data_3RE # _chem_comp.id 3RE _chem_comp.name "2-amino-8-(trans-4-methoxycyclohexyl)-4-methyl-6-(1H-pyrazol-3-yl)pyrido[2,3-d]pyrimidin-7(8H)-one" _chem_comp.type NON-POLYMER _chem_comp.pdbx_type HETAIN _chem_comp.formula "C18 H22 N6 O2" _chem_comp.mon_nstd_parent_comp_id ? _chem_comp.pdbx_synonyms ? _chem_comp.pdbx_formal_charge 0 _chem_comp.pdbx_initial_date 2010-12-07 _chem_comp.pdbx_modified_date 2011-06-04 _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 354.406 _chem_comp.one_letter_code ? _chem_comp.three_letter_code 3RE _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 3PRE _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 3RE N1 N1 N 0 1 Y N N 47.539 12.609 28.346 -2.228 3.689 0.047 N1 3RE 1 3RE C2 C2 C 0 1 Y N N 48.150 13.629 28.958 -0.902 3.776 0.019 C2 3RE 2 3RE N3 N3 N 0 1 Y N N 47.584 14.495 29.811 -0.121 2.708 -0.005 N3 3RE 3 3RE C4 C4 C 0 1 Y N N 46.287 14.307 30.058 -0.646 1.488 -0.003 C4 3RE 4 3RE C5 C5 C 0 1 Y N N 45.561 13.298 29.489 -2.050 1.354 0.026 C5 3RE 5 3RE C6 C6 C 0 1 Y N N 46.246 12.470 28.642 -2.835 2.517 0.051 C6 3RE 6 3RE N7 N7 N 0 1 N N N 45.599 15.141 30.931 0.157 0.375 -0.029 N7 3RE 7 3RE C8 C8 C 0 1 N N N 44.249 14.988 31.240 -0.381 -0.860 -0.027 C8 3RE 8 3RE C9 C9 C 0 1 N N N 43.482 13.881 30.622 -1.835 -1.034 0.002 C9 3RE 9 3RE C10 C10 C 0 1 N N N 44.163 13.094 29.787 -2.643 0.070 0.030 C10 3RE 10 3RE N11 N11 N 0 1 N N N 49.501 13.791 28.655 -0.319 5.028 0.016 N11 3RE 11 3RE C12 C12 C 0 1 N N N 45.538 11.360 27.991 -4.339 2.430 0.083 C12 3RE 12 3RE O13 O13 O 0 1 N N N 43.675 15.740 32.009 0.346 -1.837 -0.051 O13 3RE 13 3RE C14 C14 C 0 1 N N N 46.364 16.218 31.513 1.613 0.532 -0.059 C14 3RE 14 3RE C15 C15 C 0 1 N N N 46.488 16.084 33.011 2.170 -0.121 -1.325 C15 3RE 15 3RE C16 C16 C 0 1 N N N 47.168 17.285 33.625 3.691 0.043 -1.356 C16 3RE 16 3RE C17 C17 C 0 1 N N N 46.499 18.584 33.226 4.302 -0.629 -0.125 C17 3RE 17 3RE C18 C18 C 0 1 N N N 46.520 18.689 31.717 3.744 0.023 1.142 C18 3RE 18 3RE C19 C19 C 0 1 N N N 45.701 17.544 31.162 2.224 -0.140 1.173 C19 3RE 19 3RE O20 O20 O 0 1 N N N 47.259 19.659 33.768 5.722 -0.477 -0.154 O20 3RE 20 3RE C21 C21 C 0 1 Y N N 42.111 13.642 30.979 -2.425 -2.393 0.004 C21 3RE 21 3RE C22 C22 C 0 1 Y N N 41.289 12.633 30.411 -3.801 -2.700 0.025 C22 3RE 22 3RE C23 C23 C 0 1 Y N N 40.070 12.689 31.047 -3.925 -4.045 0.018 C23 3RE 23 3RE N24 N24 N 0 1 Y N N 40.188 13.699 31.951 -2.685 -4.578 -0.007 N24 3RE 24 3RE N25 N25 N 0 1 Y N N 41.405 14.275 31.934 -1.758 -3.528 -0.020 N25 3RE 25 3RE C26 C26 C 0 1 N N N 46.424 20.290 34.734 6.435 -1.543 0.475 C26 3RE 26 3RE H10 H10 H 0 1 N N N 43.647 12.271 29.315 -3.717 -0.037 0.052 H10 3RE 27 3RE HN11 HN11 H 0 0 N N N 49.785 13.085 28.006 -0.875 5.822 0.033 HN11 3RE 28 3RE HN1A HN1A H 0 0 N N N 49.646 14.694 28.250 0.647 5.112 -0.004 HN1A 3RE 29 3RE H12 H12 H 0 1 N N N 46.235 10.811 27.341 -4.724 2.417 -0.937 H12 3RE 30 3RE H12A H12A H 0 0 N N N 45.139 10.680 28.758 -4.639 1.516 0.597 H12A 3RE 31 3RE H12B H12B H 0 0 N N N 44.709 11.758 27.387 -4.742 3.293 0.612 H12B 3RE 32 3RE H14 H14 H 0 1 N N N 47.382 16.177 31.099 1.864 1.592 -0.056 H14 3RE 33 3RE H15 H15 H 0 1 N N N 45.480 15.990 33.442 1.919 -1.182 -1.328 H15 3RE 34 3RE H15A H15A H 0 0 N N N 47.083 15.187 33.237 1.735 0.358 -2.202 H15A 3RE 35 3RE H16 H16 H 0 1 N N N 47.126 17.190 34.720 4.088 -0.422 -2.259 H16 3RE 36 3RE H16A H16A H 0 0 N N N 48.213 17.309 33.284 3.943 1.103 -1.353 H16A 3RE 37 3RE H17 H17 H 0 1 N N N 45.464 18.619 33.596 4.050 -1.690 -0.128 H17 3RE 38 3RE H18 H18 H 0 1 N N N 46.088 19.650 31.400 4.180 -0.456 2.019 H18 3RE 39 3RE H18A H18A H 0 0 N N N 47.555 18.625 31.349 3.996 1.084 1.144 H18A 3RE 40 3RE H19 H19 H 0 1 N N N 45.634 17.640 30.068 1.827 0.325 2.075 H19 3RE 41 3RE H19A H19A H 0 0 N N N 44.691 17.573 31.597 1.972 -1.201 1.170 H19A 3RE 42 3RE H22 H22 H 0 1 N N N 41.569 11.948 29.625 -4.611 -1.986 0.044 H22 3RE 43 3RE H23 H23 H 0 1 N N N 39.206 12.066 30.867 -4.853 -4.596 0.030 H23 3RE 44 3RE H26 H26 H 0 1 N N N 46.962 21.134 35.189 6.140 -1.609 1.523 H26 3RE 45 3RE H26A H26A H 0 0 N N N 45.511 20.659 34.244 6.202 -2.482 -0.027 H26A 3RE 46 3RE H26B H26B H 0 0 N N N 46.154 19.564 35.515 7.506 -1.353 0.411 H26B 3RE 47 3RE HN24 HN24 H 0 0 N N N 39.450 13.983 32.563 -2.473 -5.525 -0.016 HN24 3RE 48 # 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 3RE N1 C6 DOUB Y N 1 3RE N1 C2 SING Y N 2 3RE N11 C2 SING N N 3 3RE C2 N3 DOUB Y N 4 3RE N3 C4 SING Y N 5 3RE C5 C4 DOUB Y N 6 3RE C4 N7 SING N N 7 3RE C6 C5 SING Y N 8 3RE C5 C10 SING N N 9 3RE C12 C6 SING N N 10 3RE N7 C8 SING N N 11 3RE N7 C14 SING N N 12 3RE C9 C8 SING N N 13 3RE C8 O13 DOUB N N 14 3RE C10 C9 DOUB N N 15 3RE C9 C21 SING N N 16 3RE C10 H10 SING N N 17 3RE N11 HN11 SING N N 18 3RE N11 HN1A SING N N 19 3RE C12 H12 SING N N 20 3RE C12 H12A SING N N 21 3RE C12 H12B SING N N 22 3RE C19 C14 SING N N 23 3RE C14 C15 SING N N 24 3RE C14 H14 SING N N 25 3RE C15 C16 SING N N 26 3RE C15 H15 SING N N 27 3RE C15 H15A SING N N 28 3RE C17 C16 SING N N 29 3RE C16 H16 SING N N 30 3RE C16 H16A SING N N 31 3RE C18 C17 SING N N 32 3RE C17 O20 SING N N 33 3RE C17 H17 SING N N 34 3RE C19 C18 SING N N 35 3RE C18 H18 SING N N 36 3RE C18 H18A SING N N 37 3RE C19 H19 SING N N 38 3RE C19 H19A SING N N 39 3RE O20 C26 SING N N 40 3RE C22 C21 SING Y N 41 3RE C21 N25 DOUB Y N 42 3RE C22 C23 DOUB Y N 43 3RE C22 H22 SING N N 44 3RE C23 N24 SING Y N 45 3RE C23 H23 SING N N 46 3RE N25 N24 SING Y N 47 3RE C26 H26 SING N N 48 3RE C26 H26A SING N N 49 3RE C26 H26B SING N N 50 3RE N24 HN24 SING N N 51 # 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 3RE SMILES ACDLabs 12.01 "O=C2N(c1nc(nc(c1C=C2c3nncc3)C)N)C4CCC(OC)CC4" 3RE SMILES_CANONICAL CACTVS 3.370 "CO[C@@H]1CC[C@H](CC1)N2C(=O)C(=Cc3c(C)nc(N)nc23)c4cc[nH]n4" 3RE SMILES CACTVS 3.370 "CO[CH]1CC[CH](CC1)N2C(=O)C(=Cc3c(C)nc(N)nc23)c4cc[nH]n4" 3RE SMILES_CANONICAL "OpenEye OEToolkits" 1.7.0 "Cc1c2c(nc(n1)N)N(C(=O)C(=C2)c3cc[nH]n3)C4CCC(CC4)OC" 3RE SMILES "OpenEye OEToolkits" 1.7.0 "Cc1c2c(nc(n1)N)N(C(=O)C(=C2)c3cc[nH]n3)C4CCC(CC4)OC" 3RE InChI InChI 1.03 "InChI=1S/C18H22N6O2/c1-10-13-9-14(15-7-8-20-23-15)17(25)24(16(13)22-18(19)21-10)11-3-5-12(26-2)6-4-11/h7-9,11-12H,3-6H2,1-2H3,(H,20,23)(H2,19,21,22)/t11-,12-" 3RE InChIKey InChI 1.03 UDXSDTPXGCELRI-HAQNSBGRSA-N # 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 3RE "SYSTEMATIC NAME" ACDLabs 12.01 "2-amino-8-(trans-4-methoxycyclohexyl)-4-methyl-6-(1H-pyrazol-3-yl)pyrido[2,3-d]pyrimidin-7(8H)-one" 3RE "SYSTEMATIC NAME" "OpenEye OEToolkits" 1.7.0 "2-azanyl-8-(4-methoxycyclohexyl)-4-methyl-6-(1H-pyrazol-3-yl)pyrido[2,3-d]pyrimidin-7-one" # loop_ _pdbx_chem_comp_audit.comp_id _pdbx_chem_comp_audit.action_type _pdbx_chem_comp_audit.date _pdbx_chem_comp_audit.processing_site 3RE "Create component" 2010-12-07 RCSB 3RE "Modify aromatic_flag" 2011-06-04 RCSB 3RE "Modify descriptor" 2011-06-04 RCSB #