NP-MRD: Showing NP-Card for 5,10-methylenetetrahydrofolate (NP0339708)

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Record Information

Version

2.0

Created at

2024-09-11 23:09:50 UTC

Updated at

2024-09-11 23:09:50 UTC

NP-MRD ID

NP0339708

Secondary Accession Numbers

None

Natural Product Identification

Common Name

5,10-methylenetetrahydrofolate

Description

Not Available

Structure

MOL SDF PDB SMILES InChI


  Mrv2104 05272301422D          

 33 36  0  0  0  0            999 V2000
    2.2474   -4.4834    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.4224   -4.4834    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    1.0099   -3.7690    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.1849   -3.7690    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   -0.2276   -3.0545    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.0526   -3.0545    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    0.1849   -2.3400    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    1.0099   -2.3400    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.4224   -1.6256    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.4224   -3.0545    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.2474   -3.0545    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    2.6599   -3.7690    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.4669   -3.5975    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.5531   -2.7770    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    2.7994   -2.4414    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.2676   -2.3645    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.2676   -1.5395    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.9820   -1.1270    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.6965   -1.5395    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.6965   -2.3645    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.9820   -2.7770    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.4110   -1.1270    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.4110   -0.3020    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    7.1255   -1.5395    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    7.8399   -1.1270    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    8.5544   -1.5395    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    9.2689   -1.1270    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    9.9833   -1.5395    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   10.6978   -1.1270    0.0000 O   0  5  0  0  0  0  0  0  0  0  0  0
    9.9833   -2.3645    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    7.8399   -0.3020    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    8.5544    0.1105    0.0000 O   0  5  0  0  0  0  0  0  0  0  0  0
    7.1255    0.1105    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  1  0  0  0  0
  2  3  1  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
  5  7  1  0  0  0  0
  7  8  1  0  0  0  0
  8  9  2  0  0  0  0
  8 10  1  0  0  0  0
  3 10  2  0  0  0  0
 10 11  1  0  0  0  0
 11 12  1  0  0  0  0
  1 12  1  0  0  0  0
 12 13  1  0  0  0  0
 13 14  1  0  0  0  0
 14 15  1  0  0  0  0
 11 15  1  0  0  0  0
 14 16  1  0  0  0  0
 16 17  2  0  0  0  0
 17 18  1  0  0  0  0
 18 19  2  0  0  0  0
 19 20  1  0  0  0  0
 20 21  2  0  0  0  0
 16 21  1  0  0  0  0
 19 22  1  0  0  0  0
 22 23  2  0  0  0  0
 22 24  1  0  0  0  0
 24 25  1  0  0  0  0
 25 26  1  0  0  0  0
 26 27  1  0  0  0  0
 27 28  1  0  0  0  0
 28 29  1  0  0  0  0
 28 30  2  0  0  0  0
 25 31  1  0  0  0  0
 31 32  1  0  0  0  0
 31 33  2  0  0  0  0
M  CHG  2  29  -1  32  -1
M  END


  Mrv2104 05272301422D          

 33 36  0  0  0  0            999 V2000
    2.2474   -4.4834    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.4224   -4.4834    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    1.0099   -3.7690    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.1849   -3.7690    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   -0.2276   -3.0545    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.0526   -3.0545    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    0.1849   -2.3400    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    1.0099   -2.3400    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.4224   -1.6256    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.4224   -3.0545    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.2474   -3.0545    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    2.6599   -3.7690    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.4669   -3.5975    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.5531   -2.7770    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    2.7994   -2.4414    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.2676   -2.3645    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.2676   -1.5395    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.9820   -1.1270    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.6965   -1.5395    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.6965   -2.3645    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.9820   -2.7770    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.4110   -1.1270    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.4110   -0.3020    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    7.1255   -1.5395    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    7.8399   -1.1270    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    8.5544   -1.5395    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    9.2689   -1.1270    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    9.9833   -1.5395    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   10.6978   -1.1270    0.0000 O   0  5  0  0  0  0  0  0  0  0  0  0
    9.9833   -2.3645    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    7.8399   -0.3020    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    8.5544    0.1105    0.0000 O   0  5  0  0  0  0  0  0  0  0  0  0
    7.1255    0.1105    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  1  0  0  0  0
  2  3  1  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
  5  7  1  0  0  0  0
  7  8  1  0  0  0  0
  8  9  2  0  0  0  0
  8 10  1  0  0  0  0
  3 10  2  0  0  0  0
 10 11  1  0  0  0  0
 11 12  1  0  0  0  0
  1 12  1  0  0  0  0
 12 13  1  0  0  0  0
 13 14  1  0  0  0  0
 14 15  1  0  0  0  0
 11 15  1  0  0  0  0
 14 16  1  0  0  0  0
 16 17  2  0  0  0  0
 17 18  1  0  0  0  0
 18 19  2  0  0  0  0
 19 20  1  0  0  0  0
 20 21  2  0  0  0  0
 16 21  1  0  0  0  0
 19 22  1  0  0  0  0
 22 23  2  0  0  0  0
 22 24  1  0  0  0  0
 24 25  1  0  0  0  0
 25 26  1  0  0  0  0
 26 27  1  0  0  0  0
 27 28  1  0  0  0  0
 28 29  1  0  0  0  0
 28 30  2  0  0  0  0
 25 31  1  0  0  0  0
 31 32  1  0  0  0  0
 31 33  2  0  0  0  0
M  CHG  2  29  -1  32  -1
M  END
> <DATABASE_ID>
NP0339708

> <DATABASE_NAME>
NP-MRD

> <SMILES>
NC1=NC2=C(N3CN(CC3CN2)C2=CC=C(C=C2)C(=O)NC(CCC([O-])=O)C([O-])=O)C(=O)N1

> <INCHI_IDENTIFIER>
InChI=1/C20H23N7O6/c21-20-24-16-15(18(31)25-20)27-9-26(8-12(27)7-22-16)11-3-1-10(2-4-11)17(30)23-13(19(32)33)5-6-14(28)29/h1-4,12-13H,5-9H2,(H,23,30)(H,28,29)(H,32,33)(H4,21,22,24,25,31)/p-2

> <INCHI_KEY>
QYNUQALWYRSVHF-UHFFFAOYNA-L

> <FORMULA>
C20H21N7O6

> <MOLECULAR_WEIGHT>
455.432

> <EXACT_MASS>
455.156428584

> <JCHEM_ACCEPTOR_COUNT>
11

> <JCHEM_ATOM_COUNT>
54

> <JCHEM_AVERAGE_POLARIZABILITY>
45.29063238797859

> <JCHEM_BIOAVAILABILITY>
1

> <JCHEM_DONOR_COUNT>
4

> <JCHEM_FORMAL_CHARGE>
-2

> <JCHEM_GHOSE_FILTER>
0

> <JCHEM_IUPAC>
2-[(4-{3-amino-1-oxo-1H,2H,5H,6H,6aH,7H,8H,9H-imidazo[1,5-f]pteridin-8-yl}phenyl)formamido]pentanedioate

> <JCHEM_LOGP>
-0.41796263533333344

> <JCHEM_MDDR_LIKE_RULE>
1

> <JCHEM_NUMBER_OF_RINGS>
4

> <JCHEM_PHYSIOLOGICAL_CHARGE>
-2

> <JCHEM_PKA>
4.103205544900046

> <JCHEM_PKA_STRONGEST_ACIDIC>
3.242509443051415

> <JCHEM_PKA_STRONGEST_BASIC>
0.6887026346662902

> <JCHEM_POLAR_SURFACE_AREA>
195.34999999999997

> <JCHEM_REFRACTIVITY>
145.63080000000002

> <JCHEM_ROTATABLE_BOND_COUNT>
7

> <JCHEM_RULE_OF_FIVE>
0

> <JCHEM_TRADITIONAL_IUPAC>
2-[(4-{3-amino-1-oxo-2H,5H,6H,6aH,7H,9H-imidazo[1,5-f]pteridin-8-yl}phenyl)formamido]pentanedioate

> <JCHEM_VEBER_RULE>
0

$$$$

HEADER    PROTEIN                                 27-MAY-23   NONE
TITLE     NULL                                                        
COMPND    NULL                                                        
SOURCE    NULL                                                        
KEYWDS    NULL                                                        
EXPDTA    NULL                                                        
AUTHOR    Marvin                                                      
REVDAT   1   27-MAY-23         0                                  
HETATM    1  C   UNK     0       4.195  -8.369   0.000  0.00  0.00           C+0
HETATM    2  N   UNK     0       2.655  -8.369   0.000  0.00  0.00           N+0
HETATM    3  C   UNK     0       1.885  -7.035   0.000  0.00  0.00           C+0
HETATM    4  N   UNK     0       0.345  -7.035   0.000  0.00  0.00           N+0
HETATM    5  C   UNK     0      -0.425  -5.702   0.000  0.00  0.00           C+0
HETATM    6  N   UNK     0      -1.965  -5.702   0.000  0.00  0.00           N+0
HETATM    7  N   UNK     0       0.345  -4.368   0.000  0.00  0.00           N+0
HETATM    8  C   UNK     0       1.885  -4.368   0.000  0.00  0.00           C+0
HETATM    9  O   UNK     0       2.655  -3.034   0.000  0.00  0.00           O+0
HETATM   10  C   UNK     0       2.655  -5.702   0.000  0.00  0.00           C+0
HETATM   11  N   UNK     0       4.195  -5.702   0.000  0.00  0.00           N+0
HETATM   12  C   UNK     0       4.965  -7.035   0.000  0.00  0.00           C+0
HETATM   13  C   UNK     0       6.471  -6.715   0.000  0.00  0.00           C+0
HETATM   14  N   UNK     0       6.632  -5.184   0.000  0.00  0.00           N+0
HETATM   15  C   UNK     0       5.226  -4.557   0.000  0.00  0.00           C+0
HETATM   16  C   UNK     0       7.966  -4.414   0.000  0.00  0.00           C+0
HETATM   17  C   UNK     0       7.966  -2.874   0.000  0.00  0.00           C+0
HETATM   18  C   UNK     0       9.300  -2.104   0.000  0.00  0.00           C+0
HETATM   19  C   UNK     0      10.633  -2.874   0.000  0.00  0.00           C+0
HETATM   20  C   UNK     0      10.633  -4.414   0.000  0.00  0.00           C+0
HETATM   21  C   UNK     0       9.300  -5.184   0.000  0.00  0.00           C+0
HETATM   22  C   UNK     0      11.967  -2.104   0.000  0.00  0.00           C+0
HETATM   23  O   UNK     0      11.967  -0.564   0.000  0.00  0.00           O+0
HETATM   24  N   UNK     0      13.301  -2.874   0.000  0.00  0.00           N+0
HETATM   25  C   UNK     0      14.635  -2.104   0.000  0.00  0.00           C+0
HETATM   26  C   UNK     0      15.968  -2.874   0.000  0.00  0.00           C+0
HETATM   27  C   UNK     0      17.302  -2.104   0.000  0.00  0.00           C+0
HETATM   28  C   UNK     0      18.636  -2.874   0.000  0.00  0.00           C+0
HETATM   29  O   UNK     0      19.969  -2.104   0.000  0.00  0.00           O-1
HETATM   30  O   UNK     0      18.636  -4.414   0.000  0.00  0.00           O+0
HETATM   31  C   UNK     0      14.635  -0.564   0.000  0.00  0.00           C+0
HETATM   32  O   UNK     0      15.968   0.206   0.000  0.00  0.00           O-1
HETATM   33  O   UNK     0      13.301   0.206   0.000  0.00  0.00           O+0
CONECT    1    2   12                                                       
CONECT    2    1    3                                                       
CONECT    3    2    4   10                                                  
CONECT    4    3    5                                                       
CONECT    5    4    6    7                                                  
CONECT    6    5                                                            
CONECT    7    5    8                                                       
CONECT    8    7    9   10                                                  
CONECT    9    8                                                            
CONECT   10    8    3   11                                                  
CONECT   11   10   12   15                                                  
CONECT   12   11    1   13                                                  
CONECT   13   12   14                                                       
CONECT   14   13   15   16                                                  
CONECT   15   14   11                                                       
CONECT   16   14   17   21                                                  
CONECT   17   16   18                                                       
CONECT   18   17   19                                                       
CONECT   19   18   20   22                                                  
CONECT   20   19   21                                                       
CONECT   21   20   16                                                       
CONECT   22   19   23   24                                                  
CONECT   23   22                                                            
CONECT   24   22   25                                                       
CONECT   25   24   26   31                                                  
CONECT   26   25   27                                                       
CONECT   27   26   28                                                       
CONECT   28   27   29   30                                                  
CONECT   29   28                                                            
CONECT   30   28                                                            
CONECT   31   25   32   33                                                  
CONECT   32   31                                                            
CONECT   33   31                                                            
MASTER        0    0    0    0    0    0    0    0   33    0   72    0
END

View in JSmol

Synonyms

Not Available

Chemical Formula

C₂₀H₂₁N₇O₆

Average Mass

455.4320 Da

Monoisotopic Mass

455.15643 Da

IUPAC Name

2-[(4-{3-amino-1-oxo-1H,2H,5H,6H,6aH,7H,8H,9H-imidazo[1,5-f]pteridin-8-yl}phenyl)formamido]pentanedioate

Traditional Name

2-[(4-{3-amino-1-oxo-2H,5H,6H,6aH,7H,9H-imidazo[1,5-f]pteridin-8-yl}phenyl)formamido]pentanedioate

CAS Registry Number

Not Available

SMILES

NC1=NC2=C(N3CN(CC3CN2)C2=CC=C(C=C2)C(=O)NC(CCC([O-])=O)C([O-])=O)C(=O)N1

InChI Identifier

InChI=1/C20H23N7O6/c21-20-24-16-15(18(31)25-20)27-9-26(8-12(27)7-22-16)11-3-1-10(2-4-11)17(30)23-13(19(32)33)5-6-14(28)29/h1-4,12-13H,5-9H2,(H,23,30)(H,28,29)(H,32,33)(H4,21,22,24,25,31)/p-2

InChI Key

QYNUQALWYRSVHF-UHFFFAOYNA-L

Experimental Spectra

Not Available

Predicted Spectra

Not Available

Chemical Shift Submissions

Not Available

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	-0.42	ChemAxon
pKa (Strongest Acidic)	3.24	ChemAxon
pKa (Strongest Basic)	0.69	ChemAxon
Physiological Charge	-2	ChemAxon
Hydrogen Acceptor Count	11	ChemAxon
Hydrogen Donor Count	4	ChemAxon
Polar Surface Area	195.35 Å²	ChemAxon
Rotatable Bond Count	7	ChemAxon
Refractivity	145.63 m³·mol⁻¹	ChemAxon
Polarizability	45.29 Å³	ChemAxon
Number of Rings	4	ChemAxon
Bioavailability	Yes	ChemAxon
Rule of Five	No	ChemAxon
Ghose Filter	No	ChemAxon
Veber's Rule	No	ChemAxon
MDDR-like Rule	Yes	ChemAxon

External Links

Not Available

References

General References

Not Available

Showing NP-Card for 5,10-methylenetetrahydrofolate (NP0339708)

MOL for NP0339708 (5,10-methylenetetrahydrofolate)

3D MOL for NP0339708 (5,10-methylenetetrahydrofolate)

3D SDF for NP0339708 (5,10-methylenetetrahydrofolate)

3D-SDF for NP0339708 (5,10-methylenetetrahydrofolate)

PDB for NP0339708 (5,10-methylenetetrahydrofolate)

3D PDB for NP0339708 (5,10-methylenetetrahydrofolate)

SMILES for NP0339708 (5,10-methylenetetrahydrofolate)

INCHI for NP0339708 (5,10-methylenetetrahydrofolate)

Structure for NP0339708 (5,10-methylenetetrahydrofolate)

3D Structure for NP0339708 (5,10-methylenetetrahydrofolate)