data_A8B
# 
_chem_comp.id                                    A8B 
_chem_comp.name                                  
;N-4'-QUINOLYL-N'-9"-(1",2",3",4"-TETRAHYDRO-ACRIDINYL)-1,8-DIAMINOOCTANE DIHYDROCHLORIDE
;
_chem_comp.type                                  NON-POLYMER 
_chem_comp.pdbx_type                             HETAIN 
_chem_comp.formula                               "C30 H48 N4" 
_chem_comp.mon_nstd_parent_comp_id               ? 
_chem_comp.pdbx_synonyms                         TACRINE(8)-4-AMINOQUINOLINE 
_chem_comp.pdbx_formal_charge                    0 
_chem_comp.pdbx_initial_date                     2003-02-15 
_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                        464.729 
_chem_comp.one_letter_code                       ? 
_chem_comp.three_letter_code                     A8B 
_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        1ODC 
_chem_comp.pdbx_subcomponent_list                ? 
_chem_comp.pdbx_processing_site                  EBI 
# 
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 
A8B N1   N1   N 0 1 N N N 6.137  69.191 64.575 -8.877 0.567  -0.379 N1   A8B 1  
A8B C2   C2   C 0 1 Y N N 5.858  69.449 65.916 -7.942 1.568  -0.114 C2   A8B 2  
A8B C3   C3   C 0 1 Y N N 6.877  70.039 66.731 -8.295 2.899  -0.296 C3   A8B 3  
A8B C4   C4   C 0 1 Y N N 6.622  70.318 68.072 -7.382 3.900  -0.032 C4   A8B 4  
A8B C5   C5   C 0 1 Y N N 5.328  70.009 68.624 -6.109 3.585  0.413  C5   A8B 5  
A8B C6   C6   C 0 1 Y N N 4.328  69.427 67.831 -5.741 2.268  0.592  C6   A8B 6  
A8B C7   C7   C 0 1 Y N N 4.538  69.115 66.430 -6.634 1.224  0.342  C7   A8B 7  
A8B C8   C8   C 0 1 N N N 3.535  68.517 65.489 -6.239 -0.189 0.527  C8   A8B 8  
A8B C9   C9   C 0 1 N N N 3.926  68.249 64.106 -7.108 -1.169 0.298  C9   A8B 9  
A8B C10  C10  C 0 1 N N N 2.999  67.594 63.069 -6.720 -2.617 0.462  C10  A8B 10 
A8B C11  C11  C 0 1 N N N 3.681  67.077 61.756 -7.073 -3.359 -0.833 C11  A8B 11 
A8B C12  C12  C 0 1 N N N 4.609  68.159 61.213 -8.540 -3.104 -1.182 C12  A8B 12 
A8B C13  C13  C 0 1 N N N 5.760  68.409 62.247 -8.767 -1.612 -1.434 C13  A8B 13 
A8B C14  C14  C 0 1 N N S 5.262  68.623 63.671 -8.515 -0.834 -0.143 C14  A8B 14 
A8B N15  N15  N 0 1 N N N 2.327  68.289 66.088 -4.946 -0.497 0.952  N15  A8B 15 
A8B C16  C16  C 0 1 N N N 1.766  66.983 66.417 -3.795 -0.120 0.127  C16  A8B 16 
A8B C17  C17  C 0 1 N N N 1.739  66.725 67.926 -2.502 -0.446 0.876  C17  A8B 17 
A8B C18  C18  C 0 1 N N N 2.865  65.761 68.286 -1.300 -0.052 0.015  C18  A8B 18 
A8B C19  C19  C 0 1 N N N 2.453  64.695 69.295 -0.007 -0.378 0.764  C19  A8B 19 
A8B C20  C20  C 0 1 N N N 2.750  63.273 68.728 1.195  0.016  -0.097 C20  A8B 20 
A8B C21  C21  C 0 1 N N N 3.031  62.208 69.806 2.488  -0.310 0.652  C21  A8B 21 
A8B C22  C22  C 0 1 N N N 1.895  62.112 70.862 3.690  0.084  -0.209 C22  A8B 22 
A8B C23  C23  C 0 1 N N N 0.573  61.619 70.300 4.983  -0.242 0.541  C23  A8B 23 
A8B N24  N24  N 0 1 N N N -0.296 61.103 71.386 6.137  0.136  -0.287 N24  A8B 24 
A8B C25  C25  C 0 1 N N S -1.605 60.797 71.123 7.339  -0.201 0.487  C25  A8B 25 
A8B C26  C26  C 0 1 N N R -2.440 60.262 72.201 8.507  0.676  0.027  C26  A8B 26 
A8B C27  C27  C 0 1 N N N -1.979 60.012 73.552 8.699  0.519  -1.484 C27  A8B 27 
A8B C28  C28  C 0 1 N N N -2.849 59.481 74.505 9.863  1.401  -1.941 C28  A8B 28 
A8B C29  C29  C 0 1 N N N -4.233 59.170 74.180 11.141 0.979  -1.214 C29  A8B 29 
A8B C30  C30  C 0 1 N N N -4.726 59.399 72.891 10.945 1.131  0.296  C30  A8B 30 
A8B C31  C31  C 0 1 N N S -3.853 59.936 71.895 9.785  0.240  0.748  C31  A8B 31 
A8B N32  N32  N 0 1 N N N -4.337 60.156 70.579 10.089 -1.157 0.418  N32  A8B 32 
A8B C33  C33  C 0 1 N N N -3.559 60.655 69.580 9.015  -1.984 0.977  C33  A8B 33 
A8B C34  C34  C 0 1 N N N -2.220 60.975 69.809 7.699  -1.673 0.261  C34  A8B 34 
A8B H1   H1   H 0 1 N N N 6.984  68.622 64.558 -9.757 0.795  -0.717 H1   A8B 35 
A8B H3   H3   H 0 1 N N N 7.827  70.264 66.313 -9.286 3.151  -0.645 H3   A8B 36 
A8B H4   H4   H 0 1 N N N 7.374  70.754 68.681 -7.661 4.934  -0.173 H4   A8B 37 
A8B H5   H5   H 0 1 N N N 5.128  70.225 69.644 -5.401 4.374  0.621  H5   A8B 38 
A8B H6   H6   H 0 1 N N N 3.387  69.208 68.270 -4.746 2.027  0.936  H6   A8B 39 
A8B H101 1H10 H 0 0 N N N 2.509  66.736 63.552 -5.649 -2.691 0.649  H101 A8B 40 
A8B H102 2H10 H 0 0 N N N 2.310  68.389 62.748 -7.270 -3.052 1.297  H102 A8B 41 
A8B H111 1H11 H 0 0 N N N 4.263  66.170 61.976 -6.439 -2.999 -1.643 H111 A8B 42 
A8B H112 2H11 H 0 0 N N N 2.910  66.841 61.007 -6.913 -4.429 -0.694 H112 A8B 43 
A8B H121 1H12 H 0 0 N N N 5.038  67.830 60.255 -8.802 -3.666 -2.079 H121 A8B 44 
A8B H122 2H12 H 0 0 N N N 4.043  69.089 61.054 -9.171 -3.431 -0.355 H122 A8B 45 
A8B H131 1H13 H 0 0 N N N 6.319  69.303 61.936 -8.081 -1.266 -2.207 H131 A8B 46 
A8B H132 2H13 H 0 0 N N N 6.388  67.506 62.256 -9.795 -1.451 -1.761 H132 A8B 47 
A8B H14  H14  H 0 1 N N N 4.294  68.304 63.220 -9.198 -1.227 0.611  H14  A8B 48 
A8B H15  H15  H 0 1 N N N 1.780  69.087 66.321 -4.809 -0.960 1.793  H15  A8B 49 
A8B H161 1H16 H 0 0 N N N 0.737  66.933 66.031 -3.834 0.949  -0.084 H161 A8B 50 
A8B H162 2H16 H 0 0 N N N 2.406  66.216 65.956 -3.822 -0.676 -0.810 H162 A8B 51 
A8B H171 1H17 H 0 0 N N N 1.880  67.674 68.465 -2.463 -1.514 1.087  H171 A8B 52 
A8B H172 2H17 H 0 0 N N N 0.771  66.288 68.211 -2.475 0.111  1.813  H172 A8B 53 
A8B H181 1H18 H 0 0 N N N 3.201  65.259 67.367 -1.339 1.017  -0.196 H181 A8B 54 
A8B H182 2H18 H 0 0 N N N 3.664  66.356 68.752 -1.327 -0.608 -0.922 H182 A8B 55 
A8B H191 1H19 H 0 0 N N N 3.018  64.840 70.228 0.032  -1.446 0.975  H191 A8B 56 
A8B H192 2H19 H 0 0 N N N 1.375  64.785 69.492 0.020  0.179  1.701  H192 A8B 57 
A8B H201 1H20 H 0 0 N N N 1.879  62.947 68.140 1.168  -0.541 -1.034 H201 A8B 58 
A8B H202 2H20 H 0 0 N N N 3.665  63.359 68.123 1.156  1.084  -0.308 H202 A8B 59 
A8B H211 1H21 H 0 0 N N N 3.139  61.230 69.315 2.515  0.246  1.589  H211 A8B 60 
A8B H212 2H21 H 0 0 N N N 3.951  62.502 70.332 2.527  -1.379 0.863  H212 A8B 61 
A8B H221 1H22 H 0 0 N N N 2.215  61.418 71.653 3.663  -0.473 -1.146 H221 A8B 62 
A8B H222 2H22 H 0 0 N N N 1.722  63.131 71.239 3.651  1.152  -0.420 H222 A8B 63 
A8B H231 1H23 H 0 0 N N N 0.063  62.451 69.793 5.010  0.314  1.477  H231 A8B 64 
A8B H232 2H23 H 0 0 N N N 0.772  60.805 69.588 5.022  -1.311 0.751  H232 A8B 65 
A8B H24  H24  H 0 1 N N N 0.071  60.980 72.303 6.129  -0.474 -1.091 H24  A8B 66 
A8B H25  H25  H 0 1 N N N -0.817 61.246 70.474 7.151  -0.031 1.547  H25  A8B 67 
A8B H26  H26  H 0 1 N N N -1.421 60.687 72.360 8.293  1.719  0.260  H26  A8B 68 
A8B H27  H27  H 0 1 N N N -1.076 59.360 73.500 8.919  -0.523 -1.718 H27  A8B 69 
A8B H272 2H27 H 0 0 N N N -1.550 60.958 73.957 7.788  0.823  -2.000 H272 A8B 70 
A8B H28  H28  H 0 1 N N N -2.379 58.560 74.924 10.003 1.289  -3.017 H28  A8B 71 
A8B H282 2H28 H 0 0 N N N -2.848 60.162 75.388 9.641  2.443  -1.711 H282 A8B 72 
A8B H29  H29  H 0 1 N N N -4.891 59.702 74.906 11.366 -0.061 -1.449 H29  A8B 73 
A8B H292 2H29 H 0 0 N N N -4.423 58.103 74.443 11.969 1.611  -1.538 H292 A8B 74 
A8B H30  H30  H 0 1 N N N -5.628 60.050 72.964 11.857 0.831  0.813  H30  A8B 75 
A8B H302 2H30 H 0 0 N N N -5.170 58.452 72.505 10.719 2.171  0.530  H302 A8B 76 
A8B H31  H31  H 0 1 N N N -3.926 59.972 73.007 9.648  0.339  1.825  H31  A8B 77 
A8B H32  H32  H 0 1 N N N -5.161 60.752 70.652 10.931 -1.397 0.921  H32  A8B 78 
A8B H33  H33  H 0 1 N N N -3.605 59.949 68.718 9.260  -3.037 0.843  H33  A8B 79 
A8B H332 2H33 H 0 0 N N N -4.065 61.557 69.163 8.908  -1.769 2.040  H332 A8B 80 
A8B H34  H34  H 0 1 N N N -1.603 60.421 69.064 7.812  -1.860 -0.807 H34  A8B 81 
A8B H342 2H34 H 0 0 N N N -2.063 62.034 69.498 6.907  -2.307 0.661  H342 A8B 82 
# 
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 
A8B N1  C2   SING N N 1  
A8B N1  C14  SING N N 2  
A8B N1  H1   SING N N 3  
A8B C2  C3   SING Y N 4  
A8B C2  C7   DOUB Y N 5  
A8B C3  C4   DOUB Y N 6  
A8B C3  H3   SING N N 7  
A8B C4  C5   SING Y N 8  
A8B C4  H4   SING N N 9  
A8B C5  C6   DOUB Y N 10 
A8B C5  H5   SING N N 11 
A8B C6  C7   SING Y N 12 
A8B C6  H6   SING N N 13 
A8B C7  C8   SING N N 14 
A8B C8  C9   DOUB N N 15 
A8B C8  N15  SING N N 16 
A8B C9  C10  SING N N 17 
A8B C9  C14  SING N N 18 
A8B C10 C11  SING N N 19 
A8B C10 H101 SING N N 20 
A8B C10 H102 SING N N 21 
A8B C11 C12  SING N N 22 
A8B C11 H111 SING N N 23 
A8B C11 H112 SING N N 24 
A8B C12 C13  SING N N 25 
A8B C12 H121 SING N N 26 
A8B C12 H122 SING N N 27 
A8B C13 C14  SING N N 28 
A8B C13 H131 SING N N 29 
A8B C13 H132 SING N N 30 
A8B C14 H14  SING N N 31 
A8B N15 C16  SING N N 32 
A8B N15 H15  SING N N 33 
A8B C16 C17  SING N N 34 
A8B C16 H161 SING N N 35 
A8B C16 H162 SING N N 36 
A8B C17 C18  SING N N 37 
A8B C17 H171 SING N N 38 
A8B C17 H172 SING N N 39 
A8B C18 C19  SING N N 40 
A8B C18 H181 SING N N 41 
A8B C18 H182 SING N N 42 
A8B C19 C20  SING N N 43 
A8B C19 H191 SING N N 44 
A8B C19 H192 SING N N 45 
A8B C20 C21  SING N N 46 
A8B C20 H201 SING N N 47 
A8B C20 H202 SING N N 48 
A8B C21 C22  SING N N 49 
A8B C21 H211 SING N N 50 
A8B C21 H212 SING N N 51 
A8B C22 C23  SING N N 52 
A8B C22 H221 SING N N 53 
A8B C22 H222 SING N N 54 
A8B C23 N24  SING N N 55 
A8B C23 H231 SING N N 56 
A8B C23 H232 SING N N 57 
A8B N24 C25  SING N N 58 
A8B N24 H24  SING N N 59 
A8B C25 C26  SING N N 60 
A8B C25 C34  SING N N 61 
A8B C25 H25  SING N N 62 
A8B C26 C27  SING N N 63 
A8B C26 C31  SING N N 64 
A8B C26 H26  SING N N 65 
A8B C27 C28  SING N N 66 
A8B C27 H27  SING N N 67 
A8B C27 H272 SING N N 68 
A8B C28 C29  SING N N 69 
A8B C28 H28  SING N N 70 
A8B C28 H282 SING N N 71 
A8B C29 C30  SING N N 72 
A8B C29 H29  SING N N 73 
A8B C29 H292 SING N N 74 
A8B C30 C31  SING N N 75 
A8B C30 H30  SING N N 76 
A8B C30 H302 SING N N 77 
A8B C31 N32  SING N N 78 
A8B C31 H31  SING N N 79 
A8B N32 C33  SING N N 80 
A8B N32 H32  SING N N 81 
A8B C33 C34  SING N N 82 
A8B C33 H33  SING N N 83 
A8B C33 H332 SING N N 84 
A8B C34 H34  SING N N 85 
A8B C34 H342 SING N N 86 
# 
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 
A8B SMILES           ACDLabs              10.04 c1cccc2c1NC5C(=C2NCCCCCCCCNC3C4C(NCC3)CCCC4)CCCC5 
A8B InChI            InChI                1.02b 
InChI=1/C30H48N4/c1(3-11-20-31-27-19-22-32-26-16-8-5-13-23(26)27)2-4-12-21-33-30-24-14-6-9-17-28(24)34-29-18-10-7-15-25(29)30/h6,9,14,17,23,26-27,29,31-34H,1-5,7-8,10-13,15-16,18-22H2/t23?,26-,27?,29-/m0/s1 
A8B InChIKey         InChI                1.02b LVRVQELTVCNPQT-SJTXDRBMBI 
A8B SMILES_CANONICAL CACTVS               3.341 C(CCCCNC1=C2CCCC[C@@H]2Nc3ccccc13)CCCN[C@H]4CCN[C@H]5CCCC[C@@H]45 
A8B SMILES           CACTVS               3.341 C(CCCCNC1=C2CCCC[CH]2Nc3ccccc13)CCCN[CH]4CCN[CH]5CCCC[CH]45 
A8B SMILES_CANONICAL "OpenEye OEToolkits" 1.5.0 c1ccc2c(c1)C(=C3CCCCC3N2)NCCCCCCCCNC4CCNC5C4CCCC5 
A8B SMILES           "OpenEye OEToolkits" 1.5.0 c1ccc2c(c1)C(=C3CCCCC3N2)NCCCCCCCCNC4CCNC5C4CCCC5 
# 
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 
A8B "SYSTEMATIC NAME" ACDLabs              10.04 "N-[(4S,4aR,8aS)-decahydroquinolin-4-yl]-N'-[(4aS)-1,2,3,4,4a,10-hexahydroacridin-9-yl]octane-1,8-diamine"    
A8B "SYSTEMATIC NAME" "OpenEye OEToolkits" 1.5.0 "N'-(1,2,3,4,4a,5,6,7,8,8a-decahydroquinolin-4-yl)-N-(1,2,3,4,4a,10-hexahydroacridin-9-yl)octane-1,8-diamine" 
# 
