data_6OV # _chem_comp.id 6OV _chem_comp.name "3-cyclohexyl-D-alanyl-N-[(4-carbamimidoylphenyl)methyl]-L-prolinamide" _chem_comp.type NON-POLYMER _chem_comp.pdbx_type HETAIN _chem_comp.formula "C22 H33 N5 O2" _chem_comp.mon_nstd_parent_comp_id ? _chem_comp.pdbx_synonyms ? _chem_comp.pdbx_formal_charge 0 _chem_comp.pdbx_initial_date 2016-05-17 _chem_comp.pdbx_modified_date 2017-06-02 _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 399.530 _chem_comp.one_letter_code ? _chem_comp.three_letter_code 6OV _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 5JZY _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 6OV C4 C1 C 0 1 N N N 7.992 -13.273 97.133 -7.618 -0.641 -1.236 C4 6OV 1 6OV C5 C2 C 0 1 N N N 8.976 -14.336 96.689 -8.550 -0.943 -0.062 C5 6OV 2 6OV C6 C3 C 0 1 N N N 8.672 -14.797 95.269 -8.391 0.140 1.007 C6 6OV 3 6OV N1 N1 N 0 1 N N N 5.081 -13.058 92.470 -1.582 -0.380 0.131 N1 6OV 4 6OV C7 C4 C 0 1 N N N 7.237 -15.294 95.137 -6.943 0.163 1.499 C7 6OV 5 6OV C8 C5 C 0 1 N N N 4.172 -13.459 93.373 -2.205 0.815 0.117 C8 6OV 6 6OV N2 N2 N 0 1 N N N 2.875 -10.564 91.319 2.083 0.054 -0.179 N2 6OV 7 6OV C9 C6 C 0 1 N N N 6.199 -13.835 91.903 -2.182 -1.667 -0.264 C9 6OV 8 6OV C10 C7 C 0 1 N N N 7.016 -12.807 91.172 -1.352 -2.739 0.486 C10 6OV 9 6OV C11 C8 C 0 1 N N N 6.070 -11.667 90.828 0.074 -2.131 0.419 C11 6OV 10 6OV C12 C9 C 0 1 N N S 4.935 -11.729 91.856 -0.188 -0.615 0.537 C12 6OV 11 6OV N3 N3 N 0 1 N N N -2.674 -9.435 95.660 9.128 -1.272 0.001 N3 6OV 12 6OV C13 C10 C 0 1 N N N 3.582 -11.677 91.158 0.751 0.140 -0.368 C13 6OV 13 6OV C14 C11 C 0 1 N N N 1.524 -10.441 90.780 2.996 0.788 -1.059 C14 6OV 14 6OV C15 C12 C 0 1 Y N N 0.500 -10.495 91.885 4.419 0.525 -0.638 C15 6OV 15 6OV N4 N4 N 0 1 N N N -3.091 -11.636 95.303 9.002 0.553 1.431 N4 6OV 16 6OV O1 O1 O 0 1 N N N 3.243 -12.742 93.710 -1.610 1.813 0.465 O1 6OV 17 6OV C C13 C 0 1 N N R 4.299 -14.865 94.004 -3.640 0.911 -0.330 C 6OV 18 6OV C1 C14 C 0 1 N N N 4.793 -14.722 95.448 -4.561 0.487 0.816 C1 6OV 19 6OV C2 C15 C 0 1 N N N 6.233 -14.229 95.575 -6.010 0.465 0.324 C2 6OV 20 6OV C3 C16 C 0 1 N N N 6.561 -13.772 96.997 -6.169 -0.618 -0.745 C3 6OV 21 6OV N N5 N 0 1 N N N 2.950 -15.460 93.957 -3.942 2.296 -0.714 N 6OV 22 6OV O O2 O 0 1 N N N 3.206 -12.607 90.434 0.308 0.824 -1.266 O 6OV 23 6OV C21 C17 C 0 1 Y N N 0.102 -11.692 92.457 5.023 1.344 0.298 C21 6OV 24 6OV C20 C18 C 0 1 Y N N -0.834 -11.722 93.471 6.325 1.109 0.688 C20 6OV 25 6OV C18 C19 C 0 1 Y N N -1.395 -10.542 93.955 7.033 0.042 0.135 C18 6OV 26 6OV C19 C20 C 0 1 N N N -2.429 -10.570 94.998 8.431 -0.217 0.549 C19 6OV 27 6OV C17 C21 C 0 1 Y N N -0.994 -9.351 93.386 6.419 -0.781 -0.809 C17 6OV 28 6OV C16 C22 C 0 1 Y N N -0.063 -9.327 92.368 5.114 -0.538 -1.186 C16 6OV 29 6OV H1 H1 H 0 1 N N N 8.187 -13.018 98.185 -7.731 -1.412 -1.998 H1 6OV 30 6OV H2 H2 H 0 1 N N N 8.123 -12.377 96.508 -7.872 0.330 -1.662 H2 6OV 31 6OV H3 H3 H 0 1 N N N 8.908 -15.197 97.370 -9.583 -0.959 -0.412 H3 6OV 32 6OV H4 H4 H 0 1 N N N 9.994 -13.921 96.723 -8.296 -1.913 0.364 H4 6OV 33 6OV H5 H5 H 0 1 N N N 9.359 -15.614 95.004 -8.646 1.111 0.582 H5 6OV 34 6OV H6 H6 H 0 1 N N N 8.823 -13.953 94.580 -9.056 -0.075 1.844 H6 6OV 35 6OV H7 H7 H 0 1 N N N 7.045 -15.556 94.086 -6.829 0.935 2.260 H7 6OV 36 6OV H8 H8 H 0 1 N N N 7.109 -16.187 95.767 -6.688 -0.808 1.925 H8 6OV 37 6OV H9 H9 H 0 1 N N N 3.276 -9.796 91.819 2.437 -0.493 0.539 H9 6OV 38 6OV H10 H10 H 0 1 N N N 5.829 -14.606 91.211 -3.226 -1.710 0.047 H10 6OV 39 6OV H11 H11 H 0 1 N N N 6.790 -14.310 92.700 -2.102 -1.808 -1.342 H11 6OV 40 6OV H12 H12 H 0 1 N N N 7.438 -13.240 90.253 -1.686 -2.840 1.518 H12 6OV 41 6OV H13 H13 H 0 1 N N N 7.832 -12.443 91.814 -1.394 -3.697 -0.032 H13 6OV 42 6OV H14 H14 H 0 1 N N N 6.594 -10.702 90.896 0.683 -2.486 1.250 H14 6OV 43 6OV H15 H15 H 0 1 N N N 5.671 -11.796 89.811 0.548 -2.364 -0.535 H15 6OV 44 6OV H16 H16 H 0 1 N N N 5.030 -10.922 92.597 -0.049 -0.294 1.570 H16 6OV 45 6OV H17 H17 H 0 1 N N N -3.364 -9.417 96.383 8.703 -1.845 -0.656 H17 6OV 46 6OV H18 H18 H 0 1 N N N -2.167 -8.604 95.432 10.044 -1.441 0.272 H18 6OV 47 6OV H19 H19 H 0 1 N N N 1.433 -9.481 90.251 2.854 0.456 -2.088 H19 6OV 48 6OV H20 H20 H 0 1 N N N 1.340 -11.267 90.077 2.788 1.856 -0.990 H20 6OV 49 6OV H21 H21 H 0 1 N N N -3.745 -11.472 96.041 9.918 0.383 1.702 H21 6OV 50 6OV H22 H22 H 0 1 N N N 5.011 -15.469 93.423 -3.799 0.254 -1.186 H22 6OV 51 6OV H23 H23 H 0 1 N N N 4.137 -14.007 95.967 -4.279 -0.508 1.160 H23 6OV 52 6OV H24 H24 H 0 1 N N N 4.722 -15.706 95.935 -4.468 1.196 1.638 H24 6OV 53 6OV H25 H25 H 0 1 N N N 6.351 -13.362 94.908 -6.264 1.436 -0.102 H25 6OV 54 6OV H26 H26 H 0 1 N N N 5.876 -12.957 97.273 -5.915 -1.589 -0.319 H26 6OV 55 6OV H27 H27 H 0 1 N N N 6.417 -14.620 97.682 -5.505 -0.403 -1.582 H27 6OV 56 6OV H28 H28 H 0 1 N N N 2.975 -16.377 94.356 -3.803 2.925 0.062 H28 6OV 57 6OV H29 H29 H 0 1 N N N 2.315 -14.888 94.477 -3.392 2.579 -1.511 H29 6OV 58 6OV H31 H31 H 0 1 N N N 0.531 -12.618 92.104 4.474 2.171 0.725 H31 6OV 59 6OV H32 H32 H 0 1 N N N -1.134 -12.669 93.893 6.796 1.749 1.419 H32 6OV 60 6OV H33 H33 H 0 1 N N N -1.415 -8.423 93.743 6.962 -1.609 -1.241 H33 6OV 61 6OV H34 H34 H 0 1 N N N 0.231 -8.380 91.941 4.635 -1.177 -1.914 H34 6OV 62 # 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 6OV O C13 DOUB N N 1 6OV C14 N2 SING N N 2 6OV C14 C15 SING N N 3 6OV C11 C10 SING N N 4 6OV C11 C12 SING N N 5 6OV C13 N2 SING N N 6 6OV C13 C12 SING N N 7 6OV C10 C9 SING N N 8 6OV C12 N1 SING N N 9 6OV C15 C16 DOUB Y N 10 6OV C15 C21 SING Y N 11 6OV C9 N1 SING N N 12 6OV C16 C17 SING Y N 13 6OV C21 C20 DOUB Y N 14 6OV N1 C8 SING N N 15 6OV C8 O1 DOUB N N 16 6OV C8 C SING N N 17 6OV C17 C18 DOUB Y N 18 6OV C20 C18 SING Y N 19 6OV C18 C19 SING N N 20 6OV N C SING N N 21 6OV C C1 SING N N 22 6OV C19 N4 DOUB N N 23 6OV C19 N3 SING N N 24 6OV C7 C6 SING N N 25 6OV C7 C2 SING N N 26 6OV C6 C5 SING N N 27 6OV C1 C2 SING N N 28 6OV C2 C3 SING N N 29 6OV C5 C4 SING N N 30 6OV C3 C4 SING N N 31 6OV C4 H1 SING N N 32 6OV C4 H2 SING N N 33 6OV C5 H3 SING N N 34 6OV C5 H4 SING N N 35 6OV C6 H5 SING N N 36 6OV C6 H6 SING N N 37 6OV C7 H7 SING N N 38 6OV C7 H8 SING N N 39 6OV N2 H9 SING N N 40 6OV C9 H10 SING N N 41 6OV C9 H11 SING N N 42 6OV C10 H12 SING N N 43 6OV C10 H13 SING N N 44 6OV C11 H14 SING N N 45 6OV C11 H15 SING N N 46 6OV C12 H16 SING N N 47 6OV N3 H17 SING N N 48 6OV N3 H18 SING N N 49 6OV C14 H19 SING N N 50 6OV C14 H20 SING N N 51 6OV N4 H21 SING N N 52 6OV C H22 SING N N 53 6OV C1 H23 SING N N 54 6OV C1 H24 SING N N 55 6OV C2 H25 SING N N 56 6OV C3 H26 SING N N 57 6OV C3 H27 SING N N 58 6OV N H28 SING N N 59 6OV N H29 SING N N 60 6OV C21 H31 SING N N 61 6OV C20 H32 SING N N 62 6OV C17 H33 SING N N 63 6OV C16 H34 SING N N 64 # 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 6OV SMILES ACDLabs 12.01 "C3CCCC(CC(C(N1CCCC1C(NCc2ccc(cc2)C(N)=[N@H])=O)=O)N)C3" 6OV InChI InChI 1.03 "InChI=1S/C22H33N5O2/c23-18(13-15-5-2-1-3-6-15)22(29)27-12-4-7-19(27)21(28)26-14-16-8-10-17(11-9-16)20(24)25/h8-11,15,18-19H,1-7,12-14,23H2,(H3,24,25)(H,26,28)/t18-,19+/m1/s1" 6OV InChIKey InChI 1.03 MYWRJUDCBHMGKP-MOPGFXCFSA-N 6OV SMILES_CANONICAL CACTVS 3.385 "N[C@H](CC1CCCCC1)C(=O)N2CCC[C@H]2C(=O)NCc3ccc(cc3)C(N)=N" 6OV SMILES CACTVS 3.385 "N[CH](CC1CCCCC1)C(=O)N2CCC[CH]2C(=O)NCc3ccc(cc3)C(N)=N" 6OV SMILES_CANONICAL "OpenEye OEToolkits" 2.0.4 "[H]/N=C(\c1ccc(cc1)CNC(=O)[C@@H]2CCCN2C(=O)[C@@H](CC3CCCCC3)N)/N" 6OV SMILES "OpenEye OEToolkits" 2.0.4 "c1cc(ccc1CNC(=O)C2CCCN2C(=O)C(CC3CCCCC3)N)C(=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 6OV "SYSTEMATIC NAME" ACDLabs 12.01 "3-cyclohexyl-D-alanyl-N-[(4-carbamimidoylphenyl)methyl]-L-prolinamide" 6OV "SYSTEMATIC NAME" "OpenEye OEToolkits" 2.0.4 "(2~{S})-1-[(2~{R})-2-azanyl-3-cyclohexyl-propanoyl]-~{N}-[(4-carbamimidoylphenyl)methyl]pyrrolidine-2-carboxamide" # loop_ _pdbx_chem_comp_audit.comp_id _pdbx_chem_comp_audit.action_type _pdbx_chem_comp_audit.date _pdbx_chem_comp_audit.processing_site 6OV "Create component" 2016-05-17 EBI 6OV "Initial release" 2017-06-07 RCSB #