NP-MRD: Showing NP-Card for n-[(2s)-1-amino-6-{[(2,3-dihydroxyphenyl)(hydroxy)methylidene]amino}hexan-2-yl]-2,3-dihydroxybenzenecarboximidic acid (NP0150833)

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Record Information

Version

2.0

Created at

2022-09-02 07:03:17 UTC

Updated at

2022-09-02 07:03:17 UTC

NP-MRD ID

NP0150833

Secondary Accession Numbers

None

Natural Product Identification

Common Name

n-[(2s)-1-amino-6-{[(2,3-dihydroxyphenyl)(hydroxy)methylidene]amino}hexan-2-yl]-2,3-dihydroxybenzenecarboximidic acid

Description

Myxochelin B belongs to the class of organic compounds known as salicylamides. These are carboxamide derivatives of salicylic acid. Salicylic acid is the ortho-hydroxylated derivative of benzoic acid. Myxochelin B is a primary metabolite. Primary metabolites are metabolically or physiologically essential metabolites. They are directly involved in an organism’s growth, development or reproduction. n-[(2s)-1-amino-6-{[(2,3-dihydroxyphenyl)(hydroxy)methylidene]amino}hexan-2-yl]-2,3-dihydroxybenzenecarboximidic acid is found in Trypanosoma brucei. n-[(2s)-1-amino-6-{[(2,3-dihydroxyphenyl)(hydroxy)methylidene]amino}hexan-2-yl]-2,3-dihydroxybenzenecarboximidic acid was first documented in 2005 (PMID: 15678426). Based on a literature review very few articles have been published on myxochelin B (PMID: 18498160).

Structure

MOL 3D MOL SDF PDB SMILES InChI


  Mrv1652309022209032D          

 29 30  0  0  1  0            999 V2000
    0.7145   -1.2375    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    0.0000   -1.6500    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.0000   -2.4750    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
    0.7145   -2.8875    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.4289   -2.4750    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.1434   -2.8875    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.8579   -2.4750    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.5724   -2.8875    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    3.5724   -3.7125    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.8579   -4.1250    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    4.2868   -4.1250    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.0013   -3.7125    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.7158   -4.1250    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.7158   -4.9500    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.0013   -5.3625    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.0013   -6.1875    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    4.2868   -4.9500    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.5724   -5.3625    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -0.7145   -2.8875    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   -1.4289   -2.4750    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.4289   -1.6500    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -2.1434   -2.8875    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.1434   -3.7125    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.8579   -4.1250    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.5724   -3.7125    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.5724   -2.8875    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.2868   -2.4750    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -2.8579   -2.4750    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.8579   -1.6500    0.0000 O   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  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
  8  7  1  4  0  0  0
  8  9  2  0  0  0  0
  9 10  1  0  0  0  0
  9 11  1  0  0  0  0
 11 12  2  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
 11 17  1  0  0  0  0
 17 18  1  0  0  0  0
  3 19  1  6  0  0  0
 19 20  2  0  0  0  0
 20 21  1  4  0  0  0
 20 22  1  0  0  0  0
 22 23  2  0  0  0  0
 23 24  1  0  0  0  0
 24 25  2  0  0  0  0
 25 26  1  0  0  0  0
 26 27  1  0  0  0  0
 26 28  2  0  0  0  0
 22 28  1  0  0  0  0
 28 29  1  0  0  0  0
M  END

     RDKit          3D

 54 55  0  0  0  0  0  0  0  0999 V2000
   -3.5348   -2.6783    2.1188 N   0  0  0  0  0  0  0  0  0  0  0  0
   -2.3257   -1.9050    1.8475 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.2528   -1.7998    0.3196 C   0  0  2  0  0  0  0  0  0  0  0  0
   -0.9958   -0.9870   -0.0522 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.2424   -1.6793    0.4707 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.4410   -0.8125    0.0504 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.6992   -1.4641    0.5510 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.8964   -0.7799    0.2382 N   0  0  0  0  0  0  0  0  0  0  0  0
    4.1762    0.4378    0.3220 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.2504    1.3931    0.7840 O   0  0  0  0  0  0  0  0  0  0  0  0
    5.4877    0.9350   -0.0581 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.7245    2.3165    0.0646 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.9463    2.8235   -0.2828 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.9252    1.9983   -0.7435 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.6917    0.6550   -0.8617 C   0  0  0  0  0  0  0  0  0  0  0  0
    8.6671   -0.2035   -1.3262 O   0  0  0  0  0  0  0  0  0  0  0  0
    6.4510    0.0855   -0.5170 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.3141   -1.2592   -0.6689 O   0  0  0  0  0  0  0  0  0  0  0  0
   -3.3931   -1.3573   -0.2306 N   0  0  0  0  0  0  0  0  0  0  0  0
   -4.4002   -0.9658   -0.7163 C   0  0  0  0  0  0  0  0  0  0  0  0
   -5.1415   -1.8066   -1.5649 O   0  0  0  0  0  0  0  0  0  0  0  0
   -4.9611    0.3840   -0.4944 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.2238    1.2203    0.3492 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.6700    2.4932    0.6119 C   0  0  0  0  0  0  0  0  0  0  0  0
   -5.8376    2.9452    0.0482 C   0  0  0  0  0  0  0  0  0  0  0  0
   -6.5394    2.1107   -0.7716 C   0  0  0  0  0  0  0  0  0  0  0  0
   -7.7199    2.5438   -1.3520 O   0  0  0  0  0  0  0  0  0  0  0  0
   -6.1214    0.8128   -1.0636 C   0  0  0  0  0  0  0  0  0  0  0  0
   -6.8759    0.0610   -1.8816 O   0  0  0  0  0  0  0  0  0  0  0  0
   -3.4750   -3.6247    1.7301 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.7117   -2.7478    3.1542 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.4758   -2.4761    2.2545 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.4124   -0.8949    2.2719 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.9564   -2.8502    0.0068 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.9755   -0.8639   -1.1395 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.0759    0.0297    0.3869 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.2317   -1.6326    1.5944 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.3163   -2.6998    0.0948 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.4838   -0.7048   -1.0483 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.2891    0.1490    0.5844 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.6084   -1.4915    1.6776 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.6807   -2.5249    0.2409 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.7530    1.9985    0.1358 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.9440    2.9953    0.4351 H   0  0  0  0  0  0  0  0  0  0  0  0
    7.1115    3.8863   -0.1826 H   0  0  0  0  0  0  0  0  0  0  0  0
    8.8856    2.4263   -1.0122 H   0  0  0  0  0  0  0  0  0  0  0  0
    8.5285   -1.1985   -1.4256 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.5942   -1.8576   -0.5086 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.6690   -2.0659   -2.4247 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.3028    0.8586    0.7915 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.0986    3.1438    1.2669 H   0  0  0  0  0  0  0  0  0  0  0  0
   -6.1947    3.9600    0.2567 H   0  0  0  0  0  0  0  0  0  0  0  0
   -8.0818    3.4684   -1.1859 H   0  0  0  0  0  0  0  0  0  0  0  0
   -6.9175   -0.7996   -2.2828 H   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  1  0
  2  3  1  0
  3  4  1  0
  4  5  1  0
  5  6  1  0
  6  7  1  0
  7  8  1  0
  8  9  2  0
  9 10  1  0
  9 11  1  0
 11 12  2  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
  3 19  1  0
 19 20  2  3
 20 21  1  0
 20 22  1  0
 22 23  2  0
 23 24  1  0
 24 25  2  0
 25 26  1  0
 26 27  1  0
 26 28  2  0
 28 29  1  0
 17 11  1  0
 28 22  1  0
  1 30  1  0
  1 31  1  0
  2 32  1  0
  2 33  1  0
  3 34  1  6
  4 35  1  0
  4 36  1  0
  5 37  1  0
  5 38  1  0
  6 39  1  0
  6 40  1  0
  7 41  1  0
  7 42  1  0
 10 43  1  0
 12 44  1  0
 13 45  1  0
 14 46  1  0
 16 47  1  0
 18 48  1  0
 21 49  1  0
 23 50  1  0
 24 51  1  0
 25 52  1  0
 27 53  1  0
 29 54  1  0
M  END


  Mrv1652309022209032D          

 29 30  0  0  1  0            999 V2000
    0.7145   -1.2375    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    0.0000   -1.6500    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.0000   -2.4750    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
    0.7145   -2.8875    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.4289   -2.4750    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.1434   -2.8875    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.8579   -2.4750    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.5724   -2.8875    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    3.5724   -3.7125    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.8579   -4.1250    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    4.2868   -4.1250    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.0013   -3.7125    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.7158   -4.1250    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.7158   -4.9500    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.0013   -5.3625    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.0013   -6.1875    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    4.2868   -4.9500    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.5724   -5.3625    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -0.7145   -2.8875    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   -1.4289   -2.4750    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.4289   -1.6500    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -2.1434   -2.8875    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.1434   -3.7125    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.8579   -4.1250    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.5724   -3.7125    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.5724   -2.8875    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.2868   -2.4750    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -2.8579   -2.4750    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.8579   -1.6500    0.0000 O   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  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
  8  7  1  4  0  0  0
  8  9  2  0  0  0  0
  9 10  1  0  0  0  0
  9 11  1  0  0  0  0
 11 12  2  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
 11 17  1  0  0  0  0
 17 18  1  0  0  0  0
  3 19  1  6  0  0  0
 19 20  2  0  0  0  0
 20 21  1  4  0  0  0
 20 22  1  0  0  0  0
 22 23  2  0  0  0  0
 23 24  1  0  0  0  0
 24 25  2  0  0  0  0
 25 26  1  0  0  0  0
 26 27  1  0  0  0  0
 26 28  2  0  0  0  0
 22 28  1  0  0  0  0
 28 29  1  0  0  0  0
M  END
> <DATABASE_ID>
NP0150833

> <DATABASE_NAME>
NP-MRD

> <SMILES>
NC[C@H](CCCCN=C(O)C1=CC=CC(O)=C1O)N=C(O)C1=CC=CC(O)=C1O

> <INCHI_IDENTIFIER>
InChI=1S/C20H25N3O6/c21-11-12(23-20(29)14-7-4-9-16(25)18(14)27)5-1-2-10-22-19(28)13-6-3-8-15(24)17(13)26/h3-4,6-9,12,24-27H,1-2,5,10-11,21H2,(H,22,28)(H,23,29)/t12-/m0/s1

> <INCHI_KEY>
QTARRKFUMCSVOF-LBPRGKRZSA-N

> <FORMULA>
C20H25N3O6

> <MOLECULAR_WEIGHT>
403.435

> <EXACT_MASS>
403.174335537

> <JCHEM_ACCEPTOR_COUNT>
9

> <JCHEM_ATOM_COUNT>
54

> <JCHEM_AVERAGE_POLARIZABILITY>
42.61035832411248

> <JCHEM_BIOAVAILABILITY>
1

> <JCHEM_DONOR_COUNT>
7

> <JCHEM_FORMAL_CHARGE>
0

> <JCHEM_GHOSE_FILTER>
1

> <JCHEM_IUPAC>
N-[(5S)-6-amino-5-{[(2,3-dihydroxyphenyl)(hydroxy)methylidene]amino}hexyl]-2,3-dihydroxybenzene-1-carboximidic acid

> <ALOGPS_LOGP>
1.44

> <JCHEM_LOGP>
1.8081990981491594

> <ALOGPS_LOGS>
-3.83

> <JCHEM_MDDR_LIKE_RULE>
0

> <JCHEM_NUMBER_OF_RINGS>
2

> <JCHEM_PHYSIOLOGICAL_CHARGE>
2

> <JCHEM_PKA>
7.630845298920619

> <JCHEM_PKA_STRONGEST_ACIDIC>
6.8565731734804265

> <JCHEM_PKA_STRONGEST_BASIC>
9.614242883071839

> <JCHEM_POLAR_SURFACE_AREA>
172.11999999999998

> <JCHEM_REFRACTIVITY>
108.7952

> <JCHEM_ROTATABLE_BOND_COUNT>
9

> <JCHEM_RULE_OF_FIVE>
0

> <ALOGPS_SOLUBILITY>
5.93e-02 g/l

> <JCHEM_TRADITIONAL_IUPAC>
N-[(5S)-6-amino-5-{[(2,3-dihydroxyphenyl)(hydroxy)methylidene]amino}hexyl]-2,3-dihydroxybenzenecarboximidic acid

> <JCHEM_VEBER_RULE>
0

$$$$

HEADER    PROTEIN                                 02-SEP-22   NONE
TITLE     NULL                                                        
COMPND    NULL                                                        
SOURCE    NULL                                                        
KEYWDS    NULL                                                        
EXPDTA    NULL                                                        
AUTHOR    Marvin                                                      
REVDAT   1   02-SEP-22         0                                  
HETATM    1  N   UNK     0       1.334  -2.310   0.000  0.00  0.00           N+0
HETATM    2  C   UNK     0       0.000  -3.080   0.000  0.00  0.00           C+0
HETATM    3  C   UNK     0       0.000  -4.620   0.000  0.00  0.00           C+0
HETATM    4  C   UNK     0       1.334  -5.390   0.000  0.00  0.00           C+0
HETATM    5  C   UNK     0       2.667  -4.620   0.000  0.00  0.00           C+0
HETATM    6  C   UNK     0       4.001  -5.390   0.000  0.00  0.00           C+0
HETATM    7  C   UNK     0       5.335  -4.620   0.000  0.00  0.00           C+0
HETATM    8  N   UNK     0       6.668  -5.390   0.000  0.00  0.00           N+0
HETATM    9  C   UNK     0       6.668  -6.930   0.000  0.00  0.00           C+0
HETATM   10  O   UNK     0       5.335  -7.700   0.000  0.00  0.00           O+0
HETATM   11  C   UNK     0       8.002  -7.700   0.000  0.00  0.00           C+0
HETATM   12  C   UNK     0       9.336  -6.930   0.000  0.00  0.00           C+0
HETATM   13  C   UNK     0      10.669  -7.700   0.000  0.00  0.00           C+0
HETATM   14  C   UNK     0      10.669  -9.240   0.000  0.00  0.00           C+0
HETATM   15  C   UNK     0       9.336 -10.010   0.000  0.00  0.00           C+0
HETATM   16  O   UNK     0       9.336 -11.550   0.000  0.00  0.00           O+0
HETATM   17  C   UNK     0       8.002  -9.240   0.000  0.00  0.00           C+0
HETATM   18  O   UNK     0       6.668 -10.010   0.000  0.00  0.00           O+0
HETATM   19  N   UNK     0      -1.334  -5.390   0.000  0.00  0.00           N+0
HETATM   20  C   UNK     0      -2.667  -4.620   0.000  0.00  0.00           C+0
HETATM   21  O   UNK     0      -2.667  -3.080   0.000  0.00  0.00           O+0
HETATM   22  C   UNK     0      -4.001  -5.390   0.000  0.00  0.00           C+0
HETATM   23  C   UNK     0      -4.001  -6.930   0.000  0.00  0.00           C+0
HETATM   24  C   UNK     0      -5.335  -7.700   0.000  0.00  0.00           C+0
HETATM   25  C   UNK     0      -6.668  -6.930   0.000  0.00  0.00           C+0
HETATM   26  C   UNK     0      -6.668  -5.390   0.000  0.00  0.00           C+0
HETATM   27  O   UNK     0      -8.002  -4.620   0.000  0.00  0.00           O+0
HETATM   28  C   UNK     0      -5.335  -4.620   0.000  0.00  0.00           C+0
HETATM   29  O   UNK     0      -5.335  -3.080   0.000  0.00  0.00           O+0
CONECT    1    2                                                            
CONECT    2    1    3                                                       
CONECT    3    2    4   19                                                  
CONECT    4    3    5                                                       
CONECT    5    4    6                                                       
CONECT    6    5    7                                                       
CONECT    7    6    8                                                       
CONECT    8    7    9                                                       
CONECT    9    8   10   11                                                  
CONECT   10    9                                                            
CONECT   11    9   12   17                                                  
CONECT   12   11   13                                                       
CONECT   13   12   14                                                       
CONECT   14   13   15                                                       
CONECT   15   14   16   17                                                  
CONECT   16   15                                                            
CONECT   17   15   11   18                                                  
CONECT   18   17                                                            
CONECT   19    3   20                                                       
CONECT   20   19   21   22                                                  
CONECT   21   20                                                            
CONECT   22   20   23   28                                                  
CONECT   23   22   24                                                       
CONECT   24   23   25                                                       
CONECT   25   24   26                                                       
CONECT   26   25   27   28                                                  
CONECT   27   26                                                            
CONECT   28   26   22   29                                                  
CONECT   29   28                                                            
MASTER        0    0    0    0    0    0    0    0   29    0   60    0
END

View in JSmol

Synonyms

Not Available

Chemical Formula

C₂₀H₂₅N₃O₆

Average Mass

403.4350 Da

Monoisotopic Mass

403.17434 Da

IUPAC Name

N-[(5S)-6-amino-5-{[(2,3-dihydroxyphenyl)(hydroxy)methylidene]amino}hexyl]-2,3-dihydroxybenzene-1-carboximidic acid

Traditional Name

N-[(5S)-6-amino-5-{[(2,3-dihydroxyphenyl)(hydroxy)methylidene]amino}hexyl]-2,3-dihydroxybenzenecarboximidic acid

CAS Registry Number

Not Available

SMILES

NC[C@H](CCCCN=C(O)C1=CC=CC(O)=C1O)N=C(O)C1=CC=CC(O)=C1O

InChI Identifier

InChI=1S/C20H25N3O6/c21-11-12(23-20(29)14-7-4-9-16(25)18(14)27)5-1-2-10-22-19(28)13-6-3-8-15(24)17(13)26/h3-4,6-9,12,24-27H,1-2,5,10-11,21H2,(H,22,28)(H,23,29)/t12-/m0/s1

InChI Key

QTARRKFUMCSVOF-LBPRGKRZSA-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
Trypanosoma brucei	LOTUS Database	35616633

Chemical Taxonomy

Description

Belongs to the class of organic compounds known as salicylamides. These are carboxamide derivatives of salicylic acid. Salicylic acid is the ortho-hydroxylated derivative of benzoic acid.

Kingdom

Organic compounds

Super Class

Benzenoids

Class

Benzene and substituted derivatives

Sub Class

Benzoic acids and derivatives

Direct Parent

Salicylamides

Alternative Parents

Substituents

Salicylamide
Benzamide
Benzoyl
Catechol
1-hydroxy-4-unsubstituted benzenoid
1-hydroxy-2-unsubstituted benzenoid
Phenol
Vinylogous acid
Amino acid or derivatives
Carboxamide group
Secondary carboxylic acid amide
Carboxylic acid derivative
Organic oxide
Organooxygen compound
Organonitrogen compound
Primary aliphatic amine
Organopnictogen compound
Amine
Organic oxygen compound
Organic nitrogen compound
Primary amine
Hydrocarbon derivative
Aromatic homomonocyclic compound

Molecular Framework

Aromatic homomonocyclic compounds

External Descriptors

catechols (CHEBI:7061 )
benzamides (CHEBI:7061 )

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	1.44	ALOGPS
logP	1.81	ChemAxon
logS	-3.8	ALOGPS
pKa (Strongest Acidic)	6.86	ChemAxon
pKa (Strongest Basic)	9.61	ChemAxon
Physiological Charge	2	ChemAxon
Hydrogen Acceptor Count	9	ChemAxon
Hydrogen Donor Count	7	ChemAxon
Polar Surface Area	172.12 Å²	ChemAxon
Rotatable Bond Count	9	ChemAxon
Refractivity	108.8 m³·mol⁻¹	ChemAxon
Polarizability	42.61 Å³	ChemAxon
Number of Rings	2	ChemAxon
Bioavailability	Yes	ChemAxon
Rule of Five	No	ChemAxon
Ghose Filter	Yes	ChemAxon
Veber's Rule	No	ChemAxon
MDDR-like Rule	No	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

9048411

KEGG Compound ID

C12221

BioCyc ID

Not Available

BiGG ID

Not Available

Wikipedia Link

Not Available

METLIN ID

Not Available

PubChem Compound

10873133

PDB ID

Not Available

ChEBI ID

7061

Good Scents ID

Not Available

References

General References

Gaitatzis N, Kunze B, Muller R: Novel insights into siderophore formation in myxobacteria. Chembiochem. 2005 Feb;6(2):365-74. doi: 10.1002/cbic.200400206. [PubMed:15678426 ]
Li Y, Weissman KJ, Muller R: Myxochelin biosynthesis: direct evidence for two- and four-electron reduction of a carrier protein-bound thioester. J Am Chem Soc. 2008 Jun 18;130(24):7554-5. doi: 10.1021/ja8025278. Epub 2008 May 23. [PubMed:18498160 ]
LOTUS database [Link]

Showing NP-Card for n-[(2s)-1-amino-6-{[(2,3-dihydroxyphenyl)(hydroxy)methylidene]amino}hexan-2-yl]-2,3-dihydroxybenzenecarboximidic acid (NP0150833)

MOL for NP0150833 (n-[(2s)-1-amino-6-{[(2,3-dihydroxyphenyl)(hydroxy)methylidene]amino}hexan-2-yl]-2,3-dihydroxybenzenecarboximidic acid)

3D MOL for NP0150833 (n-[(2s)-1-amino-6-{[(2,3-dihydroxyphenyl)(hydroxy)methylidene]amino}hexan-2-yl]-2,3-dihydroxybenzenecarboximidic acid)

3D SDF for NP0150833 (n-[(2s)-1-amino-6-{[(2,3-dihydroxyphenyl)(hydroxy)methylidene]amino}hexan-2-yl]-2,3-dihydroxybenzenecarboximidic acid)

3D-SDF for NP0150833 (n-[(2s)-1-amino-6-{[(2,3-dihydroxyphenyl)(hydroxy)methylidene]amino}hexan-2-yl]-2,3-dihydroxybenzenecarboximidic acid)

PDB for NP0150833 (n-[(2s)-1-amino-6-{[(2,3-dihydroxyphenyl)(hydroxy)methylidene]amino}hexan-2-yl]-2,3-dihydroxybenzenecarboximidic acid)

3D PDB for NP0150833 (n-[(2s)-1-amino-6-{[(2,3-dihydroxyphenyl)(hydroxy)methylidene]amino}hexan-2-yl]-2,3-dihydroxybenzenecarboximidic acid)

SMILES for NP0150833 (n-[(2s)-1-amino-6-{[(2,3-dihydroxyphenyl)(hydroxy)methylidene]amino}hexan-2-yl]-2,3-dihydroxybenzenecarboximidic acid)

INCHI for NP0150833 (n-[(2s)-1-amino-6-{[(2,3-dihydroxyphenyl)(hydroxy)methylidene]amino}hexan-2-yl]-2,3-dihydroxybenzenecarboximidic acid)

Structure for NP0150833 (n-[(2s)-1-amino-6-{[(2,3-dihydroxyphenyl)(hydroxy)methylidene]amino}hexan-2-yl]-2,3-dihydroxybenzenecarboximidic acid)

3D Structure for NP0150833 (n-[(2s)-1-amino-6-{[(2,3-dihydroxyphenyl)(hydroxy)methylidene]amino}hexan-2-yl]-2,3-dihydroxybenzenecarboximidic acid)