NP-MRD: Showing NP-Card for (2r)-2-{[(2s)-2-{[(2s)-2-{[(2r)-2-amino-1-hydroxypropylidene]amino}-1-hydroxy-2-(methanethioyl)ethylidene]amino}-1-hydroxy-3-methylbutylidene]amino}-4-methyl-n-[(1s)-3-methyl-1-(sulfanylcarbonyl)butyl]pent-4-enimidic acid (NP0207889)

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Record Information

Version

2.0

Created at

2022-09-05 04:40:16 UTC

Updated at

2022-09-05 04:40:16 UTC

NP-MRD ID

NP0207889

Secondary Accession Numbers

None

Natural Product Identification

Common Name

(2r)-2-{[(2s)-2-{[(2s)-2-{[(2r)-2-amino-1-hydroxypropylidene]amino}-1-hydroxy-2-(methanethioyl)ethylidene]amino}-1-hydroxy-3-methylbutylidene]amino}-4-methyl-n-[(1s)-3-methyl-1-(sulfanylcarbonyl)butyl]pent-4-enimidic acid

Description

(2R)-2-{[(2S)-2-{[(2S)-2-{[(2R)-2-amino-1-hydroxypropylidene]amino}-1-hydroxy-2-(methanethioyl)ethylidene]amino}-1-hydroxy-3-methylbutylidene]amino}-4-methyl-N-[(1S)-3-methyl-1-(sulfanylcarbonyl)butyl]pent-4-enimidic acid belongs to the class of organic compounds known as oligopeptides. These are organic compounds containing a sequence of between three and ten alpha-amino acids joined by peptide bonds. Based on a literature review very few articles have been published on (2R)-2-{[(2S)-2-{[(2S)-2-{[(2R)-2-amino-1-hydroxypropylidene]amino}-1-hydroxy-2-(methanethioyl)ethylidene]amino}-1-hydroxy-3-methylbutylidene]amino}-4-methyl-N-[(1S)-3-methyl-1-(sulfanylcarbonyl)butyl]pent-4-enimidic acid.

Structure

MOL 3D MOL SDF PDB SMILES InChI


  Mrv1652309052206402D          

 35 34  0  0  1  0            999 V2000
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M  END

     RDKit          3D

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M  END


  Mrv1652309052206402D          

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 13 16  1  1  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  0  0  0  0
 19 21  1  6  0  0  0
  9 22  1  0  0  0  0
 22 23  1  0  0  0  0
 22 24  1  0  0  0  0
  5 25  1  0  0  0  0
 25 26  1  4  0  0  0
 25 27  2  0  0  0  0
 28 27  1  1  0  0  0
 28 29  1  0  0  0  0
 29 30  1  0  0  0  0
 30 31  1  0  0  0  0
 30 32  1  0  0  0  0
 28 33  1  0  0  0  0
 33 34  2  0  0  0  0
 33 35  1  0  0  0  0
M  END
> <DATABASE_ID>
NP0207889

> <DATABASE_NAME>
NP-MRD

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

> <INCHI_IDENTIFIER>
InChI=1S/C23H39N5O5S2/c1-11(2)8-15(20(30)26-16(23(33)35)9-12(3)4)25-22(32)18(13(5)6)28-21(31)17(10-34)27-19(29)14(7)24/h10,12-18H,1,8-9,24H2,2-7H3,(H,25,32)(H,26,30)(H,27,29)(H,28,31)(H,33,35)/t14-,15-,16+,17-,18+/m1/s1

> <INCHI_KEY>
OCOJQERGBWDTLE-SFFUCWETSA-N

> <FORMULA>
C23H39N5O5S2

> <MOLECULAR_WEIGHT>
529.72

> <EXACT_MASS>
529.239261724

> <JCHEM_ACCEPTOR_COUNT>
10

> <JCHEM_ATOM_COUNT>
74

> <JCHEM_AVERAGE_POLARIZABILITY>
56.41970910474299

> <JCHEM_BIOAVAILABILITY>
0

> <JCHEM_DONOR_COUNT>
6

> <JCHEM_FORMAL_CHARGE>
0

> <JCHEM_GHOSE_FILTER>
0

> <JCHEM_IUPAC>
(2R)-2-{[(2S)-2-{[(2S)-2-{[(2R)-2-amino-1-hydroxypropylidene]amino}-1-hydroxy-2-(methanethioyl)ethylidene]amino}-1-hydroxy-3-methylbutylidene]amino}-4-methyl-N-[(1S)-3-methyl-1-(sulfanylcarbonyl)butyl]pent-4-enimidic acid

> <JCHEM_LOGP>
4.533771095699626

> <JCHEM_MDDR_LIKE_RULE>
0

> <JCHEM_NUMBER_OF_RINGS>
0

> <JCHEM_PHYSIOLOGICAL_CHARGE>
0

> <JCHEM_PKA>
3.17472519991495

> <JCHEM_PKA_STRONGEST_ACIDIC>
0.3061979196105096

> <JCHEM_PKA_STRONGEST_BASIC>
9.56822781709152

> <JCHEM_POLAR_SURFACE_AREA>
173.45

> <JCHEM_REFRACTIVITY>
142.9214

> <JCHEM_ROTATABLE_BOND_COUNT>
15

> <JCHEM_RULE_OF_FIVE>
0

> <JCHEM_TRADITIONAL_IUPAC>
(2R)-2-{[(2S)-2-{[(2S)-2-{[(2R)-2-amino-1-hydroxypropylidene]amino}-1-hydroxy-2-(methanethioyl)ethylidene]amino}-1-hydroxy-3-methylbutylidene]amino}-4-methyl-N-[(1S)-3-methyl-1-(sulfanylcarbonyl)butyl]pent-4-enimidic 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      -1.691  -6.724   0.000  0.00  0.00           C+0
HETATM    2  C   UNK     0      -0.357  -5.954   0.000  0.00  0.00           C+0
HETATM    3  C   UNK     0      -0.357  -4.414   0.000  0.00  0.00           C+0
HETATM    4  C   UNK     0       0.976  -6.724   0.000  0.00  0.00           C+0
HETATM    5  C   UNK     0       2.310  -5.954   0.000  0.00  0.00           C+0
HETATM    6  N   UNK     0       3.644  -6.724   0.000  0.00  0.00           N+0
HETATM    7  C   UNK     0       3.644  -8.264   0.000  0.00  0.00           C+0
HETATM    8  O   UNK     0       2.310  -9.034   0.000  0.00  0.00           O+0
HETATM    9  C   UNK     0       4.977  -9.034   0.000  0.00  0.00           C+0
HETATM   10  N   UNK     0       4.977 -10.574   0.000  0.00  0.00           N+0
HETATM   11  C   UNK     0       3.644 -11.344   0.000  0.00  0.00           C+0
HETATM   12  O   UNK     0       2.310 -10.574   0.000  0.00  0.00           O+0
HETATM   13  C   UNK     0       3.644 -12.884   0.000  0.00  0.00           C+0
HETATM   14  C   UNK     0       4.977 -13.654   0.000  0.00  0.00           C+0
HETATM   15  S   UNK     0       4.977 -15.194   0.000  0.00  0.00           S+0
HETATM   16  N   UNK     0       2.310 -13.654   0.000  0.00  0.00           N+0
HETATM   17  C   UNK     0       0.976 -12.884   0.000  0.00  0.00           C+0
HETATM   18  O   UNK     0       0.976 -11.344   0.000  0.00  0.00           O+0
HETATM   19  C   UNK     0      -0.357 -13.654   0.000  0.00  0.00           C+0
HETATM   20  C   UNK     0      -1.691 -12.884   0.000  0.00  0.00           C+0
HETATM   21  N   UNK     0      -0.357 -15.194   0.000  0.00  0.00           N+0
HETATM   22  C   UNK     0       6.311  -8.264   0.000  0.00  0.00           C+0
HETATM   23  C   UNK     0       7.645  -9.034   0.000  0.00  0.00           C+0
HETATM   24  C   UNK     0       6.311  -6.724   0.000  0.00  0.00           C+0
HETATM   25  C   UNK     0       2.310  -4.414   0.000  0.00  0.00           C+0
HETATM   26  O   UNK     0       0.976  -3.644   0.000  0.00  0.00           O+0
HETATM   27  N   UNK     0       3.644  -3.644   0.000  0.00  0.00           N+0
HETATM   28  C   UNK     0       3.644  -2.104   0.000  0.00  0.00           C+0
HETATM   29  C   UNK     0       2.310  -1.334   0.000  0.00  0.00           C+0
HETATM   30  C   UNK     0       2.310   0.206   0.000  0.00  0.00           C+0
HETATM   31  C   UNK     0       0.976   0.976   0.000  0.00  0.00           C+0
HETATM   32  C   UNK     0       3.644   0.976   0.000  0.00  0.00           C+0
HETATM   33  C   UNK     0       4.977  -1.334   0.000  0.00  0.00           C+0
HETATM   34  O   UNK     0       4.977   0.206   0.000  0.00  0.00           O+0
HETATM   35  S   UNK     0       6.311  -2.104   0.000  0.00  0.00           S+0
CONECT    1    2                                                            
CONECT    2    1    3    4                                                  
CONECT    3    2                                                            
CONECT    4    2    5                                                       
CONECT    5    4    6   25                                                  
CONECT    6    5    7                                                       
CONECT    7    6    8    9                                                  
CONECT    8    7                                                            
CONECT    9    7   10   22                                                  
CONECT   10    9   11                                                       
CONECT   11   10   12   13                                                  
CONECT   12   11                                                            
CONECT   13   11   14   16                                                  
CONECT   14   13   15                                                       
CONECT   15   14                                                            
CONECT   16   13   17                                                       
CONECT   17   16   18   19                                                  
CONECT   18   17                                                            
CONECT   19   17   20   21                                                  
CONECT   20   19                                                            
CONECT   21   19                                                            
CONECT   22    9   23   24                                                  
CONECT   23   22                                                            
CONECT   24   22                                                            
CONECT   25    5   26   27                                                  
CONECT   26   25                                                            
CONECT   27   25   28                                                       
CONECT   28   27   29   33                                                  
CONECT   29   28   30                                                       
CONECT   30   29   31   32                                                  
CONECT   31   30                                                            
CONECT   32   30                                                            
CONECT   33   28   34   35                                                  
CONECT   34   33                                                            
CONECT   35   33                                                            
MASTER        0    0    0    0    0    0    0    0   35    0   68    0
END

View in JSmol

Synonyms

Value	Source
(2R)-2-{[(2S)-2-{[(2S)-2-{[(2R)-2-amino-1-hydroxypropylidene]amino}-1-hydroxy-2-(methanethioyl)ethylidene]amino}-1-hydroxy-3-methylbutylidene]amino}-4-methyl-N-[(1S)-3-methyl-1-(sulfanylcarbonyl)butyl]pent-4-enimidate	Generator
(2R)-2-{[(2S)-2-{[(2S)-2-{[(2R)-2-amino-1-hydroxypropylidene]amino}-1-hydroxy-2-(methanethioyl)ethylidene]amino}-1-hydroxy-3-methylbutylidene]amino}-4-methyl-N-[(1S)-3-methyl-1-(sulphanylcarbonyl)butyl]pent-4-enimidate	Generator
(2R)-2-{[(2S)-2-{[(2S)-2-{[(2R)-2-amino-1-hydroxypropylidene]amino}-1-hydroxy-2-(methanethioyl)ethylidene]amino}-1-hydroxy-3-methylbutylidene]amino}-4-methyl-N-[(1S)-3-methyl-1-(sulphanylcarbonyl)butyl]pent-4-enimidic acid	Generator

Chemical Formula

C₂₃H₃₉N₅O₅S₂

Average Mass

529.7200 Da

Monoisotopic Mass

529.23926 Da

IUPAC Name

Traditional Name

CAS Registry Number

Not Available

SMILES

CC(C)C[C@H](N=C(O)[C@@H](CC(C)=C)N=C(O)[C@@H](N=C(O)[C@@H](C=S)N=C(O)[C@@H](C)N)C(C)C)C(S)=O

InChI Identifier

InChI=1S/C23H39N5O5S2/c1-11(2)8-15(20(30)26-16(23(33)35)9-12(3)4)25-22(32)18(13(5)6)28-21(31)17(10-34)27-19(29)14(7)24/h10,12-18H,1,8-9,24H2,2-7H3,(H,25,32)(H,26,30)(H,27,29)(H,28,31)(H,33,35)/t14-,15-,16+,17-,18+/m1/s1

InChI Key

OCOJQERGBWDTLE-SFFUCWETSA-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

Not Available

Chemical Taxonomy

Description

Belongs to the class of organic compounds known as oligopeptides. These are organic compounds containing a sequence of between three and ten alpha-amino acids joined by peptide bonds.

Kingdom

Organic compounds

Super Class

Organic acids and derivatives

Class

Carboxylic acids and derivatives

Sub Class

Amino acids, peptides, and analogues

Direct Parent

Oligopeptides

Alternative Parents

Substituents

Alpha-oligopeptide
Leucine or derivatives
Valine or derivatives
N-acyl-alpha amino acid or derivatives
Alpha-amino acid amide
Alanine or derivatives
Alpha-amino acid or derivatives
N-substituted-alpha-amino acid
Fatty acyl
N-acyl-amine
Fatty amide
Secondary carboxylic acid amide
Carboxamide group
Carbothioic s-acid
Carbodithioic acid
Amino acid or derivatives
Thiocarboxylic acid or derivatives
Thioaldehyde
Alkylthiol
Organic nitrogen compound
Organic oxygen compound
Organopnictogen compound
Organic oxide
Hydrocarbon derivative
Thiocarbonyl group
Primary amine
Organosulfur compound
Organooxygen compound
Organonitrogen compound
Primary aliphatic amine
Carbonyl group
Amine
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	4.53	ChemAxon
pKa (Strongest Acidic)	0.31	ChemAxon
pKa (Strongest Basic)	9.57	ChemAxon
Physiological Charge	0	ChemAxon
Hydrogen Acceptor Count	10	ChemAxon
Hydrogen Donor Count	6	ChemAxon
Polar Surface Area	173.45 Å²	ChemAxon
Rotatable Bond Count	15	ChemAxon
Refractivity	142.92 m³·mol⁻¹	ChemAxon
Polarizability	56.42 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

171714

KEGG Compound ID

Not Available

BioCyc ID

Not Available

BiGG ID

Not Available

Wikipedia Link

Not Available

METLIN ID

Not Available

PubChem Compound

198385

PDB ID

Not Available

ChEBI ID

Not Available

Good Scents ID

Not Available

References

General References

LOTUS database [Link]

Showing NP-Card for (2r)-2-{[(2s)-2-{[(2s)-2-{[(2r)-2-amino-1-hydroxypropylidene]amino}-1-hydroxy-2-(methanethioyl)ethylidene]amino}-1-hydroxy-3-methylbutylidene]amino}-4-methyl-n-[(1s)-3-methyl-1-(sulfanylcarbonyl)butyl]pent-4-enimidic acid (NP0207889)

MOL for NP0207889 ((2r)-2-{[(2s)-2-{[(2s)-2-{[(2r)-2-amino-1-hydroxypropylidene]amino}-1-hydroxy-2-(methanethioyl)ethylidene]amino}-1-hydroxy-3-methylbutylidene]amino}-4-methyl-n-[(1s)-3-methyl-1-(sulfanylcarbonyl)butyl]pent-4-enimidic acid)

3D MOL for NP0207889 ((2r)-2-{[(2s)-2-{[(2s)-2-{[(2r)-2-amino-1-hydroxypropylidene]amino}-1-hydroxy-2-(methanethioyl)ethylidene]amino}-1-hydroxy-3-methylbutylidene]amino}-4-methyl-n-[(1s)-3-methyl-1-(sulfanylcarbonyl)butyl]pent-4-enimidic acid)

3D SDF for NP0207889 ((2r)-2-{[(2s)-2-{[(2s)-2-{[(2r)-2-amino-1-hydroxypropylidene]amino}-1-hydroxy-2-(methanethioyl)ethylidene]amino}-1-hydroxy-3-methylbutylidene]amino}-4-methyl-n-[(1s)-3-methyl-1-(sulfanylcarbonyl)butyl]pent-4-enimidic acid)

3D-SDF for NP0207889 ((2r)-2-{[(2s)-2-{[(2s)-2-{[(2r)-2-amino-1-hydroxypropylidene]amino}-1-hydroxy-2-(methanethioyl)ethylidene]amino}-1-hydroxy-3-methylbutylidene]amino}-4-methyl-n-[(1s)-3-methyl-1-(sulfanylcarbonyl)butyl]pent-4-enimidic acid)

PDB for NP0207889 ((2r)-2-{[(2s)-2-{[(2s)-2-{[(2r)-2-amino-1-hydroxypropylidene]amino}-1-hydroxy-2-(methanethioyl)ethylidene]amino}-1-hydroxy-3-methylbutylidene]amino}-4-methyl-n-[(1s)-3-methyl-1-(sulfanylcarbonyl)butyl]pent-4-enimidic acid)

3D PDB for NP0207889 ((2r)-2-{[(2s)-2-{[(2s)-2-{[(2r)-2-amino-1-hydroxypropylidene]amino}-1-hydroxy-2-(methanethioyl)ethylidene]amino}-1-hydroxy-3-methylbutylidene]amino}-4-methyl-n-[(1s)-3-methyl-1-(sulfanylcarbonyl)butyl]pent-4-enimidic acid)

SMILES for NP0207889 ((2r)-2-{[(2s)-2-{[(2s)-2-{[(2r)-2-amino-1-hydroxypropylidene]amino}-1-hydroxy-2-(methanethioyl)ethylidene]amino}-1-hydroxy-3-methylbutylidene]amino}-4-methyl-n-[(1s)-3-methyl-1-(sulfanylcarbonyl)butyl]pent-4-enimidic acid)

INCHI for NP0207889 ((2r)-2-{[(2s)-2-{[(2s)-2-{[(2r)-2-amino-1-hydroxypropylidene]amino}-1-hydroxy-2-(methanethioyl)ethylidene]amino}-1-hydroxy-3-methylbutylidene]amino}-4-methyl-n-[(1s)-3-methyl-1-(sulfanylcarbonyl)butyl]pent-4-enimidic acid)

Structure for NP0207889 ((2r)-2-{[(2s)-2-{[(2s)-2-{[(2r)-2-amino-1-hydroxypropylidene]amino}-1-hydroxy-2-(methanethioyl)ethylidene]amino}-1-hydroxy-3-methylbutylidene]amino}-4-methyl-n-[(1s)-3-methyl-1-(sulfanylcarbonyl)butyl]pent-4-enimidic acid)

3D Structure for NP0207889 ((2r)-2-{[(2s)-2-{[(2s)-2-{[(2r)-2-amino-1-hydroxypropylidene]amino}-1-hydroxy-2-(methanethioyl)ethylidene]amino}-1-hydroxy-3-methylbutylidene]amino}-4-methyl-n-[(1s)-3-methyl-1-(sulfanylcarbonyl)butyl]pent-4-enimidic acid)