data_69M # _chem_comp.id 69M _chem_comp.name "4-[5-amino-4-(3'-amino[1,1'-biphenyl]-3-yl)-1H-pyrazol-3-yl]phenol" _chem_comp.type NON-POLYMER _chem_comp.pdbx_type HETAIN _chem_comp.formula "C21 H18 N4 O" _chem_comp.mon_nstd_parent_comp_id ? _chem_comp.pdbx_synonyms ? _chem_comp.pdbx_formal_charge 0 _chem_comp.pdbx_initial_date 2016-02-22 _chem_comp.pdbx_modified_date 2016-04-01 _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 342.394 _chem_comp.one_letter_code ? _chem_comp.three_letter_code 69M _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 5IBE _chem_comp.pdbx_subcomponent_list ? _chem_comp.pdbx_processing_site EBI # 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 69M C2 C1 C 0 1 Y N N -12.480 17.141 2.935 -2.644 2.458 0.656 C2 69M 1 69M C4 C2 C 0 1 Y N N -10.388 15.980 2.665 -3.104 0.122 0.352 C4 69M 2 69M C5 C3 C 0 1 Y N N -10.853 14.958 3.487 -4.451 0.414 0.144 C5 69M 3 69M C6 C4 C 0 1 Y N N -12.125 15.030 4.043 -4.888 1.720 0.200 C6 69M 4 69M C8 C5 C 0 1 Y N N -8.028 16.917 1.761 -1.375 -1.718 -0.202 C8 69M 5 69M C9 C6 C 0 1 Y N N -6.923 16.124 1.198 -1.344 -3.095 -0.079 C9 69M 6 69M C12 C7 C 0 1 Y N N -8.052 18.385 2.000 -0.300 -0.860 -0.753 C12 69M 7 69M C13 C8 C 0 1 Y N N -8.603 19.305 1.111 -0.515 -0.141 -1.930 C13 69M 8 69M C14 C9 C 0 1 Y N N -8.569 20.665 1.416 0.486 0.659 -2.445 C14 69M 9 69M C15 C10 C 0 1 Y N N -7.983 21.100 2.612 1.703 0.753 -1.799 C15 69M 10 69M C1 C11 C 0 1 Y N N -12.938 16.122 3.762 -3.987 2.746 0.450 C1 69M 11 69M C3 C12 C 0 1 Y N N -11.204 17.071 2.381 -2.201 1.153 0.608 C3 69M 12 69M O1 O1 O 0 1 N N N -14.192 16.185 4.290 -4.419 4.033 0.492 O1 69M 13 69M C7 C13 C 0 1 Y N N -9.024 15.855 2.075 -2.630 -1.282 0.293 C7 69M 14 69M N10 N1 N 0 1 Y N N -7.188 14.820 1.131 -2.518 -3.480 0.469 N10 69M 15 69M N11 N2 N 0 1 Y N N -8.487 14.666 1.669 -3.299 -2.341 0.691 N11 69M 16 69M C16 C14 C 0 1 Y N N -7.428 20.164 3.482 1.929 0.040 -0.623 C16 69M 17 69M C17 C15 C 0 1 Y N N -7.463 18.820 3.172 0.923 -0.764 -0.096 C17 69M 18 69M C18 C16 C 0 1 Y N N -6.778 20.507 4.771 3.238 0.142 0.069 C18 69M 19 69M C19 C17 C 0 1 Y N N -7.242 21.545 5.566 4.241 0.955 -0.451 C19 69M 20 69M C20 C18 C 0 1 Y N N -6.610 21.816 6.774 5.462 1.046 0.200 C20 69M 21 69M C21 C19 C 0 1 Y N N -5.534 21.042 7.192 5.680 0.327 1.370 C21 69M 22 69M C22 C20 C 0 1 Y N N -5.076 20.000 6.399 4.684 -0.479 1.886 C22 69M 23 69M C23 C21 C 0 1 Y N N -5.704 19.734 5.190 3.464 -0.571 1.245 C23 69M 24 69M N24 N3 N 0 1 N N N -5.676 16.721 0.742 -0.298 -3.929 -0.451 N24 69M 25 69M N25 N4 N 0 1 N N N -7.095 22.930 7.628 6.472 1.860 -0.319 N25 69M 26 69M H1 H1 H 0 1 N N N -13.115 17.988 2.722 -1.945 3.258 0.851 H1 69M 27 69M H2 H2 H 0 1 N N N -10.223 14.105 3.694 -5.152 -0.383 -0.055 H2 69M 28 69M H3 H3 H 0 1 N N N -12.480 14.241 4.690 -5.932 1.947 0.039 H3 69M 29 69M H4 H4 H 0 1 N N N -9.054 18.966 0.190 -1.464 -0.211 -2.439 H4 69M 30 69M H5 H5 H 0 1 N N N -8.994 21.383 0.730 0.316 1.213 -3.356 H5 69M 31 69M H6 H6 H 0 1 N N N -7.962 22.152 2.857 2.482 1.381 -2.206 H6 69M 32 69M H7 H7 H 0 1 N N N -10.849 17.860 1.734 -1.157 0.930 0.769 H7 69M 33 69M H8 H8 H 0 1 N N N -14.349 15.418 4.828 -4.393 4.485 -0.362 H8 69M 34 69M H9 H9 H 0 1 N N N -6.592 14.100 0.775 -2.776 -4.393 0.672 H9 69M 35 69M H10 H10 H 0 1 N N N -7.027 18.102 3.851 1.092 -1.315 0.818 H10 69M 36 69M H11 H11 H 0 1 N N N -8.087 22.138 5.249 4.069 1.512 -1.361 H11 69M 37 69M H12 H12 H 0 1 N N N -5.053 21.252 8.136 6.631 0.399 1.876 H12 69M 38 69M H13 H13 H 0 1 N N N -4.237 19.400 6.720 4.858 -1.035 2.795 H13 69M 39 69M H14 H14 H 0 1 N N N -5.355 18.920 4.571 2.686 -1.198 1.654 H14 69M 40 69M H15 H15 H 0 1 N N N -5.705 17.709 0.892 0.508 -3.553 -0.839 H15 69M 41 69M H16 H16 H 0 1 N N N -4.912 16.328 1.254 -0.373 -4.888 -0.323 H16 69M 42 69M H17 H17 H 0 1 N N N -6.533 22.987 8.453 6.319 2.361 -1.135 H17 69M 43 69M H18 H18 H 0 1 N N N -7.031 23.790 7.122 7.326 1.924 0.137 H18 69M 44 # 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 69M N24 C9 SING N N 1 69M C13 C14 DOUB Y N 2 69M C13 C12 SING Y N 3 69M N10 C9 SING Y N 4 69M N10 N11 SING Y N 5 69M C9 C8 DOUB Y N 6 69M C14 C15 SING Y N 7 69M N11 C7 DOUB Y N 8 69M C8 C12 SING N N 9 69M C8 C7 SING Y N 10 69M C12 C17 DOUB Y N 11 69M C7 C4 SING N N 12 69M C3 C4 DOUB Y N 13 69M C3 C2 SING Y N 14 69M C15 C16 DOUB Y N 15 69M C4 C5 SING Y N 16 69M C2 C1 DOUB Y N 17 69M C17 C16 SING Y N 18 69M C16 C18 SING N N 19 69M C5 C6 DOUB Y N 20 69M C1 C6 SING Y N 21 69M C1 O1 SING N N 22 69M C18 C23 DOUB Y N 23 69M C18 C19 SING Y N 24 69M C23 C22 SING Y N 25 69M C19 C20 DOUB Y N 26 69M C22 C21 DOUB Y N 27 69M C20 C21 SING Y N 28 69M C20 N25 SING N N 29 69M C2 H1 SING N N 30 69M C5 H2 SING N N 31 69M C6 H3 SING N N 32 69M C13 H4 SING N N 33 69M C14 H5 SING N N 34 69M C15 H6 SING N N 35 69M C3 H7 SING N N 36 69M O1 H8 SING N N 37 69M N10 H9 SING N N 38 69M C17 H10 SING N N 39 69M C19 H11 SING N N 40 69M C21 H12 SING N N 41 69M C22 H13 SING N N 42 69M C23 H14 SING N N 43 69M N24 H15 SING N N 44 69M N24 H16 SING N N 45 69M N25 H17 SING N N 46 69M N25 H18 SING N N 47 # 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 69M SMILES ACDLabs 12.01 "c1c(ccc(c1)c4c(c2cc(ccc2)c3cccc(c3)N)c(nn4)N)O" 69M InChI InChI 1.03 "InChI=1S/C21H18N4O/c22-17-6-2-4-15(12-17)14-3-1-5-16(11-14)19-20(24-25-21(19)23)13-7-9-18(26)10-8-13/h1-12,26H,22H2,(H3,23,24,25)" 69M InChIKey InChI 1.03 BUIBXSQEEVVBFQ-UHFFFAOYSA-N 69M SMILES_CANONICAL CACTVS 3.385 "Nc1cccc(c1)c2cccc(c2)c3c(N)[nH]nc3c4ccc(O)cc4" 69M SMILES CACTVS 3.385 "Nc1cccc(c1)c2cccc(c2)c3c(N)[nH]nc3c4ccc(O)cc4" 69M SMILES_CANONICAL "OpenEye OEToolkits" 2.0.4 "c1cc(cc(c1)c2c(n[nH]c2N)c3ccc(cc3)O)c4cccc(c4)N" 69M SMILES "OpenEye OEToolkits" 2.0.4 "c1cc(cc(c1)c2c(n[nH]c2N)c3ccc(cc3)O)c4cccc(c4)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 69M "SYSTEMATIC NAME" ACDLabs 12.01 "4-[5-amino-4-(3'-amino[1,1'-biphenyl]-3-yl)-1H-pyrazol-3-yl]phenol" 69M "SYSTEMATIC NAME" "OpenEye OEToolkits" 2.0.4 "4-[4-[3-(3-aminophenyl)phenyl]-5-azanyl-1~{H}-pyrazol-3-yl]phenol" # loop_ _pdbx_chem_comp_audit.comp_id _pdbx_chem_comp_audit.action_type _pdbx_chem_comp_audit.date _pdbx_chem_comp_audit.processing_site 69M "Create component" 2016-02-22 EBI 69M "Initial release" 2016-04-06 RCSB #