NP-MRD: Showing NP-Card for (10r,11r,12s,15s,18s)-10,11,14,17,23-pentahydroxy-15-(c-hydroxycarbonimidoylmethyl)-18-[(3s)-3-methyl-2-oxopentanamido]-9-oxo-n-[(1e)-prop-1-en-1-yl]-8,13,16-triazatetracyclo[18.3.1.0²,⁷.0⁶,¹⁰]tetracosa-1(24),2,4,6,13,16,20,22-octaene-12-carboximidic acid (NP0328477)

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Record Information

Version

2.0

Created at

2022-09-12 11:58:55 UTC

Updated at

2022-09-12 11:58:56 UTC

NP-MRD ID

NP0328477

Secondary Accession Numbers

None

Natural Product Identification

Common Name

(10r,11r,12s,15s,18s)-10,11,14,17,23-pentahydroxy-15-(c-hydroxycarbonimidoylmethyl)-18-[(3s)-3-methyl-2-oxopentanamido]-9-oxo-n-[(1e)-prop-1-en-1-yl]-8,13,16-triazatetracyclo[18.3.1.0²,⁷.0⁶,¹⁰]tetracosa-1(24),2,4,6,13,16,20,22-octaene-12-carboximidic acid

Description

(10R,11R,12S,15S,18S)-10,11,14,17,23-pentahydroxy-15-[(C-hydroxycarbonimidoyl)methyl]-18-[(3S)-3-methyl-2-oxopentanamido]-9-oxo-N-[(1E)-prop-1-en-1-yl]-8,13,16-triazatetracyclo[18.3.1.0²,⁷.0⁶,¹⁰]Tetracosa-1(23),2(7),3,5,13,16,20(24),21-octaene-12-carboximidic acid belongs to the class of organic compounds known as cyclic peptides. Cyclic peptides are compounds containing a cyclic moiety bearing a peptide backbone. (10r,11r,12s,15s,18s)-10,11,14,17,23-pentahydroxy-15-(c-hydroxycarbonimidoylmethyl)-18-[(3s)-3-methyl-2-oxopentanamido]-9-oxo-n-[(1e)-prop-1-en-1-yl]-8,13,16-triazatetracyclo[18.3.1.0²,⁷.0⁶,¹⁰]tetracosa-1(24),2,4,6,13,16,20,22-octaene-12-carboximidic acid is found in Arthrinium arundinis. Based on a literature review very few articles have been published on (10R,11R,12S,15S,18S)-10,11,14,17,23-pentahydroxy-15-[(C-hydroxycarbonimidoyl)methyl]-18-[(3S)-3-methyl-2-oxopentanamido]-9-oxo-N-[(1E)-prop-1-en-1-yl]-8,13,16-triazatetracyclo[18.3.1.0²,⁷.0⁶,¹⁰]Tetracosa-1(23),2(7),3,5,13,16,20(24),21-octaene-12-carboximidic acid.

Structure

MOL SDF PDB SMILES InChI


  Mrv1652309122213582D          

 49 52  0  0  1  0            999 V2000
   -2.1918   -2.4621    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.6084   -1.8788    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.8115   -2.0923    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.2281   -1.5089    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    0.5688   -1.7225    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.7823   -2.5193    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.1521   -1.1391    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
    0.6938   -0.4531    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    0.5328    0.3560    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.2922    0.3560    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.6938    1.1652    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
   -0.0684    1.4809    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.1761    2.2988    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.9383    2.6145    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    0.4784    2.8011    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.1521    1.8511    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    1.8381    2.3095    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.5224    3.0717    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.6472    2.4704    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
    2.6472    3.2954    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    3.3617    3.7079    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.3617    4.5329    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    4.0762    3.2954    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.0762    2.4704    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    4.7906    3.7079    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
    4.7906    4.5329    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.5051    3.2954    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.2196    3.7079    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.4564    2.3095    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.1423    1.8511    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.9045    2.1668    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.5591    1.6646    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.4514    0.8467    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.1059    0.3444    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    4.6892    0.5310    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.0347    1.0332    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.6007   -0.4531    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.2222   -0.9957    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.0630   -1.8052    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.2824   -2.0721    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.6609   -1.5296    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.8201   -0.7201    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.0994   -0.3185    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    2.4948   -0.8799    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.6853   -0.7207    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.8418   -1.6283    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
    3.5303   -2.0830    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.8381   -1.5974    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
    1.5865   -2.3831    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  1  0  0  0  0
  2  3  2  0  0  0  0
  4  3  1  4  0  0  0
  4  5  2  0  0  0  0
  5  6  1  0  0  0  0
  7  5  1  1  0  0  0
  7  8  1  0  0  0  0
  8  9  2  0  0  0  0
  9 10  1  4  0  0  0
  9 11  1  0  0  0  0
 11 12  1  6  0  0  0
 12 13  1  0  0  0  0
 13 14  2  0  0  0  0
 13 15  1  0  0  0  0
 11 16  1  0  0  0  0
 16 17  2  0  0  0  0
 17 18  1  4  0  0  0
 17 19  1  0  0  0  0
 19 20  1  1  0  0  0
 20 21  1  0  0  0  0
 21 22  2  0  0  0  0
 21 23  1  0  0  0  0
 23 24  2  0  0  0  0
 23 25  1  0  0  0  0
 25 26  1  1  0  0  0
 25 27  1  0  0  0  0
 27 28  1  0  0  0  0
 19 29  1  0  0  0  0
 29 30  1  0  0  0  0
 30 31  2  0  0  0  0
 31 32  1  0  0  0  0
 32 33  2  0  0  0  0
 33 34  1  0  0  0  0
 33 35  1  0  0  0  0
 35 36  2  0  0  0  0
 30 36  1  0  0  0  0
 35 37  1  0  0  0  0
 37 38  2  0  0  0  0
 38 39  1  0  0  0  0
 39 40  2  0  0  0  0
 40 41  1  0  0  0  0
 41 42  2  0  0  0  0
 37 42  1  0  0  0  0
 42 43  1  0  0  0  0
 43 44  1  0  0  0  0
 44 45  2  0  0  0  0
 44 46  1  0  0  0  0
 41 46  1  0  0  0  0
 46 47  1  6  0  0  0
 46 48  1  0  0  0  0
  7 48  1  0  0  0  0
 48 49  1  6  0  0  0
M  END


  Mrv1652309122213582D          

 49 52  0  0  1  0            999 V2000
   -2.1918   -2.4621    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.6084   -1.8788    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.8115   -2.0923    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.2281   -1.5089    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    0.5688   -1.7225    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.7823   -2.5193    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.1521   -1.1391    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
    0.6938   -0.4531    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    0.5328    0.3560    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.2922    0.3560    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.6938    1.1652    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
   -0.0684    1.4809    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.1761    2.2988    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.9383    2.6145    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    0.4784    2.8011    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.1521    1.8511    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    1.8381    2.3095    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.5224    3.0717    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.6472    2.4704    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
    2.6472    3.2954    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    3.3617    3.7079    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.3617    4.5329    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    4.0762    3.2954    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.0762    2.4704    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    4.7906    3.7079    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
    4.7906    4.5329    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.5051    3.2954    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.2196    3.7079    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.4564    2.3095    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.1423    1.8511    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.9045    2.1668    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.5591    1.6646    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.4514    0.8467    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.1059    0.3444    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    4.6892    0.5310    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.0347    1.0332    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.6007   -0.4531    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.2222   -0.9957    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.0630   -1.8052    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.2824   -2.0721    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.6609   -1.5296    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.8201   -0.7201    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.0994   -0.3185    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    2.4948   -0.8799    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.6853   -0.7207    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.8418   -1.6283    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
    3.5303   -2.0830    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.8381   -1.5974    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
    1.5865   -2.3831    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  1  0  0  0  0
  2  3  2  0  0  0  0
  4  3  1  4  0  0  0
  4  5  2  0  0  0  0
  5  6  1  0  0  0  0
  7  5  1  1  0  0  0
  7  8  1  0  0  0  0
  8  9  2  0  0  0  0
  9 10  1  4  0  0  0
  9 11  1  0  0  0  0
 11 12  1  6  0  0  0
 12 13  1  0  0  0  0
 13 14  2  0  0  0  0
 13 15  1  0  0  0  0
 11 16  1  0  0  0  0
 16 17  2  0  0  0  0
 17 18  1  4  0  0  0
 17 19  1  0  0  0  0
 19 20  1  1  0  0  0
 20 21  1  0  0  0  0
 21 22  2  0  0  0  0
 21 23  1  0  0  0  0
 23 24  2  0  0  0  0
 23 25  1  0  0  0  0
 25 26  1  1  0  0  0
 25 27  1  0  0  0  0
 27 28  1  0  0  0  0
 19 29  1  0  0  0  0
 29 30  1  0  0  0  0
 30 31  2  0  0  0  0
 31 32  1  0  0  0  0
 32 33  2  0  0  0  0
 33 34  1  0  0  0  0
 33 35  1  0  0  0  0
 35 36  2  0  0  0  0
 30 36  1  0  0  0  0
 35 37  1  0  0  0  0
 37 38  2  0  0  0  0
 38 39  1  0  0  0  0
 39 40  2  0  0  0  0
 40 41  1  0  0  0  0
 41 42  2  0  0  0  0
 37 42  1  0  0  0  0
 42 43  1  0  0  0  0
 43 44  1  0  0  0  0
 44 45  2  0  0  0  0
 44 46  1  0  0  0  0
 41 46  1  0  0  0  0
 46 47  1  6  0  0  0
 46 48  1  0  0  0  0
  7 48  1  0  0  0  0
 48 49  1  6  0  0  0
M  END
> <DATABASE_ID>
NP0328477

> <DATABASE_NAME>
NP-MRD

> <SMILES>
CC[C@H](C)C(=O)C(=O)N[C@H]1CC2=CC=C(O)C(=C2)C2=CC=CC3=C2NC(=O)[C@]3(O)[C@H](O)[C@H](N=C(O)[C@H](CC(O)=N)N=C1O)C(O)=N\C=C\C

> <INCHI_IDENTIFIER>
InChI=1S/C33H38N6O10/c1-4-11-35-30(46)25-27(43)33(49)19-8-6-7-17(24(19)39-32(33)48)18-12-16(9-10-22(18)40)13-20(37-31(47)26(42)15(3)5-2)28(44)36-21(14-23(34)41)29(45)38-25/h4,6-12,15,20-21,25,27,40,43,49H,5,13-14H2,1-3H3,(H2,34,41)(H,35,46)(H,36,44)(H,37,47)(H,38,45)(H,39,48)/b11-4+/t15-,20-,21-,25-,27+,33+/m0/s1

> <INCHI_KEY>
ZIAXNZCTODBCKW-ZQMNSLFHSA-N

> <FORMULA>
C33H38N6O10

> <MOLECULAR_WEIGHT>
678.699

> <EXACT_MASS>
678.264941448

> <JCHEM_ACCEPTOR_COUNT>
14

> <JCHEM_ATOM_COUNT>
87

> <JCHEM_AVERAGE_POLARIZABILITY>
68.72918403465486

> <JCHEM_BIOAVAILABILITY>
0

> <JCHEM_DONOR_COUNT>
10

> <JCHEM_FORMAL_CHARGE>
0

> <JCHEM_GHOSE_FILTER>
0

> <JCHEM_IUPAC>
(10R,11R,12S,15S,18S)-10,11,14,17,23-pentahydroxy-15-[(C-hydroxycarbonimidoyl)methyl]-18-[(3S)-3-methyl-2-oxopentanamido]-9-oxo-N-[(1E)-prop-1-en-1-yl]-8,13,16-triazatetracyclo[18.3.1.0^{2,7}.0^{6,10}]tetracosa-1(24),2,4,6,13,16,20,22-octaene-12-carboximidic acid

> <JCHEM_LOGP>
-2.710534575235953

> <JCHEM_MDDR_LIKE_RULE>
1

> <JCHEM_NUMBER_OF_RINGS>
4

> <JCHEM_PHYSIOLOGICAL_CHARGE>
0

> <JCHEM_PKA>
-1.226865278781351

> <JCHEM_PKA_STRONGEST_ACIDIC>
-3.9219865542192034

> <JCHEM_PKA_STRONGEST_BASIC>
12.395975141218523

> <JCHEM_POLAR_SURFACE_AREA>
277.81

> <JCHEM_REFRACTIVITY>
185.93900000000002

> <JCHEM_ROTATABLE_BOND_COUNT>
8

> <JCHEM_RULE_OF_FIVE>
0

> <JCHEM_TRADITIONAL_IUPAC>
(10R,11R,12S,15S,18S)-10,11,14,17,23-pentahydroxy-15-(C-hydroxycarbonimidoylmethyl)-18-[(3S)-3-methyl-2-oxopentanamido]-9-oxo-N-[(1E)-prop-1-en-1-yl]-8,13,16-triazatetracyclo[18.3.1.0^{2,7}.0^{6,10}]tetracosa-1(24),2,4,6,13,16,20,22-octaene-12-carboximidic acid

> <JCHEM_VEBER_RULE>
0

$$$$

HEADER    PROTEIN                                 12-SEP-22   NONE
TITLE     NULL                                                        
COMPND    NULL                                                        
SOURCE    NULL                                                        
KEYWDS    NULL                                                        
EXPDTA    NULL                                                        
AUTHOR    Marvin                                                      
REVDAT   1   12-SEP-22         0                                  
HETATM    1  C   UNK     0      -4.091  -4.596   0.000  0.00  0.00           C+0
HETATM    2  C   UNK     0      -3.002  -3.507   0.000  0.00  0.00           C+0
HETATM    3  C   UNK     0      -1.515  -3.906   0.000  0.00  0.00           C+0
HETATM    4  N   UNK     0      -0.426  -2.817   0.000  0.00  0.00           N+0
HETATM    5  C   UNK     0       1.062  -3.215   0.000  0.00  0.00           C+0
HETATM    6  O   UNK     0       1.460  -4.703   0.000  0.00  0.00           O+0
HETATM    7  C   UNK     0       2.151  -2.126   0.000  0.00  0.00           C+0
HETATM    8  N   UNK     0       1.295  -0.846   0.000  0.00  0.00           N+0
HETATM    9  C   UNK     0       0.995   0.665   0.000  0.00  0.00           C+0
HETATM   10  O   UNK     0      -0.545   0.665   0.000  0.00  0.00           O+0
HETATM   11  C   UNK     0       1.295   2.175   0.000  0.00  0.00           C+0
HETATM   12  C   UNK     0      -0.128   2.764   0.000  0.00  0.00           C+0
HETATM   13  C   UNK     0      -0.329   4.291   0.000  0.00  0.00           C+0
HETATM   14  N   UNK     0      -1.752   4.880   0.000  0.00  0.00           N+0
HETATM   15  O   UNK     0       0.893   5.229   0.000  0.00  0.00           O+0
HETATM   16  N   UNK     0       2.151   3.455   0.000  0.00  0.00           N+0
HETATM   17  C   UNK     0       3.431   4.311   0.000  0.00  0.00           C+0
HETATM   18  O   UNK     0       2.842   5.734   0.000  0.00  0.00           O+0
HETATM   19  C   UNK     0       4.941   4.611   0.000  0.00  0.00           C+0
HETATM   20  N   UNK     0       4.941   6.151   0.000  0.00  0.00           N+0
HETATM   21  C   UNK     0       6.275   6.921   0.000  0.00  0.00           C+0
HETATM   22  O   UNK     0       6.275   8.461   0.000  0.00  0.00           O+0
HETATM   23  C   UNK     0       7.609   6.151   0.000  0.00  0.00           C+0
HETATM   24  O   UNK     0       7.609   4.611   0.000  0.00  0.00           O+0
HETATM   25  C   UNK     0       8.943   6.921   0.000  0.00  0.00           C+0
HETATM   26  C   UNK     0       8.943   8.461   0.000  0.00  0.00           C+0
HETATM   27  C   UNK     0      10.276   6.151   0.000  0.00  0.00           C+0
HETATM   28  C   UNK     0      11.610   6.921   0.000  0.00  0.00           C+0
HETATM   29  C   UNK     0       6.452   4.311   0.000  0.00  0.00           C+0
HETATM   30  C   UNK     0       7.732   3.455   0.000  0.00  0.00           C+0
HETATM   31  C   UNK     0       9.155   4.045   0.000  0.00  0.00           C+0
HETATM   32  C   UNK     0      10.377   3.107   0.000  0.00  0.00           C+0
HETATM   33  C   UNK     0      10.176   1.580   0.000  0.00  0.00           C+0
HETATM   34  O   UNK     0      11.398   0.643   0.000  0.00  0.00           O+0
HETATM   35  C   UNK     0       8.753   0.991   0.000  0.00  0.00           C+0
HETATM   36  C   UNK     0       7.531   1.929   0.000  0.00  0.00           C+0
HETATM   37  C   UNK     0       8.588  -0.846   0.000  0.00  0.00           C+0
HETATM   38  C   UNK     0       9.748  -1.859   0.000  0.00  0.00           C+0
HETATM   39  C   UNK     0       9.451  -3.370   0.000  0.00  0.00           C+0
HETATM   40  C   UNK     0       7.994  -3.868   0.000  0.00  0.00           C+0
HETATM   41  C   UNK     0       6.834  -2.855   0.000  0.00  0.00           C+0
HETATM   42  C   UNK     0       7.131  -1.344   0.000  0.00  0.00           C+0
HETATM   43  N   UNK     0       5.785  -0.595   0.000  0.00  0.00           N+0
HETATM   44  C   UNK     0       4.657  -1.642   0.000  0.00  0.00           C+0
HETATM   45  O   UNK     0       3.146  -1.345   0.000  0.00  0.00           O+0
HETATM   46  C   UNK     0       5.305  -3.040   0.000  0.00  0.00           C+0
HETATM   47  O   UNK     0       6.590  -3.888   0.000  0.00  0.00           O+0
HETATM   48  C   UNK     0       3.431  -2.982   0.000  0.00  0.00           C+0
HETATM   49  O   UNK     0       2.961  -4.449   0.000  0.00  0.00           O+0
CONECT    1    2                                                            
CONECT    2    1    3                                                       
CONECT    3    2    4                                                       
CONECT    4    3    5                                                       
CONECT    5    4    6    7                                                  
CONECT    6    5                                                            
CONECT    7    5    8   48                                                  
CONECT    8    7    9                                                       
CONECT    9    8   10   11                                                  
CONECT   10    9                                                            
CONECT   11    9   12   16                                                  
CONECT   12   11   13                                                       
CONECT   13   12   14   15                                                  
CONECT   14   13                                                            
CONECT   15   13                                                            
CONECT   16   11   17                                                       
CONECT   17   16   18   19                                                  
CONECT   18   17                                                            
CONECT   19   17   20   29                                                  
CONECT   20   19   21                                                       
CONECT   21   20   22   23                                                  
CONECT   22   21                                                            
CONECT   23   21   24   25                                                  
CONECT   24   23                                                            
CONECT   25   23   26   27                                                  
CONECT   26   25                                                            
CONECT   27   25   28                                                       
CONECT   28   27                                                            
CONECT   29   19   30                                                       
CONECT   30   29   31   36                                                  
CONECT   31   30   32                                                       
CONECT   32   31   33                                                       
CONECT   33   32   34   35                                                  
CONECT   34   33                                                            
CONECT   35   33   36   37                                                  
CONECT   36   35   30                                                       
CONECT   37   35   38   42                                                  
CONECT   38   37   39                                                       
CONECT   39   38   40                                                       
CONECT   40   39   41                                                       
CONECT   41   40   42   46                                                  
CONECT   42   41   37   43                                                  
CONECT   43   42   44                                                       
CONECT   44   43   45   46                                                  
CONECT   45   44                                                            
CONECT   46   44   41   47   48                                             
CONECT   47   46                                                            
CONECT   48   46    7   49                                                  
CONECT   49   48                                                            
MASTER        0    0    0    0    0    0    0    0   49    0  104    0
END

View in JSmol

Synonyms

Value	Source
(10R,11R,12S,15S,18S)-10,11,14,17,23-Pentahydroxy-15-[(C-hydroxycarbonimidoyl)methyl]-18-[(3S)-3-methyl-2-oxopentanamido]-9-oxo-N-[(1E)-prop-1-en-1-yl]-8,13,16-triazatetracyclo[18.3.1.0,.0,]tetracosa-1(23),2(7),3,5,13,16,20(24),21-octaene-12-carboximidate	Generator

Chemical Formula

C₃₃H₃₈N₆O₁₀

Average Mass

678.6990 Da

Monoisotopic Mass

678.26494 Da

IUPAC Name

Traditional Name

(10R,11R,12S,15S,18S)-10,11,14,17,23-pentahydroxy-15-(C-hydroxycarbonimidoylmethyl)-18-[(3S)-3-methyl-2-oxopentanamido]-9-oxo-N-[(1E)-prop-1-en-1-yl]-8,13,16-triazatetracyclo[18.3.1.0^{2,7}.0^{6,10}]tetracosa-1(24),2,4,6,13,16,20,22-octaene-12-carboximidic acid

CAS Registry Number

Not Available

SMILES

CC[C@H](C)C(=O)C(=O)N[C@H]1CC2=CC=C(O)C(=C2)C2=CC=CC3=C2NC(=O)[C@]3(O)[C@H](O)[C@H](N=C(O)[C@H](CC(O)=N)N=C1O)C(O)=N\C=C\C

InChI Identifier

InChI=1S/C33H38N6O10/c1-4-11-35-30(46)25-27(43)33(49)19-8-6-7-17(24(19)39-32(33)48)18-12-16(9-10-22(18)40)13-20(37-31(47)26(42)15(3)5-2)28(44)36-21(14-23(34)41)29(45)38-25/h4,6-12,15,20-21,25,27,40,43,49H,5,13-14H2,1-3H3,(H2,34,41)(H,35,46)(H,36,44)(H,37,47)(H,38,45)(H,39,48)/b11-4+/t15-,20-,21-,25-,27+,33+/m0/s1

InChI Key

ZIAXNZCTODBCKW-ZQMNSLFHSA-N

Experimental Spectra

Not Available

Predicted Spectra

Not Available

Chemical Shift Submissions

Not Available

Species

Species of Origin

Species Name	Source	Reference
Arthrinium arundinis	LOTUS Database	35616633

Chemical Taxonomy

Description

Belongs to the class of organic compounds known as cyclic peptides. Cyclic peptides are compounds containing a cyclic moiety bearing a peptide backbone.

Kingdom

Organic compounds

Super Class

Organic acids and derivatives

Class

Carboxylic acids and derivatives

Sub Class

Amino acids, peptides, and analogues

Direct Parent

Cyclic peptides

Alternative Parents

Substituents

Cyclic alpha peptide
Macrolactam
Dihydroindole
Indole or derivatives
1-hydroxy-2-unsubstituted benzenoid
Fatty acyl
Benzenoid
N-acyl-amine
Fatty amide
Cyclic carboximidic acid
Tertiary alcohol
Secondary carboxylic acid amide
Secondary alcohol
Lactam
Ketone
Carboxamide group
1,2-diol
Azacycle
Organoheterocyclic compound
Organic 1,3-dipolar compound
Propargyl-type 1,3-dipolar organic compound
Polyol
Carboximidic acid derivative
Carboximidic acid
Organic nitrogen compound
Organic oxygen compound
Organopnictogen compound
Organic oxide
Hydrocarbon derivative
Organooxygen compound
Organonitrogen compound
Carbonyl group
Alcohol
Aromatic heteropolycyclic compound

Molecular Framework

Aromatic heteropolycyclic compounds

External Descriptors

Not Available

Physical Properties

State

Not Available

Experimental Properties

Property	Value	Reference
Melting Point	Not Available	Not Available
Boiling Point	Not Available	Not Available
Water Solubility	Not Available	Not Available
LogP	Not Available	Not Available

Predicted Properties

Property	Value	Source
logP	-2.7	ChemAxon
pKa (Strongest Acidic)	-3.9	ChemAxon
pKa (Strongest Basic)	12.4	ChemAxon
Physiological Charge	0	ChemAxon
Hydrogen Acceptor Count	14	ChemAxon
Hydrogen Donor Count	10	ChemAxon
Polar Surface Area	277.81 Å²	ChemAxon
Rotatable Bond Count	8	ChemAxon
Refractivity	185.94 m³·mol⁻¹	ChemAxon
Polarizability	68.73 Å³	ChemAxon
Number of Rings	4	ChemAxon
Bioavailability	No	ChemAxon
Rule of Five	No	ChemAxon
Ghose Filter	No	ChemAxon
Veber's Rule	No	ChemAxon
MDDR-like Rule	Yes	ChemAxon

External Links

HMDB ID

Not Available

DrugBank ID

Not Available

Phenol Explorer Compound ID

Not Available

FoodDB ID

Not Available

KNApSAcK ID

Not Available

Chemspider ID

Not Available

KEGG Compound ID

Not Available

BioCyc ID

Not Available

BiGG ID

Not Available

Wikipedia Link

Not Available

METLIN ID

Not Available

PubChem Compound

162947542

PDB ID

Not Available

ChEBI ID

Not Available

Good Scents ID

Not Available

References

General References

LOTUS database [Link]

Showing NP-Card for (10r,11r,12s,15s,18s)-10,11,14,17,23-pentahydroxy-15-(c-hydroxycarbonimidoylmethyl)-18-[(3s)-3-methyl-2-oxopentanamido]-9-oxo-n-[(1e)-prop-1-en-1-yl]-8,13,16-triazatetracyclo[18.3.1.0²,⁷.0⁶,¹⁰]tetracosa-1(24),2,4,6,13,16,20,22-octaene-12-carboximidic acid (NP0328477)

MOL for NP0328477 ((10r,11r,12s,15s,18s)-10,11,14,17,23-pentahydroxy-15-(c-hydroxycarbonimidoylmethyl)-18-[(3s)-3-methyl-2-oxopentanamido]-9-oxo-n-[(1e)-prop-1-en-1-yl]-8,13,16-triazatetracyclo[18.3.1.0²,⁷.0⁶,¹⁰]tetracosa-1(24),2,4,6,13,16,20,22-octaene-12-carboximidic acid)

3D MOL for NP0328477 ((10r,11r,12s,15s,18s)-10,11,14,17,23-pentahydroxy-15-(c-hydroxycarbonimidoylmethyl)-18-[(3s)-3-methyl-2-oxopentanamido]-9-oxo-n-[(1e)-prop-1-en-1-yl]-8,13,16-triazatetracyclo[18.3.1.0²,⁷.0⁶,¹⁰]tetracosa-1(24),2,4,6,13,16,20,22-octaene-12-carboximidic acid)

3D SDF for NP0328477 ((10r,11r,12s,15s,18s)-10,11,14,17,23-pentahydroxy-15-(c-hydroxycarbonimidoylmethyl)-18-[(3s)-3-methyl-2-oxopentanamido]-9-oxo-n-[(1e)-prop-1-en-1-yl]-8,13,16-triazatetracyclo[18.3.1.0²,⁷.0⁶,¹⁰]tetracosa-1(24),2,4,6,13,16,20,22-octaene-12-carboximidic acid)

3D-SDF for NP0328477 ((10r,11r,12s,15s,18s)-10,11,14,17,23-pentahydroxy-15-(c-hydroxycarbonimidoylmethyl)-18-[(3s)-3-methyl-2-oxopentanamido]-9-oxo-n-[(1e)-prop-1-en-1-yl]-8,13,16-triazatetracyclo[18.3.1.0²,⁷.0⁶,¹⁰]tetracosa-1(24),2,4,6,13,16,20,22-octaene-12-carboximidic acid)

PDB for NP0328477 ((10r,11r,12s,15s,18s)-10,11,14,17,23-pentahydroxy-15-(c-hydroxycarbonimidoylmethyl)-18-[(3s)-3-methyl-2-oxopentanamido]-9-oxo-n-[(1e)-prop-1-en-1-yl]-8,13,16-triazatetracyclo[18.3.1.0²,⁷.0⁶,¹⁰]tetracosa-1(24),2,4,6,13,16,20,22-octaene-12-carboximidic acid)

3D PDB for NP0328477 ((10r,11r,12s,15s,18s)-10,11,14,17,23-pentahydroxy-15-(c-hydroxycarbonimidoylmethyl)-18-[(3s)-3-methyl-2-oxopentanamido]-9-oxo-n-[(1e)-prop-1-en-1-yl]-8,13,16-triazatetracyclo[18.3.1.0²,⁷.0⁶,¹⁰]tetracosa-1(24),2,4,6,13,16,20,22-octaene-12-carboximidic acid)

SMILES for NP0328477 ((10r,11r,12s,15s,18s)-10,11,14,17,23-pentahydroxy-15-(c-hydroxycarbonimidoylmethyl)-18-[(3s)-3-methyl-2-oxopentanamido]-9-oxo-n-[(1e)-prop-1-en-1-yl]-8,13,16-triazatetracyclo[18.3.1.0²,⁷.0⁶,¹⁰]tetracosa-1(24),2,4,6,13,16,20,22-octaene-12-carboximidic acid)

INCHI for NP0328477 ((10r,11r,12s,15s,18s)-10,11,14,17,23-pentahydroxy-15-(c-hydroxycarbonimidoylmethyl)-18-[(3s)-3-methyl-2-oxopentanamido]-9-oxo-n-[(1e)-prop-1-en-1-yl]-8,13,16-triazatetracyclo[18.3.1.0²,⁷.0⁶,¹⁰]tetracosa-1(24),2,4,6,13,16,20,22-octaene-12-carboximidic acid)

Structure for NP0328477 ((10r,11r,12s,15s,18s)-10,11,14,17,23-pentahydroxy-15-(c-hydroxycarbonimidoylmethyl)-18-[(3s)-3-methyl-2-oxopentanamido]-9-oxo-n-[(1e)-prop-1-en-1-yl]-8,13,16-triazatetracyclo[18.3.1.0²,⁷.0⁶,¹⁰]tetracosa-1(24),2,4,6,13,16,20,22-octaene-12-carboximidic acid)

3D Structure for NP0328477 ((10r,11r,12s,15s,18s)-10,11,14,17,23-pentahydroxy-15-(c-hydroxycarbonimidoylmethyl)-18-[(3s)-3-methyl-2-oxopentanamido]-9-oxo-n-[(1e)-prop-1-en-1-yl]-8,13,16-triazatetracyclo[18.3.1.0²,⁷.0⁶,¹⁰]tetracosa-1(24),2,4,6,13,16,20,22-octaene-12-carboximidic acid)