MiMeDB: Showing metabocard for Vicibactin-7101 (MMDBc0017569)

Record Information

Version

1.0

Status

Detected and Quantified

Creation Date

2021-05-15 07:54:58 UTC

Update Date

2022-08-31 06:42:38 UTC

Metabolite ID

MMDBc0017569

Metabolite Identification

Common Name

Vicibactin-7101

Description

Vicibactin-7101 belongs to the class of organic compounds known as macrolactams. These are cyclic amides of amino carboxylic acids, having a 1-azacycloalkan-2-one structure, or analogues having unsaturation or heteroatoms replacing one or more carbon atoms of the ring. They are nitrogen analogues (the a nitrogen atom replacing the o atom of the cyclic carboxylic acid group ) of the naturally occurring macrolides. Based on a literature review very few articles have been published on Vicibactin-7101.

Structure

MOL SDF PDB SMILES InChI


  Mrv1652305152109542D          

 51 51  0  0  1  0            999 V2000
    2.9030    2.0973    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.2970    1.4691    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.4834   -5.4416    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.0224    4.2334    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.1932   -1.6722    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.5871   -2.3004    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.4420    3.6470    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.6128   -2.2585    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.3695   -1.5046    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.9756   -0.8764    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.8204    4.0239    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.0068   -2.8868    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.9186    1.0921    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.6753    1.8460    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.8461   -4.0595    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.7010    1.8879    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
    6.0949    1.2597    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
    3.2657   -4.6459    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
    4.6441    3.8564    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
    2.8305   -3.0543    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
    5.9498   -0.9183    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
    3.3383    0.5058    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.4576    2.6418    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.6441   -4.2689    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.0637    3.2700    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.2501   -3.6407    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.7322   -0.1225    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.4264    4.6522    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    3.6285   -3.2637    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    6.7478   -1.1277    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    3.5559   -0.2900    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    7.0380    3.2282    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    5.2244   -3.6825    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    2.5403    0.7152    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    5.6597    2.8512    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    4.8617   -5.0647    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    3.2657    3.4795    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.4521   -3.4312    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    4.9342    0.0869    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    4.3539   -0.4994    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    7.8360    3.0187    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    6.0224   -3.8920    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    4.2813    2.4743    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.4678   -4.4364    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    6.3126    0.4639    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    3.4834    2.6837    0.0000 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.5146    0.6733    0.0000 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.6854   -5.2322    0.0000 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.2244    4.4428    0.0000 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.4108   -2.4679    0.0000 H   0  0  0  0  0  0  0  0  0  0  0  0
    6.1675   -1.7140    0.0000 H   0  0  0  0  0  0  0  0  0  0  0  0
  7  4  1  0  0  0  0
  8  5  1  0  0  0  0
  9  6  1  0  0  0  0
 10  5  1  0  0  0  0
 11  4  1  0  0  0  0
 12  6  1  0  0  0  0
 16  1  1  1  0  0  0
 16 13  1  0  0  0  0
 17  2  1  6  0  0  0
 17 14  1  0  0  0  0
 18  3  1  1  0  0  0
 18 15  1  0  0  0  0
 19  7  1  0  0  0  0
 20  8  1  0  0  0  0
 21  9  1  0  0  0  0
 22 13  1  0  0  0  0
 23 14  1  0  0  0  0
 24 15  1  0  0  0  0
 25 19  1  0  0  0  0
 26 20  1  0  0  0  0
 27 21  1  0  0  0  0
 19 28  1  6  0  0  0
 20 29  1  1  0  0  0
 21 30  1  6  0  0  0
 31 10  1  0  0  0  0
 31 22  1  0  0  0  0
 32 11  1  0  0  0  0
 32 23  1  0  0  0  0
 33 12  1  0  0  0  0
 33 24  1  0  0  0  0
 34 22  2  0  0  0  0
 35 23  2  0  0  0  0
 36 24  2  0  0  0  0
 37 25  2  0  0  0  0
 38 26  2  0  0  0  0
 39 27  2  0  0  0  0
 40 31  1  0  0  0  0
 41 32  1  0  0  0  0
 42 33  1  0  0  0  0
 43 16  1  0  0  0  0
 43 25  1  0  0  0  0
 44 18  1  0  0  0  0
 44 26  1  0  0  0  0
 45 17  1  0  0  0  0
 45 27  1  0  0  0  0
 16 46  1  6  0  0  0
 17 47  1  1  0  0  0
 18 48  1  6  0  0  0
 19 49  1  1  0  0  0
 20 50  1  6  0  0  0
 21 51  1  1  0  0  0
M  END


  Mrv1652305152109542D          

 51 51  0  0  1  0            999 V2000
    2.9030    2.0973    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.2970    1.4691    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.4834   -5.4416    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.0224    4.2334    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.1932   -1.6722    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.5871   -2.3004    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.4420    3.6470    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.6128   -2.2585    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.3695   -1.5046    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.9756   -0.8764    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.8204    4.0239    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.0068   -2.8868    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.9186    1.0921    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.6753    1.8460    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.8461   -4.0595    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.7010    1.8879    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
    6.0949    1.2597    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
    3.2657   -4.6459    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
    4.6441    3.8564    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
    2.8305   -3.0543    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
    5.9498   -0.9183    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
    3.3383    0.5058    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.4576    2.6418    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.6441   -4.2689    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.0637    3.2700    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.2501   -3.6407    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.7322   -0.1225    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.4264    4.6522    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    3.6285   -3.2637    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    6.7478   -1.1277    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    3.5559   -0.2900    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    7.0380    3.2282    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    5.2244   -3.6825    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    2.5403    0.7152    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    5.6597    2.8512    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    4.8617   -5.0647    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    3.2657    3.4795    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.4521   -3.4312    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    4.9342    0.0869    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    4.3539   -0.4994    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    7.8360    3.0187    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    6.0224   -3.8920    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    4.2813    2.4743    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.4678   -4.4364    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    6.3126    0.4639    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    3.4834    2.6837    0.0000 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.5146    0.6733    0.0000 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.6854   -5.2322    0.0000 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.2244    4.4428    0.0000 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.4108   -2.4679    0.0000 H   0  0  0  0  0  0  0  0  0  0  0  0
    6.1675   -1.7140    0.0000 H   0  0  0  0  0  0  0  0  0  0  0  0
  7  4  1  0  0  0  0
  8  5  1  0  0  0  0
  9  6  1  0  0  0  0
 10  5  1  0  0  0  0
 11  4  1  0  0  0  0
 12  6  1  0  0  0  0
 16  1  1  1  0  0  0
 16 13  1  0  0  0  0
 17  2  1  6  0  0  0
 17 14  1  0  0  0  0
 18  3  1  1  0  0  0
 18 15  1  0  0  0  0
 19  7  1  0  0  0  0
 20  8  1  0  0  0  0
 21  9  1  0  0  0  0
 22 13  1  0  0  0  0
 23 14  1  0  0  0  0
 24 15  1  0  0  0  0
 25 19  1  0  0  0  0
 26 20  1  0  0  0  0
 27 21  1  0  0  0  0
 19 28  1  6  0  0  0
 20 29  1  1  0  0  0
 21 30  1  6  0  0  0
 31 10  1  0  0  0  0
 31 22  1  0  0  0  0
 32 11  1  0  0  0  0
 32 23  1  0  0  0  0
 33 12  1  0  0  0  0
 33 24  1  0  0  0  0
 34 22  2  0  0  0  0
 35 23  2  0  0  0  0
 36 24  2  0  0  0  0
 37 25  2  0  0  0  0
 38 26  2  0  0  0  0
 39 27  2  0  0  0  0
 40 31  1  0  0  0  0
 41 32  1  0  0  0  0
 42 33  1  0  0  0  0
 43 16  1  0  0  0  0
 43 25  1  0  0  0  0
 44 18  1  0  0  0  0
 44 26  1  0  0  0  0
 45 17  1  0  0  0  0
 45 27  1  0  0  0  0
 16 46  1  6  0  0  0
 17 47  1  1  0  0  0
 18 48  1  6  0  0  0
 19 49  1  1  0  0  0
 20 50  1  6  0  0  0
 21 51  1  1  0  0  0
M  END
> <DATABASE_ID>
MMDBc0017569

> <DATABASE_NAME>
MIME

> <SMILES>
[H][C@@]1(C)CC(=O)N(O)CCC[C@@]([H])(N)C(=O)O[C@]([H])(C)CC(=O)N(O)CCC[C@@]([H])(N)C(=O)O[C@]([H])(C)CC(=O)N(O)CCC[C@@]([H])(N)C(=O)O1

> <INCHI_IDENTIFIER>
InChI=1S/C27H48N6O12/c1-16-13-22(34)31(40)10-5-8-20(29)26(38)44-18(3)15-24(36)33(42)12-6-9-21(30)27(39)45-17(2)14-23(35)32(41)11-4-7-19(28)25(37)43-16/h16-21,40-42H,4-15,28-30H2,1-3H3/t16-,17-,18-,19-,20-,21-/m1/s1

> <INCHI_KEY>
QKQHATWRIIIRSS-UCGFNCKJSA-N

> <FORMULA>
C27H48N6O12

> <MOLECULAR_WEIGHT>
648.711

> <EXACT_MASS>
648.33302101

> <JCHEM_ACCEPTOR_COUNT>
12

> <JCHEM_ATOM_COUNT>
93

> <JCHEM_AVERAGE_POLARIZABILITY>
66.92122224313326

> <JCHEM_BIOAVAILABILITY>
0

> <JCHEM_DONOR_COUNT>
6

> <JCHEM_FORMAL_CHARGE>
0

> <JCHEM_GHOSE_FILTER>
0

> <JCHEM_IUPAC>
(2R,9R,12R,19R,22R,29R)-9,19,29-triamino-5,15,25-trihydroxy-2,12,22-trimethyl-1,11,21-trioxa-5,15,25-triazacyclotriacontane-4,10,14,20,24,30-hexone

> <ALOGPS_LOGP>
-0.32

> <JCHEM_LOGP>
-3.1089260415976514

> <ALOGPS_LOGS>
-2.81

> <JCHEM_MDDR_LIKE_RULE>
0

> <JCHEM_NUMBER_OF_RINGS>
1

> <JCHEM_PHYSIOLOGICAL_CHARGE>
2

> <JCHEM_PKA>
8.414142186534967

> <JCHEM_PKA_STRONGEST_ACIDIC>
8.006030500935074

> <JCHEM_PKA_STRONGEST_BASIC>
7.461506635584473

> <JCHEM_POLAR_SURFACE_AREA>
278.58

> <JCHEM_REFRACTIVITY>
155.23530000000005

> <JCHEM_ROTATABLE_BOND_COUNT>
0

> <JCHEM_RULE_OF_FIVE>
0

> <ALOGPS_SOLUBILITY>
9.97e-01 g/l

> <JCHEM_TRADITIONAL_IUPAC>
(2R,9R,12R,19R,22R,29R)-9,19,29-triamino-5,15,25-trihydroxy-2,12,22-trimethyl-1,11,21-trioxa-5,15,25-triazacyclotriacontane-4,10,14,20,24,30-hexone

> <JCHEM_VEBER_RULE>
0

$$$$

HEADER    PROTEIN                                 15-MAY-21   NONE
TITLE     NULL                                                        
COMPND    NULL                                                        
SOURCE    NULL                                                        
KEYWDS    NULL                                                        
EXPDTA    NULL                                                        
AUTHOR    Marvin                                                      
REVDAT   1   15-MAY-21         0                                  
HETATM    1  C   UNK     0       5.419   3.915   0.000  0.00  0.00           C+0
HETATM    2  C   UNK     0       9.888   2.742   0.000  0.00  0.00           C+0
HETATM    3  C   UNK     0       6.502 -10.158   0.000  0.00  0.00           C+0
HETATM    4  C   UNK     0      11.242   7.902   0.000  0.00  0.00           C+0
HETATM    5  C   UNK     0       5.961  -3.121   0.000  0.00  0.00           C+0
HETATM    6  C   UNK     0      10.429  -4.294   0.000  0.00  0.00           C+0
HETATM    7  C   UNK     0      10.158   6.808   0.000  0.00  0.00           C+0
HETATM    8  C   UNK     0       4.877  -4.216   0.000  0.00  0.00           C+0
HETATM    9  C   UNK     0      10.023  -2.809   0.000  0.00  0.00           C+0
HETATM   10  C   UNK     0       5.554  -1.636   0.000  0.00  0.00           C+0
HETATM   11  C   UNK     0      12.731   7.511   0.000  0.00  0.00           C+0
HETATM   12  C   UNK     0       9.346  -5.389   0.000  0.00  0.00           C+0
HETATM   13  C   UNK     0       7.315   2.039   0.000  0.00  0.00           C+0
HETATM   14  C   UNK     0      12.461   3.446   0.000  0.00  0.00           C+0
HETATM   15  C   UNK     0       7.179  -7.578   0.000  0.00  0.00           C+0
HETATM   16  C   UNK     0       6.909   3.524   0.000  0.00  0.00           C+0
HETATM   17  C   UNK     0      11.377   2.351   0.000  0.00  0.00           C+0
HETATM   18  C   UNK     0       6.096  -8.672   0.000  0.00  0.00           C+0
HETATM   19  C   UNK     0       8.669   7.199   0.000  0.00  0.00           C+0
HETATM   20  C   UNK     0       5.284  -5.701   0.000  0.00  0.00           C+0
HETATM   21  C   UNK     0      11.106  -1.714   0.000  0.00  0.00           C+0
HETATM   22  C   UNK     0       6.231   0.944   0.000  0.00  0.00           C+0
HETATM   23  C   UNK     0      12.054   4.931   0.000  0.00  0.00           C+0
HETATM   24  C   UNK     0       8.669  -7.969   0.000  0.00  0.00           C+0
HETATM   25  C   UNK     0       7.586   6.104   0.000  0.00  0.00           C+0
HETATM   26  C   UNK     0       4.200  -6.796   0.000  0.00  0.00           C+0
HETATM   27  C   UNK     0      10.700  -0.229   0.000  0.00  0.00           C+0
HETATM   28  N   UNK     0       8.263   8.684   0.000  0.00  0.00           N+0
HETATM   29  N   UNK     0       6.773  -6.092   0.000  0.00  0.00           N+0
HETATM   30  N   UNK     0      12.596  -2.105   0.000  0.00  0.00           N+0
HETATM   31  N   UNK     0       6.638  -0.541   0.000  0.00  0.00           N+0
HETATM   32  N   UNK     0      13.138   6.026   0.000  0.00  0.00           N+0
HETATM   33  N   UNK     0       9.752  -6.874   0.000  0.00  0.00           N+0
HETATM   34  O   UNK     0       4.742   1.335   0.000  0.00  0.00           O+0
HETATM   35  O   UNK     0      10.565   5.322   0.000  0.00  0.00           O+0
HETATM   36  O   UNK     0       9.075  -9.454   0.000  0.00  0.00           O+0
HETATM   37  O   UNK     0       6.096   6.495   0.000  0.00  0.00           O+0
HETATM   38  O   UNK     0       2.711  -6.405   0.000  0.00  0.00           O+0
HETATM   39  O   UNK     0       9.211   0.162   0.000  0.00  0.00           O+0
HETATM   40  O   UNK     0       8.127  -0.932   0.000  0.00  0.00           O+0
HETATM   41  O   UNK     0      14.627   5.635   0.000  0.00  0.00           O+0
HETATM   42  O   UNK     0      11.242  -7.265   0.000  0.00  0.00           O+0
HETATM   43  O   UNK     0       7.992   4.619   0.000  0.00  0.00           O+0
HETATM   44  O   UNK     0       4.606  -8.281   0.000  0.00  0.00           O+0
HETATM   45  O   UNK     0      11.783   0.866   0.000  0.00  0.00           O+0
HETATM   46  H   UNK     0       6.502   5.010   0.000  0.00  0.00           H+0
HETATM   47  H   UNK     0      10.294   1.257   0.000  0.00  0.00           H+0
HETATM   48  H   UNK     0       5.013  -9.767   0.000  0.00  0.00           H+0
HETATM   49  H   UNK     0       9.752   8.293   0.000  0.00  0.00           H+0
HETATM   50  H   UNK     0       6.367  -4.607   0.000  0.00  0.00           H+0
HETATM   51  H   UNK     0      11.513  -3.200   0.000  0.00  0.00           H+0
CONECT    1   16                                                            
CONECT    2   17                                                            
CONECT    3   18                                                            
CONECT    4    7   11                                                       
CONECT    5    8   10                                                       
CONECT    6    9   12                                                       
CONECT    7    4   19                                                       
CONECT    8    5   20                                                       
CONECT    9    6   21                                                       
CONECT   10    5   31                                                       
CONECT   11    4   32                                                       
CONECT   12    6   33                                                       
CONECT   13   16   22                                                       
CONECT   14   17   23                                                       
CONECT   15   18   24                                                       
CONECT   16    1   13   43   46                                             
CONECT   17    2   14   45   47                                             
CONECT   18    3   15   44   48                                             
CONECT   19    7   25   28   49                                             
CONECT   20    8   26   29   50                                             
CONECT   21    9   27   30   51                                             
CONECT   22   13   31   34                                                  
CONECT   23   14   32   35                                                  
CONECT   24   15   33   36                                                  
CONECT   25   19   37   43                                                  
CONECT   26   20   38   44                                                  
CONECT   27   21   39   45                                                  
CONECT   28   19                                                            
CONECT   29   20                                                            
CONECT   30   21                                                            
CONECT   31   10   22   40                                                  
CONECT   32   11   23   41                                                  
CONECT   33   12   24   42                                                  
CONECT   34   22                                                            
CONECT   35   23                                                            
CONECT   36   24                                                            
CONECT   37   25                                                            
CONECT   38   26                                                            
CONECT   39   27                                                            
CONECT   40   31                                                            
CONECT   41   32                                                            
CONECT   42   33                                                            
CONECT   43   16   25                                                       
CONECT   44   18   26                                                       
CONECT   45   17   27                                                       
CONECT   46   16                                                            
CONECT   47   17                                                            
CONECT   48   18                                                            
CONECT   49   19                                                            
CONECT   50   20                                                            
CONECT   51   21                                                            
MASTER        0    0    0    0    0    0    0    0   51    0  102    0
END

Synonyms

Not Available

Molecular Formula

C₂₇H₄₈N₆O₁₂

Average Mass

648.711

Monoisotopic Mass

648.33302101

IUPAC Name

(2R,9R,12R,19R,22R,29R)-9,19,29-triamino-5,15,25-trihydroxy-2,12,22-trimethyl-1,11,21-trioxa-5,15,25-triazacyclotriacontane-4,10,14,20,24,30-hexone

Traditional Name

(2R,9R,12R,19R,22R,29R)-9,19,29-triamino-5,15,25-trihydroxy-2,12,22-trimethyl-1,11,21-trioxa-5,15,25-triazacyclotriacontane-4,10,14,20,24,30-hexone

CAS Registry Number

Not Available

SMILES

[H][C@@]1(C)CC(=O)N(O)CCC[C@@]([H])(N)C(=O)O[C@]([H])(C)CC(=O)N(O)CCC[C@@]([H])(N)C(=O)O[C@]([H])(C)CC(=O)N(O)CCC[C@@]([H])(N)C(=O)O1

InChI Identifier

InChI=1S/C27H48N6O12/c1-16-13-22(34)31(40)10-5-8-20(29)26(38)44-18(3)15-24(36)33(42)12-6-9-21(30)27(39)45-17(2)14-23(35)32(41)11-4-7-19(28)25(37)43-16/h16-21,40-42H,4-15,28-30H2,1-3H3/t16-,17-,18-,19-,20-,21-/m1/s1

InChI Key

QKQHATWRIIIRSS-UCGFNCKJSA-N

Chemical Taxonomy

Description

Belongs to the class of organic compounds known as macrolactams. These are cyclic amides of amino carboxylic acids, having a 1-azacycloalkan-2-one structure, or analogues having unsaturation or heteroatoms replacing one or more carbon atoms of the ring. They are nitrogen analogues (the a nitrogen atom replacing the o atom of the cyclic carboxylic acid group ) of the naturally occurring macrolides.

Kingdom

Organic compounds

Super Class

Phenylpropanoids and polyketides

Class

Macrolactams

Sub Class

Not Available

Direct Parent

Macrolactams

Alternative Parents

Substituents

Alpha-amino acid ester
Macrolactam
Macrolide
Alpha-amino acid or derivatives
Tricarboxylic acid or derivatives
Amino acid or derivatives
Carboxylic acid ester
Hydroxamic acid
Lactone
Carboxylic acid derivative
Oxacycle
Azacycle
Organoheterocyclic compound
Polyol
Amine
Organic oxygen compound
Organic nitrogen compound
Hydrocarbon derivative
Organic oxide
Carbonyl group
Primary aliphatic amine
Organonitrogen compound
Organooxygen compound
Organopnictogen compound
Primary amine
Aliphatic heteromonocyclic compound

Molecular Framework

Aliphatic heteromonocyclic compounds

External Descriptors

Not Available

Functional Ontology

Not Available

Physical Properties

State

Expected Solid

Predicted Properties

Property	Value	Source
Water Solubility	1 g/L	ALOGPS
logP	-0.32	ALOGPS
logP	-3.1	ChemAxon
logS	-2.8	ALOGPS
pKa (Strongest Acidic)	8.01	ChemAxon
pKa (Strongest Basic)	7.46	ChemAxon
Physiological Charge	2	ChemAxon
Hydrogen Acceptor Count	12	ChemAxon
Hydrogen Donor Count	6	ChemAxon
Polar Surface Area	278.58 Å²	ChemAxon
Rotatable Bond Count	0	ChemAxon
Refractivity	155.24 m³·mol⁻¹	ChemAxon
Polarizability	66.92 Å³	ChemAxon
Number of Rings	1	ChemAxon
Bioavailability	No	ChemAxon
Rule of Five	No	ChemAxon
Ghose Filter	No	ChemAxon
Veber's Rule	No	ChemAxon
MDDR-like Rule	No	ChemAxon

Spectra

Spectrum Type	Description	Splash Key	Deposition Date	View
Predicted GC-MS	Predicted GC-MS Spectrum - GC-MS (TMS_2_1) - 70eV, Positive	Not Available	2022-08-08	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 10V, Positive	Not Available	2022-08-10	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 20V, Positive	Not Available	2022-08-10	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 40V, Positive	Not Available	2022-08-10	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 10V, Negative	Not Available	2022-08-10	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 20V, Negative	Not Available	2022-08-10	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 40V, Negative	Not Available	2022-08-10	View Spectrum
MS	Mass Spectrum (Electron Ionization)	Not Available	2022-08-06	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 100 MHz, H₂O, predicted)		2022-08-21	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 100 MHz, H₂O, predicted)		2022-08-21	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 1000 MHz, H₂O, predicted)		2022-08-21	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 1000 MHz, H₂O, predicted)		2022-08-21	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 200 MHz, H₂O, predicted)		2022-08-21	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 200 MHz, H₂O, predicted)		2022-08-21	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 300 MHz, H₂O, predicted)		2022-08-21	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 300 MHz, H₂O, predicted)		2022-08-21	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 400 MHz, H₂O, predicted)		2022-08-21	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 400 MHz, H₂O, predicted)		2022-08-21	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 500 MHz, H₂O, predicted)		2022-08-21	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 500 MHz, H₂O, predicted)		2022-08-21	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 600 MHz, H₂O, predicted)		2022-08-21	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 600 MHz, H₂O, predicted)		2022-08-21	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 700 MHz, H₂O, predicted)		2022-08-21	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 700 MHz, H₂O, predicted)		2022-08-21	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 800 MHz, H₂O, predicted)		2022-08-21	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 800 MHz, H₂O, predicted)		2022-08-21	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 900 MHz, H₂O, predicted)		2022-08-21	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 900 MHz, H₂O, predicted)		2022-08-21	View Spectrum

Biological Properties

Cellular Locations

Not Available

Biospecimen Locations

Not Available

Tissue Locations

Not Available

Associated OMIM IDs

114500 (Colorectal cancer)
610247 (Eosinophilic esophagitis)

Human Proteins and Enzymes

Protein ID	Protein Name	Protein Type	Uniprot ID	Species

Human Pathways

Pathways

Name	SMPDB/PathBank

Metabolic Reactions

Not Available

Health Effects and Bioactivity

Health Outcome/Bioactivity	Metabolite Response/Effect	Evidence Type	Host and Biospecimen	Data Source	Reference

Microbial Sources

Superkingdom/Kingdom	Phylum	Total species	Hosts and Body Sites	Microbial Links
Bacteria	Proteobacteria	1	Human feces	Metabolic reconstruction

Exposure Sources

Source Type	Source Sub-type	Species	Data Source	Reference

Host Biospecimen and Location

Host and Biospecimen	Status	Mean	Std	Min	Max	Units	Age	Sex	Health Condition	Data Source	Reference

External Links

HMDB ID

Not Available

DrugBank ID

Not Available

Phenol Explorer Compound ID

Not Available

FooDB ID

Not Available

KNApSAcK ID

Not Available

Chemspider ID

78439973

KEGG Compound ID

Not Available

BioCyc ID

Not Available

BiGG ID

Not Available

Wikipedia Link

Not Available

METLIN ID

Not Available

PubChem Compound

139587939

PDB ID

Not Available

ChEBI ID

Not Available

Food Biomarker Ontology

Not Available

References

Synthesis Reference

Not Available

General References

van Santen JA, Poynton EF, Iskakova D, McMann E, Alsup TA, Clark TN, Fergusson CH, Fewer DP, Hughes AH, McCadden CA, Parra J, Soldatou S, Rudolf JD, Janssen EM, Duncan KR, Linington RG: The Natural Products Atlas 2.0: a database of microbially-derived natural products. Nucleic Acids Res. 2022 Jan 7;50(D1):D1317-D1323. doi: 10.1093/nar/gkab941. [PubMed:34718710 ]

Showing metabocard for Vicibactin-7101 (MMDBc0017569)

MOL for #<Metabolite:0x00007feca8471c78>

3D MOL for #<Metabolite:0x00007feca8471c78>

3D SDF for #<Metabolite:0x00007feca8471c78>

3D-SDF for #<Metabolite:0x00007feca8471c78>

PDB for #<Metabolite:0x00007feca8471c78>

3D PDB for #<Metabolite:0x00007feca8471c78>

SMILES for #<Metabolite:0x00007feca8471c78>

INCHI for #<Metabolite:0x00007feca8471c78>

Structure for #<Metabolite:0x00007feca8471c78>

3D Structure for #<Metabolite:0x00007feca8471c78>