NP-MRD: Showing NP-Card for Polyneurine A (NP0332059)

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Record Information

Version

2.0

Created at

2023-10-31 20:08:10 UTC

Updated at

2024-09-03 04:17:50 UTC

NP-MRD ID

NP0332059

Natural Product DOI

https://doi.org/10.57994/1187

Secondary Accession Numbers

None

Natural Product Identification

Common Name

Polyneurine A

Description

Polyneurine A belongs to the class of organic compounds known as pyrroloazepines. Pyrroloazepines are compounds containing a pyrroloazepine moiety, which is a bicyclic heterocycle which consists of a pyrrole ring fused to an azepine. Pyrrole is 5-membered ring consisting of four carbon atoms and one nitrogen atom. Azepine is a 7-membered ring consisting of six carbon and one nitrogen atom. Polyneurine A was first documented in 2023 (PMID: 36646163). Based on a literature review very few articles have been published on Polyneurine A.

Structure

MOL SDF PDB SMILES InChI


  Mrv2104 10312320082D          

 25 30  0  0  1  0            999 V2000
    0.7449    0.0016    0.0000 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.0604    0.7639    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
    1.5489   -0.0771    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
    2.1632   -0.1898    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.3698    0.6428    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
    1.4992    1.0326    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.5353    0.6244    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
   -0.0548    1.2009    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.2164   -0.1806    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.9120   -0.6408    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.9697   -1.4637    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.8004    1.3465    0.0000 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.1497    1.3830    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.3482    1.5561    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    2.0752    1.9884    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.8485    1.5922    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.0852    0.7756    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.5957    0.1114    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.0761   -0.5593    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    3.8624   -0.3097    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.5741   -0.7270    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.2913   -0.3194    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.2969    0.5056    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.5853    0.9230    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.8680    0.5153    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
  2  1  1  1  0  0  0
  2  3  1  0  0  0  0
  3  4  1  6  0  0  0
  5  4  1  0  0  0  0
  5  6  1  0  0  0  0
  7  6  1  0  0  0  0
  2  7  1  0  0  0  0
  7  8  1  6  0  0  0
  7  9  1  0  0  0  0
  9 10  1  0  0  0  0
  3 10  1  0  0  0  0
 10 11  2  0  0  0  0
  5 12  1  6  0  0  0
  5 13  1  0  0  0  0
 13 14  1  0  0  0  0
  2 14  1  0  0  0  0
 14 15  1  0  0  0  0
 15 16  1  0  0  0  0
 16 17  1  0  0  0  0
 17 18  2  0  0  0  0
  3 18  1  0  0  0  0
 18 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
 22 23  2  0  0  0  0
 23 24  1  0  0  0  0
 24 25  2  0  0  0  0
 20 25  1  0  0  0  0
 17 25  1  0  0  0  0
M  END


  Mrv2104 10312320082D          

 25 30  0  0  1  0            999 V2000
    0.7449    0.0016    0.0000 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.0604    0.7639    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
    1.5489   -0.0771    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
    2.1632   -0.1898    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.3698    0.6428    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
    1.4992    1.0326    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.5353    0.6244    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
   -0.0548    1.2009    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.2164   -0.1806    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.9120   -0.6408    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.9697   -1.4637    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.8004    1.3465    0.0000 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.1497    1.3830    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.3482    1.5561    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    2.0752    1.9884    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.8485    1.5922    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.0852    0.7756    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.5957    0.1114    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.0761   -0.5593    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    3.8624   -0.3097    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.5741   -0.7270    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.2913   -0.3194    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.2969    0.5056    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.5853    0.9230    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.8680    0.5153    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
  2  1  1  1  0  0  0
  2  3  1  0  0  0  0
  3  4  1  6  0  0  0
  5  4  1  0  0  0  0
  5  6  1  0  0  0  0
  7  6  1  0  0  0  0
  2  7  1  0  0  0  0
  7  8  1  6  0  0  0
  7  9  1  0  0  0  0
  9 10  1  0  0  0  0
  3 10  1  0  0  0  0
 10 11  2  0  0  0  0
  5 12  1  6  0  0  0
  5 13  1  0  0  0  0
 13 14  1  0  0  0  0
  2 14  1  0  0  0  0
 14 15  1  0  0  0  0
 15 16  1  0  0  0  0
 16 17  1  0  0  0  0
 17 18  2  0  0  0  0
  3 18  1  0  0  0  0
 18 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
 22 23  2  0  0  0  0
 23 24  1  0  0  0  0
 24 25  2  0  0  0  0
 20 25  1  0  0  0  0
 17 25  1  0  0  0  0
M  END
> <DATABASE_ID>
NP0332059

> <DATABASE_NAME>
NP-MRD

> <SMILES>
[H][C@]12N3C[C@]4([H])C[C@@]1(C)OC(=O)[C@]2(C4)C1=C(CC3)C2=CC=CC=C2N1

> <INCHI_IDENTIFIER>
InChI=1S/C19H20N2O2/c1-18-8-11-9-19(17(22)23-18)15-13(6-7-21(10-11)16(18)19)12-4-2-3-5-14(12)20-15/h2-5,11,16,20H,6-10H2,1H3/t11-,16+,18+,19-/m1/s1

> <INCHI_KEY>
XWQDMXUSRBBDSJ-PFMQWVDZSA-N

> <FORMULA>
C19H20N2O2

> <MOLECULAR_WEIGHT>
308.381

> <EXACT_MASS>
308.152477892

> <JCHEM_ACCEPTOR_COUNT>
2

> <JCHEM_ATOM_COUNT>
43

> <JCHEM_AVERAGE_POLARIZABILITY>
33.56201529651114

> <JCHEM_BIOAVAILABILITY>
1

> <JCHEM_DONOR_COUNT>
1

> <JCHEM_FORMAL_CHARGE>
0

> <JCHEM_GHOSE_FILTER>
1

> <JCHEM_IUPAC>
(1S,15S,17R,20R)-17-methyl-18-oxa-3,13-diazahexacyclo[11.6.1.1^{1,15}.0^{2,10}.0^{4,9}.0^{17,20}]henicosa-2(10),4,6,8-tetraen-19-one

> <JCHEM_LOGP>
2.4335773326666654

> <JCHEM_MDDR_LIKE_RULE>
0

> <JCHEM_NUMBER_OF_RINGS>
6

> <JCHEM_PHYSIOLOGICAL_CHARGE>
1

> <JCHEM_PKA_STRONGEST_ACIDIC>
16.376401753244664

> <JCHEM_PKA_STRONGEST_BASIC>
7.173218665255577

> <JCHEM_POLAR_SURFACE_AREA>
45.33

> <JCHEM_REFRACTIVITY>
86.60430000000001

> <JCHEM_ROTATABLE_BOND_COUNT>
0

> <JCHEM_RULE_OF_FIVE>
1

> <JCHEM_TRADITIONAL_IUPAC>
(1S,15S,17R,20R)-17-methyl-18-oxa-3,13-diazahexacyclo[11.6.1.1^{1,15}.0^{2,10}.0^{4,9}.0^{17,20}]henicosa-2(10),4,6,8-tetraen-19-one

> <JCHEM_VEBER_RULE>
0

$$$$

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       1.390   0.003   0.000  0.00  0.00           H+0
HETATM    2  C   UNK     0       1.979   1.426   0.000  0.00  0.00           C+0
HETATM    3  C   UNK     0       2.891  -0.144   0.000  0.00  0.00           C+0
HETATM    4  C   UNK     0       4.038  -0.354   0.000  0.00  0.00           C+0
HETATM    5  C   UNK     0       4.424   1.200   0.000  0.00  0.00           C+0
HETATM    6  C   UNK     0       2.798   1.928   0.000  0.00  0.00           C+0
HETATM    7  C   UNK     0       0.999   1.166   0.000  0.00  0.00           C+0
HETATM    8  C   UNK     0      -0.102   2.242   0.000  0.00  0.00           C+0
HETATM    9  O   UNK     0       0.404  -0.337   0.000  0.00  0.00           O+0
HETATM   10  C   UNK     0       1.702  -1.196   0.000  0.00  0.00           C+0
HETATM   11  O   UNK     0       1.810  -2.732   0.000  0.00  0.00           O+0
HETATM   12  H   UNK     0       5.227   2.513   0.000  0.00  0.00           H+0
HETATM   13  C   UNK     0       4.013   2.582   0.000  0.00  0.00           C+0
HETATM   14  N   UNK     0       2.517   2.905   0.000  0.00  0.00           N+0
HETATM   15  C   UNK     0       3.874   3.712   0.000  0.00  0.00           C+0
HETATM   16  C   UNK     0       5.317   2.972   0.000  0.00  0.00           C+0
HETATM   17  C   UNK     0       5.759   1.448   0.000  0.00  0.00           C+0
HETATM   18  C   UNK     0       4.845   0.208   0.000  0.00  0.00           C+0
HETATM   19  N   UNK     0       5.742  -1.044   0.000  0.00  0.00           N+0
HETATM   20  C   UNK     0       7.210  -0.578   0.000  0.00  0.00           C+0
HETATM   21  C   UNK     0       8.538  -1.357   0.000  0.00  0.00           C+0
HETATM   22  C   UNK     0       9.877  -0.596   0.000  0.00  0.00           C+0
HETATM   23  C   UNK     0       9.888   0.944   0.000  0.00  0.00           C+0
HETATM   24  C   UNK     0       8.559   1.723   0.000  0.00  0.00           C+0
HETATM   25  C   UNK     0       7.220   0.962   0.000  0.00  0.00           C+0
CONECT    1    2                                                            
CONECT    2    1    3    7   14                                             
CONECT    3    2    4   10   18                                             
CONECT    4    3    5                                                       
CONECT    5    4    6   12   13                                             
CONECT    6    5    7                                                       
CONECT    7    6    2    8    9                                             
CONECT    8    7                                                            
CONECT    9    7   10                                                       
CONECT   10    9    3   11                                                  
CONECT   11   10                                                            
CONECT   12    5                                                            
CONECT   13    5   14                                                       
CONECT   14   13    2   15                                                  
CONECT   15   14   16                                                       
CONECT   16   15   17                                                       
CONECT   17   16   18   25                                                  
CONECT   18   17    3   19                                                  
CONECT   19   18   20                                                       
CONECT   20   19   21   25                                                  
CONECT   21   20   22                                                       
CONECT   22   21   23                                                       
CONECT   23   22   24                                                       
CONECT   24   23   25                                                       
CONECT   25   24   20   17                                                  
MASTER        0    0    0    0    0    0    0    0   25    0   60    0
END

View in JSmol

Synonyms

Not Available

Chemical Formula

C₁₉H₂₀N₂O₂

Average Mass

308.3810 Da

Monoisotopic Mass

308.15248 Da

IUPAC Name

(1S,15S,17R,20R)-17-methyl-18-oxa-3,13-diazahexacyclo[11.6.1.1^{1,15}.0^{2,10}.0^{4,9}.0^{17,20}]henicosa-2(10),4,6,8-tetraen-19-one

Traditional Name

(1S,15S,17R,20R)-17-methyl-18-oxa-3,13-diazahexacyclo[11.6.1.1^{1,15}.0^{2,10}.0^{4,9}.0^{17,20}]henicosa-2(10),4,6,8-tetraen-19-one

CAS Registry Number

Not Available

SMILES

[H][C@]12N3C[C@]4([H])C[C@@]1(C)OC(=O)[C@]2(C4)C1=C(CC3)C2=CC=CC=C2N1

InChI Identifier

InChI=1S/C19H20N2O2/c1-18-8-11-9-19(17(22)23-18)15-13(6-7-21(10-11)16(18)19)12-4-2-3-5-14(12)20-15/h2-5,11,16,20H,6-10H2,1H3/t11-,16+,18+,19-/m1/s1

InChI Key

XWQDMXUSRBBDSJ-PFMQWVDZSA-N

Experimental Spectra

Spectrum Type	Description	Depositor Email	Depositor Organization	Depositor	Deposition Date	View
1D_DEPT NMR	¹³C NMR Spectrum (1D, 151 MHz, CDCl3, experimental)	yylow@um.edu.my	Department of Chemistry, Faculty of Science, Universiti Malaya	Yun-Yee Low	2024-05-11	View Spectrum
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	2023-10-31	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	2023-10-31	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	2023-10-31	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	2023-10-31	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	2023-10-31	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	2023-10-31	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
Tabernaemontana polyneura		Not Available

Chemical Taxonomy

Description

This compound belongs to the class of organic compounds known as pyrroloazepines. These are compounds containing a pyrroloazepine moiety, which is a bicyclic heterocycle which consists of a pyrrole ring fused to an azepine. Pyrrole is 5-membered ring consisting of four carbon atoms and one nitrogen atom. Azepine is a 7-membered ring consisting of six carbon and one nitrogen atom.

Kingdom

Organic compounds

Super Class

Organoheterocyclic compounds

Class

Pyrroloazepines

Sub Class

Not Available

Direct Parent

Pyrroloazepines

Alternative Parents

Substituents

Pyrroloazepine
Piperidinecarboxylic acid
Indole or derivatives
Indole
Caprolactone
Oxepane
Fatty acid ester
Azepine
Fatty acyl
Benzenoid
Piperidine
Gamma butyrolactone
Heteroaromatic compound
Tetrahydrofuran
Pyrroline
Pyrrole
Tertiary aliphatic amine
Tertiary amine
Lactone
Carboxylic acid ester
Amino acid or derivatives
Oxacycle
Azacycle
Secondary amine
Monocarboxylic acid or derivatives
Secondary aliphatic amine
Carboxylic acid derivative
Organic nitrogen compound
Organic oxygen compound
Organopnictogen compound
Organic oxide
Hydrocarbon derivative
Organooxygen compound
Organonitrogen compound
Amine
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	2.43	ChemAxon
pKa (Strongest Acidic)	16.38	ChemAxon
pKa (Strongest Basic)	7.17	ChemAxon
Physiological Charge	1	ChemAxon
Hydrogen Acceptor Count	2	ChemAxon
Hydrogen Donor Count	1	ChemAxon
Polar Surface Area	45.33 Å²	ChemAxon
Rotatable Bond Count	0	ChemAxon
Refractivity	86.6 m³·mol⁻¹	ChemAxon
Polarizability	33.56 Å³	ChemAxon
Number of Rings	6	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

Not Available

PDB ID

Not Available

ChEBI ID

Not Available

Good Scents ID

Not Available

References

General References

Showing NP-Card for Polyneurine A (NP0332059)

MOL for NP0332059 (Polyneurine A)

3D MOL for NP0332059 (Polyneurine A)

3D SDF for NP0332059 (Polyneurine A)

3D-SDF for NP0332059 (Polyneurine A)

PDB for NP0332059 (Polyneurine A)

3D PDB for NP0332059 (Polyneurine A)

SMILES for NP0332059 (Polyneurine A)

INCHI for NP0332059 (Polyneurine A)

Structure for NP0332059 (Polyneurine A)

3D Structure for NP0332059 (Polyneurine A)