NP-MRD: Showing NP-Card for 2,8,11-trihydroxy-3-[hydroxy(phenyl)methyl]-4,9-dimethyl-6-(sec-butyl)-6,9-dihydro-3h-1,4,7,10-benzotetrazacyclotridecin-5-one (NP0255493)

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Record Information

Version

2.0

Created at

2022-09-07 20:00:53 UTC

Updated at

2022-09-07 20:00:53 UTC

NP-MRD ID

NP0255493

Secondary Accession Numbers

None

Natural Product Identification

Common Name

2,8,11-trihydroxy-3-[hydroxy(phenyl)methyl]-4,9-dimethyl-6-(sec-butyl)-6,9-dihydro-3h-1,4,7,10-benzotetrazacyclotridecin-5-one

Description

6-(Butan-2-yl)-2,8,11-trihydroxy-3-[hydroxy(phenyl)methyl]-4,9-dimethyl-4,5,6,9-tetrahydro-3H-1,4,7,10-benzotetrazacyclotridecin-5-one 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 6-(butan-2-yl)-2,8,11-trihydroxy-3-[hydroxy(phenyl)methyl]-4,9-dimethyl-4,5,6,9-tetrahydro-3H-1,4,7,10-benzotetrazacyclotridecin-5-one.

Structure

MOL 3D MOL SDF PDB SMILES InChI


  Mrv1652309072222002D          

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M  END

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  Mrv1652309072222002D          

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M  END
> <DATABASE_ID>
NP0255493

> <DATABASE_NAME>
NP-MRD

> <SMILES>
CCC(C)C1N=C(O)C(C)N=C(O)C2=CC=CC=C2N=C(O)C(C(O)C2=CC=CC=C2)N(C)C1=O

> <INCHI_IDENTIFIER>
InChI=1S/C26H32N4O5/c1-5-15(2)20-26(35)30(4)21(22(31)17-11-7-6-8-12-17)25(34)28-19-14-10-9-13-18(19)24(33)27-16(3)23(32)29-20/h6-16,20-22,31H,5H2,1-4H3,(H,27,33)(H,28,34)(H,29,32)

> <INCHI_KEY>
AQBNNSWAQPPMPF-UHFFFAOYSA-N

> <FORMULA>
C26H32N4O5

> <MOLECULAR_WEIGHT>
480.565

> <EXACT_MASS>
480.237270146

> <JCHEM_ACCEPTOR_COUNT>
8

> <JCHEM_ATOM_COUNT>
67

> <JCHEM_AVERAGE_POLARIZABILITY>
49.77717311133075

> <JCHEM_BIOAVAILABILITY>
1

> <JCHEM_DONOR_COUNT>
4

> <JCHEM_FORMAL_CHARGE>
0

> <JCHEM_GHOSE_FILTER>
0

> <JCHEM_IUPAC>
6-(butan-2-yl)-2,8,11-trihydroxy-3-[hydroxy(phenyl)methyl]-4,9-dimethyl-4,5,6,9-tetrahydro-3H-1,4,7,10-benzotetrazacyclotridecin-5-one

> <JCHEM_LOGP>
1.2061488074863578

> <JCHEM_MDDR_LIKE_RULE>
0

> <JCHEM_NUMBER_OF_RINGS>
3

> <JCHEM_PHYSIOLOGICAL_CHARGE>
1

> <JCHEM_PKA>
2.5146780171860015

> <JCHEM_PKA_STRONGEST_ACIDIC>
0.1935644688432845

> <JCHEM_PKA_STRONGEST_BASIC>
8.617313539194088

> <JCHEM_POLAR_SURFACE_AREA>
138.31

> <JCHEM_REFRACTIVITY>
133.54400000000004

> <JCHEM_ROTATABLE_BOND_COUNT>
4

> <JCHEM_RULE_OF_FIVE>
1

> <JCHEM_TRADITIONAL_IUPAC>
2,8,11-trihydroxy-3-[hydroxy(phenyl)methyl]-4,9-dimethyl-6-(sec-butyl)-6,9-dihydro-3H-1,4,7,10-benzotetrazacyclotridecin-5-one

> <JCHEM_VEBER_RULE>
0

$$$$

HEADER    PROTEIN                                 07-SEP-22   NONE
TITLE     NULL                                                        
COMPND    NULL                                                        
SOURCE    NULL                                                        
KEYWDS    NULL                                                        
EXPDTA    NULL                                                        
AUTHOR    Marvin                                                      
REVDAT   1   07-SEP-22         0                                  
HETATM    1  C   UNK     0      14.599   1.692   0.000  0.00  0.00           C+0
HETATM    2  C   UNK     0      14.701   3.229   0.000  0.00  0.00           C+0
HETATM    3  C   UNK     0      13.421   4.085   0.000  0.00  0.00           C+0
HETATM    4  C   UNK     0      13.524   5.622   0.000  0.00  0.00           C+0
HETATM    5  C   UNK     0      12.040   3.406   0.000  0.00  0.00           C+0
HETATM    6  N   UNK     0      11.937   1.869   0.000  0.00  0.00           N+0
HETATM    7  C   UNK     0      10.459   1.060   0.000  0.00  0.00           C+0
HETATM    8  O   UNK     0       9.307   2.082   0.000  0.00  0.00           O+0
HETATM    9  C   UNK     0       9.887  -0.370   0.000  0.00  0.00           C+0
HETATM   10  C   UNK     0      10.707  -1.673   0.000  0.00  0.00           C+0
HETATM   11  N   UNK     0       8.350  -0.267   0.000  0.00  0.00           N+0
HETATM   12  C   UNK     0       7.973   1.226   0.000  0.00  0.00           C+0
HETATM   13  O   UNK     0       8.922   2.438   0.000  0.00  0.00           O+0
HETATM   14  C   UNK     0       6.614   2.223   0.000  0.00  0.00           C+0
HETATM   15  C   UNK     0       5.232   1.543   0.000  0.00  0.00           C+0
HETATM   16  C   UNK     0       3.953   2.400   0.000  0.00  0.00           C+0
HETATM   17  C   UNK     0       4.055   3.937   0.000  0.00  0.00           C+0
HETATM   18  C   UNK     0       5.437   4.617   0.000  0.00  0.00           C+0
HETATM   19  C   UNK     0       6.717   3.760   0.000  0.00  0.00           C+0
HETATM   20  N   UNK     0       8.098   4.440   0.000  0.00  0.00           N+0
HETATM   21  C   UNK     0       8.201   5.976   0.000  0.00  0.00           C+0
HETATM   22  O   UNK     0       6.921   6.833   0.000  0.00  0.00           O+0
HETATM   23  C   UNK     0       9.582   6.656   0.000  0.00  0.00           C+0
HETATM   24  C   UNK     0       9.685   8.193   0.000  0.00  0.00           C+0
HETATM   25  O   UNK     0      11.067   8.872   0.000  0.00  0.00           O+0
HETATM   26  C   UNK     0       8.405   9.049   0.000  0.00  0.00           C+0
HETATM   27  C   UNK     0       7.023   8.370   0.000  0.00  0.00           C+0
HETATM   28  C   UNK     0       5.744   9.226   0.000  0.00  0.00           C+0
HETATM   29  C   UNK     0       5.846  10.763   0.000  0.00  0.00           C+0
HETATM   30  C   UNK     0       7.228  11.443   0.000  0.00  0.00           C+0
HETATM   31  C   UNK     0       8.507  10.586   0.000  0.00  0.00           C+0
HETATM   32  N   UNK     0      10.862   5.799   0.000  0.00  0.00           N+0
HETATM   33  C   UNK     0      12.244   6.479   0.000  0.00  0.00           C+0
HETATM   34  C   UNK     0      10.760   4.263   0.000  0.00  0.00           C+0
HETATM   35  O   UNK     0       9.378   3.583   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   34                                                  
CONECT    6    5    7                                                       
CONECT    7    6    8    9                                                  
CONECT    8    7                                                            
CONECT    9    7   10   11                                                  
CONECT   10    9                                                            
CONECT   11    9   12                                                       
CONECT   12   11   13   14                                                  
CONECT   13   12                                                            
CONECT   14   12   15   19                                                  
CONECT   15   14   16                                                       
CONECT   16   15   17                                                       
CONECT   17   16   18                                                       
CONECT   18   17   19                                                       
CONECT   19   18   14   20                                                  
CONECT   20   19   21                                                       
CONECT   21   20   22   23                                                  
CONECT   22   21                                                            
CONECT   23   21   24   32                                                  
CONECT   24   23   25   26                                                  
CONECT   25   24                                                            
CONECT   26   24   27   31                                                  
CONECT   27   26   28                                                       
CONECT   28   27   29                                                       
CONECT   29   28   30                                                       
CONECT   30   29   31                                                       
CONECT   31   30   26                                                       
CONECT   32   23   33   34                                                  
CONECT   33   32                                                            
CONECT   34   32    5   35                                                  
CONECT   35   34                                                            
MASTER        0    0    0    0    0    0    0    0   35    0   74    0
END

View in JSmol

Synonyms

Not Available

Chemical Formula

C₂₆H₃₂N₄O₅

Average Mass

480.5650 Da

Monoisotopic Mass

480.23727 Da

IUPAC Name

6-(butan-2-yl)-2,8,11-trihydroxy-3-[hydroxy(phenyl)methyl]-4,9-dimethyl-4,5,6,9-tetrahydro-3H-1,4,7,10-benzotetrazacyclotridecin-5-one

Traditional Name

2,8,11-trihydroxy-3-[hydroxy(phenyl)methyl]-4,9-dimethyl-6-(sec-butyl)-6,9-dihydro-3H-1,4,7,10-benzotetrazacyclotridecin-5-one

CAS Registry Number

Not Available

SMILES

CCC(C)C1N=C(O)C(C)N=C(O)C2=CC=CC=C2N=C(O)C(C(O)C2=CC=CC=C2)N(C)C1=O

InChI Identifier

InChI=1S/C26H32N4O5/c1-5-15(2)20-26(35)30(4)21(22(31)17-11-7-6-8-12-17)25(34)28-19-14-10-9-13-18(19)24(33)27-16(3)23(32)29-20/h6-16,20-22,31H,5H2,1-4H3,(H,27,33)(H,28,34)(H,29,32)

InChI Key

AQBNNSWAQPPMPF-UHFFFAOYSA-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
Macrolactam
Alpha-amino acid or derivatives
Monocyclic benzene moiety
Benzenoid
Tertiary carboxylic acid amide
Vinylogous amide
Carboxamide group
Lactam
Secondary alcohol
Secondary carboxylic acid amide
Azacycle
Organoheterocyclic compound
Organic oxide
Organic oxygen compound
Organooxygen compound
Organonitrogen compound
Organopnictogen compound
Organic nitrogen compound
Alcohol
Carbonyl group
Aromatic alcohol
Hydrocarbon derivative
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	1.21	ChemAxon
pKa (Strongest Acidic)	0.19	ChemAxon
pKa (Strongest Basic)	8.62	ChemAxon
Physiological Charge	1	ChemAxon
Hydrogen Acceptor Count	8	ChemAxon
Hydrogen Donor Count	4	ChemAxon
Polar Surface Area	138.31 Å²	ChemAxon
Rotatable Bond Count	4	ChemAxon
Refractivity	133.54 m³·mol⁻¹	ChemAxon
Polarizability	49.78 Å³	ChemAxon
Number of Rings	3	ChemAxon
Bioavailability	Yes	ChemAxon
Rule of Five	Yes	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

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

78160190

PDB ID

Not Available

ChEBI ID

Not Available

Good Scents ID

Not Available

References

General References

LOTUS database [Link]

Showing NP-Card for 2,8,11-trihydroxy-3-[hydroxy(phenyl)methyl]-4,9-dimethyl-6-(sec-butyl)-6,9-dihydro-3h-1,4,7,10-benzotetrazacyclotridecin-5-one (NP0255493)

MOL for NP0255493 (2,8,11-trihydroxy-3-[hydroxy(phenyl)methyl]-4,9-dimethyl-6-(sec-butyl)-6,9-dihydro-3h-1,4,7,10-benzotetrazacyclotridecin-5-one)

3D MOL for NP0255493 (2,8,11-trihydroxy-3-[hydroxy(phenyl)methyl]-4,9-dimethyl-6-(sec-butyl)-6,9-dihydro-3h-1,4,7,10-benzotetrazacyclotridecin-5-one)

3D SDF for NP0255493 (2,8,11-trihydroxy-3-[hydroxy(phenyl)methyl]-4,9-dimethyl-6-(sec-butyl)-6,9-dihydro-3h-1,4,7,10-benzotetrazacyclotridecin-5-one)

3D-SDF for NP0255493 (2,8,11-trihydroxy-3-[hydroxy(phenyl)methyl]-4,9-dimethyl-6-(sec-butyl)-6,9-dihydro-3h-1,4,7,10-benzotetrazacyclotridecin-5-one)

PDB for NP0255493 (2,8,11-trihydroxy-3-[hydroxy(phenyl)methyl]-4,9-dimethyl-6-(sec-butyl)-6,9-dihydro-3h-1,4,7,10-benzotetrazacyclotridecin-5-one)

3D PDB for NP0255493 (2,8,11-trihydroxy-3-[hydroxy(phenyl)methyl]-4,9-dimethyl-6-(sec-butyl)-6,9-dihydro-3h-1,4,7,10-benzotetrazacyclotridecin-5-one)

SMILES for NP0255493 (2,8,11-trihydroxy-3-[hydroxy(phenyl)methyl]-4,9-dimethyl-6-(sec-butyl)-6,9-dihydro-3h-1,4,7,10-benzotetrazacyclotridecin-5-one)

INCHI for NP0255493 (2,8,11-trihydroxy-3-[hydroxy(phenyl)methyl]-4,9-dimethyl-6-(sec-butyl)-6,9-dihydro-3h-1,4,7,10-benzotetrazacyclotridecin-5-one)

Structure for NP0255493 (2,8,11-trihydroxy-3-[hydroxy(phenyl)methyl]-4,9-dimethyl-6-(sec-butyl)-6,9-dihydro-3h-1,4,7,10-benzotetrazacyclotridecin-5-one)

3D Structure for NP0255493 (2,8,11-trihydroxy-3-[hydroxy(phenyl)methyl]-4,9-dimethyl-6-(sec-butyl)-6,9-dihydro-3h-1,4,7,10-benzotetrazacyclotridecin-5-one)