data_9MQ # _chem_comp.id 9MQ _chem_comp.name "{Benzyl-[(S)-3-[((S)-1-carbamimidoyl-piperidin-3-ylmethyl)-carbamoyl]-2-(naphthalene-2-sulfonylamino)-propionyl]-amino}-acetic acid" _chem_comp.type non-polymer _chem_comp.pdbx_type HETAIN _chem_comp.formula "C30 H36 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 2012-06-22 _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 608.708 _chem_comp.one_letter_code ? _chem_comp.three_letter_code 9MQ _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 4AYV _chem_comp.pdbx_subcomponent_list "04P ASN NAS 04Q" _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 9MQ C20 C20 C 0 1 N N N 29.522 17.638 23.689 -4.442 1.663 0.326 C20 04P 1 9MQ C27 C27 C 0 1 N N S 30.839 18.369 24.041 -5.903 1.346 0.000 C27 04P 2 9MQ C32 C32 C 0 1 N N N 31.355 18.023 25.455 -6.270 -0.024 0.580 C32 04P 3 9MQ C33 C33 C 0 1 N N N 31.939 18.050 22.978 -6.808 2.415 0.617 C33 04P 4 9MQ N37 N37 N 0 1 N N N 32.579 18.878 25.645 -7.706 -0.256 0.373 N37 04P 5 9MQ C38 C38 C 0 1 N N N 33.147 18.946 23.217 -8.267 2.116 0.265 C38 04P 6 9MQ C40 C40 C 0 1 N N N 33.713 18.696 24.647 -8.661 0.755 0.847 C40 04P 7 9MQ C41 C41 C 0 1 N N N 32.427 20.094 26.301 -8.148 -1.398 -0.253 C41 04P 8 9MQ N42 N42 N 0 1 N N N 33.513 20.850 26.342 -7.290 -2.230 -0.773 N42 04P 9 9MQ N43 N43 N 0 1 N N N 31.269 20.421 26.812 -9.495 -1.661 -0.332 N43 04P 10 9MQ N3 N3 N 0 1 N N N 29.750 13.418 26.661 0.475 1.436 -1.154 N ASN 11 9MQ C1 C1 C 0 1 N N S 29.893 13.130 25.275 0.125 0.126 -0.600 CA ASN 12 9MQ C2 C2 C 0 1 N N N 31.307 13.590 24.861 1.015 -0.929 -1.204 C ASN 13 9MQ O6 O6 O 0 1 N N N 31.925 14.432 25.546 1.498 -0.758 -2.303 O ASN 14 9MQ C4 C4 C 0 1 N N N 28.864 13.902 24.400 -1.336 -0.191 -0.925 CB ASN 15 9MQ C8 C8 C 0 1 N N N 28.834 15.408 24.557 -2.233 0.793 -0.219 CG ASN 16 9MQ O15 O15 O 0 1 N N N 28.216 15.978 25.484 -1.751 1.662 0.475 OD1 ASN 17 9MQ N14 N14 N 0 1 N N N 29.550 16.152 23.598 -3.570 0.706 -0.360 ND2 ASN 18 9MQ S7 S7 S 0 1 N N N 29.310 12.275 27.758 1.159 2.590 -0.183 S NAS 19 9MQ O13 O13 O 0 1 N N N 28.360 11.426 27.148 1.358 3.735 -1.000 O1S NAS 20 9MQ O12 O12 O 0 1 N N N 29.063 13.062 28.954 0.392 2.613 1.014 O2S NAS 21 9MQ C18 C18 C 0 1 Y N N 30.764 10.060 27.313 3.842 2.395 -0.470 C1 NAS 22 9MQ C11 C11 C 0 1 Y N N 30.655 11.305 27.931 2.762 2.013 0.265 C2 NAS 23 9MQ C19 C19 C 0 1 Y N N 31.732 11.777 28.759 2.905 1.172 1.367 C3 NAS 24 9MQ C26 C26 C 0 1 Y N N 32.863 11.047 28.966 4.130 0.708 1.739 C4 NAS 25 9MQ C35 C35 C 0 1 Y N N 34.177 9.006 28.594 6.548 0.621 1.359 C5 NAS 26 9MQ C39 C39 C 0 1 Y N N 34.283 7.769 28.009 7.628 1.003 0.623 C6 NAS 27 9MQ C36 C36 C 0 1 Y N N 33.240 7.241 27.176 7.484 1.845 -0.478 C7 NAS 28 9MQ C31 C31 C 0 1 Y N N 32.088 7.972 26.933 6.260 2.306 -0.854 C8 NAS 29 9MQ C25 C25 C 0 1 Y N N 31.940 9.266 27.525 5.122 1.936 -0.116 C9 NAS 30 9MQ C30 C30 C 0 1 Y N N 33.003 9.773 28.362 5.268 1.081 1.005 C10 NAS 31 9MQ N5 N5 N 0 1 N N N 31.868 13.041 23.707 1.274 -2.063 -0.523 N5 04Q 32 9MQ C9 C9 C 0 1 N N N 31.181 11.955 22.933 2.211 -3.048 -1.069 C9 04Q 33 9MQ C10 C10 C 0 1 N N N 33.098 13.590 23.112 0.619 -2.311 0.764 C10 04Q 34 9MQ C16 C16 C 0 1 Y N N 32.127 10.819 22.731 3.581 -2.816 -0.486 C16 04Q 35 9MQ C17 C17 C 0 1 N N N 32.677 14.542 21.998 -0.678 -3.043 0.535 C17 04Q 36 9MQ C21 C21 C 0 1 Y N N 32.740 10.195 23.855 3.945 -3.441 0.692 C21 04Q 37 9MQ C22 C22 C 0 1 Y N N 32.415 10.404 21.439 4.475 -1.983 -1.132 C22 04Q 38 9MQ O23 O23 O 0 1 N N N 33.612 14.684 21.068 -1.453 -3.378 1.578 O23 04Q 39 9MQ O24 O24 O 0 1 N N N 31.623 15.137 21.867 -1.020 -3.329 -0.588 O24 04Q 40 9MQ C28 C28 C 0 1 Y N N 33.656 9.149 23.674 5.202 -3.228 1.227 C28 04Q 41 9MQ C29 C29 C 0 1 Y N N 33.335 9.350 21.252 5.732 -1.770 -0.596 C29 04Q 42 9MQ C34 C34 C 0 1 Y N N 33.959 8.722 22.353 6.094 -2.391 0.584 C34 04Q 43 9MQ H201 H201 H 0 0 N N N 29.187 18.019 22.713 -4.207 2.674 -0.009 H201 04P 44 9MQ H202 H202 H 0 0 N N N 28.784 17.905 24.460 -4.286 1.590 1.402 H202 04P 45 9MQ H27 H27 H 0 1 N N N 30.645 19.451 24.007 -6.041 1.332 -1.081 H27 04P 46 9MQ H321 H321 H 0 0 N N N 30.595 18.263 26.213 -5.698 -0.801 0.072 H321 04P 47 9MQ H322 H322 H 0 0 N N N 31.615 16.956 25.521 -6.047 -0.041 1.647 H322 04P 48 9MQ H331 H331 H 0 0 N N N 32.240 16.996 23.067 -6.688 2.411 1.701 H331 04P 49 9MQ H332 H332 H 0 0 N N N 31.539 18.234 21.970 -6.533 3.394 0.225 H332 04P 50 9MQ H381 H381 H 0 0 N N N 33.924 18.719 22.472 -8.909 2.891 0.685 H381 04P 51 9MQ H382 H382 H 0 0 N N N 32.845 20.000 23.123 -8.383 2.095 -0.819 H382 04P 52 9MQ H401 H401 H 0 0 N N N 34.516 19.416 24.861 -9.665 0.493 0.516 H401 04P 53 9MQ H402 H402 H 0 0 N N N 34.110 17.672 24.717 -8.633 0.802 1.936 H402 04P 54 9MQ H42 H42 H 0 1 N N N 33.349 21.716 26.815 -7.602 -3.035 -1.214 H42 04P 55 9MQ H431 H431 H 0 0 N N N 31.157 21.300 27.276 -10.136 -1.011 -0.003 H431 04P 56 9MQ H432 H432 H 0 0 N N N 30.495 19.792 26.739 -9.805 -2.496 -0.716 H432 04P 57 9MQ H3 H3 H 0 1 N N N 30.636 13.769 26.965 0.307 1.627 -2.090 H ASN 58 9MQ H1 H1 H 0 1 N N N 29.791 12.051 25.084 0.262 0.141 0.482 HA ASN 59 9MQ H41C H41C H 0 0 N N N 29.090 13.681 23.346 -1.492 -0.119 -2.001 HB2 ASN 60 9MQ H42C H42C H 0 0 N N N 27.863 13.521 24.648 -1.571 -1.202 -0.591 HB3 ASN 61 9MQ H14 H14 H 0 1 N N N 30.065 15.693 22.874 -3.956 0.011 -0.916 HD21 ASN 62 9MQ H18 H18 H 0 1 N N N 29.969 9.696 26.679 3.715 3.044 -1.324 H1 NAS 63 9MQ H19 H19 H 0 1 N N N 31.641 12.743 29.233 2.032 0.884 1.933 H3 NAS 64 9MQ H26 H26 H 0 1 N N N 33.653 11.439 29.590 4.226 0.056 2.596 H4 NAS 65 9MQ H35 H35 H 0 1 N N N 34.970 9.389 29.219 6.674 -0.032 2.210 H5 NAS 66 9MQ H39 H39 H 0 1 N N N 35.172 7.179 28.179 8.610 0.649 0.897 H6 NAS 67 9MQ H36 H36 H 0 1 N N N 33.354 6.263 26.733 8.357 2.134 -1.044 H7 NAS 68 9MQ H31 H31 H 0 1 N N N 31.309 7.569 26.303 6.164 2.957 -1.709 H8 NAS 69 9MQ H91C H91C H 0 0 N N N 30.301 11.605 23.493 1.872 -4.052 -0.814 H91C 04Q 70 9MQ H92C H92C H 0 0 N N N 30.862 12.346 21.955 2.256 -2.945 -2.154 H92C 04Q 71 9MQ H101 H101 H 0 0 N N N 33.675 14.134 23.874 1.272 -2.916 1.393 H101 04Q 72 9MQ H102 H102 H 0 0 N N N 33.712 12.776 22.699 0.417 -1.360 1.258 H102 04Q 73 9MQ H21 H21 H 0 1 N N N 32.498 10.530 24.853 3.248 -4.095 1.195 H21 04Q 74 9MQ H22 H22 H 0 1 N N N 31.944 10.879 20.591 4.192 -1.499 -2.055 H22 04Q 75 9MQ H23 H23 H 0 1 N N N 33.298 15.270 20.390 -2.275 -3.847 1.381 H23 04Q 76 9MQ H28 H28 H 0 1 N N N 34.124 8.676 24.525 5.486 -3.716 2.148 H28 04Q 77 9MQ H29 H29 H 0 1 N N N 33.566 9.018 20.251 6.431 -1.120 -1.101 H29 04Q 78 9MQ H34 H34 H 0 1 N N N 34.664 7.920 22.191 7.076 -2.224 1.003 H34 04Q 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 9MQ C1 C2 SING N N 1 9MQ C1 N3 SING N N 2 9MQ C1 C4 SING N N 3 9MQ C2 N5 SING N N 4 9MQ C2 O6 DOUB N N 5 9MQ N3 S7 SING N N 6 9MQ C4 C8 SING N N 7 9MQ N5 C9 SING N N 8 9MQ N5 C10 SING N N 9 9MQ S7 C11 SING N N 10 9MQ S7 O12 DOUB N N 11 9MQ S7 O13 DOUB N N 12 9MQ C8 N14 SING N N 13 9MQ C8 O15 DOUB N N 14 9MQ C9 C16 SING N N 15 9MQ C10 C17 SING N N 16 9MQ C11 C18 SING Y N 17 9MQ C11 C19 DOUB Y N 18 9MQ N14 C20 SING N N 19 9MQ C16 C21 SING Y N 20 9MQ C16 C22 DOUB Y N 21 9MQ C17 O23 SING N N 22 9MQ C17 O24 DOUB N N 23 9MQ C18 C25 DOUB Y N 24 9MQ C19 C26 SING Y N 25 9MQ C20 C27 SING N N 26 9MQ C21 C28 DOUB Y N 27 9MQ C22 C29 SING Y N 28 9MQ C25 C30 SING Y N 29 9MQ C25 C31 SING Y N 30 9MQ C26 C30 DOUB Y N 31 9MQ C27 C32 SING N N 32 9MQ C27 C33 SING N N 33 9MQ C28 C34 SING Y N 34 9MQ C29 C34 DOUB Y N 35 9MQ C30 C35 SING Y N 36 9MQ C31 C36 DOUB Y N 37 9MQ C32 N37 SING N N 38 9MQ C33 C38 SING N N 39 9MQ C35 C39 DOUB Y N 40 9MQ C36 C39 SING Y N 41 9MQ N37 C40 SING N N 42 9MQ N37 C41 SING N N 43 9MQ C38 C40 SING N N 44 9MQ C41 N42 DOUB N N 45 9MQ C41 N43 SING N N 46 9MQ C1 H1 SING N N 47 9MQ N3 H3 SING N N 48 9MQ C4 H41C SING N N 49 9MQ C4 H42C SING N N 50 9MQ C9 H91C SING N N 51 9MQ C9 H92C SING N N 52 9MQ C10 H101 SING N N 53 9MQ C10 H102 SING N N 54 9MQ N14 H14 SING N N 55 9MQ C18 H18 SING N N 56 9MQ C19 H19 SING N N 57 9MQ C20 H201 SING N N 58 9MQ C20 H202 SING N N 59 9MQ C21 H21 SING N N 60 9MQ C22 H22 SING N N 61 9MQ O23 H23 SING N N 62 9MQ C26 H26 SING N N 63 9MQ C27 H27 SING N N 64 9MQ C28 H28 SING N N 65 9MQ C29 H29 SING N N 66 9MQ C31 H31 SING N N 67 9MQ C32 H321 SING N N 68 9MQ C32 H322 SING N N 69 9MQ C33 H331 SING N N 70 9MQ C33 H332 SING N N 71 9MQ C34 H34 SING N N 72 9MQ C35 H35 SING N N 73 9MQ C36 H36 SING N N 74 9MQ C38 H381 SING N N 75 9MQ C38 H382 SING N N 76 9MQ C39 H39 SING N N 77 9MQ C40 H401 SING N N 78 9MQ C40 H402 SING N N 79 9MQ N42 H42 SING N N 80 9MQ N43 H431 SING N N 81 9MQ N43 H432 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 9MQ SMILES ACDLabs 12.01 "O=C(O)CN(C(=O)C(NS(=O)(=O)c2cc1ccccc1cc2)CC(=O)NCC3CCCN(C(=[N@H])N)C3)Cc4ccccc4" 9MQ InChI InChI 1.03 "InChI=1S/C30H36N6O6S/c31-30(32)35-14-6-9-22(19-35)17-33-27(37)16-26(29(40)36(20-28(38)39)18-21-7-2-1-3-8-21)34-43(41,42)25-13-12-23-10-4-5-11-24(23)15-25/h1-5,7-8,10-13,15,22,26,34H,6,9,14,16-20H2,(H3,31,32)(H,33,37)(H,38,39)/t22-,26-/m0/s1" 9MQ InChIKey InChI 1.03 ZWJYDBRLGHLMKT-NVQXNPDNSA-N 9MQ SMILES_CANONICAL CACTVS 3.385 "NC(=N)N1CCC[C@@H](CNC(=O)C[C@H](N[S](=O)(=O)c2ccc3ccccc3c2)C(=O)N(CC(O)=O)Cc4ccccc4)C1" 9MQ SMILES CACTVS 3.385 "NC(=N)N1CCC[CH](CNC(=O)C[CH](N[S](=O)(=O)c2ccc3ccccc3c2)C(=O)N(CC(O)=O)Cc4ccccc4)C1" 9MQ SMILES_CANONICAL "OpenEye OEToolkits" 1.9.2 "[H]/N=C(\N)/N1CCC[C@H](C1)CNC(=O)C[C@@H](C(=O)N(Cc2ccccc2)CC(=O)O)NS(=O)(=O)c3ccc4ccccc4c3" 9MQ SMILES "OpenEye OEToolkits" 1.9.2 "c1ccc(cc1)CN(CC(=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 9MQ "SYSTEMATIC NAME" ACDLabs 12.01 "N-{[(3S)-1-carbamimidoylpiperidin-3-yl]methyl}-N~2~-(naphthalen-2-ylsulfonyl)-L-asparaginyl-N-benzylglycine" 9MQ "SYSTEMATIC NAME" "OpenEye OEToolkits" 1.9.2 "2-[[(2S)-4-[[(3S)-1-carbamimidoylpiperidin-3-yl]methylamino]-2-(naphthalen-2-ylsulfonylamino)-4-oxidanylidene-butanoyl]-(phenylmethyl)amino]ethanoic 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 9MQ "Create component" 2012-06-22 EBI 9MQ "Modify descriptor" 2014-09-05 RCSB #