data_9OL # _chem_comp.id 9OL _chem_comp.name "5,5-dimethyl-8-[1-(piperidin-4-yl)ethenyl]-5,6-dihydrobenzo[h]quinazolin-4-amine" _chem_comp.type NON-POLYMER _chem_comp.pdbx_type HETAIN _chem_comp.formula "C21 H26 N4" _chem_comp.mon_nstd_parent_comp_id ? _chem_comp.pdbx_synonyms ? _chem_comp.pdbx_formal_charge 0 _chem_comp.pdbx_initial_date 2018-06-14 _chem_comp.pdbx_modified_date 2018-09-28 _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 334.458 _chem_comp.one_letter_code ? _chem_comp.three_letter_code 9OL _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 6A1G _chem_comp.pdbx_subcomponent_list ? _chem_comp.pdbx_processing_site PDBJ # 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 9OL C7 C1 C 0 1 Y N N -15.290 14.903 -18.588 -0.534 0.830 0.148 C7 9OL 1 9OL C4 C2 C 0 1 Y N N -10.887 15.436 -17.084 -3.704 -2.705 -0.300 C4 9OL 2 9OL C5 C3 C 0 1 Y N N -14.258 15.687 -18.107 -0.831 -0.429 -0.377 C5 9OL 3 9OL C6 C4 C 0 1 Y N N -16.664 16.884 -18.808 1.700 0.644 -0.715 C6 9OL 4 9OL C3 C5 C 0 1 Y N N -16.496 15.503 -18.937 0.722 1.367 -0.028 C3 9OL 5 9OL C2 C6 C 0 1 Y N N -15.621 17.651 -18.323 1.405 -0.623 -1.223 C2 9OL 6 9OL C1 C7 C 0 1 Y N N -14.425 17.063 -17.972 0.147 -1.156 -1.054 C1 9OL 7 9OL C8 C8 C 0 1 Y N N -12.926 13.717 -17.457 -3.230 -0.103 0.137 C8 9OL 8 9OL C9 C9 C 0 1 Y N N -13.026 15.082 -17.697 -2.201 -0.967 -0.225 C9 9OL 9 9OL C10 C10 C 0 1 Y N N -11.685 13.306 -16.992 -4.510 -0.627 0.295 C10 9OL 10 9OL C11 C11 C 0 1 N N N -18.666 17.934 -18.098 3.203 2.310 -1.645 C11 9OL 11 9OL C12 C12 C 0 1 N N N -17.915 17.561 -19.137 3.046 1.220 -0.904 C12 9OL 12 9OL C13 C13 C 0 1 N N N -15.085 13.422 -18.727 -1.578 1.586 0.927 C13 9OL 13 9OL C14 C14 C 0 1 N N N -17.418 17.884 -21.662 4.057 0.558 1.263 C14 9OL 14 9OL C15 C15 C 0 1 N N N -19.753 17.309 -20.849 4.377 -0.869 -0.758 C15 9OL 15 9OL C16 C16 C 0 1 N N N -18.069 18.562 -22.862 5.245 -0.156 1.911 C16 9OL 16 9OL C17 C17 C 0 1 N N N -20.325 18.050 -22.051 5.555 -1.543 -0.052 C17 9OL 17 9OL C18 C18 C 0 1 N N N -18.395 17.880 -20.505 4.242 0.571 -0.257 C18 9OL 18 9OL C19 C19 C 0 1 N N N -14.131 12.812 -17.698 -2.963 1.363 0.326 C19 9OL 19 9OL C20 C20 C 0 1 N N N -14.907 12.552 -16.429 -4.019 1.952 1.263 C20 9OL 20 9OL C21 C21 C 0 1 N N N -13.722 11.468 -18.246 -3.044 2.069 -1.029 C21 9OL 21 9OL N22 N1 N 0 1 Y N N -12.032 15.959 -17.510 -2.477 -2.248 -0.453 N22 9OL 22 9OL N23 N2 N 0 1 Y N N -10.661 14.157 -16.805 -4.700 -1.926 0.070 N23 9OL 23 9OL N24 N3 N 0 1 N N N -19.400 18.033 -23.188 5.330 -1.530 1.399 N24 9OL 24 9OL N25 N4 N 0 1 N N N -11.411 11.976 -16.677 -5.565 0.187 0.678 N25 9OL 25 9OL H1 H1 H 0 1 N N N -10.059 16.117 -16.952 -3.899 -3.751 -0.484 H1 9OL 26 9OL H2 H2 H 0 1 N N N -17.308 14.897 -19.310 0.950 2.346 0.365 H2 9OL 27 9OL H3 H3 H 0 1 N N N -15.744 18.719 -18.218 2.164 -1.184 -1.748 H3 9OL 28 9OL H4 H4 H 0 1 N N N -13.617 17.670 -17.592 -0.083 -2.136 -1.446 H4 9OL 29 9OL H5 H5 H 0 1 N N N -18.334 17.730 -17.091 4.188 2.731 -1.784 H5 9OL 30 9OL H6 H6 H 0 1 N N N -19.605 18.440 -18.265 2.346 2.775 -2.109 H6 9OL 31 9OL H7 H7 H 0 1 N N N -16.063 12.929 -18.623 -1.575 1.241 1.961 H7 9OL 32 9OL H8 H8 H 0 1 N N N -14.680 13.224 -19.730 -1.343 2.650 0.903 H8 9OL 33 9OL H9 H9 H 0 1 N N N -17.152 16.849 -21.923 3.135 0.032 1.513 H9 9OL 34 9OL H10 H10 H 0 1 N N N -16.510 18.435 -21.375 4.002 1.583 1.632 H10 9OL 35 9OL H11 H11 H 0 1 N N N -20.429 17.427 -19.989 4.551 -0.865 -1.834 H11 9OL 36 9OL H12 H12 H 0 1 N N N -19.651 16.241 -21.091 3.460 -1.418 -0.541 H12 9OL 37 9OL H13 H13 H 0 1 N N N -17.416 18.423 -23.736 6.164 0.378 1.672 H13 9OL 38 9OL H14 H14 H 0 1 N N N -18.166 19.636 -22.644 5.109 -0.180 2.992 H14 9OL 39 9OL H15 H15 H 0 1 N N N -20.521 19.094 -21.766 5.645 -2.573 -0.396 H15 9OL 40 9OL H16 H16 H 0 1 N N N -21.268 17.569 -22.351 6.473 -1.002 -0.282 H16 9OL 41 9OL H17 H17 H 0 1 N N N -18.627 18.951 -20.414 5.143 1.130 -0.509 H17 9OL 42 9OL H18 H18 H 0 1 N N N -14.239 12.112 -15.674 -3.632 2.862 1.721 H18 9OL 43 9OL H19 H19 H 0 1 N N N -15.316 13.500 -16.049 -4.920 2.185 0.695 H19 9OL 44 9OL H20 H20 H 0 1 N N N -15.731 11.855 -16.640 -4.259 1.227 2.042 H20 9OL 45 9OL H21 H21 H 0 1 N N N -13.031 10.980 -17.543 -2.286 1.660 -1.698 H21 9OL 46 9OL H22 H22 H 0 1 N N N -14.615 10.839 -18.379 -4.032 1.912 -1.462 H22 9OL 47 9OL H23 H23 H 0 1 N N N -13.222 11.605 -19.216 -2.872 3.136 -0.894 H23 9OL 48 9OL H24 H24 H 0 1 N N N -19.790 18.587 -23.923 6.047 -2.052 1.881 H24 9OL 49 9OL H26 H26 H 0 1 N N N -10.467 11.896 -16.358 -5.735 1.015 0.203 H26 9OL 50 9OL H27 H27 H 0 1 N N N -12.033 11.669 -15.957 -6.132 -0.072 1.421 H27 9OL 51 # 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 9OL N24 C16 SING N N 1 9OL N24 C17 SING N N 2 9OL C16 C14 SING N N 3 9OL C17 C15 SING N N 4 9OL C14 C18 SING N N 5 9OL C15 C18 SING N N 6 9OL C18 C12 SING N N 7 9OL C12 C6 SING N N 8 9OL C12 C11 DOUB N N 9 9OL C3 C6 DOUB Y N 10 9OL C3 C7 SING Y N 11 9OL C6 C2 SING Y N 12 9OL C13 C7 SING N N 13 9OL C13 C19 SING N N 14 9OL C7 C5 DOUB Y N 15 9OL C2 C1 DOUB Y N 16 9OL C21 C19 SING N N 17 9OL C5 C1 SING Y N 18 9OL C5 C9 SING N N 19 9OL C19 C8 SING N N 20 9OL C19 C20 SING N N 21 9OL C9 N22 DOUB Y N 22 9OL C9 C8 SING Y N 23 9OL N22 C4 SING Y N 24 9OL C8 C10 DOUB Y N 25 9OL C4 N23 DOUB Y N 26 9OL C10 N23 SING Y N 27 9OL C10 N25 SING N N 28 9OL C4 H1 SING N N 29 9OL C3 H2 SING N N 30 9OL C2 H3 SING N N 31 9OL C1 H4 SING N N 32 9OL C11 H5 SING N N 33 9OL C11 H6 SING N N 34 9OL C13 H7 SING N N 35 9OL C13 H8 SING N N 36 9OL C14 H9 SING N N 37 9OL C14 H10 SING N N 38 9OL C15 H11 SING N N 39 9OL C15 H12 SING N N 40 9OL C16 H13 SING N N 41 9OL C16 H14 SING N N 42 9OL C17 H15 SING N N 43 9OL C17 H16 SING N N 44 9OL C18 H17 SING N N 45 9OL C20 H18 SING N N 46 9OL C20 H19 SING N N 47 9OL C20 H20 SING N N 48 9OL C21 H21 SING N N 49 9OL C21 H22 SING N N 50 9OL C21 H23 SING N N 51 9OL N24 H24 SING N N 52 9OL N25 H26 SING N N 53 9OL N25 H27 SING N N 54 # 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 9OL SMILES ACDLabs 12.01 "c14c(ccc(c1)/C(=C)C2CCNCC2)c3c(c(ncn3)N)C(C4)(C)C" 9OL InChI InChI 1.03 "InChI=1S/C21H26N4/c1-13(14-6-8-23-9-7-14)15-4-5-17-16(10-15)11-21(2,3)18-19(17)24-12-25-20(18)22/h4-5,10,12,14,23H,1,6-9,11H2,2-3H3,(H2,22,24,25)" 9OL InChIKey InChI 1.03 CFHXHGOVQUZDEY-UHFFFAOYSA-N 9OL SMILES_CANONICAL CACTVS 3.385 "CC1(C)Cc2cc(ccc2c3ncnc(N)c13)C(=C)C4CCNCC4" 9OL SMILES CACTVS 3.385 "CC1(C)Cc2cc(ccc2c3ncnc(N)c13)C(=C)C4CCNCC4" 9OL SMILES_CANONICAL "OpenEye OEToolkits" 2.0.6 "CC1(Cc2cc(ccc2-c3c1c(ncn3)N)C(=C)C4CCNCC4)C" 9OL SMILES "OpenEye OEToolkits" 2.0.6 "CC1(Cc2cc(ccc2-c3c1c(ncn3)N)C(=C)C4CCNCC4)C" # 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 9OL "SYSTEMATIC NAME" ACDLabs 12.01 "5,5-dimethyl-8-[1-(piperidin-4-yl)ethenyl]-5,6-dihydrobenzo[h]quinazolin-4-amine" 9OL "SYSTEMATIC NAME" "OpenEye OEToolkits" 2.0.6 "5,5-dimethyl-8-(1-piperidin-4-ylethenyl)-6~{H}-benzo[h]quinazolin-4-amine" # loop_ _pdbx_chem_comp_audit.comp_id _pdbx_chem_comp_audit.action_type _pdbx_chem_comp_audit.date _pdbx_chem_comp_audit.processing_site 9OL "Create component" 2018-06-14 PDBJ 9OL "Initial release" 2018-10-03 RCSB #