data_7ZD # _chem_comp.id 7ZD _chem_comp.name "(2S)-2-hydroxy-N-[[3-[5-hydroxy-4-(1H-pyrrolo[3,2-c]pyridin-2-yl)pyrazol-1-yl]phenyl]methyl]-3-phenylpropanamide" _chem_comp.type NON-POLYMER _chem_comp.pdbx_type HETAIN _chem_comp.formula "C26 H23 N5 O3" _chem_comp.mon_nstd_parent_comp_id ? _chem_comp.pdbx_synonyms ? _chem_comp.pdbx_formal_charge 0 _chem_comp.pdbx_initial_date 2016-12-13 _chem_comp.pdbx_modified_date 2017-06-16 _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 453.493 _chem_comp.one_letter_code ? _chem_comp.three_letter_code 7ZD _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 5PAS _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 7ZD N3 N1 N 0 1 Y N N 8.259 39.410 22.803 -1.696 -0.587 0.151 N3 7ZD 1 7ZD C4 C1 C 0 1 Y N N 8.866 37.389 25.755 -5.121 0.602 -0.207 C4 7ZD 2 7ZD C7 C2 C 0 1 Y N N 7.978 39.698 24.967 -2.659 1.221 -0.660 C7 7ZD 3 7ZD C8 C3 C 0 1 Y N N 8.675 37.450 27.100 -6.067 -0.328 -0.492 C8 7ZD 4 7ZD C10 C4 C 0 1 Y N N 9.134 36.175 27.653 -7.362 0.343 -0.405 C10 7ZD 5 7ZD C15 C5 C 0 1 Y N N 7.007 40.003 20.839 0.455 -1.615 -0.250 C15 7ZD 6 7ZD C20 C6 C 0 1 N N N 5.666 40.636 18.819 2.690 -2.637 -0.716 C20 7ZD 7 7ZD C21 C7 C 0 1 Y N N 10.083 34.134 26.780 -8.163 2.556 0.087 C21 7ZD 8 7ZD C22 C8 C 0 1 Y N N 6.955 40.214 19.480 1.448 -2.498 0.126 C22 7ZD 9 7ZD C24 C9 C 0 1 Y N N 3.166 38.067 22.525 6.433 1.759 -0.045 C24 7ZD 10 7ZD C26 C10 C 0 1 Y N N 9.355 39.469 20.655 -0.833 -2.251 1.676 C26 7ZD 11 7ZD C28 C11 C 0 1 Y N N 9.295 39.685 19.296 0.166 -3.129 2.050 C28 7ZD 12 7ZD C1 C12 C 0 1 Y N N 8.538 38.420 24.753 -3.664 0.355 -0.179 C1 7ZD 13 7ZD C2 C13 C 0 1 Y N N 8.695 38.270 23.389 -3.031 -0.769 0.322 C2 7ZD 14 7ZD N5 N2 N 0 1 Y N N 7.827 40.290 23.809 -1.499 0.656 -0.461 N5 7ZD 15 7ZD N6 N3 N 0 1 Y N N 9.404 36.171 25.429 -5.725 1.812 0.047 N6 7ZD 16 7ZD C9 C14 C 0 1 Y N N 8.212 39.635 21.427 -0.689 -1.487 0.526 C9 7ZD 17 7ZD C11 C15 C 0 1 Y N N 9.581 35.412 26.553 -7.088 1.684 -0.060 C11 7ZD 18 7ZD C12 C16 C 0 1 N N N 3.619 40.187 20.108 4.903 -1.628 -0.863 C12 7ZD 19 7ZD N13 N4 N 0 1 N N N 4.513 39.798 19.169 3.702 -1.684 -0.254 N13 7ZD 20 7ZD C14 C17 C 0 1 N N S 2.412 39.325 20.429 5.944 -0.648 -0.389 C14 7ZD 21 7ZD O16 O1 O 0 1 N N N 9.192 37.186 22.740 -3.632 -1.850 0.880 O16 7ZD 22 7ZD O17 O2 O 0 1 N N N 3.772 41.250 20.688 5.146 -2.367 -1.794 O17 7ZD 23 7ZD N18 N5 N 0 1 Y N N 9.696 34.396 29.086 -9.665 0.814 -0.428 N18 7ZD 24 7ZD C19 C18 C 0 1 N N N 2.240 39.104 21.939 5.449 0.779 -0.631 C19 7ZD 25 7ZD C23 C19 C 0 1 Y N N 9.215 35.613 28.926 -8.687 -0.055 -0.582 C23 7ZD 26 7ZD O25 O3 O 0 1 N N N 2.451 38.083 19.711 7.160 -0.859 -1.109 O25 7ZD 27 7ZD C27 C20 C 0 1 Y N N 10.122 33.658 28.071 -9.441 2.076 -0.100 C27 7ZD 28 7ZD C29 C21 C 0 1 Y N N 8.099 40.064 18.716 1.304 -3.254 1.275 C29 7ZD 29 7ZD C30 C22 C 0 1 Y N N 2.895 36.719 22.377 6.298 2.175 1.266 C30 7ZD 30 7ZD C31 C23 C 0 1 Y N N 4.284 38.467 23.236 7.475 2.237 -0.818 C31 7ZD 31 7ZD C32 C24 C 0 1 Y N N 3.749 35.779 22.929 7.204 3.069 1.804 C32 7ZD 32 7ZD C33 C25 C 0 1 Y N N 5.137 37.528 23.790 8.378 3.135 -0.281 C33 7ZD 33 7ZD C34 C26 C 0 1 Y N N 4.870 36.182 23.634 8.246 3.547 1.032 C34 7ZD 34 7ZD H1 H1 H 0 1 N N N 7.717 40.118 25.927 -2.822 2.187 -1.115 H1 7ZD 35 7ZD H2 H2 H 0 1 N N N 8.263 38.281 27.654 -5.896 -1.366 -0.736 H2 7ZD 36 7ZD H3 H3 H 0 1 N N N 6.120 40.122 21.443 0.570 -1.021 -1.145 H3 7ZD 37 7ZD H4 H4 H 0 1 N N N 5.806 40.593 17.729 3.078 -3.652 -0.626 H4 7ZD 38 7ZD H5 H5 H 0 1 N N N 5.446 41.671 19.120 2.447 -2.432 -1.759 H5 7ZD 39 7ZD H6 H6 H 0 1 N N N 10.435 33.527 25.959 -7.999 3.590 0.355 H6 7ZD 40 7ZD H7 H7 H 0 1 N N N 10.285 39.172 21.118 -1.722 -2.154 2.282 H7 7ZD 41 7ZD H8 H8 H 0 1 N N N 10.178 39.559 18.687 0.054 -3.724 2.944 H8 7ZD 42 7ZD H10 H10 H 0 1 N N N 9.634 35.879 24.501 -5.259 2.632 0.275 H10 7ZD 43 7ZD H11 H11 H 0 1 N N N 4.385 38.922 18.704 3.508 -1.093 0.490 H11 7ZD 44 7ZD H12 H12 H 0 1 N N N 1.525 39.881 20.090 6.122 -0.795 0.677 H12 7ZD 45 7ZD H13 H13 H 0 1 N N N 2.426 40.060 22.450 4.477 0.913 -0.155 H13 7ZD 46 7ZD H14 H14 H 0 1 N N N 1.204 38.785 22.124 5.355 0.955 -1.702 H14 7ZD 47 7ZD H15 H15 H 0 1 N N N 8.882 36.177 29.785 -8.912 -1.078 -0.847 H15 7ZD 48 7ZD H16 H16 H 0 1 N N N 1.685 37.565 19.931 7.076 -0.744 -2.065 H16 7ZD 49 7ZD H17 H17 H 0 1 N N N 10.506 32.666 28.260 -10.280 2.745 0.024 H17 7ZD 50 7ZD H18 H18 H 0 1 N N N 8.057 40.246 17.652 2.083 -3.941 1.569 H18 7ZD 51 7ZD H19 H19 H 0 1 N N N 2.019 36.400 21.832 5.483 1.803 1.869 H19 7ZD 52 7ZD H20 H20 H 0 1 N N N 4.492 39.519 23.360 7.584 1.907 -1.841 H20 7ZD 53 7ZD H21 H21 H 0 1 N N N 3.539 34.726 22.809 7.097 3.395 2.828 H21 7ZD 54 7ZD H22 H22 H 0 1 N N N 6.008 37.847 24.342 9.193 3.508 -0.885 H22 7ZD 55 7ZD H23 H23 H 0 1 N N N 5.534 35.445 24.061 8.954 4.246 1.452 H23 7ZD 56 7ZD H9 H9 H 0 1 N N N 9.428 36.518 23.373 -3.756 -1.781 1.836 H9 7ZD 57 # 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 7ZD C29 C28 DOUB Y N 1 7ZD C29 C22 SING Y N 2 7ZD C20 N13 SING N N 3 7ZD C20 C22 SING N N 4 7ZD N13 C12 SING N N 5 7ZD C28 C26 SING Y N 6 7ZD C22 C15 DOUB Y N 7 7ZD O25 C14 SING N N 8 7ZD C12 C14 SING N N 9 7ZD C12 O17 DOUB N N 10 7ZD C14 C19 SING N N 11 7ZD C26 C9 DOUB Y N 12 7ZD C15 C9 SING Y N 13 7ZD C9 N3 SING N N 14 7ZD C19 C24 SING N N 15 7ZD C30 C24 DOUB Y N 16 7ZD C30 C32 SING Y N 17 7ZD C24 C31 SING Y N 18 7ZD O16 C2 SING N N 19 7ZD N3 C2 SING Y N 20 7ZD N3 N5 SING Y N 21 7ZD C32 C34 DOUB Y N 22 7ZD C31 C33 DOUB Y N 23 7ZD C2 C1 DOUB Y N 24 7ZD C34 C33 SING Y N 25 7ZD N5 C7 DOUB Y N 26 7ZD C1 C7 SING Y N 27 7ZD C1 C4 SING N N 28 7ZD N6 C4 SING Y N 29 7ZD N6 C11 SING Y N 30 7ZD C4 C8 DOUB Y N 31 7ZD C11 C21 DOUB Y N 32 7ZD C11 C10 SING Y N 33 7ZD C21 C27 SING Y N 34 7ZD C8 C10 SING Y N 35 7ZD C10 C23 DOUB Y N 36 7ZD C27 N18 DOUB Y N 37 7ZD C23 N18 SING Y N 38 7ZD C7 H1 SING N N 39 7ZD C8 H2 SING N N 40 7ZD C15 H3 SING N N 41 7ZD C20 H4 SING N N 42 7ZD C20 H5 SING N N 43 7ZD C21 H6 SING N N 44 7ZD C26 H7 SING N N 45 7ZD C28 H8 SING N N 46 7ZD N6 H10 SING N N 47 7ZD N13 H11 SING N N 48 7ZD C14 H12 SING N N 49 7ZD C19 H13 SING N N 50 7ZD C19 H14 SING N N 51 7ZD C23 H15 SING N N 52 7ZD O25 H16 SING N N 53 7ZD C27 H17 SING N N 54 7ZD C29 H18 SING N N 55 7ZD C30 H19 SING N N 56 7ZD C31 H20 SING N N 57 7ZD C32 H21 SING N N 58 7ZD C33 H22 SING N N 59 7ZD C34 H23 SING N N 60 7ZD O16 H9 SING N N 61 # 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 7ZD InChI InChI 1.03 "InChI=1S/C26H23N5O3/c32-24(12-17-5-2-1-3-6-17)25(33)28-14-18-7-4-8-20(11-18)31-26(34)21(16-29-31)23-13-19-15-27-10-9-22(19)30-23/h1-11,13,15-16,24,30,32,34H,12,14H2,(H,28,33)/t24-/m0/s1" 7ZD InChIKey InChI 1.03 DVKKUFFDFYCKKJ-DEOSSOPVSA-N 7ZD SMILES_CANONICAL CACTVS 3.385 "O[C@@H](Cc1ccccc1)C(=O)NCc2cccc(c2)n3ncc(c3O)c4[nH]c5ccncc5c4" 7ZD SMILES CACTVS 3.385 "O[CH](Cc1ccccc1)C(=O)NCc2cccc(c2)n3ncc(c3O)c4[nH]c5ccncc5c4" 7ZD SMILES_CANONICAL "OpenEye OEToolkits" 2.0.6 "c1ccc(cc1)C[C@@H](C(=O)NCc2cccc(c2)n3c(c(cn3)c4cc5cnccc5[nH]4)O)O" 7ZD SMILES "OpenEye OEToolkits" 2.0.6 "c1ccc(cc1)CC(C(=O)NCc2cccc(c2)n3c(c(cn3)c4cc5cnccc5[nH]4)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 7ZD "SYSTEMATIC NAME" "OpenEye OEToolkits" 2.0.6 "(2~{S})-2-oxidanyl-~{N}-[[3-[5-oxidanyl-4-(1~{H}-pyrrolo[3,2-c]pyridin-2-yl)pyrazol-1-yl]phenyl]methyl]-3-phenyl-propanamide" # loop_ _pdbx_chem_comp_audit.comp_id _pdbx_chem_comp_audit.action_type _pdbx_chem_comp_audit.date _pdbx_chem_comp_audit.processing_site 7ZD "Create component" 2016-12-13 RCSB 7ZD "Initial release" 2017-06-21 RCSB #