NP-MRD: Showing NP-Card for Borrecapine (NP0331607)

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Record Information

Version

1.0

Created at

2023-04-26 20:03:26 UTC

Updated at

2024-04-19 09:47:33 UTC

NP-MRD ID

NP0331607

Secondary Accession Numbers

None

Natural Product Identification

Common Name

Borrecapine

Description

Not Available

Structure

MOL SDF PDB SMILES InChI


  Mrv1652304262322032D          

 23 25  0  0  1  0            999 V2000
    1.4358   -2.7631    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.8838   -2.1500    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.0768   -2.3215    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
   -0.2587   -3.0752    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   -1.0792   -2.9890    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
   -1.6313   -3.6021    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.3763   -4.3867    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.5693   -4.5582    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.9284   -4.9998    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.2508   -2.1820    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.5363   -1.7695    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
   -0.8639   -1.0123    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.0584   -1.0970    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.4018   -0.3469    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.1387   -1.3654    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.6538   -0.6979    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.1387   -0.0305    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    1.9233   -0.2854    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.6378    0.1271    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.3523   -0.2854    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.3523   -1.1104    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.6378   -1.5229    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.9233   -1.1104    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  2  0  0  0  0
  3  2  1  6  0  0  0
  3  4  1  0  0  0  0
  4  5  1  0  0  0  0
  5  6  1  1  0  0  0
  6  7  2  0  0  0  0
  7  8  1  0  0  0  0
  7  9  1  0  0  0  0
  5 10  1  0  0  0  0
 10 11  1  0  0  0  0
  3 11  1  0  0  0  0
 11 12  1  6  0  0  0
 11 13  1  1  0  0  0
 13 14  2  0  0  0  0
  2 15  1  0  0  0  0
 15 16  2  0  0  0  0
 16 17  1  0  0  0  0
 17 18  1  0  0  0  0
 18 19  2  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  2  0  0  0  0
 18 23  1  0  0  0  0
 15 23  1  0  0  0  0
M  END
> <DATABASE_ID>
NP0331607

> <DATABASE_NAME>
NP-MRD

> <SMILES>
CC(C)=C[C@H]1C[C@@](C)(C=C)[C@@H](N1)C(=O)C1=CNC2=CC=CC=C12

> <INCHI_IDENTIFIER>
InChI=1S/C20H24N2O/c1-5-20(4)11-14(10-13(2)3)22-19(20)18(23)16-12-21-17-9-7-6-8-15(16)17/h5-10,12,14,19,21-22H,1,11H2,2-4H3/t14-,19-,20+/m0/s1

> <INCHI_KEY>
ZSWYXBSEVUNDFU-PNHOKKKMSA-N

> <FORMULA>
C20H24N2O

> <MOLECULAR_WEIGHT>
308.425

> <EXACT_MASS>
308.188863401

> <JCHEM_ACCEPTOR_COUNT>
2

> <JCHEM_ATOM_COUNT>
47

> <JCHEM_AVERAGE_POLARIZABILITY>
35.67328953432076

> <JCHEM_BIOAVAILABILITY>
1

> <JCHEM_DONOR_COUNT>
2

> <JCHEM_FORMAL_CHARGE>
0

> <JCHEM_GHOSE_FILTER>
1

> <JCHEM_IUPAC>
3-[(2R,3S,5R)-3-ethenyl-3-methyl-5-(2-methylprop-1-en-1-yl)pyrrolidine-2-carbonyl]-1H-indole

> <JCHEM_LOGP>
4.060427147666666

> <JCHEM_MDDR_LIKE_RULE>
0

> <JCHEM_NUMBER_OF_RINGS>
3

> <JCHEM_PHYSIOLOGICAL_CHARGE>
1

> <JCHEM_PKA>
19.752813846476705

> <JCHEM_PKA_STRONGEST_ACIDIC>
13.145797129776238

> <JCHEM_PKA_STRONGEST_BASIC>
8.56221248526241

> <JCHEM_POLAR_SURFACE_AREA>
44.89

> <JCHEM_REFRACTIVITY>
95.27110000000002

> <JCHEM_ROTATABLE_BOND_COUNT>
4

> <JCHEM_RULE_OF_FIVE>
1

> <JCHEM_TRADITIONAL_IUPAC>
3-[(2R,3S,5R)-3-ethenyl-3-methyl-5-(2-methylprop-1-en-1-yl)pyrrolidine-2-carbonyl]-1H-indole

> <JCHEM_VEBER_RULE>
0

$$$$

HEADER    PROTEIN                                 26-APR-23   NONE
TITLE     NULL                                                        
COMPND    NULL                                                        
SOURCE    NULL                                                        
KEYWDS    NULL                                                        
EXPDTA    NULL                                                        
AUTHOR    Marvin                                                      
REVDAT   1   26-APR-23         0                                  
HETATM    1  O   UNK     0       2.680  -5.158   0.000  0.00  0.00           O+0
HETATM    2  C   UNK     0       1.650  -4.013   0.000  0.00  0.00           C+0
HETATM    3  C   UNK     0       0.143  -4.334   0.000  0.00  0.00           C+0
HETATM    4  N   UNK     0      -0.483  -5.740   0.000  0.00  0.00           N+0
HETATM    5  C   UNK     0      -2.015  -5.579   0.000  0.00  0.00           C+0
HETATM    6  C   UNK     0      -3.045  -6.724   0.000  0.00  0.00           C+0
HETATM    7  C   UNK     0      -2.569  -8.188   0.000  0.00  0.00           C+0
HETATM    8  C   UNK     0      -1.063  -8.509   0.000  0.00  0.00           C+0
HETATM    9  C   UNK     0      -3.600  -9.333   0.000  0.00  0.00           C+0
HETATM   10  C   UNK     0      -2.335  -4.073   0.000  0.00  0.00           C+0
HETATM   11  C   UNK     0      -1.001  -3.303   0.000  0.00  0.00           C+0
HETATM   12  C   UNK     0      -1.613  -1.890   0.000  0.00  0.00           C+0
HETATM   13  C   UNK     0      -0.109  -2.048   0.000  0.00  0.00           C+0
HETATM   14  C   UNK     0      -0.750  -0.648   0.000  0.00  0.00           C+0
HETATM   15  C   UNK     0       2.126  -2.549   0.000  0.00  0.00           C+0
HETATM   16  C   UNK     0       1.220  -1.303   0.000  0.00  0.00           C+0
HETATM   17  N   UNK     0       2.126  -0.057   0.000  0.00  0.00           N+0
HETATM   18  C   UNK     0       3.590  -0.533   0.000  0.00  0.00           C+0
HETATM   19  C   UNK     0       4.924   0.237   0.000  0.00  0.00           C+0
HETATM   20  C   UNK     0       6.258  -0.533   0.000  0.00  0.00           C+0
HETATM   21  C   UNK     0       6.258  -2.073   0.000  0.00  0.00           C+0
HETATM   22  C   UNK     0       4.924  -2.843   0.000  0.00  0.00           C+0
HETATM   23  C   UNK     0       3.590  -2.073   0.000  0.00  0.00           C+0
CONECT    1    2                                                            
CONECT    2    1    3   15                                                  
CONECT    3    2    4   11                                                  
CONECT    4    3    5                                                       
CONECT    5    4    6   10                                                  
CONECT    6    5    7                                                       
CONECT    7    6    8    9                                                  
CONECT    8    7                                                            
CONECT    9    7                                                            
CONECT   10    5   11                                                       
CONECT   11   10    3   12   13                                             
CONECT   12   11                                                            
CONECT   13   11   14                                                       
CONECT   14   13                                                            
CONECT   15    2   16   23                                                  
CONECT   16   15   17                                                       
CONECT   17   16   18                                                       
CONECT   18   17   19   23                                                  
CONECT   19   18   20                                                       
CONECT   20   19   21                                                       
CONECT   21   20   22                                                       
CONECT   22   21   23                                                       
CONECT   23   22   18   15                                                  
MASTER        0    0    0    0    0    0    0    0   23    0   50    0
END

View in JSmol

Synonyms

Not Available

Chemical Formula

C₂₀H₂₄N₂O

Average Mass

308.4250 Da

Monoisotopic Mass

308.18886 Da

IUPAC Name

Not Available

Traditional Name

Not Available

CAS Registry Number

Not Available

SMILES

CC(C)=C[C@H]1C[C@@](C)(C=C)[C@@H](N1)C(=O)C1=CNC2=CC=CC=C12

InChI Identifier

InChI=1S/C20H24N2O/c1-5-20(4)11-14(10-13(2)3)22-19(20)18(23)16-12-21-17-9-7-6-8-15(16)17/h5-10,12,14,19,21-22H,1,11H2,2-4H3/t14-,19-,20+/m0/s1

InChI Key

ZSWYXBSEVUNDFU-PNHOKKKMSA-N

Experimental Spectra

Spectrum Type	Description	Depositor Email	Depositor Organization	Depositor	Deposition Date	View
1D NMR	[¹³C, ] NMR Spectrum (2D, 126 MHz, CDCl3, experimental)	pierre.le-pogam-alluard@universite-paris-saclay.fr	Not Available	Not Available	2023-04-26	View Spectrum
ROESY NMR	[¹H, ¹H] NMR Spectrum (2D, 500 MHz, CDCl3, experimental)	pierre.le-pogam-alluard@universite-paris-saclay.fr	Not Available	Not Available	2023-04-26	View Spectrum
HMBC NMR	[¹H, ¹³C] NMR Spectrum (2D, 500 MHz, CDCl3, experimental)	pierre.le-pogam-alluard@universite-paris-saclay.fr	Not Available	Not Available	2023-04-26	View Spectrum
HSQC NMR	[¹H, ¹³C] NMR Spectrum (2D, 500 MHz, CDCl3, experimental)	pierre.le-pogam-alluard@universite-paris-saclay.fr	Not Available	Not Available	2023-04-26	View Spectrum
HSQC NMR	[¹H, ¹³C] NMR Spectrum (2D, 500 MHz, CDCl3, experimental)	pierre.le-pogam-alluard@universite-paris-saclay.fr	Not Available	Not Available	2023-04-26	View Spectrum
TOCSY NMR	[¹H, ¹H] NMR Spectrum (2D, 500 MHz, CDCl3, experimental)	pierre.le-pogam-alluard@universite-paris-saclay.fr	Not Available	Not Available	2023-04-26	View Spectrum
COSY NMR	[¹H, ¹H] NMR Spectrum (2D, 500 MHz, CDCl3, experimental)	pierre.le-pogam-alluard@universite-paris-saclay.fr	Not Available	Not Available	2023-04-26	View Spectrum
1D NMR	[¹H, ] NMR Spectrum (2D, 500 MHz, CDCl3, experimental)	pierre.le-pogam-alluard@universite-paris-saclay.fr	Not Available	Not Available	2023-04-26	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 500.19350133 MHz, CDCl₃, simulated)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 125.786711016 MHz, CDCl₃, 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

External Links

Not Available

References

General References

Not Available

Showing NP-Card for Borrecapine (NP0331607)

MOL for NP0331607 (Borrecapine)

3D MOL for NP0331607 (Borrecapine)

3D SDF for NP0331607 (Borrecapine)

3D-SDF for NP0331607 (Borrecapine)

PDB for NP0331607 (Borrecapine)

3D PDB for NP0331607 (Borrecapine)

SMILES for NP0331607 (Borrecapine)

INCHI for NP0331607 (Borrecapine)

Structure for NP0331607 (Borrecapine)

3D Structure for NP0331607 (Borrecapine)