data_M03 # _chem_comp.id M03 _chem_comp.name "1-[4-(4-chlorophenyl)-1-(7H-pyrrolo[2,3-d]pyrimidin-4-yl)piperidin-4-yl]methanamine" _chem_comp.type non-polymer _chem_comp.pdbx_type ? _chem_comp.formula "C18 H20 Cl N5" _chem_comp.mon_nstd_parent_comp_id ? _chem_comp.pdbx_synonyms ? _chem_comp.pdbx_formal_charge 0 _chem_comp.pdbx_initial_date 2008-02-08 _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 341.838 _chem_comp.one_letter_code ? _chem_comp.three_letter_code M03 _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 2VO0 _chem_comp.pdbx_subcomponent_list ? _chem_comp.pdbx_processing_site EBI # 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 M03 N1 N1 N 0 1 N N N 6.849 9.678 3.154 6.849 9.678 3.154 N1 M03 1 M03 C2 C2 C 0 1 N N N 7.546 9.315 1.920 7.546 9.315 1.920 C2 M03 2 M03 C3 C3 C 0 1 N N N 8.471 8.147 2.162 8.471 8.147 2.162 C3 M03 3 M03 C4 C4 C 0 1 N N N 9.527 8.455 3.227 9.527 8.455 3.227 C4 M03 4 M03 C5 C5 C 0 1 N N N 10.295 7.152 3.495 10.295 7.152 3.495 C5 M03 5 M03 N6 N6 N 0 1 N N N 11.231 6.798 2.390 11.231 6.798 2.390 N6 M03 6 M03 C7 C7 C 0 1 N N N 8.755 8.860 4.495 8.755 8.860 4.495 C7 M03 7 M03 C8 C8 C 0 1 N N N 7.795 10.014 4.237 7.795 10.014 4.237 C8 M03 8 M03 C9 C9 C 0 1 Y N N 10.476 9.592 2.777 10.476 9.592 2.777 C9 M03 9 M03 C10 C10 C 0 1 Y N N 11.272 10.233 3.725 11.272 10.233 3.725 C10 M03 10 M03 C11 C11 C 0 1 Y N N 12.133 11.249 3.353 12.133 11.249 3.353 C11 M03 11 M03 C12 C12 C 0 1 Y N N 12.215 11.649 2.027 12.215 11.649 2.027 C12 M03 12 M03 CL1 CL1 CL 0 0 N N N 13.248 12.973 1.583 13.248 12.973 1.583 CL1 M03 13 M03 C14 C14 C 0 1 Y N N 11.447 11.007 1.068 11.447 11.007 1.068 C14 M03 14 M03 C15 C15 C 0 1 Y N N 10.593 9.977 1.436 10.593 9.977 1.436 C15 M03 15 M03 C16 C16 C 0 1 Y N N 5.475 9.527 3.297 5.475 9.527 3.297 C16 M03 16 M03 N17 N17 N 0 1 Y N N 5.007 9.625 4.553 5.007 9.625 4.553 N17 M03 17 M03 C18 C18 C 0 1 Y N N 3.692 9.471 4.742 3.692 9.471 4.742 C18 M03 18 M03 N19 N19 N 0 1 Y N N 2.746 9.214 3.838 2.746 9.214 3.838 N19 M03 19 M03 C20 C20 C 0 1 Y N N 3.223 9.150 2.595 3.223 9.150 2.595 C20 M03 20 M03 N21 N21 N 0 1 Y N N 2.481 8.947 1.461 2.481 8.947 1.461 N21 M03 21 M03 C22 C22 C 0 1 Y N N 3.301 8.959 0.388 3.301 8.959 0.388 C22 M03 22 M03 C23 C23 C 0 1 Y N N 4.591 9.169 0.824 4.591 9.169 0.824 C23 M03 23 M03 C24 C24 C 0 1 Y N N 4.557 9.317 2.225 4.557 9.317 2.225 C24 M03 24 M03 H2C1 1H2C H 0 0 N N N 6.806 9.037 1.156 6.806 9.037 1.156 H2C1 M03 25 M03 HA2 2HA H 0 1 N N N 8.139 10.176 1.578 8.139 10.176 1.579 HA2 M03 26 M03 H8C1 1H8C H 0 0 N N N 8.373 10.903 3.945 8.373 10.903 3.945 H8C1 M03 27 M03 H8C2 2H8C H 0 0 N N N 7.224 10.210 5.156 7.224 10.210 5.156 H8C2 M03 28 M03 HA1 1HA H 0 1 N N N 7.871 7.290 2.501 7.871 7.290 2.501 HA1 M03 29 M03 HB2 2HB H 0 1 N N N 8.994 7.928 1.219 8.994 7.929 1.219 HB2 M03 30 M03 HB1 1HB H 0 1 N N N 10.879 7.277 4.419 10.879 7.277 4.418 HB1 M03 31 M03 HC2 2HC H 0 1 N N N 9.557 6.341 3.580 9.557 6.341 3.580 HC2 M03 32 M03 H7C1 1H7C H 0 0 N N N 8.176 7.993 4.845 8.176 7.993 4.845 H7C1 M03 33 M03 H7C2 2H7C H 0 0 N N N 9.486 9.188 5.248 9.486 9.188 5.248 H7C2 M03 34 M03 HC1 1HC H 0 1 N N N 10.721 6.719 1.533 10.721 6.719 1.533 HC1 M03 35 M03 HD2 2HD H 0 1 N N N 11.925 7.512 2.300 11.925 7.512 2.300 HD2 M03 36 M03 H10 H10 H 0 1 N N N 11.216 9.933 4.761 11.216 9.933 4.761 H10 M03 37 M03 H15 H15 H 0 1 N N N 10.013 9.467 0.681 10.013 9.467 0.681 H15 M03 38 M03 H11 H11 H 0 1 N N N 12.745 11.734 4.099 12.745 11.734 4.099 H11 M03 39 M03 H14 H14 H 0 1 N N N 11.513 11.309 0.033 11.513 11.309 0.033 H14 M03 40 M03 H18 H18 H 0 1 N N N 3.351 9.568 5.762 3.351 9.568 5.762 H18 M03 41 M03 H21 H21 H 0 1 N N N 1.491 8.812 1.433 1.491 8.812 1.433 H21 M03 42 M03 H22 H22 H 0 1 N N N 2.997 8.826 -0.640 2.997 8.826 -0.640 H22 M03 43 M03 H23 H23 H 0 1 N N N 5.473 9.213 0.202 5.473 9.212 0.202 H23 M03 44 # 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 M03 N1 C2 SING N N 1 M03 N1 C8 SING N N 2 M03 N1 C16 SING N N 3 M03 C2 C3 SING N N 4 M03 C3 C4 SING N N 5 M03 C4 C5 SING N N 6 M03 C4 C7 SING N N 7 M03 C4 C9 SING N N 8 M03 C5 N6 SING N N 9 M03 C7 C8 SING N N 10 M03 C9 C10 SING Y N 11 M03 C9 C15 DOUB Y N 12 M03 C10 C11 DOUB Y N 13 M03 C11 C12 SING Y N 14 M03 C12 CL1 SING N N 15 M03 C12 C14 DOUB Y N 16 M03 C14 C15 SING Y N 17 M03 C16 N17 SING Y N 18 M03 C16 C24 DOUB Y N 19 M03 N17 C18 DOUB Y N 20 M03 C18 N19 SING Y N 21 M03 N19 C20 DOUB Y N 22 M03 C20 N21 SING Y N 23 M03 C20 C24 SING Y N 24 M03 N21 C22 SING Y N 25 M03 C22 C23 DOUB Y N 26 M03 C23 C24 SING Y N 27 M03 C2 H2C1 SING N N 28 M03 C2 HA2 SING N N 29 M03 C8 H8C1 SING N N 30 M03 C8 H8C2 SING N N 31 M03 C3 HA1 SING N N 32 M03 C3 HB2 SING N N 33 M03 C5 HB1 SING N N 34 M03 C5 HC2 SING N N 35 M03 C7 H7C1 SING N N 36 M03 C7 H7C2 SING N N 37 M03 N6 HC1 SING N N 38 M03 N6 HD2 SING N N 39 M03 C10 H10 SING N N 40 M03 C15 H15 SING N N 41 M03 C11 H11 SING N N 42 M03 C14 H14 SING N N 43 M03 C18 H18 SING N N 44 M03 N21 H21 SING N N 45 M03 C22 H22 SING N N 46 M03 C23 H23 SING N N 47 # 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 M03 SMILES ACDLabs 10.04 "Clc1ccc(cc1)C4(CCN(c2ncnc3c2ccn3)CC4)CN" M03 SMILES_CANONICAL CACTVS 3.341 "NCC1(CCN(CC1)c2ncnc3[nH]ccc23)c4ccc(Cl)cc4" M03 SMILES CACTVS 3.341 "NCC1(CCN(CC1)c2ncnc3[nH]ccc23)c4ccc(Cl)cc4" M03 SMILES_CANONICAL "OpenEye OEToolkits" 1.5.0 "c1cc(ccc1C2(CCN(CC2)c3c4cc[nH]c4ncn3)CN)Cl" M03 SMILES "OpenEye OEToolkits" 1.5.0 "c1cc(ccc1C2(CCN(CC2)c3c4cc[nH]c4ncn3)CN)Cl" M03 InChI InChI 1.03 "InChI=1S/C18H20ClN5/c19-14-3-1-13(2-4-14)18(11-20)6-9-24(10-7-18)17-15-5-8-21-16(15)22-12-23-17/h1-5,8,12H,6-7,9-11,20H2,(H,21,22,23)" M03 InChIKey InChI 1.03 QOZMRRGNAZNWDN-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 M03 "SYSTEMATIC NAME" ACDLabs 10.04 "1-[4-(4-chlorophenyl)-1-(7H-pyrrolo[2,3-d]pyrimidin-4-yl)piperidin-4-yl]methanamine" M03 "SYSTEMATIC NAME" "OpenEye OEToolkits" 1.5.0 "[4-(4-chlorophenyl)-1-(7H-pyrrolo[3,2-e]pyrimidin-4-yl)piperidin-4-yl]methanamine" # loop_ _pdbx_chem_comp_audit.comp_id _pdbx_chem_comp_audit.action_type _pdbx_chem_comp_audit.date _pdbx_chem_comp_audit.processing_site M03 "Create component" 2008-02-08 EBI M03 "Modify aromatic_flag" 2011-06-04 RCSB M03 "Modify descriptor" 2011-06-04 RCSB #