data_4LC # _chem_comp.id 4LC _chem_comp.name "3-(6-{[(2S,3S)-3-(hydroxymethyl)-2-phenylmorpholin-4-yl]carbonyl}-1-methyl-1H-benzimidazol-2-yl)-1H-indole-6-carbonitrile" _chem_comp.type NON-POLYMER _chem_comp.pdbx_type HETAIN _chem_comp.formula "C29 H25 N5 O3" _chem_comp.mon_nstd_parent_comp_id ? _chem_comp.pdbx_synonyms ? _chem_comp.pdbx_formal_charge 0 _chem_comp.pdbx_initial_date 2015-04-10 _chem_comp.pdbx_modified_date 2015-06-12 _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 491.541 _chem_comp.one_letter_code ? _chem_comp.three_letter_code 4LC _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 4Z2B _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 4LC C13 C1 C 0 1 Y N N -10.242 -10.347 30.444 0.981 -0.199 -0.476 C13 4LC 1 4LC C17 C2 C 0 1 N N N -10.058 -8.889 30.147 2.377 0.134 -0.817 C17 4LC 2 4LC C20 C3 C 0 1 N N N -12.494 -8.615 30.433 3.125 -1.740 0.580 C20 4LC 3 4LC C01 C4 C 0 1 N N N -10.838 -13.591 27.331 -2.545 2.700 0.054 C01 4LC 4 4LC N05 N1 N 0 1 Y N N -10.792 -13.666 28.797 -2.423 1.245 0.162 N05 4LC 5 4LC C06 C5 C 0 1 Y N N -10.983 -14.741 29.626 -3.425 0.365 0.471 C06 4LC 6 4LC N07 N2 N 0 1 Y N N -10.767 -14.458 30.898 -2.952 -0.862 0.478 N07 4LC 7 4LC C08 C6 C 0 1 Y N N -10.554 -13.078 30.919 -1.638 -0.846 0.178 C08 4LC 8 4LC C09 C7 C 0 1 Y N N -10.358 -12.210 31.995 -0.674 -1.855 0.048 C09 4LC 9 4LC C11 C8 C 0 1 Y N N -10.171 -10.858 31.745 0.611 -1.535 -0.268 C11 4LC 10 4LC C14 C9 C 0 1 Y N N -10.443 -11.213 29.366 0.032 0.817 -0.355 C14 4LC 11 4LC C16 C10 C 0 1 Y N N -10.589 -12.568 29.628 -1.273 0.498 -0.030 C16 4LC 12 4LC O18 O1 O 0 1 N N N -8.951 -8.464 29.877 2.615 1.057 -1.573 O18 4LC 13 4LC N19 N3 N 0 1 N N N -11.151 -8.081 30.164 3.389 -0.585 -0.292 N19 4LC 14 4LC C23 C11 C 0 1 N N N -13.183 -7.762 31.470 3.961 -1.585 1.855 C23 4LC 15 4LC O26 O2 O 0 1 N N N -13.251 -6.389 31.036 5.326 -1.358 1.498 O26 4LC 16 4LC C27 C12 C 0 1 N N S -11.957 -5.820 30.791 5.546 -0.155 0.757 C27 4LC 17 4LC C29 C13 C 0 1 N N S -11.149 -6.650 29.783 4.791 -0.237 -0.574 C29 4LC 18 4LC C31 C14 C 0 1 N N N -11.631 -6.447 28.345 4.853 1.115 -1.286 C31 4LC 19 4LC O34 O3 O 0 1 N N N -11.031 -7.379 27.454 4.392 0.967 -2.631 O34 4LC 20 4LC C36 C15 C 0 1 Y N N -11.268 -5.503 32.114 7.020 0.010 0.491 C36 4LC 21 4LC C37 C16 C 0 1 Y N N -11.915 -4.713 33.059 7.788 -1.088 0.152 C37 4LC 22 4LC C39 C17 C 0 1 Y N N -11.287 -4.368 34.248 9.140 -0.936 -0.093 C39 4LC 23 4LC C41 C18 C 0 1 Y N N -10.010 -4.820 34.518 9.724 0.314 0.002 C41 4LC 24 4LC C43 C19 C 0 1 Y N N -9.344 -5.591 33.584 8.955 1.412 0.341 C43 4LC 25 4LC C45 C20 C 0 1 Y N N -9.972 -5.942 32.391 7.602 1.261 0.581 C45 4LC 26 4LC C47 C21 C 0 1 Y N N -11.087 -16.133 29.174 -4.822 0.736 0.755 C47 4LC 27 4LC C48 C22 C 0 1 Y N N -10.398 -17.212 29.674 -5.248 1.737 1.575 C48 4LC 28 4LC N50 N4 N 0 1 Y N N -10.762 -18.353 29.012 -6.606 1.777 1.584 N50 4LC 29 4LC C52 C23 C 0 1 Y N N -11.609 -18.026 27.980 -7.120 0.795 0.762 C52 4LC 30 4LC C53 C24 C 0 1 Y N N -12.191 -18.829 27.002 -8.412 0.420 0.426 C53 4LC 31 4LC C55 C25 C 0 1 Y N N -13.078 -18.241 26.099 -8.615 -0.635 -0.462 C55 4LC 32 4LC C56 C26 C 0 1 Y N N -13.378 -16.879 26.180 -7.521 -1.315 -1.013 C56 4LC 33 4LC C58 C27 C 0 1 Y N N -12.800 -16.089 27.173 -6.248 -0.952 -0.686 C58 4LC 34 4LC C60 C28 C 0 1 Y N N -11.904 -16.648 28.087 -6.031 0.103 0.202 C60 4LC 35 4LC C61 C29 C 0 1 N N N -13.631 -19.034 25.033 -9.948 -1.025 -0.812 C61 4LC 36 4LC N62 N5 N 0 1 N N N -14.059 -19.634 24.172 -11.005 -1.335 -1.090 N62 4LC 37 4LC H1 H1 H 0 1 N N N -13.083 -8.608 29.504 2.066 -1.772 0.836 H1 4LC 38 4LC H2 H2 H 0 1 N N N -12.409 -9.646 30.806 3.405 -2.660 0.067 H2 4LC 39 4LC H3 H3 H 0 1 N N N -10.635 -12.559 27.010 -2.266 3.160 1.002 H3 4LC 40 4LC H4 H4 H 0 1 N N N -10.079 -14.264 26.906 -1.884 3.063 -0.734 H4 4LC 41 4LC H5 H5 H 0 1 N N N -11.835 -13.895 26.980 -3.575 2.962 -0.188 H5 4LC 42 4LC H6 H6 H 0 1 N N N -10.352 -12.586 33.008 -0.950 -2.888 0.201 H6 4LC 43 4LC H7 H7 H 0 1 N N N -9.967 -10.189 32.568 1.351 -2.316 -0.359 H7 4LC 44 4LC H8 H8 H 0 1 N N N -10.484 -10.837 28.354 0.315 1.847 -0.515 H8 4LC 45 4LC H9 H9 H 0 1 N N N -14.203 -8.141 31.630 3.590 -0.738 2.433 H9 4LC 46 4LC H10 H10 H 0 1 N N N -12.620 -7.815 32.413 3.886 -2.493 2.453 H10 4LC 47 4LC H11 H11 H 0 1 N N N -12.127 -4.848 30.304 5.181 0.697 1.331 H11 4LC 48 4LC H12 H12 H 0 1 N N N -10.110 -6.293 29.830 5.240 -1.005 -1.204 H12 4LC 49 4LC H13 H13 H 0 1 N N N -11.372 -5.428 28.023 4.220 1.832 -0.762 H13 4LC 50 4LC H14 H14 H 0 1 N N N -12.723 -6.575 28.313 5.882 1.476 -1.293 H14 4LC 51 4LC H15 H15 H 0 1 N N N -11.351 -7.226 26.573 4.404 1.788 -3.143 H15 4LC 52 4LC H16 H16 H 0 1 N N N -12.918 -4.364 32.865 7.332 -2.064 0.078 H16 4LC 53 4LC H17 H17 H 0 1 N N N -11.799 -3.743 34.965 9.741 -1.794 -0.357 H17 4LC 54 4LC H18 H18 H 0 1 N N N -9.534 -4.572 35.455 10.780 0.432 -0.189 H18 4LC 55 4LC H19 H19 H 0 1 N N N -8.335 -5.922 33.779 9.411 2.388 0.415 H19 4LC 56 4LC H20 H20 H 0 1 N N N -9.451 -6.559 31.674 7.001 2.119 0.841 H20 4LC 57 4LC H21 H21 H 0 1 N N N -9.674 -17.166 30.474 -4.603 2.399 2.134 H21 4LC 58 4LC H22 H22 H 0 1 N N N -10.460 -19.278 29.242 -7.138 2.406 2.096 H22 4LC 59 4LC H23 H23 H 0 1 N N N -11.961 -19.883 26.944 -9.257 0.943 0.849 H23 4LC 60 4LC H24 H24 H 0 1 N N N -14.061 -16.436 25.470 -7.687 -2.132 -1.701 H24 4LC 61 4LC H25 H25 H 0 1 N N N -13.046 -15.039 27.236 -5.409 -1.480 -1.113 H25 4LC 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 4LC N62 C61 TRIP N N 1 4LC C61 C55 SING N N 2 4LC C55 C56 DOUB Y N 3 4LC C55 C53 SING Y N 4 4LC C56 C58 SING Y N 5 4LC C53 C52 DOUB Y N 6 4LC C58 C60 DOUB Y N 7 4LC C01 N05 SING N N 8 4LC O34 C31 SING N N 9 4LC C52 C60 SING Y N 10 4LC C52 N50 SING Y N 11 4LC C60 C47 SING Y N 12 4LC C31 C29 SING N N 13 4LC N05 C06 SING Y N 14 4LC N05 C16 SING Y N 15 4LC N50 C48 SING Y N 16 4LC C47 C06 SING N N 17 4LC C47 C48 DOUB Y N 18 4LC C14 C16 DOUB Y N 19 4LC C14 C13 SING Y N 20 4LC C06 N07 DOUB Y N 21 4LC C16 C08 SING Y N 22 4LC C29 N19 SING N N 23 4LC C29 C27 SING N N 24 4LC O18 C17 DOUB N N 25 4LC C17 N19 SING N N 26 4LC C17 C13 SING N N 27 4LC N19 C20 SING N N 28 4LC C20 C23 SING N N 29 4LC C13 C11 DOUB Y N 30 4LC C27 O26 SING N N 31 4LC C27 C36 SING N N 32 4LC N07 C08 SING Y N 33 4LC C08 C09 DOUB Y N 34 4LC O26 C23 SING N N 35 4LC C11 C09 SING Y N 36 4LC C36 C45 DOUB Y N 37 4LC C36 C37 SING Y N 38 4LC C45 C43 SING Y N 39 4LC C37 C39 DOUB Y N 40 4LC C43 C41 DOUB Y N 41 4LC C39 C41 SING Y N 42 4LC C20 H1 SING N N 43 4LC C20 H2 SING N N 44 4LC C01 H3 SING N N 45 4LC C01 H4 SING N N 46 4LC C01 H5 SING N N 47 4LC C09 H6 SING N N 48 4LC C11 H7 SING N N 49 4LC C14 H8 SING N N 50 4LC C23 H9 SING N N 51 4LC C23 H10 SING N N 52 4LC C27 H11 SING N N 53 4LC C29 H12 SING N N 54 4LC C31 H13 SING N N 55 4LC C31 H14 SING N N 56 4LC O34 H15 SING N N 57 4LC C37 H16 SING N N 58 4LC C39 H17 SING N N 59 4LC C41 H18 SING N N 60 4LC C43 H19 SING N N 61 4LC C45 H20 SING N N 62 4LC C48 H21 SING N N 63 4LC N50 H22 SING N N 64 4LC C53 H23 SING N N 65 4LC C56 H24 SING N N 66 4LC C58 H25 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 4LC SMILES ACDLabs 12.01 "c2(ccc1nc(n(C)c1c2)c3cnc4c3ccc(c4)C#N)C(N6CCOC(c5ccccc5)C6CO)=O" 4LC InChI InChI 1.03 "InChI=1S/C29H25N5O3/c1-33-25-14-20(29(36)34-11-12-37-27(26(34)17-35)19-5-3-2-4-6-19)8-10-23(25)32-28(33)22-16-31-24-13-18(15-30)7-9-21(22)24/h2-10,13-14,16,26-27,31,35H,11-12,17H2,1H3/t26-,27-/m0/s1" 4LC InChIKey InChI 1.03 BFUYKHPXWBXKQQ-SVBPBHIXSA-N 4LC SMILES_CANONICAL CACTVS 3.385 "Cn1c2cc(ccc2nc1c3c[nH]c4cc(ccc34)C#N)C(=O)N5CCO[C@H]([C@@H]5CO)c6ccccc6" 4LC SMILES CACTVS 3.385 "Cn1c2cc(ccc2nc1c3c[nH]c4cc(ccc34)C#N)C(=O)N5CCO[CH]([CH]5CO)c6ccccc6" 4LC SMILES_CANONICAL "OpenEye OEToolkits" 1.9.2 "Cn1c2cc(ccc2nc1c3c[nH]c4c3ccc(c4)C#N)C(=O)N5CCO[C@H]([C@@H]5CO)c6ccccc6" 4LC SMILES "OpenEye OEToolkits" 1.9.2 "Cn1c2cc(ccc2nc1c3c[nH]c4c3ccc(c4)C#N)C(=O)N5CCOC(C5CO)c6ccccc6" # 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 4LC "SYSTEMATIC NAME" ACDLabs 12.01 "3-(6-{[(2S,3S)-3-(hydroxymethyl)-2-phenylmorpholin-4-yl]carbonyl}-1-methyl-1H-benzimidazol-2-yl)-1H-indole-6-carbonitrile" 4LC "SYSTEMATIC NAME" "OpenEye OEToolkits" 1.9.2 "3-[6-[(2S,3S)-3-(hydroxymethyl)-2-phenyl-morpholin-4-yl]carbonyl-1-methyl-benzimidazol-2-yl]-1H-indole-6-carbonitrile" # loop_ _pdbx_chem_comp_audit.comp_id _pdbx_chem_comp_audit.action_type _pdbx_chem_comp_audit.date _pdbx_chem_comp_audit.processing_site 4LC "Create component" 2015-04-10 RCSB 4LC "Initial release" 2015-06-17 RCSB #