NP-MRD: Showing NP-Card for 5,6-Dehydroalbine (NP0055155)

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Record Information

Version

2.0

Created at

2022-04-28 01:17:27 UTC

Updated at

2022-04-28 01:17:27 UTC

NP-MRD ID

NP0055155

Secondary Accession Numbers

None

Natural Product Identification

Common Name

5,6-Dehydroalbine

Description

(1S,9S,12R)-12-(prop-2-en-1-yl)-7,11-diazatricyclo[7.3.1.0²,⁷]Trideca-2,5-dien-4-one belongs to the class of organic compounds known as aralkylamines. These are alkylamines in which the alkyl group is substituted at one carbon atom by an aromatic hydrocarbyl group. 5,6-Dehydroalbine is found in Lupinus termis. Based on a literature review very few articles have been published on (1S,9S,12R)-12-(prop-2-en-1-yl)-7,11-diazatricyclo[7.3.1.0²,⁷]Trideca-2,5-dien-4-one.

Structure

MOL SDF PDB SMILES InChI


  Mrv1652304282203172D          

 17 19  0  0  1  0            999 V2000
    4.1130    1.0240    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.7961    1.4866    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    4.1722    0.2011    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.4891   -0.2616    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.7469    0.0986    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    2.6877    0.9215    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.3708    1.3842    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.0641    1.4615    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
    1.9797    0.3536    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.3840   -0.5842    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
    2.2069   -0.5251    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.7603   -0.0442    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.7011    0.7787    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    1.2412    1.4024    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
    0.8716    2.1400    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.3256    2.8288    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.9561    3.5664    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  2  0  0  0  0
  1  3  1  0  0  0  0
  3  4  2  0  0  0  0
  4  5  1  0  0  0  0
  5  6  1  0  0  0  0
  6  7  2  0  0  0  0
  1  7  1  0  0  0  0
  6  8  1  0  0  0  0
  8  9  1  6  0  0  0
 10  9  1  1  0  0  0
 10 11  1  0  0  0  0
  5 11  1  0  0  0  0
 10 12  1  0  0  0  0
 12 13  1  0  0  0  0
 13 14  1  0  0  0  0
  8 14  1  0  0  0  0
 14 15  1  6  0  0  0
 15 16  1  0  0  0  0
 16 17  2  0  0  0  0
M  END
> <DATABASE_ID>
NP0055155

> <DATABASE_NAME>
NP-MRD

> <SMILES>
C=CC[C@H]1NC[C@@H]2C[C@@H]1C1=CC(=O)C=CN1C2

> <INCHI_IDENTIFIER>
InChI=1S/C14H18N2O/c1-2-3-13-12-6-10(8-15-13)9-16-5-4-11(17)7-14(12)16/h2,4-5,7,10,12-13,15H,1,3,6,8-9H2/t10-,12-,13+/m0/s1

> <INCHI_KEY>
QAWIUTFPTXHINC-WCFLWFBJSA-N

> <FORMULA>
C14H18N2O

> <MOLECULAR_WEIGHT>
230.311

> <EXACT_MASS>
230.141913208

> <JCHEM_ACCEPTOR_COUNT>
3

> <JCHEM_ATOM_COUNT>
35

> <JCHEM_AVERAGE_POLARIZABILITY>
28.570995686353726

> <JCHEM_BIOAVAILABILITY>
1

> <JCHEM_DONOR_COUNT>
1

> <JCHEM_FORMAL_CHARGE>
0

> <JCHEM_GHOSE_FILTER>
1

> <JCHEM_IUPAC>
(1S,9S,12R)-12-(prop-2-en-1-yl)-7,11-diazatricyclo[7.3.1.0^{2,7}]trideca-2,5-dien-4-one

> <ALOGPS_LOGP>
0.96

> <JCHEM_LOGP>
1.2160861123333324

> <ALOGPS_LOGS>
-1.91

> <JCHEM_MDDR_LIKE_RULE>
0

> <JCHEM_NUMBER_OF_RINGS>
3

> <JCHEM_PHYSIOLOGICAL_CHARGE>
1

> <JCHEM_PKA_STRONGEST_ACIDIC>
18.58483013925046

> <JCHEM_PKA_STRONGEST_BASIC>
10.091208203271828

> <JCHEM_POLAR_SURFACE_AREA>
32.34

> <JCHEM_REFRACTIVITY>
70.4853

> <JCHEM_ROTATABLE_BOND_COUNT>
2

> <JCHEM_RULE_OF_FIVE>
1

> <ALOGPS_SOLUBILITY>
2.85e+00 g/l

> <JCHEM_TRADITIONAL_IUPAC>
(1S,9S,12R)-12-(prop-2-en-1-yl)-7,11-diazatricyclo[7.3.1.0^{2,7}]trideca-2,5-dien-4-one

> <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       7.678   1.911   0.000  0.00  0.00           C+0
HETATM    2  O   UNK     0       8.953   2.775   0.000  0.00  0.00           O+0
HETATM    3  C   UNK     0       7.788   0.375   0.000  0.00  0.00           C+0
HETATM    4  C   UNK     0       6.513  -0.488   0.000  0.00  0.00           C+0
HETATM    5  N   UNK     0       5.128   0.184   0.000  0.00  0.00           N+0
HETATM    6  C   UNK     0       5.017   1.720   0.000  0.00  0.00           C+0
HETATM    7  C   UNK     0       6.292   2.584   0.000  0.00  0.00           C+0
HETATM    8  C   UNK     0       3.853   2.728   0.000  0.00  0.00           C+0
HETATM    9  C   UNK     0       3.696   0.660   0.000  0.00  0.00           C+0
HETATM   10  C   UNK     0       2.583  -1.091   0.000  0.00  0.00           C+0
HETATM   11  C   UNK     0       4.120  -0.980   0.000  0.00  0.00           C+0
HETATM   12  C   UNK     0       1.419  -0.083   0.000  0.00  0.00           C+0
HETATM   13  N   UNK     0       1.309   1.454   0.000  0.00  0.00           N+0
HETATM   14  C   UNK     0       2.317   2.618   0.000  0.00  0.00           C+0
HETATM   15  C   UNK     0       1.627   3.995   0.000  0.00  0.00           C+0
HETATM   16  C   UNK     0       2.474   5.280   0.000  0.00  0.00           C+0
HETATM   17  C   UNK     0       1.785   6.657   0.000  0.00  0.00           C+0
CONECT    1    2    3    7                                                  
CONECT    2    1                                                            
CONECT    3    1    4                                                       
CONECT    4    3    5                                                       
CONECT    5    4    6   11                                                  
CONECT    6    5    7    8                                                  
CONECT    7    6    1                                                       
CONECT    8    6    9   14                                                  
CONECT    9    8   10                                                       
CONECT   10    9   11   12                                                  
CONECT   11   10    5                                                       
CONECT   12   10   13                                                       
CONECT   13   12   14                                                       
CONECT   14   13    8   15                                                  
CONECT   15   14   16                                                       
CONECT   16   15   17                                                       
CONECT   17   16                                                            
MASTER        0    0    0    0    0    0    0    0   17    0   38    0
END

View in JSmol

Synonyms

Not Available

Chemical Formula

C₁₄H₁₈N₂O

Average Mass

230.3110 Da

Monoisotopic Mass

230.14191 Da

IUPAC Name

(1S,9S,12R)-12-(prop-2-en-1-yl)-7,11-diazatricyclo[7.3.1.0^{2,7}]trideca-2,5-dien-4-one

Traditional Name

(1S,9S,12R)-12-(prop-2-en-1-yl)-7,11-diazatricyclo[7.3.1.0^{2,7}]trideca-2,5-dien-4-one

CAS Registry Number

Not Available

SMILES

C=CC[C@H]1NC[C@@H]2C[C@@H]1C1=CC(=O)C=CN1C2

InChI Identifier

InChI=1S/C14H18N2O/c1-2-3-13-12-6-10(8-15-13)9-16-5-4-11(17)7-14(12)16/h2,4-5,7,10,12-13,15H,1,3,6,8-9H2/t10-,12-,13+/m0/s1

InChI Key

QAWIUTFPTXHINC-WCFLWFBJSA-N

Experimental Spectra

Not Available

Predicted Spectra

Not Available

Chemical Shift Submissions

Not Available

Species

Species of Origin

Species Name	Source	Reference
Lupinus albus	Plant	KNApSAcK

Chemical Taxonomy

Description

Belongs to the class of organic compounds known as aralkylamines. These are alkylamines in which the alkyl group is substituted at one carbon atom by an aromatic hydrocarbyl group.

Kingdom

Organic compounds

Super Class

Organic nitrogen compounds

Class

Organonitrogen compounds

Sub Class

Amines

Direct Parent

Aralkylamines

Alternative Parents

Substituents

Aralkylamine
Pyridine
Piperidine
Heteroaromatic compound
Vinylogous amide
Cyclic ketone
Azacycle
Organoheterocyclic compound
Secondary amine
Secondary aliphatic amine
Organic oxygen compound
Organopnictogen compound
Organic oxide
Hydrocarbon derivative
Organooxygen compound
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	0.96	ALOGPS
logP	1.22	ChemAxon
logS	-1.9	ALOGPS
pKa (Strongest Acidic)	18.58	ChemAxon
pKa (Strongest Basic)	10.09	ChemAxon
Physiological Charge	1	ChemAxon
Hydrogen Acceptor Count	3	ChemAxon
Hydrogen Donor Count	1	ChemAxon
Polar Surface Area	32.34 Å²	ChemAxon
Rotatable Bond Count	2	ChemAxon
Refractivity	70.49 m³·mol⁻¹	ChemAxon
Polarizability	28.57 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

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

162847162

PDB ID

Not Available

ChEBI ID

Not Available

Good Scents ID

Not Available

References

General References

Not Available

Showing NP-Card for 5,6-Dehydroalbine (NP0055155)

MOL for NP0055155 (5,6-Dehydroalbine)

3D MOL for NP0055155 (5,6-Dehydroalbine)

3D SDF for NP0055155 (5,6-Dehydroalbine)

3D-SDF for NP0055155 (5,6-Dehydroalbine)

PDB for NP0055155 (5,6-Dehydroalbine)

3D PDB for NP0055155 (5,6-Dehydroalbine)

SMILES for NP0055155 (5,6-Dehydroalbine)

INCHI for NP0055155 (5,6-Dehydroalbine)

Structure for NP0055155 (5,6-Dehydroalbine)

3D Structure for NP0055155 (5,6-Dehydroalbine)