NP-MRD: Showing NP-Card for Polyneurine K (NP0332065)

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Record Information

Version

2.0

Created at

2023-10-31 20:17:31 UTC

Updated at

2024-09-03 04:17:51 UTC

NP-MRD ID

NP0332065

Natural Product DOI

https://doi.org/10.57994/1193

Secondary Accession Numbers

None

Natural Product Identification

Common Name

Polyneurine K

Description

SCHEMBL8457238 belongs to the class of organic compounds known as ibogan-type alkaloids. These are indole alkaloids with a structure based on the ibogamine skeleton or a derivative thereof. Ibogamine is a pentacyclic heterocyclic compound consisting of an indole fused to an azepane-containing tricyclic moiety ring. Iboga alkaloids arise from the cyclization of a secodine-type precursor through the formation of a 16,21 bond. Based on a literature review very few articles have been published on SCHEMBL8457238.

Structure

MOL SDF PDB SMILES InChI


  Mrv2104 10312320172D          

 26 30  0  0  1  0            999 V2000
    1.2051    0.5698    0.0000 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.0410   -0.2387    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
    0.4226   -1.1189    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
   -0.2316   -1.6216    0.0000 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.7073   -1.8612    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    1.4473   -1.4862    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.3919   -2.3169    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.1524   -1.9541    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.7161   -0.9207    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.3982   -0.4005    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
    2.1307   -0.7801    0.0000 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.3746   -0.0581    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.1882   -0.6766    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
   -0.5602    0.0597    0.0000 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.0088   -0.7614    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.4926   -0.0931    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.3132   -0.1779    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.9553   -0.3636    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.3686   -1.0777    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.1754   -0.9053    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.2607   -0.0847    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.5067    0.2500    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    4.0141    0.2517    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.6820   -0.2326    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.5967   -1.0531    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.8433   -1.3895    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
  2  1  1  1  0  0  0
  3  2  1  0  0  0  0
  3  4  1  6  0  0  0
  3  5  1  0  0  0  0
  5  6  1  0  0  0  0
  5  7  1  0  0  0  0
  7  8  1  0  0  0  0
  2  9  1  0  0  0  0
 10  9  1  0  0  0  0
 10  6  1  0  0  0  0
 10 11  1  1  0  0  0
 10 12  1  0  0  0  0
 13 12  1  0  0  0  0
  3 13  1  0  0  0  0
 13 14  1  6  0  0  0
 13 15  1  1  0  0  0
 15 16  1  0  0  0  0
 16 17  1  0  0  0  0
  2 18  1  0  0  0  0
 18 19  2  0  0  0  0
  8 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
 18 22  1  0  0  0  0
 21 23  1  0  0  0  0
 23 24  2  0  0  0  0
 24 25  1  0  0  0  0
 25 26  2  0  0  0  0
 20 26  1  0  0  0  0
M  END


  Mrv2104 10312320172D          

 26 30  0  0  1  0            999 V2000
    1.2051    0.5698    0.0000 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.0410   -0.2387    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
    0.4226   -1.1189    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
   -0.2316   -1.6216    0.0000 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.7073   -1.8612    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    1.4473   -1.4862    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.3919   -2.3169    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.1524   -1.9541    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.7161   -0.9207    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.3982   -0.4005    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
    2.1307   -0.7801    0.0000 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.3746   -0.0581    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.1882   -0.6766    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
   -0.5602    0.0597    0.0000 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.0088   -0.7614    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.4926   -0.0931    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.3132   -0.1779    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.9553   -0.3636    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.3686   -1.0777    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.1754   -0.9053    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.2607   -0.0847    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.5067    0.2500    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    4.0141    0.2517    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.6820   -0.2326    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.5967   -1.0531    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.8433   -1.3895    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
  2  1  1  1  0  0  0
  3  2  1  0  0  0  0
  3  4  1  6  0  0  0
  3  5  1  0  0  0  0
  5  6  1  0  0  0  0
  5  7  1  0  0  0  0
  7  8  1  0  0  0  0
  2  9  1  0  0  0  0
 10  9  1  0  0  0  0
 10  6  1  0  0  0  0
 10 11  1  1  0  0  0
 10 12  1  0  0  0  0
 13 12  1  0  0  0  0
  3 13  1  0  0  0  0
 13 14  1  6  0  0  0
 13 15  1  1  0  0  0
 15 16  1  0  0  0  0
 16 17  1  0  0  0  0
  2 18  1  0  0  0  0
 18 19  2  0  0  0  0
  8 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
 18 22  1  0  0  0  0
 21 23  1  0  0  0  0
 23 24  2  0  0  0  0
 24 25  1  0  0  0  0
 25 26  2  0  0  0  0
 20 26  1  0  0  0  0
M  END
> <DATABASE_ID>
NP0332065

> <DATABASE_NAME>
NP-MRD

> <SMILES>
[H][C@]12CN3CCC4=C(NC5=C4C=CC=C5)[C@]([H])(C1)[C@]3([H])[C@@]([H])(CCO)C2

> <INCHI_IDENTIFIER>
InChI=1S/C19H24N2O/c22-8-6-13-9-12-10-16-18-15(5-7-21(11-12)19(13)16)14-3-1-2-4-17(14)20-18/h1-4,12-13,16,19-20,22H,5-11H2/t12-,13+,16+,19+/m1/s1

> <INCHI_KEY>
FULNBWXZLPTZMO-YGOSVGOTSA-N

> <FORMULA>
C19H24N2O

> <MOLECULAR_WEIGHT>
296.414

> <EXACT_MASS>
296.188863401

> <JCHEM_ACCEPTOR_COUNT>
2

> <JCHEM_ATOM_COUNT>
46

> <JCHEM_AVERAGE_POLARIZABILITY>
34.59953649216095

> <JCHEM_BIOAVAILABILITY>
1

> <JCHEM_DONOR_COUNT>
2

> <JCHEM_FORMAL_CHARGE>
0

> <JCHEM_GHOSE_FILTER>
1

> <JCHEM_IUPAC>
2-[(1R,15R,17R,18S)-3,13-diazapentacyclo[13.3.1.0^{2,10}.0^{4,9}.0^{13,18}]nonadeca-2(10),4(9),5,7-tetraen-17-yl]ethan-1-ol

> <JCHEM_LOGP>
2.2522518393333333

> <JCHEM_MDDR_LIKE_RULE>
0

> <JCHEM_NUMBER_OF_RINGS>
5

> <JCHEM_PHYSIOLOGICAL_CHARGE>
1

> <JCHEM_PKA>
16.866986591162533

> <JCHEM_PKA_STRONGEST_ACIDIC>
15.905084102612433

> <JCHEM_PKA_STRONGEST_BASIC>
8.610589109532905

> <JCHEM_POLAR_SURFACE_AREA>
39.26

> <JCHEM_REFRACTIVITY>
89.03800000000003

> <JCHEM_ROTATABLE_BOND_COUNT>
2

> <JCHEM_RULE_OF_FIVE>
1

> <JCHEM_TRADITIONAL_IUPAC>
2-[(1R,15R,17R,18S)-3,13-diazapentacyclo[13.3.1.0^{2,10}.0^{4,9}.0^{13,18}]nonadeca-2(10),4(9),5,7-tetraen-17-yl]ethanol

> <JCHEM_VEBER_RULE>
1

$$$$

HEADER    PROTEIN                                 31-OCT-23   NONE
TITLE     NULL                                                        
COMPND    NULL                                                        
SOURCE    NULL                                                        
KEYWDS    NULL                                                        
EXPDTA    NULL                                                        
AUTHOR    Marvin                                                      
REVDAT   1   31-OCT-23         0                                  
HETATM    1  H   UNK     0       2.250   1.064   0.000  0.00  0.00           H+0
HETATM    2  C   UNK     0       1.943  -0.446   0.000  0.00  0.00           C+0
HETATM    3  C   UNK     0       0.789  -2.089   0.000  0.00  0.00           C+0
HETATM    4  H   UNK     0      -0.432  -3.027   0.000  0.00  0.00           H+0
HETATM    5  N   UNK     0       1.320  -3.474   0.000  0.00  0.00           N+0
HETATM    6  C   UNK     0       2.702  -2.774   0.000  0.00  0.00           C+0
HETATM    7  C   UNK     0       2.598  -4.325   0.000  0.00  0.00           C+0
HETATM    8  C   UNK     0       4.018  -3.648   0.000  0.00  0.00           C+0
HETATM    9  C   UNK     0       3.203  -1.719   0.000  0.00  0.00           C+0
HETATM   10  C   UNK     0       2.610  -0.748   0.000  0.00  0.00           C+0
HETATM   11  H   UNK     0       3.977  -1.456   0.000  0.00  0.00           H+0
HETATM   12  C   UNK     0       0.699  -0.108   0.000  0.00  0.00           C+0
HETATM   13  C   UNK     0      -0.351  -1.263   0.000  0.00  0.00           C+0
HETATM   14  H   UNK     0      -1.046   0.112   0.000  0.00  0.00           H+0
HETATM   15  C   UNK     0      -1.883  -1.421   0.000  0.00  0.00           C+0
HETATM   16  C   UNK     0      -2.786  -0.174   0.000  0.00  0.00           C+0
HETATM   17  O   UNK     0      -4.318  -0.332   0.000  0.00  0.00           O+0
HETATM   18  C   UNK     0       3.650  -0.679   0.000  0.00  0.00           C+0
HETATM   19  C   UNK     0       4.421  -2.012   0.000  0.00  0.00           C+0
HETATM   20  C   UNK     0       5.927  -1.690   0.000  0.00  0.00           C+0
HETATM   21  C   UNK     0       6.087  -0.158   0.000  0.00  0.00           C+0
HETATM   22  N   UNK     0       4.679   0.467   0.000  0.00  0.00           N+0
HETATM   23  C   UNK     0       7.493   0.470   0.000  0.00  0.00           C+0
HETATM   24  C   UNK     0       8.740  -0.434   0.000  0.00  0.00           C+0
HETATM   25  C   UNK     0       8.580  -1.966   0.000  0.00  0.00           C+0
HETATM   26  C   UNK     0       7.174  -2.594   0.000  0.00  0.00           C+0
CONECT    1    2                                                            
CONECT    2    1    3    9   18                                             
CONECT    3    2    4    5   13                                             
CONECT    4    3                                                            
CONECT    5    3    6    7                                                  
CONECT    6    5   10                                                       
CONECT    7    5    8                                                       
CONECT    8    7   19                                                       
CONECT    9    2   10                                                       
CONECT   10    9    6   11   12                                             
CONECT   11   10                                                            
CONECT   12   10   13                                                       
CONECT   13   12    3   14   15                                             
CONECT   14   13                                                            
CONECT   15   13   16                                                       
CONECT   16   15   17                                                       
CONECT   17   16                                                            
CONECT   18    2   19   22                                                  
CONECT   19   18    8   20                                                  
CONECT   20   19   21   26                                                  
CONECT   21   20   22   23                                                  
CONECT   22   21   18                                                       
CONECT   23   21   24                                                       
CONECT   24   23   25                                                       
CONECT   25   24   26                                                       
CONECT   26   25   20                                                       
MASTER        0    0    0    0    0    0    0    0   26    0   60    0
END

View in JSmol

Synonyms

Not Available

Chemical Formula

C₁₉H₂₄N₂O

Average Mass

296.4140 Da

Monoisotopic Mass

296.18886 Da

IUPAC Name

2-[(1R,15R,17R,18S)-3,13-diazapentacyclo[13.3.1.0^{2,10}.0^{4,9}.0^{13,18}]nonadeca-2(10),4(9),5,7-tetraen-17-yl]ethan-1-ol

Traditional Name

2-[(1R,15R,17R,18S)-3,13-diazapentacyclo[13.3.1.0^{2,10}.0^{4,9}.0^{13,18}]nonadeca-2(10),4(9),5,7-tetraen-17-yl]ethanol

CAS Registry Number

Not Available

SMILES

[H][C@]12CN3CCC4=C(NC5=C4C=CC=C5)[C@]([H])(C1)[C@]3([H])[C@@]([H])(CCO)C2

InChI Identifier

InChI=1S/C19H24N2O/c22-8-6-13-9-12-10-16-18-15(5-7-21(11-12)19(13)16)14-3-1-2-4-17(14)20-18/h1-4,12-13,16,19-20,22H,5-11H2/t12-,13+,16+,19+/m1/s1

InChI Key

FULNBWXZLPTZMO-YGOSVGOTSA-N

Experimental Spectra

Spectrum Type	Description	Depositor Email	Depositor Organization	Depositor	Deposition Date	View
NOESY NMR	[¹H, ¹H] NMR Spectrum (2D, 600 MHz, CDCl3, experimental)	yylow@um.edu.my	Department of Chemistry, Faculty of Science, Universiti Malaya	Yun-Yee Low	2024-05-04	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 151 MHz, CDCl3, experimental)	yylow@um.edu.my	Department of Chemistry, Faculty of Science, Universiti Malaya	Yun-Yee Low	2024-05-04	View Spectrum
HSQC NMR	[¹H, ¹³C] NMR Spectrum (2D, 600 MHz, CDCl3, experimental)	yylow@um.edu.my	Department of Chemistry, Faculty of Science, Universiti Malaya	Yun-Yee Low	2024-05-04	View Spectrum
COSY NMR	[¹H, ¹H] NMR Spectrum (2D, 600 MHz, CDCl3, experimental)	yylow@um.edu.my	Department of Chemistry, Faculty of Science, Universiti Malaya	Yun-Yee Low	2024-05-04	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 600 MHz, CDCl3, experimental)	yylow@um.edu.my	Department of Chemistry, Faculty of Science, Universiti Malaya	Yun-Yee Low	2024-05-04	View Spectrum
HMBC NMR	[¹H, ¹³C] NMR Spectrum (2D, 600 MHz, CDCl3, experimental)	yylow@um.edu.my	Department of Chemistry, Faculty of Science, Universiti Malaya	Yun-Yee Low	2024-05-04	View Spectrum

Predicted Spectra

Not Available

Chemical Shift Submissions

Not Available

Species

Species of Origin

Species Name	Source	Reference
polyneura		Not Available

Chemical Taxonomy

Description

Belongs to the class of organic compounds known as ibogan-type alkaloids. These are indole alkaloids with a structure based on the ibogamine skeleton or a derivative thereof. Ibogamine is a pentacyclic heterocyclic compound consisting of an indole fused to an azepane-containing tricyclic moiety ring. Iboga alkaloids arise from the cyclization of a secodine-type precursor through the formation of a 16,21 bond.

Kingdom

Organic compounds

Super Class

Alkaloids and derivatives

Class

Ibogan-type alkaloids

Sub Class

Not Available

Direct Parent

Ibogan-type alkaloids

Alternative Parents

Substituents

Ibogan skeleton
Catharanthine skeleton
3-alkylindole
Pyrroloazepine
Indole
Indole or derivatives
Azepine
Aralkylamine
Piperidine
Benzenoid
Heteroaromatic compound
Pyrrole
Tertiary aliphatic amine
Tertiary amine
Organoheterocyclic compound
Azacycle
Amine
Primary alcohol
Organooxygen compound
Organonitrogen compound
Alcohol
Hydrocarbon derivative
Organic oxygen compound
Organic nitrogen compound
Aromatic heteropolycyclic compound

Molecular Framework

Aromatic heteropolycyclic compounds

External Descriptors

Not Available

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	2.25	ChemAxon
pKa (Strongest Acidic)	15.91	ChemAxon
pKa (Strongest Basic)	8.61	ChemAxon
Physiological Charge	1	ChemAxon
Hydrogen Acceptor Count	2	ChemAxon
Hydrogen Donor Count	2	ChemAxon
Polar Surface Area	39.26 Å²	ChemAxon
Rotatable Bond Count	2	ChemAxon
Refractivity	89.04 m³·mol⁻¹	ChemAxon
Polarizability	34.6 Å³	ChemAxon
Number of Rings	5	ChemAxon
Bioavailability	Yes	ChemAxon
Rule of Five	Yes	ChemAxon
Ghose Filter	Yes	ChemAxon
Veber's Rule	Yes	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

15479171

PDB ID

Not Available

ChEBI ID

Not Available

Good Scents ID

Not Available

References

General References

Not Available

Showing NP-Card for Polyneurine K (NP0332065)

MOL for NP0332065 (Polyneurine K)

3D MOL for NP0332065 (Polyneurine K)

3D SDF for NP0332065 (Polyneurine K)

3D-SDF for NP0332065 (Polyneurine K)

PDB for NP0332065 (Polyneurine K)

3D PDB for NP0332065 (Polyneurine K)

SMILES for NP0332065 (Polyneurine K)

INCHI for NP0332065 (Polyneurine K)

Structure for NP0332065 (Polyneurine K)

3D Structure for NP0332065 (Polyneurine K)