NP-MRD: Showing NP-Card for 5-(2-{[(6-bromo-1h-indol-3-yl)(hydroxy)methylidene]amino}-2-carboxyethyl)-1,3-dimethyl-4-(methylsulfanyl)imidazol-1-ium (NP0182932)

Jump To Section:

Identification Spectra BioTaxonomy ChemoTaxonomy Physical properties Links References XML

Record Information

Version

2.0

Created at

2022-09-03 21:45:06 UTC

Updated at

2022-09-03 21:45:06 UTC

NP-MRD ID

NP0182932

Secondary Accession Numbers

None

Natural Product Identification

Common Name

5-(2-{[(6-bromo-1h-indol-3-yl)(hydroxy)methylidene]amino}-2-carboxyethyl)-1,3-dimethyl-4-(methylsulfanyl)imidazol-1-ium

Description

Leptoclidamine C 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. Based on a literature review very few articles have been published on Leptoclidamine C.

Structure

MOL 3D MOL SDF PDB SMILES InChI


  Mrv1652309032223452D          

 27 29  0  0  0  0            999 V2000
   -3.5951   -3.4653    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.7701   -3.4653    0.0000 S   0  0  0  0  0  0  0  0  0  0  0  0
   -2.3576   -2.7508    0.0000 C   0  0  0  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
   -0.9851   -3.2777    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.1781   -3.1062    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.0768   -2.3215    0.0000 N   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
    1.4358   -2.7631    0.0000 O   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
    0.3739   -3.7192    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.1809   -3.5477    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.1190   -4.5039    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -1.3656   -1.8576    0.0000 N   0  3  0  0  0  0  0  0  0  0  0  0
   -0.6119   -1.5221    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.0801   -1.4451    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.6932   -1.9971    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   -3.5001   -1.8256    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  1  0  0  0  0
  2  3  1  0  0  0  0
  3  4  2  0  0  0  0
  4  5  1  0  0  0  0
  5  6  1  0  0  0  0
  7  6  1  4  0  0  0
  7  8  2  0  0  0  0
  8  9  1  0  0  0  0
  8 10  1  0  0  0  0
 10 11  2  0  0  0  0
 11 12  1  0  0  0  0
 12 13  1  0  0  0  0
 13 14  2  0  0  0  0
 14 15  1  0  0  0  0
 15 16  1  0  0  0  0
 15 17  2  0  0  0  0
 17 18  1  0  0  0  0
 18 19  2  0  0  0  0
 10 19  1  0  0  0  0
 13 19  1  0  0  0  0
  6 20  1  0  0  0  0
 20 21  2  0  0  0  0
 20 22  1  0  0  0  0
  4 23  1  0  0  0  0
 23 24  1  0  0  0  0
 23 25  2  0  0  0  0
 25 26  1  0  0  0  0
  3 26  1  0  0  0  0
 26 27  1  0  0  0  0
M  CHG  1  23   1
M  END

     RDKit          3D

 47 49  0  0  0  0  0  0  0  0999 V2000
   -2.4161    2.6107    2.2015 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.1093    1.7241    1.3154 S   0  0  0  0  0  0  0  0  0  0  0  0
   -1.8252    0.9141   -0.1167 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.3752   -0.3706   -0.2042 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.4441   -1.3437    0.8684 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.2529   -2.1715    1.1691 C   0  0  2  0  0  0  0  0  0  0  0  0
   -0.0494   -1.5250    1.5131 N   0  0  0  0  0  0  0  0  0  0  0  0
    0.7652   -1.0574    0.6360 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.5543   -1.1348   -0.7237 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.0121   -0.3914    1.0886 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.4215   -0.2219    2.3954 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.5920    0.4334    2.3718 N   0  0  0  0  0  0  0  0  0  0  0  0
    3.9736    0.7043    1.1073 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.0819    1.3506    0.5968 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.2422    1.5062   -0.7565 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.7694    2.3960   -1.4523 Br  0  0  0  0  0  0  0  0  0  0  0  0
    4.2600    0.9953   -1.5733 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.1553    0.3509   -1.0609 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.9691    0.1802    0.2910 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.1315   -3.3682    0.3029 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.1531   -3.9311   -0.1574 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.0979   -3.9050   -0.0238 O   0  0  0  0  0  0  0  0  0  0  0  0
   -2.8153   -0.5452   -1.4705 N   0  0  0  0  0  4  0  0  0  0  0  0
   -3.4715   -1.7089   -2.0700 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.5471    0.5759   -2.1258 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.9469    1.4781   -1.3305 N   0  0  0  0  0  0  0  0  0  0  0  0
   -1.5129    2.8088   -1.7113 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.5389    2.2250    3.2305 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.4067    2.5073    1.7039 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.2106    3.7010    2.2558 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.7575   -0.8029    1.8165 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.3013   -2.0684    0.7088 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.5532   -2.6912    2.1978 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.9594   -1.7840   -1.3718 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.8614   -0.5737    3.2509 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.1709    0.7193    3.1988 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.8412    1.7430    1.2832 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.4070    1.1299   -2.6425 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.4225   -0.0202   -1.7419 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.3626   -4.7828    0.3895 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.2530   -1.3114   -2.7807 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.7839   -2.3096   -2.6793 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.0305   -2.2920   -1.3191 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.7917    0.7338   -3.1899 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.5021    3.5165   -0.8577 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.5244    2.7645   -2.2265 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.2152    3.2420   -2.4741 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  1  0
  6  7  1  0
  7  8  2  0
  8  9  1  0
  8 10  1  0
 10 11  2  0
 11 12  1  0
 12 13  1  0
 13 14  2  0
 14 15  1  0
 15 16  1  0
 15 17  2  0
 17 18  1  0
 18 19  2  0
  6 20  1  0
 20 22  1  0
 20 21  2  0
  4 23  1  0
 23 24  1  0
 23 25  2  0
 25 26  1  0
 26 27  1  0
 26  3  1  0
 19 10  1  0
 19 13  1  0
  1 28  1  0
  1 29  1  0
  1 30  1  0
  5 31  1  0
  5 32  1  0
  6 33  1  1
  9 34  1  0
 11 35  1  0
 12 36  1  0
 14 37  1  0
 17 38  1  0
 18 39  1  0
 22 40  1  0
 24 41  1  0
 24 42  1  0
 24 43  1  0
 25 44  1  0
 27 45  1  0
 27 46  1  0
 27 47  1  0
M  CHG  1  23   1
M  END


  Mrv1652309032223452D          

 27 29  0  0  0  0            999 V2000
   -3.5951   -3.4653    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.7701   -3.4653    0.0000 S   0  0  0  0  0  0  0  0  0  0  0  0
   -2.3576   -2.7508    0.0000 C   0  0  0  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
   -0.9851   -3.2777    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.1781   -3.1062    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.0768   -2.3215    0.0000 N   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
    1.4358   -2.7631    0.0000 O   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
    0.3739   -3.7192    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.1809   -3.5477    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.1190   -4.5039    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -1.3656   -1.8576    0.0000 N   0  3  0  0  0  0  0  0  0  0  0  0
   -0.6119   -1.5221    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.0801   -1.4451    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.6932   -1.9971    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   -3.5001   -1.8256    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  1  0  0  0  0
  2  3  1  0  0  0  0
  3  4  2  0  0  0  0
  4  5  1  0  0  0  0
  5  6  1  0  0  0  0
  7  6  1  4  0  0  0
  7  8  2  0  0  0  0
  8  9  1  0  0  0  0
  8 10  1  0  0  0  0
 10 11  2  0  0  0  0
 11 12  1  0  0  0  0
 12 13  1  0  0  0  0
 13 14  2  0  0  0  0
 14 15  1  0  0  0  0
 15 16  1  0  0  0  0
 15 17  2  0  0  0  0
 17 18  1  0  0  0  0
 18 19  2  0  0  0  0
 10 19  1  0  0  0  0
 13 19  1  0  0  0  0
  6 20  1  0  0  0  0
 20 21  2  0  0  0  0
 20 22  1  0  0  0  0
  4 23  1  0  0  0  0
 23 24  1  0  0  0  0
 23 25  2  0  0  0  0
 25 26  1  0  0  0  0
  3 26  1  0  0  0  0
 26 27  1  0  0  0  0
M  CHG  1  23   1
M  END
> <DATABASE_ID>
NP0182932

> <DATABASE_NAME>
NP-MRD

> <SMILES>
CSC1=C(CC(N=C(O)C2=CNC3=CC(Br)=CC=C23)C(O)=O)[N+](C)=CN1C

> <INCHI_IDENTIFIER>
InChI=1S/C18H19BrN4O3S/c1-22-9-23(2)17(27-3)15(22)7-14(18(25)26)21-16(24)12-8-20-13-6-10(19)4-5-11(12)13/h4-6,8-9,14H,7H2,1-3H3,(H2-,20,21,24,25,26)/p+1

> <INCHI_KEY>
IMJGQOWJIAOTIQ-UHFFFAOYSA-O

> <FORMULA>
C18H20BrN4O3S

> <MOLECULAR_WEIGHT>
452.35

> <EXACT_MASS>
451.043401

> <JCHEM_ACCEPTOR_COUNT>
4

> <JCHEM_ATOM_COUNT>
47

> <JCHEM_AVERAGE_POLARIZABILITY>
43.08482697381701

> <JCHEM_BIOAVAILABILITY>
1

> <JCHEM_DONOR_COUNT>
3

> <JCHEM_FORMAL_CHARGE>
1

> <JCHEM_GHOSE_FILTER>
0

> <JCHEM_IUPAC>
4-(2-{[(6-bromo-1H-indol-3-yl)(hydroxy)methylidene]amino}-2-carboxyethyl)-1,3-dimethyl-5-(methylsulfanyl)-1H-imidazol-3-ium

> <JCHEM_LOGP>
-0.7238850708050788

> <JCHEM_MDDR_LIKE_RULE>
1

> <JCHEM_NUMBER_OF_RINGS>
3

> <JCHEM_PHYSIOLOGICAL_CHARGE>
1

> <JCHEM_PKA>
7.4266102199249255

> <JCHEM_PKA_STRONGEST_ACIDIC>
3.0797589127603175

> <JCHEM_PKA_STRONGEST_BASIC>
0.28986003679706895

> <JCHEM_POLAR_SURFACE_AREA>
94.49000000000001

> <JCHEM_REFRACTIVITY>
108.94019999999998

> <JCHEM_ROTATABLE_BOND_COUNT>
6

> <JCHEM_RULE_OF_FIVE>
1

> <JCHEM_TRADITIONAL_IUPAC>
5-(2-{[(6-bromo-1H-indol-3-yl)(hydroxy)methylidene]amino}-2-carboxyethyl)-1,3-dimethyl-4-(methylsulfanyl)imidazol-1-ium

> <JCHEM_VEBER_RULE>
0

$$$$

HEADER    PROTEIN                                 03-SEP-22   NONE
TITLE     NULL                                                        
COMPND    NULL                                                        
SOURCE    NULL                                                        
KEYWDS    NULL                                                        
EXPDTA    NULL                                                        
AUTHOR    Marvin                                                      
REVDAT   1   03-SEP-22         0                                  
HETATM    1  C   UNK     0      -6.711  -6.469   0.000  0.00  0.00           C+0
HETATM    2  S   UNK     0      -5.171  -6.469   0.000  0.00  0.00           S+0
HETATM    3  C   UNK     0      -4.401  -5.135   0.000  0.00  0.00           C+0
HETATM    4  C   UNK     0      -2.869  -4.974   0.000  0.00  0.00           C+0
HETATM    5  C   UNK     0      -1.839  -6.118   0.000  0.00  0.00           C+0
HETATM    6  C   UNK     0      -0.333  -5.798   0.000  0.00  0.00           C+0
HETATM    7  N   UNK     0       0.143  -4.334   0.000  0.00  0.00           N+0
HETATM    8  C   UNK     0       1.650  -4.013   0.000  0.00  0.00           C+0
HETATM    9  O   UNK     0       2.680  -5.158   0.000  0.00  0.00           O+0
HETATM   10  C   UNK     0       2.126  -2.549   0.000  0.00  0.00           C+0
HETATM   11  C   UNK     0       1.220  -1.303   0.000  0.00  0.00           C+0
HETATM   12  N   UNK     0       2.126  -0.057   0.000  0.00  0.00           N+0
HETATM   13  C   UNK     0       3.590  -0.533   0.000  0.00  0.00           C+0
HETATM   14  C   UNK     0       4.924   0.237   0.000  0.00  0.00           C+0
HETATM   15  C   UNK     0       6.258  -0.533   0.000  0.00  0.00           C+0
HETATM   16 Br   UNK     0       7.591   0.237   0.000  0.00  0.00          Br+0
HETATM   17  C   UNK     0       6.258  -2.073   0.000  0.00  0.00           C+0
HETATM   18  C   UNK     0       4.924  -2.843   0.000  0.00  0.00           C+0
HETATM   19  C   UNK     0       3.590  -2.073   0.000  0.00  0.00           C+0
HETATM   20  C   UNK     0       0.698  -6.943   0.000  0.00  0.00           C+0
HETATM   21  O   UNK     0       2.204  -6.622   0.000  0.00  0.00           O+0
HETATM   22  O   UNK     0       0.222  -8.407   0.000  0.00  0.00           O+0
HETATM   23  N   UNK     0      -2.549  -3.468   0.000  0.00  0.00           N+1
HETATM   24  C   UNK     0      -1.142  -2.841   0.000  0.00  0.00           C+0
HETATM   25  C   UNK     0      -3.883  -2.698   0.000  0.00  0.00           C+0
HETATM   26  N   UNK     0      -5.027  -3.728   0.000  0.00  0.00           N+0
HETATM   27  C   UNK     0      -6.534  -3.408   0.000  0.00  0.00           C+0
CONECT    1    2                                                            
CONECT    2    1    3                                                       
CONECT    3    2    4   26                                                  
CONECT    4    3    5   23                                                  
CONECT    5    4    6                                                       
CONECT    6    5    7   20                                                  
CONECT    7    6    8                                                       
CONECT    8    7    9   10                                                  
CONECT    9    8                                                            
CONECT   10    8   11   19                                                  
CONECT   11   10   12                                                       
CONECT   12   11   13                                                       
CONECT   13   12   14   19                                                  
CONECT   14   13   15                                                       
CONECT   15   14   16   17                                                  
CONECT   16   15                                                            
CONECT   17   15   18                                                       
CONECT   18   17   19                                                       
CONECT   19   18   10   13                                                  
CONECT   20    6   21   22                                                  
CONECT   21   20                                                            
CONECT   22   20                                                            
CONECT   23    4   24   25                                                  
CONECT   24   23                                                            
CONECT   25   23   26                                                       
CONECT   26   25    3   27                                                  
CONECT   27   26                                                            
MASTER        0    0    0    0    0    0    0    0   27    0   58    0
END

View in JSmol

Synonyms

Not Available

Chemical Formula

C₁₈H₂₀BrN₄O₃S

Average Mass

452.3500 Da

Monoisotopic Mass

451.04340 Da

IUPAC Name

4-(2-{[(6-bromo-1H-indol-3-yl)(hydroxy)methylidene]amino}-2-carboxyethyl)-1,3-dimethyl-5-(methylsulfanyl)-1H-imidazol-3-ium

Traditional Name

5-(2-{[(6-bromo-1H-indol-3-yl)(hydroxy)methylidene]amino}-2-carboxyethyl)-1,3-dimethyl-4-(methylsulfanyl)imidazol-1-ium

CAS Registry Number

Not Available

SMILES

CSC1=C(CC(N=C(O)C2=CNC3=CC(Br)=CC=C23)C(O)=O)[N+](C)=CN1C

InChI Identifier

InChI=1S/C18H19BrN4O3S/c1-22-9-23(2)17(27-3)15(22)7-14(18(25)26)21-16(24)12-8-20-13-6-10(19)4-5-11(12)13/h4-6,8-9,14H,7H2,1-3H3,(H2-,20,21,24,25,26)/p+1

InChI Key

IMJGQOWJIAOTIQ-UHFFFAOYSA-O

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 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
Indolecarboxamide derivative
Indolecarboxylic acid derivative
Indole
Indole or derivatives
Aryl thioether
Pyrrole-3-carboxamide
Pyrrole-3-carboxylic acid or derivatives
Alkylarylthioether
Benzenoid
Aryl bromide
Aryl halide
N-substituted imidazole
Substituted pyrrole
Azole
Imidazole
Heteroaromatic compound
Vinylogous amide
Pyrrole
Secondary carboxylic acid amide
Carboxamide group
Organoheterocyclic compound
Carboxylic acid
Monocarboxylic acid or derivatives
Sulfenyl compound
Azacycle
Thioether
Hydrocarbon derivative
Organic oxide
Organic oxygen compound
Organic nitrogen compound
Carbonyl group
Organooxygen compound
Organosulfur compound
Organonitrogen compound
Organohalogen compound
Organobromide
Organic cation
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	-0.72	ChemAxon
pKa (Strongest Acidic)	3.08	ChemAxon
pKa (Strongest Basic)	0.29	ChemAxon
Physiological Charge	1	ChemAxon
Hydrogen Acceptor Count	4	ChemAxon
Hydrogen Donor Count	3	ChemAxon
Polar Surface Area	94.49 Å²	ChemAxon
Rotatable Bond Count	6	ChemAxon
Refractivity	108.94 m³·mol⁻¹	ChemAxon
Polarizability	43.08 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

29213997

KEGG Compound ID

Not Available

BioCyc ID

Not Available

BiGG ID

Not Available

Wikipedia Link

Not Available

METLIN ID

Not Available

PubChem Compound

42639511

PDB ID

Not Available

ChEBI ID

Not Available

Good Scents ID

Not Available

References

General References

LOTUS database [Link]

Showing NP-Card for 5-(2-{[(6-bromo-1h-indol-3-yl)(hydroxy)methylidene]amino}-2-carboxyethyl)-1,3-dimethyl-4-(methylsulfanyl)imidazol-1-ium (NP0182932)

MOL for NP0182932 (5-(2-{[(6-bromo-1h-indol-3-yl)(hydroxy)methylidene]amino}-2-carboxyethyl)-1,3-dimethyl-4-(methylsulfanyl)imidazol-1-ium)

3D MOL for NP0182932 (5-(2-{[(6-bromo-1h-indol-3-yl)(hydroxy)methylidene]amino}-2-carboxyethyl)-1,3-dimethyl-4-(methylsulfanyl)imidazol-1-ium)

3D SDF for NP0182932 (5-(2-{[(6-bromo-1h-indol-3-yl)(hydroxy)methylidene]amino}-2-carboxyethyl)-1,3-dimethyl-4-(methylsulfanyl)imidazol-1-ium)

3D-SDF for NP0182932 (5-(2-{[(6-bromo-1h-indol-3-yl)(hydroxy)methylidene]amino}-2-carboxyethyl)-1,3-dimethyl-4-(methylsulfanyl)imidazol-1-ium)

PDB for NP0182932 (5-(2-{[(6-bromo-1h-indol-3-yl)(hydroxy)methylidene]amino}-2-carboxyethyl)-1,3-dimethyl-4-(methylsulfanyl)imidazol-1-ium)

3D PDB for NP0182932 (5-(2-{[(6-bromo-1h-indol-3-yl)(hydroxy)methylidene]amino}-2-carboxyethyl)-1,3-dimethyl-4-(methylsulfanyl)imidazol-1-ium)

SMILES for NP0182932 (5-(2-{[(6-bromo-1h-indol-3-yl)(hydroxy)methylidene]amino}-2-carboxyethyl)-1,3-dimethyl-4-(methylsulfanyl)imidazol-1-ium)

INCHI for NP0182932 (5-(2-{[(6-bromo-1h-indol-3-yl)(hydroxy)methylidene]amino}-2-carboxyethyl)-1,3-dimethyl-4-(methylsulfanyl)imidazol-1-ium)

Structure for NP0182932 (5-(2-{[(6-bromo-1h-indol-3-yl)(hydroxy)methylidene]amino}-2-carboxyethyl)-1,3-dimethyl-4-(methylsulfanyl)imidazol-1-ium)

3D Structure for NP0182932 (5-(2-{[(6-bromo-1h-indol-3-yl)(hydroxy)methylidene]amino}-2-carboxyethyl)-1,3-dimethyl-4-(methylsulfanyl)imidazol-1-ium)