NP-MRD: Showing NP-Card for (-)-Alantryleunone (NP0083377)

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Record Information

Version

2.0

Created at

2022-04-29 04:26:49 UTC

Updated at

2022-04-29 04:26:49 UTC

NP-MRD ID

NP0083377

Secondary Accession Numbers

None

Natural Product Identification

Common Name

(-)-Alantryleunone

Description

Alantryleunone belongs to the class of organic compounds known as pyridopyrimidines. Pyridopyrimidines are compounds containing a pyridopyrimidine, which consists of a pyridine fused to a pyrimidine. Pyridine is 6-membered ring consisting of five carbon atoms and a nitrogen atom. Pyrimidine is a 6-membered ring consisting of four carbon atoms and two nitrogen centers at the 1- and 3- ring positions. (-)-Alantryleunone is found in Eupenicillium sp. Based on a literature review very few articles have been published on Alantryleunone.

Structure

MOL 3D MOL SDF PDB SMILES InChI


  Mrv1652304292206262D          

 37 43  0  0  1  0            999 V2000
    5.5313   -3.1220    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    5.2483   -2.3470    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.7780   -1.7145    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.4951   -0.9395    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.0247   -0.3070    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.8373   -0.4495    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.1203   -1.2244    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.5906   -1.8569    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.6825   -0.7971    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    4.1528   -1.4296    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.4357   -2.2045    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    3.9060   -2.8371    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
    4.5487   -3.3543    0.0000 H   0  0  0  0  0  0  0  0  0  0  0  0
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M  END

     RDKit          3D

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M  END


  Mrv1652304292206262D          

 37 43  0  0  1  0            999 V2000
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M  END
> <DATABASE_ID>
NP0083377

> <DATABASE_NAME>
NP-MRD

> <SMILES>
[H][C@]12N[C@H](CC(C)C)C(=O)N1C1=CC=CC=C1[C@@]21C[C@@]2([H])N3C(=O)C4=C(C=CC=C4)N=C3[C@]1(C)NC2=O

> <INCHI_IDENTIFIER>
InChI=1S/C27H27N5O3/c1-14(2)12-18-23(35)31-19-11-7-5-9-16(19)27(25(31)29-18)13-20-21(33)30-26(27,3)24-28-17-10-6-4-8-15(17)22(34)32(20)24/h4-11,14,18,20,25,29H,12-13H2,1-3H3,(H,30,33)/t18-,20-,25+,26+,27+/m1/s1

> <INCHI_KEY>
YXZKXQFQFVNJGY-BPKUFTPRSA-N

> <FORMULA>
C27H27N5O3

> <MOLECULAR_WEIGHT>
469.545

> <EXACT_MASS>
469.211389749

> <JCHEM_ACCEPTOR_COUNT>
5

> <JCHEM_ATOM_COUNT>
62

> <JCHEM_AVERAGE_POLARIZABILITY>
50.193840727801955

> <JCHEM_BIOAVAILABILITY>
1

> <JCHEM_DONOR_COUNT>
2

> <JCHEM_FORMAL_CHARGE>
0

> <JCHEM_GHOSE_FILTER>
1

> <JCHEM_IUPAC>
(1'R,2R,9R,9aS,12'R)-12'-methyl-2-(2-methylpropyl)-1,2,3,9a-tetrahydro-2',10',16'-triazaspiro[imidazo[1,2-a]indole-9,13'-tetracyclo[10.2.2.0^{2,11}.0^{4,9}]hexadecane]-4'(9'),5',7',10'-tetraene-3,3',15'-trione

> <ALOGPS_LOGP>
1.48

> <JCHEM_LOGP>
2.5576763516666663

> <ALOGPS_LOGS>
-3.36

> <JCHEM_MDDR_LIKE_RULE>
0

> <JCHEM_NUMBER_OF_RINGS>
7

> <JCHEM_PHYSIOLOGICAL_CHARGE>
0

> <JCHEM_PKA>
17.8941635190912

> <JCHEM_PKA_STRONGEST_ACIDIC>
10.859214015973068

> <JCHEM_PKA_STRONGEST_BASIC>
4.9583701187591185

> <JCHEM_POLAR_SURFACE_AREA>
94.11000000000001

> <JCHEM_REFRACTIVITY>
129.80329999999998

> <JCHEM_ROTATABLE_BOND_COUNT>
2

> <JCHEM_RULE_OF_FIVE>
1

> <ALOGPS_SOLUBILITY>
2.05e-01 g/l

> <JCHEM_TRADITIONAL_IUPAC>
(1'R,2R,9R,9aS,12'R)-12'-methyl-2-(2-methylpropyl)-2,9a-dihydro-1H-2',10',16'-triazaspiro[imidazo[1,2-a]indole-9,13'-tetracyclo[10.2.2.0^{2,11}.0^{4,9}]hexadecane]-4'(9'),5',7',10'-tetraene-3,3',15'-trione

> <JCHEM_VEBER_RULE>
0

$$$$

HEADER    PROTEIN                                 29-APR-22   NONE
TITLE     NULL                                                        
COMPND    NULL                                                        
SOURCE    NULL                                                        
KEYWDS    NULL                                                        
EXPDTA    NULL                                                        
AUTHOR    Marvin                                                      
REVDAT   1   29-APR-22         0                                  
HETATM    1  O   UNK     0      10.325  -5.828   0.000  0.00  0.00           O+0
HETATM    2  C   UNK     0       9.797  -4.381   0.000  0.00  0.00           C+0
HETATM    3  C   UNK     0      10.786  -3.200   0.000  0.00  0.00           C+0
HETATM    4  C   UNK     0      10.257  -1.754   0.000  0.00  0.00           C+0
HETATM    5  C   UNK     0      11.246  -0.573   0.000  0.00  0.00           C+0
HETATM    6  C   UNK     0      12.763  -0.839   0.000  0.00  0.00           C+0
HETATM    7  C   UNK     0      13.291  -2.286   0.000  0.00  0.00           C+0
HETATM    8  C   UNK     0      12.302  -3.466   0.000  0.00  0.00           C+0
HETATM    9  N   UNK     0       8.741  -1.488   0.000  0.00  0.00           N+0
HETATM   10  C   UNK     0       7.752  -2.669   0.000  0.00  0.00           C+0
HETATM   11  N   UNK     0       8.280  -4.115   0.000  0.00  0.00           N+0
HETATM   12  C   UNK     0       7.291  -5.296   0.000  0.00  0.00           C+0
HETATM   13  H   UNK     0       8.491  -6.261   0.000  0.00  0.00           H+0
HETATM   14  C   UNK     0       5.591  -5.425   0.000  0.00  0.00           C+0
HETATM   15  N   UNK     0       5.246  -3.583   0.000  0.00  0.00           N+0
HETATM   16  C   UNK     0       6.235  -2.403   0.000  0.00  0.00           C+0
HETATM   17  C   UNK     0       6.346  -3.455   0.000  0.00  0.00           C+0
HETATM   18  C   UNK     0       6.698  -4.419   0.000  0.00  0.00           C+0
HETATM   19  C   UNK     0       5.923  -4.936   0.000  0.00  0.00           C+0
HETATM   20  N   UNK     0       6.451  -6.382   0.000  0.00  0.00           N+0
HETATM   21  C   UNK     0       5.239  -7.332   0.000  0.00  0.00           C+0
HETATM   22  C   UNK     0       5.294  -8.871   0.000  0.00  0.00           C+0
HETATM   23  C   UNK     0       3.989  -9.688   0.000  0.00  0.00           C+0
HETATM   24  C   UNK     0       4.044 -11.227   0.000  0.00  0.00           C+0
HETATM   25  C   UNK     0       2.628  -8.966   0.000  0.00  0.00           C+0
HETATM   26  C   UNK     0       3.961  -6.472   0.000  0.00  0.00           C+0
HETATM   27  O   UNK     0       2.514  -7.000   0.000  0.00  0.00           O+0
HETATM   28  H   UNK     0       5.780  -3.402   0.000  0.00  0.00           H+0
HETATM   29  N   UNK     0       4.384  -4.991   0.000  0.00  0.00           N+0
HETATM   30  C   UNK     0       3.856  -3.544   0.000  0.00  0.00           C+0
HETATM   31  C   UNK     0       2.427  -2.969   0.000  0.00  0.00           C+0
HETATM   32  C   UNK     0       2.212  -1.444   0.000  0.00  0.00           C+0
HETATM   33  C   UNK     0       3.424  -0.495   0.000  0.00  0.00           C+0
HETATM   34  C   UNK     0       4.853  -1.070   0.000  0.00  0.00           C+0
HETATM   35  C   UNK     0       5.068  -2.595   0.000  0.00  0.00           C+0
HETATM   36  C   UNK     0       5.707  -0.956   0.000  0.00  0.00           C+0
HETATM   37  O   UNK     0       4.786  -6.211   0.000  0.00  0.00           O+0
CONECT    1    2                                                            
CONECT    2    1    3   11                                                  
CONECT    3    2    4    8                                                  
CONECT    4    3    5    9                                                  
CONECT    5    4    6                                                       
CONECT    6    5    7                                                       
CONECT    7    6    8                                                       
CONECT    8    7    3                                                       
CONECT    9    4   10                                                       
CONECT   10    9   11   16                                                  
CONECT   11   10    2   12                                                  
CONECT   12   11   13   14   18                                             
CONECT   13   12                                                            
CONECT   14   12   15   37                                                  
CONECT   15   14   16                                                       
CONECT   16   15   10   17   36                                             
CONECT   17   16   18   19   35                                             
CONECT   18   17   12                                                       
CONECT   19   17   20   28   29                                             
CONECT   20   19   21                                                       
CONECT   21   20   22   26                                                  
CONECT   22   21   23                                                       
CONECT   23   22   24   25                                                  
CONECT   24   23                                                            
CONECT   25   23                                                            
CONECT   26   21   27   29                                                  
CONECT   27   26                                                            
CONECT   28   19                                                            
CONECT   29   19   26   30                                                  
CONECT   30   29   31   35                                                  
CONECT   31   30   32                                                       
CONECT   32   31   33                                                       
CONECT   33   32   34                                                       
CONECT   34   33   35                                                       
CONECT   35   34   17   30                                                  
CONECT   36   16                                                            
CONECT   37   14                                                            
MASTER        0    0    0    0    0    0    0    0   37    0   86    0
END

View in JSmol

Synonyms

Not Available

Chemical Formula

C₂₇H₂₇N₅O₃

Average Mass

469.5450 Da

Monoisotopic Mass

469.21139 Da

IUPAC Name

(1'R,2R,9R,9aS,12'R)-12'-methyl-2-(2-methylpropyl)-1,2,3,9a-tetrahydro-2',10',16'-triazaspiro[imidazo[1,2-a]indole-9,13'-tetracyclo[10.2.2.0^{2,11}.0^{4,9}]hexadecane]-4'(9'),5',7',10'-tetraene-3,3',15'-trione

Traditional Name

(1'R,2R,9R,9aS,12'R)-12'-methyl-2-(2-methylpropyl)-2,9a-dihydro-1H-2',10',16'-triazaspiro[imidazo[1,2-a]indole-9,13'-tetracyclo[10.2.2.0^{2,11}.0^{4,9}]hexadecane]-4'(9'),5',7',10'-tetraene-3,3',15'-trione

CAS Registry Number

Not Available

SMILES

[H][C@]12N[C@H](CC(C)C)C(=O)N1C1=CC=CC=C1[C@@]21C[C@@]2([H])N3C(=O)C4=C(C=CC=C4)N=C3[C@]1(C)NC2=O

InChI Identifier

InChI=1S/C27H27N5O3/c1-14(2)12-18-23(35)31-19-11-7-5-9-16(19)27(25(31)29-18)13-20-21(33)30-26(27,3)24-28-17-10-6-4-8-15(17)22(34)32(20)24/h4-11,14,18,20,25,29H,12-13H2,1-3H3,(H,30,33)/t18-,20-,25+,26+,27+/m1/s1

InChI Key

YXZKXQFQFVNJGY-BPKUFTPRSA-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
Penicillium sp.	Fungi	KNApSAcK

Chemical Taxonomy

Description

Belongs to the class of organic compounds known as pyridopyrimidines. Pyridopyrimidines are compounds containing a pyridopyrimidine, which consists of a pyridine fused to a pyrimidine. Pyridine is 6-membered ring consisting of five carbon atoms and a nitrogen atom. Pyrimidine is a 6-membered ring consisting of four carbon atoms and two nitrogen centers at the 1- and 3- ring positions.

Kingdom

Organic compounds

Super Class

Organoheterocyclic compounds

Class

Pyridopyrimidines

Sub Class

Not Available

Direct Parent

Pyridopyrimidines

Alternative Parents

Substituents

Diazanaphthalene
Alpha-amino acid or derivatives
Pyridopyrimidine
Quinazoline
Indole or derivatives
Delta-lactam
Piperidinone
Pyrimidone
Imidazolidinone
Piperidine
Pyridine
Pyrimidine
Benzenoid
Heteroaromatic compound
Tertiary carboxylic acid amide
Imidazolidine
Secondary carboxylic acid amide
Amino acid or derivatives
Carboxamide group
Lactam
Secondary amine
Azacycle
Carboxylic acid derivative
Secondary aliphatic amine
Carbonyl group
Organic nitrogen compound
Organopnictogen compound
Organic oxygen compound
Organonitrogen compound
Organooxygen compound
Amine
Organic oxide
Hydrocarbon derivative
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	1.48	ALOGPS
logP	2.56	ChemAxon
logS	-3.4	ALOGPS
pKa (Strongest Acidic)	10.86	ChemAxon
pKa (Strongest Basic)	4.96	ChemAxon
Physiological Charge	0	ChemAxon
Hydrogen Acceptor Count	5	ChemAxon
Hydrogen Donor Count	2	ChemAxon
Polar Surface Area	94.11 Å²	ChemAxon
Rotatable Bond Count	2	ChemAxon
Refractivity	129.8 m³·mol⁻¹	ChemAxon
Polarizability	50.19 Å³	ChemAxon
Number of Rings	7	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

C00052053

Chemspider ID

78441942

KEGG Compound ID

Not Available

BioCyc ID

Not Available

BiGG ID

Not Available

Wikipedia Link

Not Available

METLIN ID

Not Available

PubChem Compound

139588024

PDB ID

Not Available

ChEBI ID

Not Available

Good Scents ID

Not Available

References

General References

Not Available

Showing NP-Card for (-)-Alantryleunone (NP0083377)

MOL for NP0083377 ((-)-Alantryleunone)

3D MOL for NP0083377 ((-)-Alantryleunone)

3D SDF for NP0083377 ((-)-Alantryleunone)

3D-SDF for NP0083377 ((-)-Alantryleunone)

PDB for NP0083377 ((-)-Alantryleunone)

3D PDB for NP0083377 ((-)-Alantryleunone)

SMILES for NP0083377 ((-)-Alantryleunone)

INCHI for NP0083377 ((-)-Alantryleunone)

Structure for NP0083377 ((-)-Alantryleunone)

3D Structure for NP0083377 ((-)-Alantryleunone)