data_9BA # _chem_comp.id 9BA _chem_comp.name "N-{(3R,6S,9S,12R)-6-ethyl-12-methyl-9-[3-(N'-methylcarbamimidamido)propyl]-2,5,8,11-tetraoxo-3-phenyl-1,4,7,10-tetraazacyclotetradecan-12-yl}-2-methylpropanamide" _chem_comp.type peptide-like _chem_comp.pdbx_type HETAIN _chem_comp.formula "C28 H44 N8 O5" _chem_comp.mon_nstd_parent_comp_id ? _chem_comp.pdbx_synonyms ? _chem_comp.pdbx_formal_charge 0 _chem_comp.pdbx_initial_date 2017-04-17 _chem_comp.pdbx_modified_date 2017-06-23 _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 572.700 _chem_comp.one_letter_code ? _chem_comp.three_letter_code 9BA _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 5VFC _chem_comp.pdbx_subcomponent_list "NMM ABA 9BP PG9" _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 9BA C15 C18 C 0 1 N N N 25.035 -2.643 18.693 9.031 -2.001 1.909 CAA NMM 1 9BA N4 N4 N 0 1 N N N 24.164 -3.689 19.212 8.044 -1.486 0.957 NH2 NMM 2 9BA C14 C16 C 0 1 N N N 23.112 -3.349 20.095 6.721 -1.840 1.080 CZ NMM 3 9BA N5 N5 N 0 1 N N N 23.106 -2.218 20.737 6.346 -2.634 2.043 NH1 NMM 4 9BA N3 N1 N 0 1 N N N 22.091 -4.303 20.182 5.795 -1.356 0.187 NE NMM 5 9BA C13 C1 C 0 1 N N N 20.944 -4.181 21.032 4.385 -1.734 0.317 CD NMM 6 9BA C12 C2 C 0 1 N N N 21.217 -4.673 22.450 3.573 -1.064 -0.794 CG NMM 7 9BA C11 C3 C 0 1 N N N 21.465 -6.166 22.435 2.101 -1.459 -0.657 CB NMM 8 9BA C10 C6 C 0 1 N N S 21.486 -6.694 23.872 1.289 -0.789 -1.768 CA NMM 9 9BA C27 C28 C 0 1 N N N 20.123 -6.491 24.549 -0.142 -1.255 -1.699 C NMM 10 9BA O3 O5 O 0 1 N N N 19.862 -5.454 25.169 -1.015 -0.674 -2.309 O NMM 11 9BA N2 N2 N 0 1 N N N 21.930 -8.082 23.878 1.318 0.679 -1.589 N NMM 12 9BA N7 N7 N 0 1 N N N 19.216 -7.477 24.417 -0.435 -2.353 -0.929 N ABA 13 9BA C24 C13 C 0 1 N N S 17.863 -7.349 24.986 -1.876 -2.718 -0.922 CA ABA 14 9BA C23 C12 C 0 1 N N N 17.850 -7.858 26.432 -2.549 -1.953 0.189 C ABA 15 9BA O4 O3 O 0 1 N N N 16.755 -7.898 27.024 -2.368 -2.261 1.348 O ABA 16 9BA C25 C26 C 0 1 N N N 16.933 -8.240 24.136 -2.026 -4.221 -0.679 CB ABA 17 9BA C26 C27 C 0 1 N N N 16.952 -7.797 22.659 -1.424 -4.990 -1.856 CG ABA 18 9BA O1 O1 O 0 1 N N N 19.879 -10.274 24.510 2.401 2.065 0.816 O1 9BP 19 9BA C6 C4 C 0 1 N N N 19.108 -12.817 23.419 4.880 3.006 0.889 C6 9BP 20 9BA C7 C5 C 0 1 N N N 19.469 -10.989 21.703 4.490 3.321 -1.559 C7 9BP 21 9BA C9 C7 C 0 1 N N N 22.137 -8.700 25.073 0.278 1.210 -0.882 C9 9BP 22 9BA C8 C8 C 0 1 N N N 24.141 -9.966 24.538 -0.737 3.336 -1.657 C8 9BP 23 9BA N1 N3 N 0 1 N N N 22.004 -10.920 23.984 1.573 3.262 -0.858 N1 9BP 24 9BA C5 C9 C 0 1 N N N 20.122 -11.856 22.752 3.925 3.579 -0.160 C5 9BP 25 9BA C4 C10 C 0 1 N N N 20.641 -10.948 23.827 2.579 2.914 -0.031 C4 9BP 26 9BA C3 C11 C 0 1 N N R 22.701 -10.149 24.994 0.235 2.700 -0.661 C3 9BP 27 9BA C2 C14 C 0 1 N N N 22.776 -10.838 26.381 -0.235 2.990 0.766 C2 9BP 28 9BA C1 C15 C 0 1 N N N 21.491 -11.447 26.962 -1.760 2.892 0.831 C1 9BP 29 9BA O2 O2 O 0 1 N N N 21.888 -8.121 26.123 -0.596 0.495 -0.441 O2 9BP 30 9BA N N8 N 0 1 N N N 20.454 -10.444 27.158 -2.138 1.455 0.832 N 9BP 31 9BA N6 N6 N 0 1 N N N 19.044 -8.185 27.047 -3.366 -0.909 -0.131 N PG9 32 9BA C16 C17 C 0 1 N N R 19.122 -8.746 28.374 -3.973 -0.193 1.013 CA PG9 33 9BA C17 C19 C 0 1 Y N N 19.537 -7.650 29.359 -5.474 -0.209 0.881 CB PG9 34 9BA C18 C20 C 0 1 Y N N 18.880 -7.561 30.574 -6.265 -0.401 1.999 CG1 PG9 35 9BA C19 C24 C 0 1 Y N N 19.210 -6.565 31.466 -7.641 -0.416 1.878 CD1 PG9 36 9BA C20 C23 C 0 1 Y N N 20.197 -5.656 31.168 -8.228 -0.240 0.639 CE PG9 37 9BA C21 C22 C 0 1 Y N N 20.854 -5.703 29.960 -7.438 -0.048 -0.479 CD2 PG9 38 9BA C22 C21 C 0 1 Y N N 20.532 -6.710 29.037 -6.061 -0.027 -0.357 CG2 PG9 39 9BA C C25 C 0 1 N N N 20.190 -9.852 28.370 -3.480 1.231 1.006 C PG9 40 9BA O O4 O 0 1 N N N 20.716 -10.211 29.407 -4.251 2.157 1.150 O PG9 41 9BA H28 H28 H 0 1 N N N 25.789 -3.089 18.028 8.766 -1.682 2.917 HAA1 NMM 42 9BA H29 H30 H 0 1 N N N 25.538 -2.137 19.530 9.045 -3.090 1.864 HAA2 NMM 43 9BA H30 H29 H 0 1 N N N 24.435 -1.913 18.130 10.018 -1.615 1.654 HAA3 NMM 44 9BA H27 H26 H 0 1 N N N 24.309 -4.642 18.946 8.324 -0.895 0.241 HH2 NMM 45 9BA H31 H31 H 0 1 N N N 22.286 -2.111 21.300 5.412 -2.884 2.129 HH1 NMM 46 9BA H26 H3 H 0 1 N N N 22.167 -5.123 19.614 6.074 -0.766 -0.530 HE NMM 47 9BA H25 H1 H 0 1 N N N 20.648 -3.123 21.076 4.290 -2.816 0.235 HD3 NMM 48 9BA H24 H2 H 0 1 N N N 20.122 -4.774 20.604 4.010 -1.408 1.288 HD2 NMM 49 9BA H23 H5 H 0 1 N N N 20.347 -4.454 23.087 3.669 0.018 -0.712 HG3 NMM 50 9BA H22 H4 H 0 1 N N N 22.103 -4.159 22.851 3.948 -1.390 -1.764 HG2 NMM 51 9BA H21 H7 H 0 1 N N N 22.433 -6.372 21.954 2.006 -2.541 -0.739 HB3 NMM 52 9BA H20 H6 H 0 1 N N N 20.662 -6.665 21.872 1.726 -1.133 0.313 HB2 NMM 53 9BA H H14 H 0 1 N N N 22.221 -6.095 24.430 1.714 -1.048 -2.738 HA NMM 54 9BA H19 H18 H 0 1 N N N 22.080 -8.572 23.019 2.031 1.229 -1.950 H NMM 55 9BA H43 H44 H 0 1 N N N 19.465 -8.311 23.924 0.238 -2.847 -0.436 HN2 ABA 56 9BA H2 H21 H 0 1 N N N 17.519 -6.305 24.950 -2.328 -2.452 -1.877 HA ABA 57 9BA H39 H40 H 0 1 N N N 17.272 -9.284 24.204 -1.506 -4.495 0.239 HB3 ABA 58 9BA H38 H39 H 0 1 N N N 15.906 -8.162 24.523 -3.083 -4.469 -0.585 HB2 ABA 59 9BA H40 H43 H 0 1 N N N 17.976 -7.876 22.266 -1.531 -6.061 -1.683 HG1 ABA 60 9BA H42 H41 H 0 1 N N N 16.283 -8.445 22.073 -1.944 -4.716 -2.774 HG3 ABA 61 9BA H41 H42 H 0 1 N N N 16.610 -6.754 22.585 -0.367 -4.741 -1.950 HG2 ABA 62 9BA H10 H8 H 0 1 N N N 19.624 -13.428 24.174 5.853 3.487 0.796 H10 9BP 63 9BA H12 H9 H 0 1 N N N 18.312 -12.232 23.902 4.478 3.190 1.885 H12 9BP 64 9BA H11 H10 H 0 1 N N N 18.668 -13.474 22.654 4.989 1.933 0.734 H11 9BP 65 9BA H15 H11 H 0 1 N N N 20.222 -10.324 21.256 5.463 3.802 -1.652 H15 9BP 66 9BA H13 H12 H 0 1 N N N 19.032 -11.627 20.920 4.598 2.248 -1.714 H13 9BP 67 9BA H14 H13 H 0 1 N N N 18.676 -10.385 22.168 3.809 3.729 -2.306 H14 9BP 68 9BA H16 H15 H 0 1 N N N 24.693 -9.382 25.290 -0.336 3.243 -2.666 H16 9BP 69 9BA H17 H16 H 0 1 N N N 24.616 -10.951 24.418 -1.700 2.827 -1.600 H17 9BP 70 9BA H18 H17 H 0 1 N N N 24.156 -9.432 23.576 -0.869 4.390 -1.414 H18 9BP 71 9BA H8 H19 H 0 1 N N N 22.555 -11.471 23.357 1.735 3.885 -1.583 H8 9BP 72 9BA H9 H20 H 0 1 N N N 20.946 -12.435 22.309 3.816 4.653 -0.005 H9 9BP 73 9BA H7 H22 H 0 1 N N N 23.514 -11.650 26.302 0.205 2.263 1.449 H7 9BP 74 9BA H6 H23 H 0 1 N N N 23.134 -10.086 27.099 0.077 3.994 1.054 H6 9BP 75 9BA H5 H24 H 0 1 N N N 21.117 -12.215 26.269 -2.120 3.367 1.744 H5 9BP 76 9BA H4 H25 H 0 1 N N N 21.724 -11.911 27.932 -2.197 3.386 -0.036 H4 9BP 77 9BA H3 H45 H 0 1 N N N 19.904 -10.171 26.368 -1.493 0.739 0.720 H3 9BP 78 9BA H37 H34 H 0 1 N N N 19.895 -8.025 26.548 -3.539 -0.652 -1.050 H PG9 79 9BA H1 H27 H 0 1 N N N 18.154 -9.170 28.679 -3.683 -0.679 1.944 HA PG9 80 9BA H32 H33 H 0 1 N N N 18.108 -8.274 30.823 -5.806 -0.539 2.967 HG1 PG9 81 9BA H33 H38 H 0 1 N N N 18.688 -6.497 32.409 -8.259 -0.566 2.751 HD1 PG9 82 9BA H34 H37 H 0 1 N N N 20.460 -4.897 31.890 -9.304 -0.252 0.544 HE PG9 83 9BA H35 H36 H 0 1 N N N 21.612 -4.971 29.724 -7.897 0.089 -1.447 HD2 PG9 84 9BA H36 H35 H 0 1 N N N 21.044 -6.763 28.088 -5.444 0.126 -1.230 HG2 PG9 85 # 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 9BA C15 N4 SING N N 1 9BA N4 C14 SING N N 2 9BA C14 N3 SING N N 3 9BA C14 N5 DOUB N N 4 9BA N3 C13 SING N N 5 9BA C13 C12 SING N N 6 9BA C7 C5 SING N N 7 9BA C11 C12 SING N N 8 9BA C11 C10 SING N N 9 9BA C26 C25 SING N N 10 9BA C5 C6 SING N N 11 9BA C5 C4 SING N N 12 9BA C4 N1 SING N N 13 9BA C4 O1 DOUB N N 14 9BA C10 N2 SING N N 15 9BA C10 C27 SING N N 16 9BA N2 C9 SING N N 17 9BA N1 C3 SING N N 18 9BA C25 C24 SING N N 19 9BA N7 C27 SING N N 20 9BA N7 C24 SING N N 21 9BA C8 C3 SING N N 22 9BA C27 O3 DOUB N N 23 9BA C24 C23 SING N N 24 9BA C3 C9 SING N N 25 9BA C3 C2 SING N N 26 9BA C9 O2 DOUB N N 27 9BA C2 C1 SING N N 28 9BA C23 O4 DOUB N N 29 9BA C23 N6 SING N N 30 9BA C1 N SING N N 31 9BA N6 C16 SING N N 32 9BA N C SING N N 33 9BA C C16 SING N N 34 9BA C O DOUB N N 35 9BA C16 C17 SING N N 36 9BA C22 C17 DOUB Y N 37 9BA C22 C21 SING Y N 38 9BA C17 C18 SING Y N 39 9BA C21 C20 DOUB Y N 40 9BA C18 C19 DOUB Y N 41 9BA C20 C19 SING Y N 42 9BA C13 H25 SING N N 43 9BA C13 H24 SING N N 44 9BA N3 H26 SING N N 45 9BA C12 H22 SING N N 46 9BA C12 H23 SING N N 47 9BA C11 H20 SING N N 48 9BA C11 H21 SING N N 49 9BA C6 H10 SING N N 50 9BA C6 H12 SING N N 51 9BA C6 H11 SING N N 52 9BA C7 H15 SING N N 53 9BA C7 H13 SING N N 54 9BA C7 H14 SING N N 55 9BA C10 H SING N N 56 9BA C8 H16 SING N N 57 9BA C8 H17 SING N N 58 9BA C8 H18 SING N N 59 9BA N2 H19 SING N N 60 9BA N1 H8 SING N N 61 9BA C5 H9 SING N N 62 9BA C24 H2 SING N N 63 9BA C2 H7 SING N N 64 9BA C2 H6 SING N N 65 9BA C1 H5 SING N N 66 9BA C1 H4 SING N N 67 9BA N4 H27 SING N N 68 9BA C16 H1 SING N N 69 9BA C15 H28 SING N N 70 9BA C15 H30 SING N N 71 9BA C15 H29 SING N N 72 9BA N5 H31 SING N N 73 9BA C18 H32 SING N N 74 9BA N6 H37 SING N N 75 9BA C22 H36 SING N N 76 9BA C21 H35 SING N N 77 9BA C20 H34 SING N N 78 9BA C19 H33 SING N N 79 9BA C25 H38 SING N N 80 9BA C25 H39 SING N N 81 9BA C26 H42 SING N N 82 9BA C26 H41 SING N N 83 9BA C26 H40 SING N N 84 9BA N7 H43 SING N N 85 9BA N H3 SING N N 86 # 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 9BA SMILES ACDLabs 12.01 "CN/C(NCCCC1NC(=O)C(C)(NC(=O)C(C)C)CCNC(C(NC(C(NC1=O)CC)=O)c2ccccc2)=O)=N" 9BA InChI InChI 1.03 ;InChI=1S/C28H44N8O5/c1-6-19-23(38)35-21(18-11-8-7-9-12-18)25(40)31-16-14-28(4,36-22(37)17(2)3)26(41)34-20(24(39)33-19)13-10-15-32-27(29)30-5/h7-9,11-12,17,19-21H,6,10,13-16H2,1-5H3,(H,31,40)(H,33,39)(H,34,41)(H,35,38)(H,36,37)(H3,29,30,32)/t19-,20-,21+,28+/m0/s1 ; 9BA InChIKey InChI 1.03 ZAIPJVQTYUSDTG-LDFBIXNTSA-N 9BA SMILES_CANONICAL CACTVS 3.385 "CC[C@@H]1NC(=O)[C@H](CCCNC(=N)NC)NC(=O)[C@@](C)(CCNC(=O)[C@H](NC1=O)c2ccccc2)NC(=O)C(C)C" 9BA SMILES CACTVS 3.385 "CC[CH]1NC(=O)[CH](CCCNC(=N)NC)NC(=O)[C](C)(CCNC(=O)[CH](NC1=O)c2ccccc2)NC(=O)C(C)C" 9BA SMILES_CANONICAL "OpenEye OEToolkits" 2.0.6 "[H]/N=C(\NC)/NCCC[C@H]1C(=O)N[C@H](C(=O)N[C@@H](C(=O)NCC[C@@](C(=O)N1)(C)NC(=O)C(C)C)c2ccccc2)CC" 9BA SMILES "OpenEye OEToolkits" 2.0.6 "CCC1C(=O)NC(C(=O)NCCC(C(=O)NC(C(=O)N1)CCCNC(=N)NC)(C)NC(=O)C(C)C)c2ccccc2" # 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 9BA "SYSTEMATIC NAME" ACDLabs 12.01 "N-{(3R,6S,9S,12R)-6-ethyl-12-methyl-9-[3-(N'-methylcarbamimidamido)propyl]-2,5,8,11-tetraoxo-3-phenyl-1,4,7,10-tetraazacyclotetradecan-12-yl}-2-methylpropanamide" 9BA "SYSTEMATIC NAME" "OpenEye OEToolkits" 2.0.6 "~{N}-[(3~{R},6~{S},9~{S},12~{R})-6-ethyl-12-methyl-9-[3-[(~{N}-methylcarbamimidoyl)amino]propyl]-2,5,8,11-tetrakis(oxidanylidene)-3-phenyl-1,4,7,10-tetrazacyclotetradec-12-yl]-2-methyl-propanamide" # loop_ _pdbx_chem_comp_audit.comp_id _pdbx_chem_comp_audit.action_type _pdbx_chem_comp_audit.date _pdbx_chem_comp_audit.processing_site 9BA "Create component" 2017-04-17 RCSB 9BA "Modify subcomponent list" 2017-04-17 RCSB 9BA "Initial release" 2017-06-28 RCSB #