data_14A # _chem_comp.id 14A _chem_comp.name N-ALLYL-5-AMIDINOAMINOOXY-PROPYLOXY-3-CHLORO-N-CYCLOPENTYLBENZAMIDE _chem_comp.type NON-POLYMER _chem_comp.pdbx_type HETAIN _chem_comp.formula "C19 H27 Cl N4 O3" _chem_comp.mon_nstd_parent_comp_id ? _chem_comp.pdbx_synonyms ? _chem_comp.pdbx_formal_charge 0 _chem_comp.pdbx_initial_date 2005-02-02 _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 394.896 _chem_comp.one_letter_code ? _chem_comp.three_letter_code 14A _chem_comp.pdbx_model_coordinates_details ? _chem_comp.pdbx_model_coordinates_missing_flag N _chem_comp.pdbx_ideal_coordinates_details ? _chem_comp.pdbx_ideal_coordinates_missing_flag N _chem_comp.pdbx_model_coordinates_db_code 1T4V _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 14A N1 N1 N 0 1 N N N 10.221 -12.942 24.494 -1.790 0.335 9.042 N1 14A 1 14A C2 C2 C 0 1 N N N 11.038 -11.963 24.139 -0.512 0.212 8.819 C2 14A 2 14A N3 N3 N 0 1 N N N 10.899 -10.742 24.642 0.369 0.180 9.874 N3 14A 3 14A N4 N4 N 0 1 N N N 11.950 -12.180 23.223 -0.045 0.114 7.530 N4 14A 4 14A O5 O5 O 0 1 N N N 12.932 -11.315 22.941 -0.952 0.146 6.444 O5 14A 5 14A C6 C6 C 0 1 N N N 12.875 -10.733 21.619 -0.174 0.025 5.251 C6 14A 6 14A C7 C7 C 0 1 N N N 13.439 -11.716 20.568 -1.100 0.054 4.033 C7 14A 7 14A C8 C8 C 0 1 N N N 14.937 -11.908 20.676 -0.266 -0.075 2.757 C8 14A 8 14A O9 O9 O 0 1 N N N 15.153 -12.945 21.627 -1.131 -0.049 1.619 O9 14A 9 14A C10 C10 C 0 1 Y N N 16.431 -13.482 21.642 -0.338 -0.167 0.521 C10 14A 10 14A C11 C11 C 0 1 Y N N 17.466 -12.973 20.841 1.036 -0.282 0.667 C11 14A 11 14A C12 C12 C 0 1 Y N N 18.750 -13.569 20.911 1.848 -0.404 -0.446 C12 14A 12 14A C13 C13 C 0 1 Y N N 18.968 -14.625 21.740 1.293 -0.411 -1.711 C13 14A 13 14A C14 C14 C 0 1 Y N N 17.968 -15.109 22.525 -0.088 -0.295 -1.867 C14 14A 14 14A C15 C15 C 0 1 Y N N 16.701 -14.566 22.486 -0.905 -0.178 -0.742 C15 14A 15 14A CL16 CL16 CL 0 0 N N N 20.038 -12.982 19.978 3.567 -0.548 -0.253 CL16 14A 16 14A C17 C17 C 0 1 N N N 18.257 -16.270 23.398 -0.685 -0.302 -3.219 C17 14A 17 14A O18 O18 O 0 1 N N N 17.459 -17.203 23.297 -1.690 -0.951 -3.437 O18 14A 18 14A N19 N19 N 0 1 N N N 19.256 -16.348 24.308 -0.115 0.409 -4.211 N19 14A 19 14A C20 C20 C 0 1 N N N 19.299 -17.503 25.269 1.110 1.169 -3.956 C20 14A 20 14A C21 C21 C 0 1 N N N 18.034 -17.851 26.068 2.277 0.473 -4.609 C21 14A 21 14A C22 C22 C 0 1 N N N 18.023 -18.320 27.302 2.991 1.098 -5.512 C22 14A 22 14A C23 C23 C 0 1 N N N 19.783 -15.007 24.668 -0.722 0.424 -5.545 C23 14A 23 14A C24 C24 C 0 1 N N N 21.305 -15.149 24.549 -2.021 1.257 -5.525 C24 14A 24 14A C25 C25 C 0 1 N N N 21.979 -14.542 25.718 -2.975 0.495 -6.478 C25 14A 25 14A C26 C26 C 0 1 N N N 20.915 -14.431 26.797 -2.648 -0.987 -6.175 C26 14A 26 14A C27 C27 C 0 1 N N N 19.623 -14.914 26.187 -1.121 -1.002 -5.958 C27 14A 27 14A HN1 HN1 H 0 1 N N N 9.253 -12.774 24.220 -2.412 0.357 8.298 HN1 14A 28 14A HN31 1HN3 H 0 0 N N N 10.914 -10.814 25.659 0.039 0.249 10.784 HN31 14A 29 14A HN32 2HN3 H 0 0 N N N 11.529 -9.988 24.368 1.320 0.085 9.709 HN32 14A 30 14A HN4 HN4 H 0 1 N N N 11.461 -12.378 22.350 0.906 0.022 7.364 HN4 14A 31 14A H61 1H6 H 0 1 N N N 13.389 -9.744 21.579 0.373 -0.916 5.269 H61 14A 32 14A H62 2H6 H 0 1 N N N 11.845 -10.395 21.359 0.530 0.854 5.192 H62 14A 33 14A H71 1H7 H 0 1 N N N 13.152 -11.403 19.537 -1.648 0.996 4.015 H71 14A 34 14A H72 2H7 H 0 1 N N N 12.909 -12.696 20.616 -1.804 -0.775 4.093 H72 14A 35 14A H81 1H8 H 0 1 N N N 15.484 -10.967 20.920 0.281 -1.017 2.775 H81 14A 36 14A H82 2H8 H 0 1 N N N 15.426 -12.104 19.694 0.438 0.753 2.697 H82 14A 37 14A H11 H11 H 0 1 N N N 17.274 -12.120 20.169 1.475 -0.277 1.654 H11 14A 38 14A H13 H13 H 0 1 N N N 19.966 -15.094 21.776 1.929 -0.505 -2.579 H13 14A 39 14A H15 H15 H 0 1 N N N 15.910 -14.995 23.124 -1.975 -0.089 -0.856 H15 14A 40 14A H201 1H20 H 0 0 N N N 20.143 -17.347 25.981 1.281 1.234 -2.882 H201 14A 41 14A H202 2H20 H 0 0 N N N 19.641 -18.413 24.723 1.009 2.173 -4.370 H202 14A 42 14A H21 H21 H 0 1 N N N 16.996 -17.751 25.708 2.525 -0.540 -4.332 H21 14A 43 14A H221 1H22 H 0 0 N N N 17.115 -18.570 27.876 3.827 0.599 -5.979 H221 14A 44 14A H222 2H22 H 0 0 N N N 19.061 -18.420 27.662 2.744 2.112 -5.789 H222 14A 45 14A H23 H23 H 0 1 N N N 19.315 -14.186 24.077 -0.022 0.841 -6.269 H23 14A 46 14A H241 1H24 H 0 0 N N N 21.686 -14.730 23.589 -2.436 1.292 -4.517 H241 14A 47 14A H242 2H24 H 0 0 N N N 21.611 -16.211 24.401 -1.834 2.264 -5.897 H242 14A 48 14A H251 1H25 H 0 0 N N N 22.485 -13.575 25.489 -2.754 0.735 -7.518 H251 14A 49 14A H252 2H25 H 0 0 N N N 22.890 -15.095 26.045 -4.015 0.718 -6.242 H252 14A 50 14A H261 1H26 H 0 0 N N N 20.839 -13.409 27.235 -2.920 -1.618 -7.021 H261 14A 51 14A H262 2H26 H 0 0 N N N 21.185 -14.967 27.737 -3.165 -1.315 -5.273 H262 14A 52 14A H271 1H27 H 0 0 N N N 19.278 -15.875 26.635 -0.615 -1.278 -6.883 H271 14A 53 14A H272 2H27 H 0 0 N N N 18.754 -14.281 26.482 -0.863 -1.706 -5.167 H272 14A 54 # 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 14A N1 C2 DOUB N N 1 14A N1 HN1 SING N N 2 14A C2 N3 SING N N 3 14A C2 N4 SING N N 4 14A N3 HN31 SING N N 5 14A N3 HN32 SING N N 6 14A N4 O5 SING N N 7 14A N4 HN4 SING N N 8 14A O5 C6 SING N N 9 14A C6 C7 SING N N 10 14A C6 H61 SING N N 11 14A C6 H62 SING N N 12 14A C7 C8 SING N N 13 14A C7 H71 SING N N 14 14A C7 H72 SING N N 15 14A C8 O9 SING N N 16 14A C8 H81 SING N N 17 14A C8 H82 SING N N 18 14A O9 C10 SING N N 19 14A C10 C11 DOUB Y N 20 14A C10 C15 SING Y N 21 14A C11 C12 SING Y N 22 14A C11 H11 SING N N 23 14A C12 C13 DOUB Y N 24 14A C12 CL16 SING N N 25 14A C13 C14 SING Y N 26 14A C13 H13 SING N N 27 14A C14 C15 DOUB Y N 28 14A C14 C17 SING N N 29 14A C15 H15 SING N N 30 14A C17 O18 DOUB N N 31 14A C17 N19 SING N N 32 14A N19 C20 SING N N 33 14A N19 C23 SING N N 34 14A C20 C21 SING N N 35 14A C20 H201 SING N N 36 14A C20 H202 SING N N 37 14A C21 C22 DOUB N N 38 14A C21 H21 SING N N 39 14A C22 H221 SING N N 40 14A C22 H222 SING N N 41 14A C23 C24 SING N N 42 14A C23 C27 SING N N 43 14A C23 H23 SING N N 44 14A C24 C25 SING N N 45 14A C24 H241 SING N N 46 14A C24 H242 SING N N 47 14A C25 C26 SING N N 48 14A C25 H251 SING N N 49 14A C25 H252 SING N N 50 14A C26 C27 SING N N 51 14A C26 H261 SING N N 52 14A C26 H262 SING N N 53 14A C27 H271 SING N N 54 14A C27 H272 SING N N 55 # 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 14A SMILES ACDLabs 10.04 "O=C(N(C\C=C)C1CCCC1)c2cc(OCCCONC(=[N@H])N)cc(Cl)c2" 14A SMILES_CANONICAL CACTVS 3.341 "NC(=N)NOCCCOc1cc(Cl)cc(c1)C(=O)N(CC=C)C2CCCC2" 14A SMILES CACTVS 3.341 "NC(=N)NOCCCOc1cc(Cl)cc(c1)C(=O)N(CC=C)C2CCCC2" 14A SMILES_CANONICAL "OpenEye OEToolkits" 1.5.0 "C=CCN(C1CCCC1)C(=O)c2cc(cc(c2)Cl)OCCCONC(=N)N" 14A SMILES "OpenEye OEToolkits" 1.5.0 "C=CCN(C1CCCC1)C(=O)c2cc(cc(c2)Cl)OCCCONC(=N)N" 14A InChI InChI 1.03 "InChI=1S/C19H27ClN4O3/c1-2-8-24(16-6-3-4-7-16)18(25)14-11-15(20)13-17(12-14)26-9-5-10-27-23-19(21)22/h2,11-13,16H,1,3-10H2,(H4,21,22,23)" 14A InChIKey InChI 1.03 XWIUMAPBZWNFNV-UHFFFAOYSA-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 14A "SYSTEMATIC NAME" ACDLabs 10.04 "3-[3-(carbamimidamidooxy)propoxy]-5-chloro-N-cyclopentyl-N-prop-2-en-1-ylbenzamide" 14A "SYSTEMATIC NAME" "OpenEye OEToolkits" 1.5.0 "3-(3-carbamimidamidooxypropoxy)-5-chloro-N-cyclopentyl-N-prop-2-enyl-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 14A "Create component" 2005-02-02 RCSB 14A "Modify descriptor" 2011-06-04 RCSB #