data_4I4 # _chem_comp.id 4I4 _chem_comp.name "(5R,6R,8S)-8-(3-{[AMINO(IMINO)METHYL]AMINO}PHENYL)-5-CYCLOHEXYL-6-HYDROXY-3-OXO-1-PHENYL-2,7-DIOXA-4-AZA-6-PHOSPHANONAN-9-OIC ACID 6-OXIDE" _chem_comp.type non-polymer _chem_comp.pdbx_type HETAIN _chem_comp.formula "C20 H27 N6 O3" _chem_comp.mon_nstd_parent_comp_id ? _chem_comp.pdbx_synonyms ? _chem_comp.pdbx_formal_charge 1 _chem_comp.pdbx_initial_date 2012-10-01 _chem_comp.pdbx_modified_date 2014-09-05 _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 399.467 _chem_comp.one_letter_code ? _chem_comp.three_letter_code 4I4 _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 4BCB _chem_comp.pdbx_subcomponent_list "CLT 04U 04V" _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 4I4 C14 C14 C 0 1 N N N 42.487 37.825 86.020 -1.966 -1.263 0.141 CA CLT 1 4I4 C15 C15 C 0 1 N N N 43.941 38.006 85.547 -3.118 -0.257 0.180 CB1 CLT 2 4I4 C16 C16 C 0 1 N N N 44.941 37.963 86.707 -4.431 -0.973 -0.145 CG CLT 3 4I4 C17 C17 C 0 1 Y N N 45.067 36.546 87.264 -5.566 0.018 -0.106 CD CLT 4 4I4 C22 C22 C 0 1 Y N N 45.431 35.492 86.441 -5.925 0.704 -1.252 CE1 CLT 5 4I4 C18 C18 C 0 1 Y N N 44.842 36.314 88.619 -6.252 0.237 1.074 CE2 CLT 6 4I4 C21 C21 C 0 1 Y N N 45.532 34.197 86.956 -6.966 1.612 -1.216 CZ1 CLT 7 4I4 C19 C19 C 0 1 Y N N 44.955 35.017 89.151 -7.294 1.145 1.109 CZ2 CLT 8 4I4 C20 C20 C 0 1 Y N N 45.309 33.952 88.317 -7.649 1.835 -0.035 CH CLT 9 4I4 C12 C12 C 0 1 N N N 41.584 37.435 84.851 -0.673 -0.558 0.461 CB2 CLT 10 4I4 O13 O13 O 0 1 N N N 42.025 37.397 83.720 -0.673 0.632 0.697 OG1 CLT 11 4I4 O9 O9 O 0 1 N N N 39.161 38.971 83.358 1.150 1.077 -0.637 O 04U 12 4I4 C8 C8 C 0 1 N N N 39.009 37.759 83.097 1.942 0.695 0.198 C 04U 13 4I4 C10 C10 C 0 1 N N S 39.382 36.705 84.090 1.814 -0.688 0.781 CA 04U 14 4I4 C25 C25 C 0 1 N N N 38.152 36.197 84.857 2.813 -1.656 0.099 CB 04U 15 4I4 C24 C24 C 0 1 N N S 38.224 36.890 86.198 2.128 -3.028 0.334 CG 04U 16 4I4 N26 N26 N 0 1 N N N 37.629 38.203 85.978 2.523 -3.988 -0.701 N26 04U 17 4I4 N27 N27 N 1 1 N N N 36.436 38.429 86.229 2.183 -5.057 -0.634 N27 04U 18 4I4 N28 N28 N 0 1 N N N 35.175 38.656 86.495 1.843 -6.126 -0.567 N28 04U 19 4I4 C23 C23 C 0 1 N N N 39.699 37.172 86.466 0.627 -2.688 0.219 CD 04U 20 4I4 N11 N11 N 0 1 N N N 40.311 37.135 85.140 0.484 -1.250 0.484 N 04U 21 4I4 N7 N7 N 0 1 N N N 38.549 37.303 81.908 2.937 1.508 0.604 N 04V 22 4I4 C6 C6 C 0 1 N N N 38.365 35.896 81.480 3.965 1.174 1.606 CD 04V 23 4I4 C5 C5 C 0 1 N N N 37.854 35.995 80.049 4.440 2.541 2.158 CG 04V 24 4I4 C4 C4 C 0 1 N N N 38.210 37.416 79.611 4.404 3.422 0.882 CB 04V 25 4I4 C3 C3 C 0 1 N N S 38.129 38.237 80.884 3.181 2.873 0.116 CA 04V 26 4I4 C1 C1 C 0 1 N N N 36.693 38.686 81.092 3.471 2.845 -1.363 C 04V 27 4I4 N2 N2 N 0 1 N N N 35.843 37.960 81.663 3.242 3.889 -2.085 N2 04V 28 4I4 OXT OXT O 0 1 N Y N 36.301 39.711 80.318 3.969 1.727 -1.931 OXT 04V 29 4I4 H141 H141 H 0 0 N N N 42.128 38.770 86.454 -2.144 -2.048 0.876 HA1 CLT 30 4I4 H142 H142 H 0 0 N N N 42.451 37.034 86.783 -1.903 -1.704 -0.854 HA2 CLT 31 4I4 H151 H151 H 0 0 N N N 44.185 37.200 84.840 -3.182 0.184 1.175 HB11 CLT 32 4I4 H152 H152 H 0 0 N N N 44.029 38.978 85.040 -2.941 0.528 -0.555 HB12 CLT 33 4I4 H161 H161 H 0 0 N N N 45.925 38.298 86.347 -4.368 -1.414 -1.140 HG1 CLT 34 4I4 H162 H162 H 0 0 N N N 44.595 38.635 87.506 -4.609 -1.758 0.590 HG2 CLT 35 4I4 H22 H22 H 0 1 N N N 45.638 35.672 85.396 -5.391 0.530 -2.174 HE1 CLT 36 4I4 H18 H18 H 0 1 N N N 44.579 37.137 89.267 -5.975 -0.302 1.968 HE2 CLT 37 4I4 H21 H21 H 0 1 N N N 45.784 33.378 86.299 -7.246 2.148 -2.111 HZ1 CLT 38 4I4 H19 H19 H 0 1 N N N 44.769 34.844 90.201 -7.830 1.316 2.031 HZ2 CLT 39 4I4 H20 H20 H 0 1 N N N 45.409 32.954 88.717 -8.462 2.545 -0.007 HH CLT 40 4I4 H10 H10 H 0 1 N N N 39.822 35.854 83.549 1.985 -0.663 1.857 HA 04U 41 4I4 H251 H251 H 0 0 N N N 37.226 36.469 84.329 2.902 -1.440 -0.965 HB3 04U 42 4I4 H252 H252 H 0 0 N N N 38.196 35.105 84.982 3.788 -1.618 0.586 HB2 04U 43 4I4 H24 H24 H 0 1 N N N 37.747 36.315 87.005 2.365 -3.413 1.326 HG2 04U 44 4I4 H231 H231 H 0 0 N N N 39.830 38.161 86.930 0.270 -2.918 -0.785 HD2 04U 45 4I4 H232 H232 H 0 0 N N N 40.133 36.400 87.119 0.061 -3.259 0.955 HD3 04U 46 4I4 H28 H28 H 0 1 N N N 34.668 37.809 86.657 2.385 -6.779 -0.098 H28 04U 47 4I4 H61C H61C H 0 0 N N N 39.320 35.351 81.515 3.534 0.571 2.405 HD2 04V 48 4I4 H62C H62C H 0 0 N N N 37.629 35.388 82.121 4.795 0.645 1.137 HD3 04V 49 4I4 H3 H3 H 0 1 N N N 38.801 39.106 80.828 2.311 3.499 0.313 HA 04V 50 4I4 H51C H51C H 0 0 N N N 38.352 35.254 79.406 3.751 2.918 2.914 HG2 04V 51 4I4 H52C H52C H 0 0 N N N 36.766 35.839 80.013 5.453 2.471 2.556 HG3 04V 52 4I4 H41C H41C H 0 0 N N N 39.226 37.450 79.190 4.260 4.471 1.142 HB2 04V 53 4I4 H42C H42C H 0 0 N N N 37.491 37.784 78.864 5.313 3.290 0.296 HB3 04V 54 4I4 H21N H21N H 0 0 N N N 34.907 38.249 81.461 3.429 3.871 -3.037 HN2 04V 55 4I4 HXT HXT H 0 1 N N N 35.396 39.926 80.511 4.121 1.805 -2.883 HXT 04V 56 # 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 4I4 O9 C8 DOUB N N 1 4I4 C8 N7 SING N N 2 4I4 C8 C10 SING N N 3 4I4 N7 C6 SING N N 4 4I4 N7 C3 SING N N 5 4I4 C6 C5 SING N N 6 4I4 C5 C4 SING N N 7 4I4 C4 C3 SING N N 8 4I4 C3 C1 SING N N 9 4I4 C1 N2 DOUB N N 10 4I4 C1 OXT SING N N 11 4I4 C10 C25 SING N N 12 4I4 C10 N11 SING N N 13 4I4 C25 C24 SING N N 14 4I4 C24 N26 SING N N 15 4I4 C24 C23 SING N N 16 4I4 N26 N27 DOUB N N 17 4I4 N27 N28 DOUB N N 18 4I4 C23 N11 SING N N 19 4I4 N11 C12 SING N N 20 4I4 C12 O13 DOUB N N 21 4I4 C12 C14 SING N N 22 4I4 C14 C15 SING N N 23 4I4 C15 C16 SING N N 24 4I4 C16 C17 SING N N 25 4I4 C17 C22 SING Y N 26 4I4 C17 C18 DOUB Y N 27 4I4 C22 C21 DOUB Y N 28 4I4 C21 C20 SING Y N 29 4I4 C20 C19 DOUB Y N 30 4I4 C19 C18 SING Y N 31 4I4 C10 H10 SING N N 32 4I4 C6 H61C SING N N 33 4I4 C6 H62C SING N N 34 4I4 C3 H3 SING N N 35 4I4 C5 H51C SING N N 36 4I4 C5 H52C SING N N 37 4I4 C4 H41C SING N N 38 4I4 C4 H42C SING N N 39 4I4 N2 H21N SING N N 40 4I4 C25 H251 SING N N 41 4I4 C25 H252 SING N N 42 4I4 C24 H24 SING N N 43 4I4 C23 H231 SING N N 44 4I4 C23 H232 SING N N 45 4I4 N28 H28 SING N N 46 4I4 C14 H141 SING N N 47 4I4 C14 H142 SING N N 48 4I4 C15 H151 SING N N 49 4I4 C15 H152 SING N N 50 4I4 C16 H161 SING N N 51 4I4 C16 H162 SING N N 52 4I4 C22 H22 SING N N 53 4I4 C18 H18 SING N N 54 4I4 C21 H21 SING N N 55 4I4 C20 H20 SING N N 56 4I4 C19 H19 SING N N 57 4I4 OXT HXT SING N N 58 # 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 4I4 SMILES ACDLabs 12.01 "O=C(N1C(C(O)=[N@H])CCC1)C3N(C(=O)CCCc2ccccc2)CC(/N=[N+]=[N@H])C3" 4I4 InChI InChI 1.03 "InChI=1S/C20H26N6O3/c21-19(28)16-9-5-11-25(16)20(29)17-12-15(23-24-22)13-26(17)18(27)10-4-8-14-6-2-1-3-7-14/h1-3,6-7,15-17,22H,4-5,8-13H2,(H-,21,28)/p+1/t15-,16-,17-/m0/s1" 4I4 InChIKey InChI 1.03 MSQNNNMEZVPGEM-ULQDDVLXSA-O 4I4 SMILES_CANONICAL CACTVS 3.385 "OC(=N)[C@@H]1CCCN1C(=O)[C@@H]2C[C@@H](CN2C(=O)CCCc3ccccc3)N=[N+]=N" 4I4 SMILES CACTVS 3.385 "OC(=N)[CH]1CCCN1C(=O)[CH]2C[CH](CN2C(=O)CCCc3ccccc3)N=[N+]=N" 4I4 SMILES_CANONICAL "OpenEye OEToolkits" 1.9.2 "[H]/N=C(/[C@@H]1CCCN1C(=O)[C@@H]2C[C@@H](CN2C(=O)CCCc3ccccc3)N=[N+]=N)\O" 4I4 SMILES "OpenEye OEToolkits" 1.9.2 "c1ccc(cc1)CCCC(=O)N2CC(CC2C(=O)N3CCCC3C(=N)O)N=[N+]=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 4I4 "SYSTEMATIC NAME" ACDLabs 12.01 "1-[(3S,5S)-5-({(2S)-2-[(Z)-hydroxy(imino)methyl]pyrrolidin-1-yl}carbonyl)-1-(4-phenylbutanoyl)pyrrolidin-3-yl]triaza-1,2-dien-2-ium" 4I4 "SYSTEMATIC NAME" "OpenEye OEToolkits" 1.9.2 "azanylidene-[(3S,5S)-5-[(2S)-2-(C-oxidanylcarbonimidoyl)pyrrolidin-1-yl]carbonyl-1-(4-phenylbutanoyl)pyrrolidin-3-yl]imino-azanium" # loop_ _pdbx_chem_comp_audit.comp_id _pdbx_chem_comp_audit.action_type _pdbx_chem_comp_audit.date _pdbx_chem_comp_audit.processing_site 4I4 "Create component" 2012-10-01 EBI 4I4 "Initial release" 2013-03-13 RCSB 4I4 "Modify descriptor" 2014-09-05 RCSB #