data_NC9 # _chem_comp.id NC9 _chem_comp.name "(3R)-3-({(4-aminobenzyl)[(4-aminophenyl)acetyl]amino}methyl)-5-(hydroxymethyl)-2,3,4,7-tetrahydro-1H-azepinium" _chem_comp.type NON-POLYMER _chem_comp.pdbx_type HETAIN _chem_comp.formula "C23 H31 N4 O2" _chem_comp.mon_nstd_parent_comp_id ? _chem_comp.pdbx_synonyms ? _chem_comp.pdbx_formal_charge 1 _chem_comp.pdbx_initial_date 2011-08-08 _chem_comp.pdbx_modified_date 2012-07-27 _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 395.518 _chem_comp.one_letter_code ? _chem_comp.three_letter_code NC9 _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 3T6I _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 NC9 C1 C1 C 0 1 N N N -8.005 0.109 4.024 -5.417 -0.446 0.913 C1 NC9 1 NC9 N1 N1 N 1 1 N N N -7.728 1.356 4.673 -4.537 -0.710 2.058 N1 NC9 2 NC9 O1 O1 O 0 1 N N N -3.494 3.233 5.353 0.540 -1.078 1.297 O1 NC9 3 NC9 C2 C2 C 0 1 N N N -6.348 1.505 5.076 -3.423 0.229 2.091 C2 NC9 4 NC9 N2 N2 N 0 1 N N N -4.413 2.251 7.255 -0.198 0.697 0.190 N2 NC9 5 NC9 O2 O2 O 0 1 N N N -8.651 -3.421 5.968 -4.168 -2.663 -2.371 O2 NC9 6 NC9 C3 C3 C 0 1 N N R -5.921 0.578 6.186 -2.427 0.051 0.961 C3 NC9 7 NC9 N3 N3 N 0 1 N N N -0.498 2.243 12.462 3.000 6.139 0.153 N3 NC9 8 NC9 C4 C4 C 0 1 N N N -4.462 0.922 6.609 -1.222 0.962 1.204 C4 NC9 9 NC9 N4 N4 N 0 1 N N N -8.256 7.784 5.322 4.559 -5.313 0.629 N4 NC9 10 NC9 C5 C5 C 0 1 N N N -4.875 2.396 8.600 -0.113 1.543 -1.003 C5 NC9 11 NC9 C6 C6 C 0 1 Y N N -3.711 2.368 9.646 0.714 2.764 -0.696 C6 NC9 12 NC9 C7 C7 C 0 1 N N N -3.880 3.381 6.495 0.666 -0.324 0.355 C7 NC9 13 NC9 C8 C8 C 0 1 Y N N -4.996 5.572 6.663 2.525 -1.799 -0.295 C8 NC9 14 NC9 C9 C9 C 0 1 N N N -5.974 -0.874 5.830 -3.067 0.408 -0.384 C9 NC9 15 NC9 C10 C10 C 0 1 N N N -7.334 -1.465 5.922 -3.811 -0.810 -0.892 C10 NC9 16 NC9 C11 C11 C 0 1 N N N -7.500 -2.793 6.537 -3.299 -1.564 -2.092 C11 NC9 17 NC9 C14 C14 C 0 1 N N N -8.375 -0.959 4.982 -4.892 -1.201 -0.290 C14 NC9 18 NC9 C20 C20 C 0 1 Y N N -3.775 3.148 10.758 2.061 2.782 -1.009 C20 NC9 19 NC9 C21 C21 C 0 1 Y N N -2.716 3.113 11.699 2.822 3.899 -0.729 C21 NC9 20 NC9 C22 C22 C 0 1 Y N N -1.611 2.276 11.487 2.234 5.007 -0.132 C22 NC9 21 NC9 C23 C23 C 0 1 Y N N -1.547 1.486 10.359 0.880 4.986 0.181 C23 NC9 22 NC9 C24 C24 C 0 1 Y N N -2.589 1.520 9.432 0.124 3.867 -0.108 C24 NC9 23 NC9 C25 C25 C 0 1 Y N N -6.244 5.399 7.258 2.123 -2.997 -0.857 C25 NC9 24 NC9 C26 C26 C 0 1 Y N N -7.306 6.117 6.825 2.795 -4.165 -0.553 C26 NC9 25 NC9 C27 C27 C 0 1 Y N N -7.148 7.031 5.774 3.877 -4.134 0.319 C27 NC9 26 NC9 C28 C28 C 0 1 Y N N -5.908 7.203 5.180 4.278 -2.929 0.881 C28 NC9 27 NC9 C29 C29 C 0 1 Y N N -4.840 6.476 5.614 3.605 -1.765 0.568 C29 NC9 28 NC9 C30 C30 C 0 1 N N N -3.808 4.768 7.141 1.789 -0.528 -0.629 C30 NC9 29 NC9 H11 H11 H 0 1 N N N -8.843 0.257 3.327 -6.427 -0.783 1.143 H11 NC9 30 NC9 H21 H21 H 0 1 N N N -7.103 -0.208 3.479 -5.426 0.623 0.698 H21 NC9 31 NC9 H1N1 H1N1 H 0 0 N N N -7.947 2.094 4.035 -5.068 -0.623 2.911 H1N1 NC9 32 NC9 H2N1 H2N1 H 0 0 N N N -8.299 1.414 5.492 -4.176 -1.650 1.988 H2N1 NC9 33 NC9 H12 H12 H 0 1 N N N -5.716 1.297 4.200 -3.822 1.242 2.045 H12 NC9 34 NC9 H22 H22 H 0 1 N N N -6.208 2.538 5.426 -2.897 0.110 3.038 H22 NC9 35 NC9 HO2 HO2 H 0 1 N N N -8.769 -4.280 6.357 -3.899 -3.194 -3.132 HO2 NC9 36 NC9 H3 H3 H 0 1 N N N -6.640 0.735 7.003 -2.094 -0.986 0.936 H3 NC9 37 NC9 H1N3 H1N3 H 0 0 N N N -0.697 2.868 13.217 3.945 6.152 -0.065 H1N3 NC9 38 NC9 H2N3 H2N3 H 0 0 N N N -0.393 1.314 12.817 2.588 6.912 0.570 H2N3 NC9 39 NC9 H14 H14 H 0 1 N N N -4.103 0.162 7.319 -0.812 0.766 2.194 H14 NC9 40 NC9 H24 H24 H 0 1 N N N -3.820 0.930 5.716 -1.535 2.004 1.140 H24 NC9 41 NC9 H1N4 H1N4 H 0 0 N N N -9.066 7.538 5.854 4.278 -6.154 0.235 H1N4 NC9 42 NC9 H2N4 H2N4 H 0 0 N N N -8.065 8.759 5.436 5.314 -5.291 1.237 H2N4 NC9 43 NC9 H15 H15 H 0 1 N N N -5.396 3.361 8.686 0.353 0.982 -1.814 H15 NC9 44 NC9 H25 H25 H 0 1 N N N -5.562 1.566 8.823 -1.115 1.849 -1.304 H25 NC9 45 NC9 H19 H19 H 0 1 N N N -5.318 -1.419 6.524 -3.763 1.236 -0.253 H19 NC9 46 NC9 H29 H29 H 0 1 N N N -5.624 -0.984 4.793 -2.291 0.688 -1.097 H29 NC9 47 NC9 H111 H111 H 0 0 N N N -6.608 -3.406 6.342 -2.296 -1.937 -1.885 H111 NC9 48 NC9 H211 H211 H 0 0 N N N -7.635 -2.685 7.623 -3.268 -0.898 -2.954 H211 NC9 49 NC9 H14A H14A H 0 0 N N N -9.377 -1.362 4.999 -5.421 -2.070 -0.650 H14A NC9 50 NC9 H20 H20 H 0 1 N N N -4.628 3.790 10.923 2.519 1.920 -1.472 H20 NC9 51 NC9 H21A H21A H 0 0 N N N -2.760 3.733 12.582 3.874 3.912 -0.973 H21A NC9 52 NC9 H23 H23 H 0 1 N N N -0.694 0.844 10.194 0.419 5.846 0.644 H23 NC9 53 NC9 H24A H24A H 0 0 N N N -2.544 0.900 8.549 -0.930 3.852 0.131 H24A NC9 54 NC9 H25A H25A H 0 0 N N N -6.364 4.691 8.065 1.282 -3.020 -1.534 H25A NC9 55 NC9 H26 H26 H 0 1 N N N -8.273 5.986 7.288 2.481 -5.100 -0.992 H26 NC9 56 NC9 H28 H28 H 0 1 N N N -5.788 7.912 4.374 5.121 -2.902 1.556 H28 NC9 57 NC9 H29A H29A H 0 0 N N N -3.875 6.600 5.146 3.916 -0.828 1.005 H29A NC9 58 NC9 H130 H130 H 0 0 N N N -3.836 4.673 8.237 1.379 -0.599 -1.637 H130 NC9 59 NC9 H230 H230 H 0 0 N N N -2.874 5.270 6.848 2.477 0.315 -0.576 H230 NC9 60 # 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 NC9 C1 N1 SING N N 1 NC9 C1 C14 SING N N 2 NC9 N1 C2 SING N N 3 NC9 C14 C10 DOUB N N 4 NC9 C2 C3 SING N N 5 NC9 C28 C29 DOUB Y N 6 NC9 C28 C27 SING Y N 7 NC9 N4 C27 SING N N 8 NC9 O1 C7 DOUB N N 9 NC9 C29 C8 SING Y N 10 NC9 C27 C26 DOUB Y N 11 NC9 C9 C10 SING N N 12 NC9 C9 C3 SING N N 13 NC9 C10 C11 SING N N 14 NC9 O2 C11 SING N N 15 NC9 C3 C4 SING N N 16 NC9 C7 C30 SING N N 17 NC9 C7 N2 SING N N 18 NC9 C4 N2 SING N N 19 NC9 C8 C30 SING N N 20 NC9 C8 C25 DOUB Y N 21 NC9 C26 C25 SING Y N 22 NC9 N2 C5 SING N N 23 NC9 C5 C6 SING N N 24 NC9 C24 C6 DOUB Y N 25 NC9 C24 C23 SING Y N 26 NC9 C6 C20 SING Y N 27 NC9 C23 C22 DOUB Y N 28 NC9 C20 C21 DOUB Y N 29 NC9 C22 C21 SING Y N 30 NC9 C22 N3 SING N N 31 NC9 C1 H11 SING N N 32 NC9 C1 H21 SING N N 33 NC9 N1 H1N1 SING N N 34 NC9 N1 H2N1 SING N N 35 NC9 C2 H12 SING N N 36 NC9 C2 H22 SING N N 37 NC9 O2 HO2 SING N N 38 NC9 C3 H3 SING N N 39 NC9 N3 H1N3 SING N N 40 NC9 N3 H2N3 SING N N 41 NC9 C4 H14 SING N N 42 NC9 C4 H24 SING N N 43 NC9 N4 H1N4 SING N N 44 NC9 N4 H2N4 SING N N 45 NC9 C5 H15 SING N N 46 NC9 C5 H25 SING N N 47 NC9 C9 H19 SING N N 48 NC9 C9 H29 SING N N 49 NC9 C11 H111 SING N N 50 NC9 C11 H211 SING N N 51 NC9 C14 H14A SING N N 52 NC9 C20 H20 SING N N 53 NC9 C21 H21A SING N N 54 NC9 C23 H23 SING N N 55 NC9 C24 H24A SING N N 56 NC9 C25 H25A SING N N 57 NC9 C26 H26 SING N N 58 NC9 C28 H28 SING N N 59 NC9 C29 H29A SING N N 60 NC9 C30 H130 SING N N 61 NC9 C30 H230 SING N N 62 # 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 NC9 SMILES ACDLabs 12.01 "O=C(N(CC1CC(=CC[NH2+]C1)CO)Cc2ccc(N)cc2)Cc3ccc(N)cc3" NC9 InChI InChI 1.03 "InChI=1S/C23H30N4O2/c24-21-5-1-17(2-6-21)12-23(29)27(14-18-3-7-22(25)8-4-18)15-20-11-19(16-28)9-10-26-13-20/h1-9,20,26,28H,10-16,24-25H2/p+1/t20-/m1/s1" NC9 InChIKey InChI 1.03 WRSLWDODYIRHLE-HXUWFJFHSA-O NC9 SMILES_CANONICAL CACTVS 3.370 "Nc1ccc(CN(C[C@H]2C[NH2+]CC=C(CO)C2)C(=O)Cc3ccc(N)cc3)cc1" NC9 SMILES CACTVS 3.370 "Nc1ccc(CN(C[CH]2C[NH2+]CC=C(CO)C2)C(=O)Cc3ccc(N)cc3)cc1" NC9 SMILES_CANONICAL "OpenEye OEToolkits" 1.7.2 "c1cc(ccc1CC(=O)N(Cc2ccc(cc2)N)C[C@@H]3CC(=CC[NH2+]C3)CO)N" NC9 SMILES "OpenEye OEToolkits" 1.7.2 "c1cc(ccc1CC(=O)N(Cc2ccc(cc2)N)CC3CC(=CC[NH2+]C3)CO)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 NC9 "SYSTEMATIC NAME" ACDLabs 12.01 "(3R)-3-({(4-aminobenzyl)[(4-aminophenyl)acetyl]amino}methyl)-5-(hydroxymethyl)-2,3,4,7-tetrahydro-1H-azepinium" NC9 "SYSTEMATIC NAME" "OpenEye OEToolkits" 1.7.2 "2-(4-aminophenyl)-N-[(4-aminophenyl)methyl]-N-[[(3R)-5-(hydroxymethyl)-2,3,4,7-tetrahydro-1H-azepin-1-ium-3-yl]methyl]ethanamide" # loop_ _pdbx_chem_comp_audit.comp_id _pdbx_chem_comp_audit.action_type _pdbx_chem_comp_audit.date _pdbx_chem_comp_audit.processing_site NC9 "Create component" 2011-08-08 RCSB #