data_355 # _chem_comp.id 355 _chem_comp.name "trans-N-benzyl-4-({1-[(6-methyl-4-oxo-4H-pyrido[1,2-a]pyrimidin-2-yl)methyl]-2,4-dioxo-1,4-dihydroquinazolin-3(2H)-yl}methyl)cyclohexanecarboxamide" _chem_comp.type NON-POLYMER _chem_comp.pdbx_type HETAIN _chem_comp.formula "C33 H33 N5 O4" _chem_comp.mon_nstd_parent_comp_id ? _chem_comp.pdbx_synonyms ? _chem_comp.pdbx_formal_charge 0 _chem_comp.pdbx_initial_date 2014-06-18 _chem_comp.pdbx_modified_date 2015-05-15 _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 563.646 _chem_comp.one_letter_code ? _chem_comp.three_letter_code 355 _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 4TOS _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 355 C1 C1 C 0 1 N N N 0.343 -9.260 -13.527 9.320 -0.092 0.001 C1 355 1 355 C2 C2 C 0 1 N N N -0.404 -8.391 -12.570 8.143 0.830 0.183 C2 355 2 355 C3 C3 C 0 1 N N N -1.766 -8.146 -12.880 8.307 2.003 0.834 C3 355 3 355 C4 C4 C 0 1 N N N -2.561 -7.371 -12.028 7.219 2.870 1.010 C4 355 4 355 C5 C5 C 0 1 N N N -2.006 -6.832 -10.864 5.996 2.521 0.519 C5 355 5 355 C6 C6 C 0 1 N N N -0.653 -7.080 -10.582 5.845 1.297 -0.157 C6 355 6 355 N1 N1 N 0 1 N N N -0.177 -6.543 -9.434 4.651 0.955 -0.637 N1 355 7 355 C7 C7 C 0 1 N N N 1.101 -6.685 -9.026 4.468 -0.189 -1.279 C7 355 8 355 C8 C8 C 0 1 N N N 1.492 -6.085 -7.731 3.104 -0.544 -1.809 C8 355 9 355 N2 N2 N 0 1 N N N 0.744 -6.785 -6.610 2.175 -0.721 -0.690 N2 355 10 355 C9 C9 C 0 1 N N N -0.422 -6.186 -6.163 1.477 0.332 -0.231 C9 355 11 355 O1 O1 O 0 1 N N N -0.770 -5.077 -6.646 1.638 1.413 -0.764 O1 355 12 355 N3 N3 N 0 1 N N N -1.248 -6.745 -5.209 0.610 0.241 0.789 N3 355 13 355 C10 C10 C 0 1 N N N -2.431 -6.027 -4.728 -0.111 1.438 1.228 C10 355 14 355 C11 C11 C 0 1 N N N -2.055 -4.958 -3.648 -1.424 1.556 0.452 C11 355 15 355 C12 C12 C 0 1 N N N -1.348 -5.614 -2.417 -2.118 2.869 0.819 C12 355 16 355 C13 C13 C 0 1 N N N -1.048 -4.610 -1.279 -3.431 2.987 0.043 C13 355 17 355 C14 C14 C 0 1 N N N -2.323 -3.838 -0.832 -4.342 1.811 0.402 C14 355 18 355 C15 C15 C 0 1 N N N -2.969 -3.123 -2.057 -3.649 0.498 0.035 C15 355 19 355 C16 C16 C 0 1 N N N -3.297 -4.124 -3.202 -2.335 0.380 0.811 C16 355 20 355 C17 C17 C 0 1 N N N -2.008 -2.909 0.288 -5.636 1.927 -0.363 C17 355 21 355 O2 O2 O 0 1 N N N -2.577 -3.078 1.394 -5.812 2.858 -1.120 O2 355 22 355 N4 N4 N 0 1 N N N -1.092 -1.912 0.125 -6.597 0.996 -0.205 N4 355 23 355 C18 C18 C 0 1 N N N -0.634 -1.043 1.160 -7.855 1.108 -0.948 C18 355 24 355 C19 C19 C 0 1 Y N N 0.064 0.126 0.570 -8.752 -0.050 -0.595 C19 355 25 355 C20 C20 C 0 1 Y N N 1.451 0.079 0.284 -9.636 0.058 0.463 C20 355 26 355 C21 C21 C 0 1 Y N N 2.115 1.212 -0.223 -10.459 -1.004 0.787 C21 355 27 355 C22 C22 C 0 1 Y N N 1.402 2.402 -0.460 -10.399 -2.174 0.053 C22 355 28 355 C23 C23 C 0 1 Y N N 0.017 2.448 -0.220 -9.516 -2.282 -1.005 C23 355 29 355 C24 C24 C 0 1 Y N N -0.648 1.316 0.286 -8.696 -1.218 -1.332 C24 355 30 355 C25 C25 C 0 1 N N N -0.919 -7.960 -4.665 0.390 -0.933 1.420 C25 355 31 355 O3 O3 O 0 1 N N N -1.681 -8.528 -3.841 -0.398 -1.007 2.343 O3 355 32 355 C26 C26 C 0 1 Y N N 0.299 -8.593 -4.979 1.128 -2.123 0.959 C26 355 33 355 C27 C27 C 0 1 Y N N 1.110 -8.001 -5.985 2.021 -1.976 -0.117 C27 355 34 355 C28 C28 C 0 1 Y N N 2.308 -8.678 -6.340 2.726 -3.076 -0.578 C28 355 35 355 C29 C29 C 0 1 Y N N 2.709 -9.865 -5.705 2.543 -4.307 0.019 C29 355 36 355 C30 C30 C 0 1 Y N N 1.925 -10.402 -4.677 1.659 -4.455 1.077 C30 355 37 355 C31 C31 C 0 1 Y N N 0.726 -9.771 -4.316 0.956 -3.369 1.556 C31 355 38 355 C32 C32 C 0 1 N N N 1.981 -7.407 -9.848 5.528 -1.056 -1.462 C32 355 39 355 C33 C33 C 0 1 N N N 1.476 -7.984 -11.033 6.786 -0.703 -0.961 C33 355 40 355 O4 O4 O 0 1 N N N 2.325 -8.633 -11.687 7.743 -1.447 -1.107 O4 355 41 355 N5 N5 N 0 1 N N N 0.153 -7.836 -11.420 6.926 0.475 -0.317 N5 355 42 355 H1 H1 H 0 1 N N N 1.381 -9.377 -13.183 10.205 0.353 0.457 H1 355 43 355 H2 H2 H 0 1 N N N -0.139 -10.247 -13.579 9.109 -1.049 0.477 H2 355 44 355 H3 H3 H 0 1 N N N 0.337 -8.796 -14.524 9.499 -0.248 -1.063 H3 355 45 355 H4 H4 H 0 1 N N N -2.193 -8.561 -13.781 9.278 2.273 1.221 H4 355 46 355 H5 H5 H 0 1 N N N -3.598 -7.190 -12.269 7.349 3.806 1.531 H5 355 47 355 H6 H6 H 0 1 N N N -2.607 -6.236 -10.194 5.150 3.180 0.649 H6 355 48 355 H7 H7 H 0 1 N N N 2.575 -6.205 -7.582 2.745 0.257 -2.456 H7 355 49 355 H8 H8 H 0 1 N N N 1.239 -5.015 -7.730 3.166 -1.471 -2.380 H8 355 50 355 H9 H9 H 0 1 N N N -2.912 -5.522 -5.578 -0.324 1.363 2.295 H9 355 51 355 H10 H10 H 0 1 N N N -3.132 -6.750 -4.286 0.502 2.320 1.041 H10 355 52 355 H11 H11 H 0 1 N N N -1.338 -4.262 -4.108 -1.216 1.541 -0.618 H11 355 53 355 H12 H12 H 0 1 N N N -2.000 -6.407 -2.021 -2.325 2.884 1.889 H12 355 54 355 H13 H13 H 0 1 N N N -0.398 -6.055 -2.754 -1.469 3.707 0.564 H13 355 55 355 H14 H14 H 0 1 N N N -0.646 -5.161 -0.416 -3.925 3.922 0.305 H14 355 56 355 H15 H15 H 0 1 N N N -0.300 -3.885 -1.633 -3.223 2.972 -1.027 H15 355 57 355 H16 H16 H 0 1 N N N -3.047 -4.582 -0.468 -4.550 1.826 1.472 H16 355 58 355 H17 H17 H 0 1 N N N -3.900 -2.634 -1.734 -4.298 -0.340 0.290 H17 355 59 355 H18 H18 H 0 1 N N N -2.269 -2.364 -2.437 -3.441 0.483 -1.035 H18 355 60 355 H19 H19 H 0 1 N N N -4.078 -4.815 -2.852 -1.841 -0.556 0.549 H19 355 61 355 H20 H20 H 0 1 N N N -3.670 -3.558 -4.068 -2.543 0.395 1.881 H20 355 62 355 H21 H21 H 0 1 N N N -0.712 -1.780 -0.790 -6.457 0.251 0.401 H21 355 63 355 H22 H22 H 0 1 N N N -1.494 -0.694 1.750 -8.349 2.044 -0.687 H22 355 64 355 H23 H23 H 0 1 N N N 0.061 -1.590 1.814 -7.647 1.093 -2.018 H23 355 65 355 H24 H24 H 0 1 N N N 2.003 -0.833 0.456 -9.683 0.972 1.036 H24 355 66 355 H25 H25 H 0 1 N N N 3.174 1.168 -0.431 -11.149 -0.920 1.613 H25 355 67 355 H26 H26 H 0 1 N N N 1.917 3.278 -0.825 -11.042 -3.004 0.307 H26 355 68 355 H27 H27 H 0 1 N N N -0.536 3.353 -0.424 -9.469 -3.196 -1.578 H27 355 69 355 H28 H28 H 0 1 N N N -1.713 1.355 0.460 -8.009 -1.301 -2.161 H28 355 70 355 H29 H29 H 0 1 N N N 2.929 -8.267 -7.122 3.417 -2.971 -1.402 H29 355 71 355 H30 H30 H 0 1 N N N 3.619 -10.362 -6.009 3.093 -5.164 -0.341 H30 355 72 355 H31 H31 H 0 1 N N N 2.242 -11.298 -4.164 1.526 -5.424 1.534 H31 355 73 355 H32 H32 H 0 1 N N N 0.121 -10.187 -3.524 0.268 -3.487 2.380 H32 355 74 355 H33 H33 H 0 1 N N N 3.021 -7.518 -9.580 5.388 -1.990 -1.985 H33 355 75 # 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 355 C1 C2 SING N N 1 355 C2 C3 DOUB N N 2 355 C3 C4 SING N N 3 355 C4 C5 DOUB N N 4 355 C5 C6 SING N N 5 355 C6 N1 DOUB N N 6 355 N1 C7 SING N N 7 355 C7 C8 SING N N 8 355 C8 N2 SING N N 9 355 N2 C9 SING N N 10 355 C9 O1 DOUB N N 11 355 C9 N3 SING N N 12 355 N3 C10 SING N N 13 355 C10 C11 SING N N 14 355 C11 C12 SING N N 15 355 C12 C13 SING N N 16 355 C13 C14 SING N N 17 355 C14 C15 SING N N 18 355 C15 C16 SING N N 19 355 C11 C16 SING N N 20 355 C14 C17 SING N N 21 355 C17 O2 DOUB N N 22 355 C17 N4 SING N N 23 355 N4 C18 SING N N 24 355 C18 C19 SING N N 25 355 C19 C20 DOUB Y N 26 355 C20 C21 SING Y N 27 355 C21 C22 DOUB Y N 28 355 C22 C23 SING Y N 29 355 C23 C24 DOUB Y N 30 355 C19 C24 SING Y N 31 355 N3 C25 SING N N 32 355 C25 O3 DOUB N N 33 355 C25 C26 SING N N 34 355 C26 C27 DOUB Y N 35 355 N2 C27 SING N N 36 355 C27 C28 SING Y N 37 355 C28 C29 DOUB Y N 38 355 C29 C30 SING Y N 39 355 C30 C31 DOUB Y N 40 355 C26 C31 SING Y N 41 355 C7 C32 DOUB N N 42 355 C32 C33 SING N N 43 355 C33 O4 DOUB N N 44 355 C33 N5 SING N N 45 355 C2 N5 SING N N 46 355 C6 N5 SING N N 47 355 C1 H1 SING N N 48 355 C1 H2 SING N N 49 355 C1 H3 SING N N 50 355 C3 H4 SING N N 51 355 C4 H5 SING N N 52 355 C5 H6 SING N N 53 355 C8 H7 SING N N 54 355 C8 H8 SING N N 55 355 C10 H9 SING N N 56 355 C10 H10 SING N N 57 355 C11 H11 SING N N 58 355 C12 H12 SING N N 59 355 C12 H13 SING N N 60 355 C13 H14 SING N N 61 355 C13 H15 SING N N 62 355 C14 H16 SING N N 63 355 C15 H17 SING N N 64 355 C15 H18 SING N N 65 355 C16 H19 SING N N 66 355 C16 H20 SING N N 67 355 N4 H21 SING N N 68 355 C18 H22 SING N N 69 355 C18 H23 SING N N 70 355 C20 H24 SING N N 71 355 C21 H25 SING N N 72 355 C22 H26 SING N N 73 355 C23 H27 SING N N 74 355 C24 H28 SING N N 75 355 C28 H29 SING N N 76 355 C29 H30 SING N N 77 355 C30 H31 SING N N 78 355 C31 H32 SING N N 79 355 C32 H33 SING N N 80 # 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 355 SMILES ACDLabs 12.01 "O=C(NCc1ccccc1)C2CCC(CC2)CN4C(=O)c3c(cccc3)N(C4=O)CC=5N=C6C=CC=C(N6C(=O)C=5)C" 355 InChI InChI 1.03 "InChI=1S/C33H33N5O4/c1-22-8-7-13-29-35-26(18-30(39)38(22)29)21-36-28-12-6-5-11-27(28)32(41)37(33(36)42)20-24-14-16-25(17-15-24)31(40)34-19-23-9-3-2-4-10-23/h2-13,18,24-25H,14-17,19-21H2,1H3,(H,34,40)/t24-,25-" 355 InChIKey InChI 1.03 OYXCGADJIIHPMV-SOAUALDESA-N 355 SMILES_CANONICAL CACTVS 3.385 "CC1=CC=CC2=NC(=CC(=O)N12)CN3C(=O)N(C[C@@H]4CC[C@H](CC4)C(=O)NCc5ccccc5)C(=O)c6ccccc36" 355 SMILES CACTVS 3.385 "CC1=CC=CC2=NC(=CC(=O)N12)CN3C(=O)N(C[CH]4CC[CH](CC4)C(=O)NCc5ccccc5)C(=O)c6ccccc36" 355 SMILES_CANONICAL "OpenEye OEToolkits" 1.7.6 "CC1=CC=CC2=NC(=CC(=O)N12)CN3c4ccccc4C(=O)N(C3=O)CC5CCC(CC5)C(=O)NCc6ccccc6" 355 SMILES "OpenEye OEToolkits" 1.7.6 "CC1=CC=CC2=NC(=CC(=O)N12)CN3c4ccccc4C(=O)N(C3=O)CC5CCC(CC5)C(=O)NCc6ccccc6" # 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 355 "SYSTEMATIC NAME" ACDLabs 12.01 "trans-N-benzyl-4-({1-[(6-methyl-4-oxo-4H-pyrido[1,2-a]pyrimidin-2-yl)methyl]-2,4-dioxo-1,4-dihydroquinazolin-3(2H)-yl}methyl)cyclohexanecarboxamide" 355 "SYSTEMATIC NAME" "OpenEye OEToolkits" 1.7.6 "4-[[1-[(6-methyl-4-oxidanylidene-pyrido[1,2-a]pyrimidin-2-yl)methyl]-2,4-bis(oxidanylidene)quinazolin-3-yl]methyl]-N-(phenylmethyl)cyclohexane-1-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 355 "Create component" 2014-06-19 RCSB 355 "Modify formula" 2014-07-31 RCSB 355 "Modify value order" 2014-07-31 RCSB 355 "Initial release" 2015-05-20 RCSB #