NP-MRD: Showing NP-Card for scolopenoline A (NP0332659)

Jump To Section:

Identification Spectra BioTaxonomy ChemoTaxonomy Physical properties Links References XML

Record Information

Version

2.0

Created at

2024-03-17 14:45:10 UTC

Updated at

2024-11-01 01:38:51 UTC

NP-MRD ID

NP0332659

Natural Product DOI

https://doi.org/10.57994/1919

Secondary Accession Numbers

None

Natural Product Identification

Common Name

scolopenoline A

Description

Scolopenoline A belongs to the class of organic compounds known as phenylpyrrolidines. These are polycyclic aromatic compounds containing a benzene ring linked to a pyrrolidine ring through a CC or CN bond. Pyrrolidine is a five-membered saturated aliphatic heterocycle with one nitrogen atom and four carbon atoms. Based on a literature review very few articles have been published on scolopenoline A.

Structure

MOL SDF PDB SMILES InChI


  Mrv2104 03172414452D          

 20 22  0  0  1  0            999 V2000
    1.4289    0.8250    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.4289    0.0000    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.1434   -0.4125    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.8579    0.0000    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    3.5724   -0.4125    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.5724   -1.2375    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.2868   -1.6500    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.8579   -1.6500    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.1434   -1.2375    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.4289   -1.6500    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.7145   -1.2375    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.7145   -0.4125    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.0000   -0.0000    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
   -0.0862    0.8205    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.8932    0.9920    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.3057    0.2775    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.7537   -0.3356    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   -0.9252   -1.1425    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.7098   -1.3975    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   -0.3121   -1.6946    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  1  0  0  0  0
  2  3  2  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  1  0  0  0  0
  6  8  2  0  0  0  0
  3  9  1  0  0  0  0
  8  9  1  0  0  0  0
  9 10  2  0  0  0  0
 10 11  1  0  0  0  0
 11 12  2  0  0  0  0
  2 12  1  0  0  0  0
 13 12  1  1  0  0  0
 13 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
 13 17  1  0  0  0  0
 17 18  1  0  0  0  0
 18 19  1  0  0  0  0
 18 20  2  0  0  0  0
M  END
> <DATABASE_ID>
NP0332659

> <DATABASE_NAME>
NP-MRD

> <SMILES>
NC(=N)N1CCC[C@H]1C1=CC=C2C=C(O)C=NC2=C1O

> <INCHI_IDENTIFIER>
InChI=1S/C14H16N4O2/c15-14(16)18-5-1-2-11(18)10-4-3-8-6-9(19)7-17-12(8)13(10)20/h3-4,6-7,11,19-20H,1-2,5H2,(H3,15,16)/t11-/m0/s1

> <INCHI_KEY>
PNFBSYDRCAYPLW-NSHDSACASA-N

> <FORMULA>
C14H16N4O2

> <MOLECULAR_WEIGHT>
272.308

> <EXACT_MASS>
272.127325771

> <JCHEM_ACCEPTOR_COUNT>
6

> <JCHEM_ATOM_COUNT>
36

> <JCHEM_AVERAGE_POLARIZABILITY>
28.333328763960118

> <JCHEM_BIOAVAILABILITY>
1

> <JCHEM_DONOR_COUNT>
4

> <JCHEM_FORMAL_CHARGE>
0

> <JCHEM_GHOSE_FILTER>
1

> <JCHEM_IUPAC>
(2S)-2-(3,8-dihydroxyquinolin-7-yl)pyrrolidine-1-carboximidamide

> <JCHEM_LOGP>
0.718328413248917

> <JCHEM_MDDR_LIKE_RULE>
0

> <JCHEM_NUMBER_OF_RINGS>
3

> <JCHEM_PHYSIOLOGICAL_CHARGE>
1

> <JCHEM_PKA>
9.70497825452959

> <JCHEM_PKA_STRONGEST_ACIDIC>
7.946167606610969

> <JCHEM_PKA_STRONGEST_BASIC>
12.261127683907354

> <JCHEM_POLAR_SURFACE_AREA>
106.46000000000001

> <JCHEM_REFRACTIVITY>
85.63500000000002

> <JCHEM_ROTATABLE_BOND_COUNT>
1

> <JCHEM_RULE_OF_FIVE>
1

> <JCHEM_TRADITIONAL_IUPAC>
(2S)-2-(3,8-dihydroxyquinolin-7-yl)pyrrolidine-1-carboximidamide

> <JCHEM_VEBER_RULE>
0

$$$$

HEADER    PROTEIN                                 17-MAR-24   NONE
TITLE     NULL                                                        
COMPND    NULL                                                        
SOURCE    NULL                                                        
KEYWDS    NULL                                                        
EXPDTA    NULL                                                        
AUTHOR    Marvin                                                      
REVDAT   1   17-MAR-24         0                                  
HETATM    1  O   UNK     0       2.667   1.540   0.000  0.00  0.00           O+0
HETATM    2  C   UNK     0       2.667   0.000   0.000  0.00  0.00           C+0
HETATM    3  C   UNK     0       4.001  -0.770   0.000  0.00  0.00           C+0
HETATM    4  N   UNK     0       5.335   0.000   0.000  0.00  0.00           N+0
HETATM    5  C   UNK     0       6.668  -0.770   0.000  0.00  0.00           C+0
HETATM    6  C   UNK     0       6.668  -2.310   0.000  0.00  0.00           C+0
HETATM    7  O   UNK     0       8.002  -3.080   0.000  0.00  0.00           O+0
HETATM    8  C   UNK     0       5.335  -3.080   0.000  0.00  0.00           C+0
HETATM    9  C   UNK     0       4.001  -2.310   0.000  0.00  0.00           C+0
HETATM   10  C   UNK     0       2.667  -3.080   0.000  0.00  0.00           C+0
HETATM   11  C   UNK     0       1.334  -2.310   0.000  0.00  0.00           C+0
HETATM   12  C   UNK     0       1.334  -0.770   0.000  0.00  0.00           C+0
HETATM   13  C   UNK     0       0.000  -0.000   0.000  0.00  0.00           C+0
HETATM   14  C   UNK     0      -0.161   1.532   0.000  0.00  0.00           C+0
HETATM   15  C   UNK     0      -1.667   1.852   0.000  0.00  0.00           C+0
HETATM   16  C   UNK     0      -2.437   0.518   0.000  0.00  0.00           C+0
HETATM   17  N   UNK     0      -1.407  -0.626   0.000  0.00  0.00           N+0
HETATM   18  C   UNK     0      -1.727  -2.133   0.000  0.00  0.00           C+0
HETATM   19  N   UNK     0      -3.192  -2.609   0.000  0.00  0.00           N+0
HETATM   20  N   UNK     0      -0.583  -3.163   0.000  0.00  0.00           N+0
CONECT    1    2                                                            
CONECT    2    1    3   12                                                  
CONECT    3    2    4    9                                                  
CONECT    4    3    5                                                       
CONECT    5    4    6                                                       
CONECT    6    5    7    8                                                  
CONECT    7    6                                                            
CONECT    8    6    9                                                       
CONECT    9    3    8   10                                                  
CONECT   10    9   11                                                       
CONECT   11   10   12                                                       
CONECT   12   11    2   13                                                  
CONECT   13   12   14   17                                                  
CONECT   14   13   15                                                       
CONECT   15   14   16                                                       
CONECT   16   15   17                                                       
CONECT   17   16   13   18                                                  
CONECT   18   17   19   20                                                  
CONECT   19   18                                                            
CONECT   20   18                                                            
MASTER        0    0    0    0    0    0    0    0   20    0   44    0
END

View in JSmol

Synonyms

Not Available

Chemical Formula

C₁₄H₁₆N₄O₂

Average Mass

272.3080 Da

Monoisotopic Mass

272.12733 Da

IUPAC Name

(2S)-2-(3,8-dihydroxyquinolin-7-yl)pyrrolidine-1-carboximidamide

Traditional Name

(2S)-2-(3,8-dihydroxyquinolin-7-yl)pyrrolidine-1-carboximidamide

CAS Registry Number

Not Available

SMILES

NC(=N)N1CCC[C@H]1C1=CC=C2C=C(O)C=NC2=C1O

InChI Identifier

InChI=1S/C14H16N4O2/c15-14(16)18-5-1-2-11(18)10-4-3-8-6-9(19)7-17-12(8)13(10)20/h3-4,6-7,11,19-20H,1-2,5H2,(H3,15,16)/t11-/m0/s1

InChI Key

PNFBSYDRCAYPLW-NSHDSACASA-N

Experimental Spectra

Spectrum Type	Description	Depositor Email	Depositor Organization	Depositor	Deposition Date	View
HMBC NMR	[¹H, ¹³C] NMR Spectrum (2D, 600 MHz, CD3OD, experimental)	hubinyuan2018@163.com	Shenzhen University	Hu Bin-Yuan	2024-03-17	View Spectrum
HSQC NMR	[¹H, ¹³C] NMR Spectrum (2D, 600 MHz, CD3OD, experimental)	hubinyuan2018@163.com	Shenzhen University	Hu Bin-Yuan	2024-03-17	View Spectrum
COSY NMR	[¹H, ¹H] NMR Spectrum (2D, 600 MHz, CD3OD, experimental)	hubinyuan2018@163.com	Shenzhen University	Hu Bin-Yuan	2024-03-17	View Spectrum
1D_DEPT NMR	¹³C NMR Spectrum (1D, 151 MHz, CD3OD, experimental)	hubinyuan2018@163.com	Shenzhen University	Hu Bin-Yuan	2024-03-17	View Spectrum
1D_ NMR	¹H NMR Spectrum (1D, 500 MHz, CD3OD, experimental)	hubinyuan2018@163.com	Shenzhen University	Hu Bin-Yuan	2024-03-17	View Spectrum
1D_ NMR	¹³C NMR Spectrum (1D, 151 MHz, CD3OD, experimental)	hubinyuan2018@163.com	Shenzhen University	Hu Bin-Yuan	2024-03-17	View Spectrum

Predicted Spectra

Not Available

Chemical Shift Submissions

Not Available

Species

Species of Origin

Not Available

Chemical Taxonomy

Description

This compound belongs to the class of organic compounds known as phenylpyrrolidines. These are polycyclic aromatic compounds containing a benzene ring linked to a pyrrolidine ring through a CC or CN bond. Pyrrolidine is a five-membered saturated aliphatic heterocycle with one nitrogen atom and four carbon atoms.

Kingdom

Organic compounds

Super Class

Organoheterocyclic compounds

Class

Pyrrolidines

Sub Class

Phenylpyrrolidines

Direct Parent

Phenylpyrrolidines

Alternative Parents

Substituents

8-hydroxyquinoline
2-phenylpyrrolidine
Quinoline
1-hydroxy-4-unsubstituted benzenoid
Hydroxypyridine
Benzenoid
Pyridine
Heteroaromatic compound
Pyrrole
Guanidine
Azacycle
Organic 1,3-dipolar compound
Propargyl-type 1,3-dipolar organic compound
Carboximidamide
Aldimine
Organic nitrogen compound
Organic oxygen compound
Organopnictogen compound
Hydrocarbon derivative
Organooxygen compound
Organonitrogen compound
Imine
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	0.72	ChemAxon
pKa (Strongest Acidic)	7.95	ChemAxon
pKa (Strongest Basic)	12.26	ChemAxon
Physiological Charge	1	ChemAxon
Hydrogen Acceptor Count	6	ChemAxon
Hydrogen Donor Count	4	ChemAxon
Polar Surface Area	106.46 Å²	ChemAxon
Rotatable Bond Count	1	ChemAxon
Refractivity	85.64 m³·mol⁻¹	ChemAxon
Polarizability	28.33 Å³	ChemAxon
Number of Rings	3	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

Not Available

Showing NP-Card for scolopenoline A (NP0332659)

MOL for NP0332659 (scolopenoline A)

3D MOL for NP0332659 (scolopenoline A)

3D SDF for NP0332659 (scolopenoline A)

3D-SDF for NP0332659 (scolopenoline A)

PDB for NP0332659 (scolopenoline A)

3D PDB for NP0332659 (scolopenoline A)

SMILES for NP0332659 (scolopenoline A)

INCHI for NP0332659 (scolopenoline A)

Structure for NP0332659 (scolopenoline A)

3D Structure for NP0332659 (scolopenoline A)