NP-MRD: Showing NP-Card for n-(octahydro-1h-quinolizin-1-yl)ethanimidic acid (NP0292731)

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Record Information

Version

2.0

Created at

2022-09-10 00:24:17 UTC

Updated at

2022-09-10 00:24:18 UTC

NP-MRD ID

NP0292731

Secondary Accession Numbers

None

Natural Product Identification

Common Name

n-(octahydro-1h-quinolizin-1-yl)ethanimidic acid

Description

N-(octahydro-1H-quinolizin-1-yl)ethanimidic acid belongs to the class of organic compounds known as quinolizines. Quinolizines are compounds containing a quinolizine moiety, which consists of two fused pyridine rings sharing a nitrogen atom. n-(octahydro-1h-quinolizin-1-yl)ethanimidic acid is found in Epipedobates tricolor. N-(octahydro-1H-quinolizin-1-yl)ethanimidic acid is a very strong basic compound (based on its pKa).

Structure

MOL 3D MOL SDF PDB SMILES InChI

     RDKit          3D

 34 35  0  0  0  0  0  0  0  0999 V2000
    3.6925    0.4227    1.8514 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.8030    0.8039    0.7238 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.9994    1.9318    0.2038 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.7773   -0.0438    0.2403 N   0  0  0  0  0  0  0  0  0  0  0  0
    0.9289    0.3260   -0.8391 C   0  0  1  0  0  0  0  0  0  0  0  0
    1.0424   -0.6445   -2.0165 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.3817   -1.9350   -1.6762 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.9828   -1.8065   -1.0897 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.0759   -0.8397   -0.0320 N   0  0  0  0  0  0  0  0  0  0  0  0
   -2.4900   -0.6413    0.2327 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.7275    0.3463    1.3507 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.1850    1.6844    0.8854 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.7384    1.5058    0.5650 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.5311    0.4097   -0.4647 C   0  0  1  0  0  0  0  0  0  0  0  0
    3.5480   -0.6331    2.1284 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.5732    1.1287    2.6988 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.7387    0.5244    1.4687 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.6490   -0.9668    0.6982 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.2242    1.3405   -1.1887 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.1364   -0.8384   -2.1516 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.6543   -0.1788   -2.9313 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.2726   -2.5223   -2.6349 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.0005   -2.5439   -0.9969 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.7645   -1.5340   -1.8517 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.2496   -2.8036   -0.6429 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.9586   -1.6279    0.4496 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.9256   -0.2052   -0.6920 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.2989    0.0162    2.3073 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.8253    0.4686    1.4401 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.7631    1.9851   -0.0006 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.2806    2.3965    1.7278 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.3669    2.4506    0.1149 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.1861    1.2976    1.5028 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.0724    0.7260   -1.3808 H   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  1  0
  2  3  2  0
  2  4  1  0
  4  5  1  0
  5  6  1  0
  6  7  1  0
  7  8  1  0
  8  9  1  0
  9 10  1  0
 10 11  1  0
 11 12  1  0
 12 13  1  0
 13 14  1  0
 14  5  1  0
 14  9  1  0
  1 15  1  0
  1 16  1  0
  1 17  1  0
  4 18  1  0
  5 19  1  6
  6 20  1  0
  6 21  1  0
  7 22  1  0
  7 23  1  0
  8 24  1  0
  8 25  1  0
 10 26  1  0
 10 27  1  0
 11 28  1  0
 11 29  1  0
 12 30  1  0
 12 31  1  0
 13 32  1  0
 13 33  1  0
 14 34  1  6
M  END


  Mrv1533004241512552D          

 14 15  0  0  0  0            999 V2000
    0.7145   -3.7125    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.7145   -2.8875    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.0000   -2.4750    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.4289   -2.4750    0.0000 N   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
    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 N   0  0  0  0  0  0  0  0  0  0  0  0
    2.8579    0.0000    0.0000 C   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
    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  2  1  0  0  0  0
  2  3  2  0  0  0  0
  2  4  1  0  0  0  0
  4  5  1  0  0  0  0
  5  6  1  0  0  0  0
  6  7  1  0  0  0  0
  7  8  1  0  0  0  0
  8  9  1  0  0  0  0
  9 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  0  0  0  0
  5 14  1  0  0  0  0
  9 14  1  0  0  0  0
M  END
> <DATABASE_ID>
NP0292731

> <DATABASE_NAME>
NP-MRD

> <SMILES>
CC(=O)NC1CCCN2CCCCC12

> <INCHI_IDENTIFIER>
InChI=1S/C11H20N2O/c1-9(14)12-10-5-4-8-13-7-3-2-6-11(10)13/h10-11H,2-8H2,1H3,(H,12,14)

> <INCHI_KEY>
ZFOJLLQHJIXKHO-UHFFFAOYSA-N

> <FORMULA>
C11H20N2O

> <MOLECULAR_WEIGHT>
196.294

> <EXACT_MASS>
196.157563272

> <JCHEM_ACCEPTOR_COUNT>
2

> <JCHEM_ATOM_COUNT>
34

> <JCHEM_AVERAGE_POLARIZABILITY>
22.687978056509507

> <JCHEM_BIOAVAILABILITY>
1

> <JCHEM_DONOR_COUNT>
1

> <JCHEM_FORMAL_CHARGE>
0

> <JCHEM_GHOSE_FILTER>
1

> <JCHEM_IUPAC>
N-(octahydro-1H-quinolizin-1-yl)acetamide

> <ALOGPS_LOGP>
1.34

> <JCHEM_LOGP>
0.5877299983333335

> <ALOGPS_LOGS>
-1.04

> <JCHEM_MDDR_LIKE_RULE>
0

> <JCHEM_NUMBER_OF_RINGS>
2

> <JCHEM_PHYSIOLOGICAL_CHARGE>
1

> <JCHEM_PKA_STRONGEST_ACIDIC>
16.10416163088602

> <JCHEM_PKA_STRONGEST_BASIC>
8.821021803022271

> <JCHEM_POLAR_SURFACE_AREA>
32.34

> <JCHEM_REFRACTIVITY>
56.405100000000004

> <JCHEM_ROTATABLE_BOND_COUNT>
1

> <JCHEM_RULE_OF_FIVE>
1

> <ALOGPS_SOLUBILITY>
1.79e+01 g/l

> <JCHEM_TRADITIONAL_IUPAC>
N-(octahydro-1H-quinolizin-1-yl)acetamide

> <JCHEM_VEBER_RULE>
1

$$$$

HEADER    PROTEIN                                 24-APR-15   NONE
TITLE     NULL                                                        
COMPND    NULL                                                        
SOURCE    NULL                                                        
KEYWDS    NULL                                                        
EXPDTA    NULL                                                        
AUTHOR    Marvin                                                      
REVDAT   1   24-APR-15         0                                  
HETATM    1  C   UNK     0       1.334  -6.930   0.000  0.00  0.00           C+0
HETATM    2  C   UNK     0       1.334  -5.390   0.000  0.00  0.00           C+0
HETATM    3  O   UNK     0       0.000  -4.620   0.000  0.00  0.00           O+0
HETATM    4  N   UNK     0       2.667  -4.620   0.000  0.00  0.00           N+0
HETATM    5  C   UNK     0       2.667  -3.080   0.000  0.00  0.00           C+0
HETATM    6  C   UNK     0       1.334  -2.310   0.000  0.00  0.00           C+0
HETATM    7  C   UNK     0       1.334  -0.770   0.000  0.00  0.00           C+0
HETATM    8  C   UNK     0       2.667   0.000   0.000  0.00  0.00           C+0
HETATM    9  N   UNK     0       4.001  -0.770   0.000  0.00  0.00           N+0
HETATM   10  C   UNK     0       5.335   0.000   0.000  0.00  0.00           C+0
HETATM   11  C   UNK     0       6.668  -0.770   0.000  0.00  0.00           C+0
HETATM   12  C   UNK     0       6.668  -2.310   0.000  0.00  0.00           C+0
HETATM   13  C   UNK     0       5.335  -3.080   0.000  0.00  0.00           C+0
HETATM   14  C   UNK     0       4.001  -2.310   0.000  0.00  0.00           C+0
CONECT    1    2                                                            
CONECT    2    1    3    4                                                  
CONECT    3    2                                                            
CONECT    4    2    5                                                       
CONECT    5    4    6   14                                                  
CONECT    6    5    7                                                       
CONECT    7    6    8                                                       
CONECT    8    7    9                                                       
CONECT    9    8   10   14                                                  
CONECT   10    9   11                                                       
CONECT   11   10   12                                                       
CONECT   12   11   13                                                       
CONECT   13   12   14                                                       
CONECT   14   13    5    9                                                  
MASTER        0    0    0    0    0    0    0    0   14    0   30    0
END

View in JSmol

Synonyms

Value	Source
N-(Octahydro-1H-quinolizin-1-yl)ethanimidate	Generator

Chemical Formula

C₁₁H₂₀N₂O

Average Mass

196.2940 Da

Monoisotopic Mass

196.15756 Da

IUPAC Name

N-(octahydro-1H-quinolizin-1-yl)acetamide

Traditional Name

N-(octahydro-1H-quinolizin-1-yl)acetamide

CAS Registry Number

Not Available

SMILES

CC(=O)NC1CCCN2CCCCC12

InChI Identifier

InChI=1S/C11H20N2O/c1-9(14)12-10-5-4-8-13-7-3-2-6-11(10)13/h10-11H,2-8H2,1H3,(H,12,14)

InChI Key

ZFOJLLQHJIXKHO-UHFFFAOYSA-N

Experimental Spectra

Not Available

Predicted Spectra

Spectrum Type	Description	Depositor ID	Depositor Organization	Depositor	Deposition Date	View
1D NMR	¹³C NMR Spectrum (1D, 25 MHz, H₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 100 MHz, H₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 252 MHz, H₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 1000 MHz, H₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 50 MHz, H₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 200 MHz, H₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 75 MHz, H₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 300 MHz, H₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 101 MHz, H₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 400 MHz, H₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 126 MHz, H₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 500 MHz, H₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 151 MHz, H₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 600 MHz, H₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 176 MHz, H₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 700 MHz, H₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 201 MHz, H₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 800 MHz, H₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 226 MHz, H₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 900 MHz, H₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum

Chemical Shift Submissions

Not Available

Species

Species of Origin

Species Name	Source	Reference
Epipedobates tricolor	LOTUS Database	35616633

Chemical Taxonomy

Description

Belongs to the class of organic compounds known as quinolizines. Quinolizines are compounds containing a quinolizine moiety, which consists of two fused pyridine rings sharing a nitrogen atom.

Kingdom

Organic compounds

Super Class

Organoheterocyclic compounds

Class

Quinolizines

Sub Class

Not Available

Direct Parent

Quinolizines

Alternative Parents

Substituents

Quinolizidine
Quinolizine
Piperidine
Tertiary amine
Tertiary aliphatic amine
Carboximidic acid
Carboximidic acid derivative
Azacycle
Organic 1,3-dipolar compound
Propargyl-type 1,3-dipolar organic compound
Organic nitrogen compound
Organooxygen compound
Organic oxygen compound
Hydrocarbon derivative
Amine
Organonitrogen compound
Aliphatic heteropolycyclic compound

Molecular Framework

Aliphatic 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	1.34	ALOGPS
logP	0.59	ChemAxon
logS	-1	ALOGPS
pKa (Strongest Acidic)	16.1	ChemAxon
pKa (Strongest Basic)	8.82	ChemAxon
Physiological Charge	1	ChemAxon
Hydrogen Acceptor Count	2	ChemAxon
Hydrogen Donor Count	1	ChemAxon
Polar Surface Area	32.34 Å²	ChemAxon
Rotatable Bond Count	1	ChemAxon
Refractivity	56.41 m³·mol⁻¹	ChemAxon
Polarizability	22.69 Å³	ChemAxon
Number of Rings	2	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

72765491

PDB ID

Not Available

ChEBI ID

Not Available

Good Scents ID

Not Available

References

General References

LOTUS database [Link]

Showing NP-Card for n-(octahydro-1h-quinolizin-1-yl)ethanimidic acid (NP0292731)

MOL for NP0292731 (n-(octahydro-1h-quinolizin-1-yl)ethanimidic acid)

3D MOL for NP0292731 (n-(octahydro-1h-quinolizin-1-yl)ethanimidic acid)

3D SDF for NP0292731 (n-(octahydro-1h-quinolizin-1-yl)ethanimidic acid)

3D-SDF for NP0292731 (n-(octahydro-1h-quinolizin-1-yl)ethanimidic acid)

PDB for NP0292731 (n-(octahydro-1h-quinolizin-1-yl)ethanimidic acid)

3D PDB for NP0292731 (n-(octahydro-1h-quinolizin-1-yl)ethanimidic acid)

SMILES for NP0292731 (n-(octahydro-1h-quinolizin-1-yl)ethanimidic acid)

INCHI for NP0292731 (n-(octahydro-1h-quinolizin-1-yl)ethanimidic acid)

Structure for NP0292731 (n-(octahydro-1h-quinolizin-1-yl)ethanimidic acid)

3D Structure for NP0292731 (n-(octahydro-1h-quinolizin-1-yl)ethanimidic acid)