data_9MX # _chem_comp.id 9MX _chem_comp.name "(R)-1-[(S)-3-[((S)-1-Carbamimidoyl-piperidin-3-ylmethyl)-carbamoyl]-2-(naphthalene-2-sulfonylamino)-propionyl]-4-methyl-piperidine-2-carboxylic acid" _chem_comp.type non-polymer _chem_comp.pdbx_type HETAIN _chem_comp.formula "C28 H38 N6 O6 S" _chem_comp.mon_nstd_parent_comp_id ? _chem_comp.pdbx_synonyms ? _chem_comp.pdbx_formal_charge 0 _chem_comp.pdbx_initial_date 2012-06-24 _chem_comp.pdbx_modified_date 2012-08-10 _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 586.703 _chem_comp.one_letter_code ? _chem_comp.three_letter_code 9MX _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 4AYY _chem_comp.pdbx_subcomponent_list "04P ASN NAS MCP" _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 9MX C20 C20 C 0 1 N N N 29.564 17.730 23.491 -4.551 -1.489 -0.403 C20 04P 1 9MX C27 C27 C 0 1 N N S 30.953 18.384 23.624 -5.968 -1.036 -0.044 C27 04P 2 9MX C32 C32 C 0 1 N N N 31.389 18.368 25.091 -6.226 0.353 -0.637 C32 04P 3 9MX C33 C33 C 0 1 N N N 31.996 17.688 22.753 -6.983 -2.028 -0.617 C33 04P 4 9MX N37 N37 N 0 1 N N N 32.674 18.993 25.352 -7.629 0.717 -0.396 N37 04P 5 9MX C38 C38 C 0 1 N N N 33.413 18.087 23.116 -8.398 -1.593 -0.231 C38 04P 6 9MX C40 C40 C 0 1 N N N 33.467 19.201 24.153 -8.684 -0.211 -0.826 C40 04P 7 9MX C41 C41 C 0 1 N N N 32.585 20.097 26.313 -7.948 1.903 0.222 C41 04P 8 9MX N43 N43 N 0 1 N N N 33.630 20.803 26.666 -7.012 2.767 0.497 N42 04P 9 9MX N42 N42 N 0 1 N N N 31.267 20.312 26.837 -9.255 2.178 0.549 N43 04P 10 9MX N3 N3 N 0 1 N N N 29.470 13.437 26.614 0.405 -1.689 0.935 N ASN 11 9MX C1 C1 C 0 1 N N S 29.673 13.340 25.193 0.161 -0.359 0.372 CA ASN 12 9MX C2 C2 C 0 1 N N N 31.143 13.746 24.833 1.159 0.617 0.938 C ASN 13 9MX O6 O6 O 0 1 N N N 31.737 14.635 25.480 1.600 0.453 2.056 O ASN 14 9MX C4 C4 C 0 1 N N N 28.626 14.090 24.303 -1.256 0.095 0.731 CB ASN 15 9MX C8 C8 C 0 1 N N N 28.661 15.622 24.347 -2.258 -0.815 0.067 CG ASN 16 9MX O15 O15 O 0 1 N N N 27.917 16.247 25.143 -1.876 -1.735 -0.625 OD1 ASN 17 9MX N14 N14 N 0 1 N N N 29.503 16.297 23.493 -3.578 -0.605 0.243 ND2 ASN 18 9MX S7 S7 S 0 1 N N N 29.159 12.207 27.645 1.342 -2.778 0.110 S NAS 19 9MX O12 O12 O 0 1 N N N 28.217 11.352 27.033 1.414 -3.941 0.923 O1S NAS 20 9MX O13 O13 O 0 1 N N N 28.827 12.787 28.898 0.859 -2.792 -1.226 O2S NAS 21 9MX C18 C18 C 0 1 Y N N 30.772 10.093 27.260 3.329 -1.315 -0.998 C1 NAS 22 9MX C11 C11 C 0 1 Y N N 30.584 11.324 27.861 2.973 -2.116 0.043 C2 NAS 23 9MX C19 C19 C 0 1 Y N N 31.607 11.841 28.706 3.878 -2.416 1.060 C3 NAS 24 9MX C26 C26 C 0 1 Y N N 32.770 11.152 28.924 5.146 -1.920 1.039 C4 NAS 25 9MX C35 C35 C 0 1 Y N N 34.173 9.151 28.515 6.852 -0.565 -0.080 C5 NAS 26 9MX C39 C39 C 0 1 Y N N 34.336 7.929 27.900 7.208 0.235 -1.122 C6 NAS 27 9MX C36 C36 C 0 1 Y N N 33.331 7.382 27.060 6.302 0.540 -2.135 C7 NAS 28 9MX C31 C31 C 0 1 Y N N 32.168 8.083 26.847 5.034 0.045 -2.114 C8 NAS 29 9MX C25 C25 C 0 1 Y N N 31.965 9.353 27.465 4.630 -0.785 -1.055 C9 NAS 30 9MX C30 C30 C 0 1 Y N N 32.979 9.891 28.308 5.552 -1.095 -0.023 C10 NAS 31 9MX N5 N5 N 0 1 N N N 31.781 13.084 23.800 1.562 1.672 0.203 N MCP 32 9MX C21 C21 C 0 1 N N R 31.025 12.410 22.761 2.575 2.602 0.720 C1 MCP 33 9MX C28 C28 C 0 1 N N N 31.549 10.983 22.504 3.706 2.721 -0.306 C2 MCP 34 9MX C10 C10 C 0 1 N N R 33.065 10.909 22.334 3.115 3.121 -1.665 C3 MCP 35 9MX C16 C16 C 0 1 N N N 33.823 11.788 23.320 2.137 2.043 -2.139 C4 MCP 36 9MX C9 C9 C 0 1 N N N 33.194 13.171 23.497 0.993 1.918 -1.129 C5 MCP 37 9MX C17 C17 C 0 1 N N N 30.937 13.214 21.466 3.127 2.076 2.020 C6 MCP 38 9MX O23 O23 O 0 1 N N N 31.135 12.468 20.338 3.492 0.927 2.101 O1 MCP 39 9MX O24 O24 O 0 1 N N N 30.718 14.430 21.334 3.213 2.884 3.089 O2 MCP 40 9MX C29 C29 C 0 1 N N N 33.529 9.470 22.458 2.369 4.450 -1.526 C7 MCP 41 9MX H20 H20 H 0 1 N N N 29.126 18.077 22.543 -4.420 -1.448 -1.484 H201 04P 42 9MX H20A H20A H 0 0 N N N 28.950 18.087 24.331 -4.399 -2.512 -0.057 H202 04P 43 9MX H27 H27 H 0 1 N N N 30.872 19.432 23.298 -6.073 -0.993 1.040 H27 04P 44 9MX H32 H32 H 0 1 N N N 30.625 18.897 25.681 -5.572 1.082 -0.159 H321 04P 45 9MX H32A H32A H 0 0 N N N 31.445 17.320 25.420 -6.033 0.333 -1.710 H322 04P 46 9MX H33 H33 H 0 1 N N N 31.892 16.600 22.879 -6.894 -2.051 -1.703 H331 04P 47 9MX H33A H33A H 0 0 N N N 31.813 17.954 21.702 -6.786 -3.022 -0.215 H332 04P 48 9MX H38 H38 H 0 1 N N N 33.933 17.206 23.520 -9.119 -2.312 -0.620 H381 04P 49 9MX H38A H38A H 0 0 N N N 33.925 18.430 22.205 -8.481 -1.545 0.855 H382 04P 50 9MX H40 H40 H 0 1 N N N 33.115 20.126 23.672 -9.651 0.147 -0.473 H401 04P 51 9MX H40A H40A H 0 0 N N N 34.516 19.324 24.460 -8.691 -0.276 -1.914 H402 04P 52 9MX HN43 HN43 H 0 0 N N N 33.398 21.504 27.340 -7.238 3.604 0.933 H42 04P 53 9MX HN42 HN42 H 0 0 N N N 31.108 21.034 27.510 -9.940 1.503 0.418 H431 04P 54 9MX HN4A HN4A H 0 0 N N N 30.507 19.740 26.529 -9.492 3.046 0.911 H432 04P 55 9MX HN3 HN3 H 0 1 N N N 30.303 13.865 26.966 0.017 -1.933 1.790 H ASN 56 9MX H1 H1 H 0 1 N N N 29.584 12.277 24.925 0.266 -0.398 -0.712 HA ASN 57 9MX H4 H4 H 0 1 N N N 28.793 13.782 23.260 -1.388 0.053 1.812 HB2 ASN 58 9MX H4A H4A H 0 1 N N N 27.624 13.770 24.624 -1.408 1.117 0.385 HB3 ASN 59 9MX HN14 HN14 H 0 0 N N N 30.082 15.780 22.863 -3.882 0.131 0.796 HD21 ASN 60 9MX H18 H18 H 0 1 N N N 29.998 9.688 26.624 2.616 -1.088 -1.776 H1 NAS 61 9MX H19 H19 H 0 1 N N N 31.462 12.798 29.186 3.569 -3.050 1.877 H3 NAS 62 9MX H26 H26 H 0 1 N N N 33.531 11.570 29.567 5.836 -2.161 1.834 H4 NAS 63 9MX H35 H35 H 0 1 N N N 34.951 9.545 29.152 7.565 -0.793 0.698 H5 NAS 64 9MX H39 H39 H 0 1 N N N 35.249 7.375 28.061 8.208 0.641 -1.163 H6 NAS 65 9MX H36 H36 H 0 1 N N N 33.479 6.421 26.591 6.610 1.178 -2.951 H7 NAS 66 9MX H31 H31 H 0 1 N N N 31.402 7.670 26.207 4.342 0.290 -2.906 H8 NAS 67 9MX H21 H21 H 0 1 N N N 29.994 12.298 23.128 2.123 3.580 0.885 H1 MCP 68 9MX H28 H28 H 0 1 N N N 31.077 10.599 21.587 4.212 1.760 -0.398 H21 MCP 69 9MX H28A H28A H 0 0 N N N 31.263 10.349 23.356 4.419 3.480 0.017 H22 MCP 70 9MX H10 H10 H 0 1 N N N 33.307 11.256 21.319 3.919 3.230 -2.393 H3 MCP 71 9MX H16 H16 H 0 1 N N N 34.853 11.916 22.955 2.658 1.089 -2.219 H41 MCP 72 9MX H16A H16A H 0 0 N N N 33.840 11.283 24.297 1.734 2.320 -3.113 H42 MCP 73 9MX H9 H9 H 0 1 N N N 33.324 13.743 22.567 0.347 1.085 -1.409 H51 MCP 74 9MX H9A H9A H 0 1 N N N 33.704 13.691 24.321 0.413 2.841 -1.114 H52 MCP 75 9MX HO24 HO24 H 0 0 N N N 30.725 14.655 20.411 3.574 2.502 3.901 HO2 MCP 76 9MX H29 H29 H 0 1 N N N 34.621 9.424 22.335 3.061 5.221 -1.190 H71 MCP 77 9MX H29A H29A H 0 0 N N N 33.256 9.081 23.450 1.949 4.733 -2.491 H72 MCP 78 9MX H29B H29B H 0 0 N N N 33.046 8.861 21.679 1.565 4.340 -0.798 H73 MCP 79 # 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 9MX C4 C1 SING N N 1 9MX C2 C1 SING N N 2 9MX C1 N3 SING N N 3 9MX C1 H1 SING N N 4 9MX N5 C2 SING N N 5 9MX C2 O6 DOUB N N 6 9MX N3 S7 SING N N 7 9MX N3 HN3 SING N N 8 9MX C4 C8 SING N N 9 9MX C4 H4 SING N N 10 9MX C4 H4A SING N N 11 9MX C21 N5 SING N N 12 9MX C9 N5 SING N N 13 9MX O12 S7 DOUB N N 14 9MX S7 C11 SING N N 15 9MX S7 O13 DOUB N N 16 9MX N14 C8 SING N N 17 9MX C8 O15 DOUB N N 18 9MX C16 C9 SING N N 19 9MX C9 H9 SING N N 20 9MX C9 H9A SING N N 21 9MX C10 C29 SING N N 22 9MX C10 C28 SING N N 23 9MX C10 C16 SING N N 24 9MX C10 H10 SING N N 25 9MX C18 C11 DOUB Y N 26 9MX C11 C19 SING Y N 27 9MX C20 N14 SING N N 28 9MX N14 HN14 SING N N 29 9MX C16 H16 SING N N 30 9MX C16 H16A SING N N 31 9MX O23 C17 DOUB N N 32 9MX O24 C17 SING N N 33 9MX C17 C21 SING N N 34 9MX C18 C25 SING Y N 35 9MX C18 H18 SING N N 36 9MX C19 C26 DOUB Y N 37 9MX C19 H19 SING N N 38 9MX C20 C27 SING N N 39 9MX C20 H20 SING N N 40 9MX C20 H20A SING N N 41 9MX C28 C21 SING N N 42 9MX C21 H21 SING N N 43 9MX O24 HO24 SING N N 44 9MX C31 C25 DOUB Y N 45 9MX C25 C30 SING Y N 46 9MX C30 C26 SING Y N 47 9MX C26 H26 SING N N 48 9MX C33 C27 SING N N 49 9MX C27 C32 SING N N 50 9MX C27 H27 SING N N 51 9MX C28 H28 SING N N 52 9MX C28 H28A SING N N 53 9MX C29 H29 SING N N 54 9MX C29 H29A SING N N 55 9MX C29 H29B SING N N 56 9MX C30 C35 DOUB Y N 57 9MX C31 C36 SING Y N 58 9MX C31 H31 SING N N 59 9MX C32 N37 SING N N 60 9MX C32 H32 SING N N 61 9MX C32 H32A SING N N 62 9MX C33 C38 SING N N 63 9MX C33 H33 SING N N 64 9MX C33 H33A SING N N 65 9MX C39 C35 SING Y N 66 9MX C35 H35 SING N N 67 9MX C36 C39 DOUB Y N 68 9MX C36 H36 SING N N 69 9MX C40 N37 SING N N 70 9MX N37 C41 SING N N 71 9MX C38 C40 SING N N 72 9MX C38 H38 SING N N 73 9MX C38 H38A SING N N 74 9MX C39 H39 SING N N 75 9MX C40 H40 SING N N 76 9MX C40 H40A SING N N 77 9MX C41 N43 DOUB N N 78 9MX C41 N42 SING N N 79 9MX N42 HN42 SING N N 80 9MX N42 HN4A SING N N 81 9MX N43 HN43 SING N N 82 # 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 9MX SMILES ACDLabs 12.01 "O=C(N1C(C(=O)O)CC(C)CC1)C(NS(=O)(=O)c3cc2ccccc2cc3)CC(=O)NCC4CCCN(C(=[N@H])N)C4" 9MX InChI InChI 1.03 "InChI=1S/C28H38N6O6S/c1-18-10-12-34(24(13-18)27(37)38)26(36)23(15-25(35)31-16-19-5-4-11-33(17-19)28(29)30)32-41(39,40)22-9-8-20-6-2-3-7-21(20)14-22/h2-3,6-9,14,18-19,23-24,32H,4-5,10-13,15-17H2,1H3,(H3,29,30)(H,31,35)(H,37,38)/t18-,19+,23+,24-/m1/s1" 9MX InChIKey InChI 1.03 BPPNPBQJRWCUDE-RJADORODSA-N 9MX SMILES_CANONICAL CACTVS 3.370 "C[C@@H]1CCN([C@H](C1)C(O)=O)C(=O)[C@H](CC(=O)NC[C@@H]2CCCN(C2)C(N)=N)N[S](=O)(=O)c3ccc4ccccc4c3" 9MX SMILES CACTVS 3.370 "C[CH]1CCN([CH](C1)C(O)=O)C(=O)[CH](CC(=O)NC[CH]2CCCN(C2)C(N)=N)N[S](=O)(=O)c3ccc4ccccc4c3" 9MX SMILES_CANONICAL "OpenEye OEToolkits" 1.7.6 "[H]/N=C(/N)\N1CCC[C@H](C1)CNC(=O)C[C@@H](C(=O)N2CC[C@H](C[C@@H]2C(=O)O)C)NS(=O)(=O)c3ccc4ccccc4c3" 9MX SMILES "OpenEye OEToolkits" 1.7.6 "CC1CCN(C(C1)C(=O)O)C(=O)C(CC(=O)NCC2CCCN(C2)C(=N)N)NS(=O)(=O)c3ccc4ccccc4c3" # 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 9MX "SYSTEMATIC NAME" ACDLabs 12.01 "(2R,4R)-1-[N-{[(3S)-1-carbamimidoylpiperidin-3-yl]methyl}-N~2~-(naphthalen-2-ylsulfonyl)-L-asparaginyl]-4-methylpiperidine-2-carboxylic acid" 9MX "SYSTEMATIC NAME" "OpenEye OEToolkits" 1.7.6 "(2R,4R)-1-[(2S)-4-[[(3S)-1-carbamimidoylpiperidin-3-yl]methylamino]-2-(naphthalen-2-ylsulfonylamino)-4-oxidanylidene-butanoyl]-4-methyl-piperidine-2-carboxylic acid" # loop_ _pdbx_chem_comp_audit.comp_id _pdbx_chem_comp_audit.action_type _pdbx_chem_comp_audit.date _pdbx_chem_comp_audit.processing_site 9MX "Create component" 2012-06-24 EBI #