NP-MRD: Showing NP-Card for Acroamine A4 (NP0333650)

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Record Information

Version

2.0

Created at

2024-07-31 21:19:07 UTC

Updated at

2025-12-20 14:41:05 UTC

NP-MRD ID

NP0333650

Natural Product DOI

https://doi.org/10.57994/3129

Secondary Accession Numbers

None

Natural Product Identification

Common Name

Acroamine A4

Description

Based on a literature review very few articles have been published on Acroamine A4.

Structure

MOL SDF PDB SMILES InChI


  Mrv2104 04142323522D          

 24 26  0  0  0  0            999 V2000
    0.9248    2.5700    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.0963    3.3769    0.0000 N   0  3  0  0  0  0  0  0  0  0  0  0
    0.5443    3.9900    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.9568    4.7045    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    1.7638    4.5330    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.8500    3.7125    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.5645    3.3000    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.5645    2.4750    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.2789    2.0625    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    3.2789    1.2375    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.9934    0.8250    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    3.9934    0.0000    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.7079   -0.4125    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    4.7079   -1.2375    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.4223   -0.0000    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.2789   -0.4125    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    2.5645    0.0000    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.5645    0.8250    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.7798    1.0799    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    1.5249    1.8646    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.2949    0.4125    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.7798   -0.2549    0.0000 N   0  3  0  0  0  0  0  0  0  0  0  0
    1.5249   -1.0396    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.6212    5.4582    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
  3  4  1  0  0  0  0
  4  5  1  0  0  0  0
  5  6  2  0  0  0  0
  2  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  2  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
 13 15  1  0  0  0  0
 12 16  2  0  0  0  0
 16 17  1  0  0  0  0
 17 18  2  0  0  0  0
 10 18  1  0  0  0  0
 18 19  1  0  0  0  0
 19 20  1  0  0  0  0
 19 21  1  0  0  0  0
 21 22  2  0  0  0  0
 17 22  1  0  0  0  0
 22 23  1  0  0  0  0
  4 24  1  0  0  0  0
M  CHG  2   2   1  22   1
M  END
> <DATABASE_ID>
NP0333650

> <DATABASE_NAME>
NP-MRD

> <SMILES>
CN(C)C1=NC2=C(N(C)C=[N+]2C)C(NCCC2=CN(C)C=[N+]2C)=N1

> <INCHI_IDENTIFIER>
InChI=1S/C16H26N8/c1-20(2)16-18-14(13-15(19-16)24(6)11-23(13)5)17-8-7-12-9-21(3)10-22(12)4/h9-11H,7-8H2,1-6H3,(H,17,18,19)/q+2

> <INCHI_KEY>
JREOUQILJYAWAD-UHFFFAOYSA-N

> <FORMULA>
C16H26N8

> <MOLECULAR_WEIGHT>
330.439

> <EXACT_MASS>
330.226945709

> <JCHEM_ACCEPTOR_COUNT>
4

> <JCHEM_ATOM_COUNT>
50

> <JCHEM_AVERAGE_POLARIZABILITY>
38.126867991617644

> <JCHEM_BIOAVAILABILITY>
1

> <JCHEM_DONOR_COUNT>
1

> <JCHEM_FORMAL_CHARGE>
2

> <JCHEM_GHOSE_FILTER>
0

> <JCHEM_IUPAC>
6-{[2-(1,3-dimethyl-1H-imidazol-3-ium-4-yl)ethyl]amino}-2-(dimethylamino)-7,9-dimethyl-7H-purin-9-ium

> <JCHEM_LOGP>
-6.989593959276824

> <JCHEM_MDDR_LIKE_RULE>
0

> <JCHEM_NUMBER_OF_RINGS>
3

> <JCHEM_PHYSIOLOGICAL_CHARGE>
2

> <JCHEM_PKA_STRONGEST_ACIDIC>
17.286039263612953

> <JCHEM_PKA_STRONGEST_BASIC>
0.27878899406271085

> <JCHEM_POLAR_SURFACE_AREA>
58.67

> <JCHEM_REFRACTIVITY>
98.39069999999998

> <JCHEM_ROTATABLE_BOND_COUNT>
5

> <JCHEM_RULE_OF_FIVE>
1

> <JCHEM_TRADITIONAL_IUPAC>
2-(dimethylamino)-6-{[2-(1,3-dimethylimidazol-3-ium-4-yl)ethyl]amino}-7,9-dimethylpurin-9-ium

> <JCHEM_VEBER_RULE>
0

$$$$

HEADER    PROTEIN                                 14-APR-23   NONE
TITLE     NULL                                                        
COMPND    NULL                                                        
SOURCE    NULL                                                        
KEYWDS    NULL                                                        
EXPDTA    NULL                                                        
AUTHOR    Marvin                                                      
REVDAT   1   14-APR-23         0                                  
HETATM    1  C   UNK     0       1.726   4.797   0.000  0.00  0.00           C+0
HETATM    2  N   UNK     0       2.046   6.304   0.000  0.00  0.00           N+1
HETATM    3  C   UNK     0       1.016   7.448   0.000  0.00  0.00           C+0
HETATM    4  N   UNK     0       1.786   8.782   0.000  0.00  0.00           N+0
HETATM    5  C   UNK     0       3.292   8.462   0.000  0.00  0.00           C+0
HETATM    6  C   UNK     0       3.453   6.930   0.000  0.00  0.00           C+0
HETATM    7  C   UNK     0       4.787   6.160   0.000  0.00  0.00           C+0
HETATM    8  C   UNK     0       4.787   4.620   0.000  0.00  0.00           C+0
HETATM    9  N   UNK     0       6.121   3.850   0.000  0.00  0.00           N+0
HETATM   10  C   UNK     0       6.121   2.310   0.000  0.00  0.00           C+0
HETATM   11  N   UNK     0       7.454   1.540   0.000  0.00  0.00           N+0
HETATM   12  C   UNK     0       7.454   0.000   0.000  0.00  0.00           C+0
HETATM   13  N   UNK     0       8.788  -0.770   0.000  0.00  0.00           N+0
HETATM   14  C   UNK     0       8.788  -2.310   0.000  0.00  0.00           C+0
HETATM   15  C   UNK     0      10.122  -0.000   0.000  0.00  0.00           C+0
HETATM   16  N   UNK     0       6.121  -0.770   0.000  0.00  0.00           N+0
HETATM   17  C   UNK     0       4.787   0.000   0.000  0.00  0.00           C+0
HETATM   18  C   UNK     0       4.787   1.540   0.000  0.00  0.00           C+0
HETATM   19  N   UNK     0       3.322   2.016   0.000  0.00  0.00           N+0
HETATM   20  C   UNK     0       2.846   3.481   0.000  0.00  0.00           C+0
HETATM   21  C   UNK     0       2.417   0.770   0.000  0.00  0.00           C+0
HETATM   22  N   UNK     0       3.322  -0.476   0.000  0.00  0.00           N+1
HETATM   23  C   UNK     0       2.846  -1.941   0.000  0.00  0.00           C+0
HETATM   24  C   UNK     0       1.160  10.189   0.000  0.00  0.00           C+0
CONECT    1    2                                                            
CONECT    2    1    3    6                                                  
CONECT    3    2    4                                                       
CONECT    4    3    5   24                                                  
CONECT    5    4    6                                                       
CONECT    6    5    2    7                                                  
CONECT    7    6    8                                                       
CONECT    8    7    9                                                       
CONECT    9    8   10                                                       
CONECT   10    9   11   18                                                  
CONECT   11   10   12                                                       
CONECT   12   11   13   16                                                  
CONECT   13   12   14   15                                                  
CONECT   14   13                                                            
CONECT   15   13                                                            
CONECT   16   12   17                                                       
CONECT   17   16   18   22                                                  
CONECT   18   17   10   19                                                  
CONECT   19   18   20   21                                                  
CONECT   20   19                                                            
CONECT   21   19   22                                                       
CONECT   22   21   17   23                                                  
CONECT   23   22                                                            
CONECT   24    4                                                            
MASTER        0    0    0    0    0    0    0    0   24    0   52    0
END

View in JSmol

Synonyms

Not Available

Chemical Formula

C₁₆H₂₆N₈

Average Mass

330.4390 Da

Monoisotopic Mass

330.22695 Da

IUPAC Name

6-{[2-(1,3-dimethyl-1H-imidazol-3-ium-4-yl)ethyl]amino}-2-(dimethylamino)-7,9-dimethyl-7H-purin-9-ium

Traditional Name

2-(dimethylamino)-6-{[2-(1,3-dimethylimidazol-3-ium-4-yl)ethyl]amino}-7,9-dimethylpurin-9-ium

CAS Registry Number

Not Available

SMILES

CN(C)C1=NC2=C(N(C)C=[N+]2C)C(NCCC2=CN(C)C=[N+]2C)=N1

InChI Identifier

InChI=1S/C16H26N8/c1-20(2)16-18-14(13-15(19-16)24(6)11-23(13)5)17-8-7-12-9-21(3)10-22(12)4/h9-11H,7-8H2,1-6H3,(H,17,18,19)/q+2

InChI Key

JREOUQILJYAWAD-UHFFFAOYSA-N

Experimental Spectra

Spectrum Type	Description	Depositor Email	Depositor Organization	Depositor	Deposition Date	View
FAILED_TO_DETECT NMR	[¹³C, ¹⁵N] NMR Spectrum (2D, 151 MHz, CD3OD, experimental)	dayani.sarathparakumge@nih.gov	National Cancer Institute	Dayani Sarath Parakumge	2024-07-31	View Spectrum
COSY NMR	[¹H, ¹H] NMR Spectrum (2D, 600 MHz, CD3OD, experimental)	dayani.sarathparakumge@nih.gov	National Cancer Institute	Dayani Sarath Parakumge	2024-07-31	View Spectrum
HMBC NMR	[¹H, ¹³C] NMR Spectrum (2D, 600 MHz, CD3OD, experimental)	dayani.sarathparakumge@nih.gov	National Cancer Institute	Dayani Sarath Parakumge	2024-07-31	View Spectrum
HSQC NMR	[¹H, ¹³C] NMR Spectrum (2D, 600 MHz, CD3OD, experimental)	dayani.sarathparakumge@nih.gov	National Cancer Institute	Dayani Sarath Parakumge	2024-07-31	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 151 MHz, CD3OD, experimental)	dayani.sarathparakumge@nih.gov	National Cancer Institute	Dayani Sarath Parakumge	2024-07-31	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 600 MHz, CD3OD, experimental)	dayani.sarathparakumge@nih.gov	National Cancer Institute	Dayani Sarath Parakumge	2024-07-31	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 600 MHz, CD3OD, experimental)	dayani.sarathparakumge@nih.gov	National Cancer Institute	Dayani Sarath Parakumge	2024-07-31	View Spectrum

Predicted Spectra

Spectrum Type	Description	Depositor ID	Depositor Organization	Depositor	Deposition Date	View

Chemical Shift Submissions

Spectrum Type	Description	Depositor Email	Depositor Organization	Depositor	Deposition Date	View
1D NMR	¹H NMR Spectrum (1D, 600.314502325, CD₃OD, simulated)	dayani.sarathparakumge@nih.gov	National Cancer Institute	Dayani Sarath Parakumge	2024-07-31	View Spectrum

Species

Species of Origin

Not Available

Chemical Taxonomy

Classification

Not classified

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	-7	ChemAxon
pKa (Strongest Acidic)	17.29	ChemAxon
pKa (Strongest Basic)	0.28	ChemAxon
Physiological Charge	2	ChemAxon
Hydrogen Acceptor Count	4	ChemAxon
Hydrogen Donor Count	1	ChemAxon
Polar Surface Area	58.67 Å²	ChemAxon
Rotatable Bond Count	5	ChemAxon
Refractivity	98.39 m³·mol⁻¹	ChemAxon
Polarizability	38.13 Å³	ChemAxon
Number of Rings	3	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

Not Available

PDB ID

Not Available

ChEBI ID

Not Available

Good Scents ID

Not Available

References

General References

Showing NP-Card for Acroamine A4 (NP0333650)

MOL for NP0333650 (Acroamine A4)

3D MOL for NP0333650 (Acroamine A4)

3D SDF for NP0333650 (Acroamine A4)

3D-SDF for NP0333650 (Acroamine A4)

PDB for NP0333650 (Acroamine A4)

3D PDB for NP0333650 (Acroamine A4)

SMILES for NP0333650 (Acroamine A4)

INCHI for NP0333650 (Acroamine A4)

Structure for NP0333650 (Acroamine A4)

3D Structure for NP0333650 (Acroamine A4)