data_A1E
#

_chem_comp.id                                   A1E
_chem_comp.name                                 "(5R)-5-{[10-(1,2,3,4-TETRAHYDROACRIDIN-9-YLAMINO)DECYL]AMINO}-5,6,7,8-TETRAHYDROQUINOLIN-2(1H)-ONE"
_chem_comp.type                                 NON-POLYMER
_chem_comp.pdbx_type                            HETAIN
_chem_comp.formula                              "C32 H44 N4 O"
_chem_comp.mon_nstd_parent_comp_id              ?
_chem_comp.pdbx_synonyms                        
;(R)-N-9 -(1 ,2 ,3 ,4 -TETRAHYDROACRIDINYL)-N'-5 -[5 ,6 ,7 ,8 -TETRAHYDRO-2'(1'H)-QUINOLINONYL]-1,10-DIAMINODECANE;
(R)-TACRINE(10)-HUPYRIDONE
;

_chem_comp.pdbx_formal_charge                   0
_chem_comp.pdbx_initial_date                    2005-04-29
_chem_comp.pdbx_modified_date                   2020-06-17
_chem_comp.pdbx_ambiguous_flag                  N
_chem_comp.pdbx_release_status                  REL
_chem_comp.pdbx_replaced_by                     ?
_chem_comp.pdbx_replaces                        ?
_chem_comp.formula_weight                       500.718
_chem_comp.one_letter_code                      ?
_chem_comp.three_letter_code                    A1E
_chem_comp.pdbx_model_coordinates_details       ?
_chem_comp.pdbx_model_coordinates_missing_flag  N
_chem_comp.pdbx_ideal_coordinates_details       ?
_chem_comp.pdbx_ideal_coordinates_missing_flag  N
_chem_comp.pdbx_model_coordinates_db_code       1ZGB
_chem_comp.pdbx_subcomponent_list               ?
_chem_comp.pdbx_processing_site                 RCSB
#   #
loop_
_chem_comp_atom.comp_id
_chem_comp_atom.atom_id
_chem_comp_atom.alt_atom_id
_chem_comp_atom.type_symbol
_chem_comp_atom.charge
_chem_comp_atom.pdbx_align
_chem_comp_atom.pdbx_aromatic_flag
_chem_comp_atom.pdbx_leaving_atom_flag
_chem_comp_atom.pdbx_stereo_config
_chem_comp_atom.model_Cartn_x
_chem_comp_atom.model_Cartn_y
_chem_comp_atom.model_Cartn_z
_chem_comp_atom.pdbx_model_Cartn_x_ideal
_chem_comp_atom.pdbx_model_Cartn_y_ideal
_chem_comp_atom.pdbx_model_Cartn_z_ideal
_chem_comp_atom.pdbx_component_atom_id
_chem_comp_atom.pdbx_component_comp_id
_chem_comp_atom.pdbx_ordinal
A1E  C1    C1    C  0  1  N  N  N  -3.101  59.642  74.646   10.063   2.237   1.262  C1    A1E   1  
A1E  C2    C2    C  0  1  N  N  N  -2.030  60.648  74.269    8.696   2.086   0.584  C2    A1E   2  
A1E  C3    C3    C  0  1  N  N  R  -1.072  60.080  73.165    8.342   0.601   0.548  C3    A1E   3  
A1E  C4    C4    C  0  1  Y  N  N  -0.564  58.672  73.543    9.478  -0.204  -0.026  C4    A1E   4  
A1E  C5    C5    C  0  1  Y  N  N  -1.226  57.929  74.508   10.739   0.263  -0.109  C5    A1E   5  
A1E  C6    C6    C  0  1  N  N  N  -2.444  58.409  75.279   11.125   1.651   0.335  C6    A1E   6  
A1E  C7    C7    C  0  1  Y  N  N   0.626  58.022  72.883    9.184  -1.504  -0.484  C7    A1E   7  
A1E  C8    C8    C  0  1  Y  N  N   1.054  56.748  73.220   10.173  -2.280  -1.005  C8    A1E   8  
A1E  C9    C9    C  0  1  Y  N  N   0.285  56.003  74.296   11.481  -1.769  -1.063  C9    A1E   9  
A1E  N10   N10   N  0  1  Y  N  N  -0.779  56.673  74.827   11.730  -0.526  -0.620  N10   A1E  10  
A1E  O11   O11   O  0  1  N  N  N   0.539  54.906  74.692   12.385  -2.450  -1.518  O11   A1E  11  
A1E  N12   N12   N  0  1  N  N  N   0.040  61.070  73.243    7.145   0.410  -0.282  N12   A1E  12  
A1E  C13   C13   C  0  1  N  N  N  -0.068  62.286  72.383    5.986   0.657   0.586  C13   A1E  13  
A1E  C14   C14   C  0  1  N  N  N   0.987  62.015  71.346    4.699   0.348  -0.182  C14   A1E  14  
A1E  C15   C15   C  0  1  N  N  N   0.638  62.654  70.035    3.491   0.606   0.722  C15   A1E  15  
A1E  C16   C16   C  0  1  N  N  N   1.699  62.309  68.991    2.204   0.297  -0.045  C16   A1E  16  
A1E  C17   C17   C  0  1  N  N  N   3.121  62.474  69.548    0.997   0.555   0.858  C17   A1E  17  
A1E  C18   C18   C  0  1  N  N  N   3.679  63.774  69.010   -0.290   0.246   0.091  C18   A1E  18  
A1E  C19   C19   C  0  1  N  N  N   3.280  65.028  69.812   -1.497   0.504   0.994  C19   A1E  19  
A1E  C20   C20   C  0  1  N  N  N   2.241  65.863  69.045   -2.784   0.195   0.227  C20   A1E  20  
A1E  C21   C21   C  0  1  N  N  N   2.718  66.377  67.686   -3.991   0.453   1.130  C21   A1E  21  
A1E  C22   C22   C  0  1  N  N  N   1.726  67.435  67.200   -5.278   0.144   0.363  C22   A1E  22  
A1E  N23   N23   N  0  1  N  N  N   2.213  68.411  66.222   -6.438   0.391   1.230  N23   A1E  23  
A1E  C24   C24   C  0  1  Y  N  N   3.521  68.662  65.732   -7.563   0.044   0.500  C24   A1E  24  
A1E  C25   C25   C  0  1  Y  N  N   4.528  69.268  66.626   -7.996  -1.299   0.433  C25   A1E  25  
A1E  C26   C26   C  0  1  Y  N  N   5.797  69.577  66.022   -9.155  -1.601  -0.320  C26   A1E  26  
A1E  N27   N27   N  0  1  Y  N  N   6.070  69.305  64.651   -9.804  -0.624  -0.956  N27   A1E  27  
A1E  C28   C28   C  0  1  Y  N  N   5.155  68.742  63.863   -9.410   0.637  -0.913  C28   A1E  28  
A1E  C29   C29   C  0  1  Y  N  N   3.830  68.386  64.351   -8.291   1.009  -0.190  C29   A1E  29  
A1E  C30   C30   C  0  1  Y  N  N   4.425  69.610  68.048   -7.317  -2.325   1.106  C30   A1E  30  
A1E  C31   C31   C  0  1  Y  N  N   5.466  70.197  68.772   -7.775  -3.605   1.019  C31   A1E  31  
A1E  C32   C32   C  0  1  Y  N  N   6.711  70.499  68.132   -8.912  -3.907   0.274  C32   A1E  32  
A1E  C33   C33   C  0  1  Y  N  N   6.866  70.192  66.780   -9.598  -2.934  -0.386  C33   A1E  33  
A1E  C34   C34   C  0  1  N  N  N   5.623  68.517  62.401  -10.234   1.638  -1.686  C34   A1E  34  
A1E  C35   C35   C  0  1  N  N  N   4.417  68.291  61.435   -9.946   3.058  -1.205  C35   A1E  35  
A1E  C36   C36   C  0  1  N  N  N   3.463  67.246  62.008   -8.428   3.276  -1.220  C36   A1E  36  
A1E  C37   C37   C  0  1  N  N  N   2.836  67.754  63.356   -7.811   2.434  -0.105  C37   A1E  37  
A1E  H11   1H1   H  0  1  N  N  N  -3.884  60.086  75.303   10.271   3.292   1.439  H11   A1E  38  
A1E  H12A  2H1   H  0  0  N  N  N  -3.752  59.375  73.780   10.065   1.698   2.210  H12A  A1E  39  
A1E  H21   1H2   H  0  1  N  N  N  -2.475  61.622  73.960    8.745   2.477  -0.433  H21   A1E  40  
A1E  H22   2H2   H  0  1  N  N  N  -1.461  60.993  75.163    7.942   2.631   1.152  H22   A1E  41  
A1E  H3    H3    H  0  1  N  N  N  -1.538  59.965  72.158    8.135   0.257   1.562  H3    A1E  42  
A1E  H61   1H6   H  0  1  N  N  N  -2.191  58.596  76.348   12.078   1.607   0.863  H61   A1E  43  
A1E  H62   2H6   H  0  1  N  N  N  -3.183  57.585  75.409   11.230   2.292  -0.541  H62   A1E  44  
A1E  H7    H7    H  0  1  N  N  N   1.225  58.513  72.098    8.174  -1.882  -0.425  H7    A1E  45  
A1E  H8    H8    H  0  1  N  N  N   1.932  56.359  72.677    9.957  -3.277  -1.360  H8    A1E  46  
A1E  H10   H10   H  0  1  N  N  N  -1.302  56.176  75.547   12.636  -0.181  -0.664  H10   A1E  47  
A1E  H12   H12   H  0  1  N  N  N   0.926  60.600  73.056    7.151   1.144  -0.973  H12   A1E  48  
A1E  H131  1H13  H  0  0  N  N  N  -1.086  62.495  71.981    6.047   0.016   1.466  H131  A1E  49  
A1E  H132  2H13  H  0  0  N  N  N   0.031  63.258  72.919    5.981   1.702   0.897  H132  A1E  50  
A1E  H141  1H14  H  0  0  N  N  N   1.997  62.328  71.698    4.638   0.989  -1.061  H141  A1E  51  
A1E  H142  2H14  H  0  0  N  N  N   1.177  60.922  71.231    4.703  -0.696  -0.493  H142  A1E  52  
A1E  H151  1H15  H  0  0  N  N  N  -0.388  62.380  69.695    3.552  -0.035   1.602  H151  A1E  53  
A1E  H152  2H15  H  0  0  N  N  N   0.488  63.754  70.132    3.487   1.651   1.034  H152  A1E  54  
A1E  H161  1H16  H  0  0  N  N  N   1.541  61.286  68.574    2.143   0.938  -0.925  H161  A1E  55  
A1E  H162  2H16  H  0  0  N  N  N   1.557  62.901  68.056    2.209  -0.747  -0.357  H162  A1E  56  
A1E  H171  1H17  H  0  0  N  N  N   3.160  62.413  70.660    1.058  -0.086   1.738  H171  A1E  57  
A1E  H172  2H17  H  0  0  N  N  N   3.775  61.598  69.329    0.993   1.600   1.170  H172  A1E  58  
A1E  H181  1H18  H  0  0  N  N  N   4.788  63.710  68.918   -0.351   0.887  -0.789  H181  A1E  59  
A1E  H182  2H18  H  0  0  N  N  N   3.404  63.897  67.936   -0.285  -0.798  -0.221  H182  A1E  60  
A1E  H191  1H19  H  0  0  N  N  N   2.923  64.766  70.835   -1.436  -0.137   1.874  H191  A1E  61  
A1E  H192  2H19  H  0  0  N  N  N   4.170  65.636  70.094   -1.502   1.548   1.306  H192  A1E  62  
A1E  H201  1H20  H  0  0  N  N  N   1.290  65.291  68.931   -2.845   0.836  -0.653  H201  A1E  63  
A1E  H202  2H20  H  0  0  N  N  N   1.881  66.709  69.675   -2.780  -0.850  -0.085  H202  A1E  64  
A1E  H211  1H21  H  0  0  N  N  N   3.767  66.752  67.712   -3.930  -0.188   2.010  H211  A1E  65  
A1E  H212  2H21  H  0  0  N  N  N   2.869  65.557  66.945   -3.996   1.497   1.442  H212  A1E  66  
A1E  H221  1H22  H  0  0  N  N  N   0.814  66.932  66.799   -5.339   0.785  -0.517  H221  A1E  67  
A1E  H222  2H22  H  0  0  N  N  N   1.297  67.972  68.078   -5.274  -0.901   0.051  H222  A1E  68  
A1E  H23   H23   H  0  1  N  N  N   1.888  69.312  66.570   -6.373  -0.265   1.994  H23   A1E  69  
A1E  H30   H30   H  0  1  N  N  N   3.498  69.411  68.613   -6.434  -2.102   1.686  H30   A1E  70  
A1E  H31   H31   H  0  1  N  N  N   5.306  70.420  69.840   -7.249  -4.396   1.534  H31   A1E  71  
A1E  H32   H32   H  0  1  N  N  N   7.547  70.966  68.678   -9.256  -4.929   0.220  H32   A1E  72  
A1E  H33   H33   H  0  1  N  N  N   7.833  70.435  66.310  -10.478  -3.185  -0.959  H33   A1E  73  
A1E  H341  1H34  H  0  0  N  N  N   6.273  69.351  62.049  -11.292   1.418  -1.543  H341  A1E  74  
A1E  H342  2H34  H  0  0  N  N  N   6.358  67.682  62.334   -9.992   1.561  -2.746  H342  A1E  75  
A1E  H351  1H35  H  0  0  N  N  N   3.892  69.245  61.196  -10.324   3.185  -0.191  H351  A1E  76  
A1E  H352  2H35  H  0  0  N  N  N   4.753  68.025  60.405  -10.426   3.775  -1.871  H352  A1E  77  
A1E  H361  1H36  H  0  0  N  N  N   2.679  66.951  61.271   -8.207   4.330  -1.051  H361  A1E  78  
A1E  H362  2H36  H  0  0  N  N  N   3.958  66.254  62.128   -8.022   2.965  -2.183  H362  A1E  79  
A1E  H371  1H37  H  0  0  N  N  N   2.272  66.928  63.850   -8.096   2.852   0.860  H371  A1E  80  
A1E  H372  2H37  H  0  0  N  N  N   2.001  68.463  63.146   -6.725   2.454  -0.199  H372  A1E  81  
#   #
loop_
_chem_comp_bond.comp_id
_chem_comp_bond.atom_id_1
_chem_comp_bond.atom_id_2
_chem_comp_bond.value_order
_chem_comp_bond.pdbx_aromatic_flag
_chem_comp_bond.pdbx_stereo_config
_chem_comp_bond.pdbx_ordinal
A1E  C1   C2    SING  N  N   1  
A1E  C1   C6    SING  N  N   2  
A1E  C1   H11   SING  N  N   3  
A1E  C1   H12A  SING  N  N   4  
A1E  C2   C3    SING  N  N   5  
A1E  C2   H21   SING  N  N   6  
A1E  C2   H22   SING  N  N   7  
A1E  C3   C4    SING  N  N   8  
A1E  C3   N12   SING  N  N   9  
A1E  C3   H3    SING  N  N  10  
A1E  C4   C5    DOUB  Y  N  11  
A1E  C4   C7    SING  Y  N  12  
A1E  C5   C6    SING  N  N  13  
A1E  C5   N10   SING  Y  N  14  
A1E  C6   H61   SING  N  N  15  
A1E  C6   H62   SING  N  N  16  
A1E  C7   C8    DOUB  Y  N  17  
A1E  C7   H7    SING  N  N  18  
A1E  C8   C9    SING  Y  N  19  
A1E  C8   H8    SING  N  N  20  
A1E  C9   N10   SING  Y  N  21  
A1E  C9   O11   DOUB  N  N  22  
A1E  N10  H10   SING  N  N  23  
A1E  N12  C13   SING  N  N  24  
A1E  N12  H12   SING  N  N  25  
A1E  C13  C14   SING  N  N  26  
A1E  C13  H131  SING  N  N  27  
A1E  C13  H132  SING  N  N  28  
A1E  C14  C15   SING  N  N  29  
A1E  C14  H141  SING  N  N  30  
A1E  C14  H142  SING  N  N  31  
A1E  C15  C16   SING  N  N  32  
A1E  C15  H151  SING  N  N  33  
A1E  C15  H152  SING  N  N  34  
A1E  C16  C17   SING  N  N  35  
A1E  C16  H161  SING  N  N  36  
A1E  C16  H162  SING  N  N  37  
A1E  C17  C18   SING  N  N  38  
A1E  C17  H171  SING  N  N  39  
A1E  C17  H172  SING  N  N  40  
A1E  C18  C19   SING  N  N  41  
A1E  C18  H181  SING  N  N  42  
A1E  C18  H182  SING  N  N  43  
A1E  C19  C20   SING  N  N  44  
A1E  C19  H191  SING  N  N  45  
A1E  C19  H192  SING  N  N  46  
A1E  C20  C21   SING  N  N  47  
A1E  C20  H201  SING  N  N  48  
A1E  C20  H202  SING  N  N  49  
A1E  C21  C22   SING  N  N  50  
A1E  C21  H211  SING  N  N  51  
A1E  C21  H212  SING  N  N  52  
A1E  C22  N23   SING  N  N  53  
A1E  C22  H221  SING  N  N  54  
A1E  C22  H222  SING  N  N  55  
A1E  N23  C24   SING  N  N  56  
A1E  N23  H23   SING  N  N  57  
A1E  C24  C25   SING  Y  N  58  
A1E  C24  C29   DOUB  Y  N  59  
A1E  C25  C26   DOUB  Y  N  60  
A1E  C25  C30   SING  Y  N  61  
A1E  C26  N27   SING  Y  N  62  
A1E  C26  C33   SING  Y  N  63  
A1E  N27  C28   DOUB  Y  N  64  
A1E  C28  C29   SING  Y  N  65  
A1E  C28  C34   SING  N  N  66  
A1E  C29  C37   SING  N  N  67  
A1E  C30  C31   DOUB  Y  N  68  
A1E  C30  H30   SING  N  N  69  
A1E  C31  C32   SING  Y  N  70  
A1E  C31  H31   SING  N  N  71  
A1E  C32  C33   DOUB  Y  N  72  
A1E  C32  H32   SING  N  N  73  
A1E  C33  H33   SING  N  N  74  
A1E  C34  C35   SING  N  N  75  
A1E  C34  H341  SING  N  N  76  
A1E  C34  H342  SING  N  N  77  
A1E  C35  C36   SING  N  N  78  
A1E  C35  H351  SING  N  N  79  
A1E  C35  H352  SING  N  N  80  
A1E  C36  C37   SING  N  N  81  
A1E  C36  H361  SING  N  N  82  
A1E  C36  H362  SING  N  N  83  
A1E  C37  H371  SING  N  N  84  
A1E  C37  H372  SING  N  N  85  
#   #
loop_
_pdbx_chem_comp_descriptor.comp_id
_pdbx_chem_comp_descriptor.type
_pdbx_chem_comp_descriptor.program
_pdbx_chem_comp_descriptor.program_version
_pdbx_chem_comp_descriptor.descriptor
A1E  SMILES            ACDLabs               10.04  "O=C1C=CC2=C(N1)CCCC2NCCCCCCCCCCNc3c5ccccc5nc4c3CCCC4"  
A1E  SMILES_CANONICAL  CACTVS                3.341  "O=C1NC2=C(C=C1)[C@@H](CCC2)NCCCCCCCCCCNc3c4CCCCc4nc5ccccc35"  
A1E  SMILES            CACTVS                3.341  "O=C1NC2=C(C=C1)[CH](CCC2)NCCCCCCCCCCNc3c4CCCCc4nc5ccccc35"  
A1E  SMILES_CANONICAL  "OpenEye OEToolkits"  1.5.0  "c1ccc2c(c1)c(c3c(n2)CCCC3)NCCCCCCCCCCN[C@@H]4CCCC5=C4C=CC(=O)N5"  
A1E  SMILES            "OpenEye OEToolkits"  1.5.0  "c1ccc2c(c1)c(c3c(n2)CCCC3)NCCCCCCCCCCNC4CCCC5=C4C=CC(=O)N5"  
A1E  InChI             InChI                 1.03   "InChI=1S/C32H44N4O/c37-31-21-20-24-27(18-13-19-28(24)36-31)33-22-11-5-3-1-2-4-6-12-23-34-32-25-14-7-9-16-29(25)35-30-17-10-8-15-26(30)32/h7,9,14,16,20-21,27,33H,1-6,8,10-13,15,17-19,22-23H2,(H,34,35)(H,36,37)/t27-/m1/s1"  
A1E  InChIKey          InChI                 1.03   ROTFGKJJMRTWBD-HHHXNRCGSA-N  
#   #
loop_
_pdbx_chem_comp_identifier.comp_id
_pdbx_chem_comp_identifier.type
_pdbx_chem_comp_identifier.program
_pdbx_chem_comp_identifier.program_version
_pdbx_chem_comp_identifier.identifier
A1E  "SYSTEMATIC NAME"  ACDLabs               10.04  "(5R)-5-{[10-(1,2,3,4-tetrahydroacridin-9-ylamino)decyl]amino}-5,6,7,8-tetrahydroquinolin-2(1H)-one"  
A1E  "SYSTEMATIC NAME"  "OpenEye OEToolkits"  1.5.0  "(5R)-5-[10-(1,2,3,4-tetrahydroacridin-9-ylamino)decylamino]-5,6,7,8-tetrahydro-1H-quinolin-2-one"  
#   #
loop_
_pdbx_chem_comp_audit.comp_id
_pdbx_chem_comp_audit.action_type
_pdbx_chem_comp_audit.date
_pdbx_chem_comp_audit.processing_site
A1E  "Create component"   2005-04-29  RCSB  
A1E  "Modify descriptor"  2011-06-04  RCSB  
A1E  "Modify synonyms"    2020-06-05  PDBE  
#   #
loop_
_pdbx_chem_comp_synonyms.ordinal
_pdbx_chem_comp_synonyms.comp_id
_pdbx_chem_comp_synonyms.name
_pdbx_chem_comp_synonyms.provenance
_pdbx_chem_comp_synonyms.type
1  A1E  "(R)-N-9 -(1 ,2 ,3 ,4 -TETRAHYDROACRIDINYL)-N'-5 -[5 ,6 ,7 ,8 -TETRAHYDRO-2'(1'H)-QUINOLINONYL]-1,10-DIAMINODECANE"  ?  ?  
2  A1E  "(R)-TACRINE(10)-HUPYRIDONE"                                                                                         ?  ?  
##
