data_4ZX # _chem_comp.id 4ZX _chem_comp.name "6-chloranyl-2-oxidanylidene-N-[(1S,5R)-8-[4-[(phenylmethyl)amino]piperidin-1-yl]sulfonyl-8-azabicyclo[3.2.1]octan-3-yl]-1,3-dihydroindole-5-carboxamide" _chem_comp.type NON-POLYMER _chem_comp.pdbx_type HETAIN _chem_comp.formula "C28 H34 Cl N5 O4 S" _chem_comp.mon_nstd_parent_comp_id ? _chem_comp.pdbx_synonyms ? _chem_comp.pdbx_formal_charge 0 _chem_comp.pdbx_initial_date 2015-07-02 _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 572.119 _chem_comp.one_letter_code ? _chem_comp.three_letter_code 4ZX _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 5CCM _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 4ZX CL1 CL1 CL 0 0 N N N 15.780 3.203 18.147 -5.607 3.830 0.045 CL01 4ZX 1 4ZX C02 C1 C 0 1 Y N N 15.624 4.689 17.266 -6.085 2.162 -0.018 C02 4ZX 2 4ZX C03 C2 C 0 1 Y N N 14.627 5.546 17.737 -7.421 1.833 -0.069 C03 4ZX 3 4ZX C05 C3 C 0 1 Y N N 14.432 6.742 17.090 -7.815 0.495 -0.120 C05 4ZX 4 4ZX C06 C4 C 0 1 Y N N 15.186 7.124 15.994 -6.842 -0.500 -0.118 C06 4ZX 5 4ZX C07 C5 C 0 1 N N N 14.725 8.462 15.526 -7.582 -1.817 -0.180 C07 4ZX 6 4ZX C10 C6 C 0 1 N N N 13.601 8.770 16.508 -9.041 -1.416 -0.215 C10 4ZX 7 4ZX O11 O1 O 0 1 N N N 12.908 9.761 16.515 -9.993 -2.165 -0.268 O11 4ZX 8 4ZX N12 N1 N 0 1 N N N 13.508 7.713 17.391 -9.084 -0.073 -0.177 N12 4ZX 9 4ZX C14 C7 C 0 1 Y N N 16.184 6.297 15.512 -5.508 -0.184 -0.067 C14 4ZX 10 4ZX C16 C8 C 0 1 Y N N 16.421 5.066 16.156 -5.112 1.157 -0.021 C16 4ZX 11 4ZX C17 C9 C 0 1 N N N 17.467 4.210 15.548 -3.681 1.509 0.034 C17 4ZX 12 4ZX O18 O2 O 0 1 N N N 17.560 4.189 14.330 -3.342 2.676 0.074 O18 4ZX 13 4ZX N19 N2 N 0 1 N N N 18.294 3.380 16.235 -2.748 0.536 0.041 N19 4ZX 14 4ZX C21 C10 C 0 1 N N N 19.312 2.493 15.662 -1.326 0.885 0.095 C21 4ZX 15 4ZX C23 C11 C 0 1 N N N 18.656 1.280 14.940 -0.619 0.337 -1.148 C23 4ZX 16 4ZX C26 C12 C 0 1 N N S 18.525 0.002 15.788 -0.644 -1.199 -1.099 C26 4ZX 17 4ZX C28 C13 C 0 1 N N N 17.605 0.161 16.988 -2.088 -1.638 -0.763 C28 4ZX 18 4ZX C31 C14 C 0 1 N N N 18.494 0.806 18.047 -2.138 -1.675 0.779 C31 4ZX 19 4ZX C34 C15 C 0 1 N N R 19.919 0.813 17.480 -0.720 -1.255 1.230 C34 4ZX 20 4ZX C36 C16 C 0 1 N N N 20.344 2.085 16.731 -0.701 0.277 1.354 C36 4ZX 21 4ZX N39 N3 N 0 1 N N N 19.842 -0.190 16.420 0.149 -1.615 0.083 N39 4ZX 22 4ZX S40 S1 S 0 1 N N N 20.433 -1.717 16.703 1.649 -2.316 0.115 S40 4ZX 23 4ZX O41 O3 O 0 1 N N N 21.768 -1.524 17.240 1.742 -3.008 1.353 O41 4ZX 24 4ZX O42 O4 O 0 1 N N N 19.333 -2.353 17.414 1.823 -2.948 -1.145 O42 4ZX 25 4ZX N43 N4 N 0 1 N N N 20.596 -2.304 15.148 2.761 -1.090 0.181 N43 4ZX 26 4ZX C44 C17 C 0 1 N N N 21.506 -1.571 14.244 3.222 -0.567 1.474 C44 4ZX 27 4ZX C47 C18 C 0 1 N N N 22.926 -2.097 14.419 4.753 -0.618 1.509 C47 4ZX 28 4ZX C50 C19 C 0 1 N N N 22.940 -3.618 14.244 5.312 0.125 0.294 C50 4ZX 29 4ZX C52 C20 C 0 1 N N N 21.879 -4.373 15.070 4.835 -0.559 -0.989 C52 4ZX 30 4ZX C55 C21 C 0 1 N N N 20.496 -3.759 14.937 3.309 -0.510 -1.052 C55 4ZX 31 4ZX N58 N5 N 0 1 N N N 24.279 -4.144 14.413 6.780 0.107 0.342 N58 4ZX 32 4ZX C60 C22 C 0 1 N N N 25.004 -4.089 15.675 7.346 1.241 -0.401 C60 4ZX 33 4ZX C63 C23 C 0 1 Y N N 26.439 -4.422 15.377 8.850 1.189 -0.330 C63 4ZX 34 4ZX C64 C24 C 0 1 Y N N 26.891 -5.750 15.479 9.564 0.501 -1.293 C64 4ZX 35 4ZX C66 C25 C 0 1 Y N N 28.223 -6.050 15.184 10.944 0.452 -1.227 C66 4ZX 36 4ZX C68 C26 C 0 1 Y N N 29.100 -5.040 14.780 11.610 1.091 -0.199 C68 4ZX 37 4ZX C70 C27 C 0 1 Y N N 28.656 -3.719 14.670 10.896 1.779 0.765 C70 4ZX 38 4ZX C72 C28 C 0 1 Y N N 27.326 -3.411 14.964 9.517 1.833 0.696 C72 4ZX 39 4ZX H1 H1 H 0 1 N N N 14.023 5.275 18.590 -8.167 2.614 -0.070 H1 4ZX 40 4ZX H2 H2 H 0 1 N N N 15.530 9.208 15.593 -7.314 -2.364 -1.085 H2 4ZX 41 4ZX H3 H3 H 0 1 N N N 14.352 8.417 14.492 -7.371 -2.416 0.706 H3 4ZX 42 4ZX H4 H4 H 0 1 N N N 12.856 7.661 18.148 -9.906 0.441 -0.188 H4 4ZX 43 4ZX H5 H5 H 0 1 N N N 16.773 6.590 14.655 -4.765 -0.968 -0.066 H5 4ZX 44 4ZX H6 H6 H 0 1 N N N 18.199 3.373 17.230 -3.018 -0.395 0.009 H6 4ZX 45 4ZX H7 H7 H 0 1 N N N 19.857 3.061 14.893 -1.220 1.969 0.125 H7 4ZX 46 4ZX H8 H8 H 0 1 N N N 17.647 1.580 14.620 -1.135 0.683 -2.043 H8 4ZX 47 4ZX H9 H9 H 0 1 N N N 19.265 1.040 14.056 0.414 0.685 -1.163 H9 4ZX 48 4ZX H10 H10 H 0 1 N N N 18.233 -0.858 15.168 -0.273 -1.645 -2.022 H10 4ZX 49 4ZX H11 H11 H 0 1 N N N 16.752 0.811 16.744 -2.805 -0.913 -1.149 H11 4ZX 50 4ZX H12 H12 H 0 1 N N N 17.235 -0.817 17.330 -2.289 -2.627 -1.173 H12 4ZX 51 4ZX H13 H13 H 0 1 N N N 18.160 1.835 18.247 -2.880 -0.968 1.152 H13 4ZX 52 4ZX H14 H14 H 0 1 N N N 18.459 0.222 18.978 -2.366 -2.682 1.127 H14 4ZX 53 4ZX H15 H15 H 0 1 N N N 20.654 0.545 18.253 -0.416 -1.754 2.150 H15 4ZX 54 4ZX H16 H16 H 0 1 N N N 21.311 1.902 16.240 0.329 0.622 1.454 H16 4ZX 55 4ZX H17 H17 H 0 1 N N N 20.449 2.906 17.455 -1.275 0.579 2.230 H17 4ZX 56 4ZX H18 H18 H 0 1 N N N 21.479 -0.499 14.487 2.889 0.464 1.591 H18 4ZX 57 4ZX H19 H19 H 0 1 N N N 21.186 -1.719 13.202 2.818 -1.178 2.281 H19 4ZX 58 4ZX H20 H20 H 0 1 N N N 23.289 -1.842 15.426 5.112 -0.144 2.422 H20 4ZX 59 4ZX H21 H21 H 0 1 N N N 23.582 -1.636 13.665 5.083 -1.657 1.484 H21 4ZX 60 4ZX H22 H22 H 0 1 N N N 22.669 -3.794 13.193 4.962 1.158 0.307 H22 4ZX 61 4ZX H23 H23 H 0 1 N N N 21.837 -5.416 14.723 5.253 -0.043 -1.854 H23 4ZX 62 4ZX H24 H24 H 0 1 N N N 22.175 -4.351 16.129 5.165 -1.598 -0.992 H24 4ZX 63 4ZX H25 H25 H 0 1 N N N 20.098 -3.960 13.931 2.961 -1.082 -1.913 H25 4ZX 64 4ZX H26 H26 H 0 1 N N N 19.824 -4.196 15.691 2.980 0.525 -1.141 H26 4ZX 65 4ZX H27 H27 H 0 1 N N N 24.227 -5.112 14.168 7.111 0.097 1.295 H27 4ZX 66 4ZX H29 H29 H 0 1 N N N 24.933 -3.080 16.107 7.029 1.188 -1.442 H29 4ZX 67 4ZX H30 H30 H 0 1 N N N 24.586 -4.821 16.382 6.994 2.175 0.038 H30 4ZX 68 4ZX H31 H31 H 0 1 N N N 26.212 -6.533 15.784 9.044 0.001 -2.097 H31 4ZX 69 4ZX H32 H32 H 0 1 N N N 28.577 -7.067 15.269 11.502 -0.086 -1.980 H32 4ZX 70 4ZX H33 H33 H 0 1 N N N 30.128 -5.281 14.551 12.688 1.052 -0.147 H33 4ZX 71 4ZX H34 H34 H 0 1 N N N 29.338 -2.941 14.359 11.417 2.278 1.569 H34 4ZX 72 4ZX H35 H35 H 0 1 N N N 26.977 -2.393 14.874 8.959 2.370 1.449 H35 4ZX 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 4ZX C50 N58 SING N N 1 4ZX C50 C47 SING N N 2 4ZX C50 C52 SING N N 3 4ZX C44 C47 SING N N 4 4ZX C44 N43 SING N N 5 4ZX O18 C17 DOUB N N 6 4ZX N58 C60 SING N N 7 4ZX C70 C68 DOUB Y N 8 4ZX C70 C72 SING Y N 9 4ZX C68 C66 SING Y N 10 4ZX C55 C52 SING N N 11 4ZX C55 N43 SING N N 12 4ZX C23 C21 SING N N 13 4ZX C23 C26 SING N N 14 4ZX C72 C63 DOUB Y N 15 4ZX N43 S40 SING N N 16 4ZX C66 C64 DOUB Y N 17 4ZX C63 C64 SING Y N 18 4ZX C63 C60 SING N N 19 4ZX C14 C06 DOUB Y N 20 4ZX C14 C16 SING Y N 21 4ZX C07 C06 SING N N 22 4ZX C07 C10 SING N N 23 4ZX C17 C16 SING N N 24 4ZX C17 N19 SING N N 25 4ZX C21 N19 SING N N 26 4ZX C21 C36 SING N N 27 4ZX C26 N39 SING N N 28 4ZX C26 C28 SING N N 29 4ZX C06 C05 SING Y N 30 4ZX C16 C02 DOUB Y N 31 4ZX N39 S40 SING N N 32 4ZX N39 C34 SING N N 33 4ZX C10 O11 DOUB N N 34 4ZX C10 N12 SING N N 35 4ZX S40 O41 DOUB N N 36 4ZX S40 O42 DOUB N N 37 4ZX C36 C34 SING N N 38 4ZX C28 C31 SING N N 39 4ZX C05 N12 SING N N 40 4ZX C05 C03 DOUB Y N 41 4ZX C02 C03 SING Y N 42 4ZX C02 CL1 SING N N 43 4ZX C34 C31 SING N N 44 4ZX C03 H1 SING N N 45 4ZX C07 H2 SING N N 46 4ZX C07 H3 SING N N 47 4ZX N12 H4 SING N N 48 4ZX C14 H5 SING N N 49 4ZX N19 H6 SING N N 50 4ZX C21 H7 SING N N 51 4ZX C23 H8 SING N N 52 4ZX C23 H9 SING N N 53 4ZX C26 H10 SING N N 54 4ZX C28 H11 SING N N 55 4ZX C28 H12 SING N N 56 4ZX C31 H13 SING N N 57 4ZX C31 H14 SING N N 58 4ZX C34 H15 SING N N 59 4ZX C36 H16 SING N N 60 4ZX C36 H17 SING N N 61 4ZX C44 H18 SING N N 62 4ZX C44 H19 SING N N 63 4ZX C47 H20 SING N N 64 4ZX C47 H21 SING N N 65 4ZX C50 H22 SING N N 66 4ZX C52 H23 SING N N 67 4ZX C52 H24 SING N N 68 4ZX C55 H25 SING N N 69 4ZX C55 H26 SING N N 70 4ZX N58 H27 SING N N 71 4ZX C60 H29 SING N N 72 4ZX C60 H30 SING N N 73 4ZX C64 H31 SING N N 74 4ZX C66 H32 SING N N 75 4ZX C68 H33 SING N N 76 4ZX C70 H34 SING N N 77 4ZX C72 H35 SING N N 78 # 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 4ZX InChI InChI 1.03 "InChI=1S/C28H34ClN5O4S/c29-25-16-26-19(13-27(35)32-26)12-24(25)28(36)31-21-14-22-6-7-23(15-21)34(22)39(37,38)33-10-8-20(9-11-33)30-17-18-4-2-1-3-5-18/h1-5,12,16,20-23,30H,6-11,13-15,17H2,(H,31,36)(H,32,35)/t21-,22+,23-" 4ZX InChIKey InChI 1.03 SSDPURPCLGSTBN-NUNAXRQHSA-N 4ZX SMILES_CANONICAL CACTVS 3.385 "Clc1cc2NC(=O)Cc2cc1C(=O)N[C@@H]3C[C@@H]4CC[C@H](C3)N4[S](=O)(=O)N5CC[C@H](CC5)NCc6ccccc6" 4ZX SMILES CACTVS 3.385 "Clc1cc2NC(=O)Cc2cc1C(=O)N[CH]3C[CH]4CC[CH](C3)N4[S](=O)(=O)N5CC[CH](CC5)NCc6ccccc6" 4ZX SMILES_CANONICAL "OpenEye OEToolkits" 1.9.2 "c1ccc(cc1)CNC2CCN(CC2)S(=O)(=O)N3[C@@H]4CC[C@H]3CC(C4)NC(=O)c5cc6c(cc5Cl)NC(=O)C6" 4ZX SMILES "OpenEye OEToolkits" 1.9.2 "c1ccc(cc1)CNC2CCN(CC2)S(=O)(=O)N3C4CCC3CC(C4)NC(=O)c5cc6c(cc5Cl)NC(=O)C6" # 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 4ZX "SYSTEMATIC NAME" "OpenEye OEToolkits" 1.9.2 "6-chloranyl-2-oxidanylidene-N-[(1S,5R)-8-[4-[(phenylmethyl)amino]piperidin-1-yl]sulfonyl-8-azabicyclo[3.2.1]octan-3-yl]-1,3-dihydroindole-5-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 4ZX "Create component" 2015-07-02 RCSB 4ZX "Initial release" 2015-09-09 RCSB #