data_A2E
# 
_chem_comp.id                                    A2E 
_chem_comp.name                                  (5S)-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                         
;(S)-N-9 -(1 ,2 ,3 ,4 -TETRAHYDROACRIDINYL)-N'-5 -[5 ,6 ,7 ,8 -TETRAHYDRO-2'(1'H)-QUINOLINONYL]-1,10-DIAMINODECANE; (S)-TACRINE(10)-HUPYRIDONE
;
_chem_comp.pdbx_formal_charge                    0 
_chem_comp.pdbx_initial_date                     2005-05-03 
_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                     A2E 
_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        1ZGC 
_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 
A2E O11  O11  O 0 1 N N N 83.879 53.934 76.210 12.646  -1.953 1.774  O11  A2E 1  
A2E C9   C9   C 0 1 Y N N 82.749 54.561 76.407 11.680  -1.431 1.241  C9   A2E 2  
A2E C8   C8   C 0 1 Y N N 81.585 53.845 76.730 10.452  -2.113 1.182  C8   A2E 3  
A2E N10  N10  N 0 1 Y N N 82.684 55.931 76.346 11.787  -0.205 0.705  N10  A2E 4  
A2E C5   C5   C 0 1 Y N N 81.546 56.643 76.532 10.724  0.409  0.106  C5   A2E 5  
A2E C6   C6   C 0 1 N N N 81.561 58.192 76.456 10.948  1.796  -0.440 C6   A2E 6  
A2E C4   C4   C 0 1 Y N N 80.313 55.938 76.895 9.535   -0.221 0.030  C4   A2E 7  
A2E C7   C7   C 0 1 Y N N 80.384 54.530 76.968 9.390   -1.508 0.584  C7   A2E 8  
A2E C3   C3   C 0 1 N N S 79.000 56.708 77.155 8.328   0.384  -0.638 C3   A2E 9  
A2E C2   C2   C 0 1 N N N 79.109 58.278 77.078 8.494   1.895  -0.786 C2   A2E 10 
A2E C1   C1   C 0 1 N N N 80.203 58.802 76.136 9.855   2.166  -1.440 C1   A2E 11 
A2E N12  N12  N 0 1 N N N 78.397 56.279 78.481 7.135   0.107  0.174  N12  A2E 12 
A2E C13  C13  C 0 1 N N N 78.819 57.094 79.700 5.976   0.243  -0.718 C13  A2E 13 
A2E C14  C14  C 0 1 N N N 79.154 56.139 80.827 4.688   0.080  0.091  C14  A2E 14 
A2E C15  C15  C 0 1 N N N 80.605 55.689 80.774 3.481   0.222  -0.838 C15  A2E 15 
A2E C16  C16  C 0 1 N N N 80.820 54.228 81.218 2.193   0.059  -0.029 C16  A2E 16 
A2E C17  C17  C 0 1 N N N 82.316 53.866 81.054 0.985   0.201  -0.958 C17  A2E 17 
A2E C18  C18  C 0 1 N N N 82.602 52.388 80.622 -0.303  0.038  -0.149 C18  A2E 18 
A2E C19  C19  C 0 1 N N N 82.921 51.462 81.807 -1.510  0.180  -1.078 C19  A2E 19 
A2E C20  C20  C 0 1 N N N 84.072 50.479 81.480 -2.798  0.017  -0.269 C20  A2E 20 
A2E C21  C21  C 0 1 N N N 84.538 49.859 82.739 -4.006  0.159  -1.198 C21  A2E 21 
A2E C22  C22  C 0 1 N N N 85.993 49.457 82.826 -5.294  -0.004 -0.389 C22  A2E 22 
A2E N23  N23  N 0 1 N N N 86.124 48.005 82.838 -6.453  0.132  -1.281 N23  A2E 23 
A2E C24  C24  C 0 1 Y N N 87.131 47.210 82.234 -7.582  0.076  -0.478 C24  A2E 24 
A2E C25  C25  C 0 1 Y N N 86.575 46.024 81.547 -8.283  -1.116 -0.317 C25  A2E 25 
A2E C30  C30  C 0 1 N N N 85.199 45.739 81.585 -7.771  -2.328 -1.048 C30  A2E 26 
A2E C26  C26  C 0 1 Y N N 87.456 45.122 80.847 -9.406  -1.146 0.490  C26  A2E 27 
A2E C33  C33  C 0 1 N N N 86.927 43.991 80.227 -10.202 -2.409 0.709  C33  A2E 28 
A2E C32  C32  C 0 1 N N N 85.551 43.746 80.260 -9.884  -3.439 -0.373 C32  A2E 29 
A2E C31  C31  C 0 1 N N N 84.688 44.629 80.937 -8.362  -3.604 -0.452 C31  A2E 30 
A2E N27  N27  N 0 1 Y N N 88.750 45.325 80.815 -9.828  -0.057 1.110  N27  A2E 31 
A2E C28  C28  C 0 1 Y N N 89.384 46.316 81.418 -9.207  1.118  1.001  C28  A2E 32 
A2E C34  C34  C 0 1 Y N N 90.909 46.342 81.249 -9.679  2.259  1.673  C34  A2E 33 
A2E C29  C29  C 0 1 Y N N 88.640 47.338 82.200 -8.045  1.226  0.199  C29  A2E 34 
A2E C37  C37  C 0 1 Y N N 89.400 48.437 82.866 -7.394  2.461  0.080  C37  A2E 35 
A2E C36  C36  C 0 1 Y N N 90.917 48.230 82.918 -7.880  3.546  0.747  C36  A2E 36 
A2E C35  C35  C 0 1 Y N N 91.467 47.756 81.571 -9.020  3.442  1.541  C35  A2E 37 
A2E H8   H8   H 0 1 N N N 81.614 52.744 76.796 10.352  -3.099 1.612  H8   A2E 38 
A2E H10  H10  H 0 1 N N N 83.537 56.454 76.149 12.640  0.256  0.744  H10  A2E 39 
A2E H61  1H6  H 0 1 N N N 81.977 58.628 77.394 10.940  2.511  0.382  H61  A2E 40 
A2E H62  2H6  H 0 1 N N N 82.330 58.542 75.729 11.917  1.833  -0.938 H62  A2E 41 
A2E H7   H7   H 0 1 N N N 79.478 53.950 77.217 8.439   -2.016 0.532  H7   A2E 42 
A2E H3   H3   H 0 1 N N N 78.327 56.430 76.310 8.202   -0.061 -1.625 H3   A2E 43 
A2E H21  1H2  H 0 1 N N N 78.122 58.721 76.808 7.698   2.293  -1.416 H21  A2E 44 
A2E H22  2H2  H 0 1 N N N 79.240 58.706 78.098 8.457   2.367  0.196  H22  A2E 45 
A2E H11  1H1  H 0 1 N N N 80.245 59.916 76.142 9.958   1.560  -2.339 H11  A2E 46 
A2E H12A 2H1  H 0 0 N N N 79.928 58.644 75.066 9.935   3.223  -1.697 H12A A2E 47 
A2E H12  H12  H 0 1 N N N 78.584 55.289 78.643 7.185   -0.865 0.439  H12  A2E 48 
A2E H131 1H13 H 0 0 N N N 79.653 57.798 79.474 5.990   1.228  -1.185 H131 A2E 49 
A2E H132 2H13 H 0 0 N N N 78.054 57.850 79.993 6.020   -0.525 -1.490 H132 A2E 50 
A2E H141 1H14 H 0 0 N N N 78.901 56.578 81.820 4.674   -0.905 0.557  H141 A2E 51 
A2E H142 2H14 H 0 0 N N N 78.459 55.267 80.840 4.644   0.848  0.863  H142 A2E 52 
A2E H151 1H15 H 0 0 N N N 81.031 55.857 79.757 3.495   1.207  -1.305 H151 A2E 53 
A2E H152 2H15 H 0 0 N N N 81.251 56.378 81.365 3.524   -0.546 -1.610 H152 A2E 54 
A2E H161 1H16 H 0 0 N N N 80.448 54.039 82.252 2.178   -0.926 0.437  H161 A2E 55 
A2E H162 2H16 H 0 0 N N N 80.149 53.517 80.679 2.149   0.827  0.743  H162 A2E 56 
A2E H171 1H17 H 0 0 N N N 82.806 54.574 80.345 0.999   1.186  -1.425 H171 A2E 57 
A2E H172 2H17 H 0 0 N N N 82.873 54.106 81.989 1.029   -0.568 -1.730 H172 A2E 58 
A2E H181 1H18 H 0 0 N N N 81.758 51.981 80.016 -0.317  -0.947 0.317  H181 A2E 59 
A2E H182 2H18 H 0 0 N N N 83.412 52.347 79.857 -0.347  0.806  0.623  H182 A2E 60 
A2E H191 1H19 H 0 0 N N N 83.138 52.047 82.731 -1.496  1.165  -1.545 H191 A2E 61 
A2E H192 2H19 H 0 0 N N N 82.010 50.919 82.153 -1.467  -0.589 -1.850 H192 A2E 62 
A2E H201 1H20 H 0 0 N N N 83.782 49.722 80.713 -2.813  -0.968 0.198  H201 A2E 63 
A2E H202 2H20 H 0 0 N N N 84.899 50.964 80.911 -2.842  0.785  0.503  H202 A2E 64 
A2E H211 1H21 H 0 0 N N N 84.290 50.530 83.593 -3.992  1.144  -1.665 H211 A2E 65 
A2E H212 2H21 H 0 0 N N N 83.897 48.976 82.973 -3.962  -0.610 -1.970 H212 A2E 66 
A2E H221 1H22 H 0 0 N N N 86.599 49.920 82.013 -5.308  -0.989 0.078  H221 A2E 67 
A2E H222 2H22 H 0 0 N N N 86.500 49.925 83.701 -5.338  0.764  0.383  H222 A2E 68 
A2E H23  H23  H 0 1 N N N 85.238 47.645 82.480 -6.416  1.064  -1.665 H23  A2E 69 
A2E H301 1H30 H 0 0 N N N 84.882 45.694 82.653 -8.052  -2.259 -2.099 H301 A2E 70 
A2E H302 2H30 H 0 0 N N N 84.647 46.637 81.222 -6.685  -2.364 -0.969 H302 A2E 71 
A2E H331 1H33 H 0 0 N N N 87.258 43.987 79.162 -11.266 -2.173 0.678  H331 A2E 72 
A2E H332 2H33 H 0 0 N N N 87.452 43.093 80.628 -9.955  -2.826 1.685  H332 A2E 73 
A2E H321 1H32 H 0 0 N N N 85.189 43.637 79.211 -10.266 -3.092 -1.333 H321 A2E 74 
A2E H322 2H32 H 0 0 N N N 85.387 42.718 80.661 -10.344 -4.394 -0.116 H322 A2E 75 
A2E H311 1H31 H 0 0 N N N 84.086 44.040 81.668 -8.117  -4.455 -1.088 H311 A2E 76 
A2E H312 2H31 H 0 0 N N N 83.902 44.969 80.222 -7.957  -3.764 0.548  H312 A2E 77 
A2E H34  H34  H 0 1 N N N 91.514 45.472 80.941 -10.562 2.196  2.292  H34  A2E 78 
A2E H37  H37  H 0 1 N N N 88.887 49.321 83.281 -6.509  2.552  -0.532 H37  A2E 79 
A2E H36  H36  H 0 1 N N N 91.536 48.401 83.814 -7.376  4.497  0.658  H36  A2E 80 
A2E H35  H35  H 0 1 N N N 92.154 48.339 80.935 -9.387  4.316  2.060  H35  A2E 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 
A2E O11 C9   DOUB N N 1  
A2E C9  C8   SING Y N 2  
A2E C9  N10  SING Y N 3  
A2E C8  C7   DOUB Y N 4  
A2E C8  H8   SING N N 5  
A2E N10 C5   SING Y N 6  
A2E N10 H10  SING N N 7  
A2E C5  C6   SING N N 8  
A2E C5  C4   DOUB Y N 9  
A2E C6  C1   SING N N 10 
A2E C6  H61  SING N N 11 
A2E C6  H62  SING N N 12 
A2E C4  C7   SING Y N 13 
A2E C4  C3   SING N N 14 
A2E C7  H7   SING N N 15 
A2E C3  C2   SING N N 16 
A2E C3  N12  SING N N 17 
A2E C3  H3   SING N N 18 
A2E C2  C1   SING N N 19 
A2E C2  H21  SING N N 20 
A2E C2  H22  SING N N 21 
A2E C1  H11  SING N N 22 
A2E C1  H12A SING N N 23 
A2E N12 C13  SING N N 24 
A2E N12 H12  SING N N 25 
A2E C13 C14  SING N N 26 
A2E C13 H131 SING N N 27 
A2E C13 H132 SING N N 28 
A2E C14 C15  SING N N 29 
A2E C14 H141 SING N N 30 
A2E C14 H142 SING N N 31 
A2E C15 C16  SING N N 32 
A2E C15 H151 SING N N 33 
A2E C15 H152 SING N N 34 
A2E C16 C17  SING N N 35 
A2E C16 H161 SING N N 36 
A2E C16 H162 SING N N 37 
A2E C17 C18  SING N N 38 
A2E C17 H171 SING N N 39 
A2E C17 H172 SING N N 40 
A2E C18 C19  SING N N 41 
A2E C18 H181 SING N N 42 
A2E C18 H182 SING N N 43 
A2E C19 C20  SING N N 44 
A2E C19 H191 SING N N 45 
A2E C19 H192 SING N N 46 
A2E C20 C21  SING N N 47 
A2E C20 H201 SING N N 48 
A2E C20 H202 SING N N 49 
A2E C21 C22  SING N N 50 
A2E C21 H211 SING N N 51 
A2E C21 H212 SING N N 52 
A2E C22 N23  SING N N 53 
A2E C22 H221 SING N N 54 
A2E C22 H222 SING N N 55 
A2E N23 C24  SING N N 56 
A2E N23 H23  SING N N 57 
A2E C24 C25  DOUB Y N 58 
A2E C24 C29  SING Y N 59 
A2E C25 C30  SING N N 60 
A2E C25 C26  SING Y N 61 
A2E C30 C31  SING N N 62 
A2E C30 H301 SING N N 63 
A2E C30 H302 SING N N 64 
A2E C26 C33  SING N N 65 
A2E C26 N27  DOUB Y N 66 
A2E C33 C32  SING N N 67 
A2E C33 H331 SING N N 68 
A2E C33 H332 SING N N 69 
A2E C32 C31  SING N N 70 
A2E C32 H321 SING N N 71 
A2E C32 H322 SING N N 72 
A2E C31 H311 SING N N 73 
A2E C31 H312 SING N N 74 
A2E N27 C28  SING Y N 75 
A2E C28 C34  SING Y N 76 
A2E C28 C29  DOUB Y N 77 
A2E C34 C35  DOUB Y N 78 
A2E C34 H34  SING N N 79 
A2E C29 C37  SING Y N 80 
A2E C37 C36  DOUB Y N 81 
A2E C37 H37  SING N N 82 
A2E C36 C35  SING Y N 83 
A2E C36 H36  SING N N 84 
A2E C35 H35  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 
A2E SMILES           ACDLabs              10.04 O=C1C=CC2=C(N1)CCCC2NCCCCCCCCCCNc3c5ccccc5nc4c3CCCC4 
A2E 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-/m0/s1/f/h34,36H 
A2E InChIKey         InChI                1.02b ROTFGKJJMRTWBD-BUHXVPKPDT 
A2E SMILES_CANONICAL CACTVS               3.341 O=C1NC2=C(C=C1)[C@H](CCC2)NCCCCCCCCCCNc3c4CCCCc4nc5ccccc35 
A2E SMILES           CACTVS               3.341 O=C1NC2=C(C=C1)[CH](CCC2)NCCCCCCCCCCNc3c4CCCCc4nc5ccccc35 
A2E SMILES_CANONICAL "OpenEye OEToolkits" 1.5.0 c1ccc2c(c1)c(c3c(n2)CCCC3)NCCCCCCCCCCN[C@H]4CCCC5=C4C=CC(=O)N5 
A2E 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 
A2E "SYSTEMATIC NAME" ACDLabs              10.04 (5S)-5-{[10-(1,2,3,4-tetrahydroacridin-9-ylamino)decyl]amino}-5,6,7,8-tetrahydroquinolin-2(1H)-one 
A2E "SYSTEMATIC NAME" "OpenEye OEToolkits" 1.5.0 (5S)-5-[10-(1,2,3,4-tetrahydroacridin-9-ylamino)decylamino]-5,6,7,8-tetrahydro-1H-quinolin-2-one   
# 
