data_A1AWC
# 
_chem_comp.id                                    A1AWC 
_chem_comp.name                                  "N-{6-[(4bS,8R,8aS,15bR)-1,8a-dihydroxy-5,6,8,8a,9,15b-hexahydro-7H-4,8-methano[1]benzofuro[3,2-c]pyrido[3,4-b]acridin-7-yl]hexyl}guanidine" 
_chem_comp.type                                  non-polymer 
_chem_comp.pdbx_type                             HETAIN 
_chem_comp.formula                               "C30 H35 N5 O3" 
_chem_comp.mon_nstd_parent_comp_id               ? 
_chem_comp.pdbx_synonyms                         ? 
_chem_comp.pdbx_formal_charge                    0 
_chem_comp.pdbx_initial_date                     2024-07-01 
_chem_comp.pdbx_modified_date                    2025-03-28 
_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                        513.631 
_chem_comp.one_letter_code                       ? 
_chem_comp.three_letter_code                     A1AWC 
_chem_comp.pdbx_model_coordinates_details        ? 
_chem_comp.pdbx_model_coordinates_missing_flag   N 
_chem_comp.pdbx_ideal_coordinates_details        Corina 
_chem_comp.pdbx_ideal_coordinates_missing_flag   N 
_chem_comp.pdbx_model_coordinates_db_code        9CGJ 
_chem_comp.pdbx_subcomponent_list                ? 
_chem_comp.pdbx_processing_site                  RCSB 
_chem_comp.pdbx_pcm                              ? 
# 
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.pdbx_n_terminal_atom_flag 
_chem_comp_atom.pdbx_backbone_atom_flag 
_chem_comp_atom.pdbx_c_terminal_atom_flag 
_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 
A1AWC C21 C1  C 0 1 Y N N N N N 128.642 118.073 93.489  3.856   0.526  0.674  C21 A1AWC 1  
A1AWC C12 C2  C 0 1 N N N N N N 128.693 118.797 97.237  0.247   -0.223 1.647  C12 A1AWC 2  
A1AWC C13 C3  C 0 1 N N N N N N 129.134 119.911 98.174  -1.022  -0.550 0.848  C13 A1AWC 3  
A1AWC C14 C4  C 0 1 Y N N N N N 127.677 120.266 95.448  1.571   -1.543 0.002  C14 A1AWC 4  
A1AWC C15 C5  C 0 1 Y N N N N N 127.811 121.625 95.581  0.916   -1.916 -1.160 C15 A1AWC 5  
A1AWC C16 C6  C 0 1 Y N N N N N 126.707 122.400 95.209  1.173   -3.199 -1.611 C16 A1AWC 6  
A1AWC C17 C7  C 0 1 Y N N N N N 125.538 121.803 94.741  2.089   -4.001 -0.950 C17 A1AWC 7  
A1AWC C18 C8  C 0 1 Y N N N N N 125.430 120.408 94.621  2.828   -3.564 0.192  C18 A1AWC 8  
A1AWC C19 C9  C 0 1 Y N N N N N 126.543 119.661 94.972  2.549   -2.274 0.660  C19 A1AWC 9  
A1AWC C1  C10 C 0 1 N N N N N N 131.351 123.833 104.468 -11.061 0.613  0.386  C1  A1AWC 10 
A1AWC N1  N1  N 0 1 N N N N N N 131.580 125.102 104.754 -11.065 0.976  1.638  N1  A1AWC 11 
A1AWC C2  C11 C 0 1 N N N N N N 133.259 123.782 102.914 -8.602  0.627  0.437  C2  A1AWC 12 
A1AWC C3  C12 C 0 1 N N N N N N 133.071 124.139 101.454 -7.436  0.351  -0.514 C3  A1AWC 13 
A1AWC C4  C13 C 0 1 N N N N N N 132.706 122.959 100.586 -6.113  0.566  0.225  C4  A1AWC 14 
A1AWC C5  C14 C 0 1 N N N N N N 132.590 123.313 99.128  -4.947  0.290  -0.726 C5  A1AWC 15 
A1AWC C6  C15 C 0 1 N N N N N N 132.182 122.153 98.258  -3.624  0.504  0.012  C6  A1AWC 16 
A1AWC C7  C16 C 0 1 N N N N N N 130.823 121.590 98.634  -2.458  0.228  -0.939 C7  A1AWC 17 
A1AWC C10 C17 C 0 1 N N S N N N 130.084 119.790 95.411  1.227   0.812  -0.420 C10 A1AWC 18 
A1AWC C11 C18 C 0 1 N N S N N N 128.703 119.228 95.763  1.441   -0.211 0.700  C11 A1AWC 19 
A1AWC C20 C19 C 0 1 N N R N N N 128.134 118.076 94.906  2.757   -0.139 1.454  C20 A1AWC 20 
A1AWC C8  C20 C 0 1 N N R N N N 130.244 121.052 96.304  -0.056  0.411  -1.162 C8  A1AWC 21 
A1AWC C9  C21 C 0 1 N N N N N N 129.146 122.146 96.069  0.027   -0.938 -1.857 C9  A1AWC 22 
A1AWC N2  N2  N 0 1 N N N N N N 132.065 123.223 103.530 -9.868  0.422  -0.270 N2  A1AWC 23 
A1AWC N3  N3  N 0 1 N N N N N N 130.358 120.565 97.692  -1.188  0.434  -0.229 N3  A1AWC 24 
A1AWC N4  N4  N 0 1 Y N N N N N 128.122 117.135 92.708  5.004   0.719  1.300  N4  A1AWC 25 
A1AWC N5  N5  N 0 1 N N N N N N 130.421 123.169 105.130 -12.249 0.420  -0.278 N5  A1AWC 26 
A1AWC O1  O1  O 0 1 N N N N N N 131.092 118.822 95.730  1.104   2.129  0.120  O1  A1AWC 27 
A1AWC O2  O2  O 0 1 N N N N N N 124.296 119.788 94.161  3.744   -4.368 0.797  O2  A1AWC 28 
A1AWC C22 C22 C 0 1 Y N N N N N 128.519 117.038 91.402  6.048   1.300  0.710  C22 A1AWC 29 
A1AWC C23 C23 C 0 1 Y N N N N N 127.959 116.043 90.574  7.261   1.491  1.396  C23 A1AWC 30 
A1AWC C24 C24 C 0 1 Y N N N N N 128.345 115.933 89.272  8.308   2.088  0.764  C24 A1AWC 31 
A1AWC C25 C25 C 0 1 Y N N N N N 129.300 116.805 88.736  8.200   2.517  -0.557 C25 A1AWC 32 
A1AWC C26 C26 C 0 1 Y N N N N N 129.861 117.778 89.504  7.042   2.350  -1.254 C26 A1AWC 33 
A1AWC C27 C27 C 0 1 Y N N N N N 129.479 117.913 90.861  5.943   1.736  -0.634 C27 A1AWC 34 
A1AWC C28 C28 C 0 1 Y N N N N N 130.023 118.898 91.704  4.728   1.537  -1.312 C28 A1AWC 35 
A1AWC C29 C29 C 0 1 Y N N N N N 129.621 118.989 93.019  3.695   0.934  -0.645 C29 A1AWC 36 
A1AWC C30 C30 C 0 1 N N N N N N 130.220 120.060 93.908  2.405   0.714  -1.392 C30 A1AWC 37 
A1AWC O3  O3  O 0 1 N N N N N N 126.691 118.294 94.941  3.102   -1.538 1.646  O3  A1AWC 38 
A1AWC H1  H1  H 0 1 N N N N N N 127.671 118.492 97.508  0.139   0.754  2.118  H1  A1AWC 39 
A1AWC H2  H2  H 0 1 N N N N N N 129.375 117.943 97.359  0.399   -0.983 2.414  H2  A1AWC 40 
A1AWC H3  H3  H 0 1 N N N N N N 128.331 120.660 98.242  -0.933  -1.547 0.418  H3  A1AWC 41 
A1AWC H4  H4  H 0 1 N N N N N N 129.324 119.486 99.171  -1.888  -0.514 1.509  H4  A1AWC 42 
A1AWC H5  H5  H 0 1 N N N N N N 126.762 123.476 95.286  0.658   -3.576 -2.482 H5  A1AWC 43 
A1AWC H6  H6  H 0 1 N N N N N N 124.699 122.425 94.465  2.259   -5.001 -1.321 H6  A1AWC 44 
A1AWC H7  H7  H 0 1 N N N N N N 130.985 125.434 105.485 -11.907 1.111  2.101  H7  A1AWC 45 
A1AWC H8  H8  H 0 1 N N N N N N 134.070 123.043 102.991 -8.546  -0.052 1.287  H8  A1AWC 46 
A1AWC H9  H9  H 0 1 N N N N N N 133.540 124.693 103.462 -8.546  1.657  0.791  H9  A1AWC 47 
A1AWC H10 H10 H 0 1 N N N N N N 134.010 124.570 101.078 -7.491  -0.678 -0.868 H10 A1AWC 48 
A1AWC H11 H11 H 0 1 N N N N N N 132.268 124.887 101.379 -7.491  1.031  -1.364 H11 A1AWC 49 
A1AWC H12 H12 H 0 1 N N N N N N 131.740 122.559 100.927 -6.057  1.595  0.578  H12 A1AWC 50 
A1AWC H13 H13 H 0 1 N N N N N N 133.482 122.188 100.698 -6.057  -0.114 1.075  H13 A1AWC 51 
A1AWC H14 H14 H 0 1 N N N N N N 133.566 123.682 98.781  -5.003  -0.740 -1.080 H14 A1AWC 52 
A1AWC H15 H15 H 0 1 N N N N N N 131.838 124.109 99.022  -5.003  0.970  -1.577 H15 A1AWC 53 
A1AWC H16 H16 H 0 1 N N N N N N 132.933 121.356 98.359  -3.569  1.534  0.366  H16 A1AWC 54 
A1AWC H17 H17 H 0 1 N N N N N N 132.145 122.493 97.212  -3.569  -0.175 0.863  H17 A1AWC 55 
A1AWC H18 H18 H 0 1 N N N N N N 130.093 122.412 98.649  -2.514  -0.801 -1.293 H18 A1AWC 56 
A1AWC H19 H19 H 0 1 N N N N N N 130.892 121.142 99.636  -2.514  0.908  -1.789 H19 A1AWC 57 
A1AWC H20 H20 H 0 1 N N N N N N 128.383 117.118 95.386  2.626   0.355  2.417  H20 A1AWC 58 
A1AWC H21 H21 H 0 1 N N N N N N 131.206 121.511 96.033  -0.243  1.159  -1.932 H21 A1AWC 59 
A1AWC H22 H22 H 0 1 N N N N N N 129.528 122.856 95.321  0.406   -0.781 -2.867 H22 A1AWC 60 
A1AWC H23 H23 H 0 1 N N N N N N 128.979 122.671 97.021  -0.974  -1.363 -1.926 H23 A1AWC 61 
A1AWC H24 H24 H 0 1 N N N N N N 131.762 122.319 103.227 -9.865  0.151  -1.202 H24 A1AWC 62 
A1AWC H26 H26 H 0 1 N N N N N N 129.893 123.627 105.845 -13.091 0.554  0.185  H26 A1AWC 63 
A1AWC H27 H27 H 0 1 N N N N N N 130.245 122.208 104.916 -12.246 0.149  -1.209 H27 A1AWC 64 
A1AWC H28 H28 H 0 1 N N N N N N 131.052 118.617 96.657  0.966   2.816  -0.546 H28 A1AWC 65 
A1AWC H29 H29 H 0 1 N N N N N N 124.428 118.847 94.157  4.639   -4.281 0.442  H29 A1AWC 66 
A1AWC H30 H30 H 0 1 N N N N N N 127.220 115.365 90.974  7.361   1.165  2.421  H30 A1AWC 67 
A1AWC H31 H31 H 0 1 N N N N N N 127.910 115.166 88.648  9.237   2.232  1.295  H31 A1AWC 68 
A1AWC H32 H32 H 0 1 N N N N N N 129.595 116.704 87.702  9.046   2.990  -1.035 H32 A1AWC 69 
A1AWC H33 H33 H 0 1 N N N N N N 130.596 118.446 89.080  6.970   2.688  -2.277 H33 A1AWC 70 
A1AWC H34 H34 H 0 1 N N N N N N 130.760 119.587 91.319  4.610   1.858  -2.337 H34 A1AWC 71 
A1AWC H35 H35 H 0 1 N N N N N N 131.291 120.145 93.670  2.416   -0.274 -1.852 H35 A1AWC 72 
A1AWC H36 H36 H 0 1 N N N N N N 129.718 121.013 93.684  2.301   1.474  -2.167 H36 A1AWC 73 
# 
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 
A1AWC C25 C24 DOUB Y N 1  
A1AWC C25 C26 SING Y N 2  
A1AWC C24 C23 SING Y N 3  
A1AWC C26 C27 DOUB Y N 4  
A1AWC C23 C22 DOUB Y N 5  
A1AWC C27 C22 SING Y N 6  
A1AWC C27 C28 SING Y N 7  
A1AWC C22 N4  SING Y N 8  
A1AWC C28 C29 DOUB Y N 9  
A1AWC N4  C21 DOUB Y N 10 
A1AWC C29 C21 SING Y N 11 
A1AWC C29 C30 SING N N 12 
A1AWC C21 C20 SING N N 13 
A1AWC C30 C10 SING N N 14 
A1AWC O2  C18 SING N N 15 
A1AWC C18 C17 DOUB Y N 16 
A1AWC C18 C19 SING Y N 17 
A1AWC C17 C16 SING Y N 18 
A1AWC C20 O3  SING N N 19 
A1AWC C20 C11 SING N N 20 
A1AWC O3  C19 SING N N 21 
A1AWC C19 C14 DOUB Y N 22 
A1AWC C16 C15 DOUB Y N 23 
A1AWC C10 O1  SING N N 24 
A1AWC C10 C11 SING N N 25 
A1AWC C10 C8  SING N N 26 
A1AWC C14 C15 SING Y N 27 
A1AWC C14 C11 SING N N 28 
A1AWC C15 C9  SING N N 29 
A1AWC C11 C12 SING N N 30 
A1AWC C9  C8  SING N N 31 
A1AWC C8  N3  SING N N 32 
A1AWC C12 C13 SING N N 33 
A1AWC N3  C13 SING N N 34 
A1AWC N3  C7  SING N N 35 
A1AWC C6  C7  SING N N 36 
A1AWC C6  C5  SING N N 37 
A1AWC C5  C4  SING N N 38 
A1AWC C4  C3  SING N N 39 
A1AWC C3  C2  SING N N 40 
A1AWC C2  N2  SING N N 41 
A1AWC N2  C1  SING N N 42 
A1AWC C1  N1  DOUB N N 43 
A1AWC C1  N5  SING N N 44 
A1AWC C12 H1  SING N N 45 
A1AWC C12 H2  SING N N 46 
A1AWC C13 H3  SING N N 47 
A1AWC C13 H4  SING N N 48 
A1AWC C16 H5  SING N N 49 
A1AWC C17 H6  SING N N 50 
A1AWC N1  H7  SING N N 51 
A1AWC C2  H8  SING N N 52 
A1AWC C2  H9  SING N N 53 
A1AWC C3  H10 SING N N 54 
A1AWC C3  H11 SING N N 55 
A1AWC C4  H12 SING N N 56 
A1AWC C4  H13 SING N N 57 
A1AWC C5  H14 SING N N 58 
A1AWC C5  H15 SING N N 59 
A1AWC C6  H16 SING N N 60 
A1AWC C6  H17 SING N N 61 
A1AWC C7  H18 SING N N 62 
A1AWC C7  H19 SING N N 63 
A1AWC C20 H20 SING N N 64 
A1AWC C8  H21 SING N N 65 
A1AWC C9  H22 SING N N 66 
A1AWC C9  H23 SING N N 67 
A1AWC N2  H24 SING N N 68 
A1AWC N5  H26 SING N N 69 
A1AWC N5  H27 SING N N 70 
A1AWC O1  H28 SING N N 71 
A1AWC O2  H29 SING N N 72 
A1AWC C23 H30 SING N N 73 
A1AWC C24 H31 SING N N 74 
A1AWC C25 H32 SING N N 75 
A1AWC C26 H33 SING N N 76 
A1AWC C28 H34 SING N N 77 
A1AWC C30 H35 SING N N 78 
A1AWC C30 H36 SING N N 79 
# 
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 
A1AWC SMILES           ACDLabs              12.01 "N=C(N)NCCCCCCN1CCC23c4c5OC2c2nc6ccccc6cc2CC3(O)C1Cc4ccc5O"                                                                                                                                                                               
A1AWC InChI            InChI                1.06  "InChI=1S/C30H35N5O3/c31-28(32)33-12-5-1-2-6-13-35-14-11-29-24-19-9-10-22(36)26(24)38-27(29)25-20(17-30(29,37)23(35)16-19)15-18-7-3-4-8-21(18)34-25/h3-4,7-10,15,23,27,36-37H,1-2,5-6,11-14,16-17H2,(H4,31,32,33)/t23-,27+,29+,30-/m1/s1" 
A1AWC InChIKey         InChI                1.06  OXALQPRDLLCJNB-ANYDQABYSA-N                                                                                                                                                                                                               
A1AWC SMILES_CANONICAL CACTVS               3.385 "NC(=N)NCCCCCCN1CC[C@]23[C@H]4Oc5c(O)ccc(C[C@@H]1[C@]2(O)Cc6cc7ccccc7nc46)c35"                                                                                                                                                            
A1AWC SMILES           CACTVS               3.385 "NC(=N)NCCCCCCN1CC[C]23[CH]4Oc5c(O)ccc(C[CH]1[C]2(O)Cc6cc7ccccc7nc46)c35"                                                                                                                                                                 
A1AWC SMILES_CANONICAL "OpenEye OEToolkits" 2.0.7 "[H]/N=C(/N)\NCCCCCCN1CC[C@]23c4c5ccc(c4O[C@H]2c6c(cc7ccccc7n6)C[C@]3([C@H]1C5)O)O"                                                                                                                                                       
A1AWC SMILES           "OpenEye OEToolkits" 2.0.7 "c1ccc2c(c1)cc3c(n2)C4C56CCN(C(C5(C3)O)Cc7c6c(c(cc7)O)O4)CCCCCCNC(=N)N"                                                                                                                                                                   
# 
_pdbx_chem_comp_identifier.comp_id           A1AWC 
_pdbx_chem_comp_identifier.type              "SYSTEMATIC NAME" 
_pdbx_chem_comp_identifier.program           ACDLabs 
_pdbx_chem_comp_identifier.program_version   12.01 
_pdbx_chem_comp_identifier.identifier        "N-{6-[(4bS,8R,8aS,15bR)-1,8a-dihydroxy-5,6,8,8a,9,15b-hexahydro-7H-4,8-methano[1]benzofuro[3,2-c]pyrido[3,4-b]acridin-7-yl]hexyl}guanidine" 
# 
loop_
_pdbx_chem_comp_audit.comp_id 
_pdbx_chem_comp_audit.action_type 
_pdbx_chem_comp_audit.date 
_pdbx_chem_comp_audit.processing_site 
A1AWC "Create component" 2024-07-01 RCSB 
A1AWC "Initial release"  2025-04-02 RCSB 
# 
