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                    2008-10-14 
_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 InChI            InChI                1.02b 
InChI=1/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/f/h34,36H 
A1E InChIKey         InChI                1.02b ROTFGKJJMRTWBD-PENXGWFCDZ 
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 
# 
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   
# 
