroxy-2-unsubstituted benzenoid
Benzenoid
Substituted pyrrole
Aryl halide
Monocyclic benzene moiety
Aryl bromide
Dicarboxylic acid or derivatives
Pyrrole
Vinylogous amide
Heteroaromatic compound
Carboxylic acid ester
Carboxamide group
Secondary carboxylic acid amide
Azacycle
Organoheterocyclic compound
Carboxylic acid
Organonitrogen compound
Organooxygen compound
Carbonyl group
Organic nitrogen compound
Hydrocarbon derivative
Organic oxide
Organic oxygen compound
Organobromide
Organohalogen compound
Aromatic heteropolycyclic compound

Molecular Framework

Aromatic heteropolycyclic 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	3.5	ChemAxon
pKa (Strongest Acidic)	2.8	ChemAxon
pKa (Strongest Basic)	0.0089	ChemAxon
Physiological Charge	-1	ChemAxon
Hydrogen Acceptor Count	8	ChemAxon
Hydrogen Donor Count	5	ChemAxon
Polar Surface Area	169.51 Å²	ChemAxon
Rotatable Bond Count	8	ChemAxon
Refractivity	109.66 m³·mol⁻¹	ChemAxon
Polarizability	42.63 Å³	ChemAxon
Number of Rings	3	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

28289310

KEGG Compound ID

Not Available

BioCyc ID

Not Available

BiGG ID

Not Available

Wikipedia Link

Not Available

METLIN ID

Not Available

PubChem Compound

56946550

PDB ID

Not Available

ChEBI ID

Not Available

Good Scents ID

Not Available

References

General References

LOTUS database [Link]

Showing NP-Card for (2r)-2-({[6-bromo-5-(4-hydroxybenzoyloxy)-1h-indol-3-yl](hydroxy)methylidene}amino)butanedioic acid (NP0242659)

MOL for NP0242659 ((2r)-2-({[6-bromo-5-(4-hydroxybenzoyloxy)-1h-indol-3-yl](hydroxy)methylidene}amino)butanedioic acid)

3D MOL for NP0242659 ((2r)-2-({[6-bromo-5-(4-hydroxybenzoyloxy)-1h-indol-3-yl](hydroxy)methylidene}amino)butanedioic acid)

3D SDF for NP0242659 ((2r)-2-({[6-bromo-5-(4-hydroxybenzoyloxy)-1h-indol-3-yl](hydroxy)methylidene}amino)butanedioic acid)

3D-SDF for NP0242659 ((2r)-2-({[6-bromo-5-(4-hydroxybenzoyloxy)-1h-indol-3-yl](hydroxy)methylidene}amino)butanedioic acid)

PDB for NP0242659 ((2r)-2-({[6-bromo-5-(4-hydroxybenzoyloxy)-1h-indol-3-yl](hydroxy)methylidene}amino)butanedioic acid)

3D PDB for NP0242659 ((2r)-2-({[6-bromo-5-(4-hydroxybenzoyloxy)-1h-indol-3-yl](hydroxy)methylidene}amino)butanedioic acid)

SMILES for NP0242659 ((2r)-2-({[6-bromo-5-(4-hydroxybenzoyloxy)-1h-indol-3-yl](hydroxy)methylidene}amino)butanedioic acid)

INCHI for NP0242659 ((2r)-2-({[6-bromo-5-(4-hydroxybenzoyloxy)-1h-indol-3-yl](hydroxy)methylidene}amino)butanedioic acid)

Structure for NP0242659 ((2r)-2-({[6-bromo-5-(4-hydroxybenzoyloxy)-1h-indol-3-yl](hydroxy)methylidene}amino)butanedioic acid)

3D Structure for NP0242659 ((2r)-2-({[6-bromo-5-(4-hydroxybenzoyloxy)-1h-indol-3-yl](hydroxy)methylidene}amino)butanedioic acid)