NP-MRD: Showing NP-Card for (2s)-2-{[2-(6-bromo-1h-indol-3-yl)-1-hydroxyethylidene]amino}-3-(3h-imidazol-4-yl)propanoic acid (NP0312593)

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Record Information

Version

1.0

Created at

2022-09-11 09:30:17 UTC

Updated at

2022-09-11 09:30:17 UTC

NP-MRD ID

NP0312593

Secondary Accession Numbers

None

Natural Product Identification

Common Name

(2s)-2-{[2-(6-bromo-1h-indol-3-yl)-1-hydroxyethylidene]amino}-3-(3h-imidazol-4-yl)propanoic acid

Description

Bunodosine 391, also known as BDS 391, belongs to the class of organic compounds known as histidine and derivatives. Histidine and derivatives are compounds containing cysteine or a derivative thereof resulting from reaction of cysteine at the amino group or the carboxy group, or from the replacement of any hydrogen of glycine by a heteroatom. Bunodosine 391 is a secondary metabolite. Secondary metabolites are metabolically or physiologically non-essential metabolites that may serve a role as defense or signalling molecules. In some cases they are simply molecules that arise from the incomplete metabolism of other secondary metabolites. (2s)-2-{[2-(6-bromo-1h-indol-3-yl)-1-hydroxyethylidene]amino}-3-(3h-imidazol-4-yl)propanoic acid is found in Bunodosoma cangicum. It was first documented in 2011 (PMID: 21309590). Based on a literature review very few articles have been published on bunodosine 391 (PMID: 29280949).

Structure

MOL 3D MOL SDF PDB SMILES InChI

     RDKit          3D

 39 41  0  0  0  0  0  0  0  0999 V2000
   -4.0701    0.3333    2.6657 O   0  0  0  0  0  0  0  0  0  0  0  0
   -3.2134   -0.2549    1.9775 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.3061   -1.6478    1.9113 O   0  0  0  0  0  0  0  0  0  0  0  0
   -2.1383    0.4867    1.2566 C   0  0  2  0  0  0  0  0  0  0  0  0
   -2.7556    1.5267    0.3422 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.6295    0.8627   -0.6984 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.2288    0.4244   -1.9367 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.2951   -0.1006   -2.5496 N   0  0  0  0  0  0  0  0  0  0  0  0
   -5.3260    0.0160   -1.7002 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.9362    0.6029   -0.5637 N   0  0  0  0  0  0  0  0  0  0  0  0
   -1.3226   -0.4547    0.5602 N   0  0  0  0  0  0  0  0  0  0  0  0
   -0.0696   -0.5512    0.8330 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.4507    0.2757    1.8087 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.8171   -1.5093    0.1412 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.9537   -0.8786   -0.5564 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.0977   -0.5992   -1.9019 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.2785   -0.0088   -2.1063 N   0  0  0  0  0  0  0  0  0  0  0  0
    3.9071    0.0995   -0.9059 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.1495    0.6275   -0.5520 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.5560    0.6089    0.7611 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.2475    1.3273    1.2481 Br  0  0  0  0  0  0  0  0  0  0  0  0
    4.7681    0.0796    1.7518 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.5341   -0.4428    1.3883 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.1022   -0.4360    0.0784 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.3093   -2.0592    0.9933 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.5437    1.0321    2.0067 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.4218    2.1812    0.9405 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.9888    2.1512   -0.1149 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.2035    0.5117   -2.3115 H   0  0  0  0  0  0  0  0  0  0  0  0
   -6.3372   -0.3150   -1.8961 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.5257    0.8299    0.2923 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.4992   -0.0465    2.7643 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.2567   -2.2207    0.8876 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.2830   -2.1400   -0.5884 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.3494   -0.8393   -2.6268 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.6846    0.3225   -2.9905 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.7529    1.0368   -1.3394 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.0559    0.0483    2.7934 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.8774   -0.8799    2.1414 H   0  0  0  0  0  0  0  0  0  0  0  0
 13 12  1  0
 12 14  1  0
 14 15  1  0
 15 16  2  0
 16 17  1  0
 17 18  1  0
 18 19  2  0
 19 20  1  0
 20 21  1  0
 20 22  2  0
 22 23  1  0
 23 24  2  0
 12 11  2  0
 11  4  1  0
  4  5  1  0
  5  6  1  0
  6  7  2  0
  7  8  1  0
  8  9  2  0
  9 10  1  0
  4  2  1  0
  2  3  1  0
  2  1  2  0
 24 15  1  0
 10  6  1  0
 24 18  1  0
 13 32  1  0
 14 33  1  0
 14 34  1  0
 16 35  1  0
 17 36  1  0
 19 37  1  0
 22 38  1  0
 23 39  1  0
  4 26  1  1
  5 27  1  0
  5 28  1  0
  7 29  1  0
  9 30  1  0
 10 31  1  0
  3 25  1  0
M  END


  Mrv1652309112211302D          

 24 26  0  0  1  0            999 V2000
   -1.5793   -0.4822    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -1.8342   -1.2669    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.6412   -1.4384    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -1.2822   -1.8800    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
   -1.5371   -2.6646    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.3441   -2.8361    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.6797   -3.5898    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.5001   -3.5036    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   -3.6717   -2.6966    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.9572   -2.2841    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   -0.4752   -1.7084    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    0.0768   -2.3215    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.1781   -3.1062    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.8838   -2.1500    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.1387   -1.3654    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.6538   -0.6979    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.1387   -0.0305    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    1.9233   -0.2854    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.6378    0.1271    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.3523   -0.2854    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.0668    0.1271    0.0000 Br  0  0  0  0  0  0  0  0  0  0  0  0
    3.3523   -1.1104    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.6378   -1.5229    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.9233   -1.1104    0.0000 C   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  0  0  0  0
  6  7  2  0  0  0  0
  7  8  1  0  0  0  0
  8  9  2  0  0  0  0
  9 10  1  0  0  0  0
  6 10  1  0  0  0  0
  4 11  1  1  0  0  0
 11 12  2  0  0  0  0
 12 13  1  4  0  0  0
 12 14  1  0  0  0  0
 14 15  1  0  0  0  0
 15 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
 19 20  1  0  0  0  0
 20 21  1  0  0  0  0
 20 22  2  0  0  0  0
 22 23  1  0  0  0  0
 23 24  2  0  0  0  0
 15 24  1  0  0  0  0
 18 24  1  0  0  0  0
M  END
> <DATABASE_ID>
NP0312593

> <DATABASE_NAME>
NP-MRD

> <SMILES>
OC(CC1=CNC2=CC(Br)=CC=C12)=N[C@@H](CC1=CN=CN1)C(O)=O

> <INCHI_IDENTIFIER>
InChI=1S/C16H15BrN4O3/c17-10-1-2-12-9(6-19-13(12)4-10)3-15(22)21-14(16(23)24)5-11-7-18-8-20-11/h1-2,4,6-8,14,19H,3,5H2,(H,18,20)(H,21,22)(H,23,24)/t14-/m0/s1

> <INCHI_KEY>
LOMFXKXCWNVMLI-AWEZNQCLSA-N

> <FORMULA>
C16H15BrN4O3

> <MOLECULAR_WEIGHT>
391.225

> <EXACT_MASS>
390.032753

> <JCHEM_ACCEPTOR_COUNT>
5

> <JCHEM_ATOM_COUNT>
39

> <JCHEM_AVERAGE_POLARIZABILITY>
34.89670293698884

> <JCHEM_BIOAVAILABILITY>
1

> <JCHEM_DONOR_COUNT>
4

> <JCHEM_FORMAL_CHARGE>
0

> <JCHEM_GHOSE_FILTER>
1

> <JCHEM_IUPAC>
(2S)-2-{[2-(6-bromo-1H-indol-3-yl)-1-hydroxyethylidene]amino}-3-(1H-imidazol-5-yl)propanoic acid

> <JCHEM_LOGP>
1.2282354180263833

> <JCHEM_MDDR_LIKE_RULE>
1

> <JCHEM_NUMBER_OF_RINGS>
3

> <JCHEM_PHYSIOLOGICAL_CHARGE>
-1

> <JCHEM_PKA>
4.8994990265040395

> <JCHEM_PKA_STRONGEST_ACIDIC>
3.710201528677948

> <JCHEM_PKA_STRONGEST_BASIC>
6.763654143680446

> <JCHEM_POLAR_SURFACE_AREA>
114.35999999999999

> <JCHEM_REFRACTIVITY>
91.45570000000001

> <JCHEM_ROTATABLE_BOND_COUNT>
6

> <JCHEM_RULE_OF_FIVE>
1

> <JCHEM_TRADITIONAL_IUPAC>
(2S)-2-{[2-(6-bromo-1H-indol-3-yl)-1-hydroxyethylidene]amino}-3-(3H-imidazol-4-yl)propanoic acid

> <JCHEM_VEBER_RULE>
0

$$$$

HEADER    PROTEIN                                 11-SEP-22   NONE
TITLE     NULL                                                        
COMPND    NULL                                                        
SOURCE    NULL                                                        
KEYWDS    NULL                                                        
EXPDTA    NULL                                                        
AUTHOR    Marvin                                                      
REVDAT   1   11-SEP-22         0                                  
HETATM    1  O   UNK     0      -2.948  -0.900   0.000  0.00  0.00           O+0
HETATM    2  C   UNK     0      -3.424  -2.365   0.000  0.00  0.00           C+0
HETATM    3  O   UNK     0      -4.930  -2.685   0.000  0.00  0.00           O+0
HETATM    4  C   UNK     0      -2.393  -3.509   0.000  0.00  0.00           C+0
HETATM    5  C   UNK     0      -2.869  -4.974   0.000  0.00  0.00           C+0
HETATM    6  C   UNK     0      -4.376  -5.294   0.000  0.00  0.00           C+0
HETATM    7  C   UNK     0      -5.002  -6.701   0.000  0.00  0.00           C+0
HETATM    8  N   UNK     0      -6.534  -6.540   0.000  0.00  0.00           N+0
HETATM    9  C   UNK     0      -6.854  -5.034   0.000  0.00  0.00           C+0
HETATM   10  N   UNK     0      -5.520  -4.264   0.000  0.00  0.00           N+0
HETATM   11  N   UNK     0      -0.887  -3.189   0.000  0.00  0.00           N+0
HETATM   12  C   UNK     0       0.143  -4.334   0.000  0.00  0.00           C+0
HETATM   13  O   UNK     0      -0.333  -5.798   0.000  0.00  0.00           O+0
HETATM   14  C   UNK     0       1.650  -4.013   0.000  0.00  0.00           C+0
HETATM   15  C   UNK     0       2.126  -2.549   0.000  0.00  0.00           C+0
HETATM   16  C   UNK     0       1.220  -1.303   0.000  0.00  0.00           C+0
HETATM   17  N   UNK     0       2.126  -0.057   0.000  0.00  0.00           N+0
HETATM   18  C   UNK     0       3.590  -0.533   0.000  0.00  0.00           C+0
HETATM   19  C   UNK     0       4.924   0.237   0.000  0.00  0.00           C+0
HETATM   20  C   UNK     0       6.258  -0.533   0.000  0.00  0.00           C+0
HETATM   21 Br   UNK     0       7.591   0.237   0.000  0.00  0.00          Br+0
HETATM   22  C   UNK     0       6.258  -2.073   0.000  0.00  0.00           C+0
HETATM   23  C   UNK     0       4.924  -2.843   0.000  0.00  0.00           C+0
HETATM   24  C   UNK     0       3.590  -2.073   0.000  0.00  0.00           C+0
CONECT    1    2                                                            
CONECT    2    1    3    4                                                  
CONECT    3    2                                                            
CONECT    4    2    5   11                                                  
CONECT    5    4    6                                                       
CONECT    6    5    7   10                                                  
CONECT    7    6    8                                                       
CONECT    8    7    9                                                       
CONECT    9    8   10                                                       
CONECT   10    9    6                                                       
CONECT   11    4   12                                                       
CONECT   12   11   13   14                                                  
CONECT   13   12                                                            
CONECT   14   12   15                                                       
CONECT   15   14   16   24                                                  
CONECT   16   15   17                                                       
CONECT   17   16   18                                                       
CONECT   18   17   19   24                                                  
CONECT   19   18   20                                                       
CONECT   20   19   21   22                                                  
CONECT   21   20                                                            
CONECT   22   20   23                                                       
CONECT   23   22   24                                                       
CONECT   24   23   15   18                                                  
MASTER        0    0    0    0    0    0    0    0   24    0   52    0
END

View in JSmol

Synonyms

Value	Source
BDS 391	ChEBI

Chemical Formula

C₁₆H₁₅BrN₄O₃

Average Mass

391.2250 Da

Monoisotopic Mass

390.03275 Da

IUPAC Name

(2S)-2-{[2-(6-bromo-1H-indol-3-yl)-1-hydroxyethylidene]amino}-3-(1H-imidazol-5-yl)propanoic acid

Traditional Name

(2S)-2-{[2-(6-bromo-1H-indol-3-yl)-1-hydroxyethylidene]amino}-3-(3H-imidazol-4-yl)propanoic acid

CAS Registry Number

Not Available

SMILES

OC(CC1=CNC2=CC(Br)=CC=C12)=N[C@@H](CC1=CN=CN1)C(O)=O

InChI Identifier

InChI=1S/C16H15BrN4O3/c17-10-1-2-12-9(6-19-13(12)4-10)3-15(22)21-14(16(23)24)5-11-7-18-8-20-11/h1-2,4,6-8,14,19H,3,5H2,(H,18,20)(H,21,22)(H,23,24)/t14-/m0/s1

InChI Key

LOMFXKXCWNVMLI-AWEZNQCLSA-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

Species Name	Source	Reference
Bunodosoma cangicum	LOTUS Database	35616633

Chemical Taxonomy

Description

Belongs to the class of organic compounds known as histidine and derivatives. Histidine and derivatives are compounds containing cysteine or a derivative thereof resulting from reaction of cysteine 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

Histidine and derivatives

Alternative Parents

Substituents

Histidine or derivatives
N-acyl-alpha-amino acid
N-acyl-alpha amino acid or derivatives
3-alkylindole
Indole
Indole or derivatives
Imidazolyl carboxylic acid derivative
Aryl bromide
Aryl halide
Benzenoid
Substituted pyrrole
Azole
Imidazole
Heteroaromatic compound
Pyrrole
Carboximidic acid
Carboximidic acid derivative
Carboxylic acid
Azacycle
Organoheterocyclic compound
Monocarboxylic acid or derivatives
Organic 1,3-dipolar compound
Propargyl-type 1,3-dipolar organic compound
Organopnictogen compound
Hydrocarbon derivative
Organic oxide
Carbonyl group
Organic nitrogen compound
Organic oxygen compound
Organohalogen compound
Organobromide
Organonitrogen compound
Organooxygen compound
Aromatic heteropolycyclic compound

Molecular Framework

Aromatic heteropolycyclic compounds

External Descriptors

organobromine compound (CHEBI:68296 )
monocarboxylic acid amide (CHEBI:68296 )
indoles (CHEBI:68296 )
L-histidine derivative (CHEBI:68296 )

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	1.23	ChemAxon
pKa (Strongest Acidic)	3.71	ChemAxon
pKa (Strongest Basic)	6.76	ChemAxon
Physiological Charge	-1	ChemAxon
Hydrogen Acceptor Count	5	ChemAxon
Hydrogen Donor Count	4	ChemAxon
Polar Surface Area	114.36 Å²	ChemAxon
Rotatable Bond Count	6	ChemAxon
Refractivity	91.46 m³·mol⁻¹	ChemAxon
Polarizability	34.9 Å³	ChemAxon
Number of Rings	3	ChemAxon
Bioavailability	Yes	ChemAxon
Rule of Five	Yes	ChemAxon
Ghose Filter	Yes	ChemAxon
Veber's Rule	No	ChemAxon
MDDR-like Rule	Yes	ChemAxon

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

26344601

KEGG Compound ID

Not Available

BioCyc ID

Not Available

BiGG ID

Not Available

Wikipedia Link

Not Available

METLIN ID

Not Available

PubChem Compound

52936986

PDB ID

Not Available

ChEBI ID

68296

Good Scents ID

Not Available

References

General References

Ferreira Junior WA, Zaharenko AJ, Kazuma K, Picolo G, Gutierrez VP, de Freitas JC, Konno K, Cury Y: Peripheral 5-HT3 Receptors Are Involved in the Antinociceptive Effect of Bunodosine 391. Toxins (Basel). 2017 Dec 27;10(1). pii: toxins10010012. doi: 10.3390/toxins10010012. [PubMed:29280949 ]
Zaharenko AJ, Picolo G, Ferreira WA Jr, Murakami T, Kazuma K, Hashimoto M, Cury Y, de Freitas JC, Satake M, Konno K: Bunodosine 391: an analgesic acylamino acid from the venom of the sea anemone Bunodosoma cangicum. J Nat Prod. 2011 Mar 25;74(3):378-82. doi: 10.1021/np100738m. Epub 2011 Feb 10. [PubMed:21309590 ]
LOTUS database [Link]

Showing NP-Card for (2s)-2-{[2-(6-bromo-1h-indol-3-yl)-1-hydroxyethylidene]amino}-3-(3h-imidazol-4-yl)propanoic acid (NP0312593)

MOL for NP0312593 ((2s)-2-{[2-(6-bromo-1h-indol-3-yl)-1-hydroxyethylidene]amino}-3-(3h-imidazol-4-yl)propanoic acid)

3D MOL for NP0312593 ((2s)-2-{[2-(6-bromo-1h-indol-3-yl)-1-hydroxyethylidene]amino}-3-(3h-imidazol-4-yl)propanoic acid)

3D SDF for NP0312593 ((2s)-2-{[2-(6-bromo-1h-indol-3-yl)-1-hydroxyethylidene]amino}-3-(3h-imidazol-4-yl)propanoic acid)

3D-SDF for NP0312593 ((2s)-2-{[2-(6-bromo-1h-indol-3-yl)-1-hydroxyethylidene]amino}-3-(3h-imidazol-4-yl)propanoic acid)

PDB for NP0312593 ((2s)-2-{[2-(6-bromo-1h-indol-3-yl)-1-hydroxyethylidene]amino}-3-(3h-imidazol-4-yl)propanoic acid)

3D PDB for NP0312593 ((2s)-2-{[2-(6-bromo-1h-indol-3-yl)-1-hydroxyethylidene]amino}-3-(3h-imidazol-4-yl)propanoic acid)

SMILES for NP0312593 ((2s)-2-{[2-(6-bromo-1h-indol-3-yl)-1-hydroxyethylidene]amino}-3-(3h-imidazol-4-yl)propanoic acid)

INCHI for NP0312593 ((2s)-2-{[2-(6-bromo-1h-indol-3-yl)-1-hydroxyethylidene]amino}-3-(3h-imidazol-4-yl)propanoic acid)

Structure for NP0312593 ((2s)-2-{[2-(6-bromo-1h-indol-3-yl)-1-hydroxyethylidene]amino}-3-(3h-imidazol-4-yl)propanoic acid)

3D Structure for NP0312593 ((2s)-2-{[2-(6-bromo-1h-indol-3-yl)-1-hydroxyethylidene]amino}-3-(3h-imidazol-4-yl)propanoic acid)