NP-MRD: Showing NP-Card for (2s)-2-{[(2s)-2-{[(3r)-1,3-dihydroxydodecylidene]amino}-1-hydroxy-3-(c-hydroxycarbonimidoyl)propylidene]amino}-n-[(2s)-4-methyl-1-oxopentan-2-yl]pentanediimidic acid (NP0147447)

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Record Information

Version

2.0

Created at

2022-09-02 03:03:27 UTC

Updated at

2022-09-02 03:03:27 UTC

NP-MRD ID

NP0147447

Secondary Accession Numbers

None

Natural Product Identification

Common Name

(2s)-2-{[(2s)-2-{[(3r)-1,3-dihydroxydodecylidene]amino}-1-hydroxy-3-(c-hydroxycarbonimidoyl)propylidene]amino}-n-[(2s)-4-methyl-1-oxopentan-2-yl]pentanediimidic acid

Description

Fellutamide B belongs to the class of organic compounds known as dipeptides. These are organic compounds containing a sequence of exactly two alpha-amino acids joined by a peptide bond. (2s)-2-{[(2s)-2-{[(3r)-1,3-dihydroxydodecylidene]amino}-1-hydroxy-3-(c-hydroxycarbonimidoyl)propylidene]amino}-n-[(2s)-4-methyl-1-oxopentan-2-yl]pentanediimidic acid is found in Talaromyces purpureogenus. (2s)-2-{[(2s)-2-{[(3r)-1,3-dihydroxydodecylidene]amino}-1-hydroxy-3-(c-hydroxycarbonimidoyl)propylidene]amino}-n-[(2s)-4-methyl-1-oxopentan-2-yl]pentanediimidic acid was first documented in 2006 (PMID: 16697191). Based on a literature review a significant number of articles have been published on Fellutamide B (PMID: 24686557) (PMID: 31098395) (PMID: 30320245) (PMID: 27294372) (PMID: 23880930) (PMID: 20558127).

Structure

MOL 3D MOL SDF PDB SMILES InChI


  Mrv1652309022205032D          

 39 38  0  0  1  0            999 V2000
    3.5211    2.8579    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
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M  END

     RDKit          3D

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M  END


  Mrv1652309022205032D          

 39 38  0  0  1  0            999 V2000
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    9.2368   -0.4421    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    9.9513   -0.8546    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    8.5224   -0.8546    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   10.6658    0.3829    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   11.3802    0.7954    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   10.6658   -0.4421    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   11.3802   -0.8546    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
   12.0947   -0.4421    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   12.8092   -0.8546    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   13.5237   -0.4421    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   13.5237    0.3829    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   14.2381   -0.8546    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   11.3802   -1.6796    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   12.0947   -2.0921    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   10.6658   -2.0921    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   10.6658   -2.9171    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
    9.9513   -3.3296    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    9.2368   -2.9171    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   11.3802   -3.3296    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   11.3802   -4.1546    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   12.0947   -4.5671    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   10.6658   -4.5671    0.0000 C   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
  4  5  1  0  0  0  0
  5  6  1  0  0  0  0
  6  7  1  0  0  0  0
  7  8  1  0  0  0  0
  8  9  1  0  0  0  0
  9 10  1  0  0  0  0
 10 11  1  1  0  0  0
 10 12  1  0  0  0  0
 12 13  1  0  0  0  0
 13 14  1  4  0  0  0
 13 15  2  0  0  0  0
 16 15  1  6  0  0  0
 16 17  1  0  0  0  0
 17 18  1  0  0  0  0
 18 19  2  0  0  0  0
 18 20  1  0  0  0  0
 16 21  1  0  0  0  0
 21 22  1  4  0  0  0
 21 23  2  0  0  0  0
 24 23  1  1  0  0  0
 24 25  1  0  0  0  0
 25 26  1  0  0  0  0
 26 27  1  0  0  0  0
 27 28  2  0  0  0  0
 27 29  1  0  0  0  0
 24 30  1  0  0  0  0
 30 31  1  4  0  0  0
 30 32  2  0  0  0  0
 33 32  1  1  0  0  0
 33 34  1  0  0  0  0
 34 35  2  0  0  0  0
 33 36  1  0  0  0  0
 36 37  1  0  0  0  0
 37 38  1  0  0  0  0
 37 39  1  0  0  0  0
M  END
> <DATABASE_ID>
NP0147447

> <DATABASE_NAME>
NP-MRD

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

> <INCHI_IDENTIFIER>
InChI=1S/C27H49N5O7/c1-4-5-6-7-8-9-10-11-20(34)15-25(37)31-22(16-24(29)36)27(39)32-21(12-13-23(28)35)26(38)30-19(17-33)14-18(2)3/h17-22,34H,4-16H2,1-3H3,(H2,28,35)(H2,29,36)(H,30,38)(H,31,37)(H,32,39)/t19-,20+,21-,22-/m0/s1

> <INCHI_KEY>
MFXAGCQVWGPEJH-LRSLUSHPSA-N

> <FORMULA>
C27H49N5O7

> <MOLECULAR_WEIGHT>
555.717

> <EXACT_MASS>
555.363198938

> <JCHEM_ACCEPTOR_COUNT>
12

> <JCHEM_ATOM_COUNT>
88

> <JCHEM_AVERAGE_POLARIZABILITY>
62.06132780752648

> <JCHEM_BIOAVAILABILITY>
0

> <JCHEM_DONOR_COUNT>
8

> <JCHEM_FORMAL_CHARGE>
0

> <JCHEM_GHOSE_FILTER>
0

> <JCHEM_IUPAC>
(2S)-2-{[(2S)-2-{[(3R)-1,3-dihydroxydodecylidene]amino}-1-hydroxy-3-(C-hydroxycarbonimidoyl)propylidene]amino}-N-[(2S)-4-methyl-1-oxopentan-2-yl]pentanediimidic acid

> <ALOGPS_LOGP>
2.38

> <JCHEM_LOGP>
-1.2607277928320328

> <ALOGPS_LOGS>
-4.08

> <JCHEM_MDDR_LIKE_RULE>
0

> <JCHEM_NUMBER_OF_RINGS>
0

> <JCHEM_PHYSIOLOGICAL_CHARGE>
0

> <JCHEM_PKA>
-0.6611631508625884

> <JCHEM_PKA_STRONGEST_ACIDIC>
-1.7568133697262205

> <JCHEM_PKA_STRONGEST_BASIC>
12.972704844281221

> <JCHEM_POLAR_SURFACE_AREA>
223.22999999999996

> <JCHEM_REFRACTIVITY>
168.74400000000003

> <JCHEM_ROTATABLE_BOND_COUNT>
23

> <JCHEM_RULE_OF_FIVE>
0

> <ALOGPS_SOLUBILITY>
4.64e-02 g/l

> <JCHEM_TRADITIONAL_IUPAC>
(2S)-2-{[(2S)-2-{[(3R)-1,3-dihydroxydodecylidene]amino}-1-hydroxy-3-(C-hydroxycarbonimidoyl)propylidene]amino}-N-[(2S)-4-methyl-1-oxopentan-2-yl]pentanediimidic acid

> <JCHEM_VEBER_RULE>
0

$$$$

HEADER    PROTEIN                                 02-SEP-22   NONE
TITLE     NULL                                                        
COMPND    NULL                                                        
SOURCE    NULL                                                        
KEYWDS    NULL                                                        
EXPDTA    NULL                                                        
AUTHOR    Marvin                                                      
REVDAT   1   02-SEP-22         0                                  
HETATM    1  C   UNK     0       6.573   5.335   0.000  0.00  0.00           C+0
HETATM    2  C   UNK     0       7.906   6.105   0.000  0.00  0.00           C+0
HETATM    3  C   UNK     0       9.240   5.335   0.000  0.00  0.00           C+0
HETATM    4  C   UNK     0      10.574   6.105   0.000  0.00  0.00           C+0
HETATM    5  C   UNK     0      11.907   5.335   0.000  0.00  0.00           C+0
HETATM    6  C   UNK     0      13.241   6.105   0.000  0.00  0.00           C+0
HETATM    7  C   UNK     0      14.575   5.335   0.000  0.00  0.00           C+0
HETATM    8  C   UNK     0      15.908   6.105   0.000  0.00  0.00           C+0
HETATM    9  C   UNK     0      17.242   5.335   0.000  0.00  0.00           C+0
HETATM   10  C   UNK     0      18.576   6.105   0.000  0.00  0.00           C+0
HETATM   11  O   UNK     0      18.576   7.645   0.000  0.00  0.00           O+0
HETATM   12  C   UNK     0      19.909   5.335   0.000  0.00  0.00           C+0
HETATM   13  C   UNK     0      19.909   3.795   0.000  0.00  0.00           C+0
HETATM   14  O   UNK     0      21.243   3.025   0.000  0.00  0.00           O+0
HETATM   15  N   UNK     0      18.576   3.025   0.000  0.00  0.00           N+0
HETATM   16  C   UNK     0      18.576   1.485   0.000  0.00  0.00           C+0
HETATM   17  C   UNK     0      17.242   0.715   0.000  0.00  0.00           C+0
HETATM   18  C   UNK     0      17.242  -0.825   0.000  0.00  0.00           C+0
HETATM   19  N   UNK     0      18.576  -1.595   0.000  0.00  0.00           N+0
HETATM   20  O   UNK     0      15.908  -1.595   0.000  0.00  0.00           O+0
HETATM   21  C   UNK     0      19.909   0.715   0.000  0.00  0.00           C+0
HETATM   22  O   UNK     0      21.243   1.485   0.000  0.00  0.00           O+0
HETATM   23  N   UNK     0      19.909  -0.825   0.000  0.00  0.00           N+0
HETATM   24  C   UNK     0      21.243  -1.595   0.000  0.00  0.00           C+0
HETATM   25  C   UNK     0      22.577  -0.825   0.000  0.00  0.00           C+0
HETATM   26  C   UNK     0      23.910  -1.595   0.000  0.00  0.00           C+0
HETATM   27  C   UNK     0      25.244  -0.825   0.000  0.00  0.00           C+0
HETATM   28  N   UNK     0      25.244   0.715   0.000  0.00  0.00           N+0
HETATM   29  O   UNK     0      26.578  -1.595   0.000  0.00  0.00           O+0
HETATM   30  C   UNK     0      21.243  -3.135   0.000  0.00  0.00           C+0
HETATM   31  O   UNK     0      22.577  -3.905   0.000  0.00  0.00           O+0
HETATM   32  N   UNK     0      19.909  -3.905   0.000  0.00  0.00           N+0
HETATM   33  C   UNK     0      19.909  -5.445   0.000  0.00  0.00           C+0
HETATM   34  C   UNK     0      18.576  -6.215   0.000  0.00  0.00           C+0
HETATM   35  O   UNK     0      17.242  -5.445   0.000  0.00  0.00           O+0
HETATM   36  C   UNK     0      21.243  -6.215   0.000  0.00  0.00           C+0
HETATM   37  C   UNK     0      21.243  -7.755   0.000  0.00  0.00           C+0
HETATM   38  C   UNK     0      22.577  -8.525   0.000  0.00  0.00           C+0
HETATM   39  C   UNK     0      19.909  -8.525   0.000  0.00  0.00           C+0
CONECT    1    2                                                            
CONECT    2    1    3                                                       
CONECT    3    2    4                                                       
CONECT    4    3    5                                                       
CONECT    5    4    6                                                       
CONECT    6    5    7                                                       
CONECT    7    6    8                                                       
CONECT    8    7    9                                                       
CONECT    9    8   10                                                       
CONECT   10    9   11   12                                                  
CONECT   11   10                                                            
CONECT   12   10   13                                                       
CONECT   13   12   14   15                                                  
CONECT   14   13                                                            
CONECT   15   13   16                                                       
CONECT   16   15   17   21                                                  
CONECT   17   16   18                                                       
CONECT   18   17   19   20                                                  
CONECT   19   18                                                            
CONECT   20   18                                                            
CONECT   21   16   22   23                                                  
CONECT   22   21                                                            
CONECT   23   21   24                                                       
CONECT   24   23   25   30                                                  
CONECT   25   24   26                                                       
CONECT   26   25   27                                                       
CONECT   27   26   28   29                                                  
CONECT   28   27                                                            
CONECT   29   27                                                            
CONECT   30   24   31   32                                                  
CONECT   31   30                                                            
CONECT   32   30   33                                                       
CONECT   33   32   34   36                                                  
CONECT   34   33   35                                                       
CONECT   35   34                                                            
CONECT   36   33   37                                                       
CONECT   37   36   38   39                                                  
CONECT   38   37                                                            
CONECT   39   37                                                            
MASTER        0    0    0    0    0    0    0    0   39    0   76    0
END

View in JSmol

Synonyms

Not Available

Chemical Formula

C₂₇H₄₉N₅O₇

Average Mass

555.7170 Da

Monoisotopic Mass

555.36320 Da

IUPAC Name

(2S)-2-{[(2S)-2-{[(3R)-1,3-dihydroxydodecylidene]amino}-1-hydroxy-3-(C-hydroxycarbonimidoyl)propylidene]amino}-N-[(2S)-4-methyl-1-oxopentan-2-yl]pentanediimidic acid

Traditional Name

(2S)-2-{[(2S)-2-{[(3R)-1,3-dihydroxydodecylidene]amino}-1-hydroxy-3-(C-hydroxycarbonimidoyl)propylidene]amino}-N-[(2S)-4-methyl-1-oxopentan-2-yl]pentanediimidic acid

CAS Registry Number

Not Available

SMILES

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

InChI Identifier

InChI=1S/C27H49N5O7/c1-4-5-6-7-8-9-10-11-20(34)15-25(37)31-22(16-24(29)36)27(39)32-21(12-13-23(28)35)26(38)30-19(17-33)14-18(2)3/h17-22,34H,4-16H2,1-3H3,(H2,28,35)(H2,29,36)(H,30,38)(H,31,37)(H,32,39)/t19-,20+,21-,22-/m0/s1

InChI Key

MFXAGCQVWGPEJH-LRSLUSHPSA-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
Penicillium purpurogenum	LOTUS Database	35616633

Chemical Taxonomy

Description

Belongs to the class of organic compounds known as dipeptides. These are organic compounds containing a sequence of exactly two alpha-amino acids joined by a peptide bond.

Kingdom

Organic compounds

Super Class

Organic acids and derivatives

Class

Carboxylic acids and derivatives

Sub Class

Amino acids, peptides, and analogues

Direct Parent

Dipeptides

Alternative Parents

Substituents

Alpha-dipeptide
Glutamine or derivatives
Asparagine or derivatives
N-acyl-alpha amino acid or derivatives
Alpha-amino acid amide
N-substituted-alpha-amino acid
Alpha-amino acid or derivatives
Fatty acyl
Fatty amide
N-acyl-amine
Carboxamide group
Secondary carboxylic acid amide
Secondary alcohol
Primary carboxylic acid amide
Alcohol
Organonitrogen compound
Organooxygen compound
Hydrocarbon derivative
Carbonyl group
Organic oxide
Organic oxygen compound
Organic nitrogen compound
Aldehyde
Aliphatic acyclic compound

Molecular Framework

Aliphatic acyclic 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	2.38	ALOGPS
logP	-1.3	ChemAxon
logS	-4.1	ALOGPS
pKa (Strongest Acidic)	-1.8	ChemAxon
pKa (Strongest Basic)	12.97	ChemAxon
Physiological Charge	0	ChemAxon
Hydrogen Acceptor Count	12	ChemAxon
Hydrogen Donor Count	8	ChemAxon
Polar Surface Area	223.23 Å²	ChemAxon
Rotatable Bond Count	23	ChemAxon
Refractivity	168.74 m³·mol⁻¹	ChemAxon
Polarizability	62.06 Å³	ChemAxon
Number of Rings	0	ChemAxon
Bioavailability	No	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

8004880

KEGG Compound ID

Not Available

BioCyc ID

Not Available

BiGG ID

Not Available

Wikipedia Link

Not Available

METLIN ID

Not Available

PubChem Compound

9829143

PDB ID

Not Available

ChEBI ID

Not Available

Good Scents ID

Not Available

References

General References

Wu CJ, Li CW, Cui CB: Seven new and two known lipopeptides as well as five known polyketides: the activated production of silent metabolites in a marine-derived fungus by chemical mutagenesis strategy using diethyl sulphate. Mar Drugs. 2014 Mar 28;12(4):1815-38. doi: 10.3390/md12041815. [PubMed:24686557 ]
Kjaerbolling I, Vesth T, Andersen MR: Resistance Gene-Directed Genome Mining of 50 Aspergillus Species. mSystems. 2019 May 14;4(4):e00085-19. doi: 10.1128/mSystems.00085-19. eCollection 2019 Jul-Aug. [PubMed:31098395 ]
Reddy RG, Dachavaram SS, Reddy BR, Kalyankar KB, Rajan WD, Kootar S, Kumar A, Das S, Chakravarty S: Fellutamide B Synthetic Path Intermediates with in Vitro Neuroactive Function Shows Mood-Elevating Effect in Stress-Induced Zebrafish Model. ACS Omega. 2018 Sep 30;3(9):10534-10544. doi: 10.1021/acsomega.8b00456. Epub 2018 Sep 5. [PubMed:30320245 ]
Yeh HH, Ahuja M, Chiang YM, Oakley CE, Moore S, Yoon O, Hajovsky H, Bok JW, Keller NP, Wang CC, Oakley BR: Resistance Gene-Guided Genome Mining: Serial Promoter Exchanges in Aspergillus nidulans Reveal the Biosynthetic Pathway for Fellutamide B, a Proteasome Inhibitor. ACS Chem Biol. 2016 Aug 19;11(8):2275-84. doi: 10.1021/acschembio.6b00213. Epub 2016 Jun 21. [PubMed:27294372 ]
Giltrap AM, Cergol KM, Pang A, Britton WJ, Payne RJ: Total synthesis of fellutamide B and deoxy-fellutamides B, C, and D. Mar Drugs. 2013 Jul 8;11(7):2382-97. doi: 10.3390/md11072382. [PubMed:23880930 ]
Lin G, Li D, Chidawanyika T, Nathan C, Li H: Fellutamide B is a potent inhibitor of the Mycobacterium tuberculosis proteasome. Arch Biochem Biophys. 2010 Sep 15;501(2):214-20. doi: 10.1016/j.abb.2010.06.009. Epub 2010 Jun 15. [PubMed:20558127 ]
Hines J, Groll M, Fahnestock M, Crews CM: Proteasome inhibition by fellutamide B induces nerve growth factor synthesis. Chem Biol. 2008 May;15(5):501-12. doi: 10.1016/j.chembiol.2008.03.020. [PubMed:18482702 ]
Schneekloth JS Jr, Sanders JL, Hines J, Crews CM: Neurotrophic peptide aldehydes: solid phase synthesis of fellutamide B and a simplified analog. Bioorg Med Chem Lett. 2006 Jul 15;16(14):3855-8. doi: 10.1016/j.bmcl.2006.04.029. Epub 2006 May 11. [PubMed:16697191 ]
LOTUS database [Link]

Showing NP-Card for (2s)-2-{[(2s)-2-{[(3r)-1,3-dihydroxydodecylidene]amino}-1-hydroxy-3-(c-hydroxycarbonimidoyl)propylidene]amino}-n-[(2s)-4-methyl-1-oxopentan-2-yl]pentanediimidic acid (NP0147447)

MOL for NP0147447 ((2s)-2-{[(2s)-2-{[(3r)-1,3-dihydroxydodecylidene]amino}-1-hydroxy-3-(c-hydroxycarbonimidoyl)propylidene]amino}-n-[(2s)-4-methyl-1-oxopentan-2-yl]pentanediimidic acid)

3D MOL for NP0147447 ((2s)-2-{[(2s)-2-{[(3r)-1,3-dihydroxydodecylidene]amino}-1-hydroxy-3-(c-hydroxycarbonimidoyl)propylidene]amino}-n-[(2s)-4-methyl-1-oxopentan-2-yl]pentanediimidic acid)

3D SDF for NP0147447 ((2s)-2-{[(2s)-2-{[(3r)-1,3-dihydroxydodecylidene]amino}-1-hydroxy-3-(c-hydroxycarbonimidoyl)propylidene]amino}-n-[(2s)-4-methyl-1-oxopentan-2-yl]pentanediimidic acid)

3D-SDF for NP0147447 ((2s)-2-{[(2s)-2-{[(3r)-1,3-dihydroxydodecylidene]amino}-1-hydroxy-3-(c-hydroxycarbonimidoyl)propylidene]amino}-n-[(2s)-4-methyl-1-oxopentan-2-yl]pentanediimidic acid)

PDB for NP0147447 ((2s)-2-{[(2s)-2-{[(3r)-1,3-dihydroxydodecylidene]amino}-1-hydroxy-3-(c-hydroxycarbonimidoyl)propylidene]amino}-n-[(2s)-4-methyl-1-oxopentan-2-yl]pentanediimidic acid)

3D PDB for NP0147447 ((2s)-2-{[(2s)-2-{[(3r)-1,3-dihydroxydodecylidene]amino}-1-hydroxy-3-(c-hydroxycarbonimidoyl)propylidene]amino}-n-[(2s)-4-methyl-1-oxopentan-2-yl]pentanediimidic acid)

SMILES for NP0147447 ((2s)-2-{[(2s)-2-{[(3r)-1,3-dihydroxydodecylidene]amino}-1-hydroxy-3-(c-hydroxycarbonimidoyl)propylidene]amino}-n-[(2s)-4-methyl-1-oxopentan-2-yl]pentanediimidic acid)

INCHI for NP0147447 ((2s)-2-{[(2s)-2-{[(3r)-1,3-dihydroxydodecylidene]amino}-1-hydroxy-3-(c-hydroxycarbonimidoyl)propylidene]amino}-n-[(2s)-4-methyl-1-oxopentan-2-yl]pentanediimidic acid)

Structure for NP0147447 ((2s)-2-{[(2s)-2-{[(3r)-1,3-dihydroxydodecylidene]amino}-1-hydroxy-3-(c-hydroxycarbonimidoyl)propylidene]amino}-n-[(2s)-4-methyl-1-oxopentan-2-yl]pentanediimidic acid)

3D Structure for NP0147447 ((2s)-2-{[(2s)-2-{[(3r)-1,3-dihydroxydodecylidene]amino}-1-hydroxy-3-(c-hydroxycarbonimidoyl)propylidene]amino}-n-[(2s)-4-methyl-1-oxopentan-2-yl]pentanediimidic acid)