data_9WO # _chem_comp.id 9WO _chem_comp.name "N-{(3S)-1-[3-(pyridin-4-yl)-1H-pyrazol-5-yl]piperidin-3-yl}-1H-indole-2-carboxamide" _chem_comp.type NON-POLYMER _chem_comp.pdbx_type HETAIN _chem_comp.formula "C22 H22 N6 O" _chem_comp.mon_nstd_parent_comp_id ? _chem_comp.pdbx_synonyms ? _chem_comp.pdbx_formal_charge 0 _chem_comp.pdbx_initial_date 2018-08-22 _chem_comp.pdbx_modified_date 2019-08-09 _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 386.450 _chem_comp.one_letter_code ? _chem_comp.three_letter_code 9WO _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 6AFK _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 9WO CAK C1 C 0 1 Y N N 41.421 -26.851 -5.042 5.323 0.343 0.285 CAK 9WO 1 9WO CAZ C2 C 0 1 Y N N 42.498 -27.686 -4.664 5.719 -1.011 0.163 CAZ 9WO 2 9WO CAH C3 C 0 1 Y N N 43.827 -27.429 -4.230 6.963 -1.655 0.172 CAH 9WO 3 9WO CAB C4 C 0 1 Y N N 44.679 -28.491 -3.929 7.028 -3.010 0.030 CAB 9WO 4 9WO CAC C5 C 0 1 Y N N 44.222 -29.809 -4.054 5.869 -3.761 -0.125 CAC 9WO 5 9WO CAI C6 C 0 1 Y N N 42.913 -30.061 -4.476 4.635 -3.153 -0.136 CAI 9WO 6 9WO CBA C7 C 0 1 Y N N 42.036 -28.979 -4.788 4.543 -1.771 0.008 CBA 9WO 7 9WO NAT N1 N 0 1 Y N N 40.739 -28.960 -5.213 3.482 -0.896 0.036 NAT 9WO 8 9WO CAX C8 C 0 1 Y N N 40.366 -27.700 -5.371 3.967 0.385 0.211 CAX 9WO 9 9WO CAU C9 C 0 1 N N N 38.989 -27.205 -5.806 3.147 1.603 0.293 CAU 9WO 10 9WO OAA O1 O 0 1 N N N 38.301 -27.863 -6.513 3.679 2.686 0.448 OAA 9WO 11 9WO NAR N2 N 0 1 N N N 38.546 -25.917 -5.277 1.805 1.520 0.195 NAR 9WO 12 9WO CBB C10 C 0 1 N N S 37.222 -25.335 -5.626 0.988 2.733 0.277 CBB 9WO 13 9WO CAO C11 C 0 1 N N N 37.456 -23.922 -6.094 -0.420 2.369 0.755 CAO 9WO 14 9WO CAM C12 C 0 1 N N N 36.309 -25.279 -4.489 0.900 3.385 -1.106 CAM 9WO 15 9WO CAL C13 C 0 1 N N N 34.998 -24.740 -4.834 0.208 2.420 -2.073 CAL 9WO 16 9WO CAN C14 C 0 1 N N N 35.012 -23.510 -5.745 -1.178 2.066 -1.527 CAN 9WO 17 9WO NBC N3 N 0 1 N N N 36.186 -23.450 -6.741 -1.040 1.445 -0.204 NBC 9WO 18 9WO CAY C15 C 0 1 Y N N 35.993 -23.841 -8.094 -2.270 0.991 0.265 CAY 9WO 19 9WO CAJ C16 C 0 1 Y N N 34.857 -23.550 -8.828 -3.102 0.127 -0.374 CAJ 9WO 20 9WO NAS N4 N 0 1 Y N N 36.838 -24.526 -8.835 -2.851 1.328 1.446 NAS 9WO 21 9WO NAQ N5 N 0 1 Y N N 36.332 -24.703 -10.028 -4.077 0.656 1.533 NAQ 9WO 22 9WO CAW C17 C 0 1 Y N N 35.155 -24.128 -10.056 -4.232 -0.065 0.443 CAW 9WO 23 9WO CAV C18 C 0 1 Y N N 34.248 -24.108 -11.203 -5.396 -0.931 0.130 CAV 9WO 24 9WO CAF C19 C 0 1 Y N N 34.656 -24.717 -12.347 -5.449 -1.659 -1.062 CAF 9WO 25 9WO CAD C20 C 0 1 Y N N 33.793 -24.699 -13.388 -6.547 -2.456 -1.311 CAD 9WO 26 9WO NAP N6 N 0 1 Y N N 32.621 -24.110 -13.269 -7.536 -2.536 -0.442 NAP 9WO 27 9WO CAE C21 C 0 1 Y N N 32.230 -23.511 -12.182 -7.525 -1.866 0.694 CAE 9WO 28 9WO CAG C22 C 0 1 Y N N 33.032 -23.502 -11.089 -6.466 -1.045 1.022 CAG 9WO 29 9WO H1 H1 H 0 1 N N N 41.417 -25.771 -5.070 5.980 1.189 0.417 H1 9WO 30 9WO H2 H2 H 0 1 N N N 44.177 -26.412 -4.133 7.869 -1.079 0.290 H2 9WO 31 9WO H3 H3 H 0 1 N N N 45.689 -28.298 -3.600 7.989 -3.503 0.036 H3 9WO 32 9WO H4 H4 H 0 1 N N N 44.882 -30.632 -3.824 5.938 -4.833 -0.237 H4 9WO 33 9WO H5 H5 H 0 1 N N N 42.564 -31.079 -4.566 3.740 -3.745 -0.257 H5 9WO 34 9WO H6 H6 H 0 1 N N N 40.167 -29.763 -5.377 2.547 -1.140 -0.050 H6 9WO 35 9WO H7 H7 H 0 1 N N N 39.151 -25.411 -4.662 1.380 0.656 0.071 H7 9WO 36 9WO H8 H8 H 0 1 N N N 36.769 -25.917 -6.442 1.442 3.431 0.980 H8 9WO 37 9WO H9 H9 H 0 1 N N N 38.281 -23.898 -6.822 -0.360 1.892 1.733 H9 9WO 38 9WO H10 H10 H 0 1 N N N 37.704 -23.278 -5.237 -1.024 3.274 0.828 H10 9WO 39 9WO H11 H11 H 0 1 N N N 36.176 -26.298 -4.096 0.325 4.308 -1.038 H11 9WO 40 9WO H12 H12 H 0 1 N N N 36.756 -24.642 -3.712 1.904 3.607 -1.468 H12 9WO 41 9WO H13 H13 H 0 1 N N N 34.488 -24.464 -3.899 0.104 2.895 -3.048 H13 9WO 42 9WO H14 H14 H 0 1 N N N 34.429 -25.532 -5.342 0.804 1.513 -2.171 H14 9WO 43 9WO H15 H15 H 0 1 N N N 35.059 -22.614 -5.108 -1.778 2.972 -1.443 H15 9WO 44 9WO H16 H16 H 0 1 N N N 34.075 -23.502 -6.321 -1.668 1.368 -2.206 H16 9WO 45 9WO H17 H17 H 0 1 N N N 33.970 -23.013 -8.525 -2.928 -0.330 -1.337 H17 9WO 46 9WO H18 H18 H 0 1 N N N 37.731 -24.860 -8.532 -2.481 1.928 2.113 H18 9WO 47 9WO H19 H19 H 0 1 N N N 35.623 -25.192 -12.421 -4.642 -1.598 -1.777 H19 9WO 48 9WO H20 H20 H 0 1 N N N 34.066 -25.170 -14.321 -6.597 -3.022 -2.229 H20 9WO 49 9WO H21 H21 H 0 1 N N N 31.268 -23.022 -12.151 -8.357 -1.961 1.377 H21 9WO 50 9WO H22 H22 H 0 1 N N N 32.721 -23.034 -10.167 -6.461 -0.502 1.956 H22 9WO 51 # # 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 9WO CAD NAP DOUB Y N 1 9WO CAD CAF SING Y N 2 9WO NAP CAE SING Y N 3 9WO CAF CAV DOUB Y N 4 9WO CAE CAG DOUB Y N 5 9WO CAV CAG SING Y N 6 9WO CAV CAW SING N N 7 9WO CAW NAQ DOUB Y N 8 9WO CAW CAJ SING Y N 9 9WO NAQ NAS SING Y N 10 9WO NAS CAY SING Y N 11 9WO CAJ CAY DOUB Y N 12 9WO CAY NBC SING N N 13 9WO NBC CAO SING N N 14 9WO NBC CAN SING N N 15 9WO OAA CAU DOUB N N 16 9WO CAO CBB SING N N 17 9WO CAU CAX SING N N 18 9WO CAU NAR SING N N 19 9WO CAN CAL SING N N 20 9WO CBB NAR SING N N 21 9WO CBB CAM SING N N 22 9WO CAX NAT SING Y N 23 9WO CAX CAK DOUB Y N 24 9WO NAT CBA SING Y N 25 9WO CAK CAZ SING Y N 26 9WO CAL CAM SING N N 27 9WO CBA CAZ DOUB Y N 28 9WO CBA CAI SING Y N 29 9WO CAZ CAH SING Y N 30 9WO CAI CAC DOUB Y N 31 9WO CAH CAB DOUB Y N 32 9WO CAC CAB SING Y N 33 9WO CAK H1 SING N N 34 9WO CAH H2 SING N N 35 9WO CAB H3 SING N N 36 9WO CAC H4 SING N N 37 9WO CAI H5 SING N N 38 9WO NAT H6 SING N N 39 9WO NAR H7 SING N N 40 9WO CBB H8 SING N N 41 9WO CAO H9 SING N N 42 9WO CAO H10 SING N N 43 9WO CAM H11 SING N N 44 9WO CAM H12 SING N N 45 9WO CAL H13 SING N N 46 9WO CAL H14 SING N N 47 9WO CAN H15 SING N N 48 9WO CAN H16 SING N N 49 9WO CAJ H17 SING N N 50 9WO NAS H18 SING N N 51 9WO CAF H19 SING N N 52 9WO CAD H20 SING N N 53 9WO CAE H21 SING N N 54 9WO CAG H22 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 9WO SMILES ACDLabs 12.01 "c2c1ccccc1nc2C(NC3CCCN(C3)c4cc(nn4)c5ccncc5)=O" 9WO InChI InChI 1.03 "InChI=1S/C22H22N6O/c29-22(20-12-16-4-1-2-6-18(16)25-20)24-17-5-3-11-28(14-17)21-13-19(26-27-21)15-7-9-23-10-8-15/h1-2,4,6-10,12-13,17,25H,3,5,11,14H2,(H,24,29)(H,26,27)/t17-/m0/s1" 9WO InChIKey InChI 1.03 ZFKKLBZXLNWYEO-KRWDZBQOSA-N 9WO SMILES_CANONICAL CACTVS 3.385 "O=C(N[C@H]1CCCN(C1)c2[nH]nc(c2)c3ccncc3)c4[nH]c5ccccc5c4" 9WO SMILES CACTVS 3.385 "O=C(N[CH]1CCCN(C1)c2[nH]nc(c2)c3ccncc3)c4[nH]c5ccccc5c4" 9WO SMILES_CANONICAL "OpenEye OEToolkits" 2.0.6 "c1ccc2c(c1)cc([nH]2)C(=O)N[C@H]3CCCN(C3)c4cc(n[nH]4)c5ccncc5" 9WO SMILES "OpenEye OEToolkits" 2.0.6 "c1ccc2c(c1)cc([nH]2)C(=O)NC3CCCN(C3)c4cc(n[nH]4)c5ccncc5" # # 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 9WO "SYSTEMATIC NAME" ACDLabs 12.01 "N-{(3S)-1-[3-(pyridin-4-yl)-1H-pyrazol-5-yl]piperidin-3-yl}-1H-indole-2-carboxamide" 9WO "SYSTEMATIC NAME" "OpenEye OEToolkits" 2.0.6 "~{N}-[(3~{S})-1-(3-pyridin-4-yl-1~{H}-pyrazol-5-yl)piperidin-3-yl]-1~{H}-indole-2-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 9WO "Create component" 2018-08-22 RCSB 9WO "Initial release" 2019-08-14 RCSB ##