NP-MRD: Showing NP-Card for Borrelidin A (NP0331529)

Jump To Section:

Identification Spectra BioTaxonomy ChemoTaxonomy Physical properties Links References XML

Record Information

Version

1.0

Created at

2023-03-17 16:53:17 UTC

Updated at

2024-04-19 09:44:57 UTC

NP-MRD ID

NP0331529

Secondary Accession Numbers

None

Natural Product Identification

Common Name

Borrelidin A

Description

Based on a literature review very few articles have been published on ZINC575625735.

Structure

MOL SDF PDB SMILES InChI


  Mrv1652309282217272D          

 29 32  0  0  1  0            999 V2000
    2.0425    3.0840    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.2974    2.2994    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.0820    2.0445    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    3.0820    1.2195    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.6951    0.6674    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.5236   -0.1395    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.7390   -0.3945    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.1259    0.1576    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.2974    0.9645    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.8125    1.6320    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
    1.3276    0.9645    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
    1.4991    0.1576    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.8860   -0.3945    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
    1.0575   -1.2014    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.8421   -1.4564    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.0137   -2.2634    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.7983   -2.5183    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.4552   -0.9043    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.4444   -1.7535    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.3402   -1.4985    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -0.9533   -2.0506    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.1014   -0.1395    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
   -0.5117   -0.6916    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.2963   -0.4366    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.0702    0.6674    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.7145    0.4125    0.0000 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.5429    1.2195    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    0.5429    2.0445    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.3276    2.2994    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
  3  4  1  0  0  0  0
  4  5  2  0  0  0  0
  5  6  1  0  0  0  0
  6  7  2  0  0  0  0
  7  8  1  0  0  0  0
  8  9  2  0  0  0  0
  4  9  1  0  0  0  0
 10  9  1  1  0  0  0
  2 10  1  0  0  0  0
 10 11  1  0  0  0  0
 11 12  1  0  0  0  0
 12 13  1  0  0  0  0
 13 14  1  6  0  0  0
 14 15  1  0  0  0  0
 15 16  1  0  0  0  0
 16 17  1  0  0  0  0
 15 18  2  0  0  0  0
 14 19  2  0  0  0  0
 19 20  1  0  0  0  0
 20 21  1  0  0  0  0
 13 22  1  0  0  0  0
 22 23  1  6  0  0  0
 23 24  1  0  0  0  0
 22 25  1  0  0  0  0
 11 26  1  6  0  0  0
 11 27  1  0  0  0  0
 25 27  1  0  0  0  0
 27 28  1  0  0  0  0
 28 29  1  0  0  0  0
 10 29  1  0  0  0  0
M  END


  Mrv1652309282217272D          

 29 32  0  0  1  0            999 V2000
    2.0425    3.0840    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.2974    2.2994    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.0820    2.0445    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    3.0820    1.2195    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.6951    0.6674    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.5236   -0.1395    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.7390   -0.3945    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.1259    0.1576    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.2974    0.9645    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.8125    1.6320    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
    1.3276    0.9645    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
    1.4991    0.1576    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.8860   -0.3945    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
    1.0575   -1.2014    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.8421   -1.4564    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.0137   -2.2634    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.7983   -2.5183    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.4552   -0.9043    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.4444   -1.7535    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.3402   -1.4985    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -0.9533   -2.0506    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.1014   -0.1395    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
   -0.5117   -0.6916    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.2963   -0.4366    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.0702    0.6674    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.7145    0.4125    0.0000 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.5429    1.2195    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    0.5429    2.0445    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.3276    2.2994    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
  3  4  1  0  0  0  0
  4  5  2  0  0  0  0
  5  6  1  0  0  0  0
  6  7  2  0  0  0  0
  7  8  1  0  0  0  0
  8  9  2  0  0  0  0
  4  9  1  0  0  0  0
 10  9  1  1  0  0  0
  2 10  1  0  0  0  0
 10 11  1  0  0  0  0
 11 12  1  0  0  0  0
 12 13  1  0  0  0  0
 13 14  1  6  0  0  0
 14 15  1  0  0  0  0
 15 16  1  0  0  0  0
 16 17  1  0  0  0  0
 15 18  2  0  0  0  0
 14 19  2  0  0  0  0
 19 20  1  0  0  0  0
 20 21  1  0  0  0  0
 13 22  1  0  0  0  0
 22 23  1  6  0  0  0
 23 24  1  0  0  0  0
 22 25  1  0  0  0  0
 11 26  1  6  0  0  0
 11 27  1  0  0  0  0
 25 27  1  0  0  0  0
 27 28  1  0  0  0  0
 28 29  1  0  0  0  0
 10 29  1  0  0  0  0
M  END
> <DATABASE_ID>
NP0331529

> <DATABASE_NAME>
NP-MRD

> <SMILES>
[H][C@]12C[C@@H]([C@H](CC)CN1CC[C@]21C(=O)NC2=CC=CC=C12)C(=C/OC)\C(=O)OC

> <INCHI_IDENTIFIER>
InChI=1S/C22H28N2O4/c1-4-14-12-24-10-9-22(17-7-5-6-8-18(17)23-21(22)26)19(24)11-15(14)16(13-27-2)20(25)28-3/h5-8,13-15,19H,4,9-12H2,1-3H3,(H,23,26)/b16-13+/t14-,15+,19-,22-/m1/s1

> <INCHI_KEY>
DAXYUDFNWXHGBE-FHKMQTCFSA-N

> <FORMULA>
C22H28N2O4

> <MOLECULAR_WEIGHT>
384.476

> <EXACT_MASS>
384.20490739

> <JCHEM_ACCEPTOR_COUNT>
4

> <JCHEM_ATOM_COUNT>
56

> <JCHEM_AVERAGE_POLARIZABILITY>
41.63846388531017

> <JCHEM_BIOAVAILABILITY>
1

> <JCHEM_DONOR_COUNT>
1

> <JCHEM_FORMAL_CHARGE>
0

> <JCHEM_GHOSE_FILTER>
1

> <JCHEM_IUPAC>
methyl (2E)-2-[(3R,6'S,7'S,8'aR)-6'-ethyl-2-oxo-1,2,3',5',6',7',8',8'a-octahydro-2'H-spiro[indole-3,1'-indolizine]-7'-yl]-3-methoxyprop-2-enoate

> <ALOGPS_LOGP>
2.85

> <JCHEM_LOGP>
2.6094639083333337

> <ALOGPS_LOGS>
-3.66

> <JCHEM_MDDR_LIKE_RULE>
0

> <JCHEM_NUMBER_OF_RINGS>
4

> <JCHEM_PHYSIOLOGICAL_CHARGE>
1

> <JCHEM_PKA_STRONGEST_ACIDIC>
13.16702338486493

> <JCHEM_PKA_STRONGEST_BASIC>
10.712527798380334

> <JCHEM_POLAR_SURFACE_AREA>
67.86999999999999

> <JCHEM_REFRACTIVITY>
108.00599999999999

> <JCHEM_ROTATABLE_BOND_COUNT>
5

> <JCHEM_RULE_OF_FIVE>
1

> <ALOGPS_SOLUBILITY>
8.40e-02 g/l

> <JCHEM_TRADITIONAL_IUPAC>
methyl (2E)-2-[(3R,6'S,7'S,8'aR)-6'-ethyl-2-oxo-3',5',6',7',8',8'a-hexahydro-1H,2'H-spiro[indole-3,1'-indolizine]-7'-yl]-3-methoxyprop-2-enoate

> <JCHEM_VEBER_RULE>
0

$$$$

HEADER    PROTEIN                                 28-SEP-22   NONE
TITLE     NULL                                                        
COMPND    NULL                                                        
SOURCE    NULL                                                        
KEYWDS    NULL                                                        
EXPDTA    NULL                                                        
AUTHOR    Marvin                                                      
REVDAT   1   28-SEP-22         0                                  
HETATM    1  O   UNK     0       3.813   5.757   0.000  0.00  0.00           O+0
HETATM    2  C   UNK     0       4.289   4.292   0.000  0.00  0.00           C+0
HETATM    3  N   UNK     0       5.753   3.816   0.000  0.00  0.00           N+0
HETATM    4  C   UNK     0       5.753   2.276   0.000  0.00  0.00           C+0
HETATM    5  C   UNK     0       6.898   1.246   0.000  0.00  0.00           C+0
HETATM    6  C   UNK     0       6.577  -0.260   0.000  0.00  0.00           C+0
HETATM    7  C   UNK     0       5.113  -0.736   0.000  0.00  0.00           C+0
HETATM    8  C   UNK     0       3.968   0.294   0.000  0.00  0.00           C+0
HETATM    9  C   UNK     0       4.289   1.800   0.000  0.00  0.00           C+0
HETATM   10  C   UNK     0       3.383   3.046   0.000  0.00  0.00           C+0
HETATM   11  C   UNK     0       2.478   1.800   0.000  0.00  0.00           C+0
HETATM   12  C   UNK     0       2.798   0.294   0.000  0.00  0.00           C+0
HETATM   13  C   UNK     0       1.654  -0.736   0.000  0.00  0.00           C+0
HETATM   14  C   UNK     0       1.974  -2.243   0.000  0.00  0.00           C+0
HETATM   15  C   UNK     0       3.439  -2.719   0.000  0.00  0.00           C+0
HETATM   16  O   UNK     0       3.759  -4.225   0.000  0.00  0.00           O+0
HETATM   17  C   UNK     0       5.223  -4.701   0.000  0.00  0.00           C+0
HETATM   18  O   UNK     0       4.583  -1.688   0.000  0.00  0.00           O+0
HETATM   19  C   UNK     0       0.830  -3.273   0.000  0.00  0.00           C+0
HETATM   20  O   UNK     0      -0.635  -2.797   0.000  0.00  0.00           O+0
HETATM   21  C   UNK     0      -1.779  -3.828   0.000  0.00  0.00           C+0
HETATM   22  C   UNK     0       0.189  -0.260   0.000  0.00  0.00           C+0
HETATM   23  C   UNK     0      -0.955  -1.291   0.000  0.00  0.00           C+0
HETATM   24  C   UNK     0      -2.420  -0.815   0.000  0.00  0.00           C+0
HETATM   25  C   UNK     0      -0.131   1.246   0.000  0.00  0.00           C+0
HETATM   26  H   UNK     0       1.334   0.770   0.000  0.00  0.00           H+0
HETATM   27  N   UNK     0       1.013   2.276   0.000  0.00  0.00           N+0
HETATM   28  C   UNK     0       1.013   3.816   0.000  0.00  0.00           C+0
HETATM   29  C   UNK     0       2.478   4.292   0.000  0.00  0.00           C+0
CONECT    1    2                                                            
CONECT    2    1    3   10                                                  
CONECT    3    2    4                                                       
CONECT    4    3    5    9                                                  
CONECT    5    4    6                                                       
CONECT    6    5    7                                                       
CONECT    7    6    8                                                       
CONECT    8    7    9                                                       
CONECT    9    8    4   10                                                  
CONECT   10    9    2   11   29                                             
CONECT   11   10   12   26   27                                             
CONECT   12   11   13                                                       
CONECT   13   12   14   22                                                  
CONECT   14   13   15   19                                                  
CONECT   15   14   16   18                                                  
CONECT   16   15   17                                                       
CONECT   17   16                                                            
CONECT   18   15                                                            
CONECT   19   14   20                                                       
CONECT   20   19   21                                                       
CONECT   21   20                                                            
CONECT   22   13   23   25                                                  
CONECT   23   22   24                                                       
CONECT   24   23                                                            
CONECT   25   22   27                                                       
CONECT   26   11                                                            
CONECT   27   11   25   28                                                  
CONECT   28   27   29                                                       
CONECT   29   28   10                                                       
MASTER        0    0    0    0    0    0    0    0   29    0   64    0
END

View in JSmol

Synonyms

Not Available

Chemical Formula

C₂₈H₄₃NO₆

Average Mass

489.6441 Da

Monoisotopic Mass

489.30904 Da

IUPAC Name

methyl (2E)-2-[(3R,6'S,7'S,8'aR)-6'-ethyl-2-oxo-1,2,3',5',6',7',8',8'a-octahydro-2'H-spiro[indole-3,1'-indolizine]-7'-yl]-3-methoxyprop-2-enoate

Traditional Name

methyl (2E)-2-[(3R,6'S,7'S,8'aR)-6'-ethyl-2-oxo-3',5',6',7',8',8'a-hexahydro-1H,2'H-spiro[indole-3,1'-indolizine]-7'-yl]-3-methoxyprop-2-enoate

CAS Registry Number

Not Available

SMILES

[H]\C1=C(\[H])/C(/[H])=C(C#N)\[C@]([H])(O)[C@@]([H])(C)C[C@]([H])(C)C[C@]([H])(C)C[C@]([H])(C)[C@@]([H])(O)CC(=O)O[C@@]([H])(C1)[C@]1([H])CCC[C@@]1([H])C(O)=O

InChI Identifier

InChI=1S/C28H43NO6/c1-17-12-18(2)14-20(4)27(32)21(16-29)8-5-6-11-25(22-9-7-10-23(22)28(33)34)35-26(31)15-24(30)19(3)13-17/h5-6,8,17-20,22-25,27,30,32H,7,9-15H2,1-4H3,(H,33,34)/b6-5+,21-8-/t17-,18+,19-,20-,22+,23+,24-,25-,27+/m0/s1

InChI Key

OJCKRNPLOZHAOU-UGKRXNSESA-N

Experimental Spectra

Spectrum Type	Description	Depositor Email	Depositor Organization	Depositor	Deposition Date	View
COSY NMR	[¹H, ¹H] NMR Spectrum (2D, 601 MHz, CD3OD, experimental)	yla488@sfu.ca	Not Available	Not Available	2023-03-17	View Spectrum
1D NMR	[¹³C, ] NMR Spectrum (2D, 151 MHz, CD3OD, experimental)	yla488@sfu.ca	Not Available	Not Available	2023-03-17	View Spectrum
HSQC NMR	[¹H, ¹³C] NMR Spectrum (2D, 601 MHz, CD3OD, experimental)	yla488@sfu.ca	Not Available	Not Available	2023-03-17	View Spectrum
HMBC NMR	[¹H, ¹³C] NMR Spectrum (2D, 601 MHz, CD3OD, experimental)	yla488@sfu.ca	Not Available	Not Available	2023-03-17	View Spectrum
NOESY NMR	[¹H, ¹H] NMR Spectrum (2D, 600 MHz, C2D6OS, experimental)	yla488@sfu.ca	Not Available	Not Available	2023-03-17	View Spectrum
NOESY NMR	[¹H, ¹H] NMR Spectrum (2D, 601 MHz, CD3OD, experimental)	yla488@sfu.ca	Not Available	Not Available	2023-03-17	View Spectrum
1D NMR	[¹H, ] NMR Spectrum (2D, 601 MHz, CD3OD, experimental)	yla488@sfu.ca	Not Available	Not Available	2023-03-17	View Spectrum
COSY NMR	[¹H, ¹H] NMR Spectrum (2D, 600 MHz, C2D6OS, experimental)	yla488@sfu.ca	Not Available	Not Available	2023-03-17	View Spectrum
HSQC NMR	[¹H, ¹³C] NMR Spectrum (2D, 600 MHz, C2D6OS, experimental)	yla488@sfu.ca	Not Available	Not Available	2023-03-17	View Spectrum
HMBC NMR	[¹H, ¹³C] NMR Spectrum (2D, 600 MHz, C2D6OS, experimental)	yla488@sfu.ca	Not Available	Not Available	2023-03-17	View Spectrum
1D NMR	[¹H, ] NMR Spectrum (2D, 600 MHz, C2D6OS, experimental)	yla488@sfu.ca	Not Available	Not Available	2023-03-17	View Spectrum
1D NMR	[¹³C, ] NMR Spectrum (2D, 151 MHz, C2D6OS, experimental)	yla488@sfu.ca	Not Available	Not Available	2023-03-17	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 150.92 MHz, C2D6OS, simulated)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 600.13 MHz, C2D6OS, simulated)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 600.51 MHz, CD₃OD, simulated)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 151.02 MHz, CD₃OD, simulated)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum

Predicted Spectra

Not Available

Chemical Shift Submissions

Not Available

Species

Species of Origin

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	2.85	ALOGPS
logP	2.61	ChemAxon
logS	-3.7	ALOGPS
pKa (Strongest Acidic)	13.17	ChemAxon
pKa (Strongest Basic)	10.71	ChemAxon
Physiological Charge	1	ChemAxon
Hydrogen Acceptor Count	4	ChemAxon
Hydrogen Donor Count	1	ChemAxon
Polar Surface Area	67.87 Å²	ChemAxon
Rotatable Bond Count	5	ChemAxon
Refractivity	108.01 m³·mol⁻¹	ChemAxon
Polarizability	41.64 Å³	ChemAxon
Number of Rings	4	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

129532234

PDB ID

Not Available

ChEBI ID

Not Available

Good Scents ID

Not Available

References

General References

Not Available

Showing NP-Card for Borrelidin A (NP0331529)

MOL for NP0331529 (Borrelidin A)

3D MOL for NP0331529 (Borrelidin A)

3D SDF for NP0331529 (Borrelidin A)

3D-SDF for NP0331529 (Borrelidin A)

PDB for NP0331529 (Borrelidin A)

3D PDB for NP0331529 (Borrelidin A)

SMILES for NP0331529 (Borrelidin A)

INCHI for NP0331529 (Borrelidin A)

Structure for NP0331529 (Borrelidin A)

3D Structure for NP0331529 (Borrelidin A)