NP-MRD: Showing NP-Card for {[(4e,8s,9s,10e,12s,13r,14s,16r)-3,13,20-trihydroxy-8,14,19-trimethoxy-4,10,12,16-tetramethyl-2-azabicyclo[16.3.1]docosa-1(21),2,4,10,18(22),19-hexaen-9-yl]oxy}methanimidic acid (NP0205848)

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Record Information

Version

2.0

Created at

2022-09-05 01:52:15 UTC

Updated at

2022-09-05 01:52:15 UTC

NP-MRD ID

NP0205848

Secondary Accession Numbers

None

Natural Product Identification

Common Name

{[(4e,8s,9s,10e,12s,13r,14s,16r)-3,13,20-trihydroxy-8,14,19-trimethoxy-4,10,12,16-tetramethyl-2-azabicyclo[16.3.1]docosa-1(21),2,4,10,18(22),19-hexaen-9-yl]oxy}methanimidic acid

Description

Reblastatin 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. {[(4e,8s,9s,10e,12s,13r,14s,16r)-3,13,20-trihydroxy-8,14,19-trimethoxy-4,10,12,16-tetramethyl-2-azabicyclo[16.3.1]docosa-1(21),2,4,10,18(22),19-hexaen-9-yl]oxy}methanimidic acid is found in Streptomyces hygroscopicus. {[(4e,8s,9s,10e,12s,13r,14s,16r)-3,13,20-trihydroxy-8,14,19-trimethoxy-4,10,12,16-tetramethyl-2-azabicyclo[16.3.1]docosa-1(21),2,4,10,18(22),19-hexaen-9-yl]oxy}methanimidic acid was first documented in 2018 (PMID: 29265716). Based on a literature review a small amount of articles have been published on reblastatin (PMID: 30893410) (PMID: 32663707) (PMID: 32395369) (PMID: 31089638).

Structure

MOL 3D MOL SDF PDB SMILES InChI


  Mrv1652309052203522D          

 39 40  0  0  1  0            999 V2000
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    2.8093   -2.5495    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
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    3.1304   -0.0220    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
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 39  7  1  4  0  0  0
M  END

     RDKit          3D

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M  END


  Mrv1652309052203522D          

 39 40  0  0  1  0            999 V2000
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    5.1624   -0.7299    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
    5.9242   -0.4132    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.0735   -1.5501    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.7394   -2.0371    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.1542   -1.3240    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.6506   -2.8573    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
    6.4053   -2.5241    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    6.4942   -1.7039    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.2417   -0.9185    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    7.2489   -1.3708    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    6.3165   -3.3444    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
    7.0712   -3.0112    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    7.7371   -3.4982    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.2276   -4.1646    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.4729   -4.4977    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.8070   -4.0107    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.0523   -4.3438    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.9634   -5.1640    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.3864   -3.8568    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.6316   -4.1899    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    3.4752   -3.0366    0.0000 N   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  2  0  0  0  0
  4  5  1  0  0  0  0
  4  6  1  0  0  0  0
  6  7  2  0  0  0  0
  7  8  1  0  0  0  0
  8  9  2  0  0  0  0
  3  9  1  0  0  0  0
  9 10  1  0  0  0  0
 10 11  1  0  0  0  0
 11 12  1  6  0  0  0
 11 13  1  0  0  0  0
 13 14  1  0  0  0  0
 14 15  1  6  0  0  0
 15 16  1  0  0  0  0
 14 17  1  0  0  0  0
 17 18  1  1  0  0  0
 17 19  1  0  0  0  0
 19 20  1  1  0  0  0
 19 21  1  0  0  0  0
 21 22  2  0  0  0  0
 22 23  1  0  0  0  0
 22 24  1  0  0  0  0
 24 25  1  1  0  0  0
 25 26  1  0  0  0  0
 26 27  2  0  0  0  0
 26 28  1  0  0  0  0
 24 29  1  0  0  0  0
 29 30  1  1  0  0  0
 30 31  1  0  0  0  0
 29 32  1  0  0  0  0
 32 33  1  0  0  0  0
 33 34  1  0  0  0  0
 34 35  2  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
 37 39  2  0  0  0  0
 39  7  1  4  0  0  0
M  END
> <DATABASE_ID>
NP0205848

> <DATABASE_NAME>
NP-MRD

> <SMILES>
CO[C@H]1CC\C=C(C)\C(O)=NC2=CC(O)=C(OC)C(C[C@@H](C)C[C@H](OC)[C@H](O)[C@@H](C)\C=C(C)\[C@@H]1OC(O)=N)=C2

> <INCHI_IDENTIFIER>
InChI=1S/C29H44N2O8/c1-16-11-20-14-21(15-22(32)27(20)38-7)31-28(34)17(2)9-8-10-23(36-5)26(39-29(30)35)19(4)13-18(3)25(33)24(12-16)37-6/h9,13-16,18,23-26,32-33H,8,10-12H2,1-7H3,(H2,30,35)(H,31,34)/b17-9+,19-13+/t16-,18+,23+,24+,25-,26+/m1/s1

> <INCHI_KEY>
VFJOOSVDHSUNKR-DQJDZTSCSA-N

> <FORMULA>
C29H44N2O8

> <MOLECULAR_WEIGHT>
548.677

> <EXACT_MASS>
548.309766385

> <JCHEM_ACCEPTOR_COUNT>
10

> <JCHEM_ATOM_COUNT>
83

> <JCHEM_AVERAGE_POLARIZABILITY>
59.77192484095629

> <JCHEM_BIOAVAILABILITY>
1

> <JCHEM_DONOR_COUNT>
5

> <JCHEM_FORMAL_CHARGE>
0

> <JCHEM_GHOSE_FILTER>
0

> <JCHEM_IUPAC>
{[(4E,8S,9S,10E,12S,13R,14S,16R)-3,13,20-trihydroxy-8,14,19-trimethoxy-4,10,12,16-tetramethyl-2-azabicyclo[16.3.1]docosa-1(21),2,4,10,18(22),19-hexaen-9-yl]oxy}methanimidic acid

> <JCHEM_LOGP>
1.7001390223874504

> <JCHEM_MDDR_LIKE_RULE>
0

> <JCHEM_NUMBER_OF_RINGS>
2

> <JCHEM_PHYSIOLOGICAL_CHARGE>
0

> <JCHEM_PKA>
1.556080660146459

> <JCHEM_PKA_STRONGEST_ACIDIC>
-2.9011069261576177

> <JCHEM_PKA_STRONGEST_BASIC>
15.033846101982322

> <JCHEM_POLAR_SURFACE_AREA>
154.04999999999998

> <JCHEM_REFRACTIVITY>
162.91040000000004

> <JCHEM_ROTATABLE_BOND_COUNT>
5

> <JCHEM_RULE_OF_FIVE>
0

> <JCHEM_TRADITIONAL_IUPAC>
{[(4E,8S,9S,10E,12S,13R,14S,16R)-3,13,20-trihydroxy-8,14,19-trimethoxy-4,10,12,16-tetramethyl-2-azabicyclo[16.3.1]docosa-1(21),2,4,10,18(22),19-hexaen-9-yl]oxy}methanimidic acid

> <JCHEM_VEBER_RULE>
0

$$$$

HEADER    PROTEIN                                 05-SEP-22   NONE
TITLE     NULL                                                        
COMPND    NULL                                                        
SOURCE    NULL                                                        
KEYWDS    NULL                                                        
EXPDTA    NULL                                                        
AUTHOR    Marvin                                                      
REVDAT   1   05-SEP-22         0                                  
HETATM    1  C   UNK     0       0.106  -2.654   0.000  0.00  0.00           C+0
HETATM    2  O   UNK     0       1.515  -2.032   0.000  0.00  0.00           O+0
HETATM    3  C   UNK     0       2.758  -2.941   0.000  0.00  0.00           C+0
HETATM    4  C   UNK     0       2.592  -4.472   0.000  0.00  0.00           C+0
HETATM    5  O   UNK     0       1.183  -5.094   0.000  0.00  0.00           O+0
HETATM    6  C   UNK     0       3.835  -5.381   0.000  0.00  0.00           C+0
HETATM    7  C   UNK     0       5.244  -4.759   0.000  0.00  0.00           C+0
HETATM    8  C   UNK     0       5.410  -3.228   0.000  0.00  0.00           C+0
HETATM    9  C   UNK     0       4.167  -2.319   0.000  0.00  0.00           C+0
HETATM   10  C   UNK     0       4.333  -0.788   0.000  0.00  0.00           C+0
HETATM   11  C   UNK     0       5.843  -0.041   0.000  0.00  0.00           C+0
HETATM   12  C   UNK     0       6.952  -1.110   0.000  0.00  0.00           C+0
HETATM   13  C   UNK     0       6.474   1.364   0.000  0.00  0.00           C+0
HETATM   14  C   UNK     0       8.005   1.198   0.000  0.00  0.00           C+0
HETATM   15  O   UNK     0       9.039   2.339   0.000  0.00  0.00           O+0
HETATM   16  C   UNK     0       8.568   3.805   0.000  0.00  0.00           C+0
HETATM   17  C   UNK     0       8.321  -0.309   0.000  0.00  0.00           C+0
HETATM   18  O   UNK     0       7.322  -1.482   0.000  0.00  0.00           O+0
HETATM   19  C   UNK     0       9.636  -1.362   0.000  0.00  0.00           C+0
HETATM   20  C   UNK     0      11.058  -0.771   0.000  0.00  0.00           C+0
HETATM   21  C   UNK     0       9.471  -2.893   0.000  0.00  0.00           C+0
HETATM   22  C   UNK     0      10.714  -3.803   0.000  0.00  0.00           C+0
HETATM   23  C   UNK     0      11.488  -2.471   0.000  0.00  0.00           C+0
HETATM   24  C   UNK     0      10.548  -5.334   0.000  0.00  0.00           C+0
HETATM   25  O   UNK     0      11.957  -4.712   0.000  0.00  0.00           O+0
HETATM   26  C   UNK     0      12.122  -3.181   0.000  0.00  0.00           C+0
HETATM   27  N   UNK     0      11.651  -1.715   0.000  0.00  0.00           N+0
HETATM   28  O   UNK     0      13.531  -2.559   0.000  0.00  0.00           O+0
HETATM   29  C   UNK     0      11.791  -6.243   0.000  0.00  0.00           C+0
HETATM   30  O   UNK     0      13.200  -5.621   0.000  0.00  0.00           O+0
HETATM   31  C   UNK     0      14.443  -6.530   0.000  0.00  0.00           C+0
HETATM   32  C   UNK     0      11.625  -7.774   0.000  0.00  0.00           C+0
HETATM   33  C   UNK     0      10.216  -8.396   0.000  0.00  0.00           C+0
HETATM   34  C   UNK     0       8.973  -7.487   0.000  0.00  0.00           C+0
HETATM   35  C   UNK     0       7.564  -8.108   0.000  0.00  0.00           C+0
HETATM   36  C   UNK     0       7.398  -9.640   0.000  0.00  0.00           C+0
HETATM   37  C   UNK     0       6.321  -7.199   0.000  0.00  0.00           C+0
HETATM   38  O   UNK     0       4.912  -7.821   0.000  0.00  0.00           O+0
HETATM   39  N   UNK     0       6.487  -5.668   0.000  0.00  0.00           N+0
CONECT    1    2                                                            
CONECT    2    1    3                                                       
CONECT    3    2    4    9                                                  
CONECT    4    3    5    6                                                  
CONECT    5    4                                                            
CONECT    6    4    7                                                       
CONECT    7    6    8   39                                                  
CONECT    8    7    9                                                       
CONECT    9    8    3   10                                                  
CONECT   10    9   11                                                       
CONECT   11   10   12   13                                                  
CONECT   12   11                                                            
CONECT   13   11   14                                                       
CONECT   14   13   15   17                                                  
CONECT   15   14   16                                                       
CONECT   16   15                                                            
CONECT   17   14   18   19                                                  
CONECT   18   17                                                            
CONECT   19   17   20   21                                                  
CONECT   20   19                                                            
CONECT   21   19   22                                                       
CONECT   22   21   23   24                                                  
CONECT   23   22                                                            
CONECT   24   22   25   29                                                  
CONECT   25   24   26                                                       
CONECT   26   25   27   28                                                  
CONECT   27   26                                                            
CONECT   28   26                                                            
CONECT   29   24   30   32                                                  
CONECT   30   29   31                                                       
CONECT   31   30                                                            
CONECT   32   29   33                                                       
CONECT   33   32   34                                                       
CONECT   34   33   35                                                       
CONECT   35   34   36   37                                                  
CONECT   36   35                                                            
CONECT   37   35   38   39                                                  
CONECT   38   37                                                            
CONECT   39   37    7                                                       
MASTER        0    0    0    0    0    0    0    0   39    0   80    0
END

View in JSmol

Synonyms

Not Available

Chemical Formula

C₂₉H₄₄N₂O₈

Average Mass

548.6770 Da

Monoisotopic Mass

548.30977 Da

IUPAC Name

{[(4E,8S,9S,10E,12S,13R,14S,16R)-3,13,20-trihydroxy-8,14,19-trimethoxy-4,10,12,16-tetramethyl-2-azabicyclo[16.3.1]docosa-1(21),2,4,10,18(22),19-hexaen-9-yl]oxy}methanimidic acid

Traditional Name

{[(4E,8S,9S,10E,12S,13R,14S,16R)-3,13,20-trihydroxy-8,14,19-trimethoxy-4,10,12,16-tetramethyl-2-azabicyclo[16.3.1]docosa-1(21),2,4,10,18(22),19-hexaen-9-yl]oxy}methanimidic acid

CAS Registry Number

Not Available

SMILES

CO[C@H]1CC\C=C(C)\C(O)=NC2=CC(O)=C(OC)C(C[C@@H](C)C[C@H](OC)[C@H](O)[C@@H](C)\C=C(C)\[C@@H]1OC(O)=N)=C2

InChI Identifier

InChI=1S/C29H44N2O8/c1-16-11-20-14-21(15-22(32)27(20)38-7)31-28(34)17(2)9-8-10-23(36-5)26(39-29(30)35)19(4)13-18(3)25(33)24(12-16)37-6/h9,13-16,18,23-26,32-33H,8,10-12H2,1-7H3,(H2,30,35)(H,31,34)/b17-9+,19-13+/t16-,18+,23+,24+,25-,26+/m1/s1

InChI Key

VFJOOSVDHSUNKR-DQJDZTSCSA-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 hygroscopicus	LOTUS Database	35616633

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

Macrolactam
Anisole
Phenol ether
Alkyl aryl ether
1-hydroxy-4-unsubstituted benzenoid
1-hydroxy-2-unsubstituted benzenoid
Phenol
Benzenoid
Carbamic acid ester
Carboxamide group
Lactam
Secondary carboxylic acid amide
Secondary alcohol
Carboxylic acid derivative
Dialkyl ether
Ether
Azacycle
Organoheterocyclic compound
Organic oxygen compound
Organic nitrogen compound
Alcohol
Organic oxide
Hydrocarbon derivative
Organonitrogen compound
Organooxygen compound
Carbonyl group
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	1.7	ChemAxon
pKa (Strongest Acidic)	-2.9	ChemAxon
pKa (Strongest Basic)	15.03	ChemAxon
Physiological Charge	0	ChemAxon
Hydrogen Acceptor Count	10	ChemAxon
Hydrogen Donor Count	5	ChemAxon
Polar Surface Area	154.05 Å²	ChemAxon
Rotatable Bond Count	5	ChemAxon
Refractivity	162.91 m³·mol⁻¹	ChemAxon
Polarizability	59.77 Å³	ChemAxon
Number of Rings	2	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

C00015613

Chemspider ID

7983315

KEGG Compound ID

Not Available

BioCyc ID

Not Available

BiGG ID

Not Available

Wikipedia Link

Not Available

METLIN ID

Not Available

PubChem Compound

9807556

PDB ID

Not Available

ChEBI ID

Not Available

Good Scents ID

Not Available

References

General References

Kinfe HH: Versatility of glycals in synthetic organic chemistry: coupling reactions, diversity oriented synthesis and natural product synthesis. Org Biomol Chem. 2019 Apr 24;17(17):4153-4182. doi: 10.1039/c9ob00343f. [PubMed:30893410 ]
Skrzypczak N, Pyta K, Ruszkowski P, Gdaniec M, Bartl F, Przybylski P: Synthesis, structure and anticancer activity of new geldanamycin amine analogs containing C(17)- or C(20)- flexible and rigid arms as well as closed or open ansa-bridges. Eur J Med Chem. 2020 Sep 15;202:112624. doi: 10.1016/j.ejmech.2020.112624. Epub 2020 Jul 3. [PubMed:32663707 ]
Choi J, Kim BY, Son Y, Lee D, Hong YS, Kim MS, Kim K: Reblastatins Inhibit Phenotypic Changes of Monocytes/Macrophages in a Milieu Rich in 27-Hydroxycholesterol. Immune Netw. 2020 Apr 23;20(2):e17. doi: 10.4110/in.2020.20.e17. eCollection 2020 Apr. [PubMed:32395369 ]
Hermane J, Eichner S, Mancuso L, Schroder B, Sasse F, Zeilinger C, Kirschning A: New geldanamycin derivatives with anti Hsp properties by mutasynthesis. Org Biomol Chem. 2019 May 29;17(21):5269-5278. doi: 10.1039/c9ob00892f. [PubMed:31089638 ]
Mohammadi-Ostad-Kalayeh S, Stahl F, Scheper T, Kock K, Herrmann C, Heleno Batista FA, Borges JC, Sasse F, Eichner S, Ongouta J, Zeilinger C, Kirschning A: Heat Shock Proteins Revisited: Using a Mutasynthetically Generated Reblastatin Library to Compare the Inhibition of Human and Leishmania Hsp90s. Chembiochem. 2018 Mar 16;19(6):562-574. doi: 10.1002/cbic.201700616. Epub 2018 Feb 19. [PubMed:29265716 ]
LOTUS database [Link]

Showing NP-Card for {[(4e,8s,9s,10e,12s,13r,14s,16r)-3,13,20-trihydroxy-8,14,19-trimethoxy-4,10,12,16-tetramethyl-2-azabicyclo[16.3.1]docosa-1(21),2,4,10,18(22),19-hexaen-9-yl]oxy}methanimidic acid (NP0205848)

MOL for NP0205848 ({[(4e,8s,9s,10e,12s,13r,14s,16r)-3,13,20-trihydroxy-8,14,19-trimethoxy-4,10,12,16-tetramethyl-2-azabicyclo[16.3.1]docosa-1(21),2,4,10,18(22),19-hexaen-9-yl]oxy}methanimidic acid)

3D MOL for NP0205848 ({[(4e,8s,9s,10e,12s,13r,14s,16r)-3,13,20-trihydroxy-8,14,19-trimethoxy-4,10,12,16-tetramethyl-2-azabicyclo[16.3.1]docosa-1(21),2,4,10,18(22),19-hexaen-9-yl]oxy}methanimidic acid)

3D SDF for NP0205848 ({[(4e,8s,9s,10e,12s,13r,14s,16r)-3,13,20-trihydroxy-8,14,19-trimethoxy-4,10,12,16-tetramethyl-2-azabicyclo[16.3.1]docosa-1(21),2,4,10,18(22),19-hexaen-9-yl]oxy}methanimidic acid)

3D-SDF for NP0205848 ({[(4e,8s,9s,10e,12s,13r,14s,16r)-3,13,20-trihydroxy-8,14,19-trimethoxy-4,10,12,16-tetramethyl-2-azabicyclo[16.3.1]docosa-1(21),2,4,10,18(22),19-hexaen-9-yl]oxy}methanimidic acid)

PDB for NP0205848 ({[(4e,8s,9s,10e,12s,13r,14s,16r)-3,13,20-trihydroxy-8,14,19-trimethoxy-4,10,12,16-tetramethyl-2-azabicyclo[16.3.1]docosa-1(21),2,4,10,18(22),19-hexaen-9-yl]oxy}methanimidic acid)

3D PDB for NP0205848 ({[(4e,8s,9s,10e,12s,13r,14s,16r)-3,13,20-trihydroxy-8,14,19-trimethoxy-4,10,12,16-tetramethyl-2-azabicyclo[16.3.1]docosa-1(21),2,4,10,18(22),19-hexaen-9-yl]oxy}methanimidic acid)

SMILES for NP0205848 ({[(4e,8s,9s,10e,12s,13r,14s,16r)-3,13,20-trihydroxy-8,14,19-trimethoxy-4,10,12,16-tetramethyl-2-azabicyclo[16.3.1]docosa-1(21),2,4,10,18(22),19-hexaen-9-yl]oxy}methanimidic acid)

INCHI for NP0205848 ({[(4e,8s,9s,10e,12s,13r,14s,16r)-3,13,20-trihydroxy-8,14,19-trimethoxy-4,10,12,16-tetramethyl-2-azabicyclo[16.3.1]docosa-1(21),2,4,10,18(22),19-hexaen-9-yl]oxy}methanimidic acid)

Structure for NP0205848 ({[(4e,8s,9s,10e,12s,13r,14s,16r)-3,13,20-trihydroxy-8,14,19-trimethoxy-4,10,12,16-tetramethyl-2-azabicyclo[16.3.1]docosa-1(21),2,4,10,18(22),19-hexaen-9-yl]oxy}methanimidic acid)

3D Structure for NP0205848 ({[(4e,8s,9s,10e,12s,13r,14s,16r)-3,13,20-trihydroxy-8,14,19-trimethoxy-4,10,12,16-tetramethyl-2-azabicyclo[16.3.1]docosa-1(21),2,4,10,18(22),19-hexaen-9-yl]oxy}methanimidic acid)