NP-MRD: Showing NP-Card for (+)-notoamide B (NP0331614)

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Record Information

Version

1.0

Created at

2023-05-05 12:00:41 UTC

Updated at

2024-05-11 04:52:25 UTC

NP-MRD ID

NP0331614

Secondary Accession Numbers

None

Natural Product Identification

Common Name

(+)-notoamide B

Description

Not Available

Structure

MOL SDF PDB SMILES InChI


  Mrv1652305052314002D          

 34 40  0  0  1  0            999 V2000
    0.6151    0.7500    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.1176    0.0957    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.0067    0.3146    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    2.5829   -0.4122    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
    3.4242   -0.5572    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.2212   -1.2558    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.3255   -1.4779    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.6718   -0.7153    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
   -0.0762   -1.3055    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.0832   -0.5511    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.5279   -1.2619    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.3480   -0.9190    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    1.8218   -0.3078    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.5101    0.4560    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.0554   -2.0640    0.0000 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.8992   -1.7688    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.3136   -2.3499    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.3918   -2.4306    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.6387   -1.3665    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
    4.3466   -0.9428    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.5054   -0.1332    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.2859    0.1341    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.9683   -1.4851    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.6447   -2.2439    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    5.7488   -1.2178    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.9076   -0.4083    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.6881   -0.1410    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    7.3099   -0.6833    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.7360    0.0231    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    8.0796   -0.9803    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.1511   -1.4929    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.3705   -1.7601    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.8229   -2.1706    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.2806   -2.7923    0.0000 O   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
  3  4  1  0  0  0  0
  4  5  1  1  0  0  0
  4  6  1  0  0  0  0
  6  7  1  0  0  0  0
  7  8  1  0  0  0  0
  8  9  1  0  0  0  0
  9 10  1  0  0  0  0
 10 11  1  0  0  0  0
  2  8  1  0  0  0  0
  8 12  1  1  0  0  0
 11 12  1  0  0  0  0
 12 13  1  0  0  0  0
  4 13  1  0  0  0  0
 13 14  2  0  0  0  0
  6 15  1  0  0  0  0
  6 16  1  0  0  0  0
 16 17  1  0  0  0  0
 16 18  1  0  0  0  0
 16 19  1  0  0  0  0
 19  5  1  6  0  0  0
 19 20  1  0  0  0  0
 20 21  1  0  0  0  0
 21 22  2  0  0  0  0
 20 23  2  0  0  0  0
 23 24  1  0  0  0  0
 23 25  1  0  0  0  0
 25 26  2  0  0  0  0
 22 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
 28 30  1  0  0  0  0
 28 31  1  0  0  0  0
 31 32  2  0  0  0  0
 25 32  1  0  0  0  0
 19 33  1  0  0  0  0
 24 33  1  0  0  0  0
 33 34  2  0  0  0  0
M  END


  Mrv1652305052314002D          

 34 40  0  0  1  0            999 V2000
    0.6151    0.7500    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.1176    0.0957    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.0067    0.3146    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    2.5829   -0.4122    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
    3.4242   -0.5572    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.2212   -1.2558    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.3255   -1.4779    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.6718   -0.7153    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
   -0.0762   -1.3055    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.0832   -0.5511    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.5279   -1.2619    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.3480   -0.9190    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    1.8218   -0.3078    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.5101    0.4560    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.0554   -2.0640    0.0000 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.8992   -1.7688    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.3136   -2.3499    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.3918   -2.4306    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.6387   -1.3665    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
    4.3466   -0.9428    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.5054   -0.1332    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.2859    0.1341    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.9683   -1.4851    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.6447   -2.2439    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    5.7488   -1.2178    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.9076   -0.4083    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.6881   -0.1410    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    7.3099   -0.6833    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.7360    0.0231    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    8.0796   -0.9803    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.1511   -1.4929    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.3705   -1.7601    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.8229   -2.1706    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.2806   -2.7923    0.0000 O   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
  3  4  1  0  0  0  0
  4  5  1  1  0  0  0
  4  6  1  0  0  0  0
  6  7  1  0  0  0  0
  7  8  1  0  0  0  0
  8  9  1  0  0  0  0
  9 10  1  0  0  0  0
 10 11  1  0  0  0  0
  2  8  1  0  0  0  0
  8 12  1  1  0  0  0
 11 12  1  0  0  0  0
 12 13  1  0  0  0  0
  4 13  1  0  0  0  0
 13 14  2  0  0  0  0
  6 15  1  0  0  0  0
  6 16  1  0  0  0  0
 16 17  1  0  0  0  0
 16 18  1  0  0  0  0
 16 19  1  0  0  0  0
 19  5  1  6  0  0  0
 19 20  1  0  0  0  0
 20 21  1  0  0  0  0
 21 22  2  0  0  0  0
 20 23  2  0  0  0  0
 23 24  1  0  0  0  0
 23 25  1  0  0  0  0
 25 26  2  0  0  0  0
 22 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
 28 30  1  0  0  0  0
 28 31  1  0  0  0  0
 31 32  2  0  0  0  0
 25 32  1  0  0  0  0
 19 33  1  0  0  0  0
 24 33  1  0  0  0  0
 33 34  2  0  0  0  0
M  END
> <DATABASE_ID>
NP0331614

> <DATABASE_NAME>
NP-MRD

> <SMILES>
[H]C12C[C@@]34CCCN3C(=O)[C@]1(C[C@]1(C(=O)NC3=C1C=CC1=C3C=CC(C)(C)O1)C2(C)C)NC4=O

> <INCHI_IDENTIFIER>
InChI=1S/C26H29N3O4/c1-22(2)10-8-14-16(33-22)7-6-15-18(14)27-20(31)25(15)13-26-17(23(25,3)4)12-24(19(30)28-26)9-5-11-29(24)21(26)32/h6-8,10,17H,5,9,11-13H2,1-4H3,(H,27,31)(H,28,30)/t17?,24-,25+,26-/m1/s1

> <INCHI_KEY>
RNWRZMCJFWSZOX-QQNDZBQCSA-N

> <FORMULA>
C26H29N3O4

> <MOLECULAR_WEIGHT>
447.535

> <EXACT_MASS>
447.215806426

> <JCHEM_ACCEPTOR_COUNT>
4

> <JCHEM_ATOM_COUNT>
62

> <JCHEM_AVERAGE_POLARIZABILITY>
48.396075611596395

> <JCHEM_BIOAVAILABILITY>
1

> <JCHEM_DONOR_COUNT>
2

> <JCHEM_FORMAL_CHARGE>
0

> <JCHEM_GHOSE_FILTER>
1

> <JCHEM_IUPAC>
(1'R,3S,7'R)-4',4',7,7-tetramethyl-2,7-dihydro-1H-9',14'-diazaspiro[chromeno[5,6-b]pyrrole-3,5'-tetracyclo[5.5.2.0^{1,9}.0^{3,7}]tetradecane]-2,8',13'-trione

> <JCHEM_LOGP>
2.0424187189999987

> <JCHEM_MDDR_LIKE_RULE>
0

> <JCHEM_NUMBER_OF_RINGS>
7

> <JCHEM_PHYSIOLOGICAL_CHARGE>
0

> <JCHEM_PKA>
12.596208066871007

> <JCHEM_PKA_STRONGEST_ACIDIC>
10.548982862968963

> <JCHEM_PKA_STRONGEST_BASIC>
-2.818530851788263

> <JCHEM_POLAR_SURFACE_AREA>
87.74000000000001

> <JCHEM_REFRACTIVITY>
123.41999999999999

> <JCHEM_ROTATABLE_BOND_COUNT>
0

> <JCHEM_RULE_OF_FIVE>
1

> <JCHEM_TRADITIONAL_IUPAC>
(1'R,3S,7'R)-4',4',7,7-tetramethyl-1H-9',14'-diazaspiro[chromeno[5,6-b]pyrrole-3,5'-tetracyclo[5.5.2.0^{1,9}.0^{3,7}]tetradecane]-2,8',13'-trione

> <JCHEM_VEBER_RULE>
0

$$$$

HEADER    PROTEIN                                 05-MAY-23   NONE
TITLE     NULL                                                        
COMPND    NULL                                                        
SOURCE    NULL                                                        
KEYWDS    NULL                                                        
EXPDTA    NULL                                                        
AUTHOR    Marvin                                                      
REVDAT   1   05-MAY-23         0                                  
HETATM    1  O   UNK     0       0.209   2.299   0.000  0.00  0.00           O+0
HETATM    2  C   UNK     0       1.195   1.116   0.000  0.00  0.00           C+0
HETATM    3  N   UNK     0       2.899   1.521   0.000  0.00  0.00           N+0
HETATM    4  C   UNK     0       3.973   0.123   0.000  0.00  0.00           C+0
HETATM    5  C   UNK     0       5.537  -0.329   0.000  0.00  0.00           C+0
HETATM    6  C   UNK     0       3.393  -1.644   0.000  0.00  0.00           C+0
HETATM    7  C   UNK     0       1.620  -2.050   0.000  0.00  0.00           C+0
HETATM    8  C   UNK     0       0.489  -0.492   0.000  0.00  0.00           C+0
HETATM    9  C   UNK     0       0.146  -1.810   0.000  0.00  0.00           C+0
HETATM   10  C   UNK     0       1.361  -0.478   0.000  0.00  0.00           C+0
HETATM   11  C   UNK     0       3.056  -0.455   0.000  0.00  0.00           C+0
HETATM   12  N   UNK     0       1.976  -1.145   0.000  0.00  0.00           N+0
HETATM   13  C   UNK     0       2.417   0.435   0.000  0.00  0.00           C+0
HETATM   14  O   UNK     0       1.612   1.748   0.000  0.00  0.00           O+0
HETATM   15  H   UNK     0       3.103  -3.156   0.000  0.00  0.00           H+0
HETATM   16  C   UNK     0       4.711  -2.554   0.000  0.00  0.00           C+0
HETATM   17  C   UNK     0       3.646  -3.666   0.000  0.00  0.00           C+0
HETATM   18  C   UNK     0       5.640  -3.781   0.000  0.00  0.00           C+0
HETATM   19  C   UNK     0       6.091  -1.819   0.000  0.00  0.00           C+0
HETATM   20  C   UNK     0       7.388  -0.988   0.000  0.00  0.00           C+0
HETATM   21  C   UNK     0       7.637   0.532   0.000  0.00  0.00           C+0
HETATM   22  C   UNK     0       9.078   1.076   0.000  0.00  0.00           C+0
HETATM   23  C   UNK     0       8.579  -1.963   0.000  0.00  0.00           C+0
HETATM   24  N   UNK     0       8.019  -3.398   0.000  0.00  0.00           N+0
HETATM   25  C   UNK     0      10.020  -1.420   0.000  0.00  0.00           C+0
HETATM   26  C   UNK     0      10.269   0.100   0.000  0.00  0.00           C+0
HETATM   27  O   UNK     0      11.710   0.644   0.000  0.00  0.00           O+0
HETATM   28  C   UNK     0      12.901  -0.332   0.000  0.00  0.00           C+0
HETATM   29  C   UNK     0      13.656   1.011   0.000  0.00  0.00           C+0
HETATM   30  C   UNK     0      14.355  -0.842   0.000  0.00  0.00           C+0
HETATM   31  C   UNK     0      12.652  -1.852   0.000  0.00  0.00           C+0
HETATM   32  C   UNK     0      11.211  -2.396   0.000  0.00  0.00           C+0
HETATM   33  C   UNK     0       6.482  -3.309   0.000  0.00  0.00           C+0
HETATM   34  O   UNK     0       5.506  -4.500   0.000  0.00  0.00           O+0
CONECT    1    2                                                            
CONECT    2    1    3    8                                                  
CONECT    3    2    4                                                       
CONECT    4    3    5    6   13                                             
CONECT    5    4   19                                                       
CONECT    6    4    7   15   16                                             
CONECT    7    6    8                                                       
CONECT    8    7    9    2   12                                             
CONECT    9    8   10                                                       
CONECT   10    9   11                                                       
CONECT   11   10   12                                                       
CONECT   12    8   11   13                                                  
CONECT   13   12    4   14                                                  
CONECT   14   13                                                            
CONECT   15    6                                                            
CONECT   16    6   17   18   19                                             
CONECT   17   16                                                            
CONECT   18   16                                                            
CONECT   19   16    5   20   33                                             
CONECT   20   19   21   23                                                  
CONECT   21   20   22                                                       
CONECT   22   21   26                                                       
CONECT   23   20   24   25                                                  
CONECT   24   23   33                                                       
CONECT   25   23   26   32                                                  
CONECT   26   25   22   27                                                  
CONECT   27   26   28                                                       
CONECT   28   27   29   30   31                                             
CONECT   29   28                                                            
CONECT   30   28                                                            
CONECT   31   28   32                                                       
CONECT   32   31   25                                                       
CONECT   33   19   24   34                                                  
CONECT   34   33                                                            
MASTER        0    0    0    0    0    0    0    0   34    0   80    0
END

View in JSmol

Synonyms

Not Available

Chemical Formula

C₂₆H₂₉N₃O₄

Average Mass

447.5350 Da

Monoisotopic Mass

447.21581 Da

IUPAC Name

Not Available

Traditional Name

Not Available

CAS Registry Number

Not Available

SMILES

[H]C12C[C@@]34CCCN3C(=O)[C@]1(C[C@]1(C(=O)NC3=C1C=CC1=C3C=CC(C)(C)O1)C2(C)C)NC4=O

InChI Identifier

InChI=1S/C26H29N3O4/c1-22(2)10-8-14-16(33-22)7-6-15-18(14)27-20(31)25(15)13-26-17(23(25,3)4)12-24(19(30)28-26)9-5-11-29(24)21(26)32/h6-8,10,17H,5,9,11-13H2,1-4H3,(H,27,31)(H,28,30)/t17?,24-,25+,26-/m1/s1

InChI Key

RNWRZMCJFWSZOX-QQNDZBQCSA-N

Experimental Spectra

Spectrum Type	Description	Depositor Email	Depositor Organization	Depositor	Deposition Date	View

Predicted Spectra

Not Available

Chemical Shift Submissions

Spectrum Type	Description	Depositor Email	Depositor Organization	Depositor	Deposition Date	View
1D NMR	¹H NMR Spectrum (1D, 400, CDCl₃, simulated)	zhangcuixian@gzucm.edu.cn	guangzhou university of Chinese medicine	zhangcuixian	2024-05-11	View Spectrum

Species

Species of Origin

Species Name	Source	Reference
versicolor CGF 9-1-2		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

External Links

Not Available

References

General References

Hu JS, He YP, Zhou FG, Wu PP, Chen LY, Ni C, Zhang ZK, Xiao XJ, An LK, He XX, Zhang CX: New Indole Diketopiperazine Alkaloids from Soft Coral-Associated Epiphytic Fungus Aspergillus versicolor CGF 9-1-2. Chem Biodivers. 2023 Jun;20(6):e202300301. doi: 10.1002/cbdv.202300301. Epub 2023 May 17. [PubMed:37097072 ]

Showing NP-Card for (+)-notoamide B (NP0331614)

MOL for NP0331614 ((+)-notoamide B)

3D MOL for NP0331614 ((+)-notoamide B)

3D SDF for NP0331614 ((+)-notoamide B)

3D-SDF for NP0331614 ((+)-notoamide B)

PDB for NP0331614 ((+)-notoamide B)

3D PDB for NP0331614 ((+)-notoamide B)

SMILES for NP0331614 ((+)-notoamide B)

INCHI for NP0331614 ((+)-notoamide B)

Structure for NP0331614 ((+)-notoamide B)

3D Structure for NP0331614 ((+)-notoamide B)