data_003 # _chem_comp.id 003 _chem_comp.name "5-METHYL-7-(2-METHYLPROPYL)-2-(NAPHTHALEN-1-YLMETHYL)-3-PYRIDIN-4-YL-2H-PYRAZOLO[3,4-D]PYRIMIDINE-4,6(5H,7H)-DIONE" _chem_comp.type NON-POLYMER _chem_comp.pdbx_type HETAIN _chem_comp.formula "C26 H25 N5 O2" _chem_comp.mon_nstd_parent_comp_id ? _chem_comp.pdbx_synonyms ? _chem_comp.pdbx_formal_charge 0 _chem_comp.pdbx_initial_date 2007-02-06 _chem_comp.pdbx_modified_date 2011-06-04 _chem_comp.pdbx_ambiguous_flag ? _chem_comp.pdbx_release_status REL _chem_comp.pdbx_replaced_by ? _chem_comp.pdbx_replaces ? _chem_comp.formula_weight 439.509 _chem_comp.one_letter_code ? _chem_comp.three_letter_code 003 _chem_comp.pdbx_model_coordinates_details ? _chem_comp.pdbx_model_coordinates_missing_flag N _chem_comp.pdbx_ideal_coordinates_details "OpenEye/OEToolkits V1.4.2" _chem_comp.pdbx_ideal_coordinates_missing_flag N _chem_comp.pdbx_model_coordinates_db_code ? _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 003 C2 C2 C 0 1 Y N N 15.229 56.504 36.336 0.071 -2.140 -2.375 C2 003 1 003 O11 O11 O 0 1 N N N 15.872 55.553 35.883 0.090 -1.324 -3.304 O11 003 2 003 N3 N3 N 0 1 Y N N 15.347 56.832 37.680 0.374 -1.773 -1.041 N3 003 3 003 C7 C7 C 0 1 N N N 16.244 56.066 38.574 0.724 -0.393 -0.720 C7 003 4 003 C8 C8 C 0 1 N N N 17.632 56.714 38.844 2.235 -0.149 -0.826 C8 003 5 003 C10 C10 C 0 1 N N N 18.576 56.443 37.657 2.774 -0.448 -2.226 C10 003 6 003 C9 C9 C 0 1 N N N 18.283 56.135 40.116 2.620 1.265 -0.391 C9 003 7 003 C4 C4 C 0 1 Y N N 14.636 57.891 38.181 0.337 -2.737 -0.032 C4 003 8 003 N16 N16 N 0 1 Y N N 14.628 58.344 39.361 0.595 -2.551 1.268 N16 003 9 003 N15 N15 N 0 1 Y N N 13.787 59.404 39.418 0.422 -3.776 1.799 N15 003 10 003 C23 C23 C 0 1 N N N 13.574 60.201 40.652 0.622 -3.954 3.220 C23 003 11 003 C24 C24 C 0 1 Y N N 14.177 61.615 40.365 1.875 -3.266 3.689 C24 003 12 003 C29 C29 C 0 1 Y N N 15.574 61.787 40.020 1.865 -1.937 4.131 C29 003 13 003 C30 C30 C 0 1 Y N N 16.491 60.678 39.950 0.684 -1.177 4.159 C30 003 14 003 C31 C31 C 0 1 Y N N 17.854 60.879 39.603 0.699 0.145 4.604 C31 003 15 003 C32 C32 C 0 1 Y N N 18.324 62.192 39.315 1.891 0.725 5.025 C32 003 16 003 C33 C33 C 0 1 Y N N 17.437 63.304 39.377 3.074 -0.015 5.003 C33 003 17 003 C28 C28 C 0 1 Y N N 16.071 63.112 39.727 3.078 -1.347 4.559 C28 003 18 003 C27 C27 C 0 1 Y N N 15.198 64.232 39.783 4.259 -2.106 4.530 C27 003 19 003 C26 C26 C 0 1 Y N N 13.829 64.056 40.129 4.244 -3.429 4.086 C26 003 20 003 C25 C25 C 0 1 Y N N 13.322 62.761 40.417 3.051 -4.009 3.665 C25 003 21 003 C14 C14 C 0 1 Y N N 13.224 59.615 38.219 0.065 -4.728 0.890 C14 003 22 003 C17 C17 C 0 1 Y N N 12.214 60.722 37.880 -0.171 -6.110 1.237 C17 003 23 003 C22 C22 C 0 1 Y N N 10.902 60.683 38.443 0.876 -7.023 1.210 C22 003 24 003 C21 C21 C 0 1 Y N N 9.981 61.718 38.139 0.597 -8.337 1.551 C21 003 25 003 N20 N20 N 0 1 Y N N 10.356 62.748 37.310 -0.628 -8.783 1.908 N20 003 26 003 C19 C19 C 0 1 Y N N 11.609 62.812 36.753 -1.620 -7.865 1.922 C19 003 27 003 C18 C18 C 0 1 Y N N 12.564 61.805 37.024 -1.446 -6.529 1.598 C18 003 28 003 C5 C5 C 0 1 Y N N 13.722 58.699 37.372 0.004 -4.071 -0.312 C5 003 29 003 C6 C6 C 0 1 Y N N 13.620 58.311 35.947 -0.320 -4.555 -1.621 C6 003 30 003 O13 O13 O 0 1 N N N 12.881 58.941 35.211 -0.606 -5.728 -1.838 O13 003 31 003 N1 N1 N 0 1 Y N N 14.371 57.239 35.521 -0.262 -3.524 -2.591 N1 003 32 003 C12 C12 C 0 1 N N N 14.267 56.869 34.104 -0.572 -3.887 -3.971 C12 003 33 003 H7C1 1H7C H 0 0 N N N 16.376 55.029 38.186 0.367 -0.171 0.291 H7C1 003 34 003 H7C2 2H7C H 0 0 N N N 15.729 55.851 39.539 0.188 0.265 -1.413 H7C2 003 35 003 H8 H8 H 0 1 N N N 17.471 57.809 38.979 2.721 -0.849 -0.134 H8 003 36 003 H101 1H10 H 0 0 N N N 18.138 56.779 36.688 2.392 0.258 -2.970 H101 003 37 003 H102 2H10 H 0 0 N N N 18.659 55.355 37.428 3.868 -0.381 -2.237 H102 003 38 003 H103 3H10 H 0 0 N N N 19.571 56.908 37.851 2.500 -1.460 -2.541 H103 003 39 003 H9C1 1H9C H 0 0 N N N 18.352 55.023 40.070 2.212 2.023 -1.068 H9C1 003 40 003 H9C2 2H9C H 0 0 N N N 17.609 56.228 40.999 3.709 1.381 -0.379 H9C2 003 41 003 H9C3 3H9C H 0 0 N N N 19.278 56.599 40.310 2.251 1.476 0.618 H9C3 003 42 003 H231 1H23 H 0 0 N N N 13.988 59.719 41.569 0.659 -5.030 3.428 H231 003 43 003 H232 2H23 H 0 0 N N N 12.510 60.231 40.983 -0.262 -3.567 3.741 H232 003 44 003 H25 H25 H 0 1 N N N 12.258 62.645 40.683 3.053 -5.040 3.321 H25 003 45 003 H30 H30 H 0 1 N N N 16.142 59.654 40.167 -0.268 -1.595 3.838 H30 003 46 003 H31 H31 H 0 1 N N N 18.544 60.020 39.557 -0.221 0.722 4.622 H31 003 47 003 H32 H32 H 0 1 N N N 19.381 62.349 39.042 1.902 1.755 5.372 H32 003 48 003 H33 H33 H 0 1 N N N 17.809 64.318 39.153 3.995 0.459 5.338 H33 003 49 003 H27 H27 H 0 1 N N N 15.584 65.240 39.557 5.203 -1.673 4.855 H27 003 50 003 H26 H26 H 0 1 N N N 13.156 64.929 40.174 5.164 -4.006 4.069 H26 003 51 003 H22 H22 H 0 1 N N N 10.601 59.857 39.110 1.884 -6.732 0.935 H22 003 52 003 H18 H18 H 0 1 N N N 13.569 61.863 36.573 -2.288 -5.845 1.628 H18 003 53 003 H21 H21 H 0 1 N N N 8.959 61.722 38.553 1.379 -9.090 1.547 H21 003 54 003 H19 H19 H 0 1 N N N 11.846 63.664 36.094 -2.596 -8.243 2.210 H19 003 55 003 H121 1H12 H 0 0 N N N 14.002 55.789 34.029 0.348 -3.963 -4.555 H121 003 56 003 H122 2H12 H 0 0 N N N 15.287 56.871 33.653 -1.217 -3.130 -4.425 H122 003 57 003 H123 3H12 H 0 0 N N N 13.580 57.457 33.452 -1.089 -4.850 -4.001 H123 003 58 # 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 003 C2 O11 DOUB N N 1 003 C2 N3 SING Y N 2 003 C2 N1 SING Y N 3 003 N3 C7 SING N N 4 003 N3 C4 SING Y N 5 003 C7 C8 SING N N 6 003 C7 H7C1 SING N N 7 003 C7 H7C2 SING N N 8 003 C8 C10 SING N N 9 003 C8 C9 SING N N 10 003 C8 H8 SING N N 11 003 C10 H101 SING N N 12 003 C10 H102 SING N N 13 003 C10 H103 SING N N 14 003 C9 H9C1 SING N N 15 003 C9 H9C2 SING N N 16 003 C9 H9C3 SING N N 17 003 C4 N16 DOUB Y N 18 003 C4 C5 SING Y N 19 003 N16 N15 SING Y N 20 003 N15 C23 SING N N 21 003 N15 C14 SING Y N 22 003 C23 C24 SING N N 23 003 C23 H231 SING N N 24 003 C23 H232 SING N N 25 003 C24 C29 SING Y N 26 003 C24 C25 DOUB Y N 27 003 C29 C30 SING Y N 28 003 C29 C28 DOUB Y N 29 003 C30 C31 DOUB Y N 30 003 C30 H30 SING N N 31 003 C31 C32 SING Y N 32 003 C31 H31 SING N N 33 003 C32 C33 DOUB Y N 34 003 C32 H32 SING N N 35 003 C33 C28 SING Y N 36 003 C33 H33 SING N N 37 003 C28 C27 SING Y N 38 003 C27 C26 DOUB Y N 39 003 C27 H27 SING N N 40 003 C26 C25 SING Y N 41 003 C26 H26 SING N N 42 003 C25 H25 SING N N 43 003 C14 C17 SING Y N 44 003 C14 C5 DOUB Y N 45 003 C17 C22 SING Y N 46 003 C17 C18 DOUB Y N 47 003 C22 C21 DOUB Y N 48 003 C22 H22 SING N N 49 003 C21 N20 SING Y N 50 003 C21 H21 SING N N 51 003 N20 C19 DOUB Y N 52 003 C19 C18 SING Y N 53 003 C19 H19 SING N N 54 003 C18 H18 SING N N 55 003 C5 C6 SING Y N 56 003 C6 O13 DOUB N N 57 003 C6 N1 SING Y N 58 003 N1 C12 SING N N 59 003 C12 H121 SING N N 60 003 C12 H122 SING N N 61 003 C12 H123 SING N N 62 # 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 003 SMILES ACDLabs 10.04 "O=C3c2c(c1ccncc1)n(nc2N(C(=O)N3C)CC(C)C)Cc5c4ccccc4ccc5" 003 SMILES_CANONICAL CACTVS 3.341 "CC(C)CN1C(=O)N(C)C(=O)c2c1nn(Cc3cccc4ccccc34)c2c5ccncc5" 003 SMILES CACTVS 3.341 "CC(C)CN1C(=O)N(C)C(=O)c2c1nn(Cc3cccc4ccccc34)c2c5ccncc5" 003 SMILES_CANONICAL "OpenEye OEToolkits" 1.5.0 "CC(C)CN1c2c(c(n(n2)Cc3cccc4c3cccc4)c5ccncc5)C(=O)N(C1=O)C" 003 SMILES "OpenEye OEToolkits" 1.5.0 "CC(C)CN1c2c(c(n(n2)Cc3cccc4c3cccc4)c5ccncc5)C(=O)N(C1=O)C" 003 InChI InChI 1.03 "InChI=1S/C26H25N5O2/c1-17(2)15-30-24-22(25(32)29(3)26(30)33)23(19-11-13-27-14-12-19)31(28-24)16-20-9-6-8-18-7-4-5-10-21(18)20/h4-14,17H,15-16H2,1-3H3" 003 InChIKey InChI 1.03 NNZDBCPMOOEFTE-UHFFFAOYSA-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 003 "SYSTEMATIC NAME" ACDLabs 10.04 "5-methyl-7-(2-methylpropyl)-2-(naphthalen-1-ylmethyl)-3-pyridin-4-yl-2H-pyrazolo[3,4-d]pyrimidine-4,6(5H,7H)-dione" 003 "SYSTEMATIC NAME" "OpenEye OEToolkits" 1.5.0 "5-methyl-7-(2-methylpropyl)-2-(naphthalen-1-ylmethyl)-3-pyridin-4-yl-pyrazolo[4,3-e]pyrimidine-4,6-dione" # loop_ _pdbx_chem_comp_audit.comp_id _pdbx_chem_comp_audit.action_type _pdbx_chem_comp_audit.date _pdbx_chem_comp_audit.processing_site 003 "Create component" 2007-02-06 RCSB 003 "Modify aromatic_flag" 2011-06-04 RCSB 003 "Modify descriptor" 2011-06-04 RCSB #