data_JZL # _chem_comp.id JZL _chem_comp.name "7-amino-2-[(2-chlorobenzyl)amino]-1-{[(1S,2S)-2-hydroxycycloheptyl]methyl}-1H-benzimidazole-5-carboxamide" _chem_comp.type NON-POLYMER _chem_comp.pdbx_type HETAIN _chem_comp.formula "C23 H28 Cl N5 O2" _chem_comp.mon_nstd_parent_comp_id ? _chem_comp.pdbx_synonyms ? _chem_comp.pdbx_formal_charge 0 _chem_comp.pdbx_initial_date 2009-09-29 _chem_comp.pdbx_modified_date 2011-06-04 _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 441.954 _chem_comp.one_letter_code ? _chem_comp.three_letter_code JZL _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 3JZI _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 JZL N1 N1 N 0 1 N N N -15.133 -2.086 -1.848 6.714 2.001 0.100 N1 JZL 1 JZL C2 C2 C 0 1 N N N -15.276 -1.993 -0.497 5.527 2.498 0.502 C2 JZL 2 JZL O3 O3 O 0 1 N N N -16.154 -2.587 0.113 5.485 3.539 1.129 O3 JZL 3 JZL C4 C4 C 0 1 Y N N -14.324 -1.110 0.219 4.278 1.779 0.180 C4 JZL 4 JZL C5 C5 C 0 1 Y N N -14.598 -0.859 1.581 4.329 0.581 -0.542 C5 JZL 5 JZL C6 C6 C 0 1 Y N N -13.790 -0.011 2.363 3.164 -0.097 -0.847 C6 JZL 6 JZL N7 N7 N 0 1 N N N -14.136 0.179 3.715 3.219 -1.294 -1.569 N7 JZL 7 JZL C8 C8 C 0 1 Y N N -12.673 0.553 1.686 1.934 0.412 -0.433 C8 JZL 8 JZL N9 N9 N 0 1 Y N N -11.690 1.396 2.071 0.626 -0.015 -0.576 N9 JZL 9 JZL C10 C10 C 0 1 N N N -11.594 1.987 3.374 0.178 -1.228 -1.265 C10 JZL 10 JZL C11 C11 C 0 1 N N S -10.716 1.316 4.372 -0.010 -2.353 -0.245 C11 JZL 11 JZL C12 C12 C 0 1 N N N -10.612 1.832 5.802 1.327 -2.697 0.354 C12 JZL 12 JZL C13 C13 C 0 1 N N N -10.632 0.687 6.786 1.117 -3.080 1.833 C13 JZL 13 JZL C14 C14 C 0 1 N N N -11.411 -0.495 6.278 0.644 -4.447 1.991 C14 JZL 14 JZL C15 C15 C 0 1 N N N -10.619 -1.479 5.419 -0.728 -4.675 1.324 C15 JZL 15 JZL C16 C16 C 0 1 N N N -9.612 -0.961 4.369 -0.516 -4.868 -0.153 C16 JZL 16 JZL C17 C17 C 0 1 N N S -9.555 0.488 3.884 -0.668 -3.557 -0.947 C17 JZL 17 JZL O18 O18 O 0 1 N N N -8.306 1.137 4.219 -0.069 -3.724 -2.233 O18 JZL 18 JZL C19 C19 C 0 1 Y N N -10.846 1.636 1.013 -0.172 0.904 0.045 C19 JZL 19 JZL N20 N20 N 0 1 N N N -9.781 2.469 1.185 -1.546 0.834 0.124 N20 JZL 20 JZL C21 C21 C 0 1 N N N -9.000 2.953 0.102 -2.294 1.885 0.820 C21 JZL 21 JZL C22 C22 C 0 1 Y N N -9.643 4.103 -0.616 -3.768 1.575 0.763 C22 JZL 22 JZL C23 C23 C 0 1 Y N N -10.453 5.078 0.058 -4.417 1.098 1.885 C23 JZL 23 JZL C24 C24 C 0 1 Y N N -11.030 6.141 -0.671 -5.769 0.813 1.833 C24 JZL 24 JZL C25 C25 C 0 1 Y N N -10.807 6.261 -2.060 -6.472 1.005 0.658 C25 JZL 25 JZL C26 C26 C 0 1 Y N N -10.009 5.302 -2.734 -5.823 1.481 -0.465 C26 JZL 26 JZL C27 C27 C 0 1 Y N N -9.426 4.229 -2.010 -4.472 1.773 -0.412 C27 JZL 27 JZL CL28 CL28 CL 0 0 N N N -8.458 3.075 -2.871 -3.658 2.379 -1.820 CL28 JZL 28 JZL N29 N29 N 0 1 Y N N -11.241 0.959 -0.037 0.564 1.860 0.554 N29 JZL 29 JZL C30 C30 C 0 1 Y N N -12.364 0.305 0.350 1.876 1.614 0.292 C30 JZL 30 JZL C31 C31 C 0 1 Y N N -13.185 -0.544 -0.402 3.055 2.292 0.602 C31 JZL 31 JZL HN1 HN1 H 0 1 N N N -15.760 -2.656 -2.379 7.534 2.473 0.311 HN1 JZL 32 JZL HN1A HN1A H 0 0 N N N -14.401 -1.584 -2.309 6.747 1.169 -0.398 HN1A JZL 33 JZL H5 H5 H 0 1 N N N -15.455 -1.332 2.038 5.282 0.185 -0.863 H5 JZL 34 JZL HN7 HN7 H 0 1 N N N -13.480 0.800 4.143 4.047 -1.565 -1.997 HN7 JZL 35 JZL HN7A HN7A H 0 0 N N N -15.053 0.573 3.772 2.429 -1.853 -1.643 HN7A JZL 36 JZL H10 H10 H 0 1 N N N -11.199 3.004 3.235 -0.768 -1.032 -1.768 H10 JZL 37 JZL H10A H10A H 0 0 N N N -12.610 1.994 3.797 0.927 -1.525 -1.999 H10A JZL 38 JZL H11 H11 H 0 1 N N N -11.498 0.562 4.547 -0.672 -2.004 0.547 H11 JZL 39 JZL H12 H12 H 0 1 N N N -9.669 2.387 5.916 1.764 -3.539 -0.184 H12 JZL 40 JZL H12A H12A H 0 0 N N N -11.464 2.497 6.007 1.990 -1.834 0.289 H12A JZL 41 JZL H13 H13 H 0 1 N N N -9.596 0.368 6.971 2.063 -2.970 2.363 H13 JZL 42 JZL H13A H13A H 0 0 N N N -11.098 1.037 7.719 0.387 -2.401 2.273 H13A JZL 43 JZL H14 H14 H 0 1 N N N -11.787 -1.046 7.153 1.371 -5.126 1.543 H14 JZL 44 JZL H14A H14A H 0 0 N N N -12.238 -0.109 5.664 0.562 -4.672 3.054 H14A JZL 45 JZL H15 H15 H 0 1 N N N -10.036 -2.094 6.121 -1.197 -5.564 1.746 H15 JZL 46 JZL H15A H15A H 0 0 N N N -11.365 -2.064 4.861 -1.365 -3.807 1.492 H15A JZL 47 JZL H16 H16 H 0 1 N N N -8.622 -1.152 4.808 0.486 -5.265 -0.317 H16 JZL 48 JZL H16A H16A H 0 0 N N N -9.815 -1.554 3.465 -1.244 -5.590 -0.522 H16A JZL 49 JZL H17 H17 H 0 1 N N N -9.625 0.425 2.788 -1.730 -3.348 -1.081 H17 JZL 50 JZL HO18 HO18 H 0 0 N N N -7.581 0.608 3.908 -0.429 -4.464 -2.741 HO18 JZL 51 JZL HN20 HN20 H 0 0 N N N -10.154 3.285 1.626 -2.019 0.090 -0.281 HN20 JZL 52 JZL H21 H21 H 0 1 N N N -8.031 3.291 0.498 -1.972 1.931 1.860 H21 JZL 53 JZL H21A H21A H 0 0 N N N -8.859 2.132 -0.617 -2.106 2.844 0.338 H21A JZL 54 JZL H23 H23 H 0 1 N N N -10.621 4.999 1.122 -3.869 0.947 2.803 H23 JZL 55 JZL H24 H24 H 0 1 N N N -11.646 6.867 -0.162 -6.277 0.440 2.711 H24 JZL 56 JZL H25 H25 H 0 1 N N N -11.244 7.082 -2.609 -7.528 0.782 0.618 H25 JZL 57 JZL H26 H26 H 0 1 N N N -9.845 5.388 -3.798 -6.372 1.630 -1.383 H26 JZL 58 JZL H31 H31 H 0 1 N N N -12.954 -0.762 -1.434 3.018 3.214 1.163 H31 JZL 59 # 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 JZL N1 C2 SING N N 1 JZL C2 O3 DOUB N N 2 JZL C2 C4 SING N N 3 JZL C4 C5 DOUB Y N 4 JZL C4 C31 SING Y N 5 JZL C5 C6 SING Y N 6 JZL C6 N7 SING N N 7 JZL C6 C8 DOUB Y N 8 JZL C8 N9 SING Y N 9 JZL C8 C30 SING Y N 10 JZL N9 C10 SING N N 11 JZL N9 C19 SING Y N 12 JZL C10 C11 SING N N 13 JZL C11 C12 SING N N 14 JZL C11 C17 SING N N 15 JZL C12 C13 SING N N 16 JZL C13 C14 SING N N 17 JZL C14 C15 SING N N 18 JZL C15 C16 SING N N 19 JZL C16 C17 SING N N 20 JZL C17 O18 SING N N 21 JZL C19 N20 SING N N 22 JZL C19 N29 DOUB Y N 23 JZL N20 C21 SING N N 24 JZL C21 C22 SING N N 25 JZL C22 C23 DOUB Y N 26 JZL C22 C27 SING Y N 27 JZL C23 C24 SING Y N 28 JZL C24 C25 DOUB Y N 29 JZL C25 C26 SING Y N 30 JZL C26 C27 DOUB Y N 31 JZL C27 CL28 SING N N 32 JZL N29 C30 SING Y N 33 JZL C30 C31 DOUB Y N 34 JZL N1 HN1 SING N N 35 JZL N1 HN1A SING N N 36 JZL C5 H5 SING N N 37 JZL N7 HN7 SING N N 38 JZL N7 HN7A SING N N 39 JZL C10 H10 SING N N 40 JZL C10 H10A SING N N 41 JZL C11 H11 SING N N 42 JZL C12 H12 SING N N 43 JZL C12 H12A SING N N 44 JZL C13 H13 SING N N 45 JZL C13 H13A SING N N 46 JZL C14 H14 SING N N 47 JZL C14 H14A SING N N 48 JZL C15 H15 SING N N 49 JZL C15 H15A SING N N 50 JZL C16 H16 SING N N 51 JZL C16 H16A SING N N 52 JZL C17 H17 SING N N 53 JZL O18 HO18 SING N N 54 JZL N20 HN20 SING N N 55 JZL C21 H21 SING N N 56 JZL C21 H21A SING N N 57 JZL C23 H23 SING N N 58 JZL C24 H24 SING N N 59 JZL C25 H25 SING N N 60 JZL C26 H26 SING N N 61 JZL C31 H31 SING N N 62 # 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 JZL SMILES ACDLabs 11.02 "Clc1ccccc1CNc3nc2cc(cc(c2n3CC4CCCCCC4O)N)C(=O)N" JZL SMILES_CANONICAL CACTVS 3.352 "NC(=O)c1cc(N)c2n(C[C@@H]3CCCCC[C@@H]3O)c(NCc4ccccc4Cl)nc2c1" JZL SMILES CACTVS 3.352 "NC(=O)c1cc(N)c2n(C[CH]3CCCCC[CH]3O)c(NCc4ccccc4Cl)nc2c1" JZL SMILES_CANONICAL "OpenEye OEToolkits" 1.7.0 "c1ccc(c(c1)CNc2nc3cc(cc(c3n2C[C@@H]4CCCCC[C@@H]4O)N)C(=O)N)Cl" JZL SMILES "OpenEye OEToolkits" 1.7.0 "c1ccc(c(c1)CNc2nc3cc(cc(c3n2CC4CCCCCC4O)N)C(=O)N)Cl" JZL InChI InChI 1.03 "InChI=1S/C23H28ClN5O2/c24-17-8-5-4-6-14(17)12-27-23-28-19-11-16(22(26)31)10-18(25)21(19)29(23)13-15-7-2-1-3-9-20(15)30/h4-6,8,10-11,15,20,30H,1-3,7,9,12-13,25H2,(H2,26,31)(H,27,28)/t15-,20-/m0/s1" JZL InChIKey InChI 1.03 AQAQDMCJHAROPH-YWZLYKJASA-N # 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 JZL "SYSTEMATIC NAME" ACDLabs 11.02 "7-amino-2-[(2-chlorobenzyl)amino]-1-{[(1S,2S)-2-hydroxycycloheptyl]methyl}-1H-benzimidazole-5-carboxamide" JZL "SYSTEMATIC NAME" "OpenEye OEToolkits" 1.6.1 "7-azanyl-2-[(2-chlorophenyl)methylamino]-1-[[(1S,2S)-2-hydroxycycloheptyl]methyl]benzimidazole-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 JZL "Create component" 2009-09-29 RCSB JZL "Modify aromatic_flag" 2011-06-04 RCSB JZL "Modify descriptor" 2011-06-04 RCSB #