NP-MRD: Showing NP-Card for Tabtoxin (NP0021501)

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Record Information

Version

1.0

Created at

2021-01-06 06:47:06 UTC

Updated at

2021-07-15 17:36:31 UTC

NP-MRD ID

NP0021501

Secondary Accession Numbers

None

Natural Product Identification

Common Name

Tabtoxin

Provided By

NPAtlas

Description

Tabtoxin belongs to the class of organic compounds known as dipeptides. These are organic compounds containing a sequence of exactly two alpha-amino acids joined by a peptide bond. Tabtoxin is found in Pseudomonas. It was first documented in 1971 (PMID: 4923261). Based on a literature review very few articles have been published on Tabtoxin (PMID: 34383398) (PMID: 34383397) (PMID: 34383396) (PMID: 34384147).

Structure

MOL 3D MOL SDF 3D SDF PDB SMILES InChI


  Mrv1652306242105163D          

 39 39  0  0  0  0            999 V2000
    4.2907   -1.3460    0.5331 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.3332   -0.2481    0.1938 C   0  0  1  0  0  0  0  0  0  0  0  0
    3.6274    0.2735   -1.0475 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.8831   -0.7477    0.1577 C   0  0  1  0  0  0  0  0  0  0  0  0
    1.0611    0.3803   -0.1451 N   0  0  0  0  0  0  0  0  0  0  0  0
    0.2955    1.0620    0.8552 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.3556    0.6254    2.0541 O   0  0  0  0  0  0  0  0  0  0  0  0
   -0.5281    2.2226    0.5494 C   0  0  2  0  0  0  0  0  0  0  0  0
   -1.1416    2.7379    1.7941 N   0  0  2  0  0  0  0  0  0  0  0  0
   -1.4811    2.1827   -0.5539 C   0  0  2  0  0  0  0  0  0  0  0  0
   -2.6362    1.3016   -0.6383 C   0  0  2  0  0  0  0  0  0  0  0  0
   -2.4050   -0.1517   -0.6017 C   0  0  1  0  0  0  0  0  0  0  0  0
   -1.5257   -0.5774   -1.6109 O   0  0  0  0  0  0  0  0  0  0  0  0
   -2.3644   -0.8675    0.6762 C   0  0  1  0  0  0  0  0  0  0  0  0
   -3.8303   -0.9788    0.5884 N   0  0  0  0  0  0  0  0  0  0  0  0
   -3.7212   -0.9249   -0.7868 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.3293   -1.2885   -1.7905 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.8009   -1.8878   -0.7352 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.1236   -2.0313   -1.7629 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.6018   -3.0087   -0.4033 O   0  0  0  0  0  0  0  0  0  0  0  0
    3.9024   -2.0601    1.2911 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.2065   -0.8937    0.9916 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.6573   -1.8939   -0.3762 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.3596    0.5352    0.9867 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.9365    0.0469   -1.7065 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.6612   -1.0763    1.2097 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.0110    0.7252   -1.1229 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.2189    3.0624    0.2997 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.3108    2.8884    2.4404 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.7683    2.0303    2.2216 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.8444    1.9694   -1.5067 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.8033    3.2755   -0.7791 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.1424    1.5210   -1.6479 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.4181    1.5321    0.1640 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.8151   -1.4285   -2.0169 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.8511   -1.8452    0.5968 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.0682   -0.2484    1.5471 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.5374   -1.0601    1.3537 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.1954   -3.8076    0.0922 H   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
  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
  6  8  1  0  0  0  0
  8  9  1  0  0  0  0
  8 10  1  0  0  0  0
 10 11  1  0  0  0  0
 11 12  1  0  0  0  0
 12 13  1  6  0  0  0
 12 14  1  0  0  0  0
 14 15  1  0  0  0  0
 15 16  1  0  0  0  0
 16 17  2  0  0  0  0
  4 18  1  0  0  0  0
 18 19  2  0  0  0  0
 18 20  1  0  0  0  0
 16 12  1  0  0  0  0
  1 21  1  0  0  0  0
  1 22  1  0  0  0  0
  1 23  1  0  0  0  0
  2 24  1  1  0  0  0
  3 25  1  0  0  0  0
  4 26  1  1  0  0  0
  5 27  1  0  0  0  0
  8 28  1  6  0  0  0
  9 29  1  0  0  0  0
  9 30  1  0  0  0  0
 10 31  1  0  0  0  0
 10 32  1  0  0  0  0
 11 33  1  0  0  0  0
 11 34  1  0  0  0  0
 13 35  1  0  0  0  0
 14 36  1  0  0  0  0
 14 37  1  0  0  0  0
 15 38  1  0  0  0  0
 20 39  1  0  0  0  0
M  END

     RDKit          3D

 39 39  0  0  0  0  0  0  0  0999 V2000
    4.2907   -1.3460    0.5331 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.3332   -0.2481    0.1938 C   0  0  1  0  0  0  0  0  0  0  0  0
    3.6274    0.2735   -1.0475 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.8831   -0.7477    0.1577 C   0  0  1  0  0  0  0  0  0  0  0  0
    1.0611    0.3803   -0.1451 N   0  0  0  0  0  0  0  0  0  0  0  0
    0.2955    1.0620    0.8552 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.3556    0.6254    2.0541 O   0  0  0  0  0  0  0  0  0  0  0  0
   -0.5281    2.2226    0.5494 C   0  0  2  0  0  0  0  0  0  0  0  0
   -1.1416    2.7379    1.7941 N   0  0  0  0  0  0  0  0  0  0  0  0
   -1.4811    2.1827   -0.5539 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.6362    1.3016   -0.6383 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.4050   -0.1517   -0.6017 C   0  0  1  0  0  0  0  0  0  0  0  0
   -1.5257   -0.5774   -1.6109 O   0  0  0  0  0  0  0  0  0  0  0  0
   -2.3644   -0.8675    0.6762 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.8303   -0.9788    0.5884 N   0  0  0  0  0  0  0  0  0  0  0  0
   -3.7212   -0.9249   -0.7868 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.3293   -1.2885   -1.7905 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.8009   -1.8878   -0.7352 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.1236   -2.0313   -1.7629 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.6018   -3.0087   -0.4033 O   0  0  0  0  0  0  0  0  0  0  0  0
    3.9024   -2.0601    1.2911 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.2065   -0.8937    0.9916 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.6573   -1.8939   -0.3762 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.3596    0.5352    0.9867 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.9365    0.0469   -1.7065 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.6612   -1.0763    1.2097 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.0110    0.7252   -1.1229 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.2189    3.0624    0.2997 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.3108    2.8884    2.4404 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.7683    2.0303    2.2216 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.8444    1.9694   -1.5067 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.8033    3.2755   -0.7791 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.1424    1.5210   -1.6479 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.4181    1.5321    0.1640 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.8151   -1.4285   -2.0169 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.8511   -1.8452    0.5968 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.0682   -0.2484    1.5471 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.5374   -1.0601    1.3537 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.1954   -3.8076    0.0922 H   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  1  0
  2  3  1  0
  2  4  1  0
  4  5  1  0
  5  6  1  0
  6  7  2  0
  6  8  1  0
  8  9  1  0
  8 10  1  0
 10 11  1  0
 11 12  1  0
 12 13  1  6
 12 14  1  0
 14 15  1  0
 15 16  1  0
 16 17  2  0
  4 18  1  0
 18 19  2  0
 18 20  1  0
 16 12  1  0
  1 21  1  0
  1 22  1  0
  1 23  1  0
  2 24  1  1
  3 25  1  0
  4 26  1  1
  5 27  1  0
  8 28  1  6
  9 29  1  0
  9 30  1  0
 10 31  1  0
 10 32  1  0
 11 33  1  0
 11 34  1  0
 13 35  1  0
 14 36  1  0
 14 37  1  0
 15 38  1  0
 20 39  1  0
M  END


  Mrv1652306242105163D          

 39 39  0  0  0  0            999 V2000
    4.2907   -1.3460    0.5331 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.3332   -0.2481    0.1938 C   0  0  1  0  0  0  0  0  0  0  0  0
    3.6274    0.2735   -1.0475 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.8831   -0.7477    0.1577 C   0  0  1  0  0  0  0  0  0  0  0  0
    1.0611    0.3803   -0.1451 N   0  0  0  0  0  0  0  0  0  0  0  0
    0.2955    1.0620    0.8552 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.3556    0.6254    2.0541 O   0  0  0  0  0  0  0  0  0  0  0  0
   -0.5281    2.2226    0.5494 C   0  0  2  0  0  0  0  0  0  0  0  0
   -1.1416    2.7379    1.7941 N   0  0  2  0  0  0  0  0  0  0  0  0
   -1.4811    2.1827   -0.5539 C   0  0  2  0  0  0  0  0  0  0  0  0
   -2.6362    1.3016   -0.6383 C   0  0  2  0  0  0  0  0  0  0  0  0
   -2.4050   -0.1517   -0.6017 C   0  0  1  0  0  0  0  0  0  0  0  0
   -1.5257   -0.5774   -1.6109 O   0  0  0  0  0  0  0  0  0  0  0  0
   -2.3644   -0.8675    0.6762 C   0  0  1  0  0  0  0  0  0  0  0  0
   -3.8303   -0.9788    0.5884 N   0  0  0  0  0  0  0  0  0  0  0  0
   -3.7212   -0.9249   -0.7868 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.3293   -1.2885   -1.7905 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.8009   -1.8878   -0.7352 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.1236   -2.0313   -1.7629 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.6018   -3.0087   -0.4033 O   0  0  0  0  0  0  0  0  0  0  0  0
    3.9024   -2.0601    1.2911 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.2065   -0.8937    0.9916 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.6573   -1.8939   -0.3762 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.3596    0.5352    0.9867 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.9365    0.0469   -1.7065 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.6612   -1.0763    1.2097 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.0110    0.7252   -1.1229 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.2189    3.0624    0.2997 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.3108    2.8884    2.4404 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.7683    2.0303    2.2216 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.8444    1.9694   -1.5067 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.8033    3.2755   -0.7791 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.1424    1.5210   -1.6479 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.4181    1.5321    0.1640 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.8151   -1.4285   -2.0169 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.8511   -1.8452    0.5968 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.0682   -0.2484    1.5471 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.5374   -1.0601    1.3537 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.1954   -3.8076    0.0922 H   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
  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
  6  8  1  0  0  0  0
  8  9  1  0  0  0  0
  8 10  1  0  0  0  0
 10 11  1  0  0  0  0
 11 12  1  0  0  0  0
 12 13  1  6  0  0  0
 12 14  1  0  0  0  0
 14 15  1  0  0  0  0
 15 16  1  0  0  0  0
 16 17  2  0  0  0  0
  4 18  1  0  0  0  0
 18 19  2  0  0  0  0
 18 20  1  0  0  0  0
 16 12  1  0  0  0  0
  1 21  1  0  0  0  0
  1 22  1  0  0  0  0
  1 23  1  0  0  0  0
  2 24  1  1  0  0  0
  3 25  1  0  0  0  0
  4 26  1  1  0  0  0
  5 27  1  0  0  0  0
  8 28  1  6  0  0  0
  9 29  1  0  0  0  0
  9 30  1  0  0  0  0
 10 31  1  0  0  0  0
 10 32  1  0  0  0  0
 11 33  1  0  0  0  0
 11 34  1  0  0  0  0
 13 35  1  0  0  0  0
 14 36  1  0  0  0  0
 14 37  1  0  0  0  0
 15 38  1  0  0  0  0
 20 39  1  0  0  0  0
M  END
> <DATABASE_ID>
NP0021501

> <DATABASE_NAME>
NP-MRD

> <SMILES>
[H]OC(=O)[C@]([H])(N([H])C(=O)[C@]([H])(N([H])[H])C([H])([H])C([H])([H])[C@]1(O[H])C(=O)N([H])C1([H])[H])[C@]([H])(O[H])C([H])([H])[H]

> <INCHI_IDENTIFIER>
InChI=1S/C11H19N3O6/c1-5(15)7(9(17)18)14-8(16)6(12)2-3-11(20)4-13-10(11)19/h5-7,15,20H,2-4,12H2,1H3,(H,13,19)(H,14,16)(H,17,18)/t5-,6-,7-,11-/m1/s1

> <INCHI_KEY>
BFSBNVPBVGFFCF-UHFFFAOYSA-N

> <FORMULA>
C11H19N3O6

> <MOLECULAR_WEIGHT>
289.288

> <EXACT_MASS>
289.127385344

> <JCHEM_ACCEPTOR_COUNT>
7

> <JCHEM_ATOM_COUNT>
39

> <JCHEM_AVERAGE_POLARIZABILITY>
27.24041617687999

> <JCHEM_BIOAVAILABILITY>
1

> <JCHEM_DONOR_COUNT>
6

> <JCHEM_FORMAL_CHARGE>
0

> <JCHEM_GHOSE_FILTER>
0

> <JCHEM_IUPAC>
(2R,3R)-2-[(2R)-2-amino-4-[(3R)-3-hydroxy-2-oxoazetidin-3-yl]butanamido]-3-hydroxybutanoic acid

> <ALOGPS_LOGP>
-2.89

> <JCHEM_LOGP>
-5.470925484775904

> <ALOGPS_LOGS>
-1.02

> <JCHEM_MDDR_LIKE_RULE>
0

> <JCHEM_NUMBER_OF_RINGS>
1

> <JCHEM_PHYSIOLOGICAL_CHARGE>
0

> <JCHEM_PKA>
11.702891868890907

> <JCHEM_PKA_STRONGEST_ACIDIC>
3.3161048481490134

> <JCHEM_PKA_STRONGEST_BASIC>
7.836334115346129

> <JCHEM_POLAR_SURFACE_AREA>
161.98

> <JCHEM_REFRACTIVITY>
65.35540000000002

> <JCHEM_ROTATABLE_BOND_COUNT>
7

> <JCHEM_RULE_OF_FIVE>
0

> <ALOGPS_SOLUBILITY>
2.77e+01 g/l

> <JCHEM_TRADITIONAL_IUPAC>
(2R,3R)-2-[(2R)-2-amino-4-[(3R)-3-hydroxy-2-oxoazetidin-3-yl]butanamido]-3-hydroxybutanoic acid

> <JCHEM_VEBER_RULE>
0

$$$$

     RDKit          3D

 39 39  0  0  0  0  0  0  0  0999 V2000
    4.2907   -1.3460    0.5331 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.3332   -0.2481    0.1938 C   0  0  1  0  0  0  0  0  0  0  0  0
    3.6274    0.2735   -1.0475 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.8831   -0.7477    0.1577 C   0  0  1  0  0  0  0  0  0  0  0  0
    1.0611    0.3803   -0.1451 N   0  0  0  0  0  0  0  0  0  0  0  0
    0.2955    1.0620    0.8552 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.3556    0.6254    2.0541 O   0  0  0  0  0  0  0  0  0  0  0  0
   -0.5281    2.2226    0.5494 C   0  0  2  0  0  0  0  0  0  0  0  0
   -1.1416    2.7379    1.7941 N   0  0  0  0  0  0  0  0  0  0  0  0
   -1.4811    2.1827   -0.5539 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.6362    1.3016   -0.6383 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.4050   -0.1517   -0.6017 C   0  0  1  0  0  0  0  0  0  0  0  0
   -1.5257   -0.5774   -1.6109 O   0  0  0  0  0  0  0  0  0  0  0  0
   -2.3644   -0.8675    0.6762 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.8303   -0.9788    0.5884 N   0  0  0  0  0  0  0  0  0  0  0  0
   -3.7212   -0.9249   -0.7868 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.3293   -1.2885   -1.7905 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.8009   -1.8878   -0.7352 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.1236   -2.0313   -1.7629 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.6018   -3.0087   -0.4033 O   0  0  0  0  0  0  0  0  0  0  0  0
    3.9024   -2.0601    1.2911 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.2065   -0.8937    0.9916 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.6573   -1.8939   -0.3762 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.3596    0.5352    0.9867 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.9365    0.0469   -1.7065 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.6612   -1.0763    1.2097 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.0110    0.7252   -1.1229 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.2189    3.0624    0.2997 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.3108    2.8884    2.4404 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.7683    2.0303    2.2216 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.8444    1.9694   -1.5067 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.8033    3.2755   -0.7791 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.1424    1.5210   -1.6479 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.4181    1.5321    0.1640 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.8151   -1.4285   -2.0169 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.8511   -1.8452    0.5968 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.0682   -0.2484    1.5471 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.5374   -1.0601    1.3537 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.1954   -3.8076    0.0922 H   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  1  0
  2  3  1  0
  2  4  1  0
  4  5  1  0
  5  6  1  0
  6  7  2  0
  6  8  1  0
  8  9  1  0
  8 10  1  0
 10 11  1  0
 11 12  1  0
 12 13  1  6
 12 14  1  0
 14 15  1  0
 15 16  1  0
 16 17  2  0
  4 18  1  0
 18 19  2  0
 18 20  1  0
 16 12  1  0
  1 21  1  0
  1 22  1  0
  1 23  1  0
  2 24  1  1
  3 25  1  0
  4 26  1  1
  5 27  1  0
  8 28  1  6
  9 29  1  0
  9 30  1  0
 10 31  1  0
 10 32  1  0
 11 33  1  0
 11 34  1  0
 13 35  1  0
 14 36  1  0
 14 37  1  0
 15 38  1  0
 20 39  1  0
M  END

HEADER    PROTEIN                                 24-JUN-21   NONE
TITLE     NULL                                                        
COMPND    NULL                                                        
SOURCE    NULL                                                        
KEYWDS    NULL                                                        
EXPDTA    NULL                                                        
AUTHOR    Marvin                                                      
REVDAT   1   24-JUN-21         0                                  
HETATM    1  C   UNK     0       4.291  -1.346   0.533  0.00  0.00           C+0
HETATM    2  C   UNK     0       3.333  -0.248   0.194  0.00  0.00           C+0
HETATM    3  O   UNK     0       3.627   0.274  -1.048  0.00  0.00           O+0
HETATM    4  C   UNK     0       1.883  -0.748   0.158  0.00  0.00           C+0
HETATM    5  N   UNK     0       1.061   0.380  -0.145  0.00  0.00           N+0
HETATM    6  C   UNK     0       0.296   1.062   0.855  0.00  0.00           C+0
HETATM    7  O   UNK     0       0.356   0.625   2.054  0.00  0.00           O+0
HETATM    8  C   UNK     0      -0.528   2.223   0.549  0.00  0.00           C+0
HETATM    9  N   UNK     0      -1.142   2.738   1.794  0.00  0.00           N+0
HETATM   10  C   UNK     0      -1.481   2.183  -0.554  0.00  0.00           C+0
HETATM   11  C   UNK     0      -2.636   1.302  -0.638  0.00  0.00           C+0
HETATM   12  C   UNK     0      -2.405  -0.152  -0.602  0.00  0.00           C+0
HETATM   13  O   UNK     0      -1.526  -0.577  -1.611  0.00  0.00           O+0
HETATM   14  C   UNK     0      -2.364  -0.868   0.676  0.00  0.00           C+0
HETATM   15  N   UNK     0      -3.830  -0.979   0.588  0.00  0.00           N+0
HETATM   16  C   UNK     0      -3.721  -0.925  -0.787  0.00  0.00           C+0
HETATM   17  O   UNK     0      -4.329  -1.289  -1.791  0.00  0.00           O+0
HETATM   18  C   UNK     0       1.801  -1.888  -0.735  0.00  0.00           C+0
HETATM   19  O   UNK     0       1.124  -2.031  -1.763  0.00  0.00           O+0
HETATM   20  O   UNK     0       2.602  -3.009  -0.403  0.00  0.00           O+0
HETATM   21  H   UNK     0       3.902  -2.060   1.291  0.00  0.00           H+0
HETATM   22  H   UNK     0       5.207  -0.894   0.992  0.00  0.00           H+0
HETATM   23  H   UNK     0       4.657  -1.894  -0.376  0.00  0.00           H+0
HETATM   24  H   UNK     0       3.360   0.535   0.987  0.00  0.00           H+0
HETATM   25  H   UNK     0       2.937   0.047  -1.706  0.00  0.00           H+0
HETATM   26  H   UNK     0       1.661  -1.076   1.210  0.00  0.00           H+0
HETATM   27  H   UNK     0       1.011   0.725  -1.123  0.00  0.00           H+0
HETATM   28  H   UNK     0       0.219   3.062   0.300  0.00  0.00           H+0
HETATM   29  H   UNK     0      -0.311   2.888   2.440  0.00  0.00           H+0
HETATM   30  H   UNK     0      -1.768   2.030   2.222  0.00  0.00           H+0
HETATM   31  H   UNK     0      -0.844   1.969  -1.507  0.00  0.00           H+0
HETATM   32  H   UNK     0      -1.803   3.276  -0.779  0.00  0.00           H+0
HETATM   33  H   UNK     0      -3.142   1.521  -1.648  0.00  0.00           H+0
HETATM   34  H   UNK     0      -3.418   1.532   0.164  0.00  0.00           H+0
HETATM   35  H   UNK     0      -1.815  -1.429  -2.017  0.00  0.00           H+0
HETATM   36  H   UNK     0      -1.851  -1.845   0.597  0.00  0.00           H+0
HETATM   37  H   UNK     0      -2.068  -0.248   1.547  0.00  0.00           H+0
HETATM   38  H   UNK     0      -4.537  -1.060   1.354  0.00  0.00           H+0
HETATM   39  H   UNK     0       2.195  -3.808   0.092  0.00  0.00           H+0
CONECT    1    2   21   22   23                                             
CONECT    2    1    3    4   24                                             
CONECT    3    2   25                                                       
CONECT    4    2    5   18   26                                             
CONECT    5    4    6   27                                                  
CONECT    6    5    7    8                                                  
CONECT    7    6                                                            
CONECT    8    6    9   10   28                                             
CONECT    9    8   29   30                                                  
CONECT   10    8   11   31   32                                             
CONECT   11   10   12   33   34                                             
CONECT   12   11   13   14   16                                             
CONECT   13   12   35                                                       
CONECT   14   12   15   36   37                                             
CONECT   15   14   16   38                                                  
CONECT   16   15   17   12                                                  
CONECT   17   16                                                            
CONECT   18    4   19   20                                                  
CONECT   19   18                                                            
CONECT   20   18   39                                                       
CONECT   21    1                                                            
CONECT   22    1                                                            
CONECT   23    1                                                            
CONECT   24    2                                                            
CONECT   25    3                                                            
CONECT   26    4                                                            
CONECT   27    5                                                            
CONECT   28    8                                                            
CONECT   29    9                                                            
CONECT   30    9                                                            
CONECT   31   10                                                            
CONECT   32   10                                                            
CONECT   33   11                                                            
CONECT   34   11                                                            
CONECT   35   13                                                            
CONECT   36   14                                                            
CONECT   37   14                                                            
CONECT   38   15                                                            
CONECT   39   20                                                            
MASTER        0    0    0    0    0    0    0    0   39    0   78    0
END

RDKit          3D

39 39  0  0  0  0  0  0  0  0999 V2000
    4.2907   -1.3460    0.5331 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.3332   -0.2481    0.1938 C   0  0  1  0  0  0  0  0  0  0  0  0
    3.6274    0.2735   -1.0475 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.8831   -0.7477    0.1577 C   0  0  1  0  0  0  0  0  0  0  0  0
    1.0611    0.3803   -0.1451 N   0  0  0  0  0  0  0  0  0  0  0  0
    0.2955    1.0620    0.8552 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.3556    0.6254    2.0541 O   0  0  0  0  0  0  0  0  0  0  0  0
   -0.5281    2.2226    0.5494 C   0  0  2  0  0  0  0  0  0  0  0  0
   -1.1416    2.7379    1.7941 N   0  0  0  0  0  0  0  0  0  0  0  0
   -1.4811    2.1827   -0.5539 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.6362    1.3016   -0.6383 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.4050   -0.1517   -0.6017 C   0  0  1  0  0  0  0  0  0  0  0  0
   -1.5257   -0.5774   -1.6109 O   0  0  0  0  0  0  0  0  0  0  0  0
   -2.3644   -0.8675    0.6762 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.8303   -0.9788    0.5884 N   0  0  0  0  0  0  0  0  0  0  0  0
   -3.7212   -0.9249   -0.7868 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.3293   -1.2885   -1.7905 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.8009   -1.8878   -0.7352 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.1236   -2.0313   -1.7629 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.6018   -3.0087   -0.4033 O   0  0  0  0  0  0  0  0  0  0  0  0
    3.9024   -2.0601    1.2911 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.2065   -0.8937    0.9916 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.6573   -1.8939   -0.3762 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.3596    0.5352    0.9867 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.9365    0.0469   -1.7065 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.6612   -1.0763    1.2097 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.0110    0.7252   -1.1229 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.2189    3.0624    0.2997 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.3108    2.8884    2.4404 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.7683    2.0303    2.2216 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.8444    1.9694   -1.5067 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.8033    3.2755   -0.7791 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.1424    1.5210   -1.6479 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.4181    1.5321    0.1640 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.8151   -1.4285   -2.0169 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.8511   -1.8452    0.5968 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.0682   -0.2484    1.5471 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.5374   -1.0601    1.3537 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.1954   -3.8076    0.0922 H   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  1  0
  2  3  1  0
  2  4  1  0
  4  5  1  0
  5  6  1  0
  6  7  2  0
  6  8  1  0
  8  9  1  0
  8 10  1  0
 10 11  1  0
 11 12  1  0
 12 13  1  6
 12 14  1  0
 14 15  1  0
 15 16  1  0
 16 17  2  0
  4 18  1  0
 18 19  2  0
 18 20  1  0
 16 12  1  0
  1 21  1  0
  1 22  1  0
  1 23  1  0
  2 24  1  1
  3 25  1  0
  4 26  1  1
  5 27  1  0
  8 28  1  6
  9 29  1  0
  9 30  1  0
 10 31  1  0
 10 32  1  0
 11 33  1  0
 11 34  1  0
 13 35  1  0
 14 36  1  0
 14 37  1  0
 15 38  1  0
 20 39  1  0
M  END

View in JSmol View NMR Assignments

Synonyms

Value	Source
2-{[2-amino-4-(3,4-dihydroxy-2,3-dihydroazet-3-yl)-1-hydroxybutylidene]amino}-3-hydroxybutanoate	Generator

Chemical Formula

C₁₁H₁₉N₃O₆

Average Mass

289.2880 Da

Monoisotopic Mass

289.12739 Da

IUPAC Name

(2R,3R)-2-[(2R)-2-amino-4-[(3R)-3-hydroxy-2-oxoazetidin-3-yl]butanamido]-3-hydroxybutanoic acid

Traditional Name

(2R,3R)-2-[(2R)-2-amino-4-[(3R)-3-hydroxy-2-oxoazetidin-3-yl]butanamido]-3-hydroxybutanoic acid

CAS Registry Number

Not Available

SMILES

CC(O)C(NC(=O)C(N)CCC1(O)CNC1=O)C(O)=O

InChI Identifier

InChI=1S/C11H19N3O6/c1-5(15)7(9(17)18)14-8(16)6(12)2-3-11(20)4-13-10(11)19/h5-7,15,20H,2-4,12H2,1H3,(H,13,19)(H,14,16)(H,17,18)

InChI Key

BFSBNVPBVGFFCF-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, D₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 100 MHz, D₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 252 MHz, D₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 1000 MHz, D₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 50 MHz, D₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 200 MHz, D₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 75 MHz, D₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 300 MHz, D₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 101 MHz, D₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 400 MHz, D₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 126 MHz, D₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 500 MHz, D₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 151 MHz, D₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 600 MHz, D₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 176 MHz, D₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 700 MHz, D₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 201 MHz, D₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 800 MHz, D₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 226 MHz, D₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 900 MHz, D₂O, 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
Pseudomonas	NPAtlas	4923261

Chemical Taxonomy

Description

Belongs to the class of organic compounds known as dipeptides. These are organic compounds containing a sequence of exactly two alpha-amino acids joined by a peptide bond.

Kingdom

Organic compounds

Super Class

Organic acids and derivatives

Class

Carboxylic acids and derivatives

Sub Class

Amino acids, peptides, and analogues

Direct Parent

Dipeptides

Alternative Parents

Substituents

Alpha-dipeptide
Monobactam
N-acyl-alpha amino acid or derivatives
N-acyl-alpha-amino acid
Alpha-amino acid amide
Alpha-amino acid or derivatives
Beta-hydroxy acid
Heterocyclic fatty acid
Hydroxy fatty acid
Short-chain hydroxy acid
Fatty amide
N-acyl-amine
Hydroxy acid
Fatty acid
Fatty acyl
Beta-lactam
Tertiary alcohol
Amino acid or derivatives
Azetidine
Amino acid
Carboxamide group
Secondary carboxylic acid amide
Lactam
Secondary alcohol
Organoheterocyclic compound
Azacycle
Carboxylic acid
Monocarboxylic acid or derivatives
Amine
Hydrocarbon derivative
Organic oxygen compound
Carbonyl group
Organic nitrogen compound
Organic oxide
Alcohol
Primary aliphatic amine
Primary amine
Organooxygen compound
Organonitrogen compound
Aliphatic heteromonocyclic compound

Molecular Framework

Aliphatic heteromonocyclic 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	-2.9	ALOGPS
logP	-5.5	ChemAxon
logS	-1	ALOGPS
pKa (Strongest Acidic)	3.32	ChemAxon
pKa (Strongest Basic)	7.84	ChemAxon
Physiological Charge	0	ChemAxon
Hydrogen Acceptor Count	7	ChemAxon
Hydrogen Donor Count	6	ChemAxon
Polar Surface Area	161.98 Å²	ChemAxon
Rotatable Bond Count	7	ChemAxon
Refractivity	65.36 m³·mol⁻¹	ChemAxon
Polarizability	27.24 Å³	ChemAxon
Number of Rings	1	ChemAxon
Bioavailability	Yes	ChemAxon
Rule of Five	No	ChemAxon
Ghose Filter	No	ChemAxon
Veber's Rule	No	ChemAxon
MDDR-like Rule	No	ChemAxon

External Links

NPAtlas ID

NPA015739

HMDB ID

Not Available

DrugBank ID

Not Available

Phenol Explorer Compound ID

Not Available

FoodDB ID

Not Available

KNApSAcK ID

Not Available

Chemspider ID

8079710

KEGG Compound ID

Not Available

BioCyc ID

Not Available

BiGG ID

Not Available

Wikipedia Link

Tabtoxin

METLIN ID

Not Available

PubChem Compound

9904056

PDB ID

Not Available

ChEBI ID

Not Available

Good Scents ID

Not Available

References

General References

Stewart WW: Isolation and proof of structure of wildfire toxin. Nature. 1971 Jan 15;229(5281):174-8. doi: 10.1038/229174a0. [PubMed:4923261 ]
Mitchell PM: The cost-effectiveness of what in health and care?. 2021 Feb. [PubMed:34383398 ]
Authors unspecified: Ozanimod. 2012. [PubMed:34383397 ]
Authors unspecified: Ponesimod. 2012. [PubMed:34383396 ]
Lee J, Cho Y, Choi KH, Hwang I, Oh YL: Metastatic leiomyosarcoma of the thyroid gland: cytologic findings and differential diagnosis. J Pathol Transl Med. 2021 Aug 13. pii: jptm.2021.06.23. doi: 10.4132/jptm.2021.06.23. [PubMed:34384147 ]

Showing NP-Card for Tabtoxin (NP0021501)

MOL for NP0021501 (Tabtoxin)

3D MOL for NP0021501 (Tabtoxin)

3D SDF for NP0021501 (Tabtoxin)

3D-SDF for NP0021501 (Tabtoxin)

PDB for NP0021501 (Tabtoxin)

3D PDB for NP0021501 (Tabtoxin)

SMILES for NP0021501 (Tabtoxin)

INCHI for NP0021501 (Tabtoxin)

Structure for NP0021501 (Tabtoxin)

3D Structure for NP0021501 (Tabtoxin)