NP-MRD: Showing NP-Card for 10-(3-hydroxyphenyl)-19-azahexacyclo[20.2.2.1⁸,¹⁹.0²,⁷.0¹⁰,¹⁸.0¹¹,¹⁶]heptacosa-1(25),2,4,6,8(27),11,13,15,22(26),23-decaene-5,12,24-triol (NP0316204)

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Record Information

Version

2.0

Created at

2022-09-11 15:14:08 UTC

Updated at

2022-09-11 15:14:08 UTC

NP-MRD ID

NP0316204

Secondary Accession Numbers

None

Natural Product Identification

Common Name

10-(3-hydroxyphenyl)-19-azahexacyclo[20.2.2.1⁸,¹⁹.0²,⁷.0¹⁰,¹⁸.0¹¹,¹⁶]heptacosa-1(25),2,4,6,8(27),11,13,15,22(26),23-decaene-5,12,24-triol

Description

10-(3-Hydroxyphenyl)-19-azahexacyclo[20.2.2.1⁸,¹⁹.0²,⁷.0¹⁰,¹⁸.0¹¹,¹⁶]Heptacosa-1(24),2(7),3,5,8(27),11(16),12,14,22,25-decaene-5,12,24-triol belongs to the class of organic compounds known as indanes. Indanes are compounds containing an indane moiety, which consists of a cyclopentane fused to a benzene ring. 10-(3-Hydroxyphenyl)-19-azahexacyclo[20.2.2.1⁸,¹⁹.0²,⁷.0¹⁰,¹⁸.0¹¹,¹⁶]Heptacosa-1(24),2(7),3,5,8(27),11(16),12,14,22,25-decaene-5,12,24-triol is a very strong basic compound (based on its pKa).

Structure

MOL 3D MOL SDF PDB SMILES InChI


  Mrv1533004201504172D          

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M  END

     RDKit          3D

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M  END


  Mrv1533004201504172D          

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 23 24  1  0  0  0  0
 24 25  2  0  0  0  0
 25 26  1  0  0  0  0
 25 27  1  0  0  0  0
 27 28  2  0  0  0  0
 10 28  1  0  0  0  0
 22 28  1  0  0  0  0
 12 29  1  0  0  0  0
  8 29  1  0  0  0  0
 29 30  1  0  0  0  0
 30 31  1  0  0  0  0
 31 32  2  0  0  0  0
 32 33  1  0  0  0  0
 33 34  2  0  0  0  0
 34 35  1  0  0  0  0
 35 36  1  0  0  0  0
 35 37  2  0  0  0  0
  8 37  1  0  0  0  0
 31 37  1  0  0  0  0
M  END
> <DATABASE_ID>
NP0316204

> <DATABASE_NAME>
NP-MRD

> <SMILES>
OC1=CC=CC(=C1)C12CC3=CN(CCC4=CC=C(C(O)=C4)C4=CC=C(O)C=C34)C1CC1=CC=CC(O)=C21

> <INCHI_IDENTIFIER>
InChI=1S/C32H27NO4/c34-23-5-2-4-22(15-23)32-17-21-18-33(30(32)14-20-3-1-6-28(36)31(20)32)12-11-19-7-9-26(29(37)13-19)25-10-8-24(35)16-27(21)25/h1-10,13,15-16,18,30,34-37H,11-12,14,17H2

> <INCHI_KEY>
XYRPFAQDABXKMI-UHFFFAOYSA-N

> <FORMULA>
C32H27NO4

> <MOLECULAR_WEIGHT>
489.571

> <EXACT_MASS>
489.194008353

> <JCHEM_ACCEPTOR_COUNT>
5

> <JCHEM_ATOM_COUNT>
64

> <JCHEM_AVERAGE_POLARIZABILITY>
51.68740816752978

> <JCHEM_BIOAVAILABILITY>
1

> <JCHEM_DONOR_COUNT>
4

> <JCHEM_FORMAL_CHARGE>
0

> <JCHEM_GHOSE_FILTER>
0

> <JCHEM_IUPAC>
10-(3-hydroxyphenyl)-19-azahexacyclo[20.2.2.1⁸,¹⁹.0²,⁷.0¹⁰,¹⁸.0¹¹,¹⁶]heptacosa-1(25),2,4,6,8(27),11,13,15,22(26),23-decaene-5,12,24-triol

> <ALOGPS_LOGP>
4.97

> <JCHEM_LOGP>
5.854970908296279

> <ALOGPS_LOGS>
-5.20

> <JCHEM_MDDR_LIKE_RULE>
0

> <JCHEM_NUMBER_OF_RINGS>
7

> <JCHEM_PHYSIOLOGICAL_CHARGE>
1

> <JCHEM_PKA>
9.623869487918245

> <JCHEM_PKA_STRONGEST_ACIDIC>
9.02617409769361

> <JCHEM_PKA_STRONGEST_BASIC>
7.854773093987311

> <JCHEM_POLAR_SURFACE_AREA>
84.16000000000001

> <JCHEM_REFRACTIVITY>
155.50349999999997

> <JCHEM_ROTATABLE_BOND_COUNT>
1

> <JCHEM_RULE_OF_FIVE>
0

> <ALOGPS_SOLUBILITY>
3.10e-03 g/l

> <JCHEM_TRADITIONAL_IUPAC>
10-(3-hydroxyphenyl)-19-azahexacyclo[20.2.2.1⁸,¹⁹.0²,⁷.0¹⁰,¹⁸.0¹¹,¹⁶]heptacosa-1(25),2,4,6,8(27),11,13,15,22(26),23-decaene-5,12,24-triol

> <JCHEM_VEBER_RULE>
0

$$$$

HEADER    PROTEIN                                 20-APR-15   NONE
TITLE     NULL                                                        
COMPND    NULL                                                        
SOURCE    NULL                                                        
KEYWDS    NULL                                                        
EXPDTA    NULL                                                        
AUTHOR    Marvin                                                      
REVDAT   1   20-APR-15         0                                  
HETATM    1  O   UNK     0      -2.281  -6.758   0.000  0.00  0.00           O+0
HETATM    2  C   UNK     0      -2.949  -5.371   0.000  0.00  0.00           C+0
HETATM    3  C   UNK     0      -4.485  -5.255   0.000  0.00  0.00           C+0
HETATM    4  C   UNK     0      -5.153  -3.868   0.000  0.00  0.00           C+0
HETATM    5  C   UNK     0      -4.285  -2.596   0.000  0.00  0.00           C+0
HETATM    6  C   UNK     0      -2.749  -2.711   0.000  0.00  0.00           C+0
HETATM    7  C   UNK     0      -2.081  -4.099   0.000  0.00  0.00           C+0
HETATM    8  C   UNK     0      -1.881  -1.439   0.000  0.00  0.00           C+0
HETATM    9  C   UNK     0      -1.072  -2.749   0.000  0.00  0.00           C+0
HETATM   10  C   UNK     0       0.467  -2.703   0.000  0.00  0.00           C+0
HETATM   11  C   UNK     0       1.197  -1.347   0.000  0.00  0.00           C+0
HETATM   12  N   UNK     0       0.388  -0.037   0.000  0.00  0.00           N+0
HETATM   13  C   UNK     0       1.513   1.294   0.000  0.00  0.00           C+0
HETATM   14  C   UNK     0       3.030   1.558   0.000  0.00  0.00           C+0
HETATM   15  C   UNK     0       4.449   0.960   0.000  0.00  0.00           C+0
HETATM   16  C   UNK     0       5.805   0.230   0.000  0.00  0.00           C+0
HETATM   17  C   UNK     0       5.851  -1.309   0.000  0.00  0.00           C+0
HETATM   18  C   UNK     0       4.541  -2.119   0.000  0.00  0.00           C+0
HETATM   19  C   UNK     0       3.185  -1.389   0.000  0.00  0.00           C+0
HETATM   20  O   UNK     0       1.875  -2.198   0.000  0.00  0.00           O+0
HETATM   21  C   UNK     0       3.139   0.151   0.000  0.00  0.00           C+0
HETATM   22  C   UNK     0       3.191  -3.850   0.000  0.00  0.00           C+0
HETATM   23  C   UNK     0       3.805  -5.262   0.000  0.00  0.00           C+0
HETATM   24  C   UNK     0       2.890  -6.501   0.000  0.00  0.00           C+0
HETATM   25  C   UNK     0       1.360  -6.327   0.000  0.00  0.00           C+0
HETATM   26  O   UNK     0       0.444  -7.565   0.000  0.00  0.00           O+0
HETATM   27  C   UNK     0       0.745  -4.915   0.000  0.00  0.00           C+0
HETATM   28  C   UNK     0       1.661  -3.677   0.000  0.00  0.00           C+0
HETATM   29  C   UNK     0      -1.151  -0.083   0.000  0.00  0.00           C+0
HETATM   30  C   UNK     0      -2.215   1.031   0.000  0.00  0.00           C+0
HETATM   31  C   UNK     0      -3.603   0.363   0.000  0.00  0.00           C+0
HETATM   32  C   UNK     0      -5.028   0.947   0.000  0.00  0.00           C+0
HETATM   33  C   UNK     0      -6.246   0.005   0.000  0.00  0.00           C+0
HETATM   34  C   UNK     0      -6.040  -1.521   0.000  0.00  0.00           C+0
HETATM   35  C   UNK     0      -4.615  -2.105   0.000  0.00  0.00           C+0
HETATM   36  O   UNK     0      -5.728  -3.169   0.000  0.00  0.00           O+0
HETATM   37  C   UNK     0      -3.397  -1.163   0.000  0.00  0.00           C+0
CONECT    1    2                                                            
CONECT    2    1    3    7                                                  
CONECT    3    2    4                                                       
CONECT    4    3    5                                                       
CONECT    5    4    6                                                       
CONECT    6    5    7    8                                                  
CONECT    7    6    2                                                       
CONECT    8    6    9   29   37                                             
CONECT    9    8   10                                                       
CONECT   10    9   11   28                                                  
CONECT   11   10   12                                                       
CONECT   12   11   13   29                                                  
CONECT   13   12   14                                                       
CONECT   14   13   15                                                       
CONECT   15   14   16   21                                                  
CONECT   16   15   17                                                       
CONECT   17   16   18                                                       
CONECT   18   17   19   22                                                  
CONECT   19   18   20   21                                                  
CONECT   20   19                                                            
CONECT   21   19   15                                                       
CONECT   22   18   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   10   22                                                  
CONECT   29   12    8   30                                                  
CONECT   30   29   31                                                       
CONECT   31   30   32   37                                                  
CONECT   32   31   33                                                       
CONECT   33   32   34                                                       
CONECT   34   33   35                                                       
CONECT   35   34   36   37                                                  
CONECT   36   35                                                            
CONECT   37   35    8   31                                                  
MASTER        0    0    0    0    0    0    0    0   37    0   86    0
END

View in JSmol

Synonyms

Not Available

Chemical Formula

C₃₂H₂₇NO₄

Average Mass

489.5710 Da

Monoisotopic Mass

489.19401 Da

IUPAC Name

10-(3-hydroxyphenyl)-19-azahexacyclo[20.2.2.1⁸,¹⁹.0²,⁷.0¹⁰,¹⁸.0¹¹,¹⁶]heptacosa-1(25),2,4,6,8(27),11,13,15,22(26),23-decaene-5,12,24-triol

Traditional Name

10-(3-hydroxyphenyl)-19-azahexacyclo[20.2.2.1⁸,¹⁹.0²,⁷.0¹⁰,¹⁸.0¹¹,¹⁶]heptacosa-1(25),2,4,6,8(27),11,13,15,22(26),23-decaene-5,12,24-triol

CAS Registry Number

Not Available

SMILES

OC1=CC=CC(=C1)C12CC3=CN(CCC4=CC=C(C(O)=C4)C4=CC=C(O)C=C34)C1CC1=CC=CC(O)=C21

InChI Identifier

InChI=1S/C32H27NO4/c34-23-5-2-4-22(15-23)32-17-21-18-33(30(32)14-20-3-1-6-28(36)31(20)32)12-11-19-7-9-26(29(37)13-19)25-10-8-24(35)16-27(21)25/h1-10,13,15-16,18,30,34-37H,11-12,14,17H2

InChI Key

XYRPFAQDABXKMI-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 indanes. Indanes are compounds containing an indane moiety, which consists of a cyclopentane fused to a benzene ring.

Kingdom

Organic compounds

Super Class

Benzenoids

Class

Indanes

Sub Class

Not Available

Direct Parent

Indanes

Alternative Parents

Substituents

Indane
1-hydroxy-4-unsubstituted benzenoid
1-hydroxy-2-unsubstituted benzenoid
Phenol
Aralkylamine
Tetrahydropyridine
Monocyclic benzene moiety
Tertiary aliphatic amine
Tertiary amine
Enamine
Azacycle
Organoheterocyclic compound
Polyol
Amine
Hydrocarbon derivative
Organooxygen compound
Organonitrogen compound
Organopnictogen compound
Organic oxygen compound
Organic nitrogen compound
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	4.97	ALOGPS
logP	5.85	ChemAxon
logS	-5.2	ALOGPS
pKa (Strongest Acidic)	9.03	ChemAxon
pKa (Strongest Basic)	7.85	ChemAxon
Physiological Charge	1	ChemAxon
Hydrogen Acceptor Count	5	ChemAxon
Hydrogen Donor Count	4	ChemAxon
Polar Surface Area	84.16 Å²	ChemAxon
Rotatable Bond Count	1	ChemAxon
Refractivity	155.5 m³·mol⁻¹	ChemAxon
Polarizability	51.69 Å³	ChemAxon
Number of Rings	7	ChemAxon
Bioavailability	Yes	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

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

Not Available

PDB ID

Not Available

ChEBI ID

Not Available

Good Scents ID

Not Available

References

General References

LOTUS database [Link]

Showing NP-Card for 10-(3-hydroxyphenyl)-19-azahexacyclo[20.2.2.1⁸,¹⁹.0²,⁷.0¹⁰,¹⁸.0¹¹,¹⁶]heptacosa-1(25),2,4,6,8(27),11,13,15,22(26),23-decaene-5,12,24-triol (NP0316204)

MOL for NP0316204 (10-(3-hydroxyphenyl)-19-azahexacyclo[20.2.2.1⁸,¹⁹.0²,⁷.0¹⁰,¹⁸.0¹¹,¹⁶]heptacosa-1(25),2,4,6,8(27),11,13,15,22(26),23-decaene-5,12,24-triol)

3D MOL for NP0316204 (10-(3-hydroxyphenyl)-19-azahexacyclo[20.2.2.1⁸,¹⁹.0²,⁷.0¹⁰,¹⁸.0¹¹,¹⁶]heptacosa-1(25),2,4,6,8(27),11,13,15,22(26),23-decaene-5,12,24-triol)

3D SDF for NP0316204 (10-(3-hydroxyphenyl)-19-azahexacyclo[20.2.2.1⁸,¹⁹.0²,⁷.0¹⁰,¹⁸.0¹¹,¹⁶]heptacosa-1(25),2,4,6,8(27),11,13,15,22(26),23-decaene-5,12,24-triol)

3D-SDF for NP0316204 (10-(3-hydroxyphenyl)-19-azahexacyclo[20.2.2.1⁸,¹⁹.0²,⁷.0¹⁰,¹⁸.0¹¹,¹⁶]heptacosa-1(25),2,4,6,8(27),11,13,15,22(26),23-decaene-5,12,24-triol)

PDB for NP0316204 (10-(3-hydroxyphenyl)-19-azahexacyclo[20.2.2.1⁸,¹⁹.0²,⁷.0¹⁰,¹⁸.0¹¹,¹⁶]heptacosa-1(25),2,4,6,8(27),11,13,15,22(26),23-decaene-5,12,24-triol)

3D PDB for NP0316204 (10-(3-hydroxyphenyl)-19-azahexacyclo[20.2.2.1⁸,¹⁹.0²,⁷.0¹⁰,¹⁸.0¹¹,¹⁶]heptacosa-1(25),2,4,6,8(27),11,13,15,22(26),23-decaene-5,12,24-triol)

SMILES for NP0316204 (10-(3-hydroxyphenyl)-19-azahexacyclo[20.2.2.1⁸,¹⁹.0²,⁷.0¹⁰,¹⁸.0¹¹,¹⁶]heptacosa-1(25),2,4,6,8(27),11,13,15,22(26),23-decaene-5,12,24-triol)

INCHI for NP0316204 (10-(3-hydroxyphenyl)-19-azahexacyclo[20.2.2.1⁸,¹⁹.0²,⁷.0¹⁰,¹⁸.0¹¹,¹⁶]heptacosa-1(25),2,4,6,8(27),11,13,15,22(26),23-decaene-5,12,24-triol)

Structure for NP0316204 (10-(3-hydroxyphenyl)-19-azahexacyclo[20.2.2.1⁸,¹⁹.0²,⁷.0¹⁰,¹⁸.0¹¹,¹⁶]heptacosa-1(25),2,4,6,8(27),11,13,15,22(26),23-decaene-5,12,24-triol)

3D Structure for NP0316204 (10-(3-hydroxyphenyl)-19-azahexacyclo[20.2.2.1⁸,¹⁹.0²,⁷.0¹⁰,¹⁸.0¹¹,¹⁶]heptacosa-1(25),2,4,6,8(27),11,13,15,22(26),23-decaene-5,12,24-triol)