NP-MRD: Showing NP-Card for Acroamine A (NP0333646)

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Record Information

Version

2.0

Created at

2024-07-31 21:04:12 UTC

Updated at

2025-12-20 14:41:05 UTC

NP-MRD ID

NP0333646

Natural Product DOI

https://doi.org/10.57994/3125

Secondary Accession Numbers

None

Natural Product Identification

Common Name

Acroamine A

Description

Acroamine A belongs to the class of organic compounds known as 6-alkylaminopurines. 6-Alkylaminopurines are compounds that contain an alkylamine group attached at the 6-position of a purine. Purine is a bicyclic aromatic compound made up of a pyrimidine ring fused to an imidazole ring. Based on a literature review very few articles have been published on Acroamine A.

Structure

MOL SDF PDB SMILES InChI


  Mrv2104 04142323372D          

 18 20  0  0  0  0            999 V2000
    4.0668    2.3479    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    3.3523    1.9354    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.3523    1.1104    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    2.6378    0.6979    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.6378   -0.1271    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    1.9233   -0.5396    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.9233   -1.3646    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.2089   -1.7771    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.1226   -2.5975    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.3157   -2.7691    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   -0.0968   -2.0546    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.4552   -1.4415    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    1.9233    1.1104    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.9233    1.9354    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.1387    2.1904    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    0.6538    1.5229    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.1387    0.8555    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    2.6378    2.3479    0.0000 N   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  1  0  0  0  0
  6  7  1  0  0  0  0
  7  8  1  0  0  0  0
  8  9  2  0  0  0  0
  9 10  1  0  0  0  0
 10 11  1  0  0  0  0
 11 12  2  0  0  0  0
  8 12  1  0  0  0  0
  4 13  2  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
 16 17  2  0  0  0  0
 13 17  1  0  0  0  0
 14 18  2  0  0  0  0
  2 18  1  0  0  0  0
M  END
> <DATABASE_ID>
NP0333646

> <DATABASE_NAME>
NP-MRD

> <SMILES>
NC1=NC(NCCC2=CNC=N2)=C2N=CNC2=N1

> <INCHI_IDENTIFIER>
InChI=1S/C10H12N8/c11-10-17-8(7-9(18-10)16-5-15-7)13-2-1-6-3-12-4-14-6/h3-5H,1-2H2,(H,12,14)(H4,11,13,15,16,17,18)

> <INCHI_KEY>
CPFOTNMPWHCKHD-UHFFFAOYSA-N

> <FORMULA>
C10H12N8

> <MOLECULAR_WEIGHT>
244.262

> <EXACT_MASS>
244.118492418

> <JCHEM_ACCEPTOR_COUNT>
6

> <JCHEM_ATOM_COUNT>
30

> <JCHEM_AVERAGE_POLARIZABILITY>
24.982763945124237

> <JCHEM_BIOAVAILABILITY>
1

> <JCHEM_DONOR_COUNT>
4

> <JCHEM_FORMAL_CHARGE>
0

> <JCHEM_GHOSE_FILTER>
0

> <JCHEM_IUPAC>
N6-[2-(1H-imidazol-4-yl)ethyl]-9H-purine-2,6-diamine

> <JCHEM_LOGP>
-0.454960859666667

> <JCHEM_MDDR_LIKE_RULE>
0

> <JCHEM_NUMBER_OF_RINGS>
3

> <JCHEM_PHYSIOLOGICAL_CHARGE>
1

> <JCHEM_PKA>
14.448361524939786

> <JCHEM_PKA_STRONGEST_ACIDIC>
9.850451582020254

> <JCHEM_PKA_STRONGEST_BASIC>
7.102192987138132

> <JCHEM_POLAR_SURFACE_AREA>
121.19

> <JCHEM_REFRACTIVITY>
68.48369999999998

> <JCHEM_ROTATABLE_BOND_COUNT>
4

> <JCHEM_RULE_OF_FIVE>
1

> <JCHEM_TRADITIONAL_IUPAC>
N6-[2-(1H-imidazol-4-yl)ethyl]-9H-purine-2,6-diamine

> <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  N   UNK     0       7.591   4.383   0.000  0.00  0.00           N+0
HETATM    2  C   UNK     0       6.258   3.613   0.000  0.00  0.00           C+0
HETATM    3  N   UNK     0       6.258   2.073   0.000  0.00  0.00           N+0
HETATM    4  C   UNK     0       4.924   1.303   0.000  0.00  0.00           C+0
HETATM    5  N   UNK     0       4.924  -0.237   0.000  0.00  0.00           N+0
HETATM    6  C   UNK     0       3.590  -1.007   0.000  0.00  0.00           C+0
HETATM    7  C   UNK     0       3.590  -2.547   0.000  0.00  0.00           C+0
HETATM    8  C   UNK     0       2.257  -3.317   0.000  0.00  0.00           C+0
HETATM    9  C   UNK     0       2.096  -4.849   0.000  0.00  0.00           C+0
HETATM   10  N   UNK     0       0.589  -5.169   0.000  0.00  0.00           N+0
HETATM   11  C   UNK     0      -0.181  -3.835   0.000  0.00  0.00           C+0
HETATM   12  N   UNK     0       0.850  -2.691   0.000  0.00  0.00           N+0
HETATM   13  C   UNK     0       3.590   2.073   0.000  0.00  0.00           C+0
HETATM   14  C   UNK     0       3.590   3.613   0.000  0.00  0.00           C+0
HETATM   15  N   UNK     0       2.126   4.089   0.000  0.00  0.00           N+0
HETATM   16  C   UNK     0       1.220   2.843   0.000  0.00  0.00           C+0
HETATM   17  N   UNK     0       2.126   1.597   0.000  0.00  0.00           N+0
HETATM   18  N   UNK     0       4.924   4.383   0.000  0.00  0.00           N+0
CONECT    1    2                                                            
CONECT    2    1    3   18                                                  
CONECT    3    2    4                                                       
CONECT    4    3    5   13                                                  
CONECT    5    4    6                                                       
CONECT    6    5    7                                                       
CONECT    7    6    8                                                       
CONECT    8    7    9   12                                                  
CONECT    9    8   10                                                       
CONECT   10    9   11                                                       
CONECT   11   10   12                                                       
CONECT   12   11    8                                                       
CONECT   13    4   14   17                                                  
CONECT   14   13   15   18                                                  
CONECT   15   14   16                                                       
CONECT   16   15   17                                                       
CONECT   17   16   13                                                       
CONECT   18   14    2                                                       
MASTER        0    0    0    0    0    0    0    0   18    0   40    0
END

View in JSmol

Synonyms

Not Available

Chemical Formula

C₁₀H₁₂N₈

Average Mass

244.2620 Da

Monoisotopic Mass

244.11849 Da

IUPAC Name

N6-[2-(1H-imidazol-4-yl)ethyl]-9H-purine-2,6-diamine

Traditional Name

N6-[2-(1H-imidazol-4-yl)ethyl]-9H-purine-2,6-diamine

CAS Registry Number

Not Available

SMILES

NC1=NC(NCCC2=CNC=N2)=C2N=CNC2=N1

InChI Identifier

InChI=1S/C10H12N8/c11-10-17-8(7-9(18-10)16-5-15-7)13-2-1-6-3-12-4-14-6/h3-5H,1-2H2,(H,12,14)(H4,11,13,15,16,17,18)

InChI Key

CPFOTNMPWHCKHD-UHFFFAOYSA-N

Experimental Spectra

Spectrum Type	Description	Depositor Email	Depositor Organization	Depositor	Deposition Date	View
FAILED_TO_DETECT 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
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
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
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
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
HMBC NMR	[¹H, ¹⁵N] 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

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

Species Name	Source	Reference
Acrozoanthus Acrozoanthus australiae		Not Available

Chemical Taxonomy

Description

Belongs to the class of organic compounds known as 6-alkylaminopurines. 6-Alkylaminopurines are compounds that contain an alkylamine group attached at the 6-position of a purine. Purine is a bicyclic aromatic compound made up of a pyrimidine ring fused to an imidazole ring.

Kingdom

Organic compounds

Super Class

Organoheterocyclic compounds

Class

Imidazopyrimidines

Sub Class

Purines and purine derivatives

Direct Parent

6-alkylaminopurines

Alternative Parents

Substituents

6-alkylaminopurine
Aminopyrimidine
Imidolactam
Pyrimidine
Heteroaromatic compound
Imidazole
Azole
Azacycle
Organic nitrogen compound
Organopnictogen compound
Hydrocarbon derivative
Primary amine
Organonitrogen compound
Amine
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	-0.45	ChemAxon
pKa (Strongest Acidic)	9.85	ChemAxon
pKa (Strongest Basic)	7.1	ChemAxon
Physiological Charge	1	ChemAxon
Hydrogen Acceptor Count	6	ChemAxon
Hydrogen Donor Count	4	ChemAxon
Polar Surface Area	121.19 Å²	ChemAxon
Rotatable Bond Count	4	ChemAxon
Refractivity	68.48 m³·mol⁻¹	ChemAxon
Polarizability	24.98 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

108199884

PDB ID

Not Available

ChEBI ID

Not Available

Good Scents ID

Not Available

References

General References

Showing NP-Card for Acroamine A (NP0333646)

MOL for NP0333646 (Acroamine A)

3D MOL for NP0333646 (Acroamine A)

3D SDF for NP0333646 (Acroamine A)

3D-SDF for NP0333646 (Acroamine A)

PDB for NP0333646 (Acroamine A)

3D PDB for NP0333646 (Acroamine A)

SMILES for NP0333646 (Acroamine A)

INCHI for NP0333646 (Acroamine A)

Structure for NP0333646 (Acroamine A)

3D Structure for NP0333646 (Acroamine A)