NP-MRD: Showing NP-Card for 3-benzyl-6-(3-hydroxybutan-2-yl)-12-isopropyl-9-(sec-butyl)-1,4,7,10-tetraazacyclododeca-1,4,7,10-tetraene-2,5,8,11-tetrol (NP0308105)

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Record Information

Version

2.0

Created at

2022-09-11 01:40:37 UTC

Updated at

2022-09-11 01:40:37 UTC

NP-MRD ID

NP0308105

Secondary Accession Numbers

None

Natural Product Identification

Common Name

3-benzyl-6-(3-hydroxybutan-2-yl)-12-isopropyl-9-(sec-butyl)-1,4,7,10-tetraazacyclododeca-1,4,7,10-tetraene-2,5,8,11-tetrol

Description

3-Benzyl-9-(butan-2-yl)-6-(3-hydroxybutan-2-yl)-12-(propan-2-yl)-1,4,7,10-tetraazacyclododeca-1,4,7,10-tetraene-2,5,8,11-tetrol 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. 3-Benzyl-9-(butan-2-yl)-6-(3-hydroxybutan-2-yl)-12-(propan-2-yl)-1,4,7,10-tetraazacyclododeca-1,4,7,10-tetraene-2,5,8,11-tetrol is an extremely weak basic (essentially neutral) compound (based on its pKa).

Structure

MOL 3D MOL SDF PDB SMILES InChI


  Mrv1533004171502102D          

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 17 18  2  0  0  0  0
 18 19  1  0  0  0  0
 19 20  2  0  0  0  0
 15 20  1  0  0  0  0
 13 21  1  0  0  0  0
 21 22  1  0  0  0  0
 22 23  2  0  0  0  0
 22 24  1  0  0  0  0
 24 25  1  0  0  0  0
 25 26  1  0  0  0  0
  5 26  1  0  0  0  0
 26 27  2  0  0  0  0
 24 28  1  0  0  0  0
 28 29  1  0  0  0  0
 28 30  1  0  0  0  0
 30 31  1  0  0  0  0
 30 32  1  0  0  0  0
  9 33  1  0  0  0  0
 33 34  1  0  0  0  0
 33 35  1  0  0  0  0
M  END
> <DATABASE_ID>
NP0308105

> <DATABASE_NAME>
NP-MRD

> <SMILES>
CCC(C)C1NC(=O)C(NC(=O)C(CC2=CC=CC=C2)NC(=O)C(NC1=O)C(C)C(C)O)C(C)C

> <INCHI_IDENTIFIER>
InChI=1S/C26H40N4O5/c1-7-15(4)21-25(34)30-22(16(5)17(6)31)26(35)27-19(13-18-11-9-8-10-12-18)23(32)28-20(14(2)3)24(33)29-21/h8-12,14-17,19-22,31H,7,13H2,1-6H3,(H,27,35)(H,28,32)(H,29,33)(H,30,34)

> <INCHI_KEY>
ZWHILRBVKJAMNY-UHFFFAOYSA-N

> <FORMULA>
C26H40N4O5

> <MOLECULAR_WEIGHT>
488.629

> <EXACT_MASS>
488.299870404

> <JCHEM_ACCEPTOR_COUNT>
5

> <JCHEM_ATOM_COUNT>
75

> <JCHEM_AVERAGE_POLARIZABILITY>
52.57112232099178

> <JCHEM_BIOAVAILABILITY>
1

> <JCHEM_DONOR_COUNT>
5

> <JCHEM_FORMAL_CHARGE>
0

> <JCHEM_GHOSE_FILTER>
0

> <JCHEM_IUPAC>
3-benzyl-9-(butan-2-yl)-6-(3-hydroxybutan-2-yl)-12-(propan-2-yl)-1,4,7,10-tetraazacyclododecane-2,5,8,11-tetrone

> <ALOGPS_LOGP>
1.29

> <JCHEM_LOGP>
1.6387578423333347

> <ALOGPS_LOGS>
-3.49

> <JCHEM_MDDR_LIKE_RULE>
0

> <JCHEM_NUMBER_OF_RINGS>
2

> <JCHEM_PHYSIOLOGICAL_CHARGE>
0

> <JCHEM_PKA>
11.294028181805599

> <JCHEM_PKA_STRONGEST_ACIDIC>
10.79538010238406

> <JCHEM_PKA_STRONGEST_BASIC>
-2.707042971495281

> <JCHEM_POLAR_SURFACE_AREA>
136.63

> <JCHEM_REFRACTIVITY>
131.64510000000004

> <JCHEM_ROTATABLE_BOND_COUNT>
7

> <JCHEM_RULE_OF_FIVE>
1

> <ALOGPS_SOLUBILITY>
1.58e-01 g/l

> <JCHEM_TRADITIONAL_IUPAC>
3-benzyl-6-(3-hydroxybutan-2-yl)-12-isopropyl-9-(sec-butyl)-1,4,7,10-tetraazacyclododecane-2,5,8,11-tetrone

> <JCHEM_VEBER_RULE>
0

$$$$

HEADER    PROTEIN                                 17-APR-15   NONE
TITLE     NULL                                                        
COMPND    NULL                                                        
SOURCE    NULL                                                        
KEYWDS    NULL                                                        
EXPDTA    NULL                                                        
AUTHOR    Marvin                                                      
REVDAT   1   17-APR-15         0                                  
HETATM    1  C   UNK     0      -5.335   5.033   0.000  0.00  0.00           C+0
HETATM    2  C   UNK     0      -4.001   4.263   0.000  0.00  0.00           C+0
HETATM    3  C   UNK     0      -4.001   2.723   0.000  0.00  0.00           C+0
HETATM    4  C   UNK     0      -5.335   1.953   0.000  0.00  0.00           C+0
HETATM    5  C   UNK     0      -2.667   1.953   0.000  0.00  0.00           C+0
HETATM    6  N   UNK     0      -2.667   0.413   0.000  0.00  0.00           N+0
HETATM    7  C   UNK     0      -3.437  -0.921   0.000  0.00  0.00           C+0
HETATM    8  O   UNK     0      -4.977  -0.921   0.000  0.00  0.00           O+0
HETATM    9  C   UNK     0      -2.667  -2.255   0.000  0.00  0.00           C+0
HETATM   10  N   UNK     0      -1.127  -2.255   0.000  0.00  0.00           N+0
HETATM   11  C   UNK     0       0.206  -3.025   0.000  0.00  0.00           C+0
HETATM   12  O   UNK     0       0.206  -4.565   0.000  0.00  0.00           O+0
HETATM   13  C   UNK     0       1.540  -2.255   0.000  0.00  0.00           C+0
HETATM   14  C   UNK     0       2.874  -3.025   0.000  0.00  0.00           C+0
HETATM   15  C   UNK     0       2.874  -4.565   0.000  0.00  0.00           C+0
HETATM   16  C   UNK     0       4.207  -5.335   0.000  0.00  0.00           C+0
HETATM   17  C   UNK     0       4.207  -6.875   0.000  0.00  0.00           C+0
HETATM   18  C   UNK     0       2.874  -7.645   0.000  0.00  0.00           C+0
HETATM   19  C   UNK     0       1.540  -6.875   0.000  0.00  0.00           C+0
HETATM   20  C   UNK     0       1.540  -5.335   0.000  0.00  0.00           C+0
HETATM   21  N   UNK     0       1.540  -0.715   0.000  0.00  0.00           N+0
HETATM   22  C   UNK     0       2.310   0.619   0.000  0.00  0.00           C+0
HETATM   23  O   UNK     0       3.850   0.619   0.000  0.00  0.00           O+0
HETATM   24  C   UNK     0       1.540   1.953   0.000  0.00  0.00           C+0
HETATM   25  N   UNK     0       0.000   1.953   0.000  0.00  0.00           N+0
HETATM   26  C   UNK     0      -1.334   2.723   0.000  0.00  0.00           C+0
HETATM   27  O   UNK     0      -1.334   4.263   0.000  0.00  0.00           O+0
HETATM   28  C   UNK     0       2.310   3.286   0.000  0.00  0.00           C+0
HETATM   29  C   UNK     0       3.850   3.286   0.000  0.00  0.00           C+0
HETATM   30  C   UNK     0       1.540   4.620   0.000  0.00  0.00           C+0
HETATM   31  C   UNK     0       0.000   4.620   0.000  0.00  0.00           C+0
HETATM   32  O   UNK     0       2.310   5.954   0.000  0.00  0.00           O+0
HETATM   33  C   UNK     0      -3.437  -3.588   0.000  0.00  0.00           C+0
HETATM   34  C   UNK     0      -2.667  -4.922   0.000  0.00  0.00           C+0
HETATM   35  C   UNK     0      -4.977  -3.588   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   26                                                  
CONECT    6    5    7                                                       
CONECT    7    6    8    9                                                  
CONECT    8    7                                                            
CONECT    9    7   10   33                                                  
CONECT   10    9   11                                                       
CONECT   11   10   12   13                                                  
CONECT   12   11                                                            
CONECT   13   11   14   21                                                  
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   15                                                       
CONECT   21   13   22                                                       
CONECT   22   21   23   24                                                  
CONECT   23   22                                                            
CONECT   24   22   25   28                                                  
CONECT   25   24   26                                                       
CONECT   26   25    5   27                                                  
CONECT   27   26                                                            
CONECT   28   24   29   30                                                  
CONECT   29   28                                                            
CONECT   30   28   31   32                                                  
CONECT   31   30                                                            
CONECT   32   30                                                            
CONECT   33    9   34   35                                                  
CONECT   34   33                                                            
CONECT   35   33                                                            
MASTER        0    0    0    0    0    0    0    0   35    0   72    0
END

View in JSmol

Synonyms

Not Available

Chemical Formula

C₂₆H₄₀N₄O₅

Average Mass

488.6290 Da

Monoisotopic Mass

488.29987 Da

IUPAC Name

3-benzyl-9-(butan-2-yl)-6-(3-hydroxybutan-2-yl)-12-(propan-2-yl)-1,4,7,10-tetraazacyclododecane-2,5,8,11-tetrone

Traditional Name

3-benzyl-6-(3-hydroxybutan-2-yl)-12-isopropyl-9-(sec-butyl)-1,4,7,10-tetraazacyclododecane-2,5,8,11-tetrone

CAS Registry Number

Not Available

SMILES

CCC(C)C1NC(=O)C(NC(=O)C(CC2=CC=CC=C2)NC(=O)C(NC1=O)C(C)C(C)O)C(C)C

InChI Identifier

InChI=1S/C26H40N4O5/c1-7-15(4)21-25(34)30-22(16(5)17(6)31)26(35)27-19(13-18-11-9-8-10-12-18)23(32)28-20(14(2)3)24(33)29-21/h8-12,14-17,19-22,31H,7,13H2,1-6H3,(H,27,35)(H,28,32)(H,29,33)(H,30,34)

InChI Key

ZWHILRBVKJAMNY-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
Cyclic alpha peptide
Macrolactam
Alpha-amino acid or derivatives
Monocyclic benzene moiety
Benzenoid
Carboxamide group
Lactam
Secondary alcohol
Secondary carboxylic acid amide
Organoheterocyclic compound
Azacycle
Organooxygen compound
Organonitrogen compound
Organic oxide
Organic nitrogen compound
Organopnictogen compound
Alcohol
Carbonyl group
Organic oxygen compound
Hydrocarbon derivative
Aromatic heteromonocyclic compound

Molecular Framework

Aromatic heteromonocyclic 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	1.29	ALOGPS
logP	1.64	ChemAxon
logS	-3.5	ALOGPS
pKa (Strongest Acidic)	10.8	ChemAxon
pKa (Strongest Basic)	-2.7	ChemAxon
Physiological Charge	0	ChemAxon
Hydrogen Acceptor Count	5	ChemAxon
Hydrogen Donor Count	5	ChemAxon
Polar Surface Area	136.63 Å²	ChemAxon
Rotatable Bond Count	7	ChemAxon
Refractivity	131.65 m³·mol⁻¹	ChemAxon
Polarizability	52.57 Å³	ChemAxon
Number of Rings	2	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

75074139

PDB ID

Not Available

ChEBI ID

Not Available

Good Scents ID

Not Available

References

General References

LOTUS database [Link]

Showing NP-Card for 3-benzyl-6-(3-hydroxybutan-2-yl)-12-isopropyl-9-(sec-butyl)-1,4,7,10-tetraazacyclododeca-1,4,7,10-tetraene-2,5,8,11-tetrol (NP0308105)

MOL for NP0308105 (3-benzyl-6-(3-hydroxybutan-2-yl)-12-isopropyl-9-(sec-butyl)-1,4,7,10-tetraazacyclododeca-1,4,7,10-tetraene-2,5,8,11-tetrol)

3D MOL for NP0308105 (3-benzyl-6-(3-hydroxybutan-2-yl)-12-isopropyl-9-(sec-butyl)-1,4,7,10-tetraazacyclododeca-1,4,7,10-tetraene-2,5,8,11-tetrol)

3D SDF for NP0308105 (3-benzyl-6-(3-hydroxybutan-2-yl)-12-isopropyl-9-(sec-butyl)-1,4,7,10-tetraazacyclododeca-1,4,7,10-tetraene-2,5,8,11-tetrol)

3D-SDF for NP0308105 (3-benzyl-6-(3-hydroxybutan-2-yl)-12-isopropyl-9-(sec-butyl)-1,4,7,10-tetraazacyclododeca-1,4,7,10-tetraene-2,5,8,11-tetrol)

PDB for NP0308105 (3-benzyl-6-(3-hydroxybutan-2-yl)-12-isopropyl-9-(sec-butyl)-1,4,7,10-tetraazacyclododeca-1,4,7,10-tetraene-2,5,8,11-tetrol)

3D PDB for NP0308105 (3-benzyl-6-(3-hydroxybutan-2-yl)-12-isopropyl-9-(sec-butyl)-1,4,7,10-tetraazacyclododeca-1,4,7,10-tetraene-2,5,8,11-tetrol)

SMILES for NP0308105 (3-benzyl-6-(3-hydroxybutan-2-yl)-12-isopropyl-9-(sec-butyl)-1,4,7,10-tetraazacyclododeca-1,4,7,10-tetraene-2,5,8,11-tetrol)

INCHI for NP0308105 (3-benzyl-6-(3-hydroxybutan-2-yl)-12-isopropyl-9-(sec-butyl)-1,4,7,10-tetraazacyclododeca-1,4,7,10-tetraene-2,5,8,11-tetrol)

Structure for NP0308105 (3-benzyl-6-(3-hydroxybutan-2-yl)-12-isopropyl-9-(sec-butyl)-1,4,7,10-tetraazacyclododeca-1,4,7,10-tetraene-2,5,8,11-tetrol)

3D Structure for NP0308105 (3-benzyl-6-(3-hydroxybutan-2-yl)-12-isopropyl-9-(sec-butyl)-1,4,7,10-tetraazacyclododeca-1,4,7,10-tetraene-2,5,8,11-tetrol)