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                    2008-10-14 
_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 N N 11 
M03 C9  C15  DOUB N N 12 
M03 C10 C11  DOUB N N 13 
M03 C11 C12  SING N N 14 
M03 C12 CL1  SING N N 15 
M03 C12 C14  DOUB N N 16 
M03 C14 C15  SING N N 17 
M03 C16 N17  SING N N 18 
M03 C16 C24  DOUB N N 19 
M03 N17 C18  DOUB N N 20 
M03 C18 N19  SING N N 21 
M03 N19 C20  DOUB N 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 N 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 Y N 30 
M03 C8  H8C2 SING Y N 31 
M03 C3  HA1  SING N N 32 
M03 C3  HB2  SING N N 33 
M03 C5  HB1  SING Y N 34 
M03 C5  HC2  SING Y N 35 
M03 C7  H7C1 SING Y N 36 
M03 C7  H7C2 SING Y N 37 
M03 N6  HC1  SING N N 38 
M03 N6  HD2  SING Y N 39 
M03 C10 H10  SING Y N 40 
M03 C15 H15  SING Y N 41 
M03 C11 H11  SING Y N 42 
M03 C14 H14  SING N N 43 
M03 C18 H18  SING Y N 44 
M03 N21 H21  SING N N 45 
M03 C22 H22  SING Y 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 InChI            InChI                1.02b InChI=1/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)/f/h21H 
M03 InChIKey         InChI                1.02b QOZMRRGNAZNWDN-PKSOQXRJCT                                                                                                                   
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                                                                                                  
# 
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   
# 
