data_CDO # _chem_comp.id CDO _chem_comp.name "2-((R)-1-((S)-2-(N-(6-CARBAMIMIDOYLPYRIDIN-3-YL)METHYLCARBAMOYL)-2H-PYRROL-1(5H)-YL)-3-CYCLOHEXYL-1-OXOPROPAN-2-YLAMINO)ACETIC ACID" _chem_comp.type NON-POLYMER _chem_comp.pdbx_type HETAIN _chem_comp.formula "C23 H32 N6 O4" _chem_comp.mon_nstd_parent_comp_id ? _chem_comp.pdbx_synonyms ? _chem_comp.pdbx_formal_charge 0 _chem_comp.pdbx_initial_date 2005-08-23 _chem_comp.pdbx_modified_date 2011-06-04 _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 456.538 _chem_comp.one_letter_code ? _chem_comp.three_letter_code CDO _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 2ANM _chem_comp.pdbx_subcomponent_list ? _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 CDO C1 C1 C 0 1 Y N N 12.224 21.161 22.472 7.153 0.717 0.726 C1 CDO 1 CDO C2 C2 C 0 1 Y N N 11.878 22.378 23.119 7.595 -0.274 -0.148 C2 CDO 2 CDO N3 N3 N 0 1 Y N N 12.460 23.539 22.743 6.769 -1.227 -0.560 N3 CDO 3 CDO C4 C4 C 0 1 Y N N 13.360 23.603 21.751 5.517 -1.277 -0.156 C4 CDO 4 CDO C5 C5 C 0 1 Y N N 13.748 22.435 21.068 5.011 -0.325 0.711 C5 CDO 5 CDO C6 C6 C 0 1 Y N N 13.169 21.197 21.427 5.839 0.692 1.163 C6 CDO 6 CDO C7 C7 C 0 1 N N N 14.758 22.518 19.967 3.574 -0.392 1.161 C7 CDO 7 CDO C8 C8 C 0 1 N N N 10.895 22.398 24.220 8.999 -0.261 -0.625 C8 CDO 8 CDO N9 N9 N 0 1 N N N 10.126 21.339 24.468 9.812 0.674 -0.229 N9 CDO 9 CDO N10 N10 N 0 1 N N N 10.780 23.488 24.969 9.442 -1.238 -1.489 N10 CDO 10 CDO N11 N11 N 0 1 N N N 16.082 22.469 20.577 2.736 0.368 0.230 N11 CDO 11 CDO C12 C12 C 0 1 N N N 16.877 21.392 20.414 1.406 0.449 0.433 C12 CDO 12 CDO C13 C13 C 0 1 N N S 18.234 21.354 21.066 0.544 1.230 -0.524 C13 CDO 13 CDO O14 O14 O 0 1 N N N 16.508 20.442 19.756 0.903 -0.108 1.386 O14 CDO 14 CDO C15 C15 C 0 1 N N N 19.338 21.474 19.970 0.959 2.678 -0.524 C15 CDO 15 CDO C16 C16 C 0 1 N N N 20.428 20.490 20.465 -0.035 3.430 -0.143 C16 CDO 16 CDO C17 C17 C 0 1 N N N 19.590 19.381 21.111 -1.241 2.580 0.159 C17 CDO 17 CDO N18 N18 N 0 1 N N N 18.421 20.033 21.725 -0.860 1.179 -0.090 N18 CDO 18 CDO C19 C19 C 0 1 N N N 17.631 19.511 22.732 -1.634 0.085 0.053 C19 CDO 19 CDO C20 C20 C 0 1 N N R 17.919 18.136 23.322 -3.061 0.226 0.516 C20 CDO 20 CDO O21 O21 O 0 1 N N N 16.682 20.143 23.160 -1.182 -1.014 -0.191 O21 CDO 21 CDO N22 N22 N 0 1 N N N 16.668 17.379 23.398 -3.601 -1.098 0.850 N22 CDO 22 CDO C23 C23 C 0 1 N N N 15.924 16.998 22.196 -3.698 -1.845 -0.412 C23 CDO 23 CDO C24 C24 C 0 1 N N N 14.661 16.299 22.626 -4.327 -3.190 -0.153 C24 CDO 24 CDO O25 O25 O 0 1 N N N 14.684 15.528 23.582 -4.516 -4.048 -1.167 O25 CDO 25 CDO O26 O26 O 0 1 N N N 13.613 16.504 22.024 -4.660 -3.495 0.968 O26 CDO 26 CDO C27 C27 C 0 1 N N N 18.493 18.253 24.750 -3.899 0.853 -0.600 C27 CDO 27 CDO C28 C28 C 0 1 N N N 19.887 18.893 24.734 -5.303 1.159 -0.074 C28 CDO 28 CDO C29 C29 C 0 1 N N N 20.193 19.514 26.108 -6.083 1.946 -1.128 C29 CDO 29 CDO C30 C30 C 0 1 N N N 21.574 20.229 26.050 -7.486 2.252 -0.601 C30 CDO 30 CDO C31 C31 C 0 1 N N N 22.687 19.240 25.631 -8.215 0.941 -0.301 C31 CDO 31 CDO C32 C32 C 0 1 N N N 22.334 18.533 24.299 -7.435 0.153 0.753 C32 CDO 32 CDO C33 C33 C 0 1 N N N 20.957 17.837 24.405 -6.032 -0.153 0.226 C33 CDO 33 CDO H1 H1 H 0 1 N N N 11.772 20.228 22.775 7.826 1.494 1.058 H1 CDO 34 CDO H4 H4 H 0 1 N N N 13.789 24.555 21.475 4.875 -2.071 -0.510 H4 CDO 35 CDO H6 H6 H 0 1 N N N 13.447 20.291 20.908 5.468 1.446 1.841 H6 CDO 36 CDO H71 1H7 H 0 1 N N N 14.631 23.450 19.397 3.247 -1.432 1.178 H71 CDO 37 CDO H72 2H7 H 0 1 N N N 14.630 21.674 19.273 3.486 0.034 2.160 H72 CDO 38 CDO HN9 HN9 H 0 1 N N N 9.531 21.546 25.245 9.500 1.363 0.380 HN9 CDO 39 CDO H101 1H10 H 0 0 N N N 10.148 23.603 25.735 10.360 -1.229 -1.802 H101 CDO 40 CDO H102 2H10 H 0 0 N N N 11.429 24.175 24.642 8.836 -1.937 -1.782 H102 CDO 41 CDO H11 H11 H 0 1 N N N 16.404 23.243 21.122 3.138 0.813 -0.532 H11 CDO 42 CDO H13 H13 H 0 1 N N N 18.305 22.177 21.792 0.636 0.818 -1.529 H13 CDO 43 CDO H15 H15 H 0 1 N N N 19.342 22.091 19.084 1.939 3.040 -0.799 H15 CDO 44 CDO H16 H16 H 0 1 N N N 21.502 20.566 20.377 0.000 4.506 -0.056 H16 CDO 45 CDO H171 1H17 H 0 0 N N N 20.176 18.834 21.864 -1.533 2.707 1.202 H171 CDO 46 CDO H172 2H17 H 0 0 N N N 19.268 18.653 20.352 -2.066 2.860 -0.495 H172 CDO 47 CDO H20 H20 H 0 1 N N N 18.653 17.632 22.677 -3.095 0.865 1.398 H20 CDO 48 CDO H22 H22 H 0 1 N N N 16.902 16.520 23.853 -2.903 -1.564 1.409 H22 CDO 49 CDO H231 1H23 H 0 0 N N N 16.533 16.330 21.569 -4.312 -1.287 -1.118 H231 CDO 50 CDO H232 2H23 H 0 0 N N N 15.675 17.895 21.610 -2.700 -1.985 -0.829 H232 CDO 51 CDO H25 H25 H 0 1 N N N 13.814 15.175 23.726 -4.920 -4.911 -1.001 H25 CDO 52 CDO H271 1H27 H 0 0 N N N 18.576 17.243 25.178 -3.427 1.777 -0.934 H271 CDO 53 CDO H272 2H27 H 0 0 N N N 17.820 18.878 25.355 -3.969 0.157 -1.437 H272 CDO 54 CDO H28 H28 H 0 1 N N N 19.903 19.676 23.962 -5.227 1.749 0.839 H28 CDO 55 CDO H291 1H29 H 0 0 N N N 20.218 18.724 26.873 -5.563 2.880 -1.342 H291 CDO 56 CDO H292 2H29 H 0 0 N N N 19.411 20.244 26.365 -6.158 1.355 -2.041 H292 CDO 57 CDO H301 1H30 H 0 0 N N N 21.810 20.624 27.049 -7.411 2.843 0.312 H301 CDO 58 CDO H302 2H30 H 0 0 N N N 21.525 21.046 25.315 -8.042 2.813 -1.353 H302 CDO 59 CDO H311 1H31 H 0 0 N N N 22.790 18.476 26.416 -9.215 1.158 0.074 H311 CDO 60 CDO H312 2H31 H 0 0 N N N 23.627 19.796 25.501 -8.291 0.350 -1.214 H312 CDO 61 CDO H321 1H32 H 0 0 N N N 23.101 17.775 24.083 -7.360 0.744 1.666 H321 CDO 62 CDO H322 2H32 H 0 0 N N N 22.300 19.280 23.492 -7.955 -0.781 0.967 H322 CDO 63 CDO H331 1H33 H 0 0 N N N 20.714 17.346 23.451 -6.107 -0.744 -0.686 H331 CDO 64 CDO H332 2H33 H 0 0 N N N 20.986 17.079 25.202 -5.476 -0.714 0.978 H332 CDO 65 # 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 CDO C1 C2 DOUB Y N 1 CDO C1 C6 SING Y N 2 CDO C1 H1 SING N N 3 CDO C2 N3 SING Y N 4 CDO C2 C8 SING N N 5 CDO N3 C4 DOUB Y N 6 CDO C4 C5 SING Y N 7 CDO C4 H4 SING N N 8 CDO C5 C6 DOUB Y N 9 CDO C5 C7 SING N N 10 CDO C6 H6 SING N N 11 CDO C7 N11 SING N N 12 CDO C7 H71 SING N N 13 CDO C7 H72 SING N N 14 CDO C8 N9 DOUB N Z 15 CDO C8 N10 SING N N 16 CDO N9 HN9 SING N N 17 CDO N10 H101 SING N N 18 CDO N10 H102 SING N N 19 CDO N11 C12 SING N N 20 CDO N11 H11 SING N N 21 CDO C12 C13 SING N N 22 CDO C12 O14 DOUB N N 23 CDO C13 C15 SING N N 24 CDO C13 N18 SING N N 25 CDO C13 H13 SING N N 26 CDO C15 C16 DOUB N N 27 CDO C15 H15 SING N N 28 CDO C16 C17 SING N N 29 CDO C16 H16 SING N N 30 CDO C17 N18 SING N N 31 CDO C17 H171 SING N N 32 CDO C17 H172 SING N N 33 CDO N18 C19 SING N N 34 CDO C19 C20 SING N N 35 CDO C19 O21 DOUB N N 36 CDO C20 N22 SING N N 37 CDO C20 C27 SING N N 38 CDO C20 H20 SING N N 39 CDO N22 C23 SING N N 40 CDO N22 H22 SING N N 41 CDO C23 C24 SING N N 42 CDO C23 H231 SING N N 43 CDO C23 H232 SING N N 44 CDO C24 O25 SING N N 45 CDO C24 O26 DOUB N N 46 CDO O25 H25 SING N N 47 CDO C27 C28 SING N N 48 CDO C27 H271 SING N N 49 CDO C27 H272 SING N N 50 CDO C28 C29 SING N N 51 CDO C28 C33 SING N N 52 CDO C28 H28 SING N N 53 CDO C29 C30 SING N N 54 CDO C29 H291 SING N N 55 CDO C29 H292 SING N N 56 CDO C30 C31 SING N N 57 CDO C30 H301 SING N N 58 CDO C30 H302 SING N N 59 CDO C31 C32 SING N N 60 CDO C31 H311 SING N N 61 CDO C31 H312 SING N N 62 CDO C32 C33 SING N N 63 CDO C32 H321 SING N N 64 CDO C32 H322 SING N N 65 CDO C33 H331 SING N N 66 CDO C33 H332 SING N N 67 # 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 CDO SMILES ACDLabs 10.04 "O=C(NCc1ccc(nc1)C(=[N@H])N)C3C=CCN3C(=O)C(NCC(=O)O)CC2CCCCC2" CDO SMILES_CANONICAL CACTVS 3.341 "NC(=N)c1ccc(CNC(=O)[C@@H]2C=CCN2C(=O)[C@@H](CC3CCCCC3)NCC(O)=O)cn1" CDO SMILES CACTVS 3.341 "NC(=N)c1ccc(CNC(=O)[CH]2C=CCN2C(=O)[CH](CC3CCCCC3)NCC(O)=O)cn1" CDO SMILES_CANONICAL "OpenEye OEToolkits" 1.5.0 "[H]/N=C(/c1ccc(cn1)CNC(=O)[C@@H]2C=CCN2C(=O)[C@@H](CC3CCCCC3)NCC(=O)O)\N" CDO SMILES "OpenEye OEToolkits" 1.5.0 "[H]N=C(c1ccc(cn1)CNC(=O)C2C=CCN2C(=O)C(CC3CCCCC3)NCC(=O)O)N" CDO InChI InChI 1.03 "InChI=1S/C23H32N6O4/c24-21(25)17-9-8-16(12-26-17)13-28-22(32)19-7-4-10-29(19)23(33)18(27-14-20(30)31)11-15-5-2-1-3-6-15/h4,7-9,12,15,18-19,27H,1-3,5-6,10-11,13-14H2,(H3,24,25)(H,28,32)(H,30,31)/t18-,19+/m1/s1" CDO InChIKey InChI 1.03 DSEQCUGXKCOSSU-MOPGFXCFSA-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 CDO "SYSTEMATIC NAME" ACDLabs 10.04 "N-[(1R)-2-[(2S)-2-{[(6-carbamimidoylpyridin-3-yl)methyl]carbamoyl}-2,5-dihydro-1H-pyrrol-1-yl]-1-(cyclohexylmethyl)-2-oxoethyl]glycine" CDO "SYSTEMATIC NAME" "OpenEye OEToolkits" 1.5.0 "2-[[(2R)-1-[(2S)-2-[(6-carbamimidoylpyridin-3-yl)methylcarbamoyl]-2,5-dihydropyrrol-1-yl]-3-cyclohexyl-1-oxo-propan-2-yl]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 CDO "Create component" 2005-08-23 RCSB CDO "Modify descriptor" 2011-06-04 RCSB #