NP-MRD: Showing NP-Card for Raufiayunesin C (NP0333153)

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Record Information

Version

1.0

Created at

2024-05-11 17:06:12 UTC

Updated at

2024-05-13 01:15:44 UTC

NP-MRD ID

NP0333153

Secondary Accession Numbers

None

Natural Product Identification

Common Name

Raufiayunesin C

Description

Not Available

Structure

MOL SDF PDB SMILES InChI


  Mrv2104 01232319422D          

 32 36  0  0  1  0            999 V2000
    1.6804    2.1630    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.4701    1.3653    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.6068    1.2305    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.0243    0.4810    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
    0.2528   -0.4788    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
    1.1669   -0.5537    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.7043    0.0000    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.4207    0.7088    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
    1.8515    1.4124    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.6762    1.3911    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.2405   -1.1400    0.0000 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.7800    0.6644    0.0000 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.5841    0.6321    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
    0.2190    1.3719    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
    0.6771    2.0581    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.6043    1.4256    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.1576    0.8202    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.2994    0.0075    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.1161   -0.1088    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.5762   -0.7936    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.3993   -0.7376    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.8594   -1.4224    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    5.6825   -1.3663    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.7623    0.0033    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.3023    0.6881    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.4792    0.6320    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.8868    1.2062    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    1.7282   -0.7433    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.7357   -0.7655    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.5262   -1.5634    0.0000 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.1216   -0.1327    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   -0.9429   -0.2108    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  2  0  0  0  0
  2  3  1  0  0  0  0
  4  3  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
  8  7  1  0  0  0  0
  8  9  1  6  0  0  0
  9 10  1  0  0  0  0
  5 11  1  6  0  0  0
  4 12  1  6  0  0  0
 13  4  1  0  0  0  0
 13  8  1  0  0  0  0
 13 14  1  1  0  0  0
 14 15  1  0  0  0  0
 14 16  1  6  0  0  0
  2 17  1  0  0  0  0
 17 18  2  0  0  0  0
 18 19  1  0  0  0  0
 19 20  1  0  0  0  0
 20 21  2  0  0  0  0
 21 22  1  0  0  0  0
 22 23  1  0  0  0  0
 21 24  1  0  0  0  0
 24 25  2  0  0  0  0
 19 26  2  0  0  0  0
 25 26  1  0  0  0  0
 26 27  1  0  0  0  0
 17 27  1  0  0  0  0
 18 28  1  0  0  0  0
 28 29  1  0  0  0  0
  5 29  1  0  0  0  0
 29 30  1  0  0  0  0
 29 31  1  0  0  0  0
 13 31  1  0  0  0  0
 31 32  1  0  0  0  0
M  END


  Mrv2104 01232319422D          

 32 36  0  0  1  0            999 V2000
    1.6804    2.1630    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.4701    1.3653    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.6068    1.2305    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.0243    0.4810    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
    0.2528   -0.4788    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
    1.1669   -0.5537    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.7043    0.0000    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.4207    0.7088    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
    1.8515    1.4124    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.6762    1.3911    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.2405   -1.1400    0.0000 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.7800    0.6644    0.0000 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.5841    0.6321    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
    0.2190    1.3719    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
    0.6771    2.0581    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.6043    1.4256    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.1576    0.8202    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.2994    0.0075    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.1161   -0.1088    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.5762   -0.7936    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.3993   -0.7376    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.8594   -1.4224    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    5.6825   -1.3663    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.7623    0.0033    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.3023    0.6881    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.4792    0.6320    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.8868    1.2062    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    1.7282   -0.7433    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.7357   -0.7655    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.5262   -1.5634    0.0000 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.1216   -0.1327    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   -0.9429   -0.2108    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  2  0  0  0  0
  2  3  1  0  0  0  0
  4  3  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
  8  7  1  0  0  0  0
  8  9  1  6  0  0  0
  9 10  1  0  0  0  0
  5 11  1  6  0  0  0
  4 12  1  6  0  0  0
 13  4  1  0  0  0  0
 13  8  1  0  0  0  0
 13 14  1  1  0  0  0
 14 15  1  0  0  0  0
 14 16  1  6  0  0  0
  2 17  1  0  0  0  0
 17 18  2  0  0  0  0
 18 19  1  0  0  0  0
 19 20  1  0  0  0  0
 20 21  2  0  0  0  0
 21 22  1  0  0  0  0
 22 23  1  0  0  0  0
 21 24  1  0  0  0  0
 24 25  2  0  0  0  0
 19 26  2  0  0  0  0
 25 26  1  0  0  0  0
 26 27  1  0  0  0  0
 17 27  1  0  0  0  0
 18 28  1  0  0  0  0
 28 29  1  0  0  0  0
  5 29  1  0  0  0  0
 29 30  1  0  0  0  0
 29 31  1  0  0  0  0
 13 31  1  0  0  0  0
 31 32  1  0  0  0  0
M  END
> <DATABASE_ID>
NP0333153

> <DATABASE_NAME>
NP-MRD

> <SMILES>
[H]C12CC3=C(NC4=C3C=C(OC)C=C4)C(=O)C[C@]3([H])[C@@]1([H])CO[C@@H](OC)[C@]3([C@@H](C)O)N2C

> <INCHI_IDENTIFIER>
InChI=1S/C22H28N2O5/c1-11(25)22-16-9-19(26)20-14(13-7-12(27-3)5-6-17(13)23-20)8-18(24(22)2)15(16)10-29-21(22)28-4/h5-7,11,15-16,18,21,23,25H,8-10H2,1-4H3/t11-,15-,16-,18?,21-,22-/m1/s1

> <INCHI_KEY>
DEOXEKJZZZHFGQ-SUUDCDONSA-N

> <FORMULA>
C22H28N2O5

> <MOLECULAR_WEIGHT>
400.475

> <EXACT_MASS>
400.19982201

> <JCHEM_ACCEPTOR_COUNT>
6

> <JCHEM_ATOM_COUNT>
57

> <JCHEM_AVERAGE_POLARIZABILITY>
43.39463019921517

> <JCHEM_BIOAVAILABILITY>
1

> <JCHEM_DONOR_COUNT>
2

> <JCHEM_FORMAL_CHARGE>
0

> <JCHEM_GHOSE_FILTER>
1

> <JCHEM_IUPAC>
(5S,6R,9R,10R)-5-[(1R)-1-hydroxyethyl]-6,18-dimethoxy-4-methyl-7-oxa-4,14-diazapentacyclo[11.7.0.0^{3,9}.0^{5,10}.0^{15,20}]icosa-1(13),15(20),16,18-tetraen-12-one

> <JCHEM_LOGP>
1.2306169903333326

> <JCHEM_MDDR_LIKE_RULE>
0

> <JCHEM_NUMBER_OF_RINGS>
5

> <JCHEM_PHYSIOLOGICAL_CHARGE>
1

> <JCHEM_PKA>
14.526597647589869

> <JCHEM_PKA_STRONGEST_ACIDIC>
13.619659490145159

> <JCHEM_PKA_STRONGEST_BASIC>
7.10359653128076

> <JCHEM_POLAR_SURFACE_AREA>
84.02

> <JCHEM_REFRACTIVITY>
107.6269

> <JCHEM_ROTATABLE_BOND_COUNT>
3

> <JCHEM_RULE_OF_FIVE>
1

> <JCHEM_TRADITIONAL_IUPAC>
(5S,6R,9R,10R)-5-[(1R)-1-hydroxyethyl]-6,18-dimethoxy-4-methyl-7-oxa-4,14-diazapentacyclo[11.7.0.0^{3,9}.0^{5,10}.0^{15,20}]icosa-1(13),15(20),16,18-tetraen-12-one

> <JCHEM_VEBER_RULE>
0

$$$$

HEADER    PROTEIN                                 23-JAN-23   NONE
TITLE     NULL                                                        
COMPND    NULL                                                        
SOURCE    NULL                                                        
KEYWDS    NULL                                                        
EXPDTA    NULL                                                        
AUTHOR    Marvin                                                      
REVDAT   1   23-JAN-23         0                                  
HETATM    1  O   UNK     0       3.137   4.038   0.000  0.00  0.00           O+0
HETATM    2  C   UNK     0       2.744   2.549   0.000  0.00  0.00           C+0
HETATM    3  C   UNK     0       1.133   2.297   0.000  0.00  0.00           C+0
HETATM    4  C   UNK     0       0.045   0.898   0.000  0.00  0.00           C+0
HETATM    5  C   UNK     0       0.472  -0.894   0.000  0.00  0.00           C+0
HETATM    6  C   UNK     0       2.178  -1.033   0.000  0.00  0.00           C+0
HETATM    7  O   UNK     0       3.181   0.000   0.000  0.00  0.00           O+0
HETATM    8  C   UNK     0       2.652   1.323   0.000  0.00  0.00           C+0
HETATM    9  O   UNK     0       3.456   2.636   0.000  0.00  0.00           O+0
HETATM   10  C   UNK     0       4.996   2.597   0.000  0.00  0.00           C+0
HETATM   11  H   UNK     0      -0.449  -2.128   0.000  0.00  0.00           H+0
HETATM   12  H   UNK     0      -1.456   1.240   0.000  0.00  0.00           H+0
HETATM   13  C   UNK     0       1.090   1.180   0.000  0.00  0.00           C+0
HETATM   14  C   UNK     0       0.409   2.561   0.000  0.00  0.00           C+0
HETATM   15  C   UNK     0       1.264   3.842   0.000  0.00  0.00           C+0
HETATM   16  O   UNK     0      -1.128   2.661   0.000  0.00  0.00           O+0
HETATM   17  C   UNK     0       4.028   1.531   0.000  0.00  0.00           C+0
HETATM   18  C   UNK     0       4.292   0.014   0.000  0.00  0.00           C+0
HETATM   19  C   UNK     0       5.817  -0.203   0.000  0.00  0.00           C+0
HETATM   20  C   UNK     0       6.676  -1.481   0.000  0.00  0.00           C+0
HETATM   21  C   UNK     0       8.212  -1.377   0.000  0.00  0.00           C+0
HETATM   22  O   UNK     0       9.071  -2.655   0.000  0.00  0.00           O+0
HETATM   23  C   UNK     0      10.607  -2.550   0.000  0.00  0.00           C+0
HETATM   24  C   UNK     0       8.890   0.006   0.000  0.00  0.00           C+0
HETATM   25  C   UNK     0       8.031   1.284   0.000  0.00  0.00           C+0
HETATM   26  C   UNK     0       6.494   1.180   0.000  0.00  0.00           C+0
HETATM   27  N   UNK     0       5.389   2.252   0.000  0.00  0.00           N+0
HETATM   28  C   UNK     0       3.226  -1.388   0.000  0.00  0.00           C+0
HETATM   29  C   UNK     0       1.373  -1.429   0.000  0.00  0.00           C+0
HETATM   30  H   UNK     0       0.982  -2.918   0.000  0.00  0.00           H+0
HETATM   31  N   UNK     0      -0.227  -0.248   0.000  0.00  0.00           N+0
HETATM   32  C   UNK     0      -1.760  -0.393   0.000  0.00  0.00           C+0
CONECT    1    2                                                            
CONECT    2    1    3   17                                                  
CONECT    3    2    4                                                       
CONECT    4    3    5   12   13                                             
CONECT    5    4    6   11   29                                             
CONECT    6    5    7                                                       
CONECT    7    6    8                                                       
CONECT    8    7    9   13                                                  
CONECT    9    8   10                                                       
CONECT   10    9                                                            
CONECT   11    5                                                            
CONECT   12    4                                                            
CONECT   13    4    8   14   31                                             
CONECT   14   13   15   16                                                  
CONECT   15   14                                                            
CONECT   16   14                                                            
CONECT   17    2   18   27                                                  
CONECT   18   17   19   28                                                  
CONECT   19   18   20   26                                                  
CONECT   20   19   21                                                       
CONECT   21   20   22   24                                                  
CONECT   22   21   23                                                       
CONECT   23   22                                                            
CONECT   24   21   25                                                       
CONECT   25   24   26                                                       
CONECT   26   19   25   27                                                  
CONECT   27   26   17                                                       
CONECT   28   18   29                                                       
CONECT   29   28    5   30   31                                             
CONECT   30   29                                                            
CONECT   31   29   13   32                                                  
CONECT   32   31                                                            
MASTER        0    0    0    0    0    0    0    0   32    0   72    0
END

View in JSmol

Synonyms

Not Available

Chemical Formula

C₂₂H₂₈N₂O₅

Average Mass

400.4750 Da

Monoisotopic Mass

400.19982 Da

IUPAC Name

(5S,6R,9R,10R)-5-[(1R)-1-hydroxyethyl]-6,18-dimethoxy-4-methyl-7-oxa-4,14-diazapentacyclo[11.7.0.0^{3,9}.0^{5,10}.0^{15,20}]icosa-1(13),15(20),16,18-tetraen-12-one

Traditional Name

(5S,6R,9R,10R)-5-[(1R)-1-hydroxyethyl]-6,18-dimethoxy-4-methyl-7-oxa-4,14-diazapentacyclo[11.7.0.0^{3,9}.0^{5,10}.0^{15,20}]icosa-1(13),15(20),16,18-tetraen-12-one

CAS Registry Number

Not Available

SMILES

[H]C12CC3=C(NC4=C3C=C(OC)C=C4)C(=O)C[C@]3([H])[C@@]1([H])CO[C@@H](OC)[C@]3([C@@H](C)O)N2C

InChI Identifier

InChI=1S/C22H28N2O5/c1-11(25)22-16-9-19(26)20-14(13-7-12(27-3)5-6-17(13)23-20)8-18(24(22)2)15(16)10-29-21(22)28-4/h5-7,11,15-16,18,21,23,25H,8-10H2,1-4H3/t11-,15-,16-,18?,21-,22-/m1/s1

InChI Key

DEOXEKJZZZHFGQ-SUUDCDONSA-N

Experimental Spectra

Spectrum Type	Description	Depositor Email	Depositor Organization	Depositor	Deposition Date	View
ROESY NMR	[¹H, ¹H] NMR Spectrum (2D, 600 MHz, CDCl3, experimental)	qinmalong@163.com	Not Available	Not Available	2024-05-11	View Spectrum
HSQC NMR	[¹H, ¹³C] NMR Spectrum (2D, 600 MHz, CDCl3, experimental)	qinmalong@163.com	Not Available	Not Available	2024-05-11	View Spectrum
COSY NMR	[¹H, ¹H] NMR Spectrum (2D, 600 MHz, CDCl3, experimental)	qinmalong@163.com	Not Available	Not Available	2024-05-11	View Spectrum
HMBC NMR	[¹H, ¹³C] NMR Spectrum (2D, 600 MHz, CDCl3, experimental)	qinmalong@163.com	Not Available	Not Available	2024-05-11	View Spectrum
1D_DEPT NMR	¹³C NMR Spectrum (1D, 151 MHz, CDCl3, experimental)	qinmalong@163.com	Not Available	Not Available	2024-05-11	View Spectrum
1D_DEPT NMR	¹³C NMR Spectrum (1D, 151 MHz, CDCl3, experimental)	qinmalong@163.com	Not Available	Not Available	2024-05-11	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 151 MHz, CDCl3, experimental)	qinmalong@163.com	Not Available	Not Available	2024-05-11	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 600 MHz, CDCl3, experimental)	qinmalong@163.com	Not Available	Not Available	2024-05-11	View Spectrum

Predicted Spectra

Not Available

Chemical Shift Submissions

Not Available

Species

Species of Origin

Species Name	Source	Reference
yunnanensis		Not Available

Chemical Taxonomy

Classification

Not classified

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	1.23	ChemAxon
pKa (Strongest Acidic)	13.62	ChemAxon
pKa (Strongest Basic)	7.1	ChemAxon
Physiological Charge	1	ChemAxon
Hydrogen Acceptor Count	6	ChemAxon
Hydrogen Donor Count	2	ChemAxon
Polar Surface Area	84.02 Å²	ChemAxon
Rotatable Bond Count	3	ChemAxon
Refractivity	107.63 m³·mol⁻¹	ChemAxon
Polarizability	43.39 Å³	ChemAxon
Number of Rings	5	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

Not Available

References

General References

Not Available

Showing NP-Card for Raufiayunesin C (NP0333153)

MOL for NP0333153 (Raufiayunesin C)

3D MOL for NP0333153 (Raufiayunesin C)

3D SDF for NP0333153 (Raufiayunesin C)

3D-SDF for NP0333153 (Raufiayunesin C)

PDB for NP0333153 (Raufiayunesin C)

3D PDB for NP0333153 (Raufiayunesin C)

SMILES for NP0333153 (Raufiayunesin C)

INCHI for NP0333153 (Raufiayunesin C)

Structure for NP0333153 (Raufiayunesin C)

3D Structure for NP0333153 (Raufiayunesin C)