data_0CA # _chem_comp.id 0CA _chem_comp.name "1-[(7-carbamimidoylnaphthalen-2-yl)methyl]-6-({1-[(1Z)-ethanimidoyl]piperidin-4-yl}oxy)-2-(propan-2-yl)-1H-indole-4-carboxylic acid" _chem_comp.type NON-POLYMER _chem_comp.pdbx_type HETAIN _chem_comp.formula "C31 H35 N5 O3" _chem_comp.mon_nstd_parent_comp_id ? _chem_comp.pdbx_synonyms ? _chem_comp.pdbx_formal_charge 0 _chem_comp.pdbx_initial_date 2011-12-04 _chem_comp.pdbx_modified_date 2012-11-16 _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 525.641 _chem_comp.one_letter_code ? _chem_comp.three_letter_code 0CA _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 3UPE _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 0CA C13 C13 C 0 1 Y N N 23.143 34.441 36.006 1.186 2.604 0.839 C13 0CA 1 0CA C30 C30 C 0 1 Y N N 16.660 29.665 35.563 -3.672 -4.085 0.451 C30 0CA 2 0CA C14 C14 C 0 1 Y N N 24.026 33.360 36.086 1.974 1.523 0.449 C14 0CA 3 0CA C16 C16 C 0 1 Y N N 20.238 34.896 38.267 -2.189 3.352 -0.331 C16 0CA 4 0CA C21 C21 C 0 1 N N N 19.036 35.527 38.971 -3.502 4.080 -0.467 C21 0CA 5 0CA C22 C22 C 0 1 Y N N 19.389 31.737 39.133 -3.459 0.402 -1.237 C22 0CA 6 0CA C23 C23 C 0 1 Y N N 18.939 30.731 40.002 -4.748 0.638 -0.762 C23 0CA 7 0CA C24 C24 C 0 1 Y N N 18.081 29.716 39.564 -5.445 -0.335 -0.114 C24 0CA 8 0CA C25 C25 C 0 1 Y N N 18.932 31.726 37.809 -2.860 -0.808 -1.066 C25 0CA 9 0CA C26 C26 C 0 1 Y N N 18.089 30.687 37.375 -3.550 -1.838 -0.401 C26 0CA 10 0CA C27 C27 C 0 1 Y N N 17.642 29.699 38.252 -4.861 -1.598 0.081 C27 0CA 11 0CA C11 C11 C 0 1 Y N N 23.840 32.371 37.056 1.489 0.603 -0.469 C11 0CA 12 0CA N9 N9 N 0 1 N N N 27.734 26.478 35.682 8.335 -0.863 -0.912 N9 0CA 13 0CA C2 C2 C 0 1 N N N 27.549 29.357 35.779 5.273 -2.243 0.521 C2 0CA 14 0CA C3 C3 C 0 1 N N N 26.684 30.092 36.823 3.955 -2.070 -0.240 C3 0CA 15 0CA C4 C4 C 0 1 N N N 25.470 30.799 36.154 3.513 -0.607 -0.161 C4 0CA 16 0CA C5 C5 C 0 1 N N N 24.621 29.849 35.295 4.571 0.283 -0.818 C5 0CA 17 0CA C6 C6 C 0 1 N N N 25.523 29.199 34.245 5.896 0.137 -0.064 C6 0CA 18 0CA C7 C7 C 0 1 N N N 26.726 27.108 35.042 7.481 -1.715 -0.446 C7 0CA 19 0CA C31 C31 C 0 1 Y N N 17.620 30.763 35.962 -2.962 -3.097 -0.208 C31 0CA 20 0CA C32 C32 C 0 1 N N N 16.151 29.666 34.256 -3.056 -5.414 0.664 C32 0CA 21 0CA N33 N33 N 0 1 N N N 16.510 30.682 33.432 -1.849 -5.649 0.232 N33 0CA 22 0CA N34 N34 N 0 1 N N N 15.363 28.694 33.766 -3.758 -6.402 1.320 N34 0CA 23 0CA C29 C29 C 0 1 Y N N 16.280 28.679 36.494 -4.971 -3.835 0.925 C29 0CA 24 0CA C28 C28 C 0 1 Y N N 16.779 28.688 37.782 -5.557 -2.624 0.747 C28 0CA 25 0CA C20 C20 C 0 1 N N N 20.337 32.843 39.699 -2.717 1.504 -1.949 C20 0CA 26 0CA N15 N15 N 0 1 Y N N 20.811 33.759 38.629 -1.854 2.207 -0.997 N15 0CA 27 0CA C38 C38 C 0 1 N N N 19.360 36.986 39.365 -3.898 4.673 0.887 C38 0CA 28 0CA C39 C39 C 0 1 N N N 17.826 35.440 38.081 -3.357 5.205 -1.493 C39 0CA 29 0CA C17 C17 C 0 1 Y N N 20.966 35.511 37.095 -1.173 3.733 0.464 C17 0CA 30 0CA C18 C18 C 0 1 Y N N 22.075 34.493 36.912 -0.105 2.752 0.291 C18 0CA 31 0CA C35 C35 C 0 1 N N N 23.350 35.509 34.935 1.695 3.580 1.818 C35 0CA 32 0CA O36 O36 O 0 1 N N N 22.912 36.647 35.151 2.927 3.429 2.342 O36 0CA 33 0CA O37 O37 O 0 1 N N N 23.908 35.160 33.854 1.003 4.521 2.153 O37 0CA 34 0CA C19 C19 C 0 1 Y N N 21.886 33.489 37.869 -0.583 1.812 -0.639 C19 0CA 35 0CA C12 C12 C 0 1 Y N N 22.777 32.441 37.941 0.223 0.743 -1.011 C12 0CA 36 0CA O10 O10 O 0 1 N N N 24.662 31.282 37.242 2.267 -0.448 -0.842 O10 0CA 37 0CA N1 N1 N 0 1 N N N 26.629 28.503 34.985 6.255 -1.287 -0.010 N1 0CA 38 0CA C8 C8 C 0 1 N N N 25.769 26.254 34.269 7.834 -3.178 -0.384 C8 0CA 39 0CA H1 H1 H 0 1 N N N 24.854 33.289 35.396 2.964 1.401 0.863 H1 0CA 40 0CA H2 H2 H 0 1 N N N 18.837 34.960 39.892 -4.271 3.383 -0.798 H2 0CA 41 0CA H3 H3 H 0 1 N N N 19.262 30.740 41.032 -5.200 1.607 -0.911 H3 0CA 42 0CA H4 H4 H 0 1 N N N 17.761 28.946 40.250 -6.444 -0.137 0.248 H4 0CA 43 0CA H5 H5 H 0 1 N N N 19.225 32.510 37.126 -1.861 -0.977 -1.439 H5 0CA 44 0CA H9 H9 H 0 1 N N N 28.051 30.084 35.124 5.112 -2.049 1.582 H9 0CA 45 0CA H10 H10 H 0 1 N N N 28.303 28.735 36.283 5.642 -3.260 0.387 H10 0CA 46 0CA H11 H11 H 0 1 N N N 26.313 29.363 37.559 4.097 -2.351 -1.283 H11 0CA 47 0CA H12 H12 H 0 1 N N N 27.301 30.846 37.333 3.191 -2.705 0.208 H12 0CA 48 0CA H13 H13 H 0 1 N N N 25.832 31.632 35.533 3.395 -0.319 0.884 H13 0CA 49 0CA H14 H14 H 0 1 N N N 24.176 29.071 35.933 4.707 -0.020 -1.856 H14 0CA 50 0CA H15 H15 H 0 1 N N N 23.821 30.416 34.796 4.244 1.323 -0.783 H15 0CA 51 0CA H16 H16 H 0 1 N N N 25.940 29.968 33.578 6.676 0.691 -0.586 H16 0CA 52 0CA H17 H17 H 0 1 N N N 24.949 28.471 33.652 5.785 0.525 0.949 H17 0CA 53 0CA H19 H19 H 0 1 N N N 17.939 31.538 35.280 -1.964 -3.294 -0.570 H19 0CA 54 0CA H20 H20 H 0 1 N N N 16.124 30.576 32.516 -1.446 -6.520 0.371 H20 0CA 55 0CA H21 H21 H 0 1 N N N 15.056 28.731 32.815 -4.656 -6.227 1.642 H21 0CA 56 0CA H22 H22 H 0 1 N N N 15.084 27.934 34.352 -3.354 -7.273 1.459 H22 0CA 57 0CA H23 H23 H 0 1 N N N 15.588 27.905 36.197 -5.511 -4.618 1.438 H23 0CA 58 0CA H24 H24 H 0 1 N N N 16.498 27.891 38.454 -6.556 -2.447 1.117 H24 0CA 59 0CA H25 H25 H 0 1 N N N 19.792 33.428 40.454 -2.107 1.075 -2.745 H25 0CA 60 0CA H26 H26 H 0 1 N N N 21.208 32.361 40.168 -3.433 2.205 -2.378 H26 0CA 61 0CA H27 H27 H 0 1 N N N 18.490 37.432 39.870 -3.129 5.370 1.218 H27 0CA 62 0CA H28 H28 H 0 1 N N N 20.225 36.999 40.044 -4.848 5.199 0.789 H28 0CA 63 0CA H29 H29 H 0 1 N N N 19.595 37.566 38.461 -4.001 3.871 1.618 H29 0CA 64 0CA H30 H30 H 0 1 N N N 16.963 35.894 38.589 -2.534 5.858 -1.203 H30 0CA 65 0CA H31 H31 H 0 1 N N N 18.023 35.977 37.142 -3.153 4.777 -2.475 H31 0CA 66 0CA H32 H32 H 0 1 N N N 17.608 34.385 37.861 -4.281 5.782 -1.533 H32 0CA 67 0CA H33 H33 H 0 1 N N N 20.757 36.416 36.545 -1.151 4.600 1.108 H33 0CA 68 0CA H34 H34 H 0 1 N N N 23.063 37.195 34.389 3.217 4.095 2.980 H34 0CA 69 0CA H35 H35 H 0 1 N N N 22.646 31.673 38.689 -0.140 0.019 -1.725 H35 0CA 70 0CA H37 H37 H 0 1 N N N 25.004 26.891 33.801 8.842 -3.326 -0.772 H37 0CA 71 0CA H38 H38 H 0 1 N N N 26.316 25.705 33.488 7.788 -3.520 0.650 H38 0CA 72 0CA H39 H39 H 0 1 N N N 25.284 25.538 34.949 7.126 -3.749 -0.986 H39 0CA 73 0CA H6 H6 H 0 1 N N N 27.702 25.488 35.547 9.203 -1.166 -1.220 H6 0CA 74 # 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 0CA C13 C14 DOUB Y N 1 0CA C13 C18 SING Y N 2 0CA C30 C31 DOUB Y N 3 0CA C30 C29 SING Y N 4 0CA C14 C11 SING Y N 5 0CA C14 H1 SING N N 6 0CA C16 N15 SING Y N 7 0CA C16 C21 SING N N 8 0CA C21 C38 SING N N 9 0CA C21 H2 SING N N 10 0CA C22 C20 SING N N 11 0CA C22 C23 DOUB Y N 12 0CA C23 H3 SING N N 13 0CA C24 C23 SING Y N 14 0CA C24 H4 SING N N 15 0CA C25 C22 SING Y N 16 0CA C25 H5 SING N N 17 0CA C26 C25 DOUB Y N 18 0CA C26 C27 SING Y N 19 0CA C27 C24 DOUB Y N 20 0CA C11 O10 SING N N 21 0CA C11 C12 DOUB Y N 22 0CA C2 C3 SING N N 23 0CA C2 H9 SING N N 24 0CA C2 H10 SING N N 25 0CA C3 H11 SING N N 26 0CA C3 H12 SING N N 27 0CA C4 C3 SING N N 28 0CA C4 O10 SING N N 29 0CA C4 H13 SING N N 30 0CA C5 C4 SING N N 31 0CA C5 H14 SING N N 32 0CA C5 H15 SING N N 33 0CA C6 N1 SING N N 34 0CA C6 C5 SING N N 35 0CA C6 H16 SING N N 36 0CA C6 H17 SING N N 37 0CA C7 N9 DOUB N N 38 0CA C31 C26 SING Y N 39 0CA C31 H19 SING N N 40 0CA C32 C30 SING N N 41 0CA N33 C32 DOUB N N 42 0CA N33 H20 SING N N 43 0CA N34 C32 SING N N 44 0CA N34 H21 SING N N 45 0CA N34 H22 SING N N 46 0CA C29 C28 DOUB Y N 47 0CA C29 H23 SING N N 48 0CA C28 C27 SING Y N 49 0CA C28 H24 SING N N 50 0CA C20 H25 SING N N 51 0CA C20 H26 SING N N 52 0CA N15 C20 SING N N 53 0CA C38 H27 SING N N 54 0CA C38 H28 SING N N 55 0CA C38 H29 SING N N 56 0CA C39 C21 SING N N 57 0CA C39 H30 SING N N 58 0CA C39 H31 SING N N 59 0CA C39 H32 SING N N 60 0CA C17 C16 DOUB Y N 61 0CA C17 H33 SING N N 62 0CA C18 C17 SING Y N 63 0CA C18 C19 DOUB Y N 64 0CA C35 O36 SING N N 65 0CA C35 C13 SING N N 66 0CA O36 H34 SING N N 67 0CA O37 C35 DOUB N N 68 0CA C19 C12 SING Y N 69 0CA C19 N15 SING Y N 70 0CA C12 H35 SING N N 71 0CA N1 C7 SING N N 72 0CA N1 C2 SING N N 73 0CA C8 C7 SING N N 74 0CA C8 H37 SING N N 75 0CA C8 H38 SING N N 76 0CA C8 H39 SING N N 77 0CA N9 H6 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 0CA SMILES ACDLabs 12.01 "O=C(O)c2cc(OC1CCN(C(=[N@H])C)CC1)cc3c2cc(n3Cc5cc4cc(C(=[N@H])N)ccc4cc5)C(C)C" 0CA InChI InChI 1.03 "InChI=1S/C31H35N5O3/c1-18(2)28-16-26-27(31(37)38)14-25(39-24-8-10-35(11-9-24)19(3)32)15-29(26)36(28)17-20-4-5-21-6-7-22(30(33)34)13-23(21)12-20/h4-7,12-16,18,24,32H,8-11,17H2,1-3H3,(H3,33,34)(H,37,38)" 0CA InChIKey InChI 1.03 WBDOXNXLJBVELO-UHFFFAOYSA-N 0CA SMILES_CANONICAL CACTVS 3.370 "CC(C)c1cc2c(cc(OC3CCN(CC3)C(C)=N)cc2C(O)=O)n1Cc4ccc5ccc(cc5c4)C(N)=N" 0CA SMILES CACTVS 3.370 "CC(C)c1cc2c(cc(OC3CCN(CC3)C(C)=N)cc2C(O)=O)n1Cc4ccc5ccc(cc5c4)C(N)=N" 0CA SMILES_CANONICAL "OpenEye OEToolkits" 1.7.6 "[H]/N=C(\c1ccc2ccc(cc2c1)Cn3c4cc(cc(c4cc3C(C)C)C(=O)O)OC5CCN(CC5)C(=N)C)/N" 0CA SMILES "OpenEye OEToolkits" 1.7.6 "CC(C)c1cc2c(cc(cc2n1Cc3ccc4ccc(cc4c3)C(=N)N)OC5CCN(CC5)C(=N)C)C(=O)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 0CA "SYSTEMATIC NAME" ACDLabs 12.01 "1-[(7-carbamimidoylnaphthalen-2-yl)methyl]-6-({1-[(1Z)-ethanimidoyl]piperidin-4-yl}oxy)-2-(propan-2-yl)-1H-indole-4-carboxylic acid" 0CA "SYSTEMATIC NAME" "OpenEye OEToolkits" 1.7.6 "1-[(7-carbamimidoylnaphthalen-2-yl)methyl]-6-(1-ethanimidoylpiperidin-4-yl)oxy-2-propan-2-yl-indole-4-carboxylic acid" # loop_ _pdbx_chem_comp_audit.comp_id _pdbx_chem_comp_audit.action_type _pdbx_chem_comp_audit.date _pdbx_chem_comp_audit.processing_site 0CA "Create component" 2011-12-04 RCSB 0CA "Modify value order" 2011-12-05 RCSB 0CA "Initial release" 2012-11-16 RCSB #