NP-MRD: Showing NP-Card for 3-(1,7-dimethyl-octahydro-1h-quinolizin-4-yl)-4-oxobut-2-enoic acid (NP0248440)

Jump To Section:

Identification Spectra BioTaxonomy ChemoTaxonomy Physical properties Links References XML

Record Information

Version

2.0

Created at

2022-09-07 10:42:29 UTC

Updated at

2022-09-07 10:42:30 UTC

NP-MRD ID

NP0248440

Secondary Accession Numbers

None

Natural Product Identification

Common Name

3-(1,7-dimethyl-octahydro-1h-quinolizin-4-yl)-4-oxobut-2-enoic acid

Description

3-(1,7-Dimethyl-octahydro-1H-quinolizin-4-yl)-4-oxobut-2-enoic 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. 3-(1,7-Dimethyl-octahydro-1H-quinolizin-4-yl)-4-oxobut-2-enoic acid is a very strong basic compound (based on its pKa).

Structure

MOL 3D MOL SDF PDB SMILES InChI

     RDKit          3D

 42 43  0  0  0  0  0  0  0  0999 V2000
   -2.0252   -3.1187   -0.2122 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.6292   -1.7215   -0.6555 C   0  0  1  0  0  0  0  0  0  0  0  0
   -2.7099   -0.7219   -0.4337 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.3861    0.2993    0.6257 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.9892    0.7747    0.6182 C   0  0  2  0  0  0  0  0  0  0  0  0
   -0.8468    2.2180    0.1180 C   0  0  1  0  0  0  0  0  0  0  0  0
   -1.9743    3.0787    0.5314 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.4937    2.6731    0.5902 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.6104    1.7639    0.2968 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.3035    0.2968    0.2244 C   0  0  2  0  0  0  0  0  0  0  0  0
    2.1995   -0.2818   -0.7731 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.0852    0.2074   -2.1410 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.2526    1.0792   -2.4580 O   0  0  0  0  0  0  0  0  0  0  0  0
    3.0911   -1.1991   -0.5004 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.4198   -1.8422    0.7318 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.8809   -1.6236    1.8214 O   0  0  0  0  0  0  0  0  0  0  0  0
    4.4385   -2.8126    0.7472 O   0  0  0  0  0  0  0  0  0  0  0  0
   -0.0717    0.0225   -0.1712 N   0  0  0  0  0  0  0  0  0  0  0  0
   -0.3299   -1.3808    0.0293 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.3670   -3.8247   -0.7462 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.0851   -3.3293   -0.4392 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.8691   -3.1925    0.8747 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.4372   -1.7876   -1.7502 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.0042   -0.1825   -1.3793 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.6218   -1.2620   -0.1035 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.0676    1.1623    0.4583 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.6842   -0.1150    1.6277 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.6047    0.7609    1.6782 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.8098    2.1717   -1.0036 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.7351    3.0999   -0.2859 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.4312    2.8182    1.5030 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.6148    4.1391    0.6243 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.7264    3.7065    0.1995 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.4056    2.8324    1.7056 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.3626    1.8703    1.1378 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.1636    2.1303   -0.5931 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.4288   -0.1872    1.1950 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.7339   -0.1935   -2.8920 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.7307   -1.5707   -1.3682 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.9325   -3.0962   -0.0755 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.4572   -2.0153   -0.4633 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.4225   -1.6469    1.1067 H   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  1  0
  2  3  1  0
  3  4  1  0
  4  5  1  0
  5  6  1  0
  6  7  1  0
  6  8  1  0
  8  9  1  0
  9 10  1  0
 10 18  1  0
 18 19  1  0
 10 11  1  0
 11 12  1  0
 12 13  2  0
 11 14  2  0
 14 15  1  0
 15 17  1  0
 15 16  2  0
 19  2  1  0
 18  5  1  0
  1 20  1  0
  1 21  1  0
  1 22  1  0
  2 23  1  6
  3 24  1  0
  3 25  1  0
  4 26  1  0
  4 27  1  0
  5 28  1  1
  6 29  1  6
  7 30  1  0
  7 31  1  0
  7 32  1  0
  8 33  1  0
  8 34  1  0
  9 35  1  0
  9 36  1  0
 10 37  1  1
 19 41  1  0
 19 42  1  0
 12 38  1  0
 14 39  1  0
 17 40  1  0
M  END


  Mrv1533004161505102D          

 19 20  0  0  0  0            999 V2000
    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 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 C   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
    2.8579    0.8250    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 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
    2.8579   -2.4750    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.1434   -2.8875    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.1434   -3.7125    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.8579   -4.1250    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.4289   -4.1250    0.0000 O   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
    3.5724   -3.7125    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
  4  5  1  0  0  0  0
  5  6  1  0  0  0  0
  6  7  1  0  0  0  0
  6  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
  5 11  1  0  0  0  0
 11 12  1  0  0  0  0
  2 12  1  0  0  0  0
 10 13  1  0  0  0  0
 13 14  2  0  0  0  0
 14 15  1  4  0  0  0
 15 16  2  0  0  0  0
 15 17  1  0  0  0  0
 13 18  1  0  0  0  0
 18 19  2  0  0  0  0
M  END
> <DATABASE_ID>
NP0248440

> <DATABASE_NAME>
NP-MRD

> <SMILES>
CC1CCC2C(C)CCC(N2C1)C(C=O)=CC(O)=O

> <INCHI_IDENTIFIER>
InChI=1S/C15H23NO3/c1-10-3-5-13-11(2)4-6-14(16(13)8-10)12(9-17)7-15(18)19/h7,9-11,13-14H,3-6,8H2,1-2H3,(H,18,19)

> <INCHI_KEY>
XLENIFHWAQKXIF-UHFFFAOYSA-N

> <FORMULA>
C15H23NO3

> <MOLECULAR_WEIGHT>
265.353

> <EXACT_MASS>
265.167793605

> <JCHEM_ACCEPTOR_COUNT>
4

> <JCHEM_ATOM_COUNT>
42

> <JCHEM_AVERAGE_POLARIZABILITY>
29.321549417887944

> <JCHEM_BIOAVAILABILITY>
1

> <JCHEM_DONOR_COUNT>
1

> <JCHEM_FORMAL_CHARGE>
0

> <JCHEM_GHOSE_FILTER>
0

> <JCHEM_IUPAC>
3-(1,7-dimethyl-octahydro-1H-quinolizin-4-yl)-4-oxobut-2-enoic acid

> <ALOGPS_LOGP>
2.38

> <JCHEM_LOGP>
-0.5571278182185759

> <ALOGPS_LOGS>
-2.39

> <JCHEM_MDDR_LIKE_RULE>
0

> <JCHEM_NUMBER_OF_RINGS>
2

> <JCHEM_PHYSIOLOGICAL_CHARGE>
0

> <JCHEM_PKA_STRONGEST_ACIDIC>
3.2107538378780407

> <JCHEM_PKA_STRONGEST_BASIC>
9.335783888810692

> <JCHEM_POLAR_SURFACE_AREA>
57.61000000000001

> <JCHEM_REFRACTIVITY>
74.10779999999998

> <JCHEM_ROTATABLE_BOND_COUNT>
3

> <JCHEM_RULE_OF_FIVE>
1

> <ALOGPS_SOLUBILITY>
1.07e+00 g/l

> <JCHEM_TRADITIONAL_IUPAC>
3-(1,7-dimethyl-octahydro-1H-quinolizin-4-yl)-4-oxobut-2-enoic acid

> <JCHEM_VEBER_RULE>
0

$$$$

HEADER    PROTEIN                                 16-APR-15   NONE
TITLE     NULL                                                        
COMPND    NULL                                                        
SOURCE    NULL                                                        
KEYWDS    NULL                                                        
EXPDTA    NULL                                                        
AUTHOR    Marvin                                                      
REVDAT   1   16-APR-15         0                                  
HETATM    1  C   UNK     0       0.000  -3.080   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       1.334  -0.770   0.000  0.00  0.00           C+0
HETATM    4  C   UNK     0       2.667   0.000   0.000  0.00  0.00           C+0
HETATM    5  C   UNK     0       4.001  -0.770   0.000  0.00  0.00           C+0
HETATM    6  C   UNK     0       5.335   0.000   0.000  0.00  0.00           C+0
HETATM    7  C   UNK     0       5.335   1.540   0.000  0.00  0.00           C+0
HETATM    8  C   UNK     0       6.668  -0.770   0.000  0.00  0.00           C+0
HETATM    9  C   UNK     0       6.668  -2.310   0.000  0.00  0.00           C+0
HETATM   10  C   UNK     0       5.335  -3.080   0.000  0.00  0.00           C+0
HETATM   11  N   UNK     0       4.001  -2.310   0.000  0.00  0.00           N+0
HETATM   12  C   UNK     0       2.667  -3.080   0.000  0.00  0.00           C+0
HETATM   13  C   UNK     0       5.335  -4.620   0.000  0.00  0.00           C+0
HETATM   14  C   UNK     0       4.001  -5.390   0.000  0.00  0.00           C+0
HETATM   15  C   UNK     0       4.001  -6.930   0.000  0.00  0.00           C+0
HETATM   16  O   UNK     0       5.335  -7.700   0.000  0.00  0.00           O+0
HETATM   17  O   UNK     0       2.667  -7.700   0.000  0.00  0.00           O+0
HETATM   18  C   UNK     0       6.668  -5.390   0.000  0.00  0.00           C+0
HETATM   19  O   UNK     0       6.668  -6.930   0.000  0.00  0.00           O+0
CONECT    1    2                                                            
CONECT    2    1    3   12                                                  
CONECT    3    2    4                                                       
CONECT    4    3    5                                                       
CONECT    5    4    6   11                                                  
CONECT    6    5    7    8                                                  
CONECT    7    6                                                            
CONECT    8    6    9                                                       
CONECT    9    8   10                                                       
CONECT   10    9   11   13                                                  
CONECT   11   10    5   12                                                  
CONECT   12   11    2                                                       
CONECT   13   10   14   18                                                  
CONECT   14   13   15                                                       
CONECT   15   14   16   17                                                  
CONECT   16   15                                                            
CONECT   17   15                                                            
CONECT   18   13   19                                                       
CONECT   19   18                                                            
MASTER        0    0    0    0    0    0    0    0   19    0   40    0
END

View in JSmol

Synonyms

Value	Source
3-(1,7-Dimethyl-octahydro-1H-quinolizin-4-yl)-4-oxobut-2-enoate	Generator

Chemical Formula

C₁₅H₂₃NO₃

Average Mass

265.3530 Da

Monoisotopic Mass

265.16779 Da

IUPAC Name

3-(1,7-dimethyl-octahydro-1H-quinolizin-4-yl)-4-oxobut-2-enoic acid

Traditional Name

3-(1,7-dimethyl-octahydro-1H-quinolizin-4-yl)-4-oxobut-2-enoic acid

CAS Registry Number

Not Available

SMILES

CC1CCC2C(C)CCC(N2C1)C(C=O)=CC(O)=O

InChI Identifier

InChI=1S/C15H23NO3/c1-10-3-5-13-11(2)4-6-14(16(13)8-10)12(9-17)7-15(18)19/h7,9-11,13-14H,3-6,8H2,1-2H3,(H,18,19)

InChI Key

XLENIFHWAQKXIF-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

Not Available

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
Heterocyclic fatty acid
Piperidine
Fatty acyl
Fatty acid
Unsaturated fatty acid
Alpha,beta-unsaturated aldehyde
Enal
Amino acid or derivatives
Amino acid
Tertiary aliphatic amine
Tertiary amine
Carboxylic acid derivative
Carboxylic acid
Monocarboxylic acid or derivatives
Azacycle
Organic nitrogen compound
Organic oxide
Organopnictogen compound
Aldehyde
Carbonyl group
Organic oxygen compound
Organonitrogen compound
Organooxygen compound
Hydrocarbon derivative
Amine
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	2.38	ALOGPS
logP	-0.56	ChemAxon
logS	-2.4	ALOGPS
pKa (Strongest Acidic)	3.21	ChemAxon
pKa (Strongest Basic)	9.34	ChemAxon
Physiological Charge	0	ChemAxon
Hydrogen Acceptor Count	4	ChemAxon
Hydrogen Donor Count	1	ChemAxon
Polar Surface Area	57.61 Å²	ChemAxon
Rotatable Bond Count	3	ChemAxon
Refractivity	74.11 m³·mol⁻¹	ChemAxon
Polarizability	29.32 Å³	ChemAxon
Number of Rings	2	ChemAxon
Bioavailability	Yes	ChemAxon
Rule of Five	Yes	ChemAxon
Ghose Filter	No	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

74932746

PDB ID

Not Available

ChEBI ID

Not Available

Good Scents ID

Not Available

References

General References

LOTUS database [Link]

Showing NP-Card for 3-(1,7-dimethyl-octahydro-1h-quinolizin-4-yl)-4-oxobut-2-enoic acid (NP0248440)

MOL for NP0248440 (3-(1,7-dimethyl-octahydro-1h-quinolizin-4-yl)-4-oxobut-2-enoic acid)

3D MOL for NP0248440 (3-(1,7-dimethyl-octahydro-1h-quinolizin-4-yl)-4-oxobut-2-enoic acid)

3D SDF for NP0248440 (3-(1,7-dimethyl-octahydro-1h-quinolizin-4-yl)-4-oxobut-2-enoic acid)

3D-SDF for NP0248440 (3-(1,7-dimethyl-octahydro-1h-quinolizin-4-yl)-4-oxobut-2-enoic acid)

PDB for NP0248440 (3-(1,7-dimethyl-octahydro-1h-quinolizin-4-yl)-4-oxobut-2-enoic acid)

3D PDB for NP0248440 (3-(1,7-dimethyl-octahydro-1h-quinolizin-4-yl)-4-oxobut-2-enoic acid)

SMILES for NP0248440 (3-(1,7-dimethyl-octahydro-1h-quinolizin-4-yl)-4-oxobut-2-enoic acid)

INCHI for NP0248440 (3-(1,7-dimethyl-octahydro-1h-quinolizin-4-yl)-4-oxobut-2-enoic acid)

Structure for NP0248440 (3-(1,7-dimethyl-octahydro-1h-quinolizin-4-yl)-4-oxobut-2-enoic acid)

3D Structure for NP0248440 (3-(1,7-dimethyl-octahydro-1h-quinolizin-4-yl)-4-oxobut-2-enoic acid)