NP-MRD: Showing NP-Card for 1-[(2r,6s)-6-[4-(4-hydroxyphenyl)-2-oxobutyl]piperidin-2-yl]-4-(4-methoxyphenyl)butan-2-one (NP0146495)

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Record Information

Version

2.0

Created at

2022-09-02 01:54:31 UTC

Updated at

2022-09-02 01:54:31 UTC

NP-MRD ID

NP0146495

Secondary Accession Numbers

None

Natural Product Identification

Common Name

1-[(2r,6s)-6-[4-(4-hydroxyphenyl)-2-oxobutyl]piperidin-2-yl]-4-(4-methoxyphenyl)butan-2-one

Description

4-(4-Hydroxyphenyl)-1-[(2S,6R)-6-[4-(4-methoxyphenyl)-2-oxobutyl]piperidin-2-yl]butan-2-one belongs to the class of organic compounds known as anisoles. These are organic compounds containing a methoxybenzene or a derivative thereof. 1-[(2r,6s)-6-[4-(4-hydroxyphenyl)-2-oxobutyl]piperidin-2-yl]-4-(4-methoxyphenyl)butan-2-one is found in Sonneratia hainanensis. Based on a literature review very few articles have been published on 4-(4-hydroxyphenyl)-1-[(2S,6R)-6-[4-(4-methoxyphenyl)-2-oxobutyl]piperidin-2-yl]butan-2-one.

Structure

MOL 3D MOL SDF PDB SMILES InChI


  Mrv1652309022203542D          

 31 33  0  0  1  0            999 V2000
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M  END

     RDKit          3D

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M  END


  Mrv1652309022203542D          

 31 33  0  0  1  0            999 V2000
   -7.1447   -4.9500    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
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M  END
> <DATABASE_ID>
NP0146495

> <DATABASE_NAME>
NP-MRD

> <SMILES>
COC1=CC=C(CCC(=O)C[C@H]2CCC[C@@H](CC(=O)CCC3=CC=C(O)C=C3)N2)C=C1

> <INCHI_IDENTIFIER>
InChI=1S/C26H33NO4/c1-31-26-15-9-20(10-16-26)8-14-25(30)18-22-4-2-3-21(27-22)17-24(29)13-7-19-5-11-23(28)12-6-19/h5-6,9-12,15-16,21-22,27-28H,2-4,7-8,13-14,17-18H2,1H3/t21-,22+/m0/s1

> <INCHI_KEY>
JGDGIEYGWBIOHI-FCHUYYIVSA-N

> <FORMULA>
C26H33NO4

> <MOLECULAR_WEIGHT>
423.553

> <EXACT_MASS>
423.240958547

> <JCHEM_ACCEPTOR_COUNT>
5

> <JCHEM_ATOM_COUNT>
64

> <JCHEM_AVERAGE_POLARIZABILITY>
47.82184781154196

> <JCHEM_BIOAVAILABILITY>
1

> <JCHEM_DONOR_COUNT>
2

> <JCHEM_FORMAL_CHARGE>
0

> <JCHEM_GHOSE_FILTER>
1

> <JCHEM_IUPAC>
1-[(2R,6S)-6-[4-(4-hydroxyphenyl)-2-oxobutyl]piperidin-2-yl]-4-(4-methoxyphenyl)butan-2-one

> <ALOGPS_LOGP>
4.19

> <JCHEM_LOGP>
4.288719574318366

> <ALOGPS_LOGS>
-5.66

> <JCHEM_MDDR_LIKE_RULE>
1

> <JCHEM_NUMBER_OF_RINGS>
3

> <JCHEM_PHYSIOLOGICAL_CHARGE>
1

> <JCHEM_PKA>
18.183710634008584

> <JCHEM_PKA_STRONGEST_ACIDIC>
9.779698713821116

> <JCHEM_PKA_STRONGEST_BASIC>
9.175898132167033

> <JCHEM_POLAR_SURFACE_AREA>
75.63000000000001

> <JCHEM_REFRACTIVITY>
121.9359

> <JCHEM_ROTATABLE_BOND_COUNT>
11

> <JCHEM_RULE_OF_FIVE>
1

> <ALOGPS_SOLUBILITY>
9.21e-04 g/l

> <JCHEM_TRADITIONAL_IUPAC>
1-[(2R,6S)-6-[4-(4-hydroxyphenyl)-2-oxobutyl]piperidin-2-yl]-4-(4-methoxyphenyl)butan-2-one

> <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     -13.337  -9.240   0.000  0.00  0.00           C+0
HETATM    2  O   UNK     0     -13.337  -7.700   0.000  0.00  0.00           O+0
HETATM    3  C   UNK     0     -12.003  -6.930   0.000  0.00  0.00           C+0
HETATM    4  C   UNK     0     -12.003  -5.390   0.000  0.00  0.00           C+0
HETATM    5  C   UNK     0     -10.669  -4.620   0.000  0.00  0.00           C+0
HETATM    6  C   UNK     0      -9.336  -5.390   0.000  0.00  0.00           C+0
HETATM    7  C   UNK     0      -8.002  -4.620   0.000  0.00  0.00           C+0
HETATM    8  C   UNK     0      -6.668  -5.390   0.000  0.00  0.00           C+0
HETATM    9  C   UNK     0      -5.335  -4.620   0.000  0.00  0.00           C+0
HETATM   10  O   UNK     0      -5.335  -3.080   0.000  0.00  0.00           O+0
HETATM   11  C   UNK     0      -4.001  -5.390   0.000  0.00  0.00           C+0
HETATM   12  C   UNK     0      -2.667  -4.620   0.000  0.00  0.00           C+0
HETATM   13  C   UNK     0      -2.667  -3.080   0.000  0.00  0.00           C+0
HETATM   14  C   UNK     0      -1.334  -2.310   0.000  0.00  0.00           C+0
HETATM   15  C   UNK     0       0.000  -3.080   0.000  0.00  0.00           C+0
HETATM   16  C   UNK     0       0.000  -4.620   0.000  0.00  0.00           C+0
HETATM   17  C   UNK     0       1.334  -5.390   0.000  0.00  0.00           C+0
HETATM   18  C   UNK     0       2.667  -4.620   0.000  0.00  0.00           C+0
HETATM   19  O   UNK     0       2.667  -3.080   0.000  0.00  0.00           O+0
HETATM   20  C   UNK     0       4.001  -5.390   0.000  0.00  0.00           C+0
HETATM   21  C   UNK     0       5.335  -4.620   0.000  0.00  0.00           C+0
HETATM   22  C   UNK     0       6.668  -5.390   0.000  0.00  0.00           C+0
HETATM   23  C   UNK     0       8.002  -4.620   0.000  0.00  0.00           C+0
HETATM   24  C   UNK     0       9.336  -5.390   0.000  0.00  0.00           C+0
HETATM   25  C   UNK     0       9.336  -6.930   0.000  0.00  0.00           C+0
HETATM   26  O   UNK     0      10.669  -7.700   0.000  0.00  0.00           O+0
HETATM   27  C   UNK     0       8.002  -7.700   0.000  0.00  0.00           C+0
HETATM   28  C   UNK     0       6.668  -6.930   0.000  0.00  0.00           C+0
HETATM   29  N   UNK     0      -1.334  -5.390   0.000  0.00  0.00           N+0
HETATM   30  C   UNK     0      -9.336  -6.930   0.000  0.00  0.00           C+0
HETATM   31  C   UNK     0     -10.669  -7.700   0.000  0.00  0.00           C+0
CONECT    1    2                                                            
CONECT    2    1    3                                                       
CONECT    3    2    4   31                                                  
CONECT    4    3    5                                                       
CONECT    5    4    6                                                       
CONECT    6    5    7   30                                                  
CONECT    7    6    8                                                       
CONECT    8    7    9                                                       
CONECT    9    8   10   11                                                  
CONECT   10    9                                                            
CONECT   11    9   12                                                       
CONECT   12   11   13   29                                                  
CONECT   13   12   14                                                       
CONECT   14   13   15                                                       
CONECT   15   14   16                                                       
CONECT   16   15   17   29                                                  
CONECT   17   16   18                                                       
CONECT   18   17   19   20                                                  
CONECT   19   18                                                            
CONECT   20   18   21                                                       
CONECT   21   20   22                                                       
CONECT   22   21   23   28                                                  
CONECT   23   22   24                                                       
CONECT   24   23   25                                                       
CONECT   25   24   26   27                                                  
CONECT   26   25                                                            
CONECT   27   25   28                                                       
CONECT   28   27   22                                                       
CONECT   29   16   12                                                       
CONECT   30    6   31                                                       
CONECT   31   30    3                                                       
MASTER        0    0    0    0    0    0    0    0   31    0   66    0
END

View in JSmol

Synonyms

Not Available

Chemical Formula

C₂₆H₃₃NO₄

Average Mass

423.5530 Da

Monoisotopic Mass

423.24096 Da

IUPAC Name

1-[(2R,6S)-6-[4-(4-hydroxyphenyl)-2-oxobutyl]piperidin-2-yl]-4-(4-methoxyphenyl)butan-2-one

Traditional Name

1-[(2R,6S)-6-[4-(4-hydroxyphenyl)-2-oxobutyl]piperidin-2-yl]-4-(4-methoxyphenyl)butan-2-one

CAS Registry Number

Not Available

SMILES

COC1=CC=C(CCC(=O)C[C@H]2CCC[C@@H](CC(=O)CCC3=CC=C(O)C=C3)N2)C=C1

InChI Identifier

InChI=1S/C26H33NO4/c1-31-26-15-9-20(10-16-26)8-14-25(30)18-22-4-2-3-21(27-22)17-24(29)13-7-19-5-11-23(28)12-6-19/h5-6,9-12,15-16,21-22,27-28H,2-4,7-8,13-14,17-18H2,1H3/t21-,22+/m0/s1

InChI Key

JGDGIEYGWBIOHI-FCHUYYIVSA-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
Sonneratia x hainanensis	LOTUS Database	35616633

Chemical Taxonomy

Description

Belongs to the class of organic compounds known as anisoles. These are organic compounds containing a methoxybenzene or a derivative thereof.

Kingdom

Super Class

Class

Sub Class

Direct Parent

Alternative Parents

Substituents

Phenoxy compound
Anisole
Methoxybenzene
Alkyl aryl ether
1-hydroxy-2-unsubstituted benzenoid
Phenol
Monocyclic benzene moiety
Beta-aminoketone
Piperidine
Ketone
Secondary aliphatic amine
Azacycle
Organoheterocyclic compound
Secondary amine
Ether
Organic nitrogen compound
Organonitrogen compound
Organooxygen compound
Hydrocarbon derivative
Carbonyl group
Organic oxide
Organopnictogen compound
Organic oxygen compound
Amine
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	4.19	ALOGPS
logP	4.29	ChemAxon
logS	-5.7	ALOGPS
pKa (Strongest Acidic)	9.78	ChemAxon
pKa (Strongest Basic)	9.18	ChemAxon
Physiological Charge	1	ChemAxon
Hydrogen Acceptor Count	5	ChemAxon
Hydrogen Donor Count	2	ChemAxon
Polar Surface Area	75.63 Å²	ChemAxon
Rotatable Bond Count	11	ChemAxon
Refractivity	121.94 m³·mol⁻¹	ChemAxon
Polarizability	47.82 Å³	ChemAxon
Number of Rings	3	ChemAxon
Bioavailability	Yes	ChemAxon
Rule of Five	Yes	ChemAxon
Ghose Filter	Yes	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

162843227

PDB ID

Not Available

ChEBI ID

Not Available

Good Scents ID

Not Available

References

General References

LOTUS database [Link]

Showing NP-Card for 1-[(2r,6s)-6-[4-(4-hydroxyphenyl)-2-oxobutyl]piperidin-2-yl]-4-(4-methoxyphenyl)butan-2-one (NP0146495)

MOL for NP0146495 (1-[(2r,6s)-6-[4-(4-hydroxyphenyl)-2-oxobutyl]piperidin-2-yl]-4-(4-methoxyphenyl)butan-2-one)

3D MOL for NP0146495 (1-[(2r,6s)-6-[4-(4-hydroxyphenyl)-2-oxobutyl]piperidin-2-yl]-4-(4-methoxyphenyl)butan-2-one)

3D SDF for NP0146495 (1-[(2r,6s)-6-[4-(4-hydroxyphenyl)-2-oxobutyl]piperidin-2-yl]-4-(4-methoxyphenyl)butan-2-one)

3D-SDF for NP0146495 (1-[(2r,6s)-6-[4-(4-hydroxyphenyl)-2-oxobutyl]piperidin-2-yl]-4-(4-methoxyphenyl)butan-2-one)

PDB for NP0146495 (1-[(2r,6s)-6-[4-(4-hydroxyphenyl)-2-oxobutyl]piperidin-2-yl]-4-(4-methoxyphenyl)butan-2-one)

3D PDB for NP0146495 (1-[(2r,6s)-6-[4-(4-hydroxyphenyl)-2-oxobutyl]piperidin-2-yl]-4-(4-methoxyphenyl)butan-2-one)

SMILES for NP0146495 (1-[(2r,6s)-6-[4-(4-hydroxyphenyl)-2-oxobutyl]piperidin-2-yl]-4-(4-methoxyphenyl)butan-2-one)

INCHI for NP0146495 (1-[(2r,6s)-6-[4-(4-hydroxyphenyl)-2-oxobutyl]piperidin-2-yl]-4-(4-methoxyphenyl)butan-2-one)

Structure for NP0146495 (1-[(2r,6s)-6-[4-(4-hydroxyphenyl)-2-oxobutyl]piperidin-2-yl]-4-(4-methoxyphenyl)butan-2-one)

3D Structure for NP0146495 (1-[(2r,6s)-6-[4-(4-hydroxyphenyl)-2-oxobutyl]piperidin-2-yl]-4-(4-methoxyphenyl)butan-2-one)