NP-MRD: Showing NP-Card for n-[(2e)-2-(butan-2-ylidene)-7,10-dihydroxy-5,11-dimethyl-3,12-dioxo-9-(pyridin-3-ylmethyl)-1,4-dioxa-8-azacyclododec-7-en-6-yl]-3-hydroxypyridine-2-carboximidic acid (NP0200428)

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Record Information

Version

2.0

Created at

2022-09-04 19:16:38 UTC

Updated at

2022-09-04 19:16:38 UTC

NP-MRD ID

NP0200428

Secondary Accession Numbers

None

Natural Product Identification

Common Name

n-[(2e)-2-(butan-2-ylidene)-7,10-dihydroxy-5,11-dimethyl-3,12-dioxo-9-(pyridin-3-ylmethyl)-1,4-dioxa-8-azacyclododec-7-en-6-yl]-3-hydroxypyridine-2-carboximidic acid

Description

N-[(2E)-2-(butan-2-ylidene)-7,10-dihydroxy-5,11-dimethyl-3,12-dioxo-9-[(pyridin-3-yl)methyl]-1,4-dioxa-8-azacyclododec-7-en-6-yl]-3-hydroxypyridine-2-carboximidic acid 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. n-[(2e)-2-(butan-2-ylidene)-7,10-dihydroxy-5,11-dimethyl-3,12-dioxo-9-(pyridin-3-ylmethyl)-1,4-dioxa-8-azacyclododec-7-en-6-yl]-3-hydroxypyridine-2-carboximidic acid is found in Streptomyces pyridomyceticus. Based on a literature review very few articles have been published on N-[(2E)-2-(butan-2-ylidene)-7,10-dihydroxy-5,11-dimethyl-3,12-dioxo-9-[(pyridin-3-yl)methyl]-1,4-dioxa-8-azacyclododec-7-en-6-yl]-3-hydroxypyridine-2-carboximidic acid.

Structure

MOL 3D MOL SDF PDB SMILES InChI


  Mrv1652309042221162D          

 39 41  0  0  0  0            999 V2000
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M  END

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  Mrv1652309042221162D          

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    0.4971    5.7696    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.1249    6.4444    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.4048    6.5894    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.0686    7.0792    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.9172    7.9357    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  1  0  0  0  0
  2  3  1  0  0  0  0
  3  4  1  0  0  0  0
  3  5  2  0  0  0  0
  5  6  1  0  0  0  0
  6  7  1  0  0  0  0
  7  8  2  0  0  0  0
  7  9  1  0  0  0  0
  9 10  1  0  0  0  0
  9 11  1  0  0  0  0
 11 12  1  0  0  0  0
 11 13  1  0  0  0  0
 13 14  1  0  0  0  0
 14 15  1  0  0  0  0
 15 16  2  0  0  0  0
 16 17  1  0  0  0  0
 17 18  2  0  0  0  0
 18 19  1  0  0  0  0
 19 20  2  0  0  0  0
 15 20  1  0  0  0  0
 21 13  1  4  0  0  0
 21 22  2  0  0  0  0
 22 23  1  0  0  0  0
 22 24  1  0  0  0  0
 25 24  1  4  0  0  0
 25 26  2  0  0  0  0
 26 27  1  0  0  0  0
 26 28  1  0  0  0  0
 28 29  2  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
 28 33  1  0  0  0  0
 33 34  1  0  0  0  0
 24 35  1  0  0  0  0
 35 36  1  0  0  0  0
 35 37  1  0  0  0  0
 37 38  1  0  0  0  0
  5 38  1  0  0  0  0
 38 39  2  0  0  0  0
M  END
> <DATABASE_ID>
NP0200428

> <DATABASE_NAME>
NP-MRD

> <SMILES>
CC\C(C)=C1\OC(=O)C(C)C(O)C(CC2=CC=CN=C2)N=C(O)C(N=C(O)C2=NC=CC=C2O)C(C)OC1=O

> <INCHI_IDENTIFIER>
InChI=1S/C27H32N4O8/c1-5-14(2)23-27(37)38-16(4)20(31-25(35)21-19(32)9-7-11-29-21)24(34)30-18(12-17-8-6-10-28-13-17)22(33)15(3)26(36)39-23/h6-11,13,15-16,18,20,22,32-33H,5,12H2,1-4H3,(H,30,34)(H,31,35)/b23-14+

> <INCHI_KEY>
WHIKSLGSXKIHCA-OEAKJJBVSA-N

> <FORMULA>
C27H32N4O8

> <MOLECULAR_WEIGHT>
540.573

> <EXACT_MASS>
540.222014006

> <JCHEM_ACCEPTOR_COUNT>
10

> <JCHEM_ATOM_COUNT>
71

> <JCHEM_AVERAGE_POLARIZABILITY>
54.90760117975033

> <JCHEM_BIOAVAILABILITY>
1

> <JCHEM_DONOR_COUNT>
4

> <JCHEM_FORMAL_CHARGE>
0

> <JCHEM_GHOSE_FILTER>
0

> <JCHEM_IUPAC>
N-[(2E)-2-(butan-2-ylidene)-7,10-dihydroxy-5,11-dimethyl-3,12-dioxo-9-[(pyridin-3-yl)methyl]-1,4-dioxa-8-azacyclododec-7-en-6-yl]-3-hydroxypyridine-2-carboximidic acid

> <JCHEM_LOGP>
2.361776934025337

> <JCHEM_MDDR_LIKE_RULE>
0

> <JCHEM_NUMBER_OF_RINGS>
3

> <JCHEM_PHYSIOLOGICAL_CHARGE>
0

> <JCHEM_PKA>
6.214876086971563

> <JCHEM_PKA_STRONGEST_ACIDIC>
1.2191491795330434

> <JCHEM_PKA_STRONGEST_BASIC>
4.920312429144863

> <JCHEM_POLAR_SURFACE_AREA>
184.01999999999998

> <JCHEM_REFRACTIVITY>
138.8212

> <JCHEM_ROTATABLE_BOND_COUNT>
5

> <JCHEM_RULE_OF_FIVE>
0

> <JCHEM_TRADITIONAL_IUPAC>
N-[(2E)-2-(butan-2-ylidene)-7,10-dihydroxy-5,11-dimethyl-3,12-dioxo-9-(pyridin-3-ylmethyl)-1,4-dioxa-8-azacyclododec-7-en-6-yl]-3-hydroxypyridine-2-carboximidic acid

> <JCHEM_VEBER_RULE>
0

$$$$

HEADER    PROTEIN                                 04-SEP-22   NONE
TITLE     NULL                                                        
COMPND    NULL                                                        
SOURCE    NULL                                                        
KEYWDS    NULL                                                        
EXPDTA    NULL                                                        
AUTHOR    Marvin                                                      
REVDAT   1   04-SEP-22         0                                  
HETATM    1  C   UNK     0      -0.272  10.316   0.000  0.00  0.00           C+0
HETATM    2  C   UNK     0       1.458   9.962   0.000  0.00  0.00           C+0
HETATM    3  C   UNK     0       3.020  10.921   0.000  0.00  0.00           C+0
HETATM    4  C   UNK     0       3.970   9.491   0.000  0.00  0.00           C+0
HETATM    5  C   UNK     0       3.406  12.599   0.000  0.00  0.00           C+0
HETATM    6  O   UNK     0       4.645  13.513   0.000  0.00  0.00           O+0
HETATM    7  C   UNK     0       6.057  12.897   0.000  0.00  0.00           C+0
HETATM    8  O   UNK     0       7.370  13.825   0.000  0.00  0.00           O+0
HETATM    9  C   UNK     0       6.229  11.367   0.000  0.00  0.00           C+0
HETATM   10  C   UNK     0       7.833  11.360   0.000  0.00  0.00           C+0
HETATM   11  C   UNK     0       4.990  10.452   0.000  0.00  0.00           C+0
HETATM   12  O   UNK     0       4.470  12.099   0.000  0.00  0.00           O+0
HETATM   13  C   UNK     0       5.162   8.922   0.000  0.00  0.00           C+0
HETATM   14  C   UNK     0       6.732   8.376   0.000  0.00  0.00           C+0
HETATM   15  C   UNK     0       6.746   6.776   0.000  0.00  0.00           C+0
HETATM   16  C   UNK     0       5.413   6.006   0.000  0.00  0.00           C+0
HETATM   17  C   UNK     0       5.413   4.466   0.000  0.00  0.00           C+0
HETATM   18  C   UNK     0       6.746   3.696   0.000  0.00  0.00           C+0
HETATM   19  N   UNK     0       8.080   4.466   0.000  0.00  0.00           N+0
HETATM   20  C   UNK     0       8.080   6.006   0.000  0.00  0.00           C+0
HETATM   21  N   UNK     0       3.923   8.008   0.000  0.00  0.00           N+0
HETATM   22  C   UNK     0       2.512   8.624   0.000  0.00  0.00           C+0
HETATM   23  O   UNK     0       1.936   7.003   0.000  0.00  0.00           O+0
HETATM   24  C   UNK     0       2.339  10.154   0.000  0.00  0.00           C+0
HETATM   25  N   UNK     0       0.577   9.186   0.000  0.00  0.00           N+0
HETATM   26  C   UNK     0      -1.102   8.819   0.000  0.00  0.00           C+0
HETATM   27  O   UNK     0      -2.705   9.215   0.000  0.00  0.00           O+0
HETATM   28  C   UNK     0      -1.498   7.305   0.000  0.00  0.00           C+0
HETATM   29  N   UNK     0      -2.986   6.908   0.000  0.00  0.00           N+0
HETATM   30  C   UNK     0      -3.387   5.421   0.000  0.00  0.00           C+0
HETATM   31  C   UNK     0      -2.299   4.331   0.000  0.00  0.00           C+0
HETATM   32  C   UNK     0      -0.811   4.728   0.000  0.00  0.00           C+0
HETATM   33  C   UNK     0      -0.411   6.215   0.000  0.00  0.00           C+0
HETATM   34  O   UNK     0       1.077   6.611   0.000  0.00  0.00           O+0
HETATM   35  C   UNK     0       0.928  10.770   0.000  0.00  0.00           C+0
HETATM   36  C   UNK     0      -0.233  12.030   0.000  0.00  0.00           C+0
HETATM   37  O   UNK     0       0.756  12.300   0.000  0.00  0.00           O+0
HETATM   38  C   UNK     0       1.995  13.215   0.000  0.00  0.00           C+0
HETATM   39  O   UNK     0       1.712  14.813   0.000  0.00  0.00           O+0
CONECT    1    2                                                            
CONECT    2    1    3                                                       
CONECT    3    2    4    5                                                  
CONECT    4    3                                                            
CONECT    5    3    6   38                                                  
CONECT    6    5    7                                                       
CONECT    7    6    8    9                                                  
CONECT    8    7                                                            
CONECT    9    7   10   11                                                  
CONECT   10    9                                                            
CONECT   11    9   12   13                                                  
CONECT   12   11                                                            
CONECT   13   11   14   21                                                  
CONECT   14   13   15                                                       
CONECT   15   14   16   20                                                  
CONECT   16   15   17                                                       
CONECT   17   16   18                                                       
CONECT   18   17   19                                                       
CONECT   19   18   20                                                       
CONECT   20   19   15                                                       
CONECT   21   13   22                                                       
CONECT   22   21   23   24                                                  
CONECT   23   22                                                            
CONECT   24   22   25   35                                                  
CONECT   25   24   26                                                       
CONECT   26   25   27   28                                                  
CONECT   27   26                                                            
CONECT   28   26   29   33                                                  
CONECT   29   28   30                                                       
CONECT   30   29   31                                                       
CONECT   31   30   32                                                       
CONECT   32   31   33                                                       
CONECT   33   32   28   34                                                  
CONECT   34   33                                                            
CONECT   35   24   36   37                                                  
CONECT   36   35                                                            
CONECT   37   35   38                                                       
CONECT   38   37    5   39                                                  
CONECT   39   38                                                            
MASTER        0    0    0    0    0    0    0    0   39    0   82    0
END

View in JSmol

Synonyms

Value	Source
N-[(2E)-2-(Butan-2-ylidene)-7,10-dihydroxy-5,11-dimethyl-3,12-dioxo-9-[(pyridin-3-yl)methyl]-1,4-dioxa-8-azacyclododec-7-en-6-yl]-3-hydroxypyridine-2-carboximidate	Generator

Chemical Formula

C₂₇H₃₂N₄O₈

Average Mass

540.5730 Da

Monoisotopic Mass

540.22201 Da

IUPAC Name

N-[(2E)-2-(butan-2-ylidene)-7,10-dihydroxy-5,11-dimethyl-3,12-dioxo-9-[(pyridin-3-yl)methyl]-1,4-dioxa-8-azacyclododec-7-en-6-yl]-3-hydroxypyridine-2-carboximidic acid

Traditional Name

N-[(2E)-2-(butan-2-ylidene)-7,10-dihydroxy-5,11-dimethyl-3,12-dioxo-9-(pyridin-3-ylmethyl)-1,4-dioxa-8-azacyclododec-7-en-6-yl]-3-hydroxypyridine-2-carboximidic acid

CAS Registry Number

Not Available

SMILES

CC\C(C)=C1\OC(=O)C(C)C(O)C(CC2=CC=CN=C2)N=C(O)C(N=C(O)C2=NC=CC=C2O)C(C)OC1=O

InChI Identifier

InChI=1S/C27H32N4O8/c1-5-14(2)23-27(37)38-16(4)20(31-25(35)21-19(32)9-7-11-29-21)24(34)30-18(12-17-8-6-10-28-13-17)22(33)15(3)26(36)39-23/h6-11,13,15-16,18,20,22,32-33H,5,12H2,1-4H3,(H,30,34)(H,31,35)/b23-14+

InChI Key

WHIKSLGSXKIHCA-OEAKJJBVSA-N

Experimental Spectra

Not Available

Predicted Spectra

Spectrum Type	Description	Depositor ID	Depositor Organization	Depositor	Deposition Date	View
1D NMR	¹³C NMR Spectrum (1D, 25 MHz, H₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 100 MHz, H₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 252 MHz, H₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 1000 MHz, H₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 50 MHz, H₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 200 MHz, H₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 75 MHz, H₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 300 MHz, H₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 101 MHz, H₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 400 MHz, H₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 126 MHz, H₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 500 MHz, H₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 151 MHz, H₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 600 MHz, H₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 176 MHz, H₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 700 MHz, H₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 201 MHz, H₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 800 MHz, H₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 226 MHz, H₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 900 MHz, H₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum

Chemical Shift Submissions

Not Available

Species

Species of Origin

Species Name	Source	Reference
Streptomyces pyridomyceticus	LOTUS Database	35616633

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
Macrolactam
N-acyl-alpha amino acid or derivatives
Alpha-amino acid or derivatives
Pyridinecarboxamide
Pyridine carboxylic acid or derivatives
2-heteroaryl carboxamide
Hydroxypyridine
Dicarboxylic acid or derivatives
Pyridine
Vinylogous acid
Alpha,beta-unsaturated carboxylic ester
Enoate ester
Heteroaromatic compound
Enol ester
Secondary carboxylic acid amide
Secondary alcohol
Carboxamide group
Carboxylic acid ester
Lactone
Lactam
Organoheterocyclic compound
Oxacycle
Azacycle
Carboxylic acid derivative
Organic nitrogen compound
Organopnictogen compound
Alcohol
Organic oxygen compound
Organic oxide
Organonitrogen compound
Organooxygen compound
Carbonyl group
Hydrocarbon derivative
Aromatic heteromonocyclic compound

Molecular Framework

Aromatic 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	2.36	ChemAxon
pKa (Strongest Acidic)	1.22	ChemAxon
pKa (Strongest Basic)	4.92	ChemAxon
Physiological Charge	0	ChemAxon
Hydrogen Acceptor Count	10	ChemAxon
Hydrogen Donor Count	4	ChemAxon
Polar Surface Area	184.02 Å²	ChemAxon
Rotatable Bond Count	5	ChemAxon
Refractivity	138.82 m³·mol⁻¹	ChemAxon
Polarizability	54.91 Å³	ChemAxon
Number of Rings	3	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

HMDB ID

Not Available

DrugBank ID

Not Available

Phenol Explorer Compound ID

Not Available

FoodDB ID

Not Available

KNApSAcK ID

Not Available

Chemspider ID

49697296

KEGG Compound ID

Not Available

BioCyc ID

Not Available

BiGG ID

Not Available

Wikipedia Link

Not Available

METLIN ID

Not Available

PubChem Compound

5933068

PDB ID

Not Available

ChEBI ID

Not Available

Good Scents ID

Not Available

References

General References

LOTUS database [Link]

Showing NP-Card for n-[(2e)-2-(butan-2-ylidene)-7,10-dihydroxy-5,11-dimethyl-3,12-dioxo-9-(pyridin-3-ylmethyl)-1,4-dioxa-8-azacyclododec-7-en-6-yl]-3-hydroxypyridine-2-carboximidic acid (NP0200428)

MOL for NP0200428 (n-[(2e)-2-(butan-2-ylidene)-7,10-dihydroxy-5,11-dimethyl-3,12-dioxo-9-(pyridin-3-ylmethyl)-1,4-dioxa-8-azacyclododec-7-en-6-yl]-3-hydroxypyridine-2-carboximidic acid)

3D MOL for NP0200428 (n-[(2e)-2-(butan-2-ylidene)-7,10-dihydroxy-5,11-dimethyl-3,12-dioxo-9-(pyridin-3-ylmethyl)-1,4-dioxa-8-azacyclododec-7-en-6-yl]-3-hydroxypyridine-2-carboximidic acid)

3D SDF for NP0200428 (n-[(2e)-2-(butan-2-ylidene)-7,10-dihydroxy-5,11-dimethyl-3,12-dioxo-9-(pyridin-3-ylmethyl)-1,4-dioxa-8-azacyclododec-7-en-6-yl]-3-hydroxypyridine-2-carboximidic acid)

3D-SDF for NP0200428 (n-[(2e)-2-(butan-2-ylidene)-7,10-dihydroxy-5,11-dimethyl-3,12-dioxo-9-(pyridin-3-ylmethyl)-1,4-dioxa-8-azacyclododec-7-en-6-yl]-3-hydroxypyridine-2-carboximidic acid)

PDB for NP0200428 (n-[(2e)-2-(butan-2-ylidene)-7,10-dihydroxy-5,11-dimethyl-3,12-dioxo-9-(pyridin-3-ylmethyl)-1,4-dioxa-8-azacyclododec-7-en-6-yl]-3-hydroxypyridine-2-carboximidic acid)

3D PDB for NP0200428 (n-[(2e)-2-(butan-2-ylidene)-7,10-dihydroxy-5,11-dimethyl-3,12-dioxo-9-(pyridin-3-ylmethyl)-1,4-dioxa-8-azacyclododec-7-en-6-yl]-3-hydroxypyridine-2-carboximidic acid)

SMILES for NP0200428 (n-[(2e)-2-(butan-2-ylidene)-7,10-dihydroxy-5,11-dimethyl-3,12-dioxo-9-(pyridin-3-ylmethyl)-1,4-dioxa-8-azacyclododec-7-en-6-yl]-3-hydroxypyridine-2-carboximidic acid)

INCHI for NP0200428 (n-[(2e)-2-(butan-2-ylidene)-7,10-dihydroxy-5,11-dimethyl-3,12-dioxo-9-(pyridin-3-ylmethyl)-1,4-dioxa-8-azacyclododec-7-en-6-yl]-3-hydroxypyridine-2-carboximidic acid)

Structure for NP0200428 (n-[(2e)-2-(butan-2-ylidene)-7,10-dihydroxy-5,11-dimethyl-3,12-dioxo-9-(pyridin-3-ylmethyl)-1,4-dioxa-8-azacyclododec-7-en-6-yl]-3-hydroxypyridine-2-carboximidic acid)

3D Structure for NP0200428 (n-[(2e)-2-(butan-2-ylidene)-7,10-dihydroxy-5,11-dimethyl-3,12-dioxo-9-(pyridin-3-ylmethyl)-1,4-dioxa-8-azacyclododec-7-en-6-yl]-3-hydroxypyridine-2-carboximidic acid)