NP-MRD: Showing NP-Card for 9-(4-hydroxybutyl)-2-(phenylimino)-3h-purin-6-ol (NP0207387)

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Record Information

Version

2.0

Created at

2022-09-05 03:58:39 UTC

Updated at

2022-09-05 03:58:39 UTC

NP-MRD ID

NP0207387

Secondary Accession Numbers

None

Natural Product Identification

Common Name

9-(4-hydroxybutyl)-2-(phenylimino)-3h-purin-6-ol

Description

9-(4-Hydroxybutyl)-N2-phenylguanine belongs to the class of organic compounds known as hypoxanthines. Hypoxanthines are compounds containing the purine derivative 1H-purin-6(9H)-one. Purine is a bicyclic aromatic compound made up of a pyrimidine ring fused to an imidazole ring. 9-(4-Hydroxybutyl)-n2-phenylguanine is known to target thymidine kinase. 9-(4-Hydroxybutyl)-N2-phenylguanine is a solid. 9-(4-Hydroxybutyl)-N2-phenylguanine is an extremely weak basic (essentially neutral) compound (based on its pKa). This compound belongs to the hypoxanthines. These are compounds containing the purine derivative 1H-purin-6(9H)-one.

Structure

MOL 3D MOL SDF PDB SMILES InChI

     RDKit          3D

 39 41  0  0  0  0  0  0  0  0999 V2000
    0.4793   -3.5368   -1.0988 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.3632   -2.3011   -0.9364 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.3300   -1.4890   -0.4690 N   0  0  0  0  0  0  0  0  0  0  0  0
    1.2118   -0.1649   -0.2938 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.2466    0.6612    0.2344 N   0  0  0  0  0  0  0  0  0  0  0  0
    3.5406    0.2598    0.5952 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.0733    0.7388    1.7895 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.3397    0.4301    2.2048 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.1587   -0.3788    1.4528 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.6470   -0.8585    0.2712 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.3551   -0.5487   -0.1622 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.0078    0.4034   -0.6163 N   0  0  0  0  0  0  0  0  0  0  0  0
   -0.9817   -0.3623   -1.0834 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.8468   -1.7244   -1.2603 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.9992   -2.1715   -1.7318 N   0  0  0  0  0  0  0  0  0  0  0  0
   -2.8543   -1.1420   -1.8583 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.2453   -0.0078   -1.4617 N   0  0  0  0  0  0  0  0  0  0  0  0
   -2.7546    1.3161   -1.4877 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.3063    1.9212   -0.2594 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.4600    1.3629    0.4461 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.3629   -0.0003    1.0478 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.3134   -0.0837    1.9774 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.2287   -1.9658   -0.2115 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.9923    1.6923    0.3628 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.4444    1.3732    2.3893 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.7556    0.8089    3.1453 H   0  0  0  0  0  0  0  0  0  0  0  0
    7.1509   -0.6167    1.7859 H   0  0  0  0  0  0  0  0  0  0  0  0
    6.2506   -1.4958   -0.3520 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.0017   -0.9326   -1.1234 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.8900   -1.2049   -2.2264 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.9536    2.0530   -1.8528 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.5146    1.4137   -2.3396 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.5057    3.0463   -0.4248 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.4071    1.9927    0.4726 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.7601    2.0788    1.2844 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.3373    1.3265   -0.2718 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.2953   -0.2187    1.6687 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.3119   -0.8323    0.3552 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.4771   -0.8426    2.5913 H   0  0  0  0  0  0  0  0  0  0  0  0
 22 21  1  0
 21 20  1  0
 20 19  1  0
 19 18  1  0
 18 17  1  0
 17 16  1  0
 16 15  2  0
 15 14  1  0
 14 13  2  0
 13 12  1  0
 12  4  2  0
  4  5  1  0
  5  6  1  0
  6  7  2  0
  7  8  1  0
  8  9  2  0
  9 10  1  0
 10 11  2  0
  4  3  1  0
  3  2  1  0
  2  1  2  0
 13 17  1  0
 11  6  1  0
  2 14  1  0
 22 39  1  0
 21 37  1  0
 21 38  1  0
 20 35  1  0
 20 36  1  0
 19 33  1  0
 19 34  1  0
 18 31  1  0
 18 32  1  0
 16 30  1  0
  5 24  1  0
  7 25  1  0
  8 26  1  0
  9 27  1  0
 10 28  1  0
 11 29  1  0
  3 23  1  0
M  END

BPG
  Mrv0541 02231216142D          

 22 24  0  0  0  0            999 V2000
   -3.8205   -0.9068    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.5350   -0.4943    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -3.1060   -0.4943    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.3916   -0.9068    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.6771   -0.4943    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.9626   -0.9068    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   -0.2089   -0.5712    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.0460    0.2134    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    0.8530    0.3849    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.1079    1.1695    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    1.4050   -0.2282    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    1.1501   -1.0128    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.7021   -1.6259    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.3431   -1.1843    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.0694   -1.8988    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   -0.8764   -1.7273    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.5288    1.6841    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.2739    0.8995    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.4669    0.7280    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.9149    1.3411    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.1698    2.1257    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.9768    2.2972    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  1  0  0  0  0
  1  3  1  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
  6 16  1  0  0  0  0
  7  8  1  0  0  0  0
  7 14  2  0  0  0  0
  8  9  2  0  0  0  0
  9 10  1  0  0  0  0
  9 11  1  0  0  0  0
 10 20  1  0  0  0  0
 11 12  1  0  0  0  0
 12 13  2  0  0  0  0
 12 14  1  0  0  0  0
 14 15  1  0  0  0  0
 15 16  2  0  0  0  0
 17 18  2  0  0  0  0
 17 22  1  0  0  0  0
 18 19  1  0  0  0  0
 19 20  2  0  0  0  0
 20 21  1  0  0  0  0
 21 22  2  0  0  0  0
M  END
> <DATABASE_ID>
NP0207387

> <DATABASE_NAME>
NP-MRD

> <SMILES>
OCCCCN1C=NC2=C1N=C(NC1=CC=CC=C1)NC2=O

> <INCHI_IDENTIFIER>
InChI=1S/C15H17N5O2/c21-9-5-4-8-20-10-16-12-13(20)18-15(19-14(12)22)17-11-6-2-1-3-7-11/h1-3,6-7,10,21H,4-5,8-9H2,(H2,17,18,19,22)

> <INCHI_KEY>
JHBXNPBKSPYOFT-UHFFFAOYSA-N

> <FORMULA>
C15H17N5O2

> <MOLECULAR_WEIGHT>
299.3278

> <EXACT_MASS>
299.138224813

> <JCHEM_ACCEPTOR_COUNT>
5

> <JCHEM_AVERAGE_POLARIZABILITY>
31.22776508663334

> <JCHEM_BIOAVAILABILITY>
1

> <JCHEM_DONOR_COUNT>
3

> <JCHEM_FORMAL_CHARGE>
0

> <JCHEM_GHOSE_FILTER>
1

> <JCHEM_IUPAC>
9-(4-hydroxybutyl)-2-(phenylamino)-6,9-dihydro-1H-purin-6-one

> <ALOGPS_LOGP>
1.44

> <JCHEM_LOGP>
1.1487072539999994

> <ALOGPS_LOGS>
-2.59

> <JCHEM_MDDR_LIKE_RULE>
1

> <JCHEM_NUMBER_OF_RINGS>
3

> <JCHEM_PHYSIOLOGICAL_CHARGE>
0

> <JCHEM_PKA>
15.972022875800693

> <JCHEM_PKA_STRONGEST_ACIDIC>
9.434225442565156

> <JCHEM_PKA_STRONGEST_BASIC>
0.7985451653173772

> <JCHEM_POLAR_SURFACE_AREA>
91.54

> <JCHEM_REFRACTIVITY>
85.05680000000001

> <JCHEM_ROTATABLE_BOND_COUNT>
6

> <JCHEM_RULE_OF_FIVE>
1

> <ALOGPS_SOLUBILITY>
7.75e-01 g/l

> <JCHEM_TRADITIONAL_IUPAC>
GUANINEN2PHENYL94hydroxybutyl

> <JCHEM_VEBER_RULE>
0

$$$$

HEADER    PROTEIN                                 23-FEB-12   NONE
TITLE     NULL                                                        
COMPND    MOLECULE: BPG                                               
SOURCE    NULL                                                        
KEYWDS    NULL                                                        
EXPDTA    NULL                                                        
AUTHOR    Marvin                                                      
REVDAT   1   23-FEB-12         0                                  
HETATM    1  C   UNK     0      -7.132  -1.693   0.000  0.00  0.00           C+0
HETATM    2  O   UNK     0      -8.465  -0.923   0.000  0.00  0.00           O+0
HETATM    3  C   UNK     0      -5.798  -0.923   0.000  0.00  0.00           C+0
HETATM    4  C   UNK     0      -4.464  -1.693   0.000  0.00  0.00           C+0
HETATM    5  C   UNK     0      -3.131  -0.923   0.000  0.00  0.00           C+0
HETATM    6  N   UNK     0      -1.797  -1.693   0.000  0.00  0.00           N+0
HETATM    7  C   UNK     0      -0.390  -1.066   0.000  0.00  0.00           C+0
HETATM    8  N   UNK     0       0.086   0.398   0.000  0.00  0.00           N+0
HETATM    9  C   UNK     0       1.592   0.718   0.000  0.00  0.00           C+0
HETATM   10  N   UNK     0       2.068   2.183   0.000  0.00  0.00           N+0
HETATM   11  N   UNK     0       2.623  -0.426   0.000  0.00  0.00           N+0
HETATM   12  C   UNK     0       2.147  -1.891   0.000  0.00  0.00           C+0
HETATM   13  O   UNK     0       3.177  -3.035   0.000  0.00  0.00           O+0
HETATM   14  C   UNK     0       0.640  -2.211   0.000  0.00  0.00           C+0
HETATM   15  N   UNK     0      -0.130  -3.544   0.000  0.00  0.00           N+0
HETATM   16  C   UNK     0      -1.636  -3.224   0.000  0.00  0.00           C+0
HETATM   17  C   UNK     0       6.587   3.144   0.000  0.00  0.00           C+0
HETATM   18  C   UNK     0       6.111   1.679   0.000  0.00  0.00           C+0
HETATM   19  C   UNK     0       4.605   1.359   0.000  0.00  0.00           C+0
HETATM   20  C   UNK     0       3.574   2.503   0.000  0.00  0.00           C+0
HETATM   21  C   UNK     0       4.050   3.968   0.000  0.00  0.00           C+0
HETATM   22  C   UNK     0       5.557   4.288   0.000  0.00  0.00           C+0
CONECT    1    2    3                                                       
CONECT    2    1                                                            
CONECT    3    1    4                                                       
CONECT    4    3    5                                                       
CONECT    5    4    6                                                       
CONECT    6    5    7   16                                                  
CONECT    7    6    8   14                                                  
CONECT    8    7    9                                                       
CONECT    9    8   10   11                                                  
CONECT   10    9   20                                                       
CONECT   11    9   12                                                       
CONECT   12   11   13   14                                                  
CONECT   13   12                                                            
CONECT   14    7   12   15                                                  
CONECT   15   14   16                                                       
CONECT   16    6   15                                                       
CONECT   17   18   22                                                       
CONECT   18   17   19                                                       
CONECT   19   18   20                                                       
CONECT   20   10   19   21                                                  
CONECT   21   20   22                                                       
CONECT   22   17   21                                                       
MASTER        0    0    0    0    0    0    0    0   22    0   48    0
END

View in JSmol

Synonyms

Not Available

Chemical Formula

C₁₅H₁₇N₅O₂

Average Mass

299.3278 Da

Monoisotopic Mass

299.13822 Da

IUPAC Name

9-(4-hydroxybutyl)-2-(phenylamino)-6,9-dihydro-1H-purin-6-one

Traditional Name

GUANINEN2PHENYL94hydroxybutyl

CAS Registry Number

Not Available

SMILES

OCCCCN1C=NC2=C1N=C(NC1=CC=CC=C1)NC2=O

InChI Identifier

InChI=1S/C15H17N5O2/c21-9-5-4-8-20-10-16-12-13(20)18-15(19-14(12)22)17-11-6-2-1-3-7-11/h1-3,6-7,10,21H,4-5,8-9H2,(H2,17,18,19,22)

InChI Key

JHBXNPBKSPYOFT-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 hypoxanthines. Hypoxanthines are compounds containing the purine derivative 1H-purin-6(9H)-one. 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

Hypoxanthines

Alternative Parents

Substituents

6-oxopurine
Hypoxanthine
Aniline or substituted anilines
Aminopyrimidine
Pyrimidone
Monocyclic benzene moiety
N-substituted imidazole
Pyrimidine
Benzenoid
Azole
Imidazole
Heteroaromatic compound
Vinylogous amide
Alkanolamine
Azacycle
Secondary amine
Primary alcohol
Organooxygen compound
Organonitrogen compound
Hydrocarbon derivative
Alcohol
Organic oxide
Organopnictogen compound
Organic nitrogen compound
Organic oxygen 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	1.44	ALOGPS
logP	1.15	ChemAxon
logS	-2.6	ALOGPS
pKa (Strongest Acidic)	9.43	ChemAxon
pKa (Strongest Basic)	0.8	ChemAxon
Physiological Charge	0	ChemAxon
Hydrogen Acceptor Count	5	ChemAxon
Hydrogen Donor Count	3	ChemAxon
Polar Surface Area	91.54 Å²	ChemAxon
Rotatable Bond Count	6	ChemAxon
Refractivity	85.06 m³·mol⁻¹	ChemAxon
Polarizability	31.23 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	Yes	ChemAxon

External Links

HMDB ID

Not Available

DrugBank ID

DB02495

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

448110

PDB ID

Not Available

ChEBI ID

Not Available

Good Scents ID

Not Available

References

General References

LOTUS database [Link]

Showing NP-Card for 9-(4-hydroxybutyl)-2-(phenylimino)-3h-purin-6-ol (NP0207387)

MOL for NP0207387 (9-(4-hydroxybutyl)-2-(phenylimino)-3h-purin-6-ol)

3D MOL for NP0207387 (9-(4-hydroxybutyl)-2-(phenylimino)-3h-purin-6-ol)

3D SDF for NP0207387 (9-(4-hydroxybutyl)-2-(phenylimino)-3h-purin-6-ol)

3D-SDF for NP0207387 (9-(4-hydroxybutyl)-2-(phenylimino)-3h-purin-6-ol)

PDB for NP0207387 (9-(4-hydroxybutyl)-2-(phenylimino)-3h-purin-6-ol)

3D PDB for NP0207387 (9-(4-hydroxybutyl)-2-(phenylimino)-3h-purin-6-ol)

SMILES for NP0207387 (9-(4-hydroxybutyl)-2-(phenylimino)-3h-purin-6-ol)

INCHI for NP0207387 (9-(4-hydroxybutyl)-2-(phenylimino)-3h-purin-6-ol)

Structure for NP0207387 (9-(4-hydroxybutyl)-2-(phenylimino)-3h-purin-6-ol)

3D Structure for NP0207387 (9-(4-hydroxybutyl)-2-(phenylimino)-3h-purin-6-ol)