data_C7M # _chem_comp.id C7M _chem_comp.name ;(2S,3R)-N-[5-CHLORO-2-(2,3-DIHYDRO-1H-TETRAZOL-1-YL)BENZYL]-3-HYDROXY-4-{[(4-METHOXYPHENYL)SULFONYL]AMINO}-1-PHENYLBUTA N-2-AMINIUM ; _chem_comp.type NON-POLYMER _chem_comp.pdbx_type HETAIN _chem_comp.formula "C25 H30 Cl N6 O4 S" _chem_comp.mon_nstd_parent_comp_id ? _chem_comp.pdbx_synonyms "INHIBITOR OF THROMBIN" _chem_comp.pdbx_formal_charge 1 _chem_comp.pdbx_initial_date 2005-12-08 _chem_comp.pdbx_modified_date 2020-06-17 _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 546.061 _chem_comp.one_letter_code ? _chem_comp.three_letter_code C7M _chem_comp.pdbx_model_coordinates_details ? _chem_comp.pdbx_model_coordinates_missing_flag N _chem_comp.pdbx_ideal_coordinates_details ? _chem_comp.pdbx_ideal_coordinates_missing_flag N _chem_comp.pdbx_model_coordinates_db_code 2C8W _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 C7M C1 C1 C 0 1 N N N -2.102 20.251 46.957 7.827 2.511 0.893 C1 C7M 1 C7M O2 O2 O 0 1 N N N -0.995 20.625 46.134 7.920 1.210 1.479 O2 C7M 2 C7M C3 C3 C 0 1 Y N N 0.191 19.944 46.230 7.011 0.426 0.842 C3 C7M 3 C7M C4 C4 C 0 1 Y N N 1.214 20.307 45.369 6.871 -0.907 1.200 C4 C7M 4 C7M C5 C5 C 0 1 Y N N 2.418 19.668 45.399 5.947 -1.702 0.551 C5 C7M 5 C7M C6 C6 C 0 1 Y N N 2.618 18.630 46.290 5.161 -1.170 -0.455 C6 C7M 6 C7M C7 C7 C 0 1 Y N N 1.610 18.252 47.155 5.299 0.158 -0.814 C7 C7M 7 C7M C8 C8 C 0 1 Y N N 0.397 18.909 47.125 6.218 0.959 -0.164 C8 C7M 8 C7M S9 S9 S 0 1 N N N 4.137 17.764 46.357 3.983 -2.187 -1.281 S9 C7M 9 C7M O10 O10 O 0 1 N N N 3.773 16.387 46.386 4.430 -3.523 -1.098 O10 C7M 10 C7M O11 O11 O 0 1 N N N 4.980 18.366 45.388 3.747 -1.563 -2.536 O11 C7M 11 C7M N12 N12 N 0 1 N N N 4.735 18.042 47.882 2.557 -2.070 -0.447 N12 C7M 12 C7M C13 C13 C 0 1 N N N 5.150 19.413 48.190 1.847 -0.791 -0.384 C13 C7M 13 C7M C14 C14 C 0 1 N N R 5.660 19.495 49.635 0.416 -1.025 0.105 C14 C7M 14 C7M O16 O16 O 0 1 N N N 6.809 18.659 49.747 0.445 -1.507 1.449 O16 C7M 15 C7M C17 C17 C 0 1 N N S 6.074 20.923 50.029 -0.363 0.291 0.051 C17 C7M 16 C7M C19 C19 C 0 1 N N N 4.880 21.878 49.998 0.246 1.285 1.042 C19 C7M 17 C7M C20 C20 C 0 1 Y N N 3.773 21.435 50.914 -0.460 2.611 0.923 C20 C7M 18 C7M C21 C21 C 0 1 Y N N 2.528 21.123 50.397 -1.497 2.921 1.783 C21 C7M 19 C7M C22 C22 C 0 1 Y N N 1.515 20.723 51.244 -2.146 4.137 1.673 C22 C7M 20 C7M C23 C23 C 0 1 Y N N 1.734 20.644 52.608 -1.757 5.043 0.704 C23 C7M 21 C7M C24 C24 C 0 1 Y N N 2.984 20.952 53.126 -0.719 4.733 -0.155 C24 C7M 22 C7M C25 C25 C 0 1 Y N N 4.005 21.353 52.276 -0.068 3.519 -0.043 C25 C7M 23 C7M N26 N26 N 1 1 N N N 7.137 21.429 49.131 -1.767 0.044 0.406 N26 C7M 24 C7M C29 C29 C 0 1 N N N 7.915 22.543 49.788 -2.390 -0.799 -0.623 C29 C7M 25 C7M C30 C30 C 0 1 Y N N 9.104 22.859 48.906 -3.806 -1.121 -0.218 C30 C7M 26 C7M C31 C31 C 0 1 Y N N 9.073 23.992 48.094 -4.098 -2.339 0.363 C31 C7M 27 C7M C32 C32 C 0 1 Y N N 10.139 24.269 47.244 -5.398 -2.635 0.736 C32 C7M 28 C7M CL33 CL33 CL 0 0 N N N 10.110 25.689 46.237 -5.762 -4.167 1.467 CL33 C7M 29 C7M C34 C34 C 0 1 Y N N 11.223 23.401 47.198 -6.408 -1.712 0.527 C34 C7M 30 C7M C35 C35 C 0 1 Y N N 11.250 22.259 47.987 -6.121 -0.493 -0.054 C35 C7M 31 C7M C36 C36 C 0 1 Y N N 10.185 21.982 48.835 -4.816 -0.191 -0.424 C36 C7M 32 C7M N37 N37 N 0 1 N N N 10.256 20.842 49.664 -4.523 1.043 -1.012 N37 C7M 33 C7M C38 C38 C 0 1 N N N 10.223 19.531 49.342 -4.608 1.344 -2.364 C38 C7M 34 C7M N39 N39 N 0 1 N N N 10.351 18.855 50.458 -4.267 2.574 -2.546 N39 C7M 35 C7M N40 N40 N 0 1 N N N 10.479 19.642 51.464 -3.930 3.137 -1.308 N40 C7M 36 C7M N41 N41 N 0 1 N N N 10.416 20.863 51.063 -4.096 2.165 -0.359 N41 C7M 37 C7M H42 H42 H 0 1 N N N -2.506 19.288 46.612 8.050 2.446 -0.172 H42 C7M 38 C7M H43 H43 H 0 1 N N N -2.884 21.022 46.892 6.817 2.899 1.030 H43 C7M 39 C7M H44 H44 H 0 1 N N N -1.768 20.155 48.001 8.541 3.178 1.374 H44 C7M 40 C7M H45 H45 H 0 1 N N N 1.055 21.109 44.663 7.485 -1.322 1.986 H45 C7M 41 C7M H46 H46 H 0 1 N N N 3.211 19.971 44.731 5.837 -2.739 0.829 H46 C7M 42 C7M H47 H47 H 0 1 N N N 1.771 17.444 47.853 4.685 0.571 -1.601 H47 C7M 43 C7M H48 H48 H 0 1 N N N -0.392 18.615 47.801 6.326 1.996 -0.445 H48 C7M 44 C7M H49 H49 H 0 1 N N N 4.012 17.801 48.530 2.192 -2.850 0.001 H49 C7M 45 C7M H50 H50 H 0 1 N N N 5.955 19.712 47.503 2.362 -0.122 0.306 H50 C7M 46 C7M H51 H51 H 0 1 N N N 4.288 20.086 48.072 1.823 -0.340 -1.376 H51 C7M 47 C7M H15 H15 H 0 1 N N N 4.844 19.178 50.301 -0.070 -1.761 -0.535 H15 C7M 48 C7M H52 H52 H 0 1 N N N 7.152 18.473 48.881 0.883 -0.827 1.981 H52 C7M 49 C7M H18 H18 H 0 1 N N N 6.461 20.879 51.058 -0.310 0.704 -0.956 H18 C7M 50 C7M H53 H53 H 0 1 N N N 4.485 21.893 48.972 0.133 0.903 2.057 H53 C7M 51 C7M H54 H54 H 0 1 N N N 5.220 22.874 50.316 1.306 1.417 0.820 H54 C7M 52 C7M H55 H55 H 0 1 N N N 2.350 21.192 49.334 -1.802 2.213 2.539 H55 C7M 53 C7M H56 H56 H 0 1 N N N 0.546 20.470 50.840 -2.957 4.379 2.344 H56 C7M 54 C7M H57 H57 H 0 1 N N N 0.934 20.343 53.268 -2.264 5.993 0.618 H57 C7M 55 C7M H58 H58 H 0 1 N N N 3.162 20.880 54.189 -0.415 5.441 -0.912 H58 C7M 56 C7M H59 H59 H 0 1 N N N 4.977 21.600 52.676 0.743 3.277 -0.714 H59 C7M 57 C7M H27 H27 H 0 1 N N N 6.710 21.785 48.300 -1.811 -0.425 1.298 H27 C7M 58 C7M H28 H28 H 0 1 N N N 7.763 20.680 48.914 -2.259 0.923 0.464 H28 C7M 59 C7M H60 H60 H 0 1 N N N 8.251 22.237 50.790 -2.396 -0.267 -1.574 H60 C7M 60 C7M H61 H61 H 0 1 N N N 7.279 23.434 49.897 -1.823 -1.724 -0.727 H61 C7M 61 C7M H62 H62 H 0 1 N N N 8.221 24.655 48.125 -3.312 -3.061 0.527 H62 C7M 62 C7M H63 H63 H 0 1 N N N 12.053 23.617 46.542 -7.421 -1.946 0.818 H63 C7M 63 C7M H64 H64 H 0 1 N N N 12.096 21.589 47.942 -6.910 0.227 -0.217 H64 C7M 64 C7M H65 H65 H 0 1 N N N 10.112 19.117 48.351 -4.918 0.659 -3.140 H65 C7M 65 C7M H40 H40 H 0 1 N N N 9.744 19.468 52.119 -3.634 4.048 -1.152 H40 C7M 66 C7M H41 H41 H 0 1 N N N 11.256 21.349 51.306 -4.858 2.464 0.232 H41 C7M 67 # # 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 C7M C1 O2 SING N N 1 C7M C1 H42 SING N N 2 C7M C1 H43 SING N N 3 C7M C1 H44 SING N N 4 C7M O2 C3 SING N N 5 C7M C3 C4 DOUB Y N 6 C7M C3 C8 SING Y N 7 C7M C4 C5 SING Y N 8 C7M C4 H45 SING N N 9 C7M C5 C6 DOUB Y N 10 C7M C5 H46 SING N N 11 C7M C6 C7 SING Y N 12 C7M C6 S9 SING N N 13 C7M C7 C8 DOUB Y N 14 C7M C7 H47 SING N N 15 C7M C8 H48 SING N N 16 C7M S9 O10 DOUB N N 17 C7M S9 O11 DOUB N N 18 C7M S9 N12 SING N N 19 C7M N12 C13 SING N N 20 C7M N12 H49 SING N N 21 C7M C13 C14 SING N N 22 C7M C13 H50 SING N N 23 C7M C13 H51 SING N N 24 C7M C14 O16 SING N N 25 C7M C14 C17 SING N N 26 C7M C14 H15 SING N N 27 C7M O16 H52 SING N N 28 C7M C17 C19 SING N N 29 C7M C17 N26 SING N N 30 C7M C17 H18 SING N N 31 C7M C19 C20 SING N N 32 C7M C19 H53 SING N N 33 C7M C19 H54 SING N N 34 C7M C20 C21 DOUB Y N 35 C7M C20 C25 SING Y N 36 C7M C21 C22 SING Y N 37 C7M C21 H55 SING N N 38 C7M C22 C23 DOUB Y N 39 C7M C22 H56 SING N N 40 C7M C23 C24 SING Y N 41 C7M C23 H57 SING N N 42 C7M C24 C25 DOUB Y N 43 C7M C24 H58 SING N N 44 C7M C25 H59 SING N N 45 C7M N26 C29 SING N N 46 C7M N26 H27 SING N N 47 C7M N26 H28 SING N N 48 C7M C29 C30 SING N N 49 C7M C29 H60 SING N N 50 C7M C29 H61 SING N N 51 C7M C30 C31 DOUB Y N 52 C7M C30 C36 SING Y N 53 C7M C31 C32 SING Y N 54 C7M C31 H62 SING N N 55 C7M C32 CL33 SING N N 56 C7M C32 C34 DOUB Y N 57 C7M C34 C35 SING Y N 58 C7M C34 H63 SING N N 59 C7M C35 C36 DOUB Y N 60 C7M C35 H64 SING N N 61 C7M C36 N37 SING N N 62 C7M N37 C38 SING N N 63 C7M N37 N41 SING N N 64 C7M C38 N39 DOUB N N 65 C7M C38 H65 SING N N 66 C7M N39 N40 SING N N 67 C7M N40 N41 SING N N 68 C7M N40 H40 SING N N 69 C7M N41 H41 SING N N 70 # # 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 C7M SMILES ACDLabs 10.04 "O=S(=O)(c1ccc(OC)cc1)NCC(O)C(Cc2ccccc2)[NH2+]Cc3cc(Cl)ccc3N4C=NNN4" C7M SMILES_CANONICAL CACTVS 3.341 "COc1ccc(cc1)[S](=O)(=O)NC[C@@H](O)[C@H](Cc2ccccc2)[NH2+]Cc3cc(Cl)ccc3N4NNN=C4" C7M SMILES CACTVS 3.341 "COc1ccc(cc1)[S](=O)(=O)NC[CH](O)[CH](Cc2ccccc2)[NH2+]Cc3cc(Cl)ccc3N4NNN=C4" C7M SMILES_CANONICAL "OpenEye OEToolkits" 1.5.0 "COc1ccc(cc1)S(=O)(=O)NC[C@H]([C@H](Cc2ccccc2)[NH2+]Cc3cc(ccc3N4C=NNN4)Cl)O" C7M SMILES "OpenEye OEToolkits" 1.5.0 "COc1ccc(cc1)S(=O)(=O)NCC(C(Cc2ccccc2)[NH2+]Cc3cc(ccc3N4C=NNN4)Cl)O" C7M InChI InChI 1.03 "InChI=1S/C25H29ClN6O4S/c1-36-21-8-10-22(11-9-21)37(34,35)29-16-25(33)23(13-18-5-3-2-4-6-18)27-15-19-14-20(26)7-12-24(19)32-17-28-30-31-32/h2-12,14,17,23,25,27,29-31,33H,13,15-16H2,1H3/p+1/t23-,25+/m0/s1" C7M InChIKey InChI 1.03 LMFQPEFBZUDVPR-UKILVPOCSA-O # # 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 C7M "SYSTEMATIC NAME" ACDLabs 10.04 "(2S,3R)-N-[5-chloro-2-(2,3-dihydro-1H-tetrazol-1-yl)benzyl]-3-hydroxy-4-{[(4-methoxyphenyl)sulfonyl]amino}-1-phenylbutan-2-aminium" C7M "SYSTEMATIC NAME" "OpenEye OEToolkits" 1.5.0 "[5-chloro-2-(2,3-dihydro-1,2,3,4-tetrazol-1-yl)phenyl]methyl-[(2S,3R)-3-hydroxy-4-[(4-methoxyphenyl)sulfonylamino]-1-phenyl-butan-2-yl]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 C7M "Create component" 2005-12-08 EBI C7M "Modify descriptor" 2011-06-04 RCSB C7M "Modify synonyms" 2020-06-05 PDBE # _pdbx_chem_comp_synonyms.ordinal 1 _pdbx_chem_comp_synonyms.comp_id C7M _pdbx_chem_comp_synonyms.name "INHIBITOR OF THROMBIN" _pdbx_chem_comp_synonyms.provenance ? _pdbx_chem_comp_synonyms.type ? ##