data_1RQ # _chem_comp.id 1RQ _chem_comp.name "cyclopropyl[(3R)-3-({4-[6-hydroxy-2-(naphthalen-2-yl)-1H-benzimidazol-1-yl]pyrimidin-2-yl}amino)piperidin-1-yl]methanone" _chem_comp.type NON-POLYMER _chem_comp.pdbx_type HETAIN _chem_comp.formula "C30 H28 N6 O2" _chem_comp.mon_nstd_parent_comp_id ? _chem_comp.pdbx_synonyms ? _chem_comp.pdbx_formal_charge 0 _chem_comp.pdbx_initial_date 2013-05-09 _chem_comp.pdbx_modified_date 2014-05-16 _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 504.582 _chem_comp.one_letter_code ? _chem_comp.three_letter_code 1RQ _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 4KKH _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 1RQ C4 C4 C 0 1 Y N N 4.890 27.133 32.132 -1.853 1.178 0.510 C4 DRG 1 1RQ C5 C5 C 0 1 Y N N 6.243 27.277 32.469 -1.689 2.126 1.520 C5 DRG 2 1RQ C6 C6 C 0 1 Y N N 6.752 28.544 32.714 -0.419 2.609 1.772 C6 DRG 3 1RQ N1 N1 N 0 1 Y N N 5.906 29.647 32.589 0.598 2.161 1.051 N1 DRG 4 1RQ N3 N3 N 0 1 Y N N 4.143 28.240 31.993 -0.789 0.773 -0.173 N3 DRG 5 1RQ CAQ CAQ C 0 1 N N N -1.057 33.752 34.160 8.572 0.147 1.094 CAQ DRG 6 1RQ CAR CAR C 0 1 N N N -1.744 32.437 34.503 8.717 0.233 -0.426 CAR DRG 7 1RQ CBJ CBJ C 0 1 N N N -0.486 32.437 33.622 7.537 0.915 0.269 CBJ DRG 8 1RQ CAY CAY C 0 1 N N N -0.692 32.201 32.117 6.176 0.289 0.103 CAY DRG 9 1RQ OAA OAA O 0 1 N N N -1.819 32.314 31.630 5.935 -0.783 0.616 OAA DRG 10 1RQ NBK NBK N 0 1 N N N 0.406 31.874 31.389 5.227 0.922 -0.614 NBK DRG 11 1RQ CAT CAT C 0 1 N N N 1.744 31.738 32.019 3.895 0.325 -0.784 CAT DRG 12 1RQ CAS CAS C 0 1 N N N 0.268 31.655 29.912 5.502 2.225 -1.236 CAS DRG 13 1RQ CAO CAO C 0 1 N N N 1.078 30.447 29.413 4.427 3.221 -0.789 CAO DRG 14 1RQ CAP CAP C 0 1 N N N 2.523 30.471 29.970 3.043 2.651 -1.110 CAP DRG 15 1RQ CBI CBI C 0 1 N N R 2.484 30.496 31.531 2.838 1.345 -0.349 CBI DRG 16 1RQ NAX NAX N 0 1 N N N 3.842 30.547 32.084 1.501 0.818 -0.633 NAX DRG 17 1RQ C2 C2 C 0 1 Y N N 4.627 29.473 32.220 0.413 1.261 0.098 C2 DRG 18 1RQ NBL NBL N 0 1 Y N N 4.376 25.922 31.860 -3.114 0.659 0.226 NBL DRG 19 1RQ CBH CBH C 0 1 Y N N 3.389 25.712 30.956 -4.273 1.385 0.015 CBH DRG 20 1RQ CAN CAN C 0 1 Y N N 2.673 26.552 30.177 -4.572 2.739 0.009 CAN DRG 21 1RQ CAZ CAZ C 0 1 Y N N 1.687 26.067 29.310 -5.869 3.154 -0.244 CAZ DRG 22 1RQ OAB OAB O 0 1 N N N 0.958 26.912 28.521 -6.165 4.480 -0.250 OAB DRG 23 1RQ CAG CAG C 0 1 Y N N 1.452 24.694 29.262 -6.870 2.219 -0.492 CAG DRG 24 1RQ CAL CAL C 0 1 Y N N 2.220 23.876 30.086 -6.589 0.882 -0.489 CAL DRG 25 1RQ CBG CBG C 0 1 Y N N 3.156 24.398 30.897 -5.286 0.442 -0.236 CBG DRG 26 1RQ NAW NAW N 0 1 Y N N 3.987 23.797 31.742 -4.717 -0.787 -0.169 NAW DRG 27 1RQ CBD CBD C 0 1 Y N N 4.732 24.712 32.332 -3.440 -0.669 0.097 CBD DRG 28 1RQ CBA CBA C 0 1 Y N N 5.645 24.429 33.277 -2.493 -1.795 0.240 CBA DRG 29 1RQ CAM CAM C 0 1 Y N N 6.620 23.446 33.118 -2.692 -2.956 -0.486 CAM DRG 30 1RQ CBF CBF C 0 1 Y N N 7.536 23.207 34.149 -1.789 -4.021 -0.346 CBF DRG 31 1RQ CAJ CAJ C 0 1 Y N N 8.520 22.238 33.976 -1.957 -5.216 -1.067 CAJ DRG 32 1RQ CAD CAD C 0 1 Y N N 9.437 22.009 35.006 -1.063 -6.231 -0.909 CAD DRG 33 1RQ CAC CAC C 0 1 Y N N 9.378 22.743 36.191 0.019 -6.103 -0.040 CAC DRG 34 1RQ CAI CAI C 0 1 Y N N 8.397 23.710 36.367 0.213 -4.960 0.675 CAI DRG 35 1RQ CBE CBE C 0 1 Y N N 7.477 23.940 35.348 -0.688 -3.891 0.538 CBE DRG 36 1RQ CAK CAK C 0 1 Y N N 6.499 24.912 35.526 -0.514 -2.698 1.263 CAK DRG 37 1RQ CAH CAH C 0 1 Y N N 5.584 25.132 34.495 -1.394 -1.676 1.110 CAH DRG 38 1RQ H1 H1 H 0 1 N N N 6.883 26.410 32.537 -2.536 2.475 2.093 H1 DRG 39 1RQ H2 H2 H 0 1 N N N 7.786 28.675 32.997 -0.258 3.344 2.546 H2 DRG 40 1RQ H3 H3 H 0 1 N N N -0.515 34.308 34.939 8.268 -0.810 1.518 H3 DRG 41 1RQ H4 H4 H 0 1 N N N -1.542 34.462 33.473 9.266 0.730 1.700 H4 DRG 42 1RQ H5 H5 H 0 1 N N N -2.723 32.197 34.063 9.507 0.872 -0.821 H5 DRG 43 1RQ H6 H6 H 0 1 N N N -1.697 32.043 35.529 8.510 -0.669 -1.003 H6 DRG 44 1RQ H7 H7 H 0 1 N N N 0.448 32.066 34.070 7.550 2.003 0.331 H7 DRG 45 1RQ H8 H8 H 0 1 N N N 2.343 32.627 31.774 3.742 0.065 -1.832 H8 DRG 46 1RQ H9 H9 H 0 1 N N N 1.617 31.670 33.110 3.815 -0.572 -0.170 H9 DRG 47 1RQ H10 H10 H 0 1 N N N 0.621 32.556 29.388 6.483 2.580 -0.921 H10 DRG 48 1RQ H11 H11 H 0 1 N N N -0.794 31.487 29.679 5.481 2.124 -2.321 H11 DRG 49 1RQ H12 H12 H 0 1 N N N 0.582 29.522 29.742 4.511 3.389 0.285 H12 DRG 50 1RQ H13 H13 H 0 1 N N N 1.117 30.471 28.314 4.563 4.165 -1.317 H13 DRG 51 1RQ H14 H14 H 0 1 N N N 3.060 29.573 29.632 2.278 3.368 -0.815 H14 DRG 52 1RQ H15 H15 H 0 1 N N N 3.042 31.369 29.603 2.969 2.460 -2.180 H15 DRG 53 1RQ H16 H16 H 0 1 N N N 1.962 29.596 31.889 2.937 1.528 0.721 H16 DRG 54 1RQ H17 H17 H 0 1 N N N 4.349 31.184 31.503 1.379 0.159 -1.334 H17 DRG 55 1RQ H18 H18 H 0 1 N N N 2.864 27.614 30.224 -3.798 3.467 0.202 H18 DRG 56 1RQ H19 H19 H 0 1 N N N 1.238 27.807 28.671 -6.071 4.900 -1.116 H19 DRG 57 1RQ H20 H20 H 0 1 N N N 0.700 24.279 28.608 -7.877 2.554 -0.689 H20 DRG 58 1RQ H21 H21 H 0 1 N N N 2.062 22.808 30.073 -7.374 0.165 -0.683 H21 DRG 59 1RQ H22 H22 H 0 1 N N N 6.669 22.872 32.205 -3.535 -3.042 -1.156 H22 DRG 60 1RQ H23 H23 H 0 1 N N N 8.574 21.671 33.059 -2.792 -5.330 -1.744 H23 DRG 61 1RQ H24 H24 H 0 1 N N N 10.200 21.255 34.883 -1.195 -7.148 -1.463 H24 DRG 62 1RQ H25 H25 H 0 1 N N N 10.098 22.558 36.974 0.713 -6.922 0.068 H25 DRG 63 1RQ H26 H26 H 0 1 N N N 8.348 24.277 37.285 1.056 -4.876 1.344 H26 DRG 64 1RQ H27 H27 H 0 1 N N N 6.448 25.484 36.441 0.323 -2.593 1.937 H27 DRG 65 1RQ H28 H28 H 0 1 N N N 4.804 25.865 34.636 -1.251 -0.761 1.666 H28 DRG 66 # 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 1RQ OAB CAZ SING N N 1 1RQ CAG CAZ DOUB Y N 2 1RQ CAG CAL SING Y N 3 1RQ CAZ CAN SING Y N 4 1RQ CAO CAS SING N N 5 1RQ CAO CAP SING N N 6 1RQ CAS NBK SING N N 7 1RQ CAP CBI SING N N 8 1RQ CAL CBG DOUB Y N 9 1RQ CAN CBH DOUB Y N 10 1RQ CBG CBH SING Y N 11 1RQ CBG NAW SING Y N 12 1RQ CBH NBL SING Y N 13 1RQ NBK CAT SING N N 14 1RQ NBK CAY SING N N 15 1RQ CBI CAT SING N N 16 1RQ CBI NAX SING N N 17 1RQ OAA CAY DOUB N N 18 1RQ NAW CBD DOUB Y N 19 1RQ NBL C4 SING N N 20 1RQ NBL CBD SING Y N 21 1RQ N3 C4 DOUB Y N 22 1RQ N3 C2 SING Y N 23 1RQ NAX C2 SING N N 24 1RQ CAY CBJ SING N N 25 1RQ C4 C5 SING Y N 26 1RQ C2 N1 DOUB Y N 27 1RQ CBD CBA SING N N 28 1RQ C5 C6 DOUB Y N 29 1RQ N1 C6 SING Y N 30 1RQ CAM CBA DOUB Y N 31 1RQ CAM CBF SING Y N 32 1RQ CBA CAH SING Y N 33 1RQ CBJ CAQ SING N N 34 1RQ CBJ CAR SING N N 35 1RQ CAJ CBF DOUB Y N 36 1RQ CAJ CAD SING Y N 37 1RQ CBF CBE SING Y N 38 1RQ CAQ CAR SING N N 39 1RQ CAH CAK DOUB Y N 40 1RQ CAD CAC DOUB Y N 41 1RQ CBE CAK SING Y N 42 1RQ CBE CAI DOUB Y N 43 1RQ CAC CAI SING Y N 44 1RQ C5 H1 SING N N 45 1RQ C6 H2 SING N N 46 1RQ CAQ H3 SING N N 47 1RQ CAQ H4 SING N N 48 1RQ CAR H5 SING N N 49 1RQ CAR H6 SING N N 50 1RQ CBJ H7 SING N N 51 1RQ CAT H8 SING N N 52 1RQ CAT H9 SING N N 53 1RQ CAS H10 SING N N 54 1RQ CAS H11 SING N N 55 1RQ CAO H12 SING N N 56 1RQ CAO H13 SING N N 57 1RQ CAP H14 SING N N 58 1RQ CAP H15 SING N N 59 1RQ CBI H16 SING N N 60 1RQ NAX H17 SING N N 61 1RQ CAN H18 SING N N 62 1RQ OAB H19 SING N N 63 1RQ CAG H20 SING N N 64 1RQ CAL H21 SING N N 65 1RQ CAM H22 SING N N 66 1RQ CAJ H23 SING N N 67 1RQ CAD H24 SING N N 68 1RQ CAC H25 SING N N 69 1RQ CAI H26 SING N N 70 1RQ CAK H27 SING N N 71 1RQ CAH H28 SING N N 72 # 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 1RQ SMILES ACDLabs 12.01 "O=C(N6CCCC(Nc5nc(n3c4cc(O)ccc4nc3c2cc1ccccc1cc2)ccn5)C6)C7CC7" 1RQ InChI InChI 1.03 "InChI=1S/C30H28N6O2/c37-24-11-12-25-26(17-24)36(28(33-25)22-10-7-19-4-1-2-5-21(19)16-22)27-13-14-31-30(34-27)32-23-6-3-15-35(18-23)29(38)20-8-9-20/h1-2,4-5,7,10-14,16-17,20,23,37H,3,6,8-9,15,18H2,(H,31,32,34)/t23-/m1/s1" 1RQ InChIKey InChI 1.03 GQWKCVUFYCHSLR-HSZRJFAPSA-N 1RQ SMILES_CANONICAL CACTVS 3.370 "Oc1ccc2nc(n(c3ccnc(N[C@@H]4CCCN(C4)C(=O)C5CC5)n3)c2c1)c6ccc7ccccc7c6" 1RQ SMILES CACTVS 3.370 "Oc1ccc2nc(n(c3ccnc(N[CH]4CCCN(C4)C(=O)C5CC5)n3)c2c1)c6ccc7ccccc7c6" 1RQ SMILES_CANONICAL "OpenEye OEToolkits" 1.7.6 "c1ccc2cc(ccc2c1)c3nc4ccc(cc4n3c5ccnc(n5)N[C@@H]6CCCN(C6)C(=O)C7CC7)O" 1RQ SMILES "OpenEye OEToolkits" 1.7.6 "c1ccc2cc(ccc2c1)c3nc4ccc(cc4n3c5ccnc(n5)NC6CCCN(C6)C(=O)C7CC7)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 1RQ "SYSTEMATIC NAME" ACDLabs 12.01 "cyclopropyl[(3R)-3-({4-[6-hydroxy-2-(naphthalen-2-yl)-1H-benzimidazol-1-yl]pyrimidin-2-yl}amino)piperidin-1-yl]methanone" 1RQ "SYSTEMATIC NAME" "OpenEye OEToolkits" 1.7.6 "cyclopropyl-[(3R)-3-[[4-(2-naphthalen-2-yl-6-oxidanyl-benzimidazol-1-yl)pyrimidin-2-yl]amino]piperidin-1-yl]methanone" # loop_ _pdbx_chem_comp_audit.comp_id _pdbx_chem_comp_audit.action_type _pdbx_chem_comp_audit.date _pdbx_chem_comp_audit.processing_site 1RQ "Create component" 2013-05-09 RCSB 1RQ "Initial release" 2014-05-21 RCSB #