NP-MRD: Showing NP-Card for Leontiformine (NP0051277)

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Record Information

Version

2.0

Created at

2022-04-27 22:39:40 UTC

Updated at

2022-04-27 22:39:40 UTC

NP-MRD ID

NP0051277

Secondary Accession Numbers

None

Natural Product Identification

Common Name

Leontiformine

Description

Leontiformine 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. Leontiformine is found in Leontice leontopetalum . Based on a literature review very few articles have been published on Leontiformine.

Structure

MOL 3D MOL SDF PDB SMILES InChI

     RDKit          3D

 44 46  0  0  0  0  0  0  0  0999 V2000
   -1.6282    1.2346   -2.9413 O   0  0  0  0  0  0  0  0  0  0  0  0
   -2.4836    1.4931   -2.0261 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.5250    0.7205   -0.8338 N   0  0  0  0  0  0  0  0  0  0  0  0
   -3.5275    1.0860    0.1471 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.9564   -0.0618    0.9979 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.7041   -1.3886    0.3211 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.2537   -1.5842   -0.0313 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.6084   -0.3762   -0.6161 C   0  0  2  0  0  0  0  0  0  0  0  0
   -0.4386    0.0154    0.2535 C   0  0  2  0  0  0  0  0  0  0  0  0
    0.3745    1.1369   -0.3424 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.4996    1.4584    0.6109 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.1350    0.2174    1.1794 C   0  0  2  0  0  0  0  0  0  0  0  0
    3.6300    0.3625    1.3350 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.3758    0.1731    0.0564 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.5086   -0.1686   -1.1127 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.4323   -1.1613   -0.7819 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.8068   -0.9742    0.4742 N   0  0  0  0  0  0  0  0  0  0  0  0
    0.3891   -1.2176    0.5033 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.1421    2.3021   -2.2135 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.4378    1.4624   -0.4050 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.1627    1.9360    0.7717 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.4524   -0.0339    1.9849 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.0475    0.0005    1.1982 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.3360   -1.4405   -0.5824 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.0325   -2.1814    1.0252 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.7452   -1.9456    0.8861 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.2186   -2.4595   -0.7437 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.1887   -0.6509   -1.6093 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.8669    0.4064    1.2025 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.7436    0.9453   -1.3480 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.3262    2.0147   -0.4236 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.0574    2.0871    1.4165 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.2585    2.1261    0.1207 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.7305    0.1027    2.2236 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.8674    1.3207    1.8545 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.9619   -0.4452    2.0390 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.1881   -0.6060    0.1407 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.9246    1.1211   -0.1720 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.1802   -0.6621   -1.8762 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.1165    0.7338   -1.6351 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.7342   -1.2184   -1.6507 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.9313   -2.1753   -0.7642 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.1486   -1.5712    1.5358 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.0874   -2.0510   -0.1685 H   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  2  0
  2  3  1  0
  3  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 15  1  0
 15 16  1  0
 16 17  1  0
 17 18  1  0
  8  3  1  0
 18  9  1  0
 17 12  1  0
  2 19  1  0
  4 20  1  0
  4 21  1  0
  5 22  1  0
  5 23  1  0
  6 24  1  0
  6 25  1  0
  7 26  1  0
  7 27  1  0
  8 28  1  6
  9 29  1  1
 10 30  1  0
 10 31  1  0
 11 32  1  0
 11 33  1  0
 12 34  1  1
 13 35  1  0
 13 36  1  0
 14 37  1  0
 14 38  1  0
 15 39  1  0
 15 40  1  0
 16 41  1  0
 16 42  1  0
 18 43  1  0
 18 44  1  0
M  END


  Mrv1652304282200392D          

 18 20  0  0  1  0            999 V2000
   -0.7145   -0.4125    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
    0.0000   -1.6500    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.7145   -1.2375    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    0.7145   -0.4125    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
    0.0000   -0.0000    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 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.1434   -1.2375    0.0000 C   0  0  2  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
    2.8579   -1.6500    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
    3.5724   -1.2375    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    4.2868   -1.6500    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.2868   -2.4750    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.5724   -2.8875    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.8579   -2.4750    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
    4.2868   -0.0000    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  1  0  0  0  0
  2  3  1  0  0  0  0
  3  4  1  0  0  0  0
  5  4  1  1  0  0  0
  5  6  1  0  0  0  0
  1  6  1  0  0  0  0
  5  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
  4 10  1  0  0  0  0
  9 11  1  1  0  0  0
 11 12  1  6  0  0  0
 12 13  1  0  0  0  0
 13 14  1  0  0  0  0
 14 15  1  0  0  0  0
 15 16  1  0  0  0  0
 11 16  1  0  0  0  0
 12 17  1  0  0  0  0
 17 18  2  0  0  0  0
M  END
> <DATABASE_ID>
NP0051277

> <DATABASE_NAME>
NP-MRD

> <SMILES>
O=CN1CCCC[C@@H]1[C@@H]1CC[C@@H]2CCCCN2C1

> <INCHI_IDENTIFIER>
InChI=1S/C15H26N2O/c18-12-17-10-4-2-6-15(17)13-7-8-14-5-1-3-9-16(14)11-13/h12-15H,1-11H2/t13-,14+,15-/m1/s1

> <INCHI_KEY>
LUGPGVVCVOWJLT-QLFBSQMISA-N

> <FORMULA>
C15H26N2O

> <MOLECULAR_WEIGHT>
250.386

> <EXACT_MASS>
250.204513465

> <JCHEM_ACCEPTOR_COUNT>
2

> <JCHEM_ATOM_COUNT>
44

> <JCHEM_AVERAGE_POLARIZABILITY>
29.729539049820804

> <JCHEM_BIOAVAILABILITY>
1

> <JCHEM_DONOR_COUNT>
0

> <JCHEM_FORMAL_CHARGE>
0

> <JCHEM_GHOSE_FILTER>
1

> <JCHEM_IUPAC>
(2R)-2-[(3R,9aS)-octahydro-1H-quinolizin-3-yl]piperidine-1-carbaldehyde

> <ALOGPS_LOGP>
2.46

> <JCHEM_LOGP>
1.7175951013333322

> <ALOGPS_LOGS>
-2.13

> <JCHEM_MDDR_LIKE_RULE>
0

> <JCHEM_NUMBER_OF_RINGS>
3

> <JCHEM_PHYSIOLOGICAL_CHARGE>
1

> <JCHEM_PKA_STRONGEST_BASIC>
9.61660300125123

> <JCHEM_POLAR_SURFACE_AREA>
23.55

> <JCHEM_REFRACTIVITY>
73.5635

> <JCHEM_ROTATABLE_BOND_COUNT>
1

> <JCHEM_RULE_OF_FIVE>
1

> <ALOGPS_SOLUBILITY>
1.88e+00 g/l

> <JCHEM_TRADITIONAL_IUPAC>
leontiformine

> <JCHEM_VEBER_RULE>
1

$$$$

HEADER    PROTEIN                                 28-APR-22   NONE
TITLE     NULL                                                        
COMPND    NULL                                                        
SOURCE    NULL                                                        
KEYWDS    NULL                                                        
EXPDTA    NULL                                                        
AUTHOR    Marvin                                                      
REVDAT   1   28-APR-22         0                                  
HETATM    1  C   UNK     0      -1.334  -0.770   0.000  0.00  0.00           C+0
HETATM    2  C   UNK     0      -1.334  -2.310   0.000  0.00  0.00           C+0
HETATM    3  C   UNK     0       0.000  -3.080   0.000  0.00  0.00           C+0
HETATM    4  N   UNK     0       1.334  -2.310   0.000  0.00  0.00           N+0
HETATM    5  C   UNK     0       1.334  -0.770   0.000  0.00  0.00           C+0
HETATM    6  C   UNK     0       0.000  -0.000   0.000  0.00  0.00           C+0
HETATM    7  C   UNK     0       2.667  -0.000   0.000  0.00  0.00           C+0
HETATM    8  C   UNK     0       4.001  -0.770   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       5.335  -3.080   0.000  0.00  0.00           C+0
HETATM   12  N   UNK     0       6.668  -2.310   0.000  0.00  0.00           N+0
HETATM   13  C   UNK     0       8.002  -3.080   0.000  0.00  0.00           C+0
HETATM   14  C   UNK     0       8.002  -4.620   0.000  0.00  0.00           C+0
HETATM   15  C   UNK     0       6.668  -5.390   0.000  0.00  0.00           C+0
HETATM   16  C   UNK     0       5.335  -4.620   0.000  0.00  0.00           C+0
HETATM   17  C   UNK     0       6.668  -0.770   0.000  0.00  0.00           C+0
HETATM   18  O   UNK     0       8.002  -0.000   0.000  0.00  0.00           O+0
CONECT    1    2    6                                                       
CONECT    2    1    3                                                       
CONECT    3    2    4                                                       
CONECT    4    3    5   10                                                  
CONECT    5    4    6    7                                                  
CONECT    6    5    1                                                       
CONECT    7    5    8                                                       
CONECT    8    7    9                                                       
CONECT    9    8   10   11                                                  
CONECT   10    9    4                                                       
CONECT   11    9   12   16                                                  
CONECT   12   11   13   17                                                  
CONECT   13   12   14                                                       
CONECT   14   13   15                                                       
CONECT   15   14   16                                                       
CONECT   16   15   11                                                       
CONECT   17   12   18                                                       
CONECT   18   17                                                            
MASTER        0    0    0    0    0    0    0    0   18    0   40    0
END

View in JSmol

Synonyms

Not Available

Chemical Formula

C₁₅H₂₆N₂O

Average Mass

250.3860 Da

Monoisotopic Mass

250.20451 Da

IUPAC Name

(2R)-2-[(3R,9aS)-octahydro-1H-quinolizin-3-yl]piperidine-1-carbaldehyde

Traditional Name

leontiformine

CAS Registry Number

Not Available

SMILES

O=CN1CCCC[C@@H]1[C@@H]1CC[C@@H]2CCCCN2C1

InChI Identifier

InChI=1S/C15H26N2O/c18-12-17-10-4-2-6-15(17)13-7-8-14-5-1-3-9-16(14)11-13/h12-15H,1-11H2/t13-,14+,15-/m1/s1

InChI Key

LUGPGVVCVOWJLT-QLFBSQMISA-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, D₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 100 MHz, D₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 252 MHz, D₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 1000 MHz, D₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 50 MHz, D₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 200 MHz, D₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 75 MHz, D₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 300 MHz, D₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 101 MHz, D₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 400 MHz, D₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 126 MHz, D₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 500 MHz, D₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 151 MHz, D₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 600 MHz, D₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 176 MHz, D₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 700 MHz, D₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 201 MHz, D₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 800 MHz, D₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 226 MHz, D₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 900 MHz, D₂O, 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
Leontice leontopetalum	Plant	KNApSAcK

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 carboxylic acid amide
Amino acid or derivatives
Carboxamide group
Tertiary amine
Tertiary aliphatic amine
Carboxylic acid derivative
Azacycle
Organic oxide
Organopnictogen compound
Organooxygen compound
Organonitrogen compound
Organic oxygen compound
Carbonyl group
Organic nitrogen compound
Hydrocarbon derivative
Amine
Aliphatic heteropolycyclic compound

Molecular Framework

Aliphatic heteropolycyclic compounds

External Descriptors

quinolizines (CHEBI:6410 )

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	2.46	ALOGPS
logP	1.72	ChemAxon
logS	-2.1	ALOGPS
pKa (Strongest Basic)	9.62	ChemAxon
Physiological Charge	1	ChemAxon
Hydrogen Acceptor Count	2	ChemAxon
Hydrogen Donor Count	0	ChemAxon
Polar Surface Area	23.55 Å²	ChemAxon
Rotatable Bond Count	1	ChemAxon
Refractivity	73.56 m³·mol⁻¹	ChemAxon
Polarizability	29.73 Å³	ChemAxon
Number of Rings	3	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

C00002224

Chemspider ID

391258

KEGG Compound ID

C10771

BioCyc ID

Not Available

BiGG ID

Not Available

Wikipedia Link

Not Available

METLIN ID

Not Available

PubChem Compound

442955

PDB ID

Not Available

ChEBI ID

Not Available

Good Scents ID

Not Available

References

General References

Not Available

Showing NP-Card for Leontiformine (NP0051277)

MOL for NP0051277 (Leontiformine)

3D MOL for NP0051277 (Leontiformine)

3D SDF for NP0051277 (Leontiformine)

3D-SDF for NP0051277 (Leontiformine)

PDB for NP0051277 (Leontiformine)

3D PDB for NP0051277 (Leontiformine)

SMILES for NP0051277 (Leontiformine)

INCHI for NP0051277 (Leontiformine)

Structure for NP0051277 (Leontiformine)

3D Structure for NP0051277 (Leontiformine)