data_FRB # _chem_comp.id FRB _chem_comp.name "2-CYCLOHEXYL-N-(2-{4-[5-(2,3-DICHLORO-PHENYL)-2H-PYRAZOL-3-YL]-PIPERIDIN-1-YL}-2-OXO-ETHYL)-2-GUANIDINO-ACETAMIDE" _chem_comp.type NON-POLYMER _chem_comp.pdbx_type HETAIN _chem_comp.formula "C25 H33 Cl2 N7 O2" _chem_comp.mon_nstd_parent_comp_id ? _chem_comp.pdbx_synonyms SP2456 _chem_comp.pdbx_formal_charge 0 _chem_comp.pdbx_initial_date 2003-07-17 _chem_comp.pdbx_modified_date 2020-06-17 _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 534.481 _chem_comp.one_letter_code ? _chem_comp.three_letter_code FRB _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 1PW6 _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 FRB N1 N1 N 0 1 N N N 82.662 24.133 11.101 8.098 3.736 -0.523 N1 FRB 1 FRB C2 C2 C 0 1 N N N 83.464 25.185 10.995 7.308 2.702 -0.457 C2 FRB 2 FRB N3 N3 N 0 1 N N N 83.238 26.268 11.736 6.305 2.542 -1.383 N3 FRB 3 FRB N4 N4 N 0 1 N N N 84.468 25.133 10.126 7.478 1.770 0.540 N4 FRB 4 FRB C5 C5 C 0 1 N N R 85.874 25.272 10.452 6.671 0.548 0.546 C5 FRB 5 FRB C6 C6 C 0 1 N N N 86.534 25.844 9.196 6.870 -0.201 -0.773 C6 FRB 6 FRB C7 C7 C 0 1 N N N 86.018 27.253 8.892 8.320 -0.679 -0.874 C7 FRB 7 FRB C8 C8 C 0 1 N N N 86.547 27.758 7.553 8.518 -1.428 -2.194 C8 FRB 8 FRB C9 C9 C 0 1 N N N 88.073 27.751 7.538 7.579 -2.635 -2.242 C9 FRB 9 FRB C10 C10 C 0 1 N N N 88.644 26.390 7.938 6.129 -2.157 -2.140 C10 FRB 10 FRB C11 C11 C 0 1 N N N 88.062 25.869 9.254 5.930 -1.408 -0.821 C11 FRB 11 FRB C12 C12 C 0 1 N N N 86.479 23.954 10.870 5.216 0.908 0.705 C12 FRB 12 FRB O13 O13 O 0 1 N N N 86.300 22.962 10.180 4.837 2.030 0.445 O13 FRB 13 FRB N14 N14 N 0 1 N N N 87.184 23.933 12.010 4.336 -0.018 1.137 N14 FRB 14 FRB C15 C15 C 0 1 N N N 88.401 23.380 12.105 2.922 0.332 1.292 C15 FRB 15 FRB C16 C16 C 0 1 N N N 89.360 23.934 12.879 2.158 -0.870 1.784 C16 FRB 16 FRB O17 O17 O 0 1 N N N 89.281 25.122 13.150 2.738 -1.916 1.985 O17 FRB 17 FRB N18 N18 N 0 1 N N N 90.465 23.181 13.392 0.831 -0.783 1.999 N18 FRB 18 FRB C19 C19 C 0 1 N N N 90.558 21.721 13.222 0.072 -1.947 2.479 C19 FRB 19 FRB C20 C20 C 0 1 N N N 90.720 21.075 14.598 -1.105 -2.192 1.531 C20 FRB 20 FRB C23 C23 C 0 1 N N N 91.559 23.845 14.132 0.116 0.479 1.766 C23 FRB 21 FRB C22 C22 C 0 1 N N N 91.768 23.188 15.503 -1.064 0.204 0.820 C22 FRB 22 FRB C21 C21 C 0 1 N N N 91.878 21.657 15.425 -1.932 -0.911 1.407 C21 FRB 23 FRB C24 C24 C 0 1 Y N N 91.881 20.966 16.754 -3.111 -1.159 0.502 C24 FRB 24 FRB N25 N25 N 0 1 Y N N 91.809 19.647 17.021 -3.123 -1.963 -0.583 N25 FRB 25 FRB N26 N26 N 0 1 Y N N 91.836 19.457 18.314 -4.405 -1.917 -1.145 N26 FRB 26 FRB C28 C28 C 0 1 Y N N 91.964 21.703 17.939 -4.342 -0.620 0.636 C28 FRB 27 FRB C27 C27 C 0 1 Y N N 91.924 20.668 18.860 -5.143 -1.107 -0.416 C27 FRB 28 FRB C29 C29 C 0 1 Y N N 91.979 20.774 20.250 -6.568 -0.769 -0.657 C29 FRB 29 FRB C34 C34 C 0 1 Y N N 91.143 21.720 21.045 -7.020 0.536 -0.468 C34 FRB 30 FRB CL36 CL36 CL 0 0 N N N 89.987 22.869 20.303 -5.915 1.773 0.043 CL36 FRB 31 FRB C30 C30 C 0 1 Y N N 92.837 19.922 20.951 -7.461 -1.758 -1.066 C30 FRB 32 FRB C31 C31 C 0 1 Y N N 92.939 19.957 22.345 -8.785 -1.440 -1.288 C31 FRB 33 FRB C32 C32 C 0 1 Y N N 92.182 20.836 23.122 -9.229 -0.142 -1.105 C32 FRB 34 FRB C33 C33 C 0 1 Y N N 91.288 21.718 22.522 -8.348 0.844 -0.698 C33 FRB 35 FRB CL35 CL35 CL 0 0 N N N 90.310 22.850 23.511 -8.912 2.470 -0.470 CL35 FRB 36 FRB HN1 HN1 H 0 1 N N N 81.654 24.263 11.020 8.850 3.813 0.085 HN1 FRB 37 FRB HN31 1HN3 H 0 0 N N N 83.200 25.987 12.716 6.149 3.227 -2.052 HN31 FRB 38 FRB HN32 2HN3 H 0 0 N N N 83.854 27.077 11.655 5.757 1.742 -1.371 HN32 FRB 39 FRB HN4 HN4 H 0 1 N N N 84.267 25.829 9.408 8.133 1.923 1.240 HN4 FRB 40 FRB H5 H5 H 0 1 N N N 86.030 25.948 11.325 6.981 -0.088 1.376 H5 FRB 41 FRB H6 H6 H 0 1 N N N 86.248 25.145 8.376 6.648 0.466 -1.606 H6 FRB 42 FRB H71 1H7 H 0 1 N N N 86.253 27.963 9.719 8.989 0.181 -0.840 H71 FRB 43 FRB H72 2H7 H 0 1 N N N 84.905 27.300 8.937 8.542 -1.345 -0.041 H72 FRB 44 FRB H81 1H8 H 0 1 N N N 86.136 28.763 7.299 8.296 -0.761 -3.027 H81 FRB 45 FRB H82 2H8 H 0 1 N N N 86.123 27.182 6.698 9.551 -1.768 -2.266 H82 FRB 46 FRB H91 1H9 H 0 1 N N N 88.488 28.567 8.175 7.721 -3.168 -3.181 H91 FRB 47 FRB H92 2H9 H 0 1 N N N 88.469 28.081 6.550 7.801 -3.301 -1.408 H92 FRB 48 FRB H101 1H10 H 0 0 N N N 89.758 26.419 7.977 5.907 -1.490 -2.973 H101 FRB 49 FRB H102 2H10 H 0 0 N N N 88.512 25.645 7.119 5.460 -3.016 -2.174 H102 FRB 50 FRB H111 1H11 H 0 0 N N N 88.482 24.873 9.526 6.152 -2.074 0.013 H111 FRB 51 FRB H112 2H11 H 0 0 N N N 88.433 26.451 10.130 4.897 -1.067 -0.748 H112 FRB 52 FRB H14 H14 H 0 1 N N N 86.776 24.357 12.843 4.640 -0.915 1.345 H14 FRB 53 FRB H151 1H15 H 0 0 N N N 88.811 23.267 11.074 2.825 1.144 2.012 H151 FRB 54 FRB H152 2H15 H 0 0 N N N 88.275 22.318 12.419 2.519 0.650 0.330 H152 FRB 55 FRB H191 1H19 H 0 0 N N N 91.367 21.425 12.514 0.719 -2.824 2.493 H191 FRB 56 FRB H192 2H19 H 0 0 N N N 89.695 21.302 12.654 -0.302 -1.750 3.483 H192 FRB 57 FRB H201 1H20 H 0 0 N N N 90.823 19.969 14.503 -0.728 -2.478 0.549 H201 FRB 58 FRB H202 2H20 H 0 0 N N N 89.765 21.126 15.170 -1.731 -2.992 1.927 H202 FRB 59 FRB H231 1H23 H 0 0 N N N 91.388 24.943 14.223 -0.258 0.874 2.710 H231 FRB 60 FRB H232 2H23 H 0 0 N N N 92.503 23.870 13.539 0.791 1.201 1.307 H232 FRB 61 FRB H221 1H22 H 0 0 N N N 90.968 23.494 16.217 -0.687 -0.104 -0.155 H221 FRB 62 FRB H222 2H22 H 0 0 N N N 92.653 23.625 16.023 -1.659 1.110 0.711 H222 FRB 63 FRB H21 H21 H 0 1 N N N 92.866 21.469 14.944 -2.288 -0.612 2.393 H21 FRB 64 FRB H25 H25 H 0 1 N N N 91.743 18.894 16.336 -2.374 -2.482 -0.916 H25 FRB 65 FRB H28 H28 H 0 1 N N N 92.040 22.791 18.101 -4.656 0.067 1.408 H28 FRB 66 FRB H30 H30 H 0 1 N N N 93.452 19.201 20.387 -7.117 -2.771 -1.211 H30 FRB 67 FRB H31 H31 H 0 1 N N N 93.639 19.269 22.848 -9.477 -2.206 -1.606 H31 FRB 68 FRB H32 H32 H 0 1 N N N 92.291 20.834 24.220 -10.266 0.102 -1.280 H32 FRB 69 # # 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 FRB N1 C2 DOUB N N 1 FRB N1 HN1 SING N N 2 FRB C2 N3 SING N N 3 FRB C2 N4 SING N N 4 FRB N3 HN31 SING N N 5 FRB N3 HN32 SING N N 6 FRB N4 C5 SING N N 7 FRB N4 HN4 SING N N 8 FRB C5 C6 SING N N 9 FRB C5 C12 SING N N 10 FRB C5 H5 SING N N 11 FRB C6 C7 SING N N 12 FRB C6 C11 SING N N 13 FRB C6 H6 SING N N 14 FRB C7 C8 SING N N 15 FRB C7 H71 SING N N 16 FRB C7 H72 SING N N 17 FRB C8 C9 SING N N 18 FRB C8 H81 SING N N 19 FRB C8 H82 SING N N 20 FRB C9 C10 SING N N 21 FRB C9 H91 SING N N 22 FRB C9 H92 SING N N 23 FRB C10 C11 SING N N 24 FRB C10 H101 SING N N 25 FRB C10 H102 SING N N 26 FRB C11 H111 SING N N 27 FRB C11 H112 SING N N 28 FRB C12 O13 DOUB N N 29 FRB C12 N14 SING N N 30 FRB N14 C15 SING N N 31 FRB N14 H14 SING N N 32 FRB C15 C16 SING N N 33 FRB C15 H151 SING N N 34 FRB C15 H152 SING N N 35 FRB C16 O17 DOUB N N 36 FRB C16 N18 SING N N 37 FRB N18 C19 SING N N 38 FRB N18 C23 SING N N 39 FRB C19 C20 SING N N 40 FRB C19 H191 SING N N 41 FRB C19 H192 SING N N 42 FRB C20 C21 SING N N 43 FRB C20 H201 SING N N 44 FRB C20 H202 SING N N 45 FRB C23 C22 SING N N 46 FRB C23 H231 SING N N 47 FRB C23 H232 SING N N 48 FRB C22 C21 SING N N 49 FRB C22 H221 SING N N 50 FRB C22 H222 SING N N 51 FRB C21 C24 SING N N 52 FRB C21 H21 SING N N 53 FRB C24 N25 SING Y N 54 FRB C24 C28 DOUB Y N 55 FRB N25 N26 SING Y N 56 FRB N25 H25 SING N N 57 FRB N26 C27 DOUB Y N 58 FRB C28 C27 SING Y N 59 FRB C28 H28 SING N N 60 FRB C27 C29 SING Y N 61 FRB C29 C34 DOUB Y N 62 FRB C29 C30 SING Y N 63 FRB C34 CL36 SING N N 64 FRB C34 C33 SING Y N 65 FRB C30 C31 DOUB Y N 66 FRB C30 H30 SING N N 67 FRB C31 C32 SING Y N 68 FRB C31 H31 SING N N 69 FRB C32 C33 DOUB Y N 70 FRB C32 H32 SING N N 71 FRB C33 CL35 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 FRB SMILES ACDLabs 10.04 "O=C(NCC(=O)N3CCC(c1cc(nn1)c2cccc(Cl)c2Cl)CC3)C(NC(=[N@H])N)C4CCCCC4" FRB SMILES_CANONICAL CACTVS 3.341 "NC(=N)N[C@H](C1CCCCC1)C(=O)NCC(=O)N2CCC(CC2)c3[nH]nc(c3)c4cccc(Cl)c4Cl" FRB SMILES CACTVS 3.341 "NC(=N)N[CH](C1CCCCC1)C(=O)NCC(=O)N2CCC(CC2)c3[nH]nc(c3)c4cccc(Cl)c4Cl" FRB SMILES_CANONICAL "OpenEye OEToolkits" 1.5.0 "c1cc(c(c(c1)Cl)Cl)c2cc([nH]n2)C3CCN(CC3)C(=O)CNC(=O)[C@@H](C4CCCCC4)NC(=N)N" FRB SMILES "OpenEye OEToolkits" 1.5.0 "c1cc(c(c(c1)Cl)Cl)c2cc([nH]n2)C3CCN(CC3)C(=O)CNC(=O)C(C4CCCCC4)NC(=N)N" FRB InChI InChI 1.03 "InChI=1S/C25H33Cl2N7O2/c26-18-8-4-7-17(22(18)27)20-13-19(32-33-20)15-9-11-34(12-10-15)21(35)14-30-24(36)23(31-25(28)29)16-5-2-1-3-6-16/h4,7-8,13,15-16,23H,1-3,5-6,9-12,14H2,(H,30,36)(H,32,33)(H4,28,29,31)/t23-/m1/s1" FRB InChIKey InChI 1.03 SSSXBBASYYVGCI-HSZRJFAPSA-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 FRB "SYSTEMATIC NAME" ACDLabs 10.04 "(2R)-2-carbamimidamido-2-cyclohexyl-N-(2-{4-[3-(2,3-dichlorophenyl)-1H-pyrazol-5-yl]piperidin-1-yl}-2-oxoethyl)ethanamide" FRB "SYSTEMATIC NAME" "OpenEye OEToolkits" 1.5.0 "(2R)-2-carbamimidamido-2-cyclohexyl-N-[2-[4-[5-(2,3-dichlorophenyl)-2H-pyrazol-3-yl]piperidin-1-yl]-2-oxo-ethyl]ethanamide" # # loop_ _pdbx_chem_comp_audit.comp_id _pdbx_chem_comp_audit.action_type _pdbx_chem_comp_audit.date _pdbx_chem_comp_audit.processing_site FRB "Create component" 2003-07-17 RCSB FRB "Modify aromatic_flag" 2011-06-04 RCSB FRB "Modify descriptor" 2011-06-04 RCSB FRB "Modify synonyms" 2020-06-05 PDBE # _pdbx_chem_comp_synonyms.ordinal 1 _pdbx_chem_comp_synonyms.comp_id FRB _pdbx_chem_comp_synonyms.name SP2456 _pdbx_chem_comp_synonyms.provenance ? _pdbx_chem_comp_synonyms.type ? ##