data_2LO # _chem_comp.id 2LO _chem_comp.name "2-[2-(3-chloro-4-methoxyphenyl)ethyl]-5-(3,5-dimethyl-1,2-oxazol-4-yl)-1-[(2S)-2-(morpholin-4-yl)propyl]-1H-benzimidazole" _chem_comp.type NON-POLYMER _chem_comp.pdbx_type HETAIN _chem_comp.formula "C28 H33 Cl N4 O3" _chem_comp.mon_nstd_parent_comp_id ? _chem_comp.pdbx_synonyms ? _chem_comp.pdbx_formal_charge 0 _chem_comp.pdbx_initial_date 2013-11-27 _chem_comp.pdbx_modified_date 2013-12-13 _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 509.040 _chem_comp.one_letter_code ? _chem_comp.three_letter_code 2LO _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 4NR7 _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 2LO CL CL CL 0 0 N N N 17.558 31.659 -1.161 7.242 -0.977 -0.972 CL 2LO 1 2LO C16 C16 C 0 1 Y N N 16.184 30.667 -1.224 6.241 0.330 -0.423 C16 2LO 2 2LO C15 C15 C 0 1 Y N N 15.249 30.799 -0.229 6.802 1.386 0.282 C15 2LO 3 2LO O O O 0 1 N N N 15.512 31.673 0.784 8.136 1.399 0.542 O 2LO 4 2LO C18 C18 C 0 1 N N N 14.717 31.649 1.968 8.644 2.517 1.272 C18 2LO 5 2LO C14 C14 C 0 1 Y N N 14.096 30.000 -0.287 5.999 2.429 0.720 C14 2LO 6 2LO C13 C13 C 0 1 Y N N 13.932 29.098 -1.314 4.643 2.414 0.454 C13 2LO 7 2LO C17 C17 C 0 1 Y N N 16.038 29.751 -2.269 4.885 0.323 -0.691 C17 2LO 8 2LO C12 C12 C 0 1 Y N N 14.895 28.957 -2.296 4.086 1.361 -0.248 C12 2LO 9 2LO C11 C11 C 0 1 N N N 14.760 27.941 -3.379 2.608 1.351 -0.542 C11 2LO 10 2LO C10 C10 C 0 1 N N N 15.185 26.524 -2.915 1.868 0.637 0.591 C10 2LO 11 2LO C9 C9 C 0 1 Y N N 16.620 26.467 -2.562 0.390 0.627 0.297 C9 2LO 12 2LO N1 N1 N 0 1 Y N N 17.094 25.918 -1.377 -0.261 -0.348 -0.392 N1 2LO 13 2LO C19 C19 C 0 1 N N N 16.292 25.405 -0.263 0.342 -1.553 -0.970 C19 2LO 14 2LO C20 C20 C 0 1 N N S 15.708 26.580 0.550 0.312 -2.682 0.062 C20 2LO 15 2LO N2 N2 N 0 1 N N N 14.793 26.036 1.589 -1.082 -3.046 0.350 N2 2LO 16 2LO C25 C25 C 0 1 N N N 15.443 25.276 2.697 -1.727 -3.640 -0.830 C25 2LO 17 2LO C24 C24 C 0 1 N N N 14.381 25.115 3.819 -3.191 -3.948 -0.504 C24 2LO 18 2LO O1 O1 O 0 1 N N N 14.033 26.362 4.403 -3.249 -4.808 0.637 O1 2LO 19 2LO C23 C23 C 0 1 N N N 14.146 27.471 3.546 -2.631 -4.260 1.804 C23 2LO 20 2LO C22 C22 C 0 1 N N N 13.837 27.065 2.088 -1.162 -3.956 1.502 C22 2LO 21 2LO C21 C21 C 0 1 N N N 16.786 27.520 1.093 1.051 -3.901 -0.496 C21 2LO 22 2LO C6 C6 C 0 1 Y N N 18.493 25.970 -1.424 -1.595 0.006 -0.446 C6 2LO 23 2LO C5 C5 C 0 1 Y N N 19.501 25.513 -0.557 -2.725 -0.578 -1.003 C5 2LO 24 2LO C4 C4 C 0 1 Y N N 20.805 25.662 -0.959 -3.949 0.039 -0.883 C4 2LO 25 2LO N N N 0 1 Y N N 17.616 26.875 -3.320 -0.450 1.548 0.671 N 2LO 26 2LO C7 C7 C 0 1 Y N N 18.793 26.578 -2.636 -1.698 1.229 0.239 C7 2LO 27 2LO C8 C8 C 0 1 Y N N 20.103 26.753 -3.034 -2.943 1.850 0.358 C8 2LO 28 2LO C3 C3 C 0 1 Y N N 21.114 26.282 -2.200 -4.063 1.256 -0.204 C3 2LO 29 2LO C2 C2 C 0 1 Y N N 22.499 26.420 -2.637 -5.389 1.913 -0.081 C2 2LO 30 2LO C26 C26 C 0 1 Y N N 22.996 26.180 -3.910 -6.111 2.149 1.054 C26 2LO 31 2LO C27 C27 C 0 1 N N N 22.394 25.740 -5.153 -5.721 1.792 2.465 C27 2LO 32 2LO O2 O2 O 0 1 Y N N 24.314 26.396 -3.966 -7.236 2.763 0.661 O2 2LO 33 2LO N3 N3 N 0 1 Y N N 24.679 26.778 -2.698 -7.270 2.917 -0.537 N3 2LO 34 2LO C1 C1 C 0 1 Y N N 23.606 26.797 -1.860 -6.204 2.450 -1.117 C1 2LO 35 2LO C C C 0 1 N N N 23.670 27.179 -0.416 -5.894 2.470 -2.592 C 2LO 36 2LO H1 H1 H 0 1 N N N 15.075 32.419 2.667 9.719 2.402 1.411 H1 2LO 37 2LO H2 H2 H 0 1 N N N 13.667 31.849 1.709 8.445 3.434 0.717 H2 2LO 38 2LO H3 H3 H 0 1 N N N 14.795 30.659 2.442 8.156 2.568 2.245 H3 2LO 39 2LO H4 H4 H 0 1 N N N 13.337 30.093 0.475 6.433 3.251 1.269 H4 2LO 40 2LO H5 H5 H 0 1 N N N 13.039 28.492 -1.353 4.018 3.225 0.795 H5 2LO 41 2LO H6 H6 H 0 1 N N N 16.793 29.661 -3.036 4.448 -0.496 -1.243 H6 2LO 42 2LO H7 H7 H 0 1 N N N 15.395 28.241 -4.226 2.247 2.376 -0.623 H7 2LO 43 2LO H8 H8 H 0 1 N N N 13.709 27.907 -3.702 2.428 0.827 -1.480 H8 2LO 44 2LO H9 H9 H 0 1 N N N 14.590 26.245 -2.033 2.229 -0.388 0.672 H9 2LO 45 2LO H10 H10 H 0 1 N N N 14.990 25.810 -3.729 2.048 1.161 1.530 H10 2LO 46 2LO H11 H11 H 0 1 N N N 15.470 24.791 -0.658 -0.222 -1.852 -1.853 H11 2LO 47 2LO H12 H12 H 0 1 N N N 16.928 24.790 0.391 1.374 -1.344 -1.250 H12 2LO 48 2LO H13 H13 H 0 1 N N N 15.095 27.170 -0.147 0.798 -2.350 0.979 H13 2LO 49 2LO H15 H15 H 0 1 N N N 15.767 24.288 2.338 -1.679 -2.939 -1.663 H15 2LO 50 2LO H16 H16 H 0 1 N N N 16.313 25.832 3.077 -1.212 -4.563 -1.099 H16 2LO 51 2LO H17 H17 H 0 1 N N N 13.477 24.659 3.390 -3.718 -3.019 -0.286 H17 2LO 52 2LO H18 H18 H 0 1 N N N 14.787 24.457 4.601 -3.657 -4.441 -1.356 H18 2LO 53 2LO H19 H19 H 0 1 N N N 15.170 27.868 3.601 -3.142 -3.340 2.089 H19 2LO 54 2LO H20 H20 H 0 1 N N N 13.434 28.247 3.864 -2.694 -4.979 2.621 H20 2LO 55 2LO H21 H21 H 0 1 N N N 13.906 27.956 1.447 -0.638 -4.883 1.270 H21 2LO 56 2LO H22 H22 H 0 1 N N N 12.817 26.657 2.040 -0.701 -3.485 2.371 H22 2LO 57 2LO H23 H23 H 0 1 N N N 16.311 28.334 1.661 2.086 -3.631 -0.710 H23 2LO 58 2LO H24 H24 H 0 1 N N N 17.463 26.958 1.753 1.030 -4.706 0.239 H24 2LO 59 2LO H25 H25 H 0 1 N N N 17.359 27.944 0.255 0.565 -4.233 -1.413 H25 2LO 60 2LO H26 H26 H 0 1 N N N 19.258 25.060 0.393 -2.643 -1.518 -1.529 H26 2LO 61 2LO H27 H27 H 0 1 N N N 21.604 25.305 -0.326 -4.826 -0.418 -1.317 H27 2LO 62 2LO H28 H28 H 0 1 N N N 20.338 27.242 -3.968 -3.034 2.786 0.888 H28 2LO 63 2LO H29 H29 H 0 1 N N N 23.169 25.667 -5.930 -5.165 2.618 2.908 H29 2LO 64 2LO H30 H30 H 0 1 N N N 21.928 24.755 -5.006 -6.619 1.601 3.053 H30 2LO 65 2LO H31 H31 H 0 1 N N N 21.628 26.465 -5.466 -5.096 0.899 2.454 H31 2LO 66 2LO H32 H32 H 0 1 N N N 24.706 27.436 -0.150 -6.282 1.563 -3.056 H32 2LO 67 2LO H33 H33 H 0 1 N N N 23.019 28.048 -0.237 -6.363 3.341 -3.049 H33 2LO 68 2LO H34 H34 H 0 1 N N N 23.332 26.334 0.202 -4.815 2.520 -2.736 H34 2LO 69 # 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 2LO C27 C26 SING N N 1 2LO O2 C26 SING Y N 2 2LO O2 N3 SING Y N 3 2LO C26 C2 DOUB Y N 4 2LO C11 C10 SING N N 5 2LO C11 C12 SING N N 6 2LO N C7 SING Y N 7 2LO N C9 DOUB Y N 8 2LO C8 C7 DOUB Y N 9 2LO C8 C3 SING Y N 10 2LO C10 C9 SING N N 11 2LO N3 C1 DOUB Y N 12 2LO C2 C3 SING N N 13 2LO C2 C1 SING Y N 14 2LO C7 C6 SING Y N 15 2LO C9 N1 SING Y N 16 2LO C12 C17 DOUB Y N 17 2LO C12 C13 SING Y N 18 2LO C17 C16 SING Y N 19 2LO C3 C4 DOUB Y N 20 2LO C1 C SING N N 21 2LO C6 N1 SING Y N 22 2LO C6 C5 DOUB Y N 23 2LO N1 C19 SING N N 24 2LO C13 C14 DOUB Y N 25 2LO C16 CL SING N N 26 2LO C16 C15 DOUB Y N 27 2LO C4 C5 SING Y N 28 2LO C14 C15 SING Y N 29 2LO C19 C20 SING N N 30 2LO C15 O SING N N 31 2LO C20 C21 SING N N 32 2LO C20 N2 SING N N 33 2LO O C18 SING N N 34 2LO N2 C22 SING N N 35 2LO N2 C25 SING N N 36 2LO C22 C23 SING N N 37 2LO C25 C24 SING N N 38 2LO C23 O1 SING N N 39 2LO C24 O1 SING N N 40 2LO C18 H1 SING N N 41 2LO C18 H2 SING N N 42 2LO C18 H3 SING N N 43 2LO C14 H4 SING N N 44 2LO C13 H5 SING N N 45 2LO C17 H6 SING N N 46 2LO C11 H7 SING N N 47 2LO C11 H8 SING N N 48 2LO C10 H9 SING N N 49 2LO C10 H10 SING N N 50 2LO C19 H11 SING N N 51 2LO C19 H12 SING N N 52 2LO C20 H13 SING N N 53 2LO C25 H15 SING N N 54 2LO C25 H16 SING N N 55 2LO C24 H17 SING N N 56 2LO C24 H18 SING N N 57 2LO C23 H19 SING N N 58 2LO C23 H20 SING N N 59 2LO C22 H21 SING N N 60 2LO C22 H22 SING N N 61 2LO C21 H23 SING N N 62 2LO C21 H24 SING N N 63 2LO C21 H25 SING N N 64 2LO C5 H26 SING N N 65 2LO C4 H27 SING N N 66 2LO C8 H28 SING N N 67 2LO C27 H29 SING N N 68 2LO C27 H30 SING N N 69 2LO C27 H31 SING N N 70 2LO C H32 SING N N 71 2LO C H33 SING N N 72 2LO C H34 SING N N 73 # 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 2LO SMILES ACDLabs 12.01 "Clc1c(OC)ccc(c1)CCc4nc3cc(c2c(onc2C)C)ccc3n4CC(N5CCOCC5)C" 2LO InChI InChI 1.03 "InChI=1S/C28H33ClN4O3/c1-18(32-11-13-35-14-12-32)17-33-25-8-7-22(28-19(2)31-36-20(28)3)16-24(25)30-27(33)10-6-21-5-9-26(34-4)23(29)15-21/h5,7-9,15-16,18H,6,10-14,17H2,1-4H3/t18-/m0/s1" 2LO InChIKey InChI 1.03 GEPYBHCJBORHCE-SFHVURJKSA-N 2LO SMILES_CANONICAL CACTVS 3.385 "COc1ccc(CCc2nc3cc(ccc3n2C[C@H](C)N4CCOCC4)c5c(C)onc5C)cc1Cl" 2LO SMILES CACTVS 3.385 "COc1ccc(CCc2nc3cc(ccc3n2C[CH](C)N4CCOCC4)c5c(C)onc5C)cc1Cl" 2LO SMILES_CANONICAL "OpenEye OEToolkits" 1.7.6 "Cc1c(c(on1)C)c2ccc3c(c2)nc(n3C[C@H](C)N4CCOCC4)CCc5ccc(c(c5)Cl)OC" 2LO SMILES "OpenEye OEToolkits" 1.7.6 "Cc1c(c(on1)C)c2ccc3c(c2)nc(n3CC(C)N4CCOCC4)CCc5ccc(c(c5)Cl)OC" # 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 2LO "SYSTEMATIC NAME" ACDLabs 12.01 "2-[2-(3-chloro-4-methoxyphenyl)ethyl]-5-(3,5-dimethyl-1,2-oxazol-4-yl)-1-[(2S)-2-(morpholin-4-yl)propyl]-1H-benzimidazole" 2LO "SYSTEMATIC NAME" "OpenEye OEToolkits" 1.7.6 "4-[(2S)-1-[2-[2-(3-chloranyl-4-methoxy-phenyl)ethyl]-5-(3,5-dimethyl-1,2-oxazol-4-yl)benzimidazol-1-yl]propan-2-yl]morpholine" # loop_ _pdbx_chem_comp_audit.comp_id _pdbx_chem_comp_audit.action_type _pdbx_chem_comp_audit.date _pdbx_chem_comp_audit.processing_site 2LO "Create component" 2013-11-27 RCSB 2LO "Initial release" 2013-12-18 RCSB #