NP-MRD: Showing NP-Card for 27-hydroxy-2-methoxy-9,9,16,16-tetramethyl-8-oxa-14,24,26-triazaheptacyclo[18.5.2.0¹,¹⁷.0³,¹⁵.0⁴,¹³.0⁷,¹².0²⁰,²⁴]heptacosa-3(15),4,6,10,12,26-hexaen-25-one (NP0194028)

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Record Information

Version

2.0

Created at

2022-09-04 11:36:30 UTC

Updated at

2022-09-04 11:36:30 UTC

NP-MRD ID

NP0194028

Secondary Accession Numbers

None

Natural Product Identification

Common Name

27-hydroxy-2-methoxy-9,9,16,16-tetramethyl-8-oxa-14,24,26-triazaheptacyclo[18.5.2.0¹,¹⁷.0³,¹⁵.0⁴,¹³.0⁷,¹².0²⁰,²⁴]heptacosa-3(15),4,6,10,12,26-hexaen-25-one

Description

27-Hydroxy-2-methoxy-9,9,16,16-tetramethyl-8-oxa-14,24,26-triazaheptacyclo[18.5.2.0¹,¹⁷.0³,¹⁵.0⁴,¹³.0⁷,¹².0²⁰,²⁴]Heptacosa-3(15),4(13),5,7(12),10,26-hexaen-25-one belongs to the class of organic compounds known as carbazoles. Carbazoles are compounds containing a three ring system containing a pyrrole ring fused on either side to a benzene ring. 27-hydroxy-2-methoxy-9,9,16,16-tetramethyl-8-oxa-14,24,26-triazaheptacyclo[18.5.2.0¹,¹⁷.0³,¹⁵.0⁴,¹³.0⁷,¹².0²⁰,²⁴]heptacosa-3(15),4,6,10,12,26-hexaen-25-one is found in Aspergillus ostianus. Based on a literature review very few articles have been published on 27-hydroxy-2-methoxy-9,9,16,16-tetramethyl-8-oxa-14,24,26-triazaheptacyclo[18.5.2.0¹,¹⁷.0³,¹⁵.0⁴,¹³.0⁷,¹².0²⁰,²⁴]Heptacosa-3(15),4(13),5,7(12),10,26-hexaen-25-one.

Structure

MOL 3D MOL SDF PDB SMILES InChI


  Mrv1652309042213362D          

 35 41  0  0  0  0            999 V2000
    6.9610    1.0901    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
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    8.2840   -0.8527    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
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M  END

     RDKit          3D

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M  END


  Mrv1652309042213362D          

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  9 13  1  0  0  0  0
 13 14  1  0  0  0  0
 14 15  1  0  0  0  0
 14 16  1  0  0  0  0
 14 17  1  0  0  0  0
 17 18  2  0  0  0  0
  8 18  1  0  0  0  0
  5 19  1  0  0  0  0
 19 20  1  0  0  0  0
 19 21  1  0  0  0  0
 19 22  1  0  0  0  0
 22 23  1  0  0  0  0
 23 24  1  0  0  0  0
 24 25  1  0  0  0  0
 25 26  1  0  0  0  0
 26 27  1  0  0  0  0
 27 28  1  0  0  0  0
 28 29  1  0  0  0  0
 25 29  1  0  0  0  0
 29 30  1  0  0  0  0
 30 31  2  0  0  0  0
 30 32  1  0  0  0  0
  3 32  1  0  0  0  0
 22 32  1  0  0  0  0
 32 33  1  0  0  0  0
 33 34  2  0  0  0  0
 25 34  1  0  0  0  0
 34 35  1  0  0  0  0
M  END
> <DATABASE_ID>
NP0194028

> <DATABASE_NAME>
NP-MRD

> <SMILES>
COC1C2=C(NC3=C4C=CC(C)(C)OC4=CC=C23)C(C)(C)C2CCC34CCCN3C(=O)C12N=C4O

> <INCHI_IDENTIFIER>
InChI=1S/C28H33N3O4/c1-25(2)12-9-15-17(35-25)8-7-16-19-21(29-20(15)16)26(3,4)18-10-13-27-11-6-14-31(27)24(33)28(18,22(19)34-5)30-23(27)32/h7-9,12,18,22,29H,6,10-11,13-14H2,1-5H3,(H,30,32)

> <INCHI_KEY>
ZGYRLHKDVICOHD-UHFFFAOYSA-N

> <FORMULA>
C28H33N3O4

> <MOLECULAR_WEIGHT>
475.589

> <EXACT_MASS>
475.247106555

> <JCHEM_ACCEPTOR_COUNT>
5

> <JCHEM_ATOM_COUNT>
68

> <JCHEM_AVERAGE_POLARIZABILITY>
53.25674590566469

> <JCHEM_BIOAVAILABILITY>
1

> <JCHEM_DONOR_COUNT>
2

> <JCHEM_FORMAL_CHARGE>
0

> <JCHEM_GHOSE_FILTER>
0

> <JCHEM_IUPAC>
27-hydroxy-2-methoxy-9,9,16,16-tetramethyl-8-oxa-14,24,26-triazaheptacyclo[18.5.2.0^{1,17}.0^{3,15}.0^{4,13}.0^{7,12}.0^{20,24}]heptacosa-3(15),4,6,10,12,26-hexaen-25-one

> <JCHEM_LOGP>
3.8785228116666675

> <JCHEM_MDDR_LIKE_RULE>
0

> <JCHEM_NUMBER_OF_RINGS>
7

> <JCHEM_PHYSIOLOGICAL_CHARGE>
0

> <JCHEM_PKA>
15.001855938388413

> <JCHEM_PKA_STRONGEST_ACIDIC>
4.243555722214795

> <JCHEM_PKA_STRONGEST_BASIC>
-0.5200491215396169

> <JCHEM_POLAR_SURFACE_AREA>
87.15

> <JCHEM_REFRACTIVITY>
132.94539999999998

> <JCHEM_ROTATABLE_BOND_COUNT>
1

> <JCHEM_RULE_OF_FIVE>
1

> <JCHEM_TRADITIONAL_IUPAC>
27-hydroxy-2-methoxy-9,9,16,16-tetramethyl-8-oxa-14,24,26-triazaheptacyclo[18.5.2.0^{1,17}.0^{3,15}.0^{4,13}.0^{7,12}.0^{20,24}]heptacosa-3(15),4,6,10,12,26-hexaen-25-one

> <JCHEM_VEBER_RULE>
0

$$$$

HEADER    PROTEIN                                 04-SEP-22   NONE
TITLE     NULL                                                        
COMPND    NULL                                                        
SOURCE    NULL                                                        
KEYWDS    NULL                                                        
EXPDTA    NULL                                                        
AUTHOR    Marvin                                                      
REVDAT   1   04-SEP-22         0                                  
HETATM    1  C   UNK     0      12.994   2.035   0.000  0.00  0.00           C+0
HETATM    2  O   UNK     0      11.655   1.275   0.000  0.00  0.00           O+0
HETATM    3  C   UNK     0      11.643  -0.265   0.000  0.00  0.00           C+0
HETATM    4  C   UNK     0      13.060  -0.933   0.000  0.00  0.00           C+0
HETATM    5  C   UNK     0      13.132  -2.471   0.000  0.00  0.00           C+0
HETATM    6  N   UNK     0      14.617  -2.878   0.000  0.00  0.00           N+0
HETATM    7  C   UNK     0      15.464  -1.592   0.000  0.00  0.00           C+0
HETATM    8  C   UNK     0      16.986  -1.360   0.000  0.00  0.00           C+0
HETATM    9  C   UNK     0      17.546   0.075   0.000  0.00  0.00           C+0
HETATM   10  C   UNK     0      16.584   1.277   0.000  0.00  0.00           C+0
HETATM   11  C   UNK     0      15.062   1.045   0.000  0.00  0.00           C+0
HETATM   12  C   UNK     0      14.501  -0.389   0.000  0.00  0.00           C+0
HETATM   13  O   UNK     0      19.069   0.307   0.000  0.00  0.00           O+0
HETATM   14  C   UNK     0      20.031  -0.895   0.000  0.00  0.00           C+0
HETATM   15  C   UNK     0      21.346  -1.696   0.000  0.00  0.00           C+0
HETATM   16  C   UNK     0      21.048   0.261   0.000  0.00  0.00           C+0
HETATM   17  C   UNK     0      19.471  -2.330   0.000  0.00  0.00           C+0
HETATM   18  C   UNK     0      17.948  -2.562   0.000  0.00  0.00           C+0
HETATM   19  C   UNK     0      11.754  -3.241   0.000  0.00  0.00           C+0
HETATM   20  C   UNK     0      12.781  -4.387   0.000  0.00  0.00           C+0
HETATM   21  C   UNK     0      10.861  -4.495   0.000  0.00  0.00           C+0
HETATM   22  C   UNK     0      10.281  -2.623   0.000  0.00  0.00           C+0
HETATM   23  C   UNK     0       9.096  -3.807   0.000  0.00  0.00           C+0
HETATM   24  C   UNK     0       7.428  -3.786   0.000  0.00  0.00           C+0
HETATM   25  C   UNK     0       6.584  -2.304   0.000  0.00  0.00           C+0
HETATM   26  C   UNK     0       5.002  -2.103   0.000  0.00  0.00           C+0
HETATM   27  C   UNK     0       4.470  -0.633   0.000  0.00  0.00           C+0
HETATM   28  C   UNK     0       5.849   0.121   0.000  0.00  0.00           C+0
HETATM   29  N   UNK     0       7.201  -0.718   0.000  0.00  0.00           N+0
HETATM   30  C   UNK     0       8.753  -0.034   0.000  0.00  0.00           C+0
HETATM   31  O   UNK     0       8.853   1.502   0.000  0.00  0.00           O+0
HETATM   32  C   UNK     0      10.209  -0.915   0.000  0.00  0.00           C+0
HETATM   33  N   UNK     0       8.857  -1.458   0.000  0.00  0.00           N+0
HETATM   34  C   UNK     0       8.015  -2.631   0.000  0.00  0.00           C+0
HETATM   35  O   UNK     0       8.560  -4.071   0.000  0.00  0.00           O+0
CONECT    1    2                                                            
CONECT    2    1    3                                                       
CONECT    3    2    4   32                                                  
CONECT    4    3    5   12                                                  
CONECT    5    4    6   19                                                  
CONECT    6    5    7                                                       
CONECT    7    6    8   12                                                  
CONECT    8    7    9   18                                                  
CONECT    9    8   10   13                                                  
CONECT   10    9   11                                                       
CONECT   11   10   12                                                       
CONECT   12   11    4    7                                                  
CONECT   13    9   14                                                       
CONECT   14   13   15   16   17                                             
CONECT   15   14                                                            
CONECT   16   14                                                            
CONECT   17   14   18                                                       
CONECT   18   17    8                                                       
CONECT   19    5   20   21   22                                             
CONECT   20   19                                                            
CONECT   21   19                                                            
CONECT   22   19   23   32                                                  
CONECT   23   22   24                                                       
CONECT   24   23   25                                                       
CONECT   25   24   26   29   34                                             
CONECT   26   25   27                                                       
CONECT   27   26   28                                                       
CONECT   28   27   29                                                       
CONECT   29   28   25   30                                                  
CONECT   30   29   31   32                                                  
CONECT   31   30                                                            
CONECT   32   30    3   22   33                                             
CONECT   33   32   34                                                       
CONECT   34   33   25   35                                                  
CONECT   35   34                                                            
MASTER        0    0    0    0    0    0    0    0   35    0   82    0
END

View in JSmol

Synonyms

Not Available

Chemical Formula

C₂₈H₃₃N₃O₄

Average Mass

475.5890 Da

Monoisotopic Mass

475.24711 Da

IUPAC Name

27-hydroxy-2-methoxy-9,9,16,16-tetramethyl-8-oxa-14,24,26-triazaheptacyclo[18.5.2.0^{1,17}.0^{3,15}.0^{4,13}.0^{7,12}.0^{20,24}]heptacosa-3(15),4,6,10,12,26-hexaen-25-one

Traditional Name

27-hydroxy-2-methoxy-9,9,16,16-tetramethyl-8-oxa-14,24,26-triazaheptacyclo[18.5.2.0^{1,17}.0^{3,15}.0^{4,13}.0^{7,12}.0^{20,24}]heptacosa-3(15),4,6,10,12,26-hexaen-25-one

CAS Registry Number

Not Available

SMILES

COC1C2=C(NC3=C4C=CC(C)(C)OC4=CC=C23)C(C)(C)C2CCC34CCCN3C(=O)C12N=C4O

InChI Identifier

InChI=1S/C28H33N3O4/c1-25(2)12-9-15-17(35-25)8-7-16-19-21(29-20(15)16)26(3,4)18-10-13-27-11-6-14-31(27)24(33)28(18,22(19)34-5)30-23(27)32/h7-9,12,18,22,29H,6,10-11,13-14H2,1-5H3,(H,30,32)

InChI Key

ZGYRLHKDVICOHD-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

Species Name	Source	Reference
Aspergillus ostianus	LOTUS Database	35616633

Chemical Taxonomy

Description

Belongs to the class of organic compounds known as carbazoles. Carbazoles are compounds containing a three ring system containing a pyrrole ring fused on either side to a benzene ring.

Kingdom

Organic compounds

Super Class

Organoheterocyclic compounds

Class

Indoles and derivatives

Sub Class

Carbazoles

Direct Parent

Carbazoles

Alternative Parents

Substituents

Carbazole
2,2-dimethyl-1-benzopyran
3-alkylindole
1-benzopyran
Benzopyran
Alpha-amino acid or derivatives
Indole
2,5-dioxopiperazine
Dioxopiperazine
Caprolactam
N-alkylpiperazine
Azepane
Alkyl aryl ether
Benzenoid
Piperazine
1,4-diazinane
Heteroaromatic compound
Tertiary carboxylic acid amide
Pyrrolidine
Pyrrole
Secondary carboxylic acid amide
Lactam
Carboxamide group
Oxacycle
Azacycle
Ether
Dialkyl ether
Carboxylic acid derivative
Organic nitrogen compound
Organic oxygen compound
Organopnictogen compound
Organic oxide
Hydrocarbon derivative
Organooxygen compound
Organonitrogen compound
Carbonyl group
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	3.88	ChemAxon
pKa (Strongest Acidic)	4.24	ChemAxon
pKa (Strongest Basic)	-0.52	ChemAxon
Physiological Charge	0	ChemAxon
Hydrogen Acceptor Count	5	ChemAxon
Hydrogen Donor Count	2	ChemAxon
Polar Surface Area	87.15 Å²	ChemAxon
Rotatable Bond Count	1	ChemAxon
Refractivity	132.95 m³·mol⁻¹	ChemAxon
Polarizability	53.26 Å³	ChemAxon
Number of Rings	7	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

163024483

PDB ID

Not Available

ChEBI ID

Not Available

Good Scents ID

Not Available

References

General References

LOTUS database [Link]

Showing NP-Card for 27-hydroxy-2-methoxy-9,9,16,16-tetramethyl-8-oxa-14,24,26-triazaheptacyclo[18.5.2.0¹,¹⁷.0³,¹⁵.0⁴,¹³.0⁷,¹².0²⁰,²⁴]heptacosa-3(15),4,6,10,12,26-hexaen-25-one (NP0194028)

MOL for NP0194028 (27-hydroxy-2-methoxy-9,9,16,16-tetramethyl-8-oxa-14,24,26-triazaheptacyclo[18.5.2.0¹,¹⁷.0³,¹⁵.0⁴,¹³.0⁷,¹².0²⁰,²⁴]heptacosa-3(15),4,6,10,12,26-hexaen-25-one)

3D MOL for NP0194028 (27-hydroxy-2-methoxy-9,9,16,16-tetramethyl-8-oxa-14,24,26-triazaheptacyclo[18.5.2.0¹,¹⁷.0³,¹⁵.0⁴,¹³.0⁷,¹².0²⁰,²⁴]heptacosa-3(15),4,6,10,12,26-hexaen-25-one)

3D SDF for NP0194028 (27-hydroxy-2-methoxy-9,9,16,16-tetramethyl-8-oxa-14,24,26-triazaheptacyclo[18.5.2.0¹,¹⁷.0³,¹⁵.0⁴,¹³.0⁷,¹².0²⁰,²⁴]heptacosa-3(15),4,6,10,12,26-hexaen-25-one)

3D-SDF for NP0194028 (27-hydroxy-2-methoxy-9,9,16,16-tetramethyl-8-oxa-14,24,26-triazaheptacyclo[18.5.2.0¹,¹⁷.0³,¹⁵.0⁴,¹³.0⁷,¹².0²⁰,²⁴]heptacosa-3(15),4,6,10,12,26-hexaen-25-one)

PDB for NP0194028 (27-hydroxy-2-methoxy-9,9,16,16-tetramethyl-8-oxa-14,24,26-triazaheptacyclo[18.5.2.0¹,¹⁷.0³,¹⁵.0⁴,¹³.0⁷,¹².0²⁰,²⁴]heptacosa-3(15),4,6,10,12,26-hexaen-25-one)

3D PDB for NP0194028 (27-hydroxy-2-methoxy-9,9,16,16-tetramethyl-8-oxa-14,24,26-triazaheptacyclo[18.5.2.0¹,¹⁷.0³,¹⁵.0⁴,¹³.0⁷,¹².0²⁰,²⁴]heptacosa-3(15),4,6,10,12,26-hexaen-25-one)

SMILES for NP0194028 (27-hydroxy-2-methoxy-9,9,16,16-tetramethyl-8-oxa-14,24,26-triazaheptacyclo[18.5.2.0¹,¹⁷.0³,¹⁵.0⁴,¹³.0⁷,¹².0²⁰,²⁴]heptacosa-3(15),4,6,10,12,26-hexaen-25-one)

INCHI for NP0194028 (27-hydroxy-2-methoxy-9,9,16,16-tetramethyl-8-oxa-14,24,26-triazaheptacyclo[18.5.2.0¹,¹⁷.0³,¹⁵.0⁴,¹³.0⁷,¹².0²⁰,²⁴]heptacosa-3(15),4,6,10,12,26-hexaen-25-one)

Structure for NP0194028 (27-hydroxy-2-methoxy-9,9,16,16-tetramethyl-8-oxa-14,24,26-triazaheptacyclo[18.5.2.0¹,¹⁷.0³,¹⁵.0⁴,¹³.0⁷,¹².0²⁰,²⁴]heptacosa-3(15),4,6,10,12,26-hexaen-25-one)

3D Structure for NP0194028 (27-hydroxy-2-methoxy-9,9,16,16-tetramethyl-8-oxa-14,24,26-triazaheptacyclo[18.5.2.0¹,¹⁷.0³,¹⁵.0⁴,¹³.0⁷,¹².0²⁰,²⁴]heptacosa-3(15),4,6,10,12,26-hexaen-25-one)