NP-MRD: Showing NP-Card for (2r,3r,5r,6s)-2,3,4,5,6-pentahydroxycyclohexyl (3s,6'ar,7's,9'r)-6-bromo-1',2,3',6'a,9'-pentahydroxy-9'-methyl-10'-oxo-6',7'-dihydro-5'h-spiro[indole-3,8'-pyrido[1,2-f]pteridine]-7'-carboxylate (NP0324225)

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Record Information

Version

2.0

Created at

2022-09-12 04:10:15 UTC

Updated at

2022-09-12 04:10:15 UTC

NP-MRD ID

NP0324225

Secondary Accession Numbers

None

Natural Product Identification

Common Name

(2r,3r,5r,6s)-2,3,4,5,6-pentahydroxycyclohexyl (3s,6'ar,7's,9'r)-6-bromo-1',2,3',6'a,9'-pentahydroxy-9'-methyl-10'-oxo-6',7'-dihydro-5'h-spiro[indole-3,8'-pyrido[1,2-f]pteridine]-7'-carboxylate

Description

(2R,3R,5R,6S)-2,3,4,5,6-pentahydroxycyclohexyl (3S,6'aR,7'S,9'R)-6-bromo-1',2,3',6'a,9'-pentahydroxy-9'-methyl-10'-oxo-5',6',6'a,7',9',10'-hexahydrospiro[indole-3,8'-pyrido[1,2-f]pteridine]-7'-carboxylate belongs to the class of organic compounds known as pteridines and derivatives. These are polycyclic aromatic compounds containing a pteridine moiety, which consists of a pyrimidine fused to a pyrazine ring to form pyrimido(4,5-b)pyrazine. Based on a literature review very few articles have been published on (2R,3R,5R,6S)-2,3,4,5,6-pentahydroxycyclohexyl (3S,6'aR,7'S,9'R)-6-bromo-1',2,3',6'a,9'-pentahydroxy-9'-methyl-10'-oxo-5',6',6'a,7',9',10'-hexahydrospiro[indole-3,8'-pyrido[1,2-f]pteridine]-7'-carboxylate.

Structure

MOL 3D MOL SDF PDB SMILES InChI


  Mrv1652309122206102D          

 44 49  0  0  1  0            999 V2000
    2.2260    1.1507    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.3050    0.3295    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
    1.4825    0.3942    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    3.1000    0.5499    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.3066    1.3486    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    3.6884   -0.0284    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    4.4834    0.1921    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.6900    0.9908    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.1016    1.5691    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    5.4850    1.2112    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    6.0734    0.6329    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.8684    0.8534    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    5.8668   -0.1658    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    5.0718   -0.3862    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.8652   -1.1849    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    4.0702   -1.4054    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
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    3.2752   -1.6258    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.6868   -1.0475    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
    2.4802   -1.8462    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.6852   -2.0667    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    3.0686   -2.4245    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
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  2  1  1  6  0  0  0
  2  3  1  1  0  0  0
  2  4  1  0  0  0  0
  4  5  2  0  0  0  0
  4  6  1  0  0  0  0
  6  7  1  0  0  0  0
  7  8  2  0  0  0  0
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  2 34  1  0  0  0  0
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 42 43  1  0  0  0  0
 43 44  2  0  0  0  0
 38 44  1  0  0  0  0
 34 44  1  0  0  0  0
M  END

     RDKit          3D

 70 75  0  0  0  0  0  0  0  0999 V2000
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  1  2  1  0
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 43 70  1  0
M  END


  Mrv1652309122206102D          

 44 49  0  0  1  0            999 V2000
    2.2260    1.1507    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.3050    0.3295    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
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    3.3066    1.3486    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    3.6884   -0.0284    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    4.4834    0.1921    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.6900    0.9908    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.1016    1.5691    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
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    4.8652   -1.1849    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    4.0702   -1.4054    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.4818   -0.8271    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
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    2.8620   -3.2232    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.4504   -3.8015    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
    4.2454   -3.5811    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    3.2438   -4.6002    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
    3.8322   -5.1785    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.4488   -4.8207    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.2422   -5.6194    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.8604   -4.2424    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
    1.0654   -4.4628    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.0670   -3.4437    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
    1.4786   -2.8654    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.0984   -0.4692    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
    1.8095   -1.2420    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.2958   -1.8876    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.9852   -1.2060    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    0.7648   -0.4110    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.0265   -0.0428    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.0238    0.7806    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.7621    1.1488    0.0000 Br  0  0  0  0  0  0  0  0  0  0  0  0
    0.6641    1.2360    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.4024    0.8678    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.4528    0.0444    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
  2  1  1  6  0  0  0
  2  3  1  1  0  0  0
  2  4  1  0  0  0  0
  4  5  2  0  0  0  0
  4  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
  8 10  1  0  0  0  0
 10 11  2  0  0  0  0
 11 12  1  0  0  0  0
 11 13  1  0  0  0  0
 13 14  2  0  0  0  0
  7 14  1  0  0  0  0
 14 15  1  0  0  0  0
 15 16  1  0  0  0  0
 16 17  1  0  0  0  0
  6 17  1  0  0  0  0
 17 18  1  1  0  0  0
 17 19  1  0  0  0  0
 19 20  1  1  0  0  0
 20 21  2  0  0  0  0
 20 22  1  0  0  0  0
 22 23  1  0  0  0  0
 23 24  1  0  0  0  0
 24 25  1  1  0  0  0
 24 26  1  0  0  0  0
 26 27  1  6  0  0  0
 26 28  1  0  0  0  0
 28 29  1  0  0  0  0
 28 30  1  0  0  0  0
 30 31  1  1  0  0  0
 30 32  1  0  0  0  0
 23 32  1  0  0  0  0
 32 33  1  1  0  0  0
 19 34  1  0  0  0  0
  2 34  1  0  0  0  0
 34 35  1  1  0  0  0
 35 36  1  0  0  0  0
 35 37  2  0  0  0  0
 37 38  1  0  0  0  0
 38 39  2  0  0  0  0
 39 40  1  0  0  0  0
 40 41  1  0  0  0  0
 40 42  2  0  0  0  0
 42 43  1  0  0  0  0
 43 44  2  0  0  0  0
 38 44  1  0  0  0  0
 34 44  1  0  0  0  0
M  END
> <DATABASE_ID>
NP0324225

> <DATABASE_NAME>
NP-MRD

> <SMILES>
C[C@]1(O)C(=O)N2C3=C(O)N=C(O)N=C3NC[C@]2(O)[C@@H](C(=O)OC2[C@@H](O)[C@H](O)C(O)[C@@H](O)[C@H]2O)[C@@]11C(O)=NC2=CC(Br)=CC=C12

> <INCHI_IDENTIFIER>
InChI=1S/C25H26BrN5O13/c1-23(42)21(40)31-9-17(29-22(41)30-18(9)37)27-5-24(31,43)16(25(23)7-3-2-6(26)4-8(7)28-20(25)39)19(38)44-15-13(35)11(33)10(32)12(34)14(15)36/h2-4,10-16,32-36,42-43H,5H2,1H3,(H,28,39)(H3,27,29,30,37,41)/t10?,11-,12-,13-,14+,15?,16-,23+,24+,25+/m1/s1

> <INCHI_KEY>
BYUCWVNHAZPTMA-RVJSENRVSA-N

> <FORMULA>
C25H26BrN5O13

> <MOLECULAR_WEIGHT>
684.409

> <EXACT_MASS>
683.071049

> <JCHEM_ACCEPTOR_COUNT>
16

> <JCHEM_ATOM_COUNT>
70

> <JCHEM_AVERAGE_POLARIZABILITY>
59.33566940916101

> <JCHEM_BIOAVAILABILITY>
0

> <JCHEM_DONOR_COUNT>
11

> <JCHEM_FORMAL_CHARGE>
0

> <JCHEM_GHOSE_FILTER>
0

> <JCHEM_IUPAC>
(2R,3R,5R,6S)-2,3,4,5,6-pentahydroxycyclohexyl (3S,6'aR,7'S,9'R)-6-bromo-1',2,3',6'a,9'-pentahydroxy-9'-methyl-10'-oxo-5',6',6'a,7',9',10'-hexahydrospiro[indole-3,8'-pyrido[1,2-f]pteridine]-7'-carboxylate

> <JCHEM_LOGP>
-1.8964607913333336

> <JCHEM_MDDR_LIKE_RULE>
0

> <JCHEM_NUMBER_OF_RINGS>
6

> <JCHEM_PHYSIOLOGICAL_CHARGE>
0

> <JCHEM_PKA>
11.358696745241083

> <JCHEM_PKA_STRONGEST_ACIDIC>
2.8528202409431636

> <JCHEM_PKA_STRONGEST_BASIC>
-3.646476402419718

> <JCHEM_POLAR_SURFACE_AREA>
299.08

> <JCHEM_REFRACTIVITY>
147.9479

> <JCHEM_ROTATABLE_BOND_COUNT>
3

> <JCHEM_RULE_OF_FIVE>
0

> <JCHEM_TRADITIONAL_IUPAC>
(2R,3R,5R,6S)-2,3,4,5,6-pentahydroxycyclohexyl (3S,6'aR,7'S,9'R)-6-bromo-1',2,3',6'a,9'-pentahydroxy-9'-methyl-10'-oxo-6',7'-dihydro-5'H-spiro[indole-3,8'-pyrido[1,2-f]pteridine]-7'-carboxylate

> <JCHEM_VEBER_RULE>
0

$$$$

HEADER    PROTEIN                                 12-SEP-22   NONE
TITLE     NULL                                                        
COMPND    NULL                                                        
SOURCE    NULL                                                        
KEYWDS    NULL                                                        
EXPDTA    NULL                                                        
AUTHOR    Marvin                                                      
REVDAT   1   12-SEP-22         0                                  
HETATM    1  C   UNK     0       4.155   2.148   0.000  0.00  0.00           C+0
HETATM    2  C   UNK     0       4.303   0.615   0.000  0.00  0.00           C+0
HETATM    3  O   UNK     0       2.767   0.736   0.000  0.00  0.00           O+0
HETATM    4  C   UNK     0       5.787   1.026   0.000  0.00  0.00           C+0
HETATM    5  O   UNK     0       6.172   2.517   0.000  0.00  0.00           O+0
HETATM    6  N   UNK     0       6.885  -0.053   0.000  0.00  0.00           N+0
HETATM    7  C   UNK     0       8.369   0.359   0.000  0.00  0.00           C+0
HETATM    8  C   UNK     0       8.755   1.849   0.000  0.00  0.00           C+0
HETATM    9  O   UNK     0       7.656   2.929   0.000  0.00  0.00           O+0
HETATM   10  N   UNK     0      10.239   2.261   0.000  0.00  0.00           N+0
HETATM   11  C   UNK     0      11.337   1.181   0.000  0.00  0.00           C+0
HETATM   12  O   UNK     0      12.821   1.593   0.000  0.00  0.00           O+0
HETATM   13  N   UNK     0      10.951  -0.309   0.000  0.00  0.00           N+0
HETATM   14  C   UNK     0       9.467  -0.721   0.000  0.00  0.00           C+0
HETATM   15  N   UNK     0       9.082  -2.212   0.000  0.00  0.00           N+0
HETATM   16  C   UNK     0       7.598  -2.623   0.000  0.00  0.00           C+0
HETATM   17  C   UNK     0       6.499  -1.544   0.000  0.00  0.00           C+0
HETATM   18  O   UNK     0       6.114  -3.035   0.000  0.00  0.00           O+0
HETATM   19  C   UNK     0       5.015  -1.955   0.000  0.00  0.00           C+0
HETATM   20  C   UNK     0       4.630  -3.446   0.000  0.00  0.00           C+0
HETATM   21  O   UNK     0       3.146  -3.858   0.000  0.00  0.00           O+0
HETATM   22  O   UNK     0       5.728  -4.526   0.000  0.00  0.00           O+0
HETATM   23  C   UNK     0       5.342  -6.017   0.000  0.00  0.00           C+0
HETATM   24  C   UNK     0       6.441  -7.096   0.000  0.00  0.00           C+0
HETATM   25  O   UNK     0       7.925  -6.685   0.000  0.00  0.00           O+0
HETATM   26  C   UNK     0       6.055  -8.587   0.000  0.00  0.00           C+0
HETATM   27  O   UNK     0       7.154  -9.667   0.000  0.00  0.00           O+0
HETATM   28  C   UNK     0       4.571  -8.999   0.000  0.00  0.00           C+0
HETATM   29  O   UNK     0       4.185 -10.489   0.000  0.00  0.00           O+0
HETATM   30  C   UNK     0       3.473  -7.919   0.000  0.00  0.00           C+0
HETATM   31  O   UNK     0       1.989  -8.331   0.000  0.00  0.00           O+0
HETATM   32  C   UNK     0       3.858  -6.428   0.000  0.00  0.00           C+0
HETATM   33  O   UNK     0       2.760  -5.349   0.000  0.00  0.00           O+0
HETATM   34  C   UNK     0       3.917  -0.876   0.000  0.00  0.00           C+0
HETATM   35  C   UNK     0       3.378  -2.318   0.000  0.00  0.00           C+0
HETATM   36  O   UNK     0       2.419  -3.524   0.000  0.00  0.00           O+0
HETATM   37  N   UNK     0       1.839  -2.251   0.000  0.00  0.00           N+0
HETATM   38  C   UNK     0       1.428  -0.767   0.000  0.00  0.00           C+0
HETATM   39  C   UNK     0       0.049  -0.080   0.000  0.00  0.00           C+0
HETATM   40  C   UNK     0      -0.044   1.457   0.000  0.00  0.00           C+0
HETATM   41 Br   UNK     0      -1.423   2.144   0.000  0.00  0.00          Br+0
HETATM   42  C   UNK     0       1.240   2.307   0.000  0.00  0.00           C+0
HETATM   43  C   UNK     0       2.618   1.620   0.000  0.00  0.00           C+0
HETATM   44  C   UNK     0       2.712   0.083   0.000  0.00  0.00           C+0
CONECT    1    2                                                            
CONECT    2    1    3    4   34                                             
CONECT    3    2                                                            
CONECT    4    2    5    6                                                  
CONECT    5    4                                                            
CONECT    6    4    7   17                                                  
CONECT    7    6    8   14                                                  
CONECT    8    7    9   10                                                  
CONECT    9    8                                                            
CONECT   10    8   11                                                       
CONECT   11   10   12   13                                                  
CONECT   12   11                                                            
CONECT   13   11   14                                                       
CONECT   14   13    7   15                                                  
CONECT   15   14   16                                                       
CONECT   16   15   17                                                       
CONECT   17   16    6   18   19                                             
CONECT   18   17                                                            
CONECT   19   17   20   34                                                  
CONECT   20   19   21   22                                                  
CONECT   21   20                                                            
CONECT   22   20   23                                                       
CONECT   23   22   24   32                                                  
CONECT   24   23   25   26                                                  
CONECT   25   24                                                            
CONECT   26   24   27   28                                                  
CONECT   27   26                                                            
CONECT   28   26   29   30                                                  
CONECT   29   28                                                            
CONECT   30   28   31   32                                                  
CONECT   31   30                                                            
CONECT   32   30   23   33                                                  
CONECT   33   32                                                            
CONECT   34   19    2   35   44                                             
CONECT   35   34   36   37                                                  
CONECT   36   35                                                            
CONECT   37   35   38                                                       
CONECT   38   37   39   44                                                  
CONECT   39   38   40                                                       
CONECT   40   39   41   42                                                  
CONECT   41   40                                                            
CONECT   42   40   43                                                       
CONECT   43   42   44                                                       
CONECT   44   43   38   34                                                  
MASTER        0    0    0    0    0    0    0    0   44    0   98    0
END

View in JSmol

Synonyms

Value	Source
(2R,3R,5R,6S)-2,3,4,5,6-Pentahydroxycyclohexyl (3S,6'ar,7's,9'r)-6-bromo-1',2,3',6'a,9'-pentahydroxy-9'-methyl-10'-oxo-5',6',6'a,7',9',10'-hexahydrospiro[indole-3,8'-pyrido[1,2-F]pteridine]-7'-carboxylic acid	Generator

Chemical Formula

C₂₅H₂₆BrN₅O₁₃

Average Mass

684.4090 Da

Monoisotopic Mass

683.07105 Da

IUPAC Name

Traditional Name

(2R,3R,5R,6S)-2,3,4,5,6-pentahydroxycyclohexyl (3S,6'aR,7'S,9'R)-6-bromo-1',2,3',6'a,9'-pentahydroxy-9'-methyl-10'-oxo-6',7'-dihydro-5'H-spiro[indole-3,8'-pyrido[1,2-f]pteridine]-7'-carboxylate

CAS Registry Number

Not Available

SMILES

C[C@]1(O)C(=O)N2C3=C(O)N=C(O)N=C3NC[C@]2(O)[C@@H](C(=O)OC2[C@@H](O)[C@H](O)C(O)[C@@H](O)[C@H]2O)[C@@]11C(O)=NC2=CC(Br)=CC=C12

InChI Identifier

InChI=1S/C25H26BrN5O13/c1-23(42)21(40)31-9-17(29-22(41)30-18(9)37)27-5-24(31,43)16(25(23)7-3-2-6(26)4-8(7)28-20(25)39)19(38)44-15-13(35)11(33)10(32)12(34)14(15)36/h2-4,10-16,32-36,42-43H,5H2,1H3,(H,28,39)(H3,27,29,30,37,41)/t10?,11-,12-,13-,14+,15?,16-,23+,24+,25+/m1/s1

InChI Key

BYUCWVNHAZPTMA-RVJSENRVSA-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 pteridines and derivatives. These are polycyclic aromatic compounds containing a pteridine moiety, which consists of a pyrimidine fused to a pyrazine ring to form pyrimido(4,5-b)pyrazine.

Kingdom

Organic compounds

Super Class

Organoheterocyclic compounds

Class

Pteridines and derivatives

Sub Class

Not Available

Direct Parent

Pteridines and derivatives

Alternative Parents

Substituents

Pteridine
Indole or derivatives
Dihydroindole
Piperidinecarboxylic acid
Cyclohexanol
Delta-lactam
Piperidinone
Pyrimidone
Secondary aliphatic/aromatic amine
Cyclitol or derivatives
Aryl bromide
Aryl halide
Benzenoid
Piperidine
Pyrimidine
Cyclic alcohol
Heteroaromatic compound
Vinylogous amide
Tertiary carboxylic acid amide
Tertiary alcohol
Amino acid or derivatives
Urea
Secondary alcohol
Secondary carboxylic acid amide
Carboxamide group
Lactam
Carboxylic acid ester
Secondary amine
Polyol
Monocarboxylic acid or derivatives
Azacycle
Alkanolamine
Carboxylic acid derivative
Amine
Alcohol
Organic oxide
Hydrocarbon derivative
Organohalogen compound
Carbonyl group
Organopnictogen compound
Organic oxygen compound
Organobromide
Organic nitrogen compound
Organonitrogen compound
Organooxygen 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	-1.9	ChemAxon
pKa (Strongest Acidic)	2.85	ChemAxon
pKa (Strongest Basic)	-3.6	ChemAxon
Physiological Charge	0	ChemAxon
Hydrogen Acceptor Count	16	ChemAxon
Hydrogen Donor Count	11	ChemAxon
Polar Surface Area	299.08 Å²	ChemAxon
Rotatable Bond Count	3	ChemAxon
Refractivity	147.95 m³·mol⁻¹	ChemAxon
Polarizability	59.34 Å³	ChemAxon
Number of Rings	6	ChemAxon
Bioavailability	No	ChemAxon
Rule of Five	No	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

2299054

KEGG Compound ID

Not Available

BioCyc ID

Not Available

BiGG ID

Not Available

Wikipedia Link

Not Available

METLIN ID

Not Available

PubChem Compound

3034617

PDB ID

Not Available

ChEBI ID

184922

Good Scents ID

Not Available

References

General References

LOTUS database [Link]

Showing NP-Card for (2r,3r,5r,6s)-2,3,4,5,6-pentahydroxycyclohexyl (3s,6'ar,7's,9'r)-6-bromo-1',2,3',6'a,9'-pentahydroxy-9'-methyl-10'-oxo-6',7'-dihydro-5'h-spiro[indole-3,8'-pyrido[1,2-f]pteridine]-7'-carboxylate (NP0324225)

MOL for NP0324225 ((2r,3r,5r,6s)-2,3,4,5,6-pentahydroxycyclohexyl (3s,6'ar,7's,9'r)-6-bromo-1',2,3',6'a,9'-pentahydroxy-9'-methyl-10'-oxo-6',7'-dihydro-5'h-spiro[indole-3,8'-pyrido[1,2-f]pteridine]-7'-carboxylate)

3D MOL for NP0324225 ((2r,3r,5r,6s)-2,3,4,5,6-pentahydroxycyclohexyl (3s,6'ar,7's,9'r)-6-bromo-1',2,3',6'a,9'-pentahydroxy-9'-methyl-10'-oxo-6',7'-dihydro-5'h-spiro[indole-3,8'-pyrido[1,2-f]pteridine]-7'-carboxylate)

3D SDF for NP0324225 ((2r,3r,5r,6s)-2,3,4,5,6-pentahydroxycyclohexyl (3s,6'ar,7's,9'r)-6-bromo-1',2,3',6'a,9'-pentahydroxy-9'-methyl-10'-oxo-6',7'-dihydro-5'h-spiro[indole-3,8'-pyrido[1,2-f]pteridine]-7'-carboxylate)

3D-SDF for NP0324225 ((2r,3r,5r,6s)-2,3,4,5,6-pentahydroxycyclohexyl (3s,6'ar,7's,9'r)-6-bromo-1',2,3',6'a,9'-pentahydroxy-9'-methyl-10'-oxo-6',7'-dihydro-5'h-spiro[indole-3,8'-pyrido[1,2-f]pteridine]-7'-carboxylate)

PDB for NP0324225 ((2r,3r,5r,6s)-2,3,4,5,6-pentahydroxycyclohexyl (3s,6'ar,7's,9'r)-6-bromo-1',2,3',6'a,9'-pentahydroxy-9'-methyl-10'-oxo-6',7'-dihydro-5'h-spiro[indole-3,8'-pyrido[1,2-f]pteridine]-7'-carboxylate)

3D PDB for NP0324225 ((2r,3r,5r,6s)-2,3,4,5,6-pentahydroxycyclohexyl (3s,6'ar,7's,9'r)-6-bromo-1',2,3',6'a,9'-pentahydroxy-9'-methyl-10'-oxo-6',7'-dihydro-5'h-spiro[indole-3,8'-pyrido[1,2-f]pteridine]-7'-carboxylate)

SMILES for NP0324225 ((2r,3r,5r,6s)-2,3,4,5,6-pentahydroxycyclohexyl (3s,6'ar,7's,9'r)-6-bromo-1',2,3',6'a,9'-pentahydroxy-9'-methyl-10'-oxo-6',7'-dihydro-5'h-spiro[indole-3,8'-pyrido[1,2-f]pteridine]-7'-carboxylate)

INCHI for NP0324225 ((2r,3r,5r,6s)-2,3,4,5,6-pentahydroxycyclohexyl (3s,6'ar,7's,9'r)-6-bromo-1',2,3',6'a,9'-pentahydroxy-9'-methyl-10'-oxo-6',7'-dihydro-5'h-spiro[indole-3,8'-pyrido[1,2-f]pteridine]-7'-carboxylate)

Structure for NP0324225 ((2r,3r,5r,6s)-2,3,4,5,6-pentahydroxycyclohexyl (3s,6'ar,7's,9'r)-6-bromo-1',2,3',6'a,9'-pentahydroxy-9'-methyl-10'-oxo-6',7'-dihydro-5'h-spiro[indole-3,8'-pyrido[1,2-f]pteridine]-7'-carboxylate)

3D Structure for NP0324225 ((2r,3r,5r,6s)-2,3,4,5,6-pentahydroxycyclohexyl (3s,6'ar,7's,9'r)-6-bromo-1',2,3',6'a,9'-pentahydroxy-9'-methyl-10'-oxo-6',7'-dihydro-5'h-spiro[indole-3,8'-pyrido[1,2-f]pteridine]-7'-carboxylate)