NP-MRD: Showing NP-Card for goondoxazole A (NP0351453)

Jump To Section:

Identification Spectra BioTaxonomy ChemoTaxonomy Physical properties Links References XML

Record Information

Version

2.0

Created at

2025-08-19 06:45:33 UTC

Updated at

2026-04-13 00:41:04 UTC

NP-MRD ID

NP0351453

Natural Product DOI

https://doi.org/10.57994/4498

Secondary Accession Numbers

None

Natural Product Identification

Common Name

goondoxazole A

Description

Based on a literature review very few articles have been published on goondoxazole A.

Structure

MOL SDF PDB SMILES InChI


  Mrv2104 02222323562D          

 36 39  0  0  1  0            999 V2000
   -0.9355    0.4125    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.1105    0.4125    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
    0.3020    1.1270    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.1270    1.1270    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.5395    0.4125    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
    1.1270   -0.3020    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.3020   -0.3020    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
   -0.1105   -1.0164    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.9355   -1.0164    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.3480   -1.7309    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   -2.1730   -1.7309    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.5855   -2.4454    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.1730   -3.1599    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.5855   -3.8743    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -1.3480   -3.1599    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -3.4105   -2.4454    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.8230   -1.7309    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.4105   -1.0164    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.5855   -1.0164    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.1730   -0.3020    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -1.3480   -0.3020    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.9520    1.1270    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.7770    1.1270    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
    3.1895    0.4125    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
    4.0145    0.4125    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.7770   -0.3020    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.9520   -0.3020    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.1895    1.8414    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
    4.0145    1.8414    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.7770    2.5559    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.1895    3.2704    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.8539    4.0241    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.4670    4.5761    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.1815    4.1636    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.0100    3.3566    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    1.9520    2.5559    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
  2  1  1  6  0  0  0
  2  3  1  0  0  0  0
  3  4  1  0  0  0  0
  5  4  1  0  0  0  0
  5  6  1  1  0  0  0
  7  6  1  0  0  0  0
  2  7  1  0  0  0  0
  7  8  1  6  0  0  0
  8  9  1  0  0  0  0
  9 10  1  0  0  0  0
 10 11  1  0  0  0  0
 11 12  2  0  0  0  0
 12 13  1  0  0  0  0
 13 14  1  0  0  0  0
 13 15  2  0  0  0  0
 12 16  1  0  0  0  0
 16 17  2  0  0  0  0
 17 18  1  0  0  0  0
 18 19  2  0  0  0  0
 11 19  1  0  0  0  0
 19 20  1  0  0  0  0
  9 21  2  0  0  0  0
  5 22  1  0  0  0  0
 23 22  1  0  0  0  0
 23 24  1  0  0  0  0
 24 25  1  6  0  0  0
 24 26  1  0  0  0  0
 26 27  1  0  0  0  0
  5 27  1  0  0  0  0
 23 28  1  6  0  0  0
 28 29  1  1  0  0  0
 28 30  1  0  0  0  0
 30 31  1  0  0  0  0
 31 32  2  0  0  0  0
 32 33  1  0  0  0  0
 33 34  2  0  0  0  0
 34 35  1  0  0  0  0
 31 35  1  0  0  0  0
 30 36  2  0  0  0  0
M  END


  Mrv2104 02222323562D          

 36 39  0  0  1  0            999 V2000
   -0.9355    0.4125    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.1105    0.4125    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
    0.3020    1.1270    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.1270    1.1270    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.5395    0.4125    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
    1.1270   -0.3020    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.3020   -0.3020    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
   -0.1105   -1.0164    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.9355   -1.0164    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.3480   -1.7309    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   -2.1730   -1.7309    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.5855   -2.4454    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.1730   -3.1599    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.5855   -3.8743    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -1.3480   -3.1599    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -3.4105   -2.4454    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.8230   -1.7309    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.4105   -1.0164    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.5855   -1.0164    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.1730   -0.3020    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -1.3480   -0.3020    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.9520    1.1270    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.7770    1.1270    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
    3.1895    0.4125    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
    4.0145    0.4125    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.7770   -0.3020    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.9520   -0.3020    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.1895    1.8414    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
    4.0145    1.8414    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.7770    2.5559    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.1895    3.2704    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.8539    4.0241    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.4670    4.5761    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.1815    4.1636    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.0100    3.3566    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    1.9520    2.5559    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
  2  1  1  6  0  0  0
  2  3  1  0  0  0  0
  3  4  1  0  0  0  0
  5  4  1  0  0  0  0
  5  6  1  1  0  0  0
  7  6  1  0  0  0  0
  2  7  1  0  0  0  0
  7  8  1  6  0  0  0
  8  9  1  0  0  0  0
  9 10  1  0  0  0  0
 10 11  1  0  0  0  0
 11 12  2  0  0  0  0
 12 13  1  0  0  0  0
 13 14  1  0  0  0  0
 13 15  2  0  0  0  0
 12 16  1  0  0  0  0
 16 17  2  0  0  0  0
 17 18  1  0  0  0  0
 18 19  2  0  0  0  0
 11 19  1  0  0  0  0
 19 20  1  0  0  0  0
  9 21  2  0  0  0  0
  5 22  1  0  0  0  0
 23 22  1  0  0  0  0
 23 24  1  0  0  0  0
 24 25  1  6  0  0  0
 24 26  1  0  0  0  0
 26 27  1  0  0  0  0
  5 27  1  0  0  0  0
 23 28  1  6  0  0  0
 28 29  1  1  0  0  0
 28 30  1  0  0  0  0
 30 31  1  0  0  0  0
 31 32  2  0  0  0  0
 32 33  1  0  0  0  0
 33 34  2  0  0  0  0
 34 35  1  0  0  0  0
 31 35  1  0  0  0  0
 30 36  2  0  0  0  0
M  END
> <DATABASE_ID>
NP0351453

> <DATABASE_NAME>
NP-MRD

> <SMILES>
C[C@@H]([C@H]1O[C@@]2(CC[C@@H](C)[C@@H](CC(=O)NC3=C(C=CC=C3O)C(O)=O)O2)CC[C@H]1C)C(=O)C1=CC=CN1

> <INCHI_IDENTIFIER>
InChI=1S/C27H34N2O7/c1-15-9-11-27(12-10-16(2)25(36-27)17(3)24(32)19-7-5-13-28-19)35-21(15)14-22(31)29-23-18(26(33)34)6-4-8-20(23)30/h4-8,13,15-17,21,25,28,30H,9-12,14H2,1-3H3,(H,29,31)(H,33,34)/t15-,16-,17-,21-,25+,27+/m1/s1

> <INCHI_KEY>
DTGGBAPZZSRNRK-GWMATOGFSA-N

> <FORMULA>
C27H34N2O7

> <MOLECULAR_WEIGHT>
498.576

> <EXACT_MASS>
498.236601443

> <JCHEM_ACCEPTOR_COUNT>
7

> <JCHEM_ATOM_COUNT>
70

> <JCHEM_AVERAGE_POLARIZABILITY>
50.732467423355146

> <JCHEM_BIOAVAILABILITY>
1

> <JCHEM_DONOR_COUNT>
4

> <JCHEM_FORMAL_CHARGE>
0

> <JCHEM_GHOSE_FILTER>
0

> <JCHEM_IUPAC>
2-{2-[(2R,3R,6S,8S,9R)-3,9-dimethyl-8-[(2S)-1-oxo-1-(1H-pyrrol-2-yl)propan-2-yl]-1,7-dioxaspiro[5.5]undecan-2-yl]acetamido}-3-hydroxybenzoic acid

> <JCHEM_LOGP>
4.8959902280000005

> <JCHEM_MDDR_LIKE_RULE>
1

> <JCHEM_NUMBER_OF_RINGS>
4

> <JCHEM_PHYSIOLOGICAL_CHARGE>
-1

> <JCHEM_PKA>
8.84215990440199

> <JCHEM_PKA_STRONGEST_ACIDIC>
3.345099937804731

> <JCHEM_PKA_STRONGEST_BASIC>
-3.8713494783460964

> <JCHEM_POLAR_SURFACE_AREA>
137.95

> <JCHEM_REFRACTIVITY>
133.7999

> <JCHEM_ROTATABLE_BOND_COUNT>
7

> <JCHEM_RULE_OF_FIVE>
1

> <JCHEM_TRADITIONAL_IUPAC>
2-{2-[(2R,3R,6S,8S,9R)-3,9-dimethyl-8-[(2S)-1-oxo-1-(1H-pyrrol-2-yl)propan-2-yl]-1,7-dioxaspiro[5.5]undecan-2-yl]acetamido}-3-hydroxybenzoic acid

> <JCHEM_VEBER_RULE>
0

$$$$

HEADER    PROTEIN                                 22-FEB-23   NONE
TITLE     NULL                                                        
COMPND    NULL                                                        
SOURCE    NULL                                                        
KEYWDS    NULL                                                        
EXPDTA    NULL                                                        
AUTHOR    Marvin                                                      
REVDAT   1   22-FEB-23         0                                  
HETATM    1  C   UNK     0      -1.746   0.770   0.000  0.00  0.00           C+0
HETATM    2  C   UNK     0      -0.206   0.770   0.000  0.00  0.00           C+0
HETATM    3  C   UNK     0       0.564   2.104   0.000  0.00  0.00           C+0
HETATM    4  C   UNK     0       2.104   2.104   0.000  0.00  0.00           C+0
HETATM    5  C   UNK     0       2.874   0.770   0.000  0.00  0.00           C+0
HETATM    6  O   UNK     0       2.104  -0.564   0.000  0.00  0.00           O+0
HETATM    7  C   UNK     0       0.564  -0.564   0.000  0.00  0.00           C+0
HETATM    8  C   UNK     0      -0.206  -1.897   0.000  0.00  0.00           C+0
HETATM    9  C   UNK     0      -1.746  -1.897   0.000  0.00  0.00           C+0
HETATM   10  N   UNK     0      -2.516  -3.231   0.000  0.00  0.00           N+0
HETATM   11  C   UNK     0      -4.056  -3.231   0.000  0.00  0.00           C+0
HETATM   12  C   UNK     0      -4.826  -4.565   0.000  0.00  0.00           C+0
HETATM   13  C   UNK     0      -4.056  -5.898   0.000  0.00  0.00           C+0
HETATM   14  O   UNK     0      -4.826  -7.232   0.000  0.00  0.00           O+0
HETATM   15  O   UNK     0      -2.516  -5.898   0.000  0.00  0.00           O+0
HETATM   16  C   UNK     0      -6.366  -4.565   0.000  0.00  0.00           C+0
HETATM   17  C   UNK     0      -7.136  -3.231   0.000  0.00  0.00           C+0
HETATM   18  C   UNK     0      -6.366  -1.897   0.000  0.00  0.00           C+0
HETATM   19  C   UNK     0      -4.826  -1.897   0.000  0.00  0.00           C+0
HETATM   20  O   UNK     0      -4.056  -0.564   0.000  0.00  0.00           O+0
HETATM   21  O   UNK     0      -2.516  -0.564   0.000  0.00  0.00           O+0
HETATM   22  O   UNK     0       3.644   2.104   0.000  0.00  0.00           O+0
HETATM   23  C   UNK     0       5.184   2.104   0.000  0.00  0.00           C+0
HETATM   24  C   UNK     0       5.954   0.770   0.000  0.00  0.00           C+0
HETATM   25  C   UNK     0       7.494   0.770   0.000  0.00  0.00           C+0
HETATM   26  C   UNK     0       5.184  -0.564   0.000  0.00  0.00           C+0
HETATM   27  C   UNK     0       3.644  -0.564   0.000  0.00  0.00           C+0
HETATM   28  C   UNK     0       5.954   3.437   0.000  0.00  0.00           C+0
HETATM   29  C   UNK     0       7.494   3.437   0.000  0.00  0.00           C+0
HETATM   30  C   UNK     0       5.184   4.771   0.000  0.00  0.00           C+0
HETATM   31  C   UNK     0       5.954   6.105   0.000  0.00  0.00           C+0
HETATM   32  C   UNK     0       5.327   7.512   0.000  0.00  0.00           C+0
HETATM   33  C   UNK     0       6.472   8.542   0.000  0.00  0.00           C+0
HETATM   34  C   UNK     0       7.805   7.772   0.000  0.00  0.00           C+0
HETATM   35  N   UNK     0       7.485   6.266   0.000  0.00  0.00           N+0
HETATM   36  O   UNK     0       3.644   4.771   0.000  0.00  0.00           O+0
CONECT    1    2                                                            
CONECT    2    1    3    7                                                  
CONECT    3    2    4                                                       
CONECT    4    3    5                                                       
CONECT    5    4    6   22   27                                             
CONECT    6    5    7                                                       
CONECT    7    6    2    8                                                  
CONECT    8    7    9                                                       
CONECT    9    8   10   21                                                  
CONECT   10    9   11                                                       
CONECT   11   10   12   19                                                  
CONECT   12   11   13   16                                                  
CONECT   13   12   14   15                                                  
CONECT   14   13                                                            
CONECT   15   13                                                            
CONECT   16   12   17                                                       
CONECT   17   16   18                                                       
CONECT   18   17   19                                                       
CONECT   19   18   11   20                                                  
CONECT   20   19                                                            
CONECT   21    9                                                            
CONECT   22    5   23                                                       
CONECT   23   22   24   28                                                  
CONECT   24   23   25   26                                                  
CONECT   25   24                                                            
CONECT   26   24   27                                                       
CONECT   27   26    5                                                       
CONECT   28   23   29   30                                                  
CONECT   29   28                                                            
CONECT   30   28   31   36                                                  
CONECT   31   30   32   35                                                  
CONECT   32   31   33                                                       
CONECT   33   32   34                                                       
CONECT   34   33   35                                                       
CONECT   35   34   31                                                       
CONECT   36   30                                                            
MASTER        0    0    0    0    0    0    0    0   36    0   78    0
END

View in JSmol

Synonyms

Not Available

Chemical Formula

C₂₇H₃₄N₂O₇

Average Mass

498.5760 Da

Monoisotopic Mass

498.23660 Da

IUPAC Name

2-{2-[(2R,3R,6S,8S,9R)-3,9-dimethyl-8-[(2S)-1-oxo-1-(1H-pyrrol-2-yl)propan-2-yl]-1,7-dioxaspiro[5.5]undecan-2-yl]acetamido}-3-hydroxybenzoic acid

Traditional Name

2-{2-[(2R,3R,6S,8S,9R)-3,9-dimethyl-8-[(2S)-1-oxo-1-(1H-pyrrol-2-yl)propan-2-yl]-1,7-dioxaspiro[5.5]undecan-2-yl]acetamido}-3-hydroxybenzoic acid

CAS Registry Number

Not Available

SMILES

C[C@@H]([C@H]1O[C@@]2(CC[C@@H](C)[C@@H](CC(=O)NC3=C(C=CC=C3O)C(O)=O)O2)CC[C@H]1C)C(=O)C1=CC=CN1

InChI Identifier

InChI=1S/C27H34N2O7/c1-15-9-11-27(12-10-16(2)25(36-27)17(3)24(32)19-7-5-13-28-19)35-21(15)14-22(31)29-23-18(26(33)34)6-4-8-20(23)30/h4-8,13,15-17,21,25,28,30H,9-12,14H2,1-3H3,(H,29,31)(H,33,34)/t15-,16-,17-,21-,25+,27+/m1/s1

InChI Key

DTGGBAPZZSRNRK-GWMATOGFSA-N

Experimental Spectra

Spectrum Type	Description	Depositor Email	Depositor Organization	Depositor	Deposition Date	View
1D NMR	¹³C NMR Spectrum (1D, 151 MHz, C2D6OS, experimental)	[email protected]	University of Queensland	Shengbin Jin	2025-08-19	View Spectrum
ROESY NMR	[¹H, ¹H] NMR Spectrum (2D, 600 MHz, C2D6OS, experimental)	[email protected]	University of Queensland	Shengbin Jin	2025-08-19	View Spectrum
HSQC NMR	[¹H, ¹³C] NMR Spectrum (2D, 600 MHz, C2D6OS, experimental)	[email protected]	University of Queensland	Shengbin Jin	2025-08-19	View Spectrum
HMBC NMR	[¹H, ¹³C] NMR Spectrum (2D, 600 MHz, C2D6OS, experimental)	[email protected]	University of Queensland	Shengbin Jin	2025-08-19	View Spectrum
COSY NMR	[¹H, ¹H] NMR Spectrum (2D, 600 MHz, C2D6OS, experimental)	[email protected]	University of Queensland	Shengbin Jin	2025-08-19	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 600 MHz, C2D6OS, experimental)	[email protected]	University of Queensland	Shengbin Jin	2025-08-19	View Spectrum

Predicted Spectra

Spectrum Type	Description	Depositor ID	Depositor Organization	Depositor	Deposition Date	View

Chemical Shift Submissions

Not Available

Species

Species of Origin

Species Name	Source	Reference
Streptomyces sp. S4S-00193A39		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	4.9	ChemAxon
pKa (Strongest Acidic)	3.35	ChemAxon
pKa (Strongest Basic)	-3.9	ChemAxon
Physiological Charge	-1	ChemAxon
Hydrogen Acceptor Count	7	ChemAxon
Hydrogen Donor Count	4	ChemAxon
Polar Surface Area	137.95 Å²	ChemAxon
Rotatable Bond Count	7	ChemAxon
Refractivity	133.8 m³·mol⁻¹	ChemAxon
Polarizability	50.73 Å³	ChemAxon
Number of Rings	4	ChemAxon
Bioavailability	Yes	ChemAxon
Rule of Five	Yes	ChemAxon
Ghose Filter	No	ChemAxon
Veber's Rule	No	ChemAxon
MDDR-like Rule	Yes	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 goondoxazole A (NP0351453)

MOL for NP0351453 (goondoxazole A)

3D MOL for NP0351453 (goondoxazole A)

3D SDF for NP0351453 (goondoxazole A)

3D-SDF for NP0351453 (goondoxazole A)

PDB for NP0351453 (goondoxazole A)

3D PDB for NP0351453 (goondoxazole A)

SMILES for NP0351453 (goondoxazole A)

INCHI for NP0351453 (goondoxazole A)

Structure for NP0351453 (goondoxazole A)

3D Structure for NP0351453 (goondoxazole A)