NP-MRD: Showing NP-Card for methyl ester 5 (NP0333363)

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Record Information

Version

2.0

Created at

2024-06-04 17:28:24 UTC

Updated at

2024-11-01 01:36:01 UTC

NP-MRD ID

NP0333363

Natural Product DOI

https://doi.org/10.57994/2731

Secondary Accession Numbers

None

Natural Product Identification

Common Name

methyl ester 5

Description

Methyl ester 5 belongs to the class of organic compounds known as purines and purine derivatives. These are aromatic heterocyclic compounds containing a purine moiety, which is formed a pyrimidine-ring ring fused to an imidazole ring. Based on a literature review very few articles have been published on methyl ester 5.

Structure

MOL SDF PDB SMILES InChI


  Mrv2104 02162320042D          

 20 22  0  0  1  0            999 V2000
   -0.6811   -1.0488    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.0333   -1.4613    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
    0.0333   -2.2863    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.7478   -1.0488    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.8341   -0.2284    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.6410   -0.0568    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    2.0535    0.6576    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.8785    0.6576    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    3.2910   -0.0568    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.8785   -0.7713    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.4306   -1.3844    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    4.1842   -1.0488    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.0980   -0.2284    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    2.0535   -0.7713    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.5015   -1.3844    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    0.2210    0.3237    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.3925    1.1306    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.1771    1.3856    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.3486    2.1926    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.2206    1.6827    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
  2  1  1  6  0  0  0
  2  3  1  0  0  0  0
  2  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  2  0  0  0  0
  8  9  1  0  0  0  0
  9 10  2  0  0  0  0
 10 11  1  0  0  0  0
 11 12  2  0  0  0  0
 12 13  1  0  0  0  0
  9 13  1  0  0  0  0
  6 14  1  0  0  0  0
 10 14  1  0  0  0  0
 14 15  2  0  0  0  0
  4 15  1  0  0  0  0
  5 16  1  0  0  0  0
 16 17  1  0  0  0  0
 17 18  1  0  0  0  0
 18 19  1  0  0  0  0
 17 20  2  0  0  0  0
M  END
> <DATABASE_ID>
NP0333363

> <DATABASE_NAME>
NP-MRD

> <SMILES>
COC(=O)CC1=C(N=C2N1C=NC1=C2N=CN1)[C@H](C)O

> <INCHI_IDENTIFIER>
InChI=1S/C12H13N5O3/c1-6(18)9-7(3-8(19)20-2)17-5-15-11-10(12(17)16-9)13-4-14-11/h4-6,18H,3H2,1-2H3,(H,13,14)/t6-/m0/s1

> <INCHI_KEY>
BWRRLJFZHWDYIV-LURJTMIESA-N

> <FORMULA>
C12H13N5O3

> <MOLECULAR_WEIGHT>
275.268

> <EXACT_MASS>
275.101839299

> <JCHEM_ACCEPTOR_COUNT>
5

> <JCHEM_ATOM_COUNT>
33

> <JCHEM_AVERAGE_POLARIZABILITY>
27.44635260808063

> <JCHEM_BIOAVAILABILITY>
1

> <JCHEM_DONOR_COUNT>
2

> <JCHEM_FORMAL_CHARGE>
0

> <JCHEM_GHOSE_FILTER>
0

> <JCHEM_IUPAC>
methyl 2-{8-[(1S)-1-hydroxyethyl]-3H-imidazo[2,1-f]purin-7-yl}acetate

> <JCHEM_LOGP>
-1.1985546390000001

> <JCHEM_MDDR_LIKE_RULE>
0

> <JCHEM_NUMBER_OF_RINGS>
3

> <JCHEM_PHYSIOLOGICAL_CHARGE>
0

> <JCHEM_PKA>
13.984632337211595

> <JCHEM_PKA_STRONGEST_ACIDIC>
9.113341982337639

> <JCHEM_PKA_STRONGEST_BASIC>
3.4283465014757977

> <JCHEM_POLAR_SURFACE_AREA>
105.4

> <JCHEM_REFRACTIVITY>
69.73729999999999

> <JCHEM_ROTATABLE_BOND_COUNT>
4

> <JCHEM_RULE_OF_FIVE>
1

> <JCHEM_TRADITIONAL_IUPAC>
methyl 2-{8-[(1S)-1-hydroxyethyl]-3H-imidazo[2,1-f]purin-7-yl}acetate

> <JCHEM_VEBER_RULE>
0

$$$$

HEADER    PROTEIN                                 16-FEB-23   NONE
TITLE     NULL                                                        
COMPND    NULL                                                        
SOURCE    NULL                                                        
KEYWDS    NULL                                                        
EXPDTA    NULL                                                        
AUTHOR    Marvin                                                      
REVDAT   1   16-FEB-23         0                                  
HETATM    1  O   UNK     0      -1.271  -1.958   0.000  0.00  0.00           O+0
HETATM    2  C   UNK     0       0.062  -2.728   0.000  0.00  0.00           C+0
HETATM    3  C   UNK     0       0.062  -4.268   0.000  0.00  0.00           C+0
HETATM    4  C   UNK     0       1.396  -1.958   0.000  0.00  0.00           C+0
HETATM    5  C   UNK     0       1.557  -0.426   0.000  0.00  0.00           C+0
HETATM    6  N   UNK     0       3.063  -0.106   0.000  0.00  0.00           N+0
HETATM    7  C   UNK     0       3.833   1.228   0.000  0.00  0.00           C+0
HETATM    8  N   UNK     0       5.373   1.228   0.000  0.00  0.00           N+0
HETATM    9  C   UNK     0       6.143  -0.106   0.000  0.00  0.00           C+0
HETATM   10  C   UNK     0       5.373  -1.440   0.000  0.00  0.00           C+0
HETATM   11  N   UNK     0       6.404  -2.584   0.000  0.00  0.00           N+0
HETATM   12  C   UNK     0       7.811  -1.958   0.000  0.00  0.00           C+0
HETATM   13  N   UNK     0       7.650  -0.426   0.000  0.00  0.00           N+0
HETATM   14  C   UNK     0       3.833  -1.440   0.000  0.00  0.00           C+0
HETATM   15  N   UNK     0       2.803  -2.584   0.000  0.00  0.00           N+0
HETATM   16  C   UNK     0       0.412   0.604   0.000  0.00  0.00           C+0
HETATM   17  C   UNK     0       0.733   2.111   0.000  0.00  0.00           C+0
HETATM   18  O   UNK     0       2.197   2.586   0.000  0.00  0.00           O+0
HETATM   19  C   UNK     0       2.517   4.093   0.000  0.00  0.00           C+0
HETATM   20  O   UNK     0      -0.412   3.141   0.000  0.00  0.00           O+0
CONECT    1    2                                                            
CONECT    2    1    3    4                                                  
CONECT    3    2                                                            
CONECT    4    2    5   15                                                  
CONECT    5    4    6   16                                                  
CONECT    6    5    7   14                                                  
CONECT    7    6    8                                                       
CONECT    8    7    9                                                       
CONECT    9    8   10   13                                                  
CONECT   10    9   11   14                                                  
CONECT   11   10   12                                                       
CONECT   12   11   13                                                       
CONECT   13   12    9                                                       
CONECT   14    6   10   15                                                  
CONECT   15   14    4                                                       
CONECT   16    5   17                                                       
CONECT   17   16   18   20                                                  
CONECT   18   17   19                                                       
CONECT   19   18                                                            
CONECT   20   17                                                            
MASTER        0    0    0    0    0    0    0    0   20    0   44    0
END

View in JSmol

Synonyms

Not Available

Chemical Formula

C₁₂H₁₃N₅O₃

Average Mass

275.2680 Da

Monoisotopic Mass

275.10184 Da

IUPAC Name

methyl 2-{8-[(1S)-1-hydroxyethyl]-3H-imidazo[2,1-f]purin-7-yl}acetate

Traditional Name

methyl 2-{8-[(1S)-1-hydroxyethyl]-3H-imidazo[2,1-f]purin-7-yl}acetate

CAS Registry Number

Not Available

SMILES

COC(=O)CC1=C(N=C2N1C=NC1=C2N=CN1)[C@H](C)O

InChI Identifier

InChI=1S/C12H13N5O3/c1-6(18)9-7(3-8(19)20-2)17-5-15-11-10(12(17)16-9)13-4-14-11/h4-6,18H,3H2,1-2H3,(H,13,14)/t6-/m0/s1

InChI Key

BWRRLJFZHWDYIV-LURJTMIESA-N

Experimental Spectra

Spectrum Type	Description	Depositor Email	Depositor Organization	Depositor	Deposition Date	View
1D NMR	¹H NMR Spectrum (1D, 600 MHz, C3D6O, experimental)	zyqci@163.com	Beijing Institute of Pharmacology & Toxicology	yang	2024-06-04	View Spectrum

Predicted Spectra

Not Available

Chemical Shift Submissions

Not Available

Species

Species of Origin

Not Available

Chemical Taxonomy

Description

This compound belongs to the class of organic compounds known as purines and purine derivatives. These are aromatic heterocyclic compounds containing a purine moiety, which is formed a pyrimidine-ring ring fused to an imidazole ring.

Kingdom

Organic compounds

Super Class

Organoheterocyclic compounds

Class

Imidazopyrimidines

Sub Class

Purines and purine derivatives

Direct Parent

Purines and purine derivatives

Alternative Parents

Substituents

Purine
Fatty acid methyl ester
Fatty acid ester
Fatty acyl
Pyrimidine
1,6-dihydropyrimidine
Hydropyrimidine
Heteroaromatic compound
Methyl ester
Imidazole
Azole
Secondary alcohol
Carboxylic acid ester
Formamidine
Azacycle
Organic 1,3-dipolar compound
Propargyl-type 1,3-dipolar organic compound
Carboximidamide
Monocarboxylic acid or derivatives
Carboxylic acid derivative
Amidine
Organic nitrogen compound
Organic oxygen compound
Organopnictogen compound
Organic oxide
Hydrocarbon derivative
Aromatic alcohol
Organooxygen compound
Organonitrogen compound
Alcohol
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	-1.2	ChemAxon
pKa (Strongest Acidic)	9.11	ChemAxon
pKa (Strongest Basic)	3.43	ChemAxon
Physiological Charge	0	ChemAxon
Hydrogen Acceptor Count	5	ChemAxon
Hydrogen Donor Count	2	ChemAxon
Polar Surface Area	105.4 Å²	ChemAxon
Rotatable Bond Count	4	ChemAxon
Refractivity	69.74 m³·mol⁻¹	ChemAxon
Polarizability	27.45 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 methyl ester 5 (NP0333363)

MOL for NP0333363 (methyl ester 5)

3D MOL for NP0333363 (methyl ester 5)

3D SDF for NP0333363 (methyl ester 5)

3D-SDF for NP0333363 (methyl ester 5)

PDB for NP0333363 (methyl ester 5)

3D PDB for NP0333363 (methyl ester 5)

SMILES for NP0333363 (methyl ester 5)

INCHI for NP0333363 (methyl ester 5)

Structure for NP0333363 (methyl ester 5)

3D Structure for NP0333363 (methyl ester 5)