MiMeDB: Showing metabocard for Dudawalamide D (MMDBc0022340)

Record Information

Version

1.0

Status

Detected and Quantified

Creation Date

2021-05-15 12:27:57 UTC

Update Date

2022-08-31 06:47:39 UTC

Metabolite ID

MMDBc0022340

Metabolite Identification

Common Name

Dudawalamide D

Description

Dudawalamide D belongs to the class of organic compounds known as cyclic depsipeptides. These are natural or synthetic compounds having sequences of amino and hydroxy carboxylic acid residues (usually α-amino and α-hydroxy acids) connected in a ring. The residues are commonly but not necessarily regularly alternating. Based on a literature review very few articles have been published on Dudawalamide D.

Structure

MOL SDF PDB SMILES InChI


  Mrv1652305152114272D          

 65 67  0  0  1  0            999 V2000
    2.8579   -2.4750    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    8.5737    2.4750    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    8.5737   -4.1250    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    9.2881   -2.8875    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    9.2881   -1.2375    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    8.5737   -0.0000    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    8.5737    0.8250    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.6178   -3.5692    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.1481   -4.4877    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.7158    0.8250    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    9.3941   -1.7362    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
    7.8592    2.0625    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.2868   -3.3000    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.4289   -0.0000    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.0013   -2.8875    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.1434   -0.4125    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.4289    0.8250    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.7078    3.3682    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.8579   -0.0000    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.1434    1.2375    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.8873    3.2820    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.7158   -3.3000    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.0433    2.6145    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.5724    1.2375    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.0013   -1.2375    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    8.5737   -3.3000    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    8.5737   -0.8250    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.8592    1.2375    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
    2.8579    0.8250    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.7158    2.4750    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
    4.2868    0.8250    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
    6.4302   -2.8875    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
    5.7158   -1.6500    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.8592   -2.8875    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
    7.8592   -1.2375    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
    7.1447    0.8250    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
    4.2868   -0.0000    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.0013    2.0625    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    8.5737   -2.4750    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.4302    1.2375    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.8592   -0.4125    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.1447   -4.1250    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.4302   -3.7125    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.0013   -0.4125    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    7.8592   -3.7125    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    5.0013    1.2375    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    8.5737   -1.6500    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    6.4302    2.0625    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    6.4302   -1.2375    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    3.5724   -0.4125    0.0000 O   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
    9.3941   -2.3888    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    6.0947    0.4838    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    8.1947    0.3412    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    7.1447   -4.9500    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    5.7158   -2.4750    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    7.1447   -0.0000    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    8.5737    1.6500    0.0000 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.0483    2.9599    0.0000 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.2868    1.6500    0.0000 H   0  0  0  0  0  0  0  0  0  0  0  0
    7.1447   -2.4750    0.0000 H   0  0  0  0  0  0  0  0  0  0  0  0
    7.1447   -3.3000    0.0000 H   0  0  0  0  0  0  0  0  0  0  0  0
    7.1447   -1.6500    0.0000 H   0  0  0  0  0  0  0  0  0  0  0  0
    7.8592    0.4125    0.0000 H   0  0  0  0  0  0  0  0  0  0  0  0
 12  1  3  0  0  0  0
 13  2  1  0  0  0  0
 14 12  1  0  0  0  0
 16 14  1  0  0  0  0
 17 15  2  0  0  0  0
 18 15  1  0  0  0  0
 20 17  1  0  0  0  0
 21 18  2  0  0  0  0
 22 19  1  0  0  0  0
 23 16  1  0  0  0  0
 24 19  1  0  0  0  0
 27  3  1  0  0  0  0
 27  4  1  0  0  0  0
 28  5  1  0  0  0  0
 28  6  1  0  0  0  0
 29  7  1  6  0  0  0
 29 13  1  0  0  0  0
 30 20  2  0  0  0  0
 30 21  1  0  0  0  0
 30 25  1  0  0  0  0
 31 22  1  0  0  0  0
 32 25  1  6  0  0  0
 33 23  1  1  0  0  0
 34 26  1  0  0  0  0
 35 27  1  1  0  0  0
 36 28  1  1  0  0  0
 37 29  1  1  0  0  0
 38 32  1  0  0  0  0
 39 31  1  0  0  0  0
 40 35  1  0  0  0  0
 41 37  1  0  0  0  0
 42 36  1  0  0  0  0
 44  8  1  0  0  0  0
 44  9  1  0  0  0  0
 44 33  1  0  0  0  0
 44 43  1  0  0  0  0
 45 26  1  4  0  0  0
 45 38  2  0  0  0  0
 46 35  1  0  0  0  0
 46 43  2  0  0  0  0
 47 10  1  0  0  0  0
 47 32  1  0  0  0  0
 47 39  1  0  0  0  0
 48 11  1  0  0  0  0
 48 36  1  0  0  0  0
 48 40  1  0  0  0  0
 49 24  1  0  0  0  0
 49 31  1  0  0  0  0
 49 41  1  0  0  0  0
 50 34  2  0  0  0  0
 51 38  1  0  0  0  0
 52 39  2  0  0  0  0
 53 40  2  0  0  0  0
 54 41  2  0  0  0  0
 55 42  2  0  0  0  0
 43 56  1  4  0  0  0
 57 33  1  0  0  0  0
 57 34  1  0  0  0  0
 58 37  1  0  0  0  0
 58 42  1  0  0  0  0
 29 59  1  1  0  0  0
 31 60  1  1  0  0  0
 32 61  1  1  0  0  0
 33 62  1  1  0  0  0
 35 63  1  1  0  0  0
 36 64  1  1  0  0  0
 37 65  1  6  0  0  0
M  END


  Mrv1652305152114272D          

 65 67  0  0  1  0            999 V2000
    2.8579   -2.4750    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    8.5737    2.4750    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    8.5737   -4.1250    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    9.2881   -2.8875    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    9.2881   -1.2375    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    8.5737   -0.0000    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    8.5737    0.8250    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.6178   -3.5692    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.1481   -4.4877    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.7158    0.8250    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    9.3941   -1.7362    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
    7.8592    2.0625    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.2868   -3.3000    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.4289   -0.0000    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.0013   -2.8875    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.1434   -0.4125    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.4289    0.8250    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.7078    3.3682    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.8579   -0.0000    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.1434    1.2375    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.8873    3.2820    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.7158   -3.3000    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.0433    2.6145    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.5724    1.2375    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.0013   -1.2375    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    8.5737   -3.3000    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    8.5737   -0.8250    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.8592    1.2375    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
    2.8579    0.8250    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.7158    2.4750    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
    4.2868    0.8250    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
    6.4302   -2.8875    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
    5.7158   -1.6500    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.8592   -2.8875    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
    7.8592   -1.2375    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
    7.1447    0.8250    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
    4.2868   -0.0000    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.0013    2.0625    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    8.5737   -2.4750    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.4302    1.2375    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.8592   -0.4125    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.1447   -4.1250    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.4302   -3.7125    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.0013   -0.4125    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    7.8592   -3.7125    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    5.0013    1.2375    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    8.5737   -1.6500    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    6.4302    2.0625    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    6.4302   -1.2375    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    3.5724   -0.4125    0.0000 O   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
    9.3941   -2.3888    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    6.0947    0.4838    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    8.1947    0.3412    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    7.1447   -4.9500    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    5.7158   -2.4750    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    7.1447   -0.0000    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    8.5737    1.6500    0.0000 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.0483    2.9599    0.0000 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.2868    1.6500    0.0000 H   0  0  0  0  0  0  0  0  0  0  0  0
    7.1447   -2.4750    0.0000 H   0  0  0  0  0  0  0  0  0  0  0  0
    7.1447   -3.3000    0.0000 H   0  0  0  0  0  0  0  0  0  0  0  0
    7.1447   -1.6500    0.0000 H   0  0  0  0  0  0  0  0  0  0  0  0
    7.8592    0.4125    0.0000 H   0  0  0  0  0  0  0  0  0  0  0  0
 12  1  3  0  0  0  0
 13  2  1  0  0  0  0
 14 12  1  0  0  0  0
 16 14  1  0  0  0  0
 17 15  2  0  0  0  0
 18 15  1  0  0  0  0
 20 17  1  0  0  0  0
 21 18  2  0  0  0  0
 22 19  1  0  0  0  0
 23 16  1  0  0  0  0
 24 19  1  0  0  0  0
 27  3  1  0  0  0  0
 27  4  1  0  0  0  0
 28  5  1  0  0  0  0
 28  6  1  0  0  0  0
 29  7  1  6  0  0  0
 29 13  1  0  0  0  0
 30 20  2  0  0  0  0
 30 21  1  0  0  0  0
 30 25  1  0  0  0  0
 31 22  1  0  0  0  0
 32 25  1  6  0  0  0
 33 23  1  1  0  0  0
 34 26  1  0  0  0  0
 35 27  1  1  0  0  0
 36 28  1  1  0  0  0
 37 29  1  1  0  0  0
 38 32  1  0  0  0  0
 39 31  1  0  0  0  0
 40 35  1  0  0  0  0
 41 37  1  0  0  0  0
 42 36  1  0  0  0  0
 44  8  1  0  0  0  0
 44  9  1  0  0  0  0
 44 33  1  0  0  0  0
 44 43  1  0  0  0  0
 45 26  1  4  0  0  0
 45 38  2  0  0  0  0
 46 35  1  0  0  0  0
 46 43  2  0  0  0  0
 47 10  1  0  0  0  0
 47 32  1  0  0  0  0
 47 39  1  0  0  0  0
 48 11  1  0  0  0  0
 48 36  1  0  0  0  0
 48 40  1  0  0  0  0
 49 24  1  0  0  0  0
 49 31  1  0  0  0  0
 49 41  1  0  0  0  0
 50 34  2  0  0  0  0
 51 38  1  0  0  0  0
 52 39  2  0  0  0  0
 53 40  2  0  0  0  0
 54 41  2  0  0  0  0
 55 42  2  0  0  0  0
 43 56  1  4  0  0  0
 57 33  1  0  0  0  0
 57 34  1  0  0  0  0
 58 37  1  0  0  0  0
 58 42  1  0  0  0  0
 29 59  1  1  0  0  0
 31 60  1  1  0  0  0
 32 61  1  1  0  0  0
 33 62  1  1  0  0  0
 35 63  1  1  0  0  0
 36 64  1  1  0  0  0
 37 65  1  6  0  0  0
M  END
> <DATABASE_ID>
MMDBc0022340

> <DATABASE_NAME>
MIME

> <SMILES>
[H][C@](C)(CC)[C@@]1([H])OC(=O)[C@]([H])(C(C)C)N(C)C(=O)[C@@]([H])(N=C(O)C(C)(C)[C@]([H])(CCCC#C)OC(=O)CN=C(O)[C@]([H])(CC2=CC=CC=C2)N(C)C(=O)[C@]2([H])CCCN2C1=O)C(C)C

> <INCHI_IDENTIFIER>
InChI=1S/C44H65N5O9/c1-12-14-16-23-33-44(8,9)43(56)46-35(27(3)4)40(53)48(11)36(28(5)6)42(55)58-37(29(7)13-2)41(54)49-24-19-22-31(49)39(52)47(10)32(25-30-20-17-15-18-21-30)38(51)45-26-34(50)57-33/h1,15,17-18,20-21,27-29,31-33,35-37H,13-14,16,19,22-26H2,2-11H3,(H,45,51)(H,46,56)/t29-,31-,32-,33-,35-,36-,37+/m0/s1

> <INCHI_KEY>
YHMPIYZQVBVDCW-UKQDKWHSSA-N

> <FORMULA>
C44H65N5O9

> <MOLECULAR_WEIGHT>
808.03

> <EXACT_MASS>
807.478228693

> <JCHEM_ACCEPTOR_COUNT>
9

> <JCHEM_ATOM_COUNT>
123

> <JCHEM_AVERAGE_POLARIZABILITY>
86.72429690612401

> <JCHEM_BIOAVAILABILITY>
0

> <JCHEM_DONOR_COUNT>
2

> <JCHEM_FORMAL_CHARGE>
0

> <JCHEM_GHOSE_FILTER>
0

> <JCHEM_IUPAC>
(3S,9S,13S,16S,19R,24aS)-3-benzyl-19-[(2S)-butan-2-yl]-4,11-dihydroxy-2,10,10,15-tetramethyl-9-(pent-4-yn-1-yl)-13,16-bis(propan-2-yl)-1H,2H,3H,6H,7H,9H,10H,13H,14H,15H,16H,17H,19H,20H,22H,23H,24H,24aH-pyrrolo[2,1-i]1,13-dioxa-4,7,10,16,19-pentaazacyclodocosane-1,7,14,17,20-pentone

> <ALOGPS_LOGP>
4.35

> <JCHEM_LOGP>
6.489428369333332

> <ALOGPS_LOGS>
-5.10

> <JCHEM_MDDR_LIKE_RULE>
1

> <JCHEM_NUMBER_OF_RINGS>
3

> <JCHEM_PHYSIOLOGICAL_CHARGE>
0

> <JCHEM_PKA>
5.078154987152053

> <JCHEM_PKA_STRONGEST_ACIDIC>
4.273930222467211

> <JCHEM_PKA_STRONGEST_BASIC>
1.5713874914708634

> <JCHEM_POLAR_SURFACE_AREA>
178.70999999999995

> <JCHEM_REFRACTIVITY>
217.90940000000012

> <JCHEM_ROTATABLE_BOND_COUNT>
9

> <JCHEM_RULE_OF_FIVE>
0

> <ALOGPS_SOLUBILITY>
6.37e-03 g/l

> <JCHEM_TRADITIONAL_IUPAC>
(3S,9S,13S,16S,19R,24aS)-3-benzyl-19-[(2S)-butan-2-yl]-4,11-dihydroxy-13,16-diisopropyl-2,10,10,15-tetramethyl-9-(pent-4-yn-1-yl)-3H,6H,9H,13H,16H,19H,22H,23H,24H,24aH-pyrrolo[2,1-i]1,13-dioxa-4,7,10,16,19-pentaazacyclodocosane-1,7,14,17,20-pentone

> <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       5.335  -4.620   0.000  0.00  0.00           C+0
HETATM    2  C   UNK     0      16.004   4.620   0.000  0.00  0.00           C+0
HETATM    3  C   UNK     0      16.004  -7.700   0.000  0.00  0.00           C+0
HETATM    4  C   UNK     0      17.338  -5.390   0.000  0.00  0.00           C+0
HETATM    5  C   UNK     0      17.338  -2.310   0.000  0.00  0.00           C+0
HETATM    6  C   UNK     0      16.004  -0.000   0.000  0.00  0.00           C+0
HETATM    7  C   UNK     0      16.004   1.540   0.000  0.00  0.00           C+0
HETATM    8  C   UNK     0      10.487  -6.663   0.000  0.00  0.00           C+0
HETATM    9  C   UNK     0      11.476  -8.377   0.000  0.00  0.00           C+0
HETATM   10  C   UNK     0      10.669   1.540   0.000  0.00  0.00           C+0
HETATM   11  C   UNK     0      17.536  -3.241   0.000  0.00  0.00           C+0
HETATM   12  C   UNK     0       6.668  -5.390   0.000  0.00  0.00           C+0
HETATM   13  C   UNK     0      14.670   3.850   0.000  0.00  0.00           C+0
HETATM   14  C   UNK     0       8.002  -6.160   0.000  0.00  0.00           C+0
HETATM   15  C   UNK     0       2.667  -0.000   0.000  0.00  0.00           C+0
HETATM   16  C   UNK     0       9.336  -5.390   0.000  0.00  0.00           C+0
HETATM   17  C   UNK     0       4.001  -0.770   0.000  0.00  0.00           C+0
HETATM   18  C   UNK     0       2.667   1.540   0.000  0.00  0.00           C+0
HETATM   19  C   UNK     0      12.521   6.287   0.000  0.00  0.00           C+0
HETATM   20  C   UNK     0       5.335  -0.000   0.000  0.00  0.00           C+0
HETATM   21  C   UNK     0       4.001   2.310   0.000  0.00  0.00           C+0
HETATM   22  C   UNK     0      10.990   6.126   0.000  0.00  0.00           C+0
HETATM   23  C   UNK     0      10.669  -6.160   0.000  0.00  0.00           C+0
HETATM   24  C   UNK     0      13.148   4.880   0.000  0.00  0.00           C+0
HETATM   25  C   UNK     0       6.668   2.310   0.000  0.00  0.00           C+0
HETATM   26  C   UNK     0       9.336  -2.310   0.000  0.00  0.00           C+0
HETATM   27  C   UNK     0      16.004  -6.160   0.000  0.00  0.00           C+0
HETATM   28  C   UNK     0      16.004  -1.540   0.000  0.00  0.00           C+0
HETATM   29  C   UNK     0      14.670   2.310   0.000  0.00  0.00           C+0
HETATM   30  C   UNK     0       5.335   1.540   0.000  0.00  0.00           C+0
HETATM   31  C   UNK     0      10.669   4.620   0.000  0.00  0.00           C+0
HETATM   32  C   UNK     0       8.002   1.540   0.000  0.00  0.00           C+0
HETATM   33  C   UNK     0      12.003  -5.390   0.000  0.00  0.00           C+0
HETATM   34  C   UNK     0      10.669  -3.080   0.000  0.00  0.00           C+0
HETATM   35  C   UNK     0      14.670  -5.390   0.000  0.00  0.00           C+0
HETATM   36  C   UNK     0      14.670  -2.310   0.000  0.00  0.00           C+0
HETATM   37  C   UNK     0      13.337   1.540   0.000  0.00  0.00           C+0
HETATM   38  C   UNK     0       8.002  -0.000   0.000  0.00  0.00           C+0
HETATM   39  C   UNK     0       9.336   3.850   0.000  0.00  0.00           C+0
HETATM   40  C   UNK     0      16.004  -4.620   0.000  0.00  0.00           C+0
HETATM   41  C   UNK     0      12.003   2.310   0.000  0.00  0.00           C+0
HETATM   42  C   UNK     0      14.670  -0.770   0.000  0.00  0.00           C+0
HETATM   43  C   UNK     0      13.337  -7.700   0.000  0.00  0.00           C+0
HETATM   44  C   UNK     0      12.003  -6.930   0.000  0.00  0.00           C+0
HETATM   45  N   UNK     0       9.336  -0.770   0.000  0.00  0.00           N+0
HETATM   46  N   UNK     0      14.670  -6.930   0.000  0.00  0.00           N+0
HETATM   47  N   UNK     0       9.336   2.310   0.000  0.00  0.00           N+0
HETATM   48  N   UNK     0      16.004  -3.080   0.000  0.00  0.00           N+0
HETATM   49  N   UNK     0      12.003   3.850   0.000  0.00  0.00           N+0
HETATM   50  O   UNK     0      12.003  -2.310   0.000  0.00  0.00           O+0
HETATM   51  O   UNK     0       6.668  -0.770   0.000  0.00  0.00           O+0
HETATM   52  O   UNK     0       8.002   4.620   0.000  0.00  0.00           O+0
HETATM   53  O   UNK     0      17.536  -4.459   0.000  0.00  0.00           O+0
HETATM   54  O   UNK     0      11.377   0.903   0.000  0.00  0.00           O+0
HETATM   55  O   UNK     0      15.297   0.637   0.000  0.00  0.00           O+0
HETATM   56  O   UNK     0      13.337  -9.240   0.000  0.00  0.00           O+0
HETATM   57  O   UNK     0      10.669  -4.620   0.000  0.00  0.00           O+0
HETATM   58  O   UNK     0      13.337  -0.000   0.000  0.00  0.00           O+0
HETATM   59  H   UNK     0      16.004   3.080   0.000  0.00  0.00           H+0
HETATM   60  H   UNK     0       9.424   5.525   0.000  0.00  0.00           H+0
HETATM   61  H   UNK     0       8.002   3.080   0.000  0.00  0.00           H+0
HETATM   62  H   UNK     0      13.337  -4.620   0.000  0.00  0.00           H+0
HETATM   63  H   UNK     0      13.337  -6.160   0.000  0.00  0.00           H+0
HETATM   64  H   UNK     0      13.337  -3.080   0.000  0.00  0.00           H+0
HETATM   65  H   UNK     0      14.670   0.770   0.000  0.00  0.00           H+0
CONECT    1   12                                                            
CONECT    2   13                                                            
CONECT    3   27                                                            
CONECT    4   27                                                            
CONECT    5   28                                                            
CONECT    6   28                                                            
CONECT    7   29                                                            
CONECT    8   44                                                            
CONECT    9   44                                                            
CONECT   10   47                                                            
CONECT   11   48                                                            
CONECT   12    1   14                                                       
CONECT   13    2   29                                                       
CONECT   14   12   16                                                       
CONECT   15   17   18                                                       
CONECT   16   14   23                                                       
CONECT   17   15   20                                                       
CONECT   18   15   21                                                       
CONECT   19   22   24                                                       
CONECT   20   17   30                                                       
CONECT   21   18   30                                                       
CONECT   22   19   31                                                       
CONECT   23   16   33                                                       
CONECT   24   19   49                                                       
CONECT   25   30   32                                                       
CONECT   26   34   45                                                       
CONECT   27    3    4   35                                                  
CONECT   28    5    6   36                                                  
CONECT   29    7   13   37   59                                             
CONECT   30   20   21   25                                                  
CONECT   31   22   39   49   60                                             
CONECT   32   25   38   47   61                                             
CONECT   33   23   44   57   62                                             
CONECT   34   26   50   57                                                  
CONECT   35   27   40   46   63                                             
CONECT   36   28   42   48   64                                             
CONECT   37   29   41   58   65                                             
CONECT   38   32   45   51                                                  
CONECT   39   31   47   52                                                  
CONECT   40   35   48   53                                                  
CONECT   41   37   49   54                                                  
CONECT   42   36   55   58                                                  
CONECT   43   44   46   56                                                  
CONECT   44    8    9   33   43                                             
CONECT   45   26   38                                                       
CONECT   46   35   43                                                       
CONECT   47   10   32   39                                                  
CONECT   48   11   36   40                                                  
CONECT   49   24   31   41                                                  
CONECT   50   34                                                            
CONECT   51   38                                                            
CONECT   52   39                                                            
CONECT   53   40                                                            
CONECT   54   41                                                            
CONECT   55   42                                                            
CONECT   56   43                                                            
CONECT   57   33   34                                                       
CONECT   58   37   42                                                       
CONECT   59   29                                                            
CONECT   60   31                                                            
CONECT   61   32                                                            
CONECT   62   33                                                            
CONECT   63   35                                                            
CONECT   64   36                                                            
CONECT   65   37                                                            
MASTER        0    0    0    0    0    0    0    0   65    0  134    0
END

Synonyms

Not Available

Molecular Formula

C₄₄H₆₅N₅O₉

Average Mass

808.03

Monoisotopic Mass

807.478228693

IUPAC Name

(3S,9S,13S,16S,19R,24aS)-3-benzyl-19-[(2S)-butan-2-yl]-4,11-dihydroxy-2,10,10,15-tetramethyl-9-(pent-4-yn-1-yl)-13,16-bis(propan-2-yl)-1H,2H,3H,6H,7H,9H,10H,13H,14H,15H,16H,17H,19H,20H,22H,23H,24H,24aH-pyrrolo[2,1-i]1,13-dioxa-4,7,10,16,19-pentaazacyclodocosane-1,7,14,17,20-pentone

Traditional Name

(3S,9S,13S,16S,19R,24aS)-3-benzyl-19-[(2S)-butan-2-yl]-4,11-dihydroxy-13,16-diisopropyl-2,10,10,15-tetramethyl-9-(pent-4-yn-1-yl)-3H,6H,9H,13H,16H,19H,22H,23H,24H,24aH-pyrrolo[2,1-i]1,13-dioxa-4,7,10,16,19-pentaazacyclodocosane-1,7,14,17,20-pentone

CAS Registry Number

Not Available

SMILES

[H][C@](C)(CC)[C@@]1([H])OC(=O)[C@]([H])(C(C)C)N(C)C(=O)[C@@]([H])(N=C(O)C(C)(C)[C@]([H])(CCCC#C)OC(=O)CN=C(O)[C@]([H])(CC2=CC=CC=C2)N(C)C(=O)[C@]2([H])CCCN2C1=O)C(C)C

InChI Identifier

InChI=1S/C44H65N5O9/c1-12-14-16-23-33-44(8,9)43(56)46-35(27(3)4)40(53)48(11)36(28(5)6)42(55)58-37(29(7)13-2)41(54)49-24-19-22-31(49)39(52)47(10)32(25-30-20-17-15-18-21-30)38(51)45-26-34(50)57-33/h1,15,17-18,20-21,27-29,31-33,35-37H,13-14,16,19,22-26H2,2-11H3,(H,45,51)(H,46,56)/t29-,31-,32-,33-,35-,36-,37+/m0/s1

InChI Key

YHMPIYZQVBVDCW-UKQDKWHSSA-N

Chemical Taxonomy

Description

Belongs to the class of organic compounds known as cyclic depsipeptides. These are natural or synthetic compounds having sequences of amino and hydroxy carboxylic acid residues (usually α-amino and α-hydroxy acids) connected in a ring. The residues are commonly but not necessarily regularly alternating.

Kingdom

Organic compounds

Super Class

Organic acids and derivatives

Class

Peptidomimetics

Sub Class

Depsipeptides

Direct Parent

Cyclic depsipeptides

Alternative Parents

Substituents

Cyclic depsipeptide
Macrolide lactam
Macrolide
Macrolactam
Alpha-amino acid ester
Alpha-amino acid or derivatives
Benzenoid
Dicarboxylic acid or derivatives
Monocyclic benzene moiety
Cyclic carboximidic acid
Tertiary carboxylic acid amide
Pyrrolidine
Lactone
Lactam
Carboxylic acid ester
Carboxamide group
Acetylide
Oxacycle
Azacycle
Organoheterocyclic compound
Organic 1,3-dipolar compound
Propargyl-type 1,3-dipolar organic compound
Carboxylic acid derivative
Organic nitrogen compound
Organic oxygen compound
Organopnictogen compound
Organic oxide
Hydrocarbon derivative
Organooxygen compound
Organonitrogen compound
Carbonyl group
Aromatic heteropolycyclic compound

Molecular Framework

Aromatic heteropolycyclic compounds

External Descriptors

Not Available

Functional Ontology

Not Available

Physical Properties

State

Expected Solid

Predicted Properties

Property	Value	Source
Water Solubility	0.0064 g/L	ALOGPS
logP	4.35	ALOGPS
logP	6.49	ChemAxon
logS	-5.1	ALOGPS
pKa (Strongest Acidic)	4.27	ChemAxon
pKa (Strongest Basic)	1.57	ChemAxon
Physiological Charge	0	ChemAxon
Hydrogen Acceptor Count	9	ChemAxon
Hydrogen Donor Count	2	ChemAxon
Polar Surface Area	178.71 Å²	ChemAxon
Rotatable Bond Count	9	ChemAxon
Refractivity	217.91 m³·mol⁻¹	ChemAxon
Polarizability	86.72 Å³	ChemAxon
Number of Rings	3	ChemAxon
Bioavailability	No	ChemAxon
Rule of Five	No	ChemAxon
Ghose Filter	No	ChemAxon
Veber's Rule	No	ChemAxon
MDDR-like Rule	Yes	ChemAxon

Spectra

Spectrum Type	Description	Splash Key	Deposition Date	View
Predicted GC-MS	Predicted GC-MS Spectrum - GC-MS (TMS_1_2) - 70eV, Positive	Not Available	2022-08-08	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 10V, Positive	Not Available	2022-08-09	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 20V, Positive	Not Available	2022-08-09	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 40V, Positive	Not Available	2022-08-09	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 10V, Negative	Not Available	2022-08-09	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 20V, Negative	Not Available	2022-08-09	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 40V, Negative	Not Available	2022-08-09	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 100 MHz, H₂O, predicted)		2022-08-18	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 100 MHz, H₂O, predicted)		2022-08-18	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 1000 MHz, H₂O, predicted)		2022-08-18	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 1000 MHz, H₂O, predicted)		2022-08-18	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 200 MHz, H₂O, predicted)		2022-08-18	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 200 MHz, H₂O, predicted)		2022-08-18	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 300 MHz, H₂O, predicted)		2022-08-18	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 300 MHz, H₂O, predicted)		2022-08-18	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 400 MHz, H₂O, predicted)		2022-08-18	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 400 MHz, H₂O, predicted)		2022-08-18	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 500 MHz, H₂O, predicted)		2022-08-18	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 500 MHz, H₂O, predicted)		2022-08-18	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 600 MHz, H₂O, predicted)		2022-08-18	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 600 MHz, H₂O, predicted)		2022-08-18	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 700 MHz, H₂O, predicted)		2022-08-18	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 700 MHz, H₂O, predicted)		2022-08-18	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 800 MHz, H₂O, predicted)		2022-08-18	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 800 MHz, H₂O, predicted)		2022-08-18	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 900 MHz, H₂O, predicted)		2022-08-18	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 900 MHz, H₂O, predicted)		2022-08-18	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	Cyanobacteria	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

63002472

KEGG Compound ID

Not Available

BioCyc ID

Not Available

BiGG ID

Not Available

Wikipedia Link

Not Available

METLIN ID

Not Available

PubChem Compound

132487930

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 Dudawalamide D (MMDBc0022340)

MOL for #<Metabolite:0x00005634c2b06f10>

3D MOL for #<Metabolite:0x00005634c2b06f10>

3D SDF for #<Metabolite:0x00005634c2b06f10>

3D-SDF for #<Metabolite:0x00005634c2b06f10>

PDB for #<Metabolite:0x00005634c2b06f10>

3D PDB for #<Metabolite:0x00005634c2b06f10>

SMILES for #<Metabolite:0x00005634c2b06f10>

INCHI for #<Metabolite:0x00005634c2b06f10>

Structure for #<Metabolite:0x00005634c2b06f10>

3D Structure for #<Metabolite:0x00005634c2b06f10>