data_HD1 # _chem_comp.id HD1 _chem_comp.name "6-(4-methylpiperazin-1-yl)-N-[(1R,3S)-5-oxidanyl-2-adamantyl]-2-propylsulfanyl-pyridine-3-carboxamide" _chem_comp.type non-polymer _chem_comp.pdbx_type HETAIN _chem_comp.formula "C24 H36 N4 O2 S" _chem_comp.mon_nstd_parent_comp_id ? _chem_comp.pdbx_synonyms ? _chem_comp.pdbx_formal_charge 0 _chem_comp.pdbx_initial_date 2012-09-20 _chem_comp.pdbx_modified_date 2014-09-05 _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 444.633 _chem_comp.one_letter_code ? _chem_comp.three_letter_code HD1 _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 4BB6 _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 HD1 O1 O1 O 0 1 N N N -11.871 45.310 40.488 1.339 -1.621 -0.373 O1 HD1 1 HD1 C14 C14 C 0 1 N N N -12.742 45.223 41.352 1.146 -0.423 -0.295 C14 HD1 2 HD1 N4 N4 N 0 1 N N N -12.456 45.262 42.677 2.183 0.434 -0.384 N4 HD1 3 HD1 C15 C15 C 0 1 N N N -11.099 45.410 43.202 3.542 -0.078 -0.576 C15 HD1 4 HD1 C20 C20 C 0 1 N N S -10.767 46.865 43.489 4.402 0.994 -1.248 C20 HD1 5 HD1 C19 C19 C 0 1 N N N -11.689 47.421 44.577 4.446 2.241 -0.362 C19 HD1 6 HD1 C21 C21 C 0 1 N N N -9.314 46.946 43.973 5.821 0.460 -1.448 C21 HD1 7 HD1 C22 C22 C 0 1 N N N -9.157 46.124 45.254 6.426 0.099 -0.089 C22 HD1 8 HD1 C23 C23 C 0 1 N N N -10.084 46.680 46.332 6.471 1.345 0.796 C23 HD1 9 HD1 C18 C18 C 0 1 N N N -11.542 46.604 45.869 5.051 1.880 0.996 C18 HD1 10 HD1 C17 C17 C 0 1 N N N -11.886 45.145 45.577 4.192 0.808 1.668 C17 HD1 11 HD1 O2 O2 O 0 1 N N N -7.811 46.190 45.708 7.752 -0.401 -0.276 O2 HD1 12 HD1 C24 C24 C 0 1 N N N -9.523 44.669 44.978 5.567 -0.974 0.583 C24 HD1 13 HD1 C16 C16 C 0 1 N N R -10.962 44.592 44.489 4.147 -0.439 0.783 C16 HD1 14 HD1 C5 C5 C 0 1 Y N N -14.212 45.053 40.947 -0.219 0.092 -0.109 C5 HD1 15 HD1 C6 C6 C 0 1 Y N N -14.640 43.826 40.478 -0.454 1.472 -0.017 C6 HD1 16 HD1 C7 C7 C 0 1 Y N N -15.992 43.629 40.196 -1.740 1.907 0.155 C7 HD1 17 HD1 C8 C8 C 0 1 Y N N -16.917 44.664 40.412 -2.776 0.977 0.236 C8 HD1 18 HD1 N2 N2 N 0 1 N N N -18.284 44.466 40.145 -4.076 1.420 0.410 N2 HD1 19 HD1 C12 C12 C 0 1 N N N -19.052 44.599 41.410 -5.014 0.290 0.469 C12 HD1 20 HD1 C11 C11 C 0 1 N N N -20.547 44.333 41.153 -6.426 0.816 0.742 C11 HD1 21 HD1 N3 N3 N 0 1 N N N -20.745 42.955 40.625 -6.808 1.758 -0.319 N3 HD1 22 HD1 C13 C13 C 0 1 N N N -22.193 42.728 40.358 -8.187 2.228 -0.134 C13 HD1 23 HD1 C10 C10 C 0 1 N N N -19.984 42.782 39.369 -5.870 2.888 -0.378 C10 HD1 24 HD1 C9 C9 C 0 1 N N N -18.496 43.113 39.601 -4.458 2.363 -0.650 C9 HD1 25 HD1 N1 N1 N 0 1 Y N N -16.490 45.851 40.912 -2.537 -0.323 0.147 N1 HD1 26 HD1 C4 C4 C 0 1 Y N N -15.186 46.066 41.181 -1.310 -0.791 -0.026 C4 HD1 27 HD1 S1 S1 S 0 1 N N N -14.691 47.634 41.821 -1.043 -2.529 -0.146 S1 HD1 28 HD1 C3 C3 C 0 1 N N N -15.936 47.934 43.055 -2.746 -3.121 0.023 C3 HD1 29 HD1 C2 C2 C 0 1 N N N -17.175 48.604 42.467 -2.764 -4.649 -0.053 C2 HD1 30 HD1 C1 C1 C 0 1 N N N -18.056 49.151 43.565 -4.203 -5.149 0.090 C1 HD1 31 HD1 H4 H4 H 0 1 N N N -13.211 45.186 43.328 2.029 1.390 -0.322 H4 HD1 32 HD1 H15 H15 H 0 1 N N N -10.379 45.024 42.466 3.510 -0.966 -1.207 H15 HD1 33 HD1 H20 H20 H 0 1 N N N -10.882 47.459 42.571 3.971 1.252 -2.216 H20 HD1 34 HD1 H16 H16 H 0 1 N N N -11.225 43.544 44.285 3.535 -1.203 1.262 H16 HD1 35 HD1 H191 H191 H 0 0 N N N -11.422 48.469 44.778 5.058 3.005 -0.841 H191 HD1 36 HD1 H192 H192 H 0 0 N N N -12.732 47.368 44.231 3.435 2.622 -0.220 H192 HD1 37 HD1 H211 H211 H 0 0 N N N -8.646 46.546 43.196 5.789 -0.429 -2.079 H211 HD1 38 HD1 H212 H212 H 0 0 N N N -9.053 47.995 44.176 6.433 1.224 -1.927 H212 HD1 39 HD1 H18 H18 H 0 1 N N N -12.209 47.004 46.647 5.083 2.769 1.627 H18 HD1 40 HD1 H231 H231 H 0 0 N N N -9.964 46.091 47.253 6.902 1.089 1.764 H231 HD1 41 HD1 H232 H232 H 0 0 N N N -9.821 47.729 46.531 7.083 2.110 0.317 H232 HD1 42 HD1 H2 H2 H 0 1 N N N -7.719 45.678 46.503 8.197 -0.650 0.545 H2 HD1 43 HD1 H241 H241 H 0 0 N N N -8.852 44.262 44.208 5.535 -1.862 -0.048 H241 HD1 44 HD1 H242 H242 H 0 0 N N N -9.418 44.083 45.903 5.997 -1.231 1.551 H242 HD1 45 HD1 H171 H171 H 0 0 N N N -11.762 44.552 46.495 4.623 0.551 2.636 H171 HD1 46 HD1 H172 H172 H 0 0 N N N -12.930 45.079 45.236 3.181 1.189 1.811 H172 HD1 47 HD1 H6 H6 H 0 1 N N N -13.932 43.024 40.331 0.362 2.176 -0.082 H6 HD1 48 HD1 H7 H7 H 0 1 N N N -16.329 42.678 39.810 -1.951 2.963 0.230 H7 HD1 49 HD1 H121 H121 H 0 0 N N N -18.674 43.871 42.143 -5.002 -0.243 -0.481 H121 HD1 50 HD1 H122 H122 H 0 0 N N N -18.927 45.618 41.806 -4.718 -0.387 1.270 H122 HD1 51 HD1 H91C H91C H 0 0 N N N -17.966 43.035 38.640 -3.757 3.197 -0.666 H91C HD1 52 HD1 H92C H92C H 0 0 N N N -18.081 42.381 40.310 -4.440 1.853 -1.614 H92C HD1 53 HD1 H111 H111 H 0 0 N N N -21.102 44.443 42.096 -7.128 -0.018 0.757 H111 HD1 54 HD1 H112 H112 H 0 0 N N N -20.924 45.060 40.419 -6.444 1.325 1.705 H112 HD1 55 HD1 H131 H131 H 0 0 N N N -22.339 41.710 39.968 -8.273 2.732 0.829 H131 HD1 56 HD1 H132 H132 H 0 0 N N N -22.761 42.848 41.292 -8.444 2.925 -0.932 H132 HD1 57 HD1 H133 H133 H 0 0 N N N -22.548 43.459 39.617 -8.868 1.378 -0.161 H133 HD1 58 HD1 H101 H101 H 0 0 N N N -20.076 41.740 39.028 -6.167 3.566 -1.179 H101 HD1 59 HD1 H102 H102 H 0 0 N N N -20.391 43.456 38.601 -5.882 3.421 0.573 H102 HD1 60 HD1 H31C H31C H 0 0 N N N -16.231 46.973 43.503 -3.148 -2.800 0.984 H31C HD1 61 HD1 H32C H32C H 0 0 N N N -15.515 48.587 43.833 -3.355 -2.710 -0.782 H32C HD1 62 HD1 H21C H21C H 0 0 N N N -16.862 49.429 41.810 -2.362 -4.970 -1.014 H21C HD1 63 HD1 H22C H22C H 0 0 N N N -17.743 47.865 41.883 -2.155 -5.060 0.752 H22C HD1 64 HD1 H11C H11C H 0 0 N N N -18.942 49.629 43.121 -4.605 -4.828 1.051 H11C HD1 65 HD1 H12C H12C H 0 0 N N N -18.374 48.329 44.223 -4.812 -4.738 -0.714 H12C HD1 66 HD1 H13C H13C H 0 0 N N N -17.494 49.893 44.151 -4.216 -6.238 0.036 H13C HD1 67 # 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 HD1 O1 C14 DOUB N N 1 HD1 C14 N4 SING N N 2 HD1 C14 C5 SING N N 3 HD1 N4 C15 SING N N 4 HD1 C15 C20 SING N N 5 HD1 C15 C16 SING N N 6 HD1 C20 C19 SING N N 7 HD1 C20 C21 SING N N 8 HD1 C19 C18 SING N N 9 HD1 C21 C22 SING N N 10 HD1 C22 C23 SING N N 11 HD1 C22 O2 SING N N 12 HD1 C22 C24 SING N N 13 HD1 C23 C18 SING N N 14 HD1 C18 C17 SING N N 15 HD1 C17 C16 SING N N 16 HD1 C24 C16 SING N N 17 HD1 C5 C6 SING Y N 18 HD1 C5 C4 DOUB Y N 19 HD1 C6 C7 DOUB Y N 20 HD1 C7 C8 SING Y N 21 HD1 C8 N2 SING N N 22 HD1 C8 N1 DOUB Y N 23 HD1 N2 C12 SING N N 24 HD1 N2 C9 SING N N 25 HD1 C12 C11 SING N N 26 HD1 C11 N3 SING N N 27 HD1 N3 C13 SING N N 28 HD1 N3 C10 SING N N 29 HD1 C10 C9 SING N N 30 HD1 N1 C4 SING Y N 31 HD1 C4 S1 SING N N 32 HD1 S1 C3 SING N N 33 HD1 C3 C2 SING N N 34 HD1 C2 C1 SING N N 35 HD1 N4 H4 SING N N 36 HD1 C15 H15 SING N N 37 HD1 C20 H20 SING N N 38 HD1 C16 H16 SING N N 39 HD1 C19 H191 SING N N 40 HD1 C19 H192 SING N N 41 HD1 C21 H211 SING N N 42 HD1 C21 H212 SING N N 43 HD1 C18 H18 SING N N 44 HD1 C23 H231 SING N N 45 HD1 C23 H232 SING N N 46 HD1 O2 H2 SING N N 47 HD1 C24 H241 SING N N 48 HD1 C24 H242 SING N N 49 HD1 C17 H171 SING N N 50 HD1 C17 H172 SING N N 51 HD1 C6 H6 SING N N 52 HD1 C7 H7 SING N N 53 HD1 C12 H121 SING N N 54 HD1 C12 H122 SING N N 55 HD1 C9 H91C SING N N 56 HD1 C9 H92C SING N N 57 HD1 C11 H111 SING N N 58 HD1 C11 H112 SING N N 59 HD1 C13 H131 SING N N 60 HD1 C13 H132 SING N N 61 HD1 C13 H133 SING N N 62 HD1 C10 H101 SING N N 63 HD1 C10 H102 SING N N 64 HD1 C3 H31C SING N N 65 HD1 C3 H32C SING N N 66 HD1 C2 H21C SING N N 67 HD1 C2 H22C SING N N 68 HD1 C1 H11C SING N N 69 HD1 C1 H12C SING N N 70 HD1 C1 H13C SING N N 71 # 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 HD1 SMILES ACDLabs 12.01 "O=C(NC3C2CC1CC3CC(O)(C1)C2)c4ccc(nc4SCCC)N5CCN(C)CC5" HD1 InChI InChI 1.03 "InChI=1S/C24H36N4O2S/c1-3-10-31-23-19(4-5-20(25-23)28-8-6-27(2)7-9-28)22(29)26-21-17-11-16-12-18(21)15-24(30,13-16)14-17/h4-5,16-18,21,30H,3,6-15H2,1-2H3,(H,26,29)/t16-,17-,18+,21-,24-" HD1 InChIKey InChI 1.03 HCCPSOBZLRHGQN-OREAVBJWSA-N HD1 SMILES_CANONICAL CACTVS 3.385 "CCCSc1nc(ccc1C(=O)NC2[C@H]3CC4C[C@@H]2CC(O)(C4)C3)N5CCN(C)CC5" HD1 SMILES CACTVS 3.385 "CCCSc1nc(ccc1C(=O)NC2[CH]3CC4C[CH]2CC(O)(C4)C3)N5CCN(C)CC5" HD1 SMILES_CANONICAL "OpenEye OEToolkits" 1.9.2 "CCCSc1c(ccc(n1)N2CCN(CC2)C)C(=O)NC3[C@@H]4CC5C[C@H]3CC(C4)(C5)O" HD1 SMILES "OpenEye OEToolkits" 1.9.2 "CCCSc1c(ccc(n1)N2CCN(CC2)C)C(=O)NC3C4CC5CC3CC(C5)(C4)O" # 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 HD1 "SYSTEMATIC NAME" ACDLabs 12.01 "N-[(1R,2s,3S,5s,7s)-5-hydroxytricyclo[3.3.1.1~3,7~]dec-2-yl]-6-(4-methylpiperazin-1-yl)-2-(propylsulfanyl)pyridine-3-carboxamide" HD1 "SYSTEMATIC NAME" "OpenEye OEToolkits" 1.9.2 "6-(4-methylpiperazin-1-yl)-N-[(1R,3S)-5-oxidanyl-2-adamantyl]-2-propylsulfanyl-pyridine-3-carboxamide" # loop_ _pdbx_chem_comp_audit.comp_id _pdbx_chem_comp_audit.action_type _pdbx_chem_comp_audit.date _pdbx_chem_comp_audit.processing_site HD1 "Create component" 2012-09-20 EBI HD1 "Initial release" 2012-11-23 RCSB HD1 "Modify descriptor" 2014-09-05 RCSB #