data_12S # _chem_comp.id 12S _chem_comp.name "6,6'-{[5-(3-aminopropyl)benzene-1,3-diyl]diethane-2,1-diyl}bis(4-methylpyridin-2-amine)" _chem_comp.type NON-POLYMER _chem_comp.pdbx_type HETAIN _chem_comp.formula "C25 H33 N5" _chem_comp.mon_nstd_parent_comp_id ? _chem_comp.pdbx_synonyms ? _chem_comp.pdbx_formal_charge 0 _chem_comp.pdbx_initial_date 2013-01-08 _chem_comp.pdbx_modified_date 2013-04-19 _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 403.563 _chem_comp.one_letter_code ? _chem_comp.three_letter_code 12S _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 4IMS _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 12S N26 N26 N 0 1 N N N 9.106 2.669 33.841 -7.524 -0.644 -0.895 N26 12S 1 12S C26 C26 C 0 1 Y N N 7.916 2.520 33.198 -6.444 -1.218 -0.234 C26 12S 2 12S C25 C25 C 0 1 Y N N 6.724 2.649 33.934 -6.596 -2.452 0.391 C25 12S 3 12S C24 C24 C 0 1 Y N N 5.513 2.492 33.258 -5.513 -3.011 1.045 C24 12S 4 12S C27 C27 C 0 1 N N N 4.202 2.619 33.966 -5.636 -4.346 1.734 C27 12S 5 12S C23 C23 C 0 1 Y N N 5.494 2.219 31.885 -4.312 -2.316 1.053 C23 12S 6 12S N21 N21 N 0 1 Y N N 7.891 2.244 31.852 -5.280 -0.588 -0.209 N21 12S 7 12S C22 C22 C 0 1 Y N N 6.699 2.088 31.177 -4.232 -1.096 0.413 C22 12S 8 12S C28 C28 C 0 1 N N N 6.583 1.784 29.682 -2.929 -0.339 0.412 C28 12S 9 12S C29 C29 C 0 1 N N N 7.924 1.606 28.968 -2.516 -0.035 -1.029 C29 12S 10 12S C5 C5 C 0 1 Y N N 7.790 1.592 27.457 -1.212 0.721 -1.030 C5 12S 11 12S C4 C4 C 0 1 Y N N 8.856 1.976 26.642 -0.014 0.033 -1.076 C4 12S 12 12S C6 C6 C 0 1 Y N N 6.603 1.189 26.848 -1.215 2.103 -0.989 C6 12S 13 12S C1 C1 C 0 1 Y N N 6.469 1.156 25.452 -0.020 2.797 -0.990 C1 12S 14 12S C7 C7 C 0 1 N N N 5.155 0.705 24.836 -0.023 4.303 -0.947 C7 12S 15 12S C8 C8 C 0 1 N N N 4.135 0.186 25.869 0.002 4.771 0.510 C8 12S 16 12S C9 C9 C 0 1 N N N 4.489 -1.130 26.589 -0.002 6.301 0.554 C9 12S 17 12S N10 N10 N 0 1 N N N 5.338 -2.042 25.824 0.022 6.750 1.952 N10 12S 18 12S C2 C2 C 0 1 Y N N 7.548 1.544 24.640 1.179 2.109 -1.031 C2 12S 19 12S C3 C3 C 0 1 Y N N 8.749 1.959 25.241 1.181 0.727 -1.076 C3 12S 20 12S C19 C19 C 0 1 N N N 9.950 2.367 24.399 2.488 -0.023 -1.120 C19 12S 21 12S C18 C18 C 0 1 N N N 11.073 1.357 24.644 2.951 -0.324 0.307 C18 12S 22 12S C12 C12 C 0 1 Y N N 12.313 1.337 23.739 4.257 -1.074 0.263 C12 12S 23 12S C13 C13 C 0 1 Y N N 12.533 2.220 22.675 5.347 -0.586 0.957 C13 12S 24 12S N11 N11 N 0 1 Y N N 13.237 0.371 23.990 4.344 -2.191 -0.434 N11 12S 25 12S C16 C16 C 0 1 Y N N 14.374 0.265 23.278 5.471 -2.883 -0.500 C16 12S 26 12S N16 N16 N 0 1 N N N 15.261 -0.716 23.619 5.518 -4.055 -1.246 N16 12S 27 12S C15 C15 C 0 1 Y N N 14.610 1.137 22.210 6.609 -2.447 0.170 C15 12S 28 12S C14 C14 C 0 1 Y N N 13.675 2.103 21.897 6.546 -1.285 0.918 C14 12S 29 12S C17 C17 C 0 1 N N N 13.916 3.057 20.728 7.757 -0.778 1.658 C17 12S 30 12S H1 H1 H 0 1 N N N 9.855 2.547 33.190 -8.378 -1.103 -0.920 H1 12S 31 12S H2 H2 H 0 1 N N N 9.157 3.585 34.239 -7.424 0.218 -1.329 H2 12S 32 12S H3 H3 H 0 1 N N N 6.745 2.863 34.992 -7.545 -2.965 0.365 H3 12S 33 12S H4 H4 H 0 1 N N N 3.893 1.634 34.345 -5.385 -5.142 1.032 H4 12S 34 12S H5 H5 H 0 1 N N N 4.306 3.320 34.808 -4.952 -4.381 2.582 H5 12S 35 12S H6 H6 H 0 1 N N N 3.442 2.997 33.266 -6.658 -4.481 2.086 H6 12S 36 12S H7 H7 H 0 1 N N N 4.551 2.109 31.370 -3.448 -2.725 1.556 H7 12S 37 12S H8 H8 H 0 1 N N N 6.045 2.615 29.202 -3.051 0.595 0.960 H8 12S 38 12S H9 H9 H 0 1 N N N 6.004 0.856 29.563 -2.158 -0.943 0.891 H9 12S 39 12S H10 H10 H 0 1 N N N 8.369 0.653 29.290 -2.394 -0.970 -1.577 H10 12S 40 12S H11 H11 H 0 1 N N N 8.587 2.436 29.254 -3.287 0.568 -1.508 H11 12S 41 12S H12 H12 H 0 1 N N N 9.782 2.293 27.098 -0.012 -1.046 -1.112 H12 12S 42 12S H13 H13 H 0 1 N N N 5.767 0.895 27.465 -2.151 2.640 -0.958 H13 12S 43 12S H14 H14 H 0 1 N N N 4.709 1.559 24.305 0.858 4.683 -1.465 H14 12S 44 12S H15 H15 H 0 1 N N N 5.366 -0.103 24.120 -0.922 4.679 -1.434 H15 12S 45 12S H16 H16 H 0 1 N N N 4.013 0.964 26.637 -0.879 4.391 1.028 H16 12S 46 12S H17 H17 H 0 1 N N N 3.179 0.034 25.346 0.901 4.396 0.997 H17 12S 47 12S H18 H18 H 0 1 N N N 3.551 -1.654 26.825 0.879 6.681 0.035 H18 12S 48 12S H19 H19 H 0 1 N N N 5.013 -0.878 27.523 -0.901 6.676 0.066 H19 12S 49 12S H20 H20 H 0 1 N N N 5.516 -2.864 26.364 0.020 7.758 2.008 H20 12S 50 12S H21 H21 H 0 1 N N N 4.875 -2.295 24.975 -0.750 6.358 2.471 H21 12S 51 12S H23 H23 H 0 1 N N N 7.455 1.524 23.564 2.113 2.651 -1.030 H23 12S 52 12S H24 H24 H 0 1 N N N 10.284 3.373 24.691 2.352 -0.958 -1.663 H24 12S 53 12S H25 H25 H 0 1 N N N 9.675 2.367 23.334 3.239 0.585 -1.625 H25 12S 54 12S H26 H26 H 0 1 N N N 10.618 0.358 24.578 3.087 0.611 0.850 H26 12S 55 12S H27 H27 H 0 1 N N N 11.433 1.529 25.669 2.200 -0.932 0.812 H27 12S 56 12S H28 H28 H 0 1 N N N 11.811 2.994 22.460 5.267 0.329 1.524 H28 12S 57 12S H29 H29 H 0 1 N N N 14.903 -1.235 24.395 4.726 -4.362 -1.716 H29 12S 58 12S H30 H30 H 0 1 N N N 15.395 -1.330 22.841 6.341 -4.565 -1.298 H30 12S 59 12S H31 H31 H 0 1 N N N 15.519 1.055 21.633 7.528 -3.013 0.115 H31 12S 60 12S H32 H32 H 0 1 N N N 13.488 2.628 19.810 8.326 -0.110 1.011 H32 12S 61 12S H33 H33 H 0 1 N N N 13.436 4.024 20.939 7.438 -0.236 2.549 H33 12S 62 12S H34 H34 H 0 1 N N N 14.998 3.206 20.594 8.383 -1.621 1.950 H34 12S 63 # 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 12S C17 C14 SING N N 1 12S C14 C15 DOUB Y N 2 12S C14 C13 SING Y N 3 12S C15 C16 SING Y N 4 12S C13 C12 DOUB Y N 5 12S C16 N16 SING N N 6 12S C16 N11 DOUB Y N 7 12S C12 N11 SING Y N 8 12S C12 C18 SING N N 9 12S C19 C18 SING N N 10 12S C19 C3 SING N N 11 12S C2 C3 DOUB Y N 12 12S C2 C1 SING Y N 13 12S C7 C1 SING N N 14 12S C7 C8 SING N N 15 12S C3 C4 SING Y N 16 12S C1 C6 DOUB Y N 17 12S N10 C9 SING N N 18 12S C8 C9 SING N N 19 12S C4 C5 DOUB Y N 20 12S C6 C5 SING Y N 21 12S C5 C29 SING N N 22 12S C29 C28 SING N N 23 12S C28 C22 SING N N 24 12S C22 N21 DOUB Y N 25 12S C22 C23 SING Y N 26 12S N21 C26 SING Y N 27 12S C23 C24 DOUB Y N 28 12S C26 N26 SING N N 29 12S C26 C25 DOUB Y N 30 12S C24 C25 SING Y N 31 12S C24 C27 SING N N 32 12S N26 H1 SING N N 33 12S N26 H2 SING N N 34 12S C25 H3 SING N N 35 12S C27 H4 SING N N 36 12S C27 H5 SING N N 37 12S C27 H6 SING N N 38 12S C23 H7 SING N N 39 12S C28 H8 SING N N 40 12S C28 H9 SING N N 41 12S C29 H10 SING N N 42 12S C29 H11 SING N N 43 12S C4 H12 SING N N 44 12S C6 H13 SING N N 45 12S C7 H14 SING N N 46 12S C7 H15 SING N N 47 12S C8 H16 SING N N 48 12S C8 H17 SING N N 49 12S C9 H18 SING N N 50 12S C9 H19 SING N N 51 12S N10 H20 SING N N 52 12S N10 H21 SING N N 53 12S C2 H23 SING N N 54 12S C19 H24 SING N N 55 12S C19 H25 SING N N 56 12S C18 H26 SING N N 57 12S C18 H27 SING N N 58 12S C13 H28 SING N N 59 12S N16 H29 SING N N 60 12S N16 H30 SING N N 61 12S C15 H31 SING N N 62 12S C17 H32 SING N N 63 12S C17 H33 SING N N 64 12S C17 H34 SING N N 65 # 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 12S SMILES ACDLabs 12.01 "n1c(N)cc(cc1CCc2cc(cc(c2)CCCN)CCc3nc(N)cc(c3)C)C" 12S InChI InChI 1.03 "InChI=1S/C25H33N5/c1-17-10-22(29-24(27)12-17)7-5-20-14-19(4-3-9-26)15-21(16-20)6-8-23-11-18(2)13-25(28)30-23/h10-16H,3-9,26H2,1-2H3,(H2,27,29)(H2,28,30)" 12S InChIKey InChI 1.03 TUMIYXWSFLIVFR-UHFFFAOYSA-N 12S SMILES_CANONICAL CACTVS 3.370 "Cc1cc(N)nc(CCc2cc(CCCN)cc(CCc3cc(C)cc(N)n3)c2)c1" 12S SMILES CACTVS 3.370 "Cc1cc(N)nc(CCc2cc(CCCN)cc(CCc3cc(C)cc(N)n3)c2)c1" 12S SMILES_CANONICAL "OpenEye OEToolkits" 1.7.6 "Cc1cc(nc(c1)N)CCc2cc(cc(c2)CCc3cc(cc(n3)N)C)CCCN" 12S SMILES "OpenEye OEToolkits" 1.7.6 "Cc1cc(nc(c1)N)CCc2cc(cc(c2)CCc3cc(cc(n3)N)C)CCCN" # 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 12S "SYSTEMATIC NAME" ACDLabs 12.01 "6,6'-{[5-(3-aminopropyl)benzene-1,3-diyl]diethane-2,1-diyl}bis(4-methylpyridin-2-amine)" 12S "SYSTEMATIC NAME" "OpenEye OEToolkits" 1.7.6 "6-[2-[3-[2-(6-azanyl-4-methyl-pyridin-2-yl)ethyl]-5-(3-azanylpropyl)phenyl]ethyl]-4-methyl-pyridin-2-amine" # loop_ _pdbx_chem_comp_audit.comp_id _pdbx_chem_comp_audit.action_type _pdbx_chem_comp_audit.date _pdbx_chem_comp_audit.processing_site 12S "Create component" 2013-01-08 RCSB 12S "Initial release" 2013-04-24 RCSB #