data_KEI
# 
_chem_comp.id                                    KEI 
_chem_comp.name                                  "N-{[(3s,5s,7s)-adamantan-1-yl]methyl}-2-chloro-5-{3-[(3-hydroxypropyl)amino]propyl}benzamide" 
_chem_comp.type                                  non-polymer 
_chem_comp.pdbx_type                             HETAIN 
_chem_comp.formula                               "C24 H35 Cl N2 O2" 
_chem_comp.mon_nstd_parent_comp_id               ? 
_chem_comp.pdbx_synonyms                         ? 
_chem_comp.pdbx_formal_charge                    0 
_chem_comp.pdbx_initial_date                     2023-08-11 
_chem_comp.pdbx_modified_date                    2024-10-11 
_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                        419.000 
_chem_comp.one_letter_code                       ? 
_chem_comp.three_letter_code                     KEI 
_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        8TR8 
_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_backbone_atom_flag 
_chem_comp_atom.pdbx_n_terminal_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 
KEI C10  C1  C  0 1 N N N N N N 201.692 188.913 251.978 -3.605 -1.448 0.218  C10  KEI 1  
KEI C13  C2  C  0 1 N N N N N N 200.436 189.297 251.197 -2.478 -2.089 1.030  C13  KEI 2  
KEI C15  C3  C  0 1 N N N N N N 201.501 191.232 250.538 -3.762 -4.231 1.121  C15  KEI 3  
KEI C20  C4  C  0 1 N N N N N N 201.602 189.244 249.117 -2.170 -3.808 -0.757 C20  KEI 4  
KEI C22  C5  C  0 1 N N N N N N 202.588 188.070 251.074 -3.348 -1.666 -1.274 C22  KEI 5  
KEI C24  C6  C  0 1 N N N N N N 204.829 182.737 257.738 3.314  1.035  -0.381 C24  KEI 6  
KEI C28  C7  C  0 1 N N N N N N 206.001 181.401 261.965 7.235  -1.671 0.750  C28  KEI 7  
KEI C01  C8  C  0 1 Y N N N N N 205.902 185.692 257.206 1.515  3.768  -0.757 C01  KEI 8  
KEI C02  C9  C  0 1 Y N N N N N 206.259 186.824 256.488 0.503  4.551  -0.232 C02  KEI 9  
KEI C03  C10 C  0 1 Y N N N N N 205.303 187.557 255.806 -0.705 3.980  0.119  C03  KEI 10 
KEI C04  C11 C  0 1 Y N N N N N 203.984 187.146 255.840 -0.902 2.608  -0.058 C04  KEI 11 
KEI C05  C12 C  0 1 Y N N N N N 203.633 186.017 256.552 0.124  1.825  -0.589 C05  KEI 12 
KEI C06  C13 C  0 1 Y N N N N N 204.581 185.288 257.232 1.325  2.409  -0.935 C06  KEI 13 
KEI C07  C14 C  0 1 N N N N N N 202.867 187.898 255.125 -2.191 1.990  0.315  C07  KEI 14 
KEI C09  C15 C  0 1 N N N N N N 201.264 188.093 253.185 -3.656 0.053  0.513  C09  KEI 15 
KEI C12  C16 C  0 1 N N N N N N 202.412 190.181 252.429 -4.940 -2.089 0.604  C12  KEI 16 
KEI C14  C17 C  0 1 N N N N N N 200.837 190.088 250.134 -2.428 -3.590 0.735  C14  KEI 17 
KEI C16  C18 C  0 1 N N N N N N 202.622 190.960 251.308 -4.890 -3.589 0.310  C16  KEI 18 
KEI C18  C19 C  0 1 N N N N N N 202.903 188.839 249.801 -3.297 -3.167 -1.569 C18  KEI 19 
KEI C19  C20 C  0 1 N N N N N N 203.468 190.154 250.328 -4.632 -3.808 -1.182 C19  KEI 20 
KEI C23  C21 C  0 1 N N N N N N 204.106 184.056 258.007 2.432  1.565  -1.513 C23  KEI 21 
KEI C25  C22 C  0 1 N N N N N N 206.164 182.556 258.462 4.437  0.178  -0.969 C25  KEI 22 
KEI C27  C23 C  0 1 N N N N N N 205.528 181.510 260.519 6.376  -1.160 -0.409 C27  KEI 23 
KEI C29  C24 C  0 1 N N N N N N 207.217 180.498 262.151 8.372  -2.534 0.200  C29  KEI 24 
KEI N08  N1  N  0 1 N N N N N N 202.351 187.415 253.862 -2.378 0.666  0.143  N08  KEI 25 
KEI N26  N2  N  0 1 N N N N N N 206.071 182.704 259.905 5.284  -0.331 0.118  N26  KEI 26 
KEI O21  O1  O  0 1 N N N N N N 202.406 188.864 255.626 -3.083 2.674  0.778  O21  KEI 27 
KEI O30  O2  O  0 1 N N N N N N 206.877 179.478 263.049 9.174  -3.011 1.283  O30  KEI 28 
KEI CL29 CL1 CL 0 0 N N N N N N 205.775 189.011 254.885 -1.974 4.964  0.779  CL29 KEI 29 
KEI H131 H1  H  0 0 N N N N N N 199.747 189.859 251.845 -1.527 -1.633 0.754  H131 KEI 30 
KEI H1   H2  H  0 1 N N N N N N 199.933 188.392 250.824 -2.661 -1.934 2.093  H1   KEI 31 
KEI H151 H3  H  0 0 N N N N N N 201.816 191.790 249.644 -3.726 -5.300 0.911  H151 KEI 32 
KEI H2   H4  H  0 1 N N N N N N 200.809 191.849 251.130 -3.946 -4.075 2.184  H2   KEI 33 
KEI H201 H5  H  0 0 N N N N N N 201.813 189.834 248.213 -1.219 -3.352 -1.033 H201 KEI 34 
KEI H202 H6  H  0 0 N N N N N N 201.019 188.352 248.845 -2.134 -4.877 -0.967 H202 KEI 35 
KEI H221 H7  H  0 0 N N N N N N 202.070 187.134 250.817 -4.151 -1.209 -1.852 H221 KEI 36 
KEI H222 H8  H  0 0 N N N N N N 203.525 187.838 251.602 -2.397 -1.210 -1.549 H222 KEI 37 
KEI H241 H9  H  0 0 N N N N N N 204.163 181.917 258.046 3.744  1.873  0.167  H241 KEI 38 
KEI H242 H10 H  0 0 N N N N N N 205.018 182.669 256.657 2.711  0.429  0.296  H242 KEI 39 
KEI H282 H11 H  0 0 N N N N N N 206.260 182.409 262.322 7.652  -0.823 1.294  H282 KEI 40 
KEI H281 H12 H  0 0 N N N N N N 205.175 180.999 262.570 6.619  -2.267 1.423  H281 KEI 41 
KEI H011 H13 H  0 0 N N N N N N 206.652 185.130 257.742 2.456  4.220  -1.034 H011 KEI 42 
KEI H021 H14 H  0 0 N N N N N N 207.292 187.136 256.461 0.658  5.611  -0.095 H021 KEI 43 
KEI H051 H15 H  0 0 N N N N N N 202.600 185.702 256.576 -0.022 0.764  -0.729 H051 KEI 44 
KEI H091 H16 H  0 0 N N N N N N 200.778 188.768 253.905 -4.459 0.510  -0.065 H091 KEI 45 
KEI H092 H17 H  0 0 N N N N N N 200.542 187.335 252.848 -3.839 0.208  1.576  H092 KEI 46 
KEI H3   H18 H  0 1 N N N N N N 203.376 189.921 252.892 -5.123 -1.933 1.668  H3   KEI 47 
KEI H121 H19 H  0 0 N N N N N N 201.792 190.727 253.155 -5.743 -1.632 0.026  H121 KEI 48 
KEI H4   H20 H  0 1 N N N N N N 199.924 190.413 249.614 -1.624 -4.047 1.313  H4   KEI 49 
KEI H5   H21 H  0 1 N N N N N N 203.157 191.886 251.565 -5.840 -4.046 0.585  H5   KEI 50 
KEI H181 H22 H  0 0 N N N N N N 203.596 188.307 249.133 -3.114 -3.323 -2.632 H181 KEI 51 
KEI H191 H23 H  0 0 N N N N N N 204.418 189.922 250.831 -4.596 -4.877 -1.392 H191 KEI 52 
KEI H192 H24 H  0 0 N N N N N N 203.661 190.798 249.458 -5.435 -3.351 -1.760 H192 KEI 53 
KEI H231 H25 H  0 0 N N N N N N 204.213 184.279 259.079 3.034  2.170  -2.190 H231 KEI 54 
KEI H232 H26 H  0 0 N N N N N N 203.043 183.905 257.768 2.001  0.727  -2.061 H232 KEI 55 
KEI H252 H27 H  0 0 N N N N N N 206.546 181.548 258.240 4.007  -0.660 -1.516 H252 KEI 56 
KEI H251 H28 H  0 0 N N N N N N 206.871 183.308 258.081 5.040  0.784  -1.646 H251 KEI 57 
KEI H271 H29 H  0 0 N N N N N N 204.429 181.558 260.499 6.992  -0.563 -1.082 H271 KEI 58 
KEI H272 H30 H  0 0 N N N N N N 205.867 180.626 259.958 5.959  -2.007 -0.953 H272 KEI 59 
KEI H291 H31 H  0 0 N N N N N N 207.506 180.061 261.184 7.955  -3.381 -0.344 H291 KEI 60 
KEI H292 H32 H  0 0 N N N N N N 208.056 181.084 262.554 8.988  -1.938 -0.473 H292 KEI 61 
KEI H081 H33 H  0 0 N N N N N N 202.752 186.598 253.449 -1.666 0.120  -0.226 H081 KEI 62 
KEI H261 H34 H  0 0 N N N N N N 206.984 182.875 260.275 5.644  0.425  0.681  H261 KEI 63 
KEI H301 H36 H  0 0 N N N N N N 207.624 178.906 263.176 9.916  -3.566 1.007  H301 KEI 64 
# 
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 
KEI C20  C18  SING N N 1  
KEI C20  C14  SING N N 2  
KEI C18  C19  SING N N 3  
KEI C18  C22  SING N N 4  
KEI C14  C15  SING N N 5  
KEI C14  C13  SING N N 6  
KEI C19  C16  SING N N 7  
KEI C15  C16  SING N N 8  
KEI C22  C10  SING N N 9  
KEI C13  C10  SING N N 10 
KEI C16  C12  SING N N 11 
KEI C10  C12  SING N N 12 
KEI C10  C09  SING N N 13 
KEI C09  N08  SING N N 14 
KEI N08  C07  SING N N 15 
KEI CL29 C03  SING N N 16 
KEI C07  O21  DOUB N N 17 
KEI C07  C04  SING N N 18 
KEI C03  C04  DOUB Y N 19 
KEI C03  C02  SING Y N 20 
KEI C04  C05  SING Y N 21 
KEI C02  C01  DOUB Y N 22 
KEI C05  C06  DOUB Y N 23 
KEI C01  C06  SING Y N 24 
KEI C06  C23  SING N N 25 
KEI C24  C23  SING N N 26 
KEI C24  C25  SING N N 27 
KEI C25  N26  SING N N 28 
KEI N26  C27  SING N N 29 
KEI C27  C28  SING N N 30 
KEI C28  C29  SING N N 31 
KEI C29  O30  SING N N 32 
KEI C13  H131 SING N N 33 
KEI C13  H1   SING N N 34 
KEI C15  H151 SING N N 35 
KEI C15  H2   SING N N 36 
KEI C20  H201 SING N N 37 
KEI C20  H202 SING N N 38 
KEI C22  H221 SING N N 39 
KEI C22  H222 SING N N 40 
KEI C24  H241 SING N N 41 
KEI C24  H242 SING N N 42 
KEI C28  H282 SING N N 43 
KEI C28  H281 SING N N 44 
KEI C01  H011 SING N N 45 
KEI C02  H021 SING N N 46 
KEI C05  H051 SING N N 47 
KEI C09  H091 SING N N 48 
KEI C09  H092 SING N N 49 
KEI C12  H3   SING N N 50 
KEI C12  H121 SING N N 51 
KEI C14  H4   SING N N 52 
KEI C16  H5   SING N N 53 
KEI C18  H181 SING N N 54 
KEI C19  H191 SING N N 55 
KEI C19  H192 SING N N 56 
KEI C23  H231 SING N N 57 
KEI C23  H232 SING N N 58 
KEI C25  H252 SING N N 59 
KEI C25  H251 SING N N 60 
KEI C27  H271 SING N N 61 
KEI C27  H272 SING N N 62 
KEI C29  H291 SING N N 63 
KEI C29  H292 SING N N 64 
KEI N08  H081 SING N N 65 
KEI N26  H261 SING N N 66 
KEI O30  H301 SING N N 67 
# 
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 
KEI SMILES           ACDLabs              12.01 "OCCCNCCCc1cc(c(Cl)cc1)C(=O)NCC12CC3CC(C1)CC(C2)C3"                                                                                                                                 
KEI InChI            InChI                1.06  "InChI=1S/C24H35ClN2O2/c25-22-5-4-17(3-1-6-26-7-2-8-28)12-21(22)23(29)27-16-24-13-18-9-19(14-24)11-20(10-18)15-24/h4-5,12,18-20,26,28H,1-3,6-11,13-16H2,(H,27,29)/t18-,19+,20-,24-" 
KEI InChIKey         InChI                1.06  HSQAARMBHJCUOK-BZNJPFPYSA-N                                                                                                                                                         
KEI SMILES_CANONICAL CACTVS               3.385 "OCCCNCCCc1ccc(Cl)c(c1)C(=O)NCC23CC4CC(CC(C4)C2)C3"                                                                                                                                 
KEI SMILES           CACTVS               3.385 "OCCCNCCCc1ccc(Cl)c(c1)C(=O)NCC23CC4CC(CC(C4)C2)C3"                                                                                                                                 
KEI SMILES_CANONICAL "OpenEye OEToolkits" 2.0.7 "c1cc(c(cc1CCCNCCCO)C(=O)NCC23CC4CC(C2)CC(C4)C3)Cl"                                                                                                                                 
KEI SMILES           "OpenEye OEToolkits" 2.0.7 "c1cc(c(cc1CCCNCCCO)C(=O)NCC23CC4CC(C2)CC(C4)C3)Cl"                                                                                                                                 
# 
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 
KEI "SYSTEMATIC NAME" ACDLabs              12.01 "N-{[(3s,5s,7s)-adamantan-1-yl]methyl}-2-chloro-5-{3-[(3-hydroxypropyl)amino]propyl}benzamide" 
KEI "SYSTEMATIC NAME" "OpenEye OEToolkits" 2.0.7 "~{N}-(1-adamantylmethyl)-2-chloranyl-5-[3-(3-oxidanylpropylamino)propyl]benzamide"            
# 
loop_
_pdbx_chem_comp_audit.comp_id 
_pdbx_chem_comp_audit.action_type 
_pdbx_chem_comp_audit.date 
_pdbx_chem_comp_audit.processing_site 
KEI "Create component" 2023-08-11 RCSB 
KEI "Initial release"  2024-10-16 RCSB 
# 
