NP-MRD: Showing NP-Card for n-(3-{5-[(6-bromo-1h-indol-3-yl)methyl]-3,6-dihydroxy-2,5-dihydropyrazin-2-yl}propyl)guanidine (NP0173407)

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Record Information

Version

2.0

Created at

2022-09-03 10:32:15 UTC

Updated at

2022-09-03 10:32:15 UTC

NP-MRD ID

NP0173407

Secondary Accession Numbers

None

Natural Product Identification

Common Name

n-(3-{5-[(6-bromo-1h-indol-3-yl)methyl]-3,6-dihydroxy-2,5-dihydropyrazin-2-yl}propyl)guanidine

Description

CHEMBL1187656 belongs to the class of organic compounds known as alpha amino acids and derivatives. These are amino acids in which the amino group is attached to the carbon atom immediately adjacent to the carboxylate group (alpha carbon), or a derivative thereof. n-(3-{5-[(6-bromo-1h-indol-3-yl)methyl]-3,6-dihydroxy-2,5-dihydropyrazin-2-yl}propyl)guanidine is found in Geodia barretti. CHEMBL1187656 is a very strong basic compound (based on its pKa).

Structure

MOL 3D MOL SDF PDB SMILES InChI


  Mrv1533004241501142D          

 26 28  0  0  0  0            999 V2000
    7.0607   -4.1285    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    7.7751   -3.7160    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.7751   -2.8910    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    8.4896   -4.1285    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    9.2041   -3.7160    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    9.9186   -4.1285    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   10.6330   -3.7160    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   11.3475   -4.1285    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   12.0620   -3.7160    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   12.7764   -4.1285    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   13.4909   -3.7160    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   12.7764   -4.9535    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   13.4909   -5.3660    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   14.2054   -4.9535    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   14.2916   -4.1330    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   15.0986   -3.9615    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   15.5111   -4.6760    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   16.3181   -4.8475    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   16.5730   -5.6321    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   17.3800   -5.8037    0.0000 Br  0  0  0  0  0  0  0  0  0  0  0  0
   16.0210   -6.2452    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   15.2140   -6.0737    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   14.9591   -5.2891    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   12.0620   -5.3660    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   11.3475   -4.9535    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   10.6330   -5.3660    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  1  0  0  0  0
  2  3  2  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  1  0  0  0  0
  7  8  1  0  0  0  0
  8  9  1  0  0  0  0
  9 10  1  0  0  0  0
 10 11  2  0  0  0  0
 10 12  1  0  0  0  0
 12 13  1  0  0  0  0
 13 14  1  0  0  0  0
 14 15  2  0  0  0  0
 15 16  1  0  0  0  0
 16 17  1  0  0  0  0
 17 18  2  0  0  0  0
 18 19  1  0  0  0  0
 19 20  1  0  0  0  0
 19 21  2  0  0  0  0
 21 22  1  0  0  0  0
 22 23  2  0  0  0  0
 14 23  1  0  0  0  0
 17 23  1  0  0  0  0
 12 24  1  0  0  0  0
 24 25  1  0  0  0  0
  8 25  1  0  0  0  0
 25 26  2  0  0  0  0
M  END

     RDKit          3D

 47 49  0  0  0  0  0  0  0  0999 V2000
   -7.4236    1.2377   -1.2763 H   0  0  0  0  0  0  0  0  0  0  0  0
   -7.1576    0.2172   -1.3141 N   0  0  0  0  0  0  0  0  0  0  0  0
   -5.9167   -0.0966   -1.2715 C   0  0  0  0  0  0  0  0  0  0  0  0
   -5.5486   -1.4597   -1.3220 N   0  0  0  0  0  0  0  0  0  0  0  0
   -4.9114    0.8898   -1.1778 N   0  0  0  0  0  0  0  0  0  0  0  0
   -4.4568    1.2895    0.1420 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.7132    0.1325    0.7610 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.5360   -0.2893   -0.0451 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.5371    0.8364   -0.1864 C   0  0  1  0  0  0  0  0  0  0  0  0
   -1.1283    1.1806    1.1606 N   0  0  0  0  0  0  0  0  0  0  0  0
   -0.2062    0.3366    1.8140 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.2840    0.1298    3.0459 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.8742   -0.3101    1.0001 C   0  0  2  0  0  0  0  0  0  0  0  0
    2.1139   -0.2074    1.7935 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.3244   -0.7667    1.1869 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.8061   -2.0642    1.3813 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.9099   -2.2295    0.6406 N   0  0  0  0  0  0  0  0  0  0  0  0
    5.1994   -1.0878   -0.0525 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.2189   -0.7725   -0.9133 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.2920    0.4745   -1.4692 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.7191    0.9429   -2.6842 Br  0  0  0  0  0  0  0  0  0  0  0  0
    5.3242    1.3968   -1.1448 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.3085    1.0634   -0.2799 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.2019   -0.1918    0.3023 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.8828    0.1218   -0.3495 N   0  0  0  0  0  0  0  0  0  0  0  0
   -0.3710    0.4089   -1.0145 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.5081    0.3123   -2.2383 O   0  0  0  0  0  0  0  0  0  0  0  0
   -5.7405   -2.1063   -0.5051 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.0733   -1.8549   -2.1872 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.4768    1.3493   -2.0312 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.8124    2.1738    0.1516 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.3419    1.5298    0.7781 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.4009   -0.7373    0.9261 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.4143    0.4277    1.8119 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.0100   -1.0964    0.5410 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.8837   -0.6650   -1.0220 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.0698    1.6939   -0.6762 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.5232    2.0499    1.6355 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.5572   -1.4106    0.9721 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.2848    0.8689    2.0397 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.9103   -0.6989    2.7894 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.3931   -2.8373    2.0089 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.5210   -3.0775    0.5488 H   0  0  0  0  0  0  0  0  0  0  0  0
    6.9647   -1.5032   -1.1547 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.3750    2.3875   -1.5810 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.5169    1.7694    0.0045 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.7472    0.2420   -0.9175 H   0  0  0  0  0  0  0  0  0  0  0  0
  4  3  1  0
  3  2  2  0
  3  5  1  0
  5  6  1  0
  6  7  1  0
  7  8  1  0
  8  9  1  0
  9 10  1  0
 10 11  1  0
 11 12  2  0
 11 13  1  0
 13 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
 13 25  1  0
 25 26  1  0
 26 27  2  0
 26  9  1  0
 24 15  1  0
 24 18  1  0
  4 28  1  0
  4 29  1  0
  2  1  1  0
  5 30  1  0
  6 31  1  0
  6 32  1  0
  7 33  1  0
  7 34  1  0
  8 35  1  0
  8 36  1  0
  9 37  1  6
 10 38  1  0
 13 39  1  6
 14 40  1  0
 14 41  1  0
 16 42  1  0
 17 43  1  0
 19 44  1  0
 22 45  1  0
 23 46  1  0
 25 47  1  0
M  END


  Mrv1533004241501142D          

 26 28  0  0  0  0            999 V2000
    7.0607   -4.1285    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    7.7751   -3.7160    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.7751   -2.8910    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    8.4896   -4.1285    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    9.2041   -3.7160    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    9.9186   -4.1285    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   10.6330   -3.7160    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   11.3475   -4.1285    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   12.0620   -3.7160    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   12.7764   -4.1285    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   13.4909   -3.7160    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   12.7764   -4.9535    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   13.4909   -5.3660    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   14.2054   -4.9535    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   14.2916   -4.1330    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   15.0986   -3.9615    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   15.5111   -4.6760    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   16.3181   -4.8475    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   16.5730   -5.6321    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   17.3800   -5.8037    0.0000 Br  0  0  0  0  0  0  0  0  0  0  0  0
   16.0210   -6.2452    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   15.2140   -6.0737    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   14.9591   -5.2891    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   12.0620   -5.3660    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   11.3475   -4.9535    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   10.6330   -5.3660    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  1  0  0  0  0
  2  3  2  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  1  0  0  0  0
  7  8  1  0  0  0  0
  8  9  1  0  0  0  0
  9 10  1  0  0  0  0
 10 11  2  0  0  0  0
 10 12  1  0  0  0  0
 12 13  1  0  0  0  0
 13 14  1  0  0  0  0
 14 15  2  0  0  0  0
 15 16  1  0  0  0  0
 16 17  1  0  0  0  0
 17 18  2  0  0  0  0
 18 19  1  0  0  0  0
 19 20  1  0  0  0  0
 19 21  2  0  0  0  0
 21 22  1  0  0  0  0
 22 23  2  0  0  0  0
 14 23  1  0  0  0  0
 17 23  1  0  0  0  0
 12 24  1  0  0  0  0
 24 25  1  0  0  0  0
  8 25  1  0  0  0  0
 25 26  2  0  0  0  0
M  END
> <DATABASE_ID>
NP0173407

> <DATABASE_NAME>
NP-MRD

> <SMILES>
NC(=N)NCCCC1NC(=O)C(CC2=CNC3=CC(Br)=CC=C23)NC1=O

> <INCHI_IDENTIFIER>
InChI=1S/C17H21BrN6O2/c18-10-3-4-11-9(8-22-13(11)7-10)6-14-16(26)23-12(15(25)24-14)2-1-5-21-17(19)20/h3-4,7-8,12,14,22H,1-2,5-6H2,(H,23,26)(H,24,25)(H4,19,20,21)

> <INCHI_KEY>
HVWYYWIRLPBRTO-UHFFFAOYSA-N

> <FORMULA>
C17H21BrN6O2

> <MOLECULAR_WEIGHT>
421.299

> <EXACT_MASS>
420.090937

> <JCHEM_ACCEPTOR_COUNT>
5

> <JCHEM_ATOM_COUNT>
47

> <JCHEM_AVERAGE_POLARIZABILITY>
39.13680045319999

> <JCHEM_BIOAVAILABILITY>
1

> <JCHEM_DONOR_COUNT>
6

> <JCHEM_FORMAL_CHARGE>
0

> <JCHEM_GHOSE_FILTER>
1

> <JCHEM_IUPAC>
N-(3-{5-[(6-bromo-1H-indol-3-yl)methyl]-3,6-dioxopiperazin-2-yl}propyl)guanidine

> <ALOGPS_LOGP>
0.93

> <JCHEM_LOGP>
0.07058109036610932

> <ALOGPS_LOGS>
-3.76

> <JCHEM_MDDR_LIKE_RULE>
1

> <JCHEM_NUMBER_OF_RINGS>
3

> <JCHEM_PHYSIOLOGICAL_CHARGE>
1

> <JCHEM_PKA>
11.70020012065668

> <JCHEM_PKA_STRONGEST_ACIDIC>
10.717972669596898

> <JCHEM_PKA_STRONGEST_BASIC>
12.31271131687289

> <JCHEM_POLAR_SURFACE_AREA>
135.89

> <JCHEM_REFRACTIVITY>
111.34890000000001

> <JCHEM_ROTATABLE_BOND_COUNT>
6

> <JCHEM_RULE_OF_FIVE>
0

> <ALOGPS_SOLUBILITY>
7.31e-02 g/l

> <JCHEM_TRADITIONAL_IUPAC>
8,9-dihydrobarettin

> <JCHEM_VEBER_RULE>
0

$$$$

HEADER    PROTEIN                                 24-APR-15   NONE
TITLE     NULL                                                        
COMPND    NULL                                                        
SOURCE    NULL                                                        
KEYWDS    NULL                                                        
EXPDTA    NULL                                                        
AUTHOR    Marvin                                                      
REVDAT   1   24-APR-15         0                                  
HETATM    1  N   UNK     0      13.180  -7.707   0.000  0.00  0.00           N+0
HETATM    2  C   UNK     0      14.514  -6.937   0.000  0.00  0.00           C+0
HETATM    3  N   UNK     0      14.514  -5.397   0.000  0.00  0.00           N+0
HETATM    4  N   UNK     0      15.847  -7.707   0.000  0.00  0.00           N+0
HETATM    5  C   UNK     0      17.181  -6.937   0.000  0.00  0.00           C+0
HETATM    6  C   UNK     0      18.515  -7.707   0.000  0.00  0.00           C+0
HETATM    7  C   UNK     0      19.848  -6.937   0.000  0.00  0.00           C+0
HETATM    8  C   UNK     0      21.182  -7.707   0.000  0.00  0.00           C+0
HETATM    9  N   UNK     0      22.516  -6.937   0.000  0.00  0.00           N+0
HETATM   10  C   UNK     0      23.849  -7.707   0.000  0.00  0.00           C+0
HETATM   11  O   UNK     0      25.183  -6.937   0.000  0.00  0.00           O+0
HETATM   12  C   UNK     0      23.849  -9.247   0.000  0.00  0.00           C+0
HETATM   13  C   UNK     0      25.183 -10.017   0.000  0.00  0.00           C+0
HETATM   14  C   UNK     0      26.517  -9.247   0.000  0.00  0.00           C+0
HETATM   15  C   UNK     0      26.678  -7.715   0.000  0.00  0.00           C+0
HETATM   16  N   UNK     0      28.184  -7.395   0.000  0.00  0.00           N+0
HETATM   17  C   UNK     0      28.954  -8.728   0.000  0.00  0.00           C+0
HETATM   18  C   UNK     0      30.460  -9.049   0.000  0.00  0.00           C+0
HETATM   19  C   UNK     0      30.936 -10.513   0.000  0.00  0.00           C+0
HETATM   20 Br   UNK     0      32.443 -10.833   0.000  0.00  0.00          Br+0
HETATM   21  C   UNK     0      29.906 -11.658   0.000  0.00  0.00           C+0
HETATM   22  C   UNK     0      28.399 -11.338   0.000  0.00  0.00           C+0
HETATM   23  C   UNK     0      27.924  -9.873   0.000  0.00  0.00           C+0
HETATM   24  N   UNK     0      22.516 -10.017   0.000  0.00  0.00           N+0
HETATM   25  C   UNK     0      21.182  -9.247   0.000  0.00  0.00           C+0
HETATM   26  O   UNK     0      19.848 -10.017   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                                                       
CONECT    6    5    7                                                       
CONECT    7    6    8                                                       
CONECT    8    7    9   25                                                  
CONECT    9    8   10                                                       
CONECT   10    9   11   12                                                  
CONECT   11   10                                                            
CONECT   12   10   13   24                                                  
CONECT   13   12   14                                                       
CONECT   14   13   15   23                                                  
CONECT   15   14   16                                                       
CONECT   16   15   17                                                       
CONECT   17   16   18   23                                                  
CONECT   18   17   19                                                       
CONECT   19   18   20   21                                                  
CONECT   20   19                                                            
CONECT   21   19   22                                                       
CONECT   22   21   23                                                       
CONECT   23   22   14   17                                                  
CONECT   24   12   25                                                       
CONECT   25   24    8   26                                                  
CONECT   26   25                                                            
MASTER        0    0    0    0    0    0    0    0   26    0   56    0
END

View in JSmol

Synonyms

Not Available

Chemical Formula

C₁₇H₂₁BrN₆O₂

Average Mass

421.2990 Da

Monoisotopic Mass

420.09094 Da

IUPAC Name

N-(3-{5-[(6-bromo-1H-indol-3-yl)methyl]-3,6-dioxopiperazin-2-yl}propyl)guanidine

Traditional Name

8,9-dihydrobarettin

CAS Registry Number

Not Available

SMILES

NC(=N)NCCCC1NC(=O)C(CC2=CNC3=CC(Br)=CC=C23)NC1=O

InChI Identifier

InChI=1S/C17H21BrN6O2/c18-10-3-4-11-9(8-22-13(11)7-10)6-14-16(26)23-12(15(25)24-14)2-1-5-21-17(19)20/h3-4,7-8,12,14,22H,1-2,5-6H2,(H,23,26)(H,24,25)(H4,19,20,21)

InChI Key

HVWYYWIRLPBRTO-UHFFFAOYSA-N

Experimental Spectra

Not Available

Predicted Spectra

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

Chemical Shift Submissions

Not Available

Species

Species of Origin

Species Name	Source	Reference
Geodia barretti	LOTUS Database	35616633

Chemical Taxonomy

Description

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

Kingdom

Organic compounds

Super Class

Organic acids and derivatives

Class

Carboxylic acids and derivatives

Sub Class

Amino acids, peptides, and analogues

Direct Parent

Alpha amino acids and derivatives

Alternative Parents

Substituents

Alpha-amino acid or derivatives
3-alkylindole
Indole
Indole or derivatives
Dioxopiperazine
2,5-dioxopiperazine
Aryl bromide
Aryl halide
1,4-diazinane
Piperazine
Benzenoid
Substituted pyrrole
Heteroaromatic compound
Pyrrole
Carboxamide group
Guanidine
Lactam
Secondary carboxylic acid amide
Organic 1,3-dipolar compound
Organoheterocyclic compound
Azacycle
Propargyl-type 1,3-dipolar organic compound
Carboximidamide
Organonitrogen compound
Organobromide
Organohalogen compound
Organic oxygen compound
Hydrocarbon derivative
Organic nitrogen compound
Carbonyl group
Organooxygen compound
Organic oxide
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	0.93	ALOGPS
logP	0.071	ChemAxon
logS	-3.8	ALOGPS
pKa (Strongest Acidic)	10.72	ChemAxon
pKa (Strongest Basic)	12.31	ChemAxon
Physiological Charge	1	ChemAxon
Hydrogen Acceptor Count	5	ChemAxon
Hydrogen Donor Count	6	ChemAxon
Polar Surface Area	135.89 Å²	ChemAxon
Rotatable Bond Count	6	ChemAxon
Refractivity	111.35 m³·mol⁻¹	ChemAxon
Polarizability	39.14 Å³	ChemAxon
Number of Rings	3	ChemAxon
Bioavailability	Yes	ChemAxon
Rule of Five	No	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

Not Available

KEGG Compound ID

Not Available

BioCyc ID

Not Available

BiGG ID

Not Available

Wikipedia Link

Not Available

METLIN ID

Not Available

PubChem Compound

21576224

PDB ID

Not Available

ChEBI ID

Not Available

Good Scents ID

Not Available

References

General References

LOTUS database [Link]

Showing NP-Card for n-(3-{5-[(6-bromo-1h-indol-3-yl)methyl]-3,6-dihydroxy-2,5-dihydropyrazin-2-yl}propyl)guanidine (NP0173407)

MOL for NP0173407 (n-(3-{5-[(6-bromo-1h-indol-3-yl)methyl]-3,6-dihydroxy-2,5-dihydropyrazin-2-yl}propyl)guanidine)

3D MOL for NP0173407 (n-(3-{5-[(6-bromo-1h-indol-3-yl)methyl]-3,6-dihydroxy-2,5-dihydropyrazin-2-yl}propyl)guanidine)

3D SDF for NP0173407 (n-(3-{5-[(6-bromo-1h-indol-3-yl)methyl]-3,6-dihydroxy-2,5-dihydropyrazin-2-yl}propyl)guanidine)

3D-SDF for NP0173407 (n-(3-{5-[(6-bromo-1h-indol-3-yl)methyl]-3,6-dihydroxy-2,5-dihydropyrazin-2-yl}propyl)guanidine)

PDB for NP0173407 (n-(3-{5-[(6-bromo-1h-indol-3-yl)methyl]-3,6-dihydroxy-2,5-dihydropyrazin-2-yl}propyl)guanidine)

3D PDB for NP0173407 (n-(3-{5-[(6-bromo-1h-indol-3-yl)methyl]-3,6-dihydroxy-2,5-dihydropyrazin-2-yl}propyl)guanidine)

SMILES for NP0173407 (n-(3-{5-[(6-bromo-1h-indol-3-yl)methyl]-3,6-dihydroxy-2,5-dihydropyrazin-2-yl}propyl)guanidine)

INCHI for NP0173407 (n-(3-{5-[(6-bromo-1h-indol-3-yl)methyl]-3,6-dihydroxy-2,5-dihydropyrazin-2-yl}propyl)guanidine)

Structure for NP0173407 (n-(3-{5-[(6-bromo-1h-indol-3-yl)methyl]-3,6-dihydroxy-2,5-dihydropyrazin-2-yl}propyl)guanidine)

3D Structure for NP0173407 (n-(3-{5-[(6-bromo-1h-indol-3-yl)methyl]-3,6-dihydroxy-2,5-dihydropyrazin-2-yl}propyl)guanidine)