NP-MRD: Showing NP-Card for neofiscalin A (NP0041227)

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Record Information

Version

2.0

Created at

2021-06-20 23:11:39 UTC

Updated at

2021-06-30 00:15:37 UTC

NP-MRD ID

NP0041227

Secondary Accession Numbers

None

Natural Product Identification

Common Name

neofiscalin A

Provided By

JEOL Database JEOL Logo

Description

(2R,9S,9aR)-9-hydroxy-9-{[(1S,4R)-3-hydroxy-6-oxo-1-(propan-2-yl)-1H,4H,6H-pyrazino[2,1-b]quinazolin-4-yl]methyl}-2-methyl-1H,2H,3H,9H,9aH-imidazo[1,2-a]indol-3-one belongs to the class of organic compounds known as quinazolines. Quinazolines are compounds containing a quinazoline moiety, which is made up of two fused six-member aromatic rings, a benzene ring and a pyrimidine ring. neofiscalin A is found in Neosartorya siamensis (KUFC 6349). neofiscalin A was first documented in 2012 (Buttachon, S., et al.). Based on a literature review very few articles have been published on (2R,9S,9aR)-9-hydroxy-9-{[(1S,4R)-3-hydroxy-6-oxo-1-(propan-2-yl)-1H,4H,6H-pyrazino[2,1-b]quinazolin-4-yl]methyl}-2-methyl-1H,2H,3H,9H,9aH-imidazo[1,2-a]indol-3-one.

Structure

MOL 3D MOL SDF 3D SDF PDB SMILES InChI


  Mrv1652306212101113D          

 62 67  0  0  0  0            999 V2000
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M  END

     RDKit          3D

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M  END


  Mrv1652306212101113D          

 62 67  0  0  0  0            999 V2000
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    1.2992    1.3470   -3.4350 H   0  0  0  0  0  0  0  0  0  0  0  0
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    1.3359   -0.6885   -1.4385 H   0  0  0  0  0  0  0  0  0  0  0  0
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  8  6  1  0  0  0  0
  6  5  1  0  0  0  0
  5  4  1  0  0  0  0
 12 17  1  0  0  0  0
 33 28  2  0  0  0  0
 18 19  1  0  0  0  0
 28 29  1  0  0  0  0
 19 21  1  0  0  0  0
 29 30  2  0  0  0  0
 21 23  1  0  0  0  0
 30 31  1  0  0  0  0
 31 32  2  0  0  0  0
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  8  9  1  0  0  0  0
 15 16  1  0  0  0  0
 34 35  2  0  0  0  0
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  6  7  2  0  0  0  0
 16 17  2  0  0  0  0
 19 20  2  0  0  0  0
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  4  2  1  0  0  0  0
 28 27  1  0  0  0  0
  2  1  1  0  0  0  0
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  2  3  1  0  0  0  0
 34 25  1  0  0  0  0
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 11 48  1  0  0  0  0
M  END
> <DATABASE_ID>
NP0041227

> <DATABASE_NAME>
NP-MRD

> <SMILES>
[H]O[C@]1(C2=C([H])C([H])=C([H])C([H])=C2N2C(=O)[C@]([H])(N([H])[C@@]12[H])C([H])([H])[H])C([H])([H])[C@@]1([H])N2C(=O)C3=C(N=C2[C@@]([H])(N([H])C1=O)C([H])(C([H])([H])[H])C([H])([H])[H])C([H])=C([H])C([H])=C3[H]

> <INCHI_IDENTIFIER>
InChI=1S/C26H27N5O4/c1-13(2)20-21-28-17-10-6-4-8-15(17)24(34)30(21)19(22(32)29-20)12-26(35)16-9-5-7-11-18(16)31-23(33)14(3)27-25(26)31/h4-11,13-14,19-20,25,27,35H,12H2,1-3H3,(H,29,32)/t14-,19-,20+,25-,26+/m1/s1

> <INCHI_KEY>
KGYYECCJAXZXMH-YUPJTPIFSA-N

> <FORMULA>
C26H27N5O4

> <MOLECULAR_WEIGHT>
473.533

> <EXACT_MASS>
473.206304369

> <JCHEM_ACCEPTOR_COUNT>
6

> <JCHEM_ATOM_COUNT>
62

> <JCHEM_AVERAGE_POLARIZABILITY>
50.68514276623765

> <JCHEM_BIOAVAILABILITY>
1

> <JCHEM_DONOR_COUNT>
3

> <JCHEM_FORMAL_CHARGE>
0

> <JCHEM_GHOSE_FILTER>
1

> <JCHEM_IUPAC>
(1S,4R)-4-{[(2R,9S,9aR)-9-hydroxy-2-methyl-3-oxo-1H,2H,3H,9H,9aH-imidazo[1,2-a]indol-9-yl]methyl}-1-(propan-2-yl)-1H,2H,3H,4H,6H-pyrazino[2,1-b]quinazoline-3,6-dione

> <ALOGPS_LOGP>
0.53

> <JCHEM_LOGP>
1.5010641423333333

> <ALOGPS_LOGS>
-3.23

> <JCHEM_MDDR_LIKE_RULE>
0

> <JCHEM_NUMBER_OF_RINGS>
6

> <JCHEM_PHYSIOLOGICAL_CHARGE>
0

> <JCHEM_PKA>
12.939058640794318

> <JCHEM_PKA_STRONGEST_ACIDIC>
11.17758932464331

> <JCHEM_PKA_STRONGEST_BASIC>
4.694935919464629

> <JCHEM_POLAR_SURFACE_AREA>
114.34

> <JCHEM_REFRACTIVITY>
128.5026

> <JCHEM_ROTATABLE_BOND_COUNT>
3

> <JCHEM_RULE_OF_FIVE>
1

> <ALOGPS_SOLUBILITY>
2.77e-01 g/l

> <JCHEM_TRADITIONAL_IUPAC>
(1S,4R)-4-{[(2R,9S,9aR)-9-hydroxy-2-methyl-3-oxo-1H,2H,9aH-imidazo[1,2-a]indol-9-yl]methyl}-1-isopropyl-1H,2H,4H-pyrazino[2,1-b]quinazoline-3,6-dione

> <JCHEM_VEBER_RULE>
0

$$$$

     RDKit          3D

 62 67  0  0  0  0  0  0  0  0999 V2000
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 26  4  1  0
 25  8  1  0
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 33 28  2  0
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 10  9  1  0
  6  7  2  0
 16 17  2  0
 19 20  2  0
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 28 27  1  0
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 33 34  1  0
  2  3  1  0
 34 25  1  0
 21 22  1  0
 26 27  2  0
 24 58  1  6
 26 25  1  0
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 24 23  1  0
 14 50  1  0
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 29 59  1  0
 30 60  1  0
 31 61  1  0
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 22 54  1  0
 22 55  1  0
 22 56  1  0
 11 48  1  0
M  END

HEADER    PROTEIN                                 21-JUN-21   NONE
TITLE     NULL                                                        
COMPND    NULL                                                        
SOURCE    NULL                                                        
KEYWDS    NULL                                                        
EXPDTA    NULL                                                        
AUTHOR    Marvin                                                      
REVDAT   1   21-JUN-21         0                                  
HETATM    1  C   UNK     0      -1.018   2.744  -5.654  0.00  0.00           C+0
HETATM    2  C   UNK     0       0.360   2.360  -5.104  0.00  0.00           C+0
HETATM    3  C   UNK     0       1.067   1.424  -6.091  0.00  0.00           C+0
HETATM    4  C   UNK     0       0.304   1.732  -3.692  0.00  0.00           C+0
HETATM    5  N   UNK     0      -0.622   0.613  -3.610  0.00  0.00           N+0
HETATM    6  C   UNK     0      -0.848  -0.030  -2.419  0.00  0.00           C+0
HETATM    7  O   UNK     0      -1.312  -1.165  -2.396  0.00  0.00           O+0
HETATM    8  C   UNK     0      -0.325   0.686  -1.167  0.00  0.00           C+0
HETATM    9  C   UNK     0       1.093   0.191  -0.827  0.00  0.00           C+0
HETATM   10  C   UNK     0       1.287  -0.180   0.653  0.00  0.00           C+0
HETATM   11  O   UNK     0       1.274   0.992   1.471  0.00  0.00           O+0
HETATM   12  C   UNK     0       2.618  -0.875   0.918  0.00  0.00           C+0
HETATM   13  C   UNK     0       3.896  -0.490   0.543  0.00  0.00           C+0
HETATM   14  C   UNK     0       4.979  -1.248   1.001  0.00  0.00           C+0
HETATM   15  C   UNK     0       4.780  -2.358   1.841  0.00  0.00           C+0
HETATM   16  C   UNK     0       3.494  -2.735   2.233  0.00  0.00           C+0
HETATM   17  C   UNK     0       2.438  -1.994   1.745  0.00  0.00           C+0
HETATM   18  N   UNK     0       1.091  -2.144   1.999  0.00  0.00           N+0
HETATM   19  C   UNK     0       0.383  -2.819   2.958  0.00  0.00           C+0
HETATM   20  O   UNK     0       0.761  -3.672   3.740  0.00  0.00           O+0
HETATM   21  C   UNK     0      -1.017  -2.197   2.861  0.00  0.00           C+0
HETATM   22  C   UNK     0      -1.609  -1.908   4.228  0.00  0.00           C+0
HETATM   23  N   UNK     0      -0.816  -0.933   2.069  0.00  0.00           N+0
HETATM   24  C   UNK     0       0.298  -1.281   1.181  0.00  0.00           C+0
HETATM   25  N   UNK     0      -0.397   2.146  -1.350  0.00  0.00           N+0
HETATM   26  C   UNK     0      -0.078   2.724  -2.573  0.00  0.00           C+0
HETATM   27  N   UNK     0      -0.064   4.002  -2.777  0.00  0.00           N+0
HETATM   28  C   UNK     0      -0.424   4.853  -1.726  0.00  0.00           C+0
HETATM   29  C   UNK     0      -0.454   6.230  -1.953  0.00  0.00           C+0
HETATM   30  C   UNK     0      -0.805   7.114  -0.928  0.00  0.00           C+0
HETATM   31  C   UNK     0      -1.129   6.624   0.337  0.00  0.00           C+0
HETATM   32  C   UNK     0      -1.103   5.251   0.578  0.00  0.00           C+0
HETATM   33  C   UNK     0      -0.752   4.378  -0.458  0.00  0.00           C+0
HETATM   34  C   UNK     0      -0.705   2.923  -0.243  0.00  0.00           C+0
HETATM   35  O   UNK     0      -0.894   2.453   0.878  0.00  0.00           O+0
HETATM   36  H   UNK     0      -0.913   3.264  -6.613  0.00  0.00           H+0
HETATM   37  H   UNK     0      -1.552   3.415  -4.974  0.00  0.00           H+0
HETATM   38  H   UNK     0      -1.647   1.864  -5.825  0.00  0.00           H+0
HETATM   39  H   UNK     0       0.963   3.276  -5.051  0.00  0.00           H+0
HETATM   40  H   UNK     0       0.511   0.492  -6.236  0.00  0.00           H+0
HETATM   41  H   UNK     0       1.174   1.905  -7.069  0.00  0.00           H+0
HETATM   42  H   UNK     0       2.071   1.169  -5.735  0.00  0.00           H+0
HETATM   43  H   UNK     0       1.299   1.347  -3.435  0.00  0.00           H+0
HETATM   44  H   UNK     0      -0.903   0.102  -4.439  0.00  0.00           H+0
HETATM   45  H   UNK     0      -1.035   0.417  -0.378  0.00  0.00           H+0
HETATM   46  H   UNK     0       1.336  -0.689  -1.438  0.00  0.00           H+0
HETATM   47  H   UNK     0       1.825   0.964  -1.097  0.00  0.00           H+0
HETATM   48  H   UNK     0       0.364   1.359   1.472  0.00  0.00           H+0
HETATM   49  H   UNK     0       4.064   0.396  -0.061  0.00  0.00           H+0
HETATM   50  H   UNK     0       5.992  -0.962   0.726  0.00  0.00           H+0
HETATM   51  H   UNK     0       5.638  -2.922   2.201  0.00  0.00           H+0
HETATM   52  H   UNK     0       3.335  -3.581   2.893  0.00  0.00           H+0
HETATM   53  H   UNK     0      -1.662  -2.880   2.295  0.00  0.00           H+0
HETATM   54  H   UNK     0      -0.947  -1.272   4.827  0.00  0.00           H+0
HETATM   55  H   UNK     0      -2.578  -1.405   4.138  0.00  0.00           H+0
HETATM   56  H   UNK     0      -1.760  -2.837   4.787  0.00  0.00           H+0
HETATM   57  H   UNK     0      -0.446  -0.233   2.717  0.00  0.00           H+0
HETATM   58  H   UNK     0      -0.072  -1.891   0.344  0.00  0.00           H+0
HETATM   59  H   UNK     0      -0.201   6.617  -2.937  0.00  0.00           H+0
HETATM   60  H   UNK     0      -0.824   8.184  -1.119  0.00  0.00           H+0
HETATM   61  H   UNK     0      -1.401   7.312   1.135  0.00  0.00           H+0
HETATM   62  H   UNK     0      -1.353   4.867   1.564  0.00  0.00           H+0
CONECT    1    2   36   37   38                                             
CONECT    2    4    1    3   39                                             
CONECT    3    2   40   41   42                                             
CONECT    4   26    5    2   43                                             
CONECT    5    6    4   44                                                  
CONECT    6    8    5    7                                                  
CONECT    7    6                                                            
CONECT    8   25    6    9   45                                             
CONECT    9    8   10   46   47                                             
CONECT   10   24   12    9   11                                             
CONECT   11   10   48                                                       
CONECT   12   10   13   17                                                  
CONECT   13   12   14   49                                                  
CONECT   14   15   13   50                                                  
CONECT   15   14   16   51                                                  
CONECT   16   15   17   52                                                  
CONECT   17   12   16   18                                                  
CONECT   18   24   19   17                                                  
CONECT   19   18   21   20                                                  
CONECT   20   19                                                            
CONECT   21   19   23   22   53                                             
CONECT   22   21   54   55   56                                             
CONECT   23   21   24   57                                                  
CONECT   24   10   18   58   23                                             
CONECT   25    8   34   26                                                  
CONECT   26    4   27   25                                                  
CONECT   27   28   26                                                       
CONECT   28   33   29   27                                                  
CONECT   29   28   30   59                                                  
CONECT   30   29   31   60                                                  
CONECT   31   30   32   61                                                  
CONECT   32   31   33   62                                                  
CONECT   33   28   32   34                                                  
CONECT   34   35   33   25                                                  
CONECT   35   34                                                            
CONECT   36    1                                                            
CONECT   37    1                                                            
CONECT   38    1                                                            
CONECT   39    2                                                            
CONECT   40    3                                                            
CONECT   41    3                                                            
CONECT   42    3                                                            
CONECT   43    4                                                            
CONECT   44    5                                                            
CONECT   45    8                                                            
CONECT   46    9                                                            
CONECT   47    9                                                            
CONECT   48   11                                                            
CONECT   49   13                                                            
CONECT   50   14                                                            
CONECT   51   15                                                            
CONECT   52   16                                                            
CONECT   53   21                                                            
CONECT   54   22                                                            
CONECT   55   22                                                            
CONECT   56   22                                                            
CONECT   57   23                                                            
CONECT   58   24                                                            
CONECT   59   29                                                            
CONECT   60   30                                                            
CONECT   61   31                                                            
CONECT   62   32                                                            
MASTER        0    0    0    0    0    0    0    0   62    0  134    0
END

RDKit          3D

62 67  0  0  0  0  0  0  0  0999 V2000
   -1.0179    2.7438   -5.6540 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.3604    2.3596   -5.1035 C   0  0  2  0  0  0  0  0  0  0  0  0
    1.0671    1.4238   -6.0908 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.3040    1.7319   -3.6923 C   0  0  2  0  0  0  0  0  0  0  0  0
   -0.6219    0.6128   -3.6096 N   0  0  0  0  0  0  0  0  0  0  0  0
   -0.8479   -0.0295   -2.4193 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.3116   -1.1650   -2.3964 O   0  0  0  0  0  0  0  0  0  0  0  0
   -0.3251    0.6860   -1.1673 C   0  0  1  0  0  0  0  0  0  0  0  0
    1.0933    0.1910   -0.8265 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.2873   -0.1795    0.6526 C   0  0  2  0  0  0  0  0  0  0  0  0
    1.2740    0.9920    1.4713 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.6179   -0.8753    0.9178 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.8962   -0.4897    0.5427 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.9790   -1.2477    1.0011 C   0  0  0  0  0  0  0  0  0  0  0  0
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   -1.0171   -2.1973    2.8607 C   0  0  1  0  0  0  0  0  0  0  0  0
   -1.6092   -1.9075    4.2278 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.8159   -0.9333    2.0686 N   0  0  0  0  0  0  0  0  0  0  0  0
    0.2978   -1.2806    1.1806 C   0  0  1  0  0  0  0  0  0  0  0  0
   -0.3974    2.1463   -1.3498 N   0  0  0  0  0  0  0  0  0  0  0  0
   -0.0779    2.7238   -2.5734 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.0636    4.0017   -2.7774 N   0  0  0  0  0  0  0  0  0  0  0  0
   -0.4238    4.8526   -1.7256 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.4538    6.2301   -1.9532 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.8053    7.1136   -0.9284 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.1294    6.6243    0.3371 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.1030    5.2514    0.5777 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.7524    4.3775   -0.4576 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.7051    2.9230   -0.2425 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.8943    2.4530    0.8779 O   0  0  0  0  0  0  0  0  0  0  0  0
   -0.9132    3.2636   -6.6128 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.5517    3.4146   -4.9745 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.6472    1.8643   -5.8247 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.9634    3.2756   -5.0513 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.5114    0.4918   -6.2362 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.1743    1.9052   -7.0690 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.0711    1.1695   -5.7349 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.2992    1.3470   -3.4350 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.9028    0.1015   -4.4386 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.0350    0.4168   -0.3782 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.3359   -0.6885   -1.4385 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.8246    0.9642   -1.0966 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.3635    1.3593    1.4722 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.0638    0.3958   -0.0614 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.9920   -0.9616    0.7260 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.6375   -2.9217    2.2008 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.3346   -3.5810    2.8933 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.6618   -2.8798    2.2950 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.9470   -1.2723    4.8270 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.5782   -1.4054    4.1383 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.7597   -2.8373    4.7868 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.4455   -0.2332    2.7174 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.0722   -1.8909    0.3441 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.2009    6.6166   -2.9374 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.8244    8.1840   -1.1194 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.4009    7.3122    1.1345 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.3529    4.8673    1.5640 H   0  0  0  0  0  0  0  0  0  0  0  0
 24 10  1  0
 10 12  1  0
 24 18  1  0
 14 15  2  0
 12 13  2  0
 13 14  1  0
 26  4  1  0
 25  8  1  0
  8  6  1  0
  6  5  1  0
  5  4  1  0
 12 17  1  0
 33 28  2  0
 18 19  1  0
 28 29  1  0
 19 21  1  0
 29 30  2  0
 21 23  1  0
 30 31  1  0
 31 32  2  0
 32 33  1  0
  8  9  1  0
 15 16  1  0
 34 35  2  0
 10  9  1  0
  6  7  2  0
 16 17  2  0
 19 20  2  0
 17 18  1  0
  4  2  1  0
 28 27  1  0
  2  1  1  0
 33 34  1  0
  2  3  1  0
 34 25  1  0
 21 22  1  0
 26 27  2  0
 24 58  1  6
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 10 11  1  1
 24 23  1  0
 14 50  1  0
 15 51  1  0
 16 52  1  0
 13 49  1  0
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  9 46  1  0
  9 47  1  0
  8 45  1  1
  5 44  1  0
  4 43  1  1
 29 59  1  0
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 32 62  1  0
  2 39  1  1
  1 36  1  0
  1 37  1  0
  1 38  1  0
  3 40  1  0
  3 41  1  0
  3 42  1  0
 22 54  1  0
 22 55  1  0
 22 56  1  0
 11 48  1  0
M  END

View in JSmol

Synonyms

Not Available

Chemical Formula

C₂₆H₂₇N₅O₄

Average Mass

473.5330 Da

Monoisotopic Mass

473.20630 Da

IUPAC Name

(1S,4R)-4-{[(2R,9S,9aR)-9-hydroxy-2-methyl-3-oxo-1H,2H,3H,9H,9aH-imidazo[1,2-a]indol-9-yl]methyl}-1-(propan-2-yl)-1H,2H,3H,4H,6H-pyrazino[2,1-b]quinazoline-3,6-dione

Traditional Name

(1S,4R)-4-{[(2R,9S,9aR)-9-hydroxy-2-methyl-3-oxo-1H,2H,9aH-imidazo[1,2-a]indol-9-yl]methyl}-1-isopropyl-1H,2H,4H-pyrazino[2,1-b]quinazoline-3,6-dione

CAS Registry Number

Not Available

SMILES

[H]O[C@]1(C2=C([H])C([H])=C([H])C([H])=C2N2C(=O)[C@]([H])(N([H])[C@@]12[H])C([H])([H])[H])C([H])([H])[C@@]1([H])N2C(=O)C3=C(N=C2[C@@]([H])(N([H])C1=O)C([H])(C([H])([H])[H])C([H])([H])[H])C([H])=C([H])C([H])=C3[H]

InChI Identifier

InChI=1S/C26H27N5O4/c1-13(2)20-21-28-17-10-6-4-8-15(17)24(34)30(21)19(22(32)29-20)12-26(35)16-9-5-7-11-18(16)31-23(33)14(3)27-25(26)31/h4-11,13-14,19-20,25,27,35H,12H2,1-3H3,(H,29,32)/t14-,19-,20+,25-,26+/m1/s1

InChI Key

KGYYECCJAXZXMH-YUPJTPIFSA-N

Experimental Spectra

Spectrum Type	Description	Depositor Email	Depositor Organization	Depositor	Deposition Date	View
1D NMR	¹³C NMR Spectrum (1D, 300 MHz, DMSO-d6, simulated)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 300 MHz, DMSO-d6, simulated)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 100 MHz, DMSO-d6, simulated)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 100 MHz, DMSO-d6, simulated)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 200 MHz, DMSO-d6, simulated)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 200 MHz, DMSO-d6, simulated)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 400 MHz, DMSO-d6, simulated)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 400 MHz, DMSO-d6, simulated)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 500 MHz, DMSO-d6, simulated)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 500 MHz, DMSO-d6, simulated)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 600 MHz, DMSO-d6, simulated)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 600 MHz, DMSO-d6, simulated)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 700 MHz, DMSO-d6, simulated)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 700 MHz, DMSO-d6, simulated)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 800 MHz, DMSO-d6, simulated)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 800 MHz, DMSO-d6, simulated)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 900 MHz, DMSO-d6, simulated)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 900 MHz, DMSO-d6, simulated)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 1000 MHz, DMSO-d6, simulated)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 1000 MHz, DMSO-d6, simulated)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum

Predicted Spectra

Not Available

Chemical Shift Submissions

Not Available

Species

Species of Origin

Species Name	Source	Reference
Neosartorya siamensis (KUFC 6349)	JEOL database	Buttachon, S., et al, Tetrahedron 68, 3253 (2012)

Chemical Taxonomy

Description

Belongs to the class of organic compounds known as quinazolines. Quinazolines are compounds containing a quinazoline moiety, which is made up of two fused six-member aromatic rings, a benzene ring and a pyrimidine ring.

Kingdom

Organic compounds

Super Class

Organoheterocyclic compounds

Class

Diazanaphthalenes

Sub Class

Benzodiazines

Direct Parent

Quinazolines

Alternative Parents

Substituents

Alpha-amino acid or derivatives
Quinazoline
Indole or derivatives
Pyrimidone
Imidazolidinone
Pyrimidine
Benzenoid
Tertiary carboxylic acid amide
Tertiary alcohol
Heteroaromatic compound
Imidazolidine
Secondary carboxylic acid amide
Carboxamide group
Lactam
Azacycle
Carboxylic acid derivative
Hydrocarbon derivative
Organic oxygen compound
Alcohol
Organonitrogen compound
Organooxygen compound
Organic nitrogen compound
Carbonyl group
Amine
Organic oxide
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	0.53	ALOGPS
logP	1.5	ChemAxon
logS	-3.2	ALOGPS
pKa (Strongest Acidic)	11.18	ChemAxon
pKa (Strongest Basic)	4.69	ChemAxon
Physiological Charge	0	ChemAxon
Hydrogen Acceptor Count	6	ChemAxon
Hydrogen Donor Count	3	ChemAxon
Polar Surface Area	114.34 Å²	ChemAxon
Rotatable Bond Count	3	ChemAxon
Refractivity	128.5 m³·mol⁻¹	ChemAxon
Polarizability	50.69 Å³	ChemAxon
Number of Rings	6	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

35003380

KEGG Compound ID

Not Available

BioCyc ID

Not Available

BiGG ID

Not Available

Wikipedia Link

Not Available

METLIN ID

Not Available

PubChem Compound

101575716

PDB ID

Not Available

ChEBI ID

Not Available

Good Scents ID

Not Available

References

General References

Buttachon, S., et al. (2012). Buttachon, S., et al, Tetrahedron 68, 3253 (2012). Tetrahedron.

Showing NP-Card for neofiscalin A (NP0041227)

MOL for NP0041227 (neofiscalin A)

3D MOL for NP0041227 (neofiscalin A)

3D SDF for NP0041227 (neofiscalin A)

3D-SDF for NP0041227 (neofiscalin A)

PDB for NP0041227 (neofiscalin A)

3D PDB for NP0041227 (neofiscalin A)

SMILES for NP0041227 (neofiscalin A)

INCHI for NP0041227 (neofiscalin A)

Structure for NP0041227 (neofiscalin A)

3D Structure for NP0041227 (neofiscalin A)