NP-MRD: Showing NP-Card for Codeinone (NP0137387)

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Record Information

Version

2.0

Created at

2022-05-30 16:51:00 UTC

Updated at

2022-05-30 16:51:00 UTC

NP-MRD ID

NP0137387

Secondary Accession Numbers

None

Natural Product Identification

Common Name

Codeinone

Description

Not Available

Structure

MOL 3D MOL SDF PDB SMILES InChI

     RDKit          3D

 41 45  0  0  0  0  0  0  0  0999 V2000
    5.3010    0.1811    0.4875 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.0993   -0.3623    0.0337 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.8474    0.1502    0.2890 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.6442    1.3070    1.0553 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.3728    1.7989    1.2946 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.2646    1.1373    0.7680 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.5330    0.0253    0.0391 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.7570   -0.5090   -0.2351 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.5330   -1.6467   -1.0264 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.2713   -1.4384   -1.7120 C   0  0  2  0  0  0  0  0  0  0  0  0
    0.5496   -0.4222   -2.7641 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.4393   -0.6947   -3.6034 O   0  0  0  0  0  0  0  0  0  0  0  0
   -0.2137    0.8416   -2.7821 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.2230    1.0835   -1.9685 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.6311    0.0751   -0.9913 C   0  0  2  0  0  0  0  0  0  0  0  0
   -2.1163    0.7443    0.2653 C   0  0  2  0  0  0  0  0  0  0  0  0
   -1.1059    1.6216    0.9515 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.6570   -0.2042    1.2115 N   0  0  0  0  0  3  0  0  0  0  0  0
   -4.0059   -0.5736    0.9716 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.7678   -1.2714    1.5306 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.9942   -1.8252    0.3955 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.5140   -0.8298   -0.5789 C   0  0  2  0  0  0  0  0  0  0  0  0
    6.1120   -0.1398   -0.2178 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.6188   -0.1783    1.4855 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.2459    1.2840    0.4185 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.5418    1.7877    1.4455 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.2542    2.6819    1.8814 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.1315   -2.3687   -2.0871 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.1253    1.5739   -3.5321 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.7342    2.0147   -2.0304 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.4836   -0.4963   -1.4085 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.9801    1.3934   -0.0386 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.2462    2.6675    0.5900 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.4106    1.6606    2.0266 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.2524   -1.5686    1.3730 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.3193   -0.5462   -0.0900 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.6605    0.1869    1.4899 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.0812   -0.9386    2.3378 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.3911   -2.1060    1.9647 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.0762   -2.3121    0.8479 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.5148   -2.7082   -0.0877 H   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  1  0
  2  3  1  0
  3  4  2  0
  4  5  1  0
  5  6  2  0
  6 17  1  0
 17 16  1  0
 16 15  1  0
 15 14  1  0
 14 13  2  0
 13 11  1  0
 11 12  2  0
 11 10  1  0
 10  9  1  0
  9  8  1  0
  8  7  2  0
  7 22  1  0
 22 21  1  1
 21 20  1  0
 20 18  1  0
 18 19  1  0
  8  3  1  0
  7  6  1  0
 18 16  1  0
 22 15  1  0
 22 10  1  0
  1 23  1  0
  1 24  1  0
  1 25  1  0
  4 26  1  0
  5 27  1  0
 17 33  1  0
 17 34  1  0
 16 32  1  6
 15 31  1  6
 14 30  1  0
 13 29  1  0
 10 28  1  6
 21 40  1  0
 21 41  1  0
 20 38  1  0
 20 39  1  0
 19 35  1  0
 19 36  1  0
 19 37  1  0
M  CHG  1  18   1
M  RAD  1  18   2
M  END


  Mrv1533005141521422D          

 22 26  0  0  0  0            999 V2000
    1.3687   -3.6166    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.4911   -2.8007    0.0000 N   0  3  0  0  0  0  0  0  0  0  0  0
    0.9178   -2.2274    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.2516   -1.2767    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.0883   -1.0030    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.7813   -0.2307    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.4947    0.2329    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    3.2120   -0.2394    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.9315   -1.0038    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.3909   -1.7147    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.0088   -2.4505    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.2017   -2.4239    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.8663   -1.5883    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.9058   -1.6659    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.4560   -0.9584    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.9127   -0.2516    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.5095    0.4682    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    4.2110   -1.6448    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.5505   -0.8890    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.0607   -0.2061    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.4230    0.5351    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    3.9622    1.2195    0.0000 C   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  1  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
  7  8  1  0  0  0  0
  8  9  2  0  0  0  0
  5  9  1  0  0  0  0
  9 10  1  0  0  0  0
 10 11  1  0  0  0  0
 11 12  1  0  0  0  0
  2 12  1  0  0  0  0
 12 13  1  0  0  0  0
  5 13  1  0  0  0  0
 13 14  1  0  0  0  0
 14 15  2  0  0  0  0
 15 16  1  0  0  0  0
 16 17  2  0  0  0  0
  6 16  1  0  0  0  0
 10 18  2  0  0  0  0
 18 19  1  0  0  0  0
 19 20  2  0  0  0  0
 20 21  1  0  0  0  0
 21 22  1  0  0  0  0
  8 20  1  0  0  0  0
M  CHG  1   2   1
M  RAD  1   2   2
M  END
> <DATABASE_ID>
NP0137387

> <DATABASE_NAME>
NP-MRD

> <SMILES>
COC1=CC=C2CC3C4C=CC(=O)C5OC1=C2C45CC[N+]3C

> <INCHI_IDENTIFIER>
InChI=1S/C18H19NO3/c1-19-8-7-18-11-4-5-13(20)17(18)22-16-14(21-2)6-3-10(15(16)18)9-12(11)19/h3-6,11-12,17H,7-9H2,1-2H3/q+1

> <INCHI_KEY>
FFGRXXWIXREMIT-UHFFFAOYSA-N

> <FORMULA>
C18H19NO3

> <MOLECULAR_WEIGHT>
297.353

> <EXACT_MASS>
297.135944896

> <JCHEM_ACCEPTOR_COUNT>
3

> <JCHEM_ATOM_COUNT>
41

> <JCHEM_AVERAGE_POLARIZABILITY>
31.367517899790744

> <JCHEM_BIOAVAILABILITY>
1

> <JCHEM_DONOR_COUNT>
0

> <JCHEM_FORMAL_CHARGE>
1

> <JCHEM_GHOSE_FILTER>
0

> <JCHEM_IUPAC>
10-methoxy-4-methyl-14-oxo-12-oxa-4-azapentacyclo[9.6.1.0¹,¹³.0⁵,¹⁷.0⁷,¹⁸]octadeca-7,9,11(18),15-tetraen-4-ium-4-yl

> <ALOGPS_LOGP>
0.37

> <JCHEM_LOGP>
-1.322846441805079

> <ALOGPS_LOGS>
-5.24

> <JCHEM_MDDR_LIKE_RULE>
0

> <JCHEM_NUMBER_OF_RINGS>
5

> <JCHEM_PHYSIOLOGICAL_CHARGE>
1

> <JCHEM_PKA_STRONGEST_ACIDIC>
13.899667689637553

> <JCHEM_PKA_STRONGEST_BASIC>
-4.616208190526336

> <JCHEM_POLAR_SURFACE_AREA>
49.120000000000005

> <JCHEM_REFRACTIVITY>
83.83800000000002

> <JCHEM_ROTATABLE_BOND_COUNT>
1

> <JCHEM_RULE_OF_FIVE>
1

> <ALOGPS_SOLUBILITY>
1.94e-03 g/l

> <JCHEM_TRADITIONAL_IUPAC>
10-methoxy-4-methyl-14-oxo-12-oxa-4-azapentacyclo[9.6.1.0¹,¹³.0⁵,¹⁷.0⁷,¹⁸]octadeca-7,9,11(18),15-tetraen-4-ium-4-yl

> <JCHEM_VEBER_RULE>
0

$$$$

HEADER    PROTEIN                                 14-MAY-15   NONE
TITLE     NULL                                                        
COMPND    NULL                                                        
SOURCE    NULL                                                        
KEYWDS    NULL                                                        
EXPDTA    NULL                                                        
AUTHOR    Marvin                                                      
REVDAT   1   14-MAY-15         0                                  
HETATM    1  C   UNK     0       2.555  -6.751   0.000  0.00  0.00           C+0
HETATM    2  N   UNK     0       2.783  -5.228   0.000  0.00  0.00           N+1
HETATM    3  C   UNK     0       1.713  -4.158   0.000  0.00  0.00           C+0
HETATM    4  C   UNK     0       2.336  -2.383   0.000  0.00  0.00           C+0
HETATM    5  C   UNK     0       3.898  -1.872   0.000  0.00  0.00           C+0
HETATM    6  C   UNK     0       3.325  -0.431   0.000  0.00  0.00           C+0
HETATM    7  O   UNK     0       4.657   0.435   0.000  0.00  0.00           O+0
HETATM    8  C   UNK     0       5.996  -0.447   0.000  0.00  0.00           C+0
HETATM    9  C   UNK     0       5.472  -1.874   0.000  0.00  0.00           C+0
HETATM   10  C   UNK     0       6.330  -3.201   0.000  0.00  0.00           C+0
HETATM   11  C   UNK     0       5.616  -4.574   0.000  0.00  0.00           C+0
HETATM   12  C   UNK     0       4.110  -4.525   0.000  0.00  0.00           C+0
HETATM   13  C   UNK     0       3.484  -2.965   0.000  0.00  0.00           C+0
HETATM   14  C   UNK     0       1.691  -3.110   0.000  0.00  0.00           C+0
HETATM   15  C   UNK     0       0.851  -1.789   0.000  0.00  0.00           C+0
HETATM   16  C   UNK     0       1.704  -0.470   0.000  0.00  0.00           C+0
HETATM   17  O   UNK     0       0.951   0.874   0.000  0.00  0.00           O+0
HETATM   18  C   UNK     0       7.860  -3.070   0.000  0.00  0.00           C+0
HETATM   19  C   UNK     0       8.494  -1.660   0.000  0.00  0.00           C+0
HETATM   20  C   UNK     0       7.580  -0.385   0.000  0.00  0.00           C+0
HETATM   21  O   UNK     0       8.256   0.999   0.000  0.00  0.00           O+0
HETATM   22  C   UNK     0       7.396   2.276   0.000  0.00  0.00           C+0
CONECT    1    2                                                            
CONECT    2    1    3   12                                                  
CONECT    3    2    4                                                       
CONECT    4    3    5                                                       
CONECT    5    4    6    9   13                                             
CONECT    6    5    7   16                                                  
CONECT    7    6    8                                                       
CONECT    8    7    9   20                                                  
CONECT    9    8    5   10                                                  
CONECT   10    9   11   18                                                  
CONECT   11   10   12                                                       
CONECT   12   11    2   13                                                  
CONECT   13   12    5   14                                                  
CONECT   14   13   15                                                       
CONECT   15   14   16                                                       
CONECT   16   15   17    6                                                  
CONECT   17   16                                                            
CONECT   18   10   19                                                       
CONECT   19   18   20                                                       
CONECT   20   19   21    8                                                  
CONECT   21   20   22                                                       
CONECT   22   21                                                            
MASTER        0    0    0    0    0    0    0    0   22    0   52    0
END

View in JSmol

Synonyms

Not Available

Chemical Formula

C₁₈H₁₉NO₃

Average Mass

297.3530 Da

Monoisotopic Mass

297.13594 Da

IUPAC Name

10-methoxy-4-methyl-14-oxo-12-oxa-4-azapentacyclo[9.6.1.0¹,¹³.0⁵,¹⁷.0⁷,¹⁸]octadeca-7,9,11(18),15-tetraen-4-ium-4-yl

Traditional Name

10-methoxy-4-methyl-14-oxo-12-oxa-4-azapentacyclo[9.6.1.0¹,¹³.0⁵,¹⁷.0⁷,¹⁸]octadeca-7,9,11(18),15-tetraen-4-ium-4-yl

CAS Registry Number

Not Available

SMILES

COC1=CC=C2CC3C4C=CC(=O)C5OC1=C2C45CC[N+]3C

InChI Identifier

InChI=1S/C18H19NO3/c1-19-8-7-18-11-4-5-13(20)17(18)22-16-14(21-2)6-3-10(15(16)18)9-12(11)19/h3-6,11-12,17H,7-9H2,1-2H3/q+1

InChI Key

FFGRXXWIXREMIT-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 morphinans. These are polycyclic compounds with a four-ring skeleton with three condensed six-member rings forming a partially hydrogenated phenanthrene moiety, one of which is aromatic while the two others are alicyclic.

Kingdom

Organic compounds

Super Class

Alkaloids and derivatives

Class

Morphinans

Sub Class

Not Available

Direct Parent

Morphinans

Alternative Parents

Substituents

Morphinan
Phenanthrene
Isoquinolone
Tetralin
Coumaran
Anisole
Alkyl aryl ether
Cyclohexenone
Piperidine
Benzenoid
Ketone
Azacycle
Oxacycle
Ether
Organoheterocyclic compound
Hydrocarbon derivative
Organooxygen compound
Organonitrogen compound
Organic oxide
Organic nitrogen compound
Organopnictogen compound
Carbonyl group
Organic oxygen compound
Organic cation
Aromatic heteropolycyclic compound

Molecular Framework

Aromatic heteropolycyclic compounds

External Descriptors

a small molecule (CODEINONE )

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	0.37	ALOGPS
logP	-1.3	ChemAxon
logS	-5.2	ALOGPS
pKa (Strongest Acidic)	13.9	ChemAxon
pKa (Strongest Basic)	-4.6	ChemAxon
Physiological Charge	1	ChemAxon
Hydrogen Acceptor Count	3	ChemAxon
Hydrogen Donor Count	0	ChemAxon
Polar Surface Area	49.12 Å²	ChemAxon
Rotatable Bond Count	1	ChemAxon
Refractivity	83.84 m³·mol⁻¹	ChemAxon
Polarizability	31.37 Å³	ChemAxon
Number of Rings	5	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

FDB030739

KNApSAcK ID

Not Available

Chemspider ID

Not Available

KEGG Compound ID

Not Available

BioCyc ID

Not Available

BiGG ID

Not Available

Wikipedia Link

Codeinone

METLIN ID

Not Available

PubChem Compound

Not Available

PDB ID

Not Available

ChEBI ID

Not Available

Good Scents ID

Not Available

References

General References

Not Available

Showing NP-Card for Codeinone (NP0137387)

MOL for NP0137387 (Codeinone)

3D MOL for NP0137387 (Codeinone)

3D SDF for NP0137387 (Codeinone)

3D-SDF for NP0137387 (Codeinone)

PDB for NP0137387 (Codeinone)

3D PDB for NP0137387 (Codeinone)

SMILES for NP0137387 (Codeinone)

INCHI for NP0137387 (Codeinone)

Structure for NP0137387 (Codeinone)

3D Structure for NP0137387 (Codeinone)