NP-MRD: Showing NP-Card for (2s,4s)-2-(dimethylamino)-n-[(2s)-3-(1h-indol-3-yl)-1-oxo-1-{[4-(sulfooxy)phenyl]methoxy}propan-2-yl]-4-methylhexanimidic acid (NP0179440)

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Record Information

Version

2.0

Created at

2022-09-03 17:37:56 UTC

Updated at

2022-09-03 17:37:56 UTC

NP-MRD ID

NP0179440

Secondary Accession Numbers

None

Natural Product Identification

Common Name

(2s,4s)-2-(dimethylamino)-n-[(2s)-3-(1h-indol-3-yl)-1-oxo-1-{[4-(sulfooxy)phenyl]methoxy}propan-2-yl]-4-methylhexanimidic acid

Description

(2S,4S)-2-(dimethylamino)-N-[(2S)-3-(1H-indol-3-yl)-1-oxo-1-{[4-(sulfooxy)phenyl]methoxy}propan-2-yl]-4-methylhexanimidic acid belongs to the class of organic compounds known as peptides. Peptides are compounds containing an amide derived from two or more amino carboxylic acid molecules (the same or different) by formation of a covalent bond from the carbonyl carbon of one to the nitrogen atom of another. (2s,4s)-2-(dimethylamino)-n-[(2s)-3-(1h-indol-3-yl)-1-oxo-1-{[4-(sulfooxy)phenyl]methoxy}propan-2-yl]-4-methylhexanimidic acid is found in Martensia denticulata. Based on a literature review very few articles have been published on (2S,4S)-2-(dimethylamino)-N-[(2S)-3-(1H-indol-3-yl)-1-oxo-1-{[4-(sulfooxy)phenyl]methoxy}propan-2-yl]-4-methylhexanimidic acid.

Structure

MOL 3D MOL SDF PDB SMILES InChI


  Mrv1652309032219372D          

 38 40  0  0  1  0            999 V2000
    1.8002    3.8828    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.2127    4.5973    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
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    3.4502    5.3117    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.2752    5.3117    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
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  6 36  1  1  0  0  0
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M  END

     RDKit          3D

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M  END


  Mrv1652309032219372D          

 38 40  0  0  1  0            999 V2000
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  1  2  1  0  0  0  0
  2  3  1  0  0  0  0
  3  4  1  1  0  0  0
  3  5  1  0  0  0  0
  5  6  1  0  0  0  0
  6  7  1  0  0  0  0
  7  8  1  4  0  0  0
  7  9  2  0  0  0  0
 10  9  1  6  0  0  0
 10 11  1  0  0  0  0
 11 12  1  0  0  0  0
 12 13  2  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
 12 20  1  0  0  0  0
 15 20  1  0  0  0  0
 10 21  1  0  0  0  0
 21 22  2  0  0  0  0
 21 23  1  0  0  0  0
 23 24  1  0  0  0  0
 24 25  1  0  0  0  0
 25 26  2  0  0  0  0
 26 27  1  0  0  0  0
 27 28  2  0  0  0  0
 28 29  1  0  0  0  0
 29 30  1  0  0  0  0
 30 31  2  0  0  0  0
 30 32  2  0  0  0  0
 30 33  1  0  0  0  0
 28 34  1  0  0  0  0
 34 35  2  0  0  0  0
 25 35  1  0  0  0  0
  6 36  1  1  0  0  0
 36 37  1  0  0  0  0
 36 38  1  0  0  0  0
M  END
> <DATABASE_ID>
NP0179440

> <DATABASE_NAME>
NP-MRD

> <SMILES>
CC[C@H](C)C[C@H](N(C)C)C(O)=N[C@@H](CC1=CNC2=CC=CC=C12)C(=O)OCC1=CC=C(OS(O)(=O)=O)C=C1

> <INCHI_IDENTIFIER>
InChI=1S/C27H35N3O7S/c1-5-18(2)14-25(30(3)4)26(31)29-24(15-20-16-28-23-9-7-6-8-22(20)23)27(32)36-17-19-10-12-21(13-11-19)37-38(33,34)35/h6-13,16,18,24-25,28H,5,14-15,17H2,1-4H3,(H,29,31)(H,33,34,35)/t18-,24-,25-/m0/s1

> <INCHI_KEY>
WDFYWWGDTRJXQU-WDNCENIBSA-N

> <FORMULA>
C27H35N3O7S

> <MOLECULAR_WEIGHT>
545.65

> <EXACT_MASS>
545.219571653

> <JCHEM_ACCEPTOR_COUNT>
7

> <JCHEM_ATOM_COUNT>
73

> <JCHEM_AVERAGE_POLARIZABILITY>
56.73109068392472

> <JCHEM_BIOAVAILABILITY>
0

> <JCHEM_DONOR_COUNT>
3

> <JCHEM_FORMAL_CHARGE>
0

> <JCHEM_GHOSE_FILTER>
0

> <JCHEM_IUPAC>
(2S,4S)-2-(dimethylamino)-N-[(2S)-3-(1H-indol-3-yl)-1-oxo-1-{[4-(sulfooxy)phenyl]methoxy}propan-2-yl]-4-methylhexanimidic acid

> <JCHEM_LOGP>
3.569298945151071

> <JCHEM_MDDR_LIKE_RULE>
1

> <JCHEM_NUMBER_OF_RINGS>
3

> <JCHEM_PHYSIOLOGICAL_CHARGE>
0

> <JCHEM_PKA>
3.1767078009225918

> <JCHEM_PKA_STRONGEST_ACIDIC>
-2.3185619079225104

> <JCHEM_PKA_STRONGEST_BASIC>
8.603721821682772

> <JCHEM_POLAR_SURFACE_AREA>
141.52

> <JCHEM_REFRACTIVITY>
143.72019999999995

> <JCHEM_ROTATABLE_BOND_COUNT>
14

> <JCHEM_RULE_OF_FIVE>
0

> <JCHEM_TRADITIONAL_IUPAC>
(2S,4S)-2-(dimethylamino)-N-[(2S)-3-(1H-indol-3-yl)-1-oxo-1-{[4-(sulfooxy)phenyl]methoxy}propan-2-yl]-4-methylhexanimidic acid

> <JCHEM_VEBER_RULE>
0

$$$$

HEADER    PROTEIN                                 03-SEP-22   NONE
TITLE     NULL                                                        
COMPND    NULL                                                        
SOURCE    NULL                                                        
KEYWDS    NULL                                                        
EXPDTA    NULL                                                        
AUTHOR    Marvin                                                      
REVDAT   1   03-SEP-22         0                                  
HETATM    1  C   UNK     0       3.360   7.248   0.000  0.00  0.00           C+0
HETATM    2  C   UNK     0       4.130   8.582   0.000  0.00  0.00           C+0
HETATM    3  C   UNK     0       5.670   8.582   0.000  0.00  0.00           C+0
HETATM    4  C   UNK     0       6.440   7.248   0.000  0.00  0.00           C+0
HETATM    5  C   UNK     0       6.440   9.915   0.000  0.00  0.00           C+0
HETATM    6  C   UNK     0       7.980   9.915   0.000  0.00  0.00           C+0
HETATM    7  C   UNK     0       8.750  11.249   0.000  0.00  0.00           C+0
HETATM    8  O   UNK     0       7.980  12.583   0.000  0.00  0.00           O+0
HETATM    9  N   UNK     0      10.290  11.249   0.000  0.00  0.00           N+0
HETATM   10  C   UNK     0      11.060  12.583   0.000  0.00  0.00           C+0
HETATM   11  C   UNK     0      12.600  12.583   0.000  0.00  0.00           C+0
HETATM   12  C   UNK     0      13.370  11.249   0.000  0.00  0.00           C+0
HETATM   13  C   UNK     0      14.902  11.088   0.000  0.00  0.00           C+0
HETATM   14  N   UNK     0      15.222   9.582   0.000  0.00  0.00           N+0
HETATM   15  C   UNK     0      13.888   8.812   0.000  0.00  0.00           C+0
HETATM   16  C   UNK     0      13.568   7.305   0.000  0.00  0.00           C+0
HETATM   17  C   UNK     0      12.104   6.829   0.000  0.00  0.00           C+0
HETATM   18  C   UNK     0      10.959   7.860   0.000  0.00  0.00           C+0
HETATM   19  C   UNK     0      11.279   9.366   0.000  0.00  0.00           C+0
HETATM   20  C   UNK     0      12.744   9.842   0.000  0.00  0.00           C+0
HETATM   21  C   UNK     0      10.290  13.916   0.000  0.00  0.00           C+0
HETATM   22  O   UNK     0       8.750  13.916   0.000  0.00  0.00           O+0
HETATM   23  O   UNK     0      11.060  15.250   0.000  0.00  0.00           O+0
HETATM   24  C   UNK     0      10.290  16.584   0.000  0.00  0.00           C+0
HETATM   25  C   UNK     0      11.060  17.917   0.000  0.00  0.00           C+0
HETATM   26  C   UNK     0      10.290  19.251   0.000  0.00  0.00           C+0
HETATM   27  C   UNK     0      11.060  20.585   0.000  0.00  0.00           C+0
HETATM   28  C   UNK     0      12.600  20.585   0.000  0.00  0.00           C+0
HETATM   29  O   UNK     0      13.370  21.918   0.000  0.00  0.00           O+0
HETATM   30  S   UNK     0      12.600  23.252   0.000  0.00  0.00           S+0
HETATM   31  O   UNK     0      11.830  24.586   0.000  0.00  0.00           O+0
HETATM   32  O   UNK     0      13.934  24.022   0.000  0.00  0.00           O+0
HETATM   33  O   UNK     0      11.267  22.482   0.000  0.00  0.00           O+0
HETATM   34  C   UNK     0      13.370  19.251   0.000  0.00  0.00           C+0
HETATM   35  C   UNK     0      12.600  17.917   0.000  0.00  0.00           C+0
HETATM   36  N   UNK     0       8.750   8.582   0.000  0.00  0.00           N+0
HETATM   37  C   UNK     0      10.290   8.582   0.000  0.00  0.00           C+0
HETATM   38  C   UNK     0       7.980   7.248   0.000  0.00  0.00           C+0
CONECT    1    2                                                            
CONECT    2    1    3                                                       
CONECT    3    2    4    5                                                  
CONECT    4    3                                                            
CONECT    5    3    6                                                       
CONECT    6    5    7   36                                                  
CONECT    7    6    8    9                                                  
CONECT    8    7                                                            
CONECT    9    7   10                                                       
CONECT   10    9   11   21                                                  
CONECT   11   10   12                                                       
CONECT   12   11   13   20                                                  
CONECT   13   12   14                                                       
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   12   15                                                  
CONECT   21   10   22   23                                                  
CONECT   22   21                                                            
CONECT   23   21   24                                                       
CONECT   24   23   25                                                       
CONECT   25   24   26   35                                                  
CONECT   26   25   27                                                       
CONECT   27   26   28                                                       
CONECT   28   27   29   34                                                  
CONECT   29   28   30                                                       
CONECT   30   29   31   32   33                                             
CONECT   31   30                                                            
CONECT   32   30                                                            
CONECT   33   30                                                            
CONECT   34   28   35                                                       
CONECT   35   34   25                                                       
CONECT   36    6   37   38                                                  
CONECT   37   36                                                            
CONECT   38   36                                                            
MASTER        0    0    0    0    0    0    0    0   38    0   80    0
END

View in JSmol

Synonyms

Value	Source
(2S,4S)-2-(Dimethylamino)-N-[(2S)-3-(1H-indol-3-yl)-1-oxo-1-{[4-(sulfooxy)phenyl]methoxy}propan-2-yl]-4-methylhexanimidate	Generator
(2S,4S)-2-(Dimethylamino)-N-[(2S)-3-(1H-indol-3-yl)-1-oxo-1-{[4-(sulphooxy)phenyl]methoxy}propan-2-yl]-4-methylhexanimidate	Generator
(2S,4S)-2-(Dimethylamino)-N-[(2S)-3-(1H-indol-3-yl)-1-oxo-1-{[4-(sulphooxy)phenyl]methoxy}propan-2-yl]-4-methylhexanimidic acid	Generator

Chemical Formula

C₂₇H₃₅N₃O₇S

Average Mass

545.6500 Da

Monoisotopic Mass

545.21957 Da

IUPAC Name

(2S,4S)-2-(dimethylamino)-N-[(2S)-3-(1H-indol-3-yl)-1-oxo-1-{[4-(sulfooxy)phenyl]methoxy}propan-2-yl]-4-methylhexanimidic acid

Traditional Name

(2S,4S)-2-(dimethylamino)-N-[(2S)-3-(1H-indol-3-yl)-1-oxo-1-{[4-(sulfooxy)phenyl]methoxy}propan-2-yl]-4-methylhexanimidic acid

CAS Registry Number

Not Available

SMILES

CC[C@H](C)C[C@H](N(C)C)C(O)=N[C@@H](CC1=CNC2=CC=CC=C12)C(=O)OCC1=CC=C(OS(O)(=O)=O)C=C1

InChI Identifier

InChI=1S/C27H35N3O7S/c1-5-18(2)14-25(30(3)4)26(31)29-24(15-20-16-28-23-9-7-6-8-22(20)23)27(32)36-17-19-10-12-21(13-11-19)37-38(33,34)35/h6-13,16,18,24-25,28H,5,14-15,17H2,1-4H3,(H,29,31)(H,33,34,35)/t18-,24-,25-/m0/s1

InChI Key

WDFYWWGDTRJXQU-WDNCENIBSA-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
Martensia denticulata	LOTUS Database	35616633

Chemical Taxonomy

Description

Belongs to the class of organic compounds known as peptides. Peptides are compounds containing an amide derived from two or more amino carboxylic acid molecules (the same or different) by formation of a covalent bond from the carbonyl carbon of one to the nitrogen atom of another.

Kingdom

Organic compounds

Super Class

Organic acids and derivatives

Class

Carboxylic acids and derivatives

Sub Class

Amino acids, peptides, and analogues

Direct Parent

Peptides

Alternative Parents

Substituents

Alpha peptide
Alpha-amino acid ester
N-acyl-alpha amino acid or derivatives
Phenylsulfate
Alpha-amino acid or derivatives
3-alkylindole
Arylsulfate
Benzyloxycarbonyl
Indole
Indole or derivatives
Phenoxy compound
Fatty acid ester
Fatty acyl
Monocyclic benzene moiety
Benzenoid
Substituted pyrrole
Sulfuric acid ester
Sulfuric acid monoester
Sulfate-ester
Organic sulfuric acid or derivatives
Pyrrole
Heteroaromatic compound
Amino acid or derivatives
Carboxylic acid ester
Tertiary aliphatic amine
Tertiary amine
Carboximidic acid
Carboximidic acid derivative
Azacycle
Organoheterocyclic compound
Monocarboxylic acid or derivatives
Organic 1,3-dipolar compound
Propargyl-type 1,3-dipolar organic compound
Amine
Organic nitrogen compound
Carbonyl group
Organic oxygen compound
Hydrocarbon derivative
Organooxygen compound
Organonitrogen compound
Organopnictogen compound
Organic oxide
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	3.57	ChemAxon
pKa (Strongest Acidic)	-2.3	ChemAxon
pKa (Strongest Basic)	8.6	ChemAxon
Physiological Charge	0	ChemAxon
Hydrogen Acceptor Count	7	ChemAxon
Hydrogen Donor Count	3	ChemAxon
Polar Surface Area	141.52 Å²	ChemAxon
Rotatable Bond Count	14	ChemAxon
Refractivity	143.72 m³·mol⁻¹	ChemAxon
Polarizability	56.73 Å³	ChemAxon
Number of Rings	3	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

163188547

PDB ID

Not Available

ChEBI ID

Not Available

Good Scents ID

Not Available

References

General References

LOTUS database [Link]

Showing NP-Card for (2s,4s)-2-(dimethylamino)-n-[(2s)-3-(1h-indol-3-yl)-1-oxo-1-{[4-(sulfooxy)phenyl]methoxy}propan-2-yl]-4-methylhexanimidic acid (NP0179440)

MOL for NP0179440 ((2s,4s)-2-(dimethylamino)-n-[(2s)-3-(1h-indol-3-yl)-1-oxo-1-{[4-(sulfooxy)phenyl]methoxy}propan-2-yl]-4-methylhexanimidic acid)

3D MOL for NP0179440 ((2s,4s)-2-(dimethylamino)-n-[(2s)-3-(1h-indol-3-yl)-1-oxo-1-{[4-(sulfooxy)phenyl]methoxy}propan-2-yl]-4-methylhexanimidic acid)

3D SDF for NP0179440 ((2s,4s)-2-(dimethylamino)-n-[(2s)-3-(1h-indol-3-yl)-1-oxo-1-{[4-(sulfooxy)phenyl]methoxy}propan-2-yl]-4-methylhexanimidic acid)

3D-SDF for NP0179440 ((2s,4s)-2-(dimethylamino)-n-[(2s)-3-(1h-indol-3-yl)-1-oxo-1-{[4-(sulfooxy)phenyl]methoxy}propan-2-yl]-4-methylhexanimidic acid)

PDB for NP0179440 ((2s,4s)-2-(dimethylamino)-n-[(2s)-3-(1h-indol-3-yl)-1-oxo-1-{[4-(sulfooxy)phenyl]methoxy}propan-2-yl]-4-methylhexanimidic acid)

3D PDB for NP0179440 ((2s,4s)-2-(dimethylamino)-n-[(2s)-3-(1h-indol-3-yl)-1-oxo-1-{[4-(sulfooxy)phenyl]methoxy}propan-2-yl]-4-methylhexanimidic acid)

SMILES for NP0179440 ((2s,4s)-2-(dimethylamino)-n-[(2s)-3-(1h-indol-3-yl)-1-oxo-1-{[4-(sulfooxy)phenyl]methoxy}propan-2-yl]-4-methylhexanimidic acid)

INCHI for NP0179440 ((2s,4s)-2-(dimethylamino)-n-[(2s)-3-(1h-indol-3-yl)-1-oxo-1-{[4-(sulfooxy)phenyl]methoxy}propan-2-yl]-4-methylhexanimidic acid)

Structure for NP0179440 ((2s,4s)-2-(dimethylamino)-n-[(2s)-3-(1h-indol-3-yl)-1-oxo-1-{[4-(sulfooxy)phenyl]methoxy}propan-2-yl]-4-methylhexanimidic acid)

3D Structure for NP0179440 ((2s,4s)-2-(dimethylamino)-n-[(2s)-3-(1h-indol-3-yl)-1-oxo-1-{[4-(sulfooxy)phenyl]methoxy}propan-2-yl]-4-methylhexanimidic acid)