data_4H4 # _chem_comp.id 4H4 _chem_comp.name "4-amino-N-[(1S,2R)-2-(4-sulfamoylphenyl)cyclopropyl]-1,2,5-oxadiazole-3-carboxamide" _chem_comp.type NON-POLYMER _chem_comp.pdbx_type HETAIN _chem_comp.formula "C12 H13 N5 O4 S" _chem_comp.mon_nstd_parent_comp_id ? _chem_comp.pdbx_synonyms ? _chem_comp.pdbx_formal_charge 0 _chem_comp.pdbx_initial_date 2015-03-18 _chem_comp.pdbx_modified_date 2016-03-11 _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 323.328 _chem_comp.one_letter_code ? _chem_comp.three_letter_code 4H4 _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 4YQL _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 4H4 C14 C1 C 0 1 Y N N -16.638 44.012 -12.159 -1.874 0.857 -1.265 C14 4H4 1 4H4 C18 C2 C 0 1 Y N N -14.970 43.165 -10.726 -1.956 0.878 1.127 C18 4H4 2 4H4 C15 C3 C 0 1 Y N N -15.848 45.095 -12.469 -3.156 0.341 -1.305 C15 4H4 3 4H4 C17 C4 C 0 1 Y N N -14.158 44.240 -11.019 -3.235 0.356 1.088 C17 4H4 4 4H4 C13 C5 C 0 1 Y N N -16.220 43.028 -11.290 -1.273 1.123 -0.049 C13 4H4 5 4H4 C16 C6 C 0 1 Y N N -14.605 45.202 -11.895 -3.836 0.090 -0.128 C16 4H4 6 4H4 C6 C7 C 0 1 Y N N -20.555 41.726 -7.749 4.766 -0.121 -0.149 C6 4H4 7 4H4 C2 C8 C 0 1 Y N N -21.483 42.307 -6.842 5.838 -1.134 -0.016 C2 4H4 8 4H4 C7 C9 C 0 1 N N N -19.181 42.044 -7.985 3.392 -0.147 0.402 C7 4H4 9 4H4 C11 C10 C 0 1 N N N -16.605 40.599 -10.384 0.662 2.142 1.350 C11 4H4 10 4H4 C12 C11 C 0 1 N N R -17.100 41.886 -10.982 0.126 1.680 -0.007 C12 4H4 11 4H4 C10 C12 C 0 1 N N S -17.372 41.572 -9.538 1.193 0.855 0.716 C10 4H4 12 4H4 N5 N1 N 0 1 Y N N -21.124 40.737 -8.441 5.345 0.812 -0.874 N5 4H4 13 4H4 N3 N2 N 0 1 Y N N -22.651 41.678 -6.974 6.825 -0.596 -0.694 N3 4H4 14 4H4 N1 N3 N 0 1 N N N -21.202 43.324 -5.994 5.806 -2.348 0.656 N1 4H4 15 4H4 N20 N4 N 0 1 N N N -14.481 47.878 -11.615 -5.336 -2.217 -0.163 N20 4H4 16 4H4 N9 N5 N 0 1 N N N -18.697 41.363 -9.074 2.553 0.882 0.171 N9 4H4 17 4H4 O8 O1 O 0 1 N N N -18.555 42.811 -7.266 3.021 -1.097 1.064 O8 4H4 18 4H4 O21 O2 O 0 1 N N N -12.326 46.437 -11.582 -6.087 -0.204 1.050 O21 4H4 19 4H4 O22 O3 O 0 1 N N N -13.603 46.734 -13.745 -6.004 -0.219 -1.448 O22 4H4 20 4H4 O4 O4 O 0 1 Y N N -22.432 40.709 -7.959 6.477 0.476 -1.131 O4 4H4 21 4H4 S19 S1 S 0 1 N N N -13.574 46.605 -12.302 -5.470 -0.567 -0.178 S19 4H4 22 4H4 H1 H1 H 0 1 N N N -17.616 43.931 -12.611 -1.341 1.049 -2.185 H1 4H4 23 4H4 H2 H2 H 0 1 N N N -14.618 42.411 -10.037 -1.486 1.085 2.077 H2 4H4 24 4H4 H3 H3 H 0 1 N N N -16.201 45.851 -13.155 -3.625 0.133 -2.255 H3 4H4 25 4H4 H4 H4 H 0 1 N N N -13.182 44.326 -10.566 -3.765 0.155 2.008 H4 4H4 26 4H4 H5 H5 H 0 1 N N N -17.065 39.644 -10.677 1.323 3.008 1.362 H5 4H4 27 4H4 H6 H6 H 0 1 N N N -15.529 40.450 -10.212 0.002 2.043 2.212 H6 4H4 28 4H4 H7 H7 H 0 1 N N N -17.971 41.777 -11.645 0.436 2.243 -0.887 H7 4H4 29 4H4 H8 H8 H 0 1 N N N -16.732 42.140 -8.847 0.883 -0.090 1.160 H8 4H4 30 4H4 H9 H9 H 0 1 N N N -22.017 43.549 -5.460 5.001 -2.624 1.121 H9 4H4 31 4H4 H10 H10 H 0 1 N N N -20.465 43.049 -5.377 6.590 -2.920 0.661 H10 4H4 32 4H4 H11 H11 H 0 1 N N N -14.467 47.798 -10.618 -4.459 -2.632 -0.132 H11 4H4 33 4H4 H12 H12 H 0 1 N N N -14.082 48.755 -11.884 -6.133 -2.769 -0.186 H12 4H4 34 4H4 H13 H13 H 0 1 N N N -19.287 40.709 -9.548 2.849 1.640 -0.357 H13 4H4 35 # 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 4H4 O22 S19 DOUB N N 1 4H4 C15 C14 DOUB Y N 2 4H4 C15 C16 SING Y N 3 4H4 S19 C16 SING N N 4 4H4 S19 N20 SING N N 5 4H4 S19 O21 DOUB N N 6 4H4 C14 C13 SING Y N 7 4H4 C16 C17 DOUB Y N 8 4H4 C13 C12 SING N N 9 4H4 C13 C18 DOUB Y N 10 4H4 C17 C18 SING Y N 11 4H4 C12 C11 SING N N 12 4H4 C12 C10 SING N N 13 4H4 C11 C10 SING N N 14 4H4 C10 N9 SING N N 15 4H4 N9 C7 SING N N 16 4H4 N5 O4 SING Y N 17 4H4 N5 C6 DOUB Y N 18 4H4 C7 C6 SING N N 19 4H4 C7 O8 DOUB N N 20 4H4 O4 N3 SING Y N 21 4H4 C6 C2 SING Y N 22 4H4 N3 C2 DOUB Y N 23 4H4 C2 N1 SING N N 24 4H4 C14 H1 SING N N 25 4H4 C18 H2 SING N N 26 4H4 C15 H3 SING N N 27 4H4 C17 H4 SING N N 28 4H4 C11 H5 SING N N 29 4H4 C11 H6 SING N N 30 4H4 C12 H7 SING N N 31 4H4 C10 H8 SING N N 32 4H4 N1 H9 SING N N 33 4H4 N1 H10 SING N N 34 4H4 N20 H11 SING N N 35 4H4 N20 H12 SING N N 36 4H4 N9 H13 SING N N 37 # 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 4H4 SMILES ACDLabs 12.01 "c1c(ccc(c1)S(N)(=O)=O)C2CC2NC(c3c(N)non3)=O" 4H4 InChI InChI 1.03 "InChI=1S/C12H13N5O4S/c13-11-10(16-21-17-11)12(18)15-9-5-8(9)6-1-3-7(4-2-6)22(14,19)20/h1-4,8-9H,5H2,(H2,13,17)(H,15,18)(H2,14,19,20)/t8-,9+/m1/s1" 4H4 InChIKey InChI 1.03 ZXELRJOXFOOICP-BDAKNGLRSA-N 4H4 SMILES_CANONICAL CACTVS 3.385 "Nc1nonc1C(=O)N[C@H]2C[C@@H]2c3ccc(cc3)[S](N)(=O)=O" 4H4 SMILES CACTVS 3.385 "Nc1nonc1C(=O)N[CH]2C[CH]2c3ccc(cc3)[S](N)(=O)=O" 4H4 SMILES_CANONICAL "OpenEye OEToolkits" 1.9.2 "c1cc(ccc1[C@H]2C[C@@H]2NC(=O)c3c(non3)N)S(=O)(=O)N" 4H4 SMILES "OpenEye OEToolkits" 1.9.2 "c1cc(ccc1C2CC2NC(=O)c3c(non3)N)S(=O)(=O)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 4H4 "SYSTEMATIC NAME" ACDLabs 12.01 "4-amino-N-[(1S,2R)-2-(4-sulfamoylphenyl)cyclopropyl]-1,2,5-oxadiazole-3-carboxamide" 4H4 "SYSTEMATIC NAME" "OpenEye OEToolkits" 1.9.2 "4-azanyl-N-[(1S,2R)-2-(4-sulfamoylphenyl)cyclopropyl]-1,2,5-oxadiazole-3-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 4H4 "Create component" 2015-03-18 RCSB 4H4 "Initial release" 2016-03-16 RCSB #