data_NI5
# 
_chem_comp.id                                    NI5 
_chem_comp.name                                  "2-{5-[(4-methylpiperazin-1-yl)sulfonyl]-2-propoxyphenyl}-3,5,6,7-tetrahydro-4H-cyclopenta[d]pyrimidin-4-one" 
_chem_comp.type                                  NON-POLYMER 
_chem_comp.pdbx_type                             HETAIN 
_chem_comp.formula                               "C21 H28 N4 O4 S" 
_chem_comp.mon_nstd_parent_comp_id               ? 
_chem_comp.pdbx_synonyms                         ? 
_chem_comp.pdbx_formal_charge                    0 
_chem_comp.pdbx_initial_date                     2012-07-25 
_chem_comp.pdbx_modified_date                    2013-06-21 
_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                        432.536 
_chem_comp.one_letter_code                       ? 
_chem_comp.three_letter_code                     NI5 
_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        4G2Y 
_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 
NI5 CAP CAP C 0 1 N N N 32.083 -31.834 -44.242 -4.899 0.475  0.371  CAP NI5 1  
NI5 CAN CAN C 0 1 N N N 30.678 -32.316 -44.086 -4.535 0.581  1.856  CAN NI5 2  
NI5 NBB NBB N 0 1 N N N 30.127 -32.073 -42.781 -4.558 -0.757 2.460  NBB NI5 3  
NI5 CAB CAB C 0 1 N N N 28.800 -32.638 -42.539 -4.385 -0.681 3.917  CAB NI5 4  
NI5 CAO CAO C 0 1 N N N 30.372 -30.749 -42.304 -3.546 -1.633 1.854  CAO NI5 5  
NI5 CAQ CAQ C 0 1 N N N 31.806 -30.350 -42.411 -3.869 -1.830 0.369  CAQ NI5 6  
NI5 NBC NBC N 0 1 N N N 32.259 -30.505 -43.756 -4.004 -0.507 -0.259 NBC NI5 7  
NI5 SBD SBD S 0 1 N N N 33.477 -29.560 -44.336 -3.170 -0.133 -1.641 SBD NI5 8  
NI5 OAD OAD O 0 1 N N N 33.327 -28.173 -43.803 -2.873 -1.369 -2.277 OAD NI5 9  
NI5 OAE OAE O 0 1 N N N 33.464 -29.537 -45.826 -3.893 0.913  -2.275 OAE NI5 10 
NI5 CAU CAU C 0 1 Y N N 35.013 -30.323 -43.783 -1.626 0.556  -1.148 CAU NI5 11 
NI5 CAH CAH C 0 1 Y N N 35.497 -30.095 -42.498 -0.537 -0.266 -0.957 CAH NI5 12 
NI5 CAF CAF C 0 1 Y N N 35.712 -31.157 -44.637 -1.510 1.924  -0.960 CAF NI5 13 
NI5 CAG CAG C 0 1 Y N N 36.894 -31.757 -44.210 -0.305 2.477  -0.573 CAG NI5 14 
NI5 CAW CAW C 0 1 Y N N 37.378 -31.526 -42.920 0.800  1.663  -0.371 CAW NI5 15 
NI5 OAT OAT O 0 1 N N N 38.543 -32.121 -42.520 1.985  2.205  0.009  OAT NI5 16 
NI5 CAK CAK C 0 1 N N N 39.241 -33.006 -43.345 2.023  3.623  0.183  CAK NI5 17 
NI5 CAI CAI C 0 1 N N N 40.293 -33.709 -42.570 3.431  4.046  0.608  CAI NI5 18 
NI5 CAA CAA C 0 1 N N N 41.078 -32.710 -41.713 3.473  5.564  0.794  CAA NI5 19 
NI5 CAX CAX C 0 1 Y N N 36.664 -30.713 -42.058 0.688  0.280  -0.566 CAX NI5 20 
NI5 CAY CAY C 0 1 N N N 37.117 -30.396 -40.714 1.858  -0.595 -0.359 CAY NI5 21 
NI5 NAR NAR N 0 1 N N N 36.227 -30.261 -39.684 3.004  -0.065 0.014  NAR NI5 22 
NI5 CAV CAV C 0 1 N N N 36.681 -29.907 -38.412 4.090  -0.815 0.214  CAV NI5 23 
NI5 CAL CAL C 0 1 N N N 36.016 -29.690 -37.091 5.488  -0.420 0.638  CAL NI5 24 
NI5 CAJ CAJ C 0 1 N N N 37.011 -28.937 -36.272 6.151  -1.732 1.111  CAJ NI5 25 
NI5 CAM CAM C 0 1 N N N 38.355 -29.324 -36.774 5.367  -2.797 0.314  CAM NI5 26 
NI5 CAZ CAZ C 0 1 N N N 38.101 -29.682 -38.208 4.023  -2.164 0.030  CAZ NI5 27 
NI5 CBA CBA C 0 1 N N N 38.992 -29.837 -39.303 2.802  -2.741 -0.370 CBA NI5 28 
NI5 OAC OAC O 0 1 N N N 40.336 -29.627 -39.113 2.711  -3.946 -0.543 OAC NI5 29 
NI5 NAS NAS N 0 1 N N N 38.482 -30.176 -40.527 1.732  -1.939 -0.554 NAS NI5 30 
NI5 H1  H1  H 0 1 N N N 32.751 -32.506 -43.683 -5.933 0.146  0.270  H1  NI5 31 
NI5 H2  H2  H 0 1 N N N 32.348 -31.858 -45.309 -4.772 1.446  -0.107 H2  NI5 32 
NI5 H3  H3  H 0 1 N N N 30.050 -31.803 -44.829 -3.537 1.009  1.957  H3  NI5 33 
NI5 H4  H4  H 0 1 N N N 30.659 -33.399 -44.275 -5.258 1.221  2.362  H4  NI5 34 
NI5 H6  H6  H 0 1 N N N 28.478 -32.393 -41.516 -5.192 -0.089 4.348  H6  NI5 35 
NI5 H7  H7  H 0 1 N N N 28.085 -32.215 -43.260 -4.406 -1.686 4.338  H7  NI5 36 
NI5 H8  H8  H 0 1 N N N 28.839 -33.731 -42.659 -3.428 -0.212 4.144  H8  NI5 37 
NI5 H9  H9  H 0 1 N N N 29.767 -30.045 -42.895 -2.562 -1.175 1.955  H9  NI5 38 
NI5 H10 H10 H 0 1 N N N 30.070 -30.695 -41.248 -3.551 -2.599 2.359  H10 NI5 39 
NI5 H11 H11 H 0 1 N N N 32.411 -30.986 -41.748 -3.061 -2.383 -0.111 H11 NI5 40 
NI5 H12 H12 H 0 1 N N N 31.914 -29.298 -42.110 -4.802 -2.384 0.268  H12 NI5 41 
NI5 H13 H13 H 0 1 N N N 34.961 -29.431 -41.835 -0.631 -1.331 -1.109 H13 NI5 42 
NI5 H14 H14 H 0 1 N N N 35.341 -31.343 -45.634 -2.368 2.562  -1.116 H14 NI5 43 
NI5 H15 H15 H 0 1 N N N 37.440 -32.405 -44.880 -0.223 3.544  -0.429 H15 NI5 44 
NI5 H16 H16 H 0 1 N N N 39.709 -32.444 -44.166 1.766  4.111  -0.757 H16 NI5 45 
NI5 H17 H17 H 0 1 N N N 38.540 -33.745 -43.760 1.308  3.915  0.951  H17 NI5 46 
NI5 H18 H18 H 0 1 N N N 39.823 -34.458 -41.916 3.688  3.558  1.548  H18 NI5 47 
NI5 H19 H19 H 0 1 N N N 40.982 -34.211 -43.265 4.146  3.754  -0.161 H19 NI5 48 
NI5 H20 H20 H 0 1 N N N 41.854 -33.244 -41.144 4.475  5.865  1.097  H20 NI5 49 
NI5 H21 H21 H 0 1 N N N 41.552 -31.961 -42.365 3.215  6.052  -0.146 H21 NI5 50 
NI5 H22 H22 H 0 1 N N N 40.392 -32.208 -41.015 2.757  5.856  1.563  H22 NI5 51 
NI5 H23 H23 H 0 1 N N N 35.094 -29.102 -37.215 6.036  -0.002 -0.206 H23 NI5 52 
NI5 H24 H24 H 0 1 N N N 35.776 -30.653 -36.617 5.446  0.299  1.456  H24 NI5 53 
NI5 H25 H25 H 0 1 N N N 36.859 -27.854 -36.391 7.209  -1.749 0.847  H25 NI5 54 
NI5 H26 H26 H 0 1 N N N 36.910 -29.207 -35.210 6.019  -1.869 2.184  H26 NI5 55 
NI5 H27 H27 H 0 1 N N N 38.750 -30.187 -36.217 5.882  -3.027 -0.618 H27 NI5 56 
NI5 H28 H28 H 0 1 N N N 39.061 -28.484 -36.697 5.243  -3.701 0.911  H28 NI5 57 
NI5 H29 H29 H 0 1 N N N 39.102 -30.268 -41.306 0.880  -2.315 -0.825 H29 NI5 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 
NI5 OAE SBD DOUB N N 1  
NI5 CAF CAG DOUB Y N 2  
NI5 CAF CAU SING Y N 3  
NI5 SBD OAD DOUB N N 4  
NI5 SBD CAU SING N N 5  
NI5 SBD NBC SING N N 6  
NI5 CAP CAN SING N N 7  
NI5 CAP NBC SING N N 8  
NI5 CAG CAW SING Y N 9  
NI5 CAN NBB SING N N 10 
NI5 CAU CAH DOUB Y N 11 
NI5 NBC CAQ SING N N 12 
NI5 CAK CAI SING N N 13 
NI5 CAK OAT SING N N 14 
NI5 CAW OAT SING N N 15 
NI5 CAW CAX DOUB Y N 16 
NI5 NBB CAB SING N N 17 
NI5 NBB CAO SING N N 18 
NI5 CAI CAA SING N N 19 
NI5 CAH CAX SING Y N 20 
NI5 CAQ CAO SING N N 21 
NI5 CAX CAY SING N N 22 
NI5 CAY NAS SING N N 23 
NI5 CAY NAR DOUB N N 24 
NI5 NAS CBA SING N N 25 
NI5 NAR CAV SING N N 26 
NI5 CBA OAC DOUB N N 27 
NI5 CBA CAZ SING N N 28 
NI5 CAV CAZ DOUB N N 29 
NI5 CAV CAL SING N N 30 
NI5 CAZ CAM SING N N 31 
NI5 CAL CAJ SING N N 32 
NI5 CAM CAJ SING N N 33 
NI5 CAP H1  SING N N 34 
NI5 CAP H2  SING N N 35 
NI5 CAN H3  SING N N 36 
NI5 CAN H4  SING N N 37 
NI5 CAB H6  SING N N 38 
NI5 CAB H7  SING N N 39 
NI5 CAB H8  SING N N 40 
NI5 CAO H9  SING N N 41 
NI5 CAO H10 SING N N 42 
NI5 CAQ H11 SING N N 43 
NI5 CAQ H12 SING N N 44 
NI5 CAH H13 SING N N 45 
NI5 CAF H14 SING N N 46 
NI5 CAG H15 SING N N 47 
NI5 CAK H16 SING N N 48 
NI5 CAK H17 SING N N 49 
NI5 CAI H18 SING N N 50 
NI5 CAI H19 SING N N 51 
NI5 CAA H20 SING N N 52 
NI5 CAA H21 SING N N 53 
NI5 CAA H22 SING N N 54 
NI5 CAL H23 SING N N 55 
NI5 CAL H24 SING N N 56 
NI5 CAJ H25 SING N N 57 
NI5 CAJ H26 SING N N 58 
NI5 CAM H27 SING N N 59 
NI5 CAM H28 SING N N 60 
NI5 NAS H29 SING N N 61 
# 
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 
NI5 SMILES           ACDLabs              12.01 "O=S(=O)(c3cc(C1=NC2=C(C(=O)N1)CCC2)c(OCCC)cc3)N4CCN(C)CC4"                                                                                                 
NI5 InChI            InChI                1.03  "InChI=1S/C21H28N4O4S/c1-3-13-29-19-8-7-15(30(27,28)25-11-9-24(2)10-12-25)14-17(19)20-22-18-6-4-5-16(18)21(26)23-20/h7-8,14H,3-6,9-13H2,1-2H3,(H,22,23,26)" 
NI5 InChIKey         InChI                1.03  GVJMOYXLONOQAI-UHFFFAOYSA-N                                                                                                                                 
NI5 SMILES_CANONICAL CACTVS               3.370 "CCCOc1ccc(cc1C2=NC3=C(CCC3)C(=O)N2)[S](=O)(=O)N4CCN(C)CC4"                                                                                                 
NI5 SMILES           CACTVS               3.370 "CCCOc1ccc(cc1C2=NC3=C(CCC3)C(=O)N2)[S](=O)(=O)N4CCN(C)CC4"                                                                                                 
NI5 SMILES_CANONICAL "OpenEye OEToolkits" 1.7.6 "CCCOc1ccc(cc1C2=NC3=C(CCC3)C(=O)N2)S(=O)(=O)N4CCN(CC4)C"                                                                                                   
NI5 SMILES           "OpenEye OEToolkits" 1.7.6 "CCCOc1ccc(cc1C2=NC3=C(CCC3)C(=O)N2)S(=O)(=O)N4CCN(CC4)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 
NI5 "SYSTEMATIC NAME" ACDLabs              12.01 "2-{5-[(4-methylpiperazin-1-yl)sulfonyl]-2-propoxyphenyl}-3,5,6,7-tetrahydro-4H-cyclopenta[d]pyrimidin-4-one" 
NI5 "SYSTEMATIC NAME" "OpenEye OEToolkits" 1.7.6 "2-[5-(4-methylpiperazin-1-yl)sulfonyl-2-propoxy-phenyl]-3,5,6,7-tetrahydrocyclopenta[d]pyrimidin-4-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 
NI5 "Create component" 2012-07-25 PDBJ 
NI5 "Initial release"  2013-06-26 RCSB 
# 
