data_M54 # _chem_comp.id M54 _chem_comp.name "6-(3-aminopropyl)-4-(3-hydroxyphenyl)-9-(1H-pyrazol-4-yl)benzo[h]isoquinolin-1(2H)-one" _chem_comp.type NON-POLYMER _chem_comp.pdbx_type HETAIN _chem_comp.formula "C25 H22 N4 O2" _chem_comp.mon_nstd_parent_comp_id ? _chem_comp.pdbx_synonyms ? _chem_comp.pdbx_formal_charge 0 _chem_comp.pdbx_initial_date 2007-09-18 _chem_comp.pdbx_modified_date 2011-06-04 _chem_comp.pdbx_ambiguous_flag ? _chem_comp.pdbx_release_status REL _chem_comp.pdbx_replaced_by ? _chem_comp.pdbx_replaces ? _chem_comp.formula_weight 410.468 _chem_comp.one_letter_code ? _chem_comp.three_letter_code M54 _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 2R0U _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 M54 C C C 0 1 Y N N 19.878 -2.087 9.405 -3.673 -0.025 0.262 C M54 1 M54 C1 C1 C 0 1 Y N N 19.987 -3.372 10.119 -3.438 -1.365 0.599 C1 M54 2 M54 C2 C2 C 0 1 Y N N 18.859 -3.952 10.816 -2.171 -1.852 0.682 C2 M54 3 M54 C3 C3 C 0 1 Y N N 18.610 -1.397 9.363 -2.613 0.829 0.005 C3 M54 4 M54 C4 C4 C 0 1 Y N N 17.455 -1.964 9.992 -1.305 0.345 0.084 C4 M54 5 M54 C5 C5 C 0 1 Y N N 17.586 -3.268 10.739 -1.076 -1.011 0.427 C5 M54 6 M54 C6 C6 C 0 1 Y N N 16.446 -3.858 11.382 0.245 -1.497 0.507 C6 M54 7 M54 C7 C7 C 0 1 Y N N 15.196 -3.233 11.306 1.309 -0.694 0.262 C7 M54 8 M54 C8 C8 C 0 1 Y N N 16.158 -1.331 9.940 -0.154 1.203 -0.176 C8 M54 9 M54 C9 C9 C 0 1 Y N N 14.989 -1.959 10.617 1.139 0.655 -0.080 C9 M54 10 M54 C10 C10 C 0 1 N N N 13.689 -1.315 10.565 2.284 1.537 -0.346 C10 M54 11 M54 C11 C11 C 0 1 N N N 13.494 -0.098 9.954 2.059 2.836 -0.672 C11 M54 12 M54 N N N 0 1 N N N 14.631 0.508 9.279 0.805 3.353 -0.761 N M54 13 M54 C12 C12 C 0 1 N N N 15.886 -0.049 9.216 -0.297 2.611 -0.534 C12 M54 14 M54 O O O 0 1 N N N 16.778 0.595 8.561 -1.404 3.112 -0.624 O M54 15 M54 C13 C13 C 0 1 Y N N 21.074 -1.505 8.730 -5.065 0.481 0.173 C13 M54 16 M54 C14 C14 C 0 1 Y N N 22.346 -2.116 8.684 -6.202 -0.243 0.392 C14 M54 17 M54 N15 N15 N 0 1 Y N N 23.120 -1.229 7.973 -7.252 0.583 0.211 N15 M54 18 M54 N16 N16 N 0 1 Y N N 22.353 -0.136 7.623 -6.760 1.849 -0.128 N16 M54 19 M54 C17 C17 C 0 1 Y N N 21.088 -0.282 8.051 -5.455 1.796 -0.148 C17 M54 20 M54 C18 C18 C 0 1 N N N 16.705 -5.199 12.110 0.479 -2.941 0.873 C18 M54 21 M54 C19 C19 C 0 1 N N N 16.302 -5.192 13.542 0.385 -3.807 -0.384 C19 M54 22 M54 C20 C20 C 0 1 N N N 16.906 -4.180 14.410 0.623 -5.272 -0.013 C20 M54 23 M54 N21 N21 N 0 1 N N N 16.332 -4.433 15.753 0.533 -6.104 -1.220 N21 M54 24 M54 C22 C22 C 0 1 Y N N 12.477 -1.966 11.232 3.668 1.014 -0.259 C22 M54 25 M54 C23 C23 C 0 1 Y N N 11.321 -2.375 10.375 4.105 0.039 -1.156 C23 M54 26 M54 C24 C24 C 0 1 Y N N 10.063 -3.310 12.342 6.256 0.033 -0.103 C24 M54 27 M54 C25 C25 C 0 1 Y N N 11.193 -2.928 13.123 5.831 1.006 0.790 C25 M54 28 M54 C26 C26 C 0 1 Y N N 10.110 -3.005 10.931 5.395 -0.445 -1.074 C26 M54 29 M54 C27 C27 C 0 1 Y N N 12.421 -2.298 12.630 4.538 1.499 0.715 C27 M54 30 M54 O28 O28 O 0 1 N N N 11.156 -3.189 14.291 6.683 1.476 1.739 O28 M54 31 M54 H1 H1 H 0 1 N N N 20.933 -3.894 10.122 -4.274 -2.020 0.797 H1 M54 32 M54 H2 H2 H 0 1 N N N 18.964 -4.869 11.377 -2.007 -2.887 0.943 H2 M54 33 M54 H3 H3 H 0 1 N N N 18.532 -0.448 8.854 -2.796 1.861 -0.256 H3 M54 34 M54 H7 H7 H 0 1 N N N 14.349 -3.711 11.775 2.307 -1.101 0.333 H7 M54 35 M54 H11 H11 H 0 1 N N N 12.531 0.390 9.975 2.905 3.479 -0.866 H11 M54 36 M54 HN HN H 0 1 N N N 14.490 1.390 8.830 0.699 4.288 -0.997 HN M54 37 M54 H14 H14 H 0 1 N N N 22.643 -3.063 9.110 -6.251 -1.288 0.662 H14 M54 38 M54 HN15 HN15 H 0 0 N N N 24.086 -1.356 7.746 -8.187 0.341 0.301 HN15 M54 39 M54 H17 H17 H 0 1 N N N 20.261 0.397 7.903 -4.790 2.616 -0.377 H17 M54 40 M54 H181 1H18 H 0 0 N N N 16.128 -5.982 11.597 1.469 -3.047 1.315 H181 M54 41 M54 H182 2H18 H 0 0 N N N 17.790 -5.378 12.081 -0.276 -3.260 1.592 H182 M54 42 M54 H191 1H19 H 0 0 N N N 15.215 -5.026 13.567 -0.605 -3.700 -0.826 H191 M54 43 M54 H192 2H19 H 0 0 N N N 16.652 -6.155 13.941 1.140 -3.487 -1.103 H192 M54 44 M54 H201 1H20 H 0 0 N N N 18.002 -4.277 14.425 1.613 -5.379 0.429 H201 M54 45 M54 H202 2H20 H 0 0 N N N 16.695 -3.159 14.059 -0.132 -5.592 0.705 H202 M54 46 M54 H211 1H21 H 0 0 N N N 17.070 -4.490 16.426 1.179 -5.786 -1.927 H211 M54 47 M54 H212 2H21 H 0 0 N N N 15.715 -3.685 15.998 0.686 -7.077 -1.001 H212 M54 48 M54 H23 H23 H 0 1 N N N 11.376 -2.202 9.310 3.435 -0.336 -1.915 H23 M54 49 M54 H24 H24 H 0 1 N N N 9.211 -3.805 12.785 7.264 -0.350 -0.043 H24 M54 50 M54 H26 H26 H 0 1 N N N 9.270 -3.235 10.293 5.732 -1.200 -1.768 H26 M54 51 M54 H27 H27 H 0 1 N N N 13.250 -2.091 13.290 4.206 2.257 1.409 H27 M54 52 M54 HO28 HO28 H 0 0 N N N 11.146 -4.132 14.405 7.202 2.242 1.457 HO28 M54 53 # 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 M54 N16 N15 SING Y N 1 M54 N16 C17 DOUB Y N 2 M54 N15 C14 SING Y N 3 M54 C17 C13 SING Y N 4 M54 O C12 DOUB N N 5 M54 C14 C13 DOUB Y N 6 M54 C13 C SING Y N 7 M54 C12 N SING N N 8 M54 C12 C8 SING N N 9 M54 N C11 SING N N 10 M54 C3 C DOUB Y N 11 M54 C3 C4 SING Y N 12 M54 C C1 SING Y N 13 M54 C8 C4 DOUB Y N 14 M54 C8 C9 SING Y N 15 M54 C11 C10 DOUB N N 16 M54 C4 C5 SING Y N 17 M54 C1 C2 DOUB Y N 18 M54 C23 C26 DOUB Y N 19 M54 C23 C22 SING Y N 20 M54 C10 C9 SING N N 21 M54 C10 C22 SING N N 22 M54 C9 C7 DOUB Y N 23 M54 C5 C2 SING Y N 24 M54 C5 C6 DOUB Y N 25 M54 C26 C24 SING Y N 26 M54 C22 C27 DOUB Y N 27 M54 C7 C6 SING Y N 28 M54 C6 C18 SING N N 29 M54 C18 C19 SING N N 30 M54 C24 C25 DOUB Y N 31 M54 C27 C25 SING Y N 32 M54 C25 O28 SING N N 33 M54 C19 C20 SING N N 34 M54 C20 N21 SING N N 35 M54 C1 H1 SING N N 36 M54 C2 H2 SING N N 37 M54 C3 H3 SING N N 38 M54 C7 H7 SING N N 39 M54 C11 H11 SING N N 40 M54 N HN SING N N 41 M54 C14 H14 SING N N 42 M54 N15 HN15 SING N N 43 M54 C17 H17 SING N N 44 M54 C18 H181 SING N N 45 M54 C18 H182 SING N N 46 M54 C19 H191 SING N N 47 M54 C19 H192 SING N N 48 M54 C20 H201 SING N N 49 M54 C20 H202 SING N N 50 M54 N21 H211 SING N N 51 M54 N21 H212 SING N N 52 M54 C23 H23 SING N N 53 M54 C24 H24 SING N N 54 M54 C26 H26 SING N N 55 M54 C27 H27 SING N N 56 M54 O28 HO28 SING N N 57 # 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 M54 SMILES ACDLabs 10.04 "O=C5c3c2c(ccc(c1cnnc1)c2)c(cc3C(c4cccc(O)c4)=CN5)CCCN" M54 SMILES_CANONICAL CACTVS 3.341 "NCCCc1cc2C(=CNC(=O)c2c3cc(ccc13)c4c[nH]nc4)c5cccc(O)c5" M54 SMILES CACTVS 3.341 "NCCCc1cc2C(=CNC(=O)c2c3cc(ccc13)c4c[nH]nc4)c5cccc(O)c5" M54 SMILES_CANONICAL "OpenEye OEToolkits" 1.5.0 "c1cc(cc(c1)O)C2=CNC(=O)c3c2cc(c4c3cc(cc4)c5c[nH]nc5)CCCN" M54 SMILES "OpenEye OEToolkits" 1.5.0 "c1cc(cc(c1)O)C2=CNC(=O)c3c2cc(c4c3cc(cc4)c5c[nH]nc5)CCCN" M54 InChI InChI 1.03 "InChI=1S/C25H22N4O2/c26-8-2-4-17-11-22-23(16-3-1-5-19(30)9-16)14-27-25(31)24(22)21-10-15(6-7-20(17)21)18-12-28-29-13-18/h1,3,5-7,9-14,30H,2,4,8,26H2,(H,27,31)(H,28,29)" M54 InChIKey InChI 1.03 BUSJQQYKXHYDNN-UHFFFAOYSA-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 M54 "SYSTEMATIC NAME" ACDLabs 10.04 "6-(3-aminopropyl)-4-(3-hydroxyphenyl)-9-(1H-pyrazol-4-yl)benzo[h]isoquinolin-1(2H)-one" M54 "SYSTEMATIC NAME" "OpenEye OEToolkits" 1.5.0 "6-(3-aminopropyl)-4-(3-hydroxyphenyl)-9-(1H-pyrazol-4-yl)-2H-benzo[h]isoquinolin-1-one" # loop_ _pdbx_chem_comp_audit.comp_id _pdbx_chem_comp_audit.action_type _pdbx_chem_comp_audit.date _pdbx_chem_comp_audit.processing_site M54 "Create component" 2007-09-18 RCSB M54 "Modify aromatic_flag" 2011-06-04 RCSB M54 "Modify descriptor" 2011-06-04 RCSB #