data_3ZM # _chem_comp.id 3ZM _chem_comp.name "5-(4-chlorophenyl)-N-{(S)-[5-(hydroxymethyl)-4-methyl-1,3-thiazol-2-yl][(2R)-piperidin-2-yl]methyl}-1H-pyrrole-2-carboxamide" _chem_comp.type NON-POLYMER _chem_comp.pdbx_type HETAIN _chem_comp.formula "C22 H25 Cl 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 2014-12-22 _chem_comp.pdbx_modified_date 2015-09-04 _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 444.978 _chem_comp.one_letter_code ? _chem_comp.three_letter_code 3ZM _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 4RZ8 _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 3ZM C15 C15 C 0 1 Y N N 20.381 13.475 33.642 4.242 0.227 0.433 C15 3ZM 1 3ZM C17 C17 C 0 1 Y N N 18.005 12.947 34.272 6.615 -0.116 0.298 C17 3ZM 2 3ZM C20 C20 C 0 1 Y N N 19.887 13.394 32.330 4.037 -0.894 -0.373 C20 3ZM 3 3ZM C22 C22 C 0 1 Y N N 22.377 13.987 35.346 3.153 2.119 1.738 C22 3ZM 4 3ZM C28 C28 C 0 1 N N N 30.952 18.526 34.707 -2.488 3.672 -2.675 C28 3ZM 5 3ZM C01 C01 C 0 1 Y N N 28.972 13.800 33.567 -3.201 -0.473 0.326 C01 3ZM 6 3ZM N02 N02 N 0 1 Y N N 30.053 13.314 32.954 -2.766 -1.283 -0.579 N02 3ZM 7 3ZM C03 C03 C 0 1 Y N N 30.331 11.925 33.352 -3.374 -2.447 -0.686 C03 3ZM 8 3ZM C04 C04 C 0 1 N N N 31.493 11.082 32.829 -2.971 -3.488 -1.698 C04 3ZM 9 3ZM C05 C05 C 0 1 Y N N 29.421 11.446 34.271 -4.378 -2.629 0.177 C05 3ZM 10 3ZM S06 S06 S 0 1 Y N N 28.248 12.650 34.654 -4.505 -1.183 1.175 S06 3ZM 11 3ZM C07 C07 C 0 1 N N N 29.190 10.161 35.033 -5.245 -3.858 0.282 C07 3ZM 12 3ZM O08 O08 O 0 1 N N N 28.116 9.424 34.477 -4.658 -4.778 1.205 O08 3ZM 13 3ZM C09 C09 C 0 1 N N S 28.201 15.179 33.578 -2.637 0.897 0.601 C09 3ZM 14 3ZM N10 N10 N 0 1 N N N 26.750 15.031 34.086 -1.173 0.829 0.616 N10 3ZM 15 3ZM C11 C11 C 0 1 N N N 25.675 14.328 33.437 -0.463 1.742 1.307 C11 3ZM 16 3ZM C12 C12 C 0 1 Y N N 24.229 14.165 33.981 1.001 1.674 1.322 C12 3ZM 17 3ZM N13 N13 N 0 1 Y N N 23.042 13.877 33.223 1.774 0.732 0.680 N13 3ZM 18 3ZM C14 C14 C 0 1 Y N N 21.870 13.774 34.053 3.087 1.002 0.934 C14 3ZM 19 3ZM C16 C16 C 0 1 Y N N 19.357 13.227 34.609 5.541 0.611 0.769 C16 3ZM 20 3ZM C18 C18 C 0 1 Y N N 17.620 12.895 32.946 6.406 -1.224 -0.506 C18 3ZM 21 3ZM C19 C19 C 0 1 Y N N 18.556 13.118 31.956 5.119 -1.612 -0.838 C19 3ZM 22 3ZM CL21 CL21 CL 0 0 N N N 15.921 12.542 32.485 7.762 -2.133 -1.095 CL21 3ZM 23 3ZM C23 C23 C 0 1 Y N N 23.805 14.218 35.300 1.847 2.540 1.985 C23 3ZM 24 3ZM O24 O24 O 0 1 N N N 25.970 13.797 32.354 -1.037 2.623 1.919 O24 3ZM 25 3ZM C25 C25 C 0 1 N N R 29.004 16.264 34.508 -3.091 1.864 -0.494 C25 3ZM 26 3ZM N26 N26 N 0 1 N N N 28.652 17.674 34.155 -2.610 1.388 -1.798 N26 3ZM 27 3ZM C27 C27 C 0 1 N N N 29.453 18.692 34.904 -3.061 2.268 -2.883 C27 3ZM 28 3ZM C29 C29 C 0 1 N N N 31.363 17.127 35.084 -2.960 4.215 -1.324 C29 3ZM 29 3ZM C30 C30 C 0 1 N N N 30.530 16.075 34.382 -2.519 3.256 -0.215 C30 3ZM 30 3ZM H171 H171 H 0 0 N N N 17.279 12.775 35.052 7.621 0.180 0.557 H171 3ZM 31 3ZM H201 H201 H 0 0 N N N 20.595 13.559 31.531 3.034 -1.198 -0.632 H201 3ZM 32 3ZM H221 H221 H 0 0 N N N 21.784 13.979 36.248 4.053 2.583 2.112 H221 3ZM 33 3ZM H282 H282 H 0 0 N N N 31.204 18.709 33.652 -1.399 3.626 -2.690 H282 3ZM 34 3ZM H281 H281 H 0 0 N N N 31.486 19.248 35.343 -2.836 4.329 -3.473 H281 3ZM 35 3ZM H043 H043 H 0 0 N N N 32.083 11.674 32.114 -2.216 -4.144 -1.264 H043 3ZM 36 3ZM H042 H042 H 0 0 N N N 32.133 10.778 33.670 -3.843 -4.076 -1.983 H042 3ZM 37 3ZM H041 H041 H 0 0 N N N 31.099 10.186 32.326 -2.560 -2.997 -2.581 H041 3ZM 38 3ZM H072 H072 H 0 0 N N N 30.104 9.550 34.992 -6.237 -3.573 0.634 H072 3ZM 39 3ZM H071 H071 H 0 0 N N N 28.956 10.402 36.081 -5.328 -4.328 -0.697 H071 3ZM 40 3ZM H081 H081 H 0 0 N N N 27.991 8.623 34.972 -5.164 -5.593 1.323 H081 3ZM 41 3ZM H091 H091 H 0 0 N N N 28.179 15.572 32.551 -2.994 1.250 1.568 H091 3ZM 42 3ZM H101 H101 H 0 0 N N N 26.535 15.470 34.958 -0.716 0.126 0.128 H101 3ZM 43 3ZM H131 H131 H 0 0 N N N 23.031 13.761 32.230 1.441 -0.001 0.139 H131 3ZM 44 3ZM H161 H161 H 0 0 N N N 19.626 13.254 35.655 5.706 1.475 1.396 H161 3ZM 45 3ZM H191 H191 H 0 0 N N N 18.274 13.082 30.914 4.962 -2.480 -1.462 H191 3ZM 46 3ZM H231 H231 H 0 0 N N N 24.438 14.402 36.155 1.552 3.389 2.583 H231 3ZM 47 3ZM H251 H251 H 0 0 N N N 28.716 16.074 35.553 -4.180 1.915 -0.505 H251 3ZM 48 3ZM H261 H261 H 0 0 N N N 28.810 17.804 33.176 -1.606 1.296 -1.801 H261 3ZM 49 3ZM H272 H272 H 0 0 N N N 29.162 19.694 34.555 -4.150 2.317 -2.883 H272 3ZM 50 3ZM H271 H271 H 0 0 N N N 29.227 18.597 35.976 -2.716 1.873 -3.839 H271 3ZM 51 3ZM H291 H291 H 0 0 N N N 31.245 17.004 36.171 -2.519 5.197 -1.152 H291 3ZM 52 3ZM H292 H292 H 0 0 N N N 32.419 16.983 34.811 -4.046 4.299 -1.324 H292 3ZM 53 3ZM H301 H301 H 0 0 N N N 30.789 15.094 34.807 -2.888 3.615 0.746 H301 3ZM 54 3ZM H302 H302 H 0 0 N N N 30.789 16.091 33.313 -1.430 3.204 -0.190 H302 3ZM 55 # 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 3ZM C19 C20 DOUB Y N 1 3ZM C19 C18 SING Y N 2 3ZM C20 C15 SING Y N 3 3ZM O24 C11 DOUB N N 4 3ZM CL21 C18 SING N N 5 3ZM C04 C03 SING N N 6 3ZM C18 C17 DOUB Y N 7 3ZM N02 C03 SING Y N 8 3ZM N02 C01 DOUB Y N 9 3ZM N13 C12 SING Y N 10 3ZM N13 C14 SING Y N 11 3ZM C03 C05 DOUB Y N 12 3ZM C11 C12 SING N N 13 3ZM C11 N10 SING N N 14 3ZM C01 C09 SING N N 15 3ZM C01 S06 SING Y N 16 3ZM C09 N10 SING N N 17 3ZM C09 C25 SING N N 18 3ZM C15 C14 SING N N 19 3ZM C15 C16 DOUB Y N 20 3ZM C12 C23 DOUB Y N 21 3ZM C14 C22 DOUB Y N 22 3ZM N26 C25 SING N N 23 3ZM N26 C27 SING N N 24 3ZM C05 S06 SING Y N 25 3ZM C05 C07 SING N N 26 3ZM C17 C16 SING Y N 27 3ZM C30 C25 SING N N 28 3ZM C30 C29 SING N N 29 3ZM O08 C07 SING N N 30 3ZM C28 C27 SING N N 31 3ZM C28 C29 SING N N 32 3ZM C23 C22 SING Y N 33 3ZM C17 H171 SING N N 34 3ZM C20 H201 SING N N 35 3ZM C22 H221 SING N N 36 3ZM C28 H282 SING N N 37 3ZM C28 H281 SING N N 38 3ZM C04 H043 SING N N 39 3ZM C04 H042 SING N N 40 3ZM C04 H041 SING N N 41 3ZM C07 H072 SING N N 42 3ZM C07 H071 SING N N 43 3ZM O08 H081 SING N N 44 3ZM C09 H091 SING N N 45 3ZM N10 H101 SING N N 46 3ZM N13 H131 SING N N 47 3ZM C16 H161 SING N N 48 3ZM C19 H191 SING N N 49 3ZM C23 H231 SING N N 50 3ZM C25 H251 SING N N 51 3ZM N26 H261 SING N N 52 3ZM C27 H272 SING N N 53 3ZM C27 H271 SING N N 54 3ZM C29 H291 SING N N 55 3ZM C29 H292 SING N N 56 3ZM C30 H301 SING N N 57 3ZM C30 H302 SING N N 58 # 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 3ZM SMILES ACDLabs 12.01 "O=C(NC(c1nc(c(s1)CO)C)C2NCCCC2)c4ccc(c3ccc(Cl)cc3)n4" 3ZM InChI InChI 1.03 "InChI=1S/C22H25ClN4O2S/c1-13-19(12-28)30-22(25-13)20(17-4-2-3-11-24-17)27-21(29)18-10-9-16(26-18)14-5-7-15(23)8-6-14/h5-10,17,20,24,26,28H,2-4,11-12H2,1H3,(H,27,29)/t17-,20+/m1/s1" 3ZM InChIKey InChI 1.03 FITIBROTOQOZHT-XLIONFOSSA-N 3ZM SMILES_CANONICAL CACTVS 3.385 "Cc1nc(sc1CO)[C@@H](NC(=O)c2[nH]c(cc2)c3ccc(Cl)cc3)[C@H]4CCCCN4" 3ZM SMILES CACTVS 3.385 "Cc1nc(sc1CO)[CH](NC(=O)c2[nH]c(cc2)c3ccc(Cl)cc3)[CH]4CCCCN4" 3ZM SMILES_CANONICAL "OpenEye OEToolkits" 1.7.6 "Cc1c(sc(n1)[C@H]([C@H]2CCCCN2)NC(=O)c3ccc([nH]3)c4ccc(cc4)Cl)CO" 3ZM SMILES "OpenEye OEToolkits" 1.7.6 "Cc1c(sc(n1)C(C2CCCCN2)NC(=O)c3ccc([nH]3)c4ccc(cc4)Cl)CO" # 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 3ZM "SYSTEMATIC NAME" ACDLabs 12.01 "5-(4-chlorophenyl)-N-{(S)-[5-(hydroxymethyl)-4-methyl-1,3-thiazol-2-yl][(2R)-piperidin-2-yl]methyl}-1H-pyrrole-2-carboxamide" 3ZM "SYSTEMATIC NAME" "OpenEye OEToolkits" 1.7.6 "5-(4-chlorophenyl)-N-[(S)-[5-(hydroxymethyl)-4-methyl-1,3-thiazol-2-yl]-[(2R)-piperidin-2-yl]methyl]-1H-pyrrole-2-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 3ZM "Create component" 2014-12-22 RCSB 3ZM "Initial release" 2015-09-09 RCSB #