NP-MRD: Showing NP-Card for 6-{[(3,5-dibromo-4-hydroxyphenyl)methyl]amino}-9h-purin-8-ol (NP0163827)

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Record Information

Version

2.0

Created at

2022-09-02 22:34:32 UTC

Updated at

2022-09-02 22:34:32 UTC

NP-MRD ID

NP0163827

Secondary Accession Numbers

None

Natural Product Identification

Common Name

6-{[(3,5-dibromo-4-hydroxyphenyl)methyl]amino}-9h-purin-8-ol

Description

Aplidiamine 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 Aplidiamine.

Structure

MOL 3D MOL SDF PDB SMILES InChI

     RDKit          3D

 30 32  0  0  0  0  0  0  0  0999 V2000
    4.9774   -2.6466    0.4408 O   0  0  0  0  0  0  0  0  0  0  0  0
    4.3069   -1.4408    0.2445 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.9787   -1.2496    0.1976 N   0  0  0  0  0  0  0  0  0  0  0  0
    2.7672    0.0664   -0.0100 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.5840    0.7681   -0.1345 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.3182    0.1198   -0.0500 N   0  0  0  0  0  0  0  0  0  0  0  0
   -0.8442    0.9225   -0.1900 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.1333    0.2434   -0.1009 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.2743    1.0264   -0.2385 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.5501    0.5096   -0.1747 C   0  0  0  0  0  0  0  0  0  0  0  0
   -6.0743    1.6458   -0.3726 Br  0  0  0  0  0  0  0  0  0  0  0  0
   -4.6986   -0.8433    0.0349 C   0  0  0  0  0  0  0  0  0  0  0  0
   -5.9495   -1.4126    0.1073 O   0  0  0  0  0  0  0  0  0  0  0  0
   -3.5898   -1.6398    0.1742 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.8041   -3.5109    0.4639 Br  0  0  0  0  0  0  0  0  0  0  0  0
   -2.3288   -1.0897    0.1049 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.7093    2.0997   -0.3402 N   0  0  0  0  0  0  0  0  0  0  0  0
    2.8923    2.7283   -0.4228 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.0377    2.0396   -0.3007 N   0  0  0  0  0  0  0  0  0  0  0  0
    3.9831    0.7116   -0.0947 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.9209   -0.2565    0.0681 N   0  0  0  0  0  0  0  0  0  0  0  0
    5.9034   -2.8256    0.1108 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.3179   -0.9009    0.1089 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.8209    1.6758    0.6534 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.7293    1.5418   -1.1044 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.1297    2.1025   -0.4048 H   0  0  0  0  0  0  0  0  0  0  0  0
   -6.0952   -2.3867    0.2576 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.4983   -1.7378    0.2173 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.8772    3.7945   -0.5889 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.9460   -0.0550    0.0500 H   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  1  0
  2  3  2  0
  3  4  1  0
  4  5  2  0
  5  6  1  0
  6  7  1  0
  7  8  1  0
  8  9  2  0
  9 10  1  0
 10 11  1  0
 10 12  2  0
 12 13  1  0
 12 14  1  0
 14 15  1  0
 14 16  2  0
  5 17  1  0
 17 18  2  0
 18 19  1  0
 19 20  2  0
 20 21  1  0
 21  2  1  0
 20  4  1  0
 16  8  1  0
  1 22  1  0
  6 23  1  0
  7 24  1  0
  7 25  1  0
  9 26  1  0
 13 27  1  0
 16 28  1  0
 18 29  1  0
 21 30  1  0
M  END


  Mrv1652309032200342D          

 21 23  0  0  0  0            999 V2000
   -0.1712   -0.6979    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.6538   -0.6979    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.1387   -0.0305    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    1.9233   -0.2854    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.6378    0.1271    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.6378    0.9521    0.0000 N   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
    1.9233    2.1896    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.2089    2.6021    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.2089    3.4271    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.4944    3.8396    0.0000 Br  0  0  0  0  0  0  0  0  0  0  0  0
    1.9233    3.8396    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.9233    4.6646    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.6378    3.4271    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.3523    3.8396    0.0000 Br  0  0  0  0  0  0  0  0  0  0  0  0
    2.6378    2.6021    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.3523   -0.2854    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    3.3523   -1.1104    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.6378   -1.5229    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
    1.1387   -1.3654    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  2  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
 10 12  2  0  0  0  0
 12 13  1  0  0  0  0
 12 14  1  0  0  0  0
 14 15  1  0  0  0  0
 14 16  2  0  0  0  0
  8 16  1  0  0  0  0
  5 17  1  0  0  0  0
 17 18  2  0  0  0  0
 18 19  1  0  0  0  0
 19 20  2  0  0  0  0
  4 20  1  0  0  0  0
 20 21  1  0  0  0  0
  2 21  1  0  0  0  0
M  END
> <DATABASE_ID>
NP0163827

> <DATABASE_NAME>
NP-MRD

> <SMILES>
OC1=NC2=C(NCC3=CC(Br)=C(O)C(Br)=C3)N=CN=C2N1

> <INCHI_IDENTIFIER>
InChI=1S/C12H9Br2N5O2/c13-6-1-5(2-7(14)9(6)20)3-15-10-8-11(17-4-16-10)19-12(21)18-8/h1-2,4,20H,3H2,(H3,15,16,17,18,19,21)

> <INCHI_KEY>
FXJCPCLEPGZXDK-UHFFFAOYSA-N

> <FORMULA>
C12H9Br2N5O2

> <MOLECULAR_WEIGHT>
415.045

> <EXACT_MASS>
412.912301

> <JCHEM_ACCEPTOR_COUNT>
6

> <JCHEM_ATOM_COUNT>
30

> <JCHEM_AVERAGE_POLARIZABILITY>
32.56829379396784

> <JCHEM_BIOAVAILABILITY>
1

> <JCHEM_DONOR_COUNT>
4

> <JCHEM_FORMAL_CHARGE>
0

> <JCHEM_GHOSE_FILTER>
1

> <JCHEM_IUPAC>
6-{[(3,5-dibromo-4-hydroxyphenyl)methyl]amino}-9H-purin-8-ol

> <ALOGPS_LOGP>
2.83

> <JCHEM_LOGP>
3.1097890809999997

> <ALOGPS_LOGS>
-3.48

> <JCHEM_MDDR_LIKE_RULE>
0

> <JCHEM_NUMBER_OF_RINGS>
3

> <JCHEM_PHYSIOLOGICAL_CHARGE>
-1

> <JCHEM_PKA>
8.640931997915951

> <JCHEM_PKA_STRONGEST_ACIDIC>
6.73580598769842

> <JCHEM_PKA_STRONGEST_BASIC>
3.382727314329501

> <JCHEM_POLAR_SURFACE_AREA>
106.95000000000002

> <JCHEM_REFRACTIVITY>
85.38600000000001

> <JCHEM_ROTATABLE_BOND_COUNT>
3

> <JCHEM_RULE_OF_FIVE>
1

> <ALOGPS_SOLUBILITY>
1.38e-01 g/l

> <JCHEM_TRADITIONAL_IUPAC>
6-{[(3,5-dibromo-4-hydroxyphenyl)methyl]amino}-9H-purin-8-ol

> <JCHEM_VEBER_RULE>
0

$$$$

HEADER    PROTEIN                                 03-SEP-22   NONE
TITLE     NULL                                                        
COMPND    NULL                                                        
SOURCE    NULL                                                        
KEYWDS    NULL                                                        
EXPDTA    NULL                                                        
AUTHOR    Marvin                                                      
REVDAT   1   03-SEP-22         0                                  
HETATM    1  O   UNK     0      -0.320  -1.303   0.000  0.00  0.00           O+0
HETATM    2  C   UNK     0       1.220  -1.303   0.000  0.00  0.00           C+0
HETATM    3  N   UNK     0       2.126  -0.057   0.000  0.00  0.00           N+0
HETATM    4  C   UNK     0       3.590  -0.533   0.000  0.00  0.00           C+0
HETATM    5  C   UNK     0       4.924   0.237   0.000  0.00  0.00           C+0
HETATM    6  N   UNK     0       4.924   1.777   0.000  0.00  0.00           N+0
HETATM    7  C   UNK     0       3.590   2.547   0.000  0.00  0.00           C+0
HETATM    8  C   UNK     0       3.590   4.087   0.000  0.00  0.00           C+0
HETATM    9  C   UNK     0       2.257   4.857   0.000  0.00  0.00           C+0
HETATM   10  C   UNK     0       2.257   6.397   0.000  0.00  0.00           C+0
HETATM   11 Br   UNK     0       0.923   7.167   0.000  0.00  0.00          Br+0
HETATM   12  C   UNK     0       3.590   7.167   0.000  0.00  0.00           C+0
HETATM   13  O   UNK     0       3.590   8.707   0.000  0.00  0.00           O+0
HETATM   14  C   UNK     0       4.924   6.397   0.000  0.00  0.00           C+0
HETATM   15 Br   UNK     0       6.258   7.167   0.000  0.00  0.00          Br+0
HETATM   16  C   UNK     0       4.924   4.857   0.000  0.00  0.00           C+0
HETATM   17  N   UNK     0       6.258  -0.533   0.000  0.00  0.00           N+0
HETATM   18  C   UNK     0       6.258  -2.073   0.000  0.00  0.00           C+0
HETATM   19  N   UNK     0       4.924  -2.843   0.000  0.00  0.00           N+0
HETATM   20  C   UNK     0       3.590  -2.073   0.000  0.00  0.00           C+0
HETATM   21  N   UNK     0       2.126  -2.549   0.000  0.00  0.00           N+0
CONECT    1    2                                                            
CONECT    2    1    3   21                                                  
CONECT    3    2    4                                                       
CONECT    4    3    5   20                                                  
CONECT    5    4    6   17                                                  
CONECT    6    5    7                                                       
CONECT    7    6    8                                                       
CONECT    8    7    9   16                                                  
CONECT    9    8   10                                                       
CONECT   10    9   11   12                                                  
CONECT   11   10                                                            
CONECT   12   10   13   14                                                  
CONECT   13   12                                                            
CONECT   14   12   15   16                                                  
CONECT   15   14                                                            
CONECT   16   14    8                                                       
CONECT   17    5   18                                                       
CONECT   18   17   19                                                       
CONECT   19   18   20                                                       
CONECT   20   19    4   21                                                  
CONECT   21   20    2                                                       
MASTER        0    0    0    0    0    0    0    0   21    0   46    0
END

View in JSmol

Synonyms

Not Available

Chemical Formula

C₁₂H₉Br₂N₅O₂

Average Mass

415.0450 Da

Monoisotopic Mass

412.91230 Da

IUPAC Name

6-{[(3,5-dibromo-4-hydroxyphenyl)methyl]amino}-9H-purin-8-ol

Traditional Name

6-{[(3,5-dibromo-4-hydroxyphenyl)methyl]amino}-9H-purin-8-ol

CAS Registry Number

Not Available

SMILES

OC1=NC2=C(NCC3=CC(Br)=C(O)C(Br)=C3)N=CN=C2N1

InChI Identifier

InChI=1S/C12H9Br2N5O2/c13-6-1-5(2-7(14)9(6)20)3-15-10-8-11(17-4-16-10)19-12(21)18-8/h1-2,4,20H,3H2,(H3,15,16,17,18,19,21)

InChI Key

FXJCPCLEPGZXDK-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 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
Purinone
Benzylamine
2-halophenol
2-bromophenol
Aminopyrimidine
Bromobenzene
Halobenzene
Phenol
Aryl bromide
Aryl halide
Monocyclic benzene moiety
Imidolactam
Benzenoid
Pyrimidine
Imidazole
Heteroaromatic compound
Azole
Urea
Azacycle
Organobromide
Organohalogen compound
Hydrocarbon derivative
Organic oxide
Organic oxygen compound
Organonitrogen compound
Organooxygen compound
Amine
Organic nitrogen 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	2.83	ALOGPS
logP	3.11	ChemAxon
logS	-3.5	ALOGPS
pKa (Strongest Acidic)	6.74	ChemAxon
pKa (Strongest Basic)	3.38	ChemAxon
Physiological Charge	-1	ChemAxon
Hydrogen Acceptor Count	6	ChemAxon
Hydrogen Donor Count	4	ChemAxon
Polar Surface Area	106.95 Å²	ChemAxon
Rotatable Bond Count	3	ChemAxon
Refractivity	85.39 m³·mol⁻¹	ChemAxon
Polarizability	32.57 Å³	ChemAxon
Number of Rings	3	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

Not Available

Chemspider ID

9255347

KEGG Compound ID

Not Available

BioCyc ID

Not Available

BiGG ID

Not Available

Wikipedia Link

Not Available

METLIN ID

Not Available

PubChem Compound

11080198

PDB ID

Not Available

ChEBI ID

Not Available

Good Scents ID

Not Available

References

General References

LOTUS database [Link]

Showing NP-Card for 6-{[(3,5-dibromo-4-hydroxyphenyl)methyl]amino}-9h-purin-8-ol (NP0163827)

MOL for NP0163827 (6-{[(3,5-dibromo-4-hydroxyphenyl)methyl]amino}-9h-purin-8-ol)

3D MOL for NP0163827 (6-{[(3,5-dibromo-4-hydroxyphenyl)methyl]amino}-9h-purin-8-ol)

3D SDF for NP0163827 (6-{[(3,5-dibromo-4-hydroxyphenyl)methyl]amino}-9h-purin-8-ol)

3D-SDF for NP0163827 (6-{[(3,5-dibromo-4-hydroxyphenyl)methyl]amino}-9h-purin-8-ol)

PDB for NP0163827 (6-{[(3,5-dibromo-4-hydroxyphenyl)methyl]amino}-9h-purin-8-ol)

3D PDB for NP0163827 (6-{[(3,5-dibromo-4-hydroxyphenyl)methyl]amino}-9h-purin-8-ol)

SMILES for NP0163827 (6-{[(3,5-dibromo-4-hydroxyphenyl)methyl]amino}-9h-purin-8-ol)

INCHI for NP0163827 (6-{[(3,5-dibromo-4-hydroxyphenyl)methyl]amino}-9h-purin-8-ol)

Structure for NP0163827 (6-{[(3,5-dibromo-4-hydroxyphenyl)methyl]amino}-9h-purin-8-ol)

3D Structure for NP0163827 (6-{[(3,5-dibromo-4-hydroxyphenyl)methyl]amino}-9h-purin-8-ol)