data_2HX # _chem_comp.id 2HX _chem_comp.name "N-{4-[(3R,4R,5S)-3-amino-4-hydroxy-5-methylpiperidin-1-yl]pyridin-3-yl}-6-(2,6-difluorophenyl)-5-fluoropyridine-2-carboxamide" _chem_comp.type NON-POLYMER _chem_comp.pdbx_type HETAIN _chem_comp.formula "C23 H22 F3 N5 O2" _chem_comp.mon_nstd_parent_comp_id ? _chem_comp.pdbx_synonyms ? _chem_comp.pdbx_formal_charge 0 _chem_comp.pdbx_initial_date 2013-10-23 _chem_comp.pdbx_modified_date 2013-11-01 _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 457.448 _chem_comp.one_letter_code ? _chem_comp.three_letter_code 2HX _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 4N70 _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 2HX C1 C1 C 0 1 N N S -18.928 37.004 -4.871 -2.887 2.094 1.686 C1 2HX 1 2HX C2 C2 C 0 1 N N N -18.396 35.779 -4.120 -3.438 0.704 1.362 C2 2HX 2 2HX N3 N3 N 0 1 N N N -16.957 35.907 -3.782 -2.927 0.265 0.057 N3 2HX 3 2HX C4 C4 C 0 1 N N N -16.024 36.202 -4.874 -3.366 1.166 -1.015 C4 2HX 4 2HX C5 C5 C 0 1 N N R -16.490 37.492 -5.570 -2.813 2.570 -0.762 C5 2HX 5 2HX C6 C6 C 0 1 N N R -17.985 37.337 -6.068 -3.316 3.076 0.593 C6 2HX 6 2HX C7 C7 C 0 1 Y N N -16.504 35.137 -2.719 -3.303 -1.050 -0.210 C7 2HX 7 2HX C8 C8 C 0 1 Y N N -15.539 34.149 -2.950 -4.647 -1.409 -0.282 C8 2HX 8 2HX C9 C9 C 0 1 Y N N -15.092 33.367 -1.891 -4.978 -2.722 -0.549 C9 2HX 9 2HX N10 N10 N 0 1 Y N N -15.581 33.492 -0.648 -4.044 -3.634 -0.736 N10 2HX 10 2HX C11 C11 C 0 1 Y N N -16.507 34.452 -0.427 -2.758 -3.340 -0.678 C11 2HX 11 2HX C12 C12 C 0 1 Y N N -17.023 35.273 -1.435 -2.340 -2.045 -0.420 C12 2HX 12 2HX N13 N13 N 0 1 N N N -17.984 36.268 -1.213 -0.974 -1.736 -0.365 N13 2HX 13 2HX C14 C14 C 0 1 N N N -20.376 36.732 -5.299 -3.436 2.559 3.036 C14 2HX 14 2HX C15 C15 C 0 1 N N N -18.379 36.739 0.019 -0.096 -2.646 0.101 C15 2HX 15 2HX C16 C16 C 0 1 Y N N -19.303 37.903 -0.004 1.331 -2.285 0.257 C16 2HX 16 2HX O17 O17 O 0 1 N N N -18.022 36.328 1.106 -0.475 -3.764 0.392 O17 2HX 17 2HX C18 C18 C 0 1 Y N N -19.772 38.496 1.204 2.233 -3.232 0.739 C18 2HX 18 2HX C19 C19 C 0 1 Y N N -20.596 39.620 1.039 3.567 -2.887 0.883 C19 2HX 19 2HX C20 C20 C 0 1 Y N N -20.900 40.094 -0.268 3.960 -1.602 0.540 C20 2HX 20 2HX C21 C21 C 0 1 Y N N -20.398 39.438 -1.392 3.003 -0.700 0.062 C21 2HX 21 2HX N22 N22 N 0 1 Y N N -19.595 38.334 -1.267 1.738 -1.065 -0.068 N22 2HX 22 2HX C23 C23 C 0 1 Y N N -20.737 39.874 -2.757 3.413 0.675 -0.314 C23 2HX 23 2HX F24 F24 F 0 1 N N N -21.704 41.173 -0.434 5.252 -1.226 0.666 F24 2HX 24 2HX N25 N25 N 0 1 N N N -15.642 37.859 -6.717 -3.270 3.477 -1.825 N25 2HX 25 2HX C26 C26 C 0 1 Y N N -22.108 40.016 -3.192 4.171 1.446 0.569 C26 2HX 26 2HX C27 C27 C 0 1 Y N N -22.482 40.449 -4.501 4.550 2.727 0.212 C27 2HX 27 2HX C28 C28 C 0 1 Y N N -21.493 40.804 -5.468 4.179 3.244 -1.016 C28 2HX 28 2HX C29 C29 C 0 1 Y N N -20.239 40.561 -4.941 3.428 2.485 -1.895 C29 2HX 29 2HX C30 C30 C 0 1 Y N N -19.739 40.217 -3.700 3.048 1.201 -1.554 C30 2HX 30 2HX F31 F31 F 0 1 N N N -18.453 40.089 -3.440 2.314 0.461 -2.414 F31 2HX 31 2HX F32 F32 F 0 1 N N N -23.065 39.688 -2.289 4.533 0.943 1.769 F32 2HX 32 2HX O33 O33 O 0 1 N N N -18.350 38.591 -6.696 -2.757 4.363 0.860 O33 2HX 33 2HX H1 H1 H 0 1 N N N -18.924 37.863 -4.183 -1.798 2.053 1.731 H1 2HX 34 2HX H2 H2 H 0 1 N N N -18.969 35.659 -3.189 -3.122 -0.001 2.131 H2 2HX 35 2HX H3 H3 H 0 1 N N N -18.533 34.889 -4.752 -4.527 0.743 1.331 H3 2HX 36 2HX H4 H4 H 0 1 N N N -16.020 35.371 -5.595 -2.998 0.798 -1.973 H4 2HX 37 2HX H5 H5 H 0 1 N N N -15.011 36.342 -4.470 -4.456 1.204 -1.035 H5 2HX 38 2HX H6 H6 H 0 1 N N N -16.467 38.307 -4.832 -1.724 2.537 -0.756 H6 2HX 39 2HX H7 H7 H 0 1 N N N -18.029 36.515 -6.797 -4.404 3.147 0.574 H7 2HX 40 2HX H8 H8 H 0 1 N N N -15.145 33.996 -3.944 -5.419 -0.670 -0.130 H8 2HX 41 2HX H9 H9 H 0 1 N N N -14.323 32.632 -2.076 -6.019 -3.007 -0.605 H9 2HX 42 2HX H10 H10 H 0 1 N N N -16.867 34.592 0.581 -2.025 -4.116 -0.837 H10 2HX 43 2HX H11 H11 H 0 1 N N N -18.420 36.670 -2.018 -0.661 -0.868 -0.661 H11 2HX 44 2HX H12 H12 H 0 1 N N N -20.985 36.505 -4.411 -3.132 1.858 3.813 H12 2HX 45 2HX H13 H13 H 0 1 N N N -20.782 37.621 -5.804 -3.043 3.550 3.266 H13 2HX 46 2HX H14 H14 H 0 1 N N N -20.400 35.875 -5.989 -4.524 2.602 2.990 H14 2HX 47 2HX H15 H15 H 0 1 N N N -19.512 38.108 2.178 1.895 -4.225 0.998 H15 2HX 48 2HX H16 H16 H 0 1 N N N -20.999 40.125 1.904 4.286 -3.603 1.255 H16 2HX 49 2HX H17 H17 H 0 1 N N N -14.695 37.959 -6.413 -2.952 3.162 -2.729 H17 2HX 50 2HX H18 H18 H 0 1 N N N -15.695 37.143 -7.413 -4.273 3.576 -1.809 H18 2HX 51 2HX H20 H20 H 0 1 N N N -23.528 40.509 -4.763 5.136 3.325 0.893 H20 2HX 52 2HX H21 H21 H 0 1 N N N -21.693 41.199 -6.453 4.473 4.247 -1.288 H21 2HX 53 2HX H22 H22 H 0 1 N N N -19.459 40.666 -5.680 3.142 2.895 -2.853 H22 2HX 54 2HX H23 H23 H 0 1 N N N -19.245 38.540 -7.010 -2.985 5.035 0.203 H23 2HX 55 # 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 2HX N25 C5 SING N N 1 2HX O33 C6 SING N N 2 2HX C6 C5 SING N N 3 2HX C6 C1 SING N N 4 2HX C5 C4 SING N N 5 2HX C28 C29 DOUB Y N 6 2HX C28 C27 SING Y N 7 2HX C14 C1 SING N N 8 2HX C29 C30 SING Y N 9 2HX C4 N3 SING N N 10 2HX C1 C2 SING N N 11 2HX C27 C26 DOUB Y N 12 2HX C2 N3 SING N N 13 2HX N3 C7 SING N N 14 2HX C30 F31 SING N N 15 2HX C30 C23 DOUB Y N 16 2HX C26 C23 SING Y N 17 2HX C26 F32 SING N N 18 2HX C8 C7 DOUB Y N 19 2HX C8 C9 SING Y N 20 2HX C23 C21 SING N N 21 2HX C7 C12 SING Y N 22 2HX C9 N10 DOUB Y N 23 2HX C12 N13 SING N N 24 2HX C12 C11 DOUB Y N 25 2HX C21 N22 DOUB Y N 26 2HX C21 C20 SING Y N 27 2HX N22 C16 SING Y N 28 2HX N13 C15 SING N N 29 2HX N10 C11 SING Y N 30 2HX F24 C20 SING N N 31 2HX C20 C19 DOUB Y N 32 2HX C16 C15 SING N N 33 2HX C16 C18 DOUB Y N 34 2HX C15 O17 DOUB N N 35 2HX C19 C18 SING Y N 36 2HX C1 H1 SING N N 37 2HX C2 H2 SING N N 38 2HX C2 H3 SING N N 39 2HX C4 H4 SING N N 40 2HX C4 H5 SING N N 41 2HX C5 H6 SING N N 42 2HX C6 H7 SING N N 43 2HX C8 H8 SING N N 44 2HX C9 H9 SING N N 45 2HX C11 H10 SING N N 46 2HX N13 H11 SING N N 47 2HX C14 H12 SING N N 48 2HX C14 H13 SING N N 49 2HX C14 H14 SING N N 50 2HX C18 H15 SING N N 51 2HX C19 H16 SING N N 52 2HX N25 H17 SING N N 53 2HX N25 H18 SING N N 54 2HX C27 H20 SING N N 55 2HX C28 H21 SING N N 56 2HX C29 H22 SING N N 57 2HX O33 H23 SING N N 58 # 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 2HX SMILES ACDLabs 12.01 "Fc1cccc(F)c1c2nc(ccc2F)C(=O)Nc3cnccc3N4CC(C(O)C(N)C4)C" 2HX InChI InChI 1.03 "InChI=1S/C23H22F3N5O2/c1-12-10-31(11-16(27)22(12)32)19-7-8-28-9-18(19)30-23(33)17-6-5-15(26)21(29-17)20-13(24)3-2-4-14(20)25/h2-9,12,16,22,32H,10-11,27H2,1H3,(H,30,33)/t12-,16+,22+/m0/s1" 2HX InChIKey InChI 1.03 ODZZYKUYGVLOTQ-ONJZCGHCSA-N 2HX SMILES_CANONICAL CACTVS 3.385 "C[C@H]1CN(C[C@@H](N)[C@@H]1O)c2ccncc2NC(=O)c3ccc(F)c(n3)c4c(F)cccc4F" 2HX SMILES CACTVS 3.385 "C[CH]1CN(C[CH](N)[CH]1O)c2ccncc2NC(=O)c3ccc(F)c(n3)c4c(F)cccc4F" 2HX SMILES_CANONICAL "OpenEye OEToolkits" 1.7.6 "C[C@H]1CN(C[C@H]([C@@H]1O)N)c2ccncc2NC(=O)c3ccc(c(n3)c4c(cccc4F)F)F" 2HX SMILES "OpenEye OEToolkits" 1.7.6 "CC1CN(CC(C1O)N)c2ccncc2NC(=O)c3ccc(c(n3)c4c(cccc4F)F)F" # 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 2HX "SYSTEMATIC NAME" ACDLabs 12.01 "N-{4-[(3R,4R,5S)-3-amino-4-hydroxy-5-methylpiperidin-1-yl]pyridin-3-yl}-6-(2,6-difluorophenyl)-5-fluoropyridine-2-carboxamide" 2HX "SYSTEMATIC NAME" "OpenEye OEToolkits" 1.7.6 "N-[4-[(3R,4R,5S)-3-azanyl-5-methyl-4-oxidanyl-piperidin-1-yl]pyridin-3-yl]-6-[2,6-bis(fluoranyl)phenyl]-5-fluoranyl-pyridine-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 2HX "Create component" 2013-10-23 RCSB 2HX "Initial release" 2013-11-06 RCSB #