data_2VJ # _chem_comp.id 2VJ _chem_comp.name "2-[(2-{(1S,2S)-2-[(3,4-dichlorobenzyl)carbamoyl]cyclohexyl}-6-ethylpyrimidin-4-yl)sulfanyl]-1H-imidazole-5-carboxylic acid" _chem_comp.type NON-POLYMER _chem_comp.pdbx_type HETAIN _chem_comp.formula "C24 H25 Cl2 N5 O3 S" _chem_comp.mon_nstd_parent_comp_id ? _chem_comp.pdbx_synonyms ? _chem_comp.pdbx_formal_charge 0 _chem_comp.pdbx_initial_date 2014-02-24 _chem_comp.pdbx_modified_date 2014-03-07 _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 534.458 _chem_comp.one_letter_code ? _chem_comp.three_letter_code 2VJ _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 4NAH _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 2VJ C1 C1 C 0 1 N N N -0.441 -29.199 -29.326 4.614 5.071 1.504 C1 2VJ 1 2VJ C2 C2 C 0 1 N N N 1.045 -29.576 -29.313 3.646 4.234 2.342 C2 2VJ 2 2VJ C3 C3 C 0 1 Y N N 1.970 -28.554 -28.696 3.367 2.932 1.637 C3 2VJ 3 2VJ N6 N6 N 0 1 Y N N 3.628 -26.756 -27.577 2.855 0.626 0.338 N6 2VJ 4 2VJ C7 C7 C 0 1 Y N N 3.229 -26.627 -28.808 2.662 1.796 -0.235 C7 2VJ 5 2VJ C9 C9 C 0 1 N N S 3.671 -25.429 -29.572 2.149 1.842 -1.652 C9 2VJ 6 2VJ C11 C11 C 0 1 N N N 2.643 -24.348 -29.200 3.134 1.121 -2.574 C11 2VJ 7 2VJ C12 C12 C 0 1 N N N 2.961 -23.012 -29.877 2.613 1.167 -4.012 C12 2VJ 8 2VJ C13 C13 C 0 1 N N N 4.395 -22.580 -29.580 1.250 0.477 -4.083 C13 2VJ 9 2VJ C14 C14 C 0 1 N N N 5.381 -23.692 -29.950 0.264 1.198 -3.161 C14 2VJ 10 2VJ C15 C15 C 0 1 N N S 5.073 -24.954 -29.159 0.785 1.151 -1.723 C15 2VJ 11 2VJ C20 C20 C 0 1 N N N 8.073 -27.278 -28.804 -2.400 2.116 0.169 C20 2VJ 12 2VJ C21 C21 C 0 1 Y N N 7.670 -28.718 -28.713 -3.743 1.436 0.099 C21 2VJ 13 2VJ C22 C22 C 0 1 Y N N 8.416 -29.626 -29.440 -4.674 1.841 -0.839 C22 2VJ 14 2VJ C24 C24 C 0 1 Y N N 7.066 -31.346 -28.589 -6.208 0.189 -0.031 C24 2VJ 15 2VJ C30 C30 C 0 1 Y N N 4.109 -26.332 -24.622 3.059 -2.083 1.040 C30 2VJ 16 2VJ C33 C33 C 0 1 Y N N 5.097 -24.652 -23.496 2.596 -3.879 -0.148 C33 2VJ 17 2VJ C34 C34 C 0 1 Y N N 4.026 -24.164 -24.275 2.336 -2.748 -0.892 C34 2VJ 18 2VJ C4 C4 C 0 1 Y N N 2.396 -28.747 -27.404 3.579 1.729 2.281 C4 2VJ 19 2VJ C5 C5 C 0 1 Y N N 3.244 -27.795 -26.843 3.306 0.549 1.587 C5 2VJ 20 2VJ N8 N8 N 0 1 Y N N 2.411 -27.492 -29.361 2.910 2.928 0.393 N8 2VJ 21 2VJ C17 C17 C 0 1 N N N 6.134 -26.005 -29.486 -0.185 1.861 -0.814 C17 2VJ 22 2VJ O18 O18 O 0 1 N N N 6.173 -26.592 -30.546 0.178 2.824 -0.173 O18 2VJ 23 2VJ N19 N19 N 0 1 N N N 7.032 -26.305 -28.537 -1.457 1.426 -0.714 N19 2VJ 24 2VJ C23 C23 C 0 1 Y N N 8.118 -30.971 -29.398 -5.906 1.218 -0.904 C23 2VJ 25 2VJ C25 C25 C 0 1 Y N N 6.312 -30.462 -27.841 -5.274 -0.221 0.905 C25 2VJ 26 2VJ C26 C26 C 0 1 Y N N 6.628 -29.128 -27.898 -4.041 0.404 0.969 C26 2VJ 27 2VJ CL7 CL7 CL 0 0 N N N 4.991 -31.064 -26.831 -5.648 -1.517 1.997 CL7 2VJ 28 2VJ CL8 CL8 CL 0 0 N N N 6.685 -33.002 -28.473 -7.756 -0.594 -0.113 CL8 2VJ 29 2VJ S29 S29 S 0 1 N N N 3.785 -27.989 -25.163 3.555 -1.018 2.353 S29 2VJ 30 2VJ N31 N31 N 0 1 Y N N 5.110 -26.041 -23.742 3.052 -3.434 1.087 N31 2VJ 31 2VJ N35 N35 N 0 1 Y N N 3.464 -25.206 -24.939 2.632 -1.689 -0.142 N35 2VJ 32 2VJ C36 C36 C 0 1 N N N 6.013 -23.919 -22.627 2.422 -5.226 -0.556 C36 2VJ 33 2VJ O37 O37 O 0 1 N N N 5.919 -22.699 -22.499 2.004 -5.475 -1.672 O37 2VJ 34 2VJ O38 O38 O 0 1 N N N 7.027 -24.518 -21.921 2.721 -6.233 0.292 O38 2VJ 35 2VJ H1 H1 H 0 1 N N N -1.021 -30.008 -29.794 5.547 4.523 1.370 H1 2VJ 36 2VJ H2 H2 H 0 1 N N N -0.790 -29.048 -28.294 4.169 5.274 0.530 H2 2VJ 37 2VJ H3 H3 H 0 1 N N N -0.579 -28.270 -29.899 4.816 6.013 2.014 H3 2VJ 38 2VJ H4 H4 H 0 1 N N N 1.152 -30.514 -28.748 4.091 4.032 3.317 H4 2VJ 39 2VJ H5 H5 H 0 1 N N N 1.363 -29.736 -30.354 2.713 4.783 2.476 H5 2VJ 40 2VJ H6 H6 H 0 1 N N N 3.641 -25.623 -30.654 2.047 2.880 -1.968 H6 2VJ 41 2VJ H7 H7 H 0 1 N N N 2.652 -24.207 -28.109 4.105 1.613 -2.524 H7 2VJ 42 2VJ H8 H8 H 0 1 N N N 1.644 -24.681 -29.518 3.235 0.083 -2.258 H8 2VJ 43 2VJ H9 H9 H 0 1 N N N 2.268 -22.244 -29.502 2.512 2.205 -4.329 H9 2VJ 44 2VJ H10 H10 H 0 1 N N N 2.835 -23.120 -30.964 3.315 0.654 -4.669 H10 2VJ 45 2VJ H11 H11 H 0 1 N N N 4.490 -22.355 -28.507 0.879 0.510 -5.108 H11 2VJ 46 2VJ H12 H12 H 0 1 N N N 4.630 -21.679 -30.166 1.351 -0.561 -3.767 H12 2VJ 47 2VJ H13 H13 H 0 1 N N N 5.298 -23.908 -31.025 0.163 2.236 -3.477 H13 2VJ 48 2VJ H14 H14 H 0 1 N N N 6.405 -23.361 -29.721 -0.707 0.706 -3.211 H14 2VJ 49 2VJ H15 H15 H 0 1 N N N 5.087 -24.733 -28.081 0.887 0.113 -1.406 H15 2VJ 50 2VJ H16 H16 H 0 1 N N N 8.884 -27.110 -28.080 -2.501 3.154 -0.147 H16 2VJ 51 2VJ H17 H17 H 0 1 N N N 8.448 -27.098 -29.822 -2.029 2.083 1.194 H17 2VJ 52 2VJ H18 H18 H 0 1 N N N 9.240 -29.279 -30.046 -4.439 2.645 -1.521 H18 2VJ 53 2VJ H19 H19 H 0 1 N N N 3.707 -23.134 -24.333 1.960 -2.726 -1.905 H19 2VJ 54 2VJ H20 H20 H 0 1 N N N 2.082 -29.612 -26.839 3.946 1.702 3.296 H20 2VJ 55 2VJ H21 H21 H 0 1 N N N 6.984 -25.857 -27.644 -1.747 0.655 -1.227 H21 2VJ 56 2VJ H22 H22 H 0 1 N N N 8.680 -31.695 -29.970 -6.634 1.536 -1.637 H22 2VJ 57 2VJ H23 H23 H 0 1 N N N 6.072 -28.408 -27.316 -3.311 0.085 1.699 H23 2VJ 58 2VJ H24 H24 H 0 1 N N N 5.745 -26.700 -23.340 3.315 -3.987 1.840 H24 2VJ 59 2VJ H26 H26 H 0 1 N N N 7.505 -23.859 -21.432 2.571 -7.114 -0.076 H26 2VJ 60 # 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 2VJ O18 C17 DOUB N N 1 2VJ C14 C13 SING N N 2 2VJ C14 C15 SING N N 3 2VJ C12 C13 SING N N 4 2VJ C12 C11 SING N N 5 2VJ C9 C11 SING N N 6 2VJ C9 C15 SING N N 7 2VJ C9 C7 SING N N 8 2VJ C17 C15 SING N N 9 2VJ C17 N19 SING N N 10 2VJ C22 C23 DOUB Y N 11 2VJ C22 C21 SING Y N 12 2VJ C23 C24 SING Y N 13 2VJ N8 C7 DOUB Y N 14 2VJ N8 C3 SING Y N 15 2VJ C1 C2 SING N N 16 2VJ C2 C3 SING N N 17 2VJ C7 N6 SING Y N 18 2VJ C20 C21 SING N N 19 2VJ C20 N19 SING N N 20 2VJ C21 C26 DOUB Y N 21 2VJ C3 C4 DOUB Y N 22 2VJ C24 CL8 SING N N 23 2VJ C24 C25 DOUB Y N 24 2VJ C26 C25 SING Y N 25 2VJ C25 CL7 SING N N 26 2VJ N6 C5 DOUB Y N 27 2VJ C4 C5 SING Y N 28 2VJ C5 S29 SING N N 29 2VJ S29 C30 SING N N 30 2VJ N35 C30 DOUB Y N 31 2VJ N35 C34 SING Y N 32 2VJ C30 N31 SING Y N 33 2VJ C34 C33 DOUB Y N 34 2VJ N31 C33 SING Y N 35 2VJ C33 C36 SING N N 36 2VJ C36 O37 DOUB N N 37 2VJ C36 O38 SING N N 38 2VJ C1 H1 SING N N 39 2VJ C1 H2 SING N N 40 2VJ C1 H3 SING N N 41 2VJ C2 H4 SING N N 42 2VJ C2 H5 SING N N 43 2VJ C9 H6 SING N N 44 2VJ C11 H7 SING N N 45 2VJ C11 H8 SING N N 46 2VJ C12 H9 SING N N 47 2VJ C12 H10 SING N N 48 2VJ C13 H11 SING N N 49 2VJ C13 H12 SING N N 50 2VJ C14 H13 SING N N 51 2VJ C14 H14 SING N N 52 2VJ C15 H15 SING N N 53 2VJ C20 H16 SING N N 54 2VJ C20 H17 SING N N 55 2VJ C22 H18 SING N N 56 2VJ C34 H19 SING N N 57 2VJ C4 H20 SING N N 58 2VJ N19 H21 SING N N 59 2VJ C23 H22 SING N N 60 2VJ C26 H23 SING N N 61 2VJ N31 H24 SING N N 62 2VJ O38 H26 SING N N 63 # 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 2VJ SMILES ACDLabs 12.01 "Clc1ccc(cc1Cl)CNC(=O)C4CCCCC4c3nc(Sc2ncc(C(=O)O)n2)cc(n3)CC" 2VJ InChI InChI 1.03 "InChI=1S/C24H25Cl2N5O3S/c1-2-14-10-20(35-24-28-12-19(30-24)23(33)34)31-21(29-14)15-5-3-4-6-16(15)22(32)27-11-13-7-8-17(25)18(26)9-13/h7-10,12,15-16H,2-6,11H2,1H3,(H,27,32)(H,28,30)(H,33,34)/t15-,16-/m0/s1" 2VJ InChIKey InChI 1.03 WDSSLFWZPVPKKI-HOTGVXAUSA-N 2VJ SMILES_CANONICAL CACTVS 3.370 "CCc1cc(Sc2[nH]c(cn2)C(O)=O)nc(n1)[C@H]3CCCC[C@@H]3C(=O)NCc4ccc(Cl)c(Cl)c4" 2VJ SMILES CACTVS 3.370 "CCc1cc(Sc2[nH]c(cn2)C(O)=O)nc(n1)[CH]3CCCC[CH]3C(=O)NCc4ccc(Cl)c(Cl)c4" 2VJ SMILES_CANONICAL "OpenEye OEToolkits" 1.7.6 "CCc1cc(nc(n1)[C@H]2CCCC[C@@H]2C(=O)NCc3ccc(c(c3)Cl)Cl)Sc4[nH]c(cn4)C(=O)O" 2VJ SMILES "OpenEye OEToolkits" 1.7.6 "CCc1cc(nc(n1)C2CCCCC2C(=O)NCc3ccc(c(c3)Cl)Cl)Sc4[nH]c(cn4)C(=O)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 2VJ "SYSTEMATIC NAME" ACDLabs 12.01 "2-[(2-{(1S,2S)-2-[(3,4-dichlorobenzyl)carbamoyl]cyclohexyl}-6-ethylpyrimidin-4-yl)sulfanyl]-1H-imidazole-5-carboxylic acid" 2VJ "SYSTEMATIC NAME" "OpenEye OEToolkits" 1.7.6 "2-[2-[(1S,2S)-2-[(3,4-dichlorophenyl)methylcarbamoyl]cyclohexyl]-6-ethyl-pyrimidin-4-yl]sulfanyl-1H-imidazole-5-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 2VJ "Create component" 2014-02-24 RCSB 2VJ "Initial release" 2014-03-12 RCSB #