NP-MRD: Showing NP-Card for methoxy-akanthomycin (5) (NP0332789)

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Record Information

Version

2.0

Created at

2024-04-20 01:32:20 UTC

Updated at

2024-09-03 04:20:18 UTC

NP-MRD ID

NP0332789

Natural Product DOI

https://doi.org/10.57994/2060

Secondary Accession Numbers

None

Natural Product Identification

Common Name

methoxy-akanthomycin (5)

Description

Methoxy-akanthomycin (5) belongs to the class of organic compounds known as polyhalopyridines. These are organic compounds containing a pyridine ring substituted at two or more positions by a halogen atom. Based on a literature review very few articles have been published on methoxy-akanthomycin (5).

Structure

MOL SDF PDB SMILES InChI


  Mrv2104 01022304092D          

 22 23  0  0  1  0            999 V2000
    0.2779   -0.4730    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.2779   -1.2980    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.9923   -1.7105    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.9923   -2.5355    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.2779   -2.9480    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    0.2779   -3.7730    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.9923   -4.1855    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.4366   -1.7105    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.1511   -1.2980    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
   -1.8327   -1.7627    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
   -1.7098   -2.5785    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.6211   -1.5196    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.9225   -0.7516    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
   -3.7452   -0.6900    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.5100   -0.0371    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.6942    0.0858    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
   -1.9956    0.8538    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -1.0126    0.5506    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.0894   -0.4753    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
   -0.3215   -0.1739    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.4366   -2.5355    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.1511   -2.9480    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  1  0  0  0  0
  2  3  1  0  0  0  0
  3  4  2  0  0  0  0
  4  5  1  0  0  0  0
  5  6  1  0  0  0  0
  6  7  1  0  0  0  0
  2  8  2  0  0  0  0
  9  8  1  6  0  0  0
  9 10  1  0  0  0  0
 10 11  1  1  0  0  0
 10 12  1  0  0  0  0
 13 12  1  0  0  0  0
 13 14  1  1  0  0  0
 13 15  1  0  0  0  0
 16 15  1  0  0  0  0
 16 17  1  6  0  0  0
 16 18  1  1  0  0  0
 19 16  1  0  0  0  0
  9 19  1  0  0  0  0
 19 20  1  1  0  0  0
  8 21  1  0  0  0  0
  5 21  1  0  0  0  0
 21 22  2  0  0  0  0
M  END
> <DATABASE_ID>
NP0332789

> <DATABASE_NAME>
NP-MRD

> <SMILES>
CON1C=CC(O)=C([C@@H]2[C@@H](C)C[C@@H](C)C[C@](C)(O)[C@H]2C)C1=O

> <INCHI_IDENTIFIER>
InChI=1S/C17H27NO4/c1-10-8-11(2)14(12(3)17(4,21)9-10)15-13(19)6-7-18(22-5)16(15)20/h6-7,10-12,14,19,21H,8-9H2,1-5H3/t10-,11+,12+,14-,17+/m1/s1

> <INCHI_KEY>
DAKLRKNVLARTNR-WHOOJLRASA-N

> <FORMULA>
C17H27NO4

> <MOLECULAR_WEIGHT>
309.406

> <EXACT_MASS>
309.194008353

> <JCHEM_ACCEPTOR_COUNT>
4

> <JCHEM_ATOM_COUNT>
49

> <JCHEM_AVERAGE_POLARIZABILITY>
33.78934647800651

> <JCHEM_BIOAVAILABILITY>
1

> <JCHEM_DONOR_COUNT>
2

> <JCHEM_FORMAL_CHARGE>
0

> <JCHEM_GHOSE_FILTER>
1

> <JCHEM_IUPAC>
4-hydroxy-3-[(1R,2S,3S,5R,7S)-3-hydroxy-2,3,5,7-tetramethylcycloheptyl]-1-methoxy-1,2-dihydropyridin-2-one

> <JCHEM_LOGP>
2.2671834993333326

> <JCHEM_MDDR_LIKE_RULE>
0

> <JCHEM_NUMBER_OF_RINGS>
2

> <JCHEM_PHYSIOLOGICAL_CHARGE>
0

> <JCHEM_PKA_STRONGEST_ACIDIC>
10.126375866113728

> <JCHEM_PKA_STRONGEST_BASIC>
-0.37355441271064466

> <JCHEM_POLAR_SURFACE_AREA>
70.0

> <JCHEM_REFRACTIVITY>
86.16949999999999

> <JCHEM_ROTATABLE_BOND_COUNT>
2

> <JCHEM_RULE_OF_FIVE>
1

> <JCHEM_TRADITIONAL_IUPAC>
4-hydroxy-3-[(1R,2S,3S,5R,7S)-3-hydroxy-2,3,5,7-tetramethylcycloheptyl]-1-methoxypyridin-2-one

> <JCHEM_VEBER_RULE>
0

$$$$

HEADER    PROTEIN                                 02-JAN-23   NONE
TITLE     NULL                                                        
COMPND    NULL                                                        
SOURCE    NULL                                                        
KEYWDS    NULL                                                        
EXPDTA    NULL                                                        
AUTHOR    Marvin                                                      
REVDAT   1   02-JAN-23         0                                  
HETATM    1  O   UNK     0       0.519  -0.883   0.000  0.00  0.00           O+0
HETATM    2  C   UNK     0       0.519  -2.423   0.000  0.00  0.00           C+0
HETATM    3  C   UNK     0       1.852  -3.193   0.000  0.00  0.00           C+0
HETATM    4  C   UNK     0       1.852  -4.733   0.000  0.00  0.00           C+0
HETATM    5  N   UNK     0       0.519  -5.503   0.000  0.00  0.00           N+0
HETATM    6  O   UNK     0       0.519  -7.043   0.000  0.00  0.00           O+0
HETATM    7  C   UNK     0       1.852  -7.813   0.000  0.00  0.00           C+0
HETATM    8  C   UNK     0      -0.815  -3.193   0.000  0.00  0.00           C+0
HETATM    9  C   UNK     0      -2.149  -2.423   0.000  0.00  0.00           C+0
HETATM   10  C   UNK     0      -3.421  -3.290   0.000  0.00  0.00           C+0
HETATM   11  C   UNK     0      -3.192  -4.813   0.000  0.00  0.00           C+0
HETATM   12  C   UNK     0      -4.893  -2.837   0.000  0.00  0.00           C+0
HETATM   13  C   UNK     0      -5.455  -1.403   0.000  0.00  0.00           C+0
HETATM   14  C   UNK     0      -6.991  -1.288   0.000  0.00  0.00           C+0
HETATM   15  C   UNK     0      -4.685  -0.069   0.000  0.00  0.00           C+0
HETATM   16  C   UNK     0      -3.163   0.160   0.000  0.00  0.00           C+0
HETATM   17  O   UNK     0      -3.725   1.594   0.000  0.00  0.00           O+0
HETATM   18  C   UNK     0      -1.890   1.028   0.000  0.00  0.00           C+0
HETATM   19  C   UNK     0      -2.034  -0.887   0.000  0.00  0.00           C+0
HETATM   20  C   UNK     0      -0.600  -0.325   0.000  0.00  0.00           C+0
HETATM   21  C   UNK     0      -0.815  -4.733   0.000  0.00  0.00           C+0
HETATM   22  O   UNK     0      -2.149  -5.503   0.000  0.00  0.00           O+0
CONECT    1    2                                                            
CONECT    2    1    3    8                                                  
CONECT    3    2    4                                                       
CONECT    4    3    5                                                       
CONECT    5    4    6   21                                                  
CONECT    6    5    7                                                       
CONECT    7    6                                                            
CONECT    8    2    9   21                                                  
CONECT    9    8   10   19                                                  
CONECT   10    9   11   12                                                  
CONECT   11   10                                                            
CONECT   12   10   13                                                       
CONECT   13   12   14   15                                                  
CONECT   14   13                                                            
CONECT   15   13   16                                                       
CONECT   16   15   17   18   19                                             
CONECT   17   16                                                            
CONECT   18   16                                                            
CONECT   19   16    9   20                                                  
CONECT   20   19                                                            
CONECT   21    8    5   22                                                  
CONECT   22   21                                                            
MASTER        0    0    0    0    0    0    0    0   22    0   46    0
END

View in JSmol

Synonyms

Not Available

Chemical Formula

C₁₇H₂₇NO₄

Average Mass

309.4060 Da

Monoisotopic Mass

309.19401 Da

IUPAC Name

4-hydroxy-3-[(1R,2S,3S,5R,7S)-3-hydroxy-2,3,5,7-tetramethylcycloheptyl]-1-methoxy-1,2-dihydropyridin-2-one

Traditional Name

4-hydroxy-3-[(1R,2S,3S,5R,7S)-3-hydroxy-2,3,5,7-tetramethylcycloheptyl]-1-methoxypyridin-2-one

CAS Registry Number

Not Available

SMILES

CON1C=CC(O)=C([C@@H]2[C@@H](C)C[C@@H](C)C[C@](C)(O)[C@H]2C)C1=O

InChI Identifier

InChI=1S/C17H27NO4/c1-10-8-11(2)14(12(3)17(4,21)9-10)15-13(19)6-7-18(22-5)16(15)20/h6-7,10-12,14,19,21H,8-9H2,1-5H3/t10-,11+,12+,14-,17+/m1/s1

InChI Key

DAKLRKNVLARTNR-WHOOJLRASA-N

Experimental Spectra

Spectrum Type	Description	Depositor Email	Depositor Organization	Depositor	Deposition Date	View
1D NMR	¹³C NMR Spectrum (1D, 101 MHz, CD3OD, experimental)	[email protected]	University of Oklahoma	Thilini Peramuna	2024-04-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 500 MHz, CD3OD, experimental)	[email protected]	University of Oklahoma	Thilini Peramuna	2024-04-20	View Spectrum

Predicted Spectra

Not Available

Chemical Shift Submissions

Not Available

Species

Species of Origin

Not Available

Chemical Taxonomy

Description

This compound belongs to the class of organic compounds known as polyhalopyridines. These are organic compounds containing a pyridine ring substituted at two or more positions by a halogen atom.

Kingdom

Organic compounds

Super Class

Organoheterocyclic compounds

Class

Pyridines and derivatives

Sub Class

Halopyridines

Direct Parent

Polyhalopyridines

Alternative Parents

Substituents

Polyhalopyridine
Methylpyridine
Hydroxypyridine
Dihydropyridine
Heteroaromatic compound
Vinylogous acid
Tertiary alcohol
Cyclic alcohol
Lactam
Azacycle
Carboxylic acid derivative
Organic nitrogen compound
Organic oxygen compound
Organopnictogen compound
Organic oxide
Hydrocarbon derivative
Organooxygen compound
Organonitrogen compound
Alcohol
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	2.27	ChemAxon
pKa (Strongest Acidic)	10.13	ChemAxon
pKa (Strongest Basic)	-0.37	ChemAxon
Physiological Charge	0	ChemAxon
Hydrogen Acceptor Count	4	ChemAxon
Hydrogen Donor Count	2	ChemAxon
Polar Surface Area	70 Å²	ChemAxon
Rotatable Bond Count	2	ChemAxon
Refractivity	86.17 m³·mol⁻¹	ChemAxon
Polarizability	33.79 Å³	ChemAxon
Number of Rings	2	ChemAxon
Bioavailability	Yes	ChemAxon
Rule of Five	Yes	ChemAxon
Ghose Filter	Yes	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

Showing NP-Card for methoxy-akanthomycin (5) (NP0332789)

MOL for NP0332789 (methoxy-akanthomycin (5))

3D MOL for NP0332789 (methoxy-akanthomycin (5))

3D SDF for NP0332789 (methoxy-akanthomycin (5))

3D-SDF for NP0332789 (methoxy-akanthomycin (5))

PDB for NP0332789 (methoxy-akanthomycin (5))

3D PDB for NP0332789 (methoxy-akanthomycin (5))

SMILES for NP0332789 (methoxy-akanthomycin (5))

INCHI for NP0332789 (methoxy-akanthomycin (5))

Structure for NP0332789 (methoxy-akanthomycin (5))

3D Structure for NP0332789 (methoxy-akanthomycin (5))