data_2C3
# 
_chem_comp.id                                    2C3 
_chem_comp.name                                  "N-(5-{[(1R)-3-amino-1-(3-chlorophenyl)propyl]carbamoyl}-2-chlorophenyl)-2-methoxy-7-oxo-7,8-dihydropyrido[2,3-d]pyrimidine-6-carboxamide" 
_chem_comp.type                                  NON-POLYMER 
_chem_comp.pdbx_type                             HETAIN 
_chem_comp.formula                               "C25 H22 Cl2 N6 O4" 
_chem_comp.mon_nstd_parent_comp_id               ? 
_chem_comp.pdbx_synonyms                         ? 
_chem_comp.pdbx_formal_charge                    0 
_chem_comp.pdbx_initial_date                     2013-09-19 
_chem_comp.pdbx_modified_date                    2013-12-06 
_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                        541.386 
_chem_comp.one_letter_code                       ? 
_chem_comp.three_letter_code                     2C3 
_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        4MQ1 
_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 
2C3 N3  N3  N  0 1 Y N N 45.138 16.373 -39.797 7.683  -2.745 0.446  N3  2C3 1  
2C3 C4  C4  C  0 1 Y N N 45.329 15.427 -38.862 8.470  -1.684 0.314  C4  2C3 2  
2C3 C6  C6  C  0 1 N N N 45.979 13.149 -38.720 10.286 -3.199 0.495  C6  2C3 3  
2C3 C8  C8  C  0 1 Y N N 43.876 16.537 -37.376 6.681  -0.243 0.143  C8  2C3 4  
2C3 C10 C10 C  0 1 N N N 42.382 17.804 -35.921 4.853  1.245  -0.034 C10 2C3 5  
2C3 C13 C13 C  0 1 N N N 42.832 18.634 -38.076 4.413  -1.158 0.261  C13 2C3 6  
2C3 C17 C17 C  0 1 Y N N 39.599 20.991 -35.504 0.611  1.844  -0.120 C17 2C3 7  
2C3 C20 C20 C  0 1 Y N N 37.400 22.608 -34.962 -2.114 2.356  0.040  C20 2C3 8  
2C3 C21 C21 C  0 1 Y N N 37.796 21.674 -34.042 -1.207 3.369  0.272  C21 2C3 9  
2C3 C22 C22 C  0 1 Y N N 38.873 20.873 -34.324 0.151  3.118  0.199  C22 2C3 10 
2C3 C24 C24 C  0 1 N N N 37.581 23.675 -37.081 -2.632 -0.012 -0.536 C24 2C3 11 
2C3 C28 C28 C  0 1 N N N 37.248 23.867 -40.762 -5.173 -0.953 -2.217 C28 2C3 12 
2C3 O11 O11 O  0 1 N N N 41.811 17.878 -34.830 4.429  2.378  -0.170 O11 2C3 13 
2C3 N9  N9  N  0 1 N N N 43.230 16.673 -36.185 6.181  1.024  -0.010 N9  2C3 14 
2C3 N7  N7  N  0 1 Y N N 44.708 15.495 -37.642 7.992  -0.460 0.166  N7  2C3 15 
2C3 O5  O5  O  0 1 N N N 46.189 14.442 -39.274 9.811  -1.861 0.333  O5  2C3 16 
2C3 C2  C2  C  0 1 Y N N 44.315 17.476 -39.542 6.369  -2.627 0.435  C2  2C3 17 
2C3 C1  C1  C  0 1 Y N N 43.671 17.550 -38.308 5.811  -1.347 0.280  C1  2C3 18 
2C3 C12 C12 C  0 1 N N N 42.175 18.798 -36.880 3.915  0.126  0.106  C12 2C3 19 
2C3 C14 C14 C  0 1 N N N 41.324 19.925 -36.739 2.463  0.364  0.081  C14 2C3 20 
2C3 O15 O15 O  0 1 N N N 41.244 20.733 -37.652 1.693  -0.550 0.308  O15 2C3 21 
2C3 N16 N16 N  0 1 N N N 40.565 20.038 -35.624 1.986  1.595  -0.192 N16 2C3 22 
2C3 C18 C18 C  0 1 Y N N 39.174 21.914 -36.451 -0.292 0.822  -0.360 C18 2C3 23 
2C3 CL2 CL2 CL 0 0 N N N 39.367 19.680 -33.176 1.285  4.396  0.506  CL2 2C3 24 
2C3 C19 C19 C  0 1 Y N N 38.057 22.715 -36.203 -1.662 1.074  -0.281 C19 2C3 25 
2C3 O25 O25 O  0 1 N N N 36.699 24.459 -36.695 -2.236 -1.127 -0.816 O25 2C3 26 
2C3 N26 N26 N  0 1 N N N 37.958 23.579 -38.368 -3.955 0.234  -0.459 N26 2C3 27 
2C3 C27 C27 C  0 1 N N R 37.513 24.549 -39.412 -4.916 -0.842 -0.712 C27 2C3 28 
2C3 C29 C29 C  0 1 N N N 36.148 24.771 -41.317 -3.886 -1.385 -2.923 C29 2C3 29 
2C3 N30 N30 N  0 1 N N N 36.137 24.500 -42.720 -4.133 -1.492 -4.367 N30 2C3 30 
2C3 C31 C31 C  0 1 Y N N 38.533 25.505 -39.596 -6.210 -0.537 -0.003 C31 2C3 31 
2C3 C32 C32 C  0 1 Y N N 38.329 26.803 -39.217 -6.909 -1.550 0.625  C32 2C3 32 
2C3 C33 C33 C  0 1 Y N N 39.367 27.733 -39.362 -8.097 -1.269 1.277  C33 2C3 33 
2C3 CL3 CL3 CL 0 0 N N N 39.090 29.323 -38.874 -8.976 -2.542 2.066  CL3 2C3 34 
2C3 C35 C35 C  0 1 Y N N 40.589 27.390 -39.918 -8.584 0.025  1.299  C35 2C3 35 
2C3 C36 C36 C  0 1 Y N N 40.798 26.081 -40.318 -7.884 1.038  0.671  C36 2C3 36 
2C3 C37 C37 C  0 1 Y N N 39.770 25.151 -40.136 -6.694 0.758  0.025  C37 2C3 37 
2C3 H1  H1  H  0 1 N N N 46.726 12.450 -39.124 9.924  -3.601 1.442  H1  2C3 38 
2C3 H2  H2  H  0 1 N N N 46.078 13.199 -37.626 9.920  -3.817 -0.325 H2  2C3 39 
2C3 H3  H3  H  0 1 N N N 44.970 12.798 -38.981 11.376 -3.201 0.493  H3  2C3 40 
2C3 H4  H4  H  0 1 N N N 42.693 19.367 -38.857 3.743  -1.998 0.365  H4  2C3 41 
2C3 H5  H5  H  0 1 N N N 36.576 23.268 -34.734 -3.174 2.556  0.098  H5  2C3 42 
2C3 H6  H6  H  0 1 N N N 37.267 21.570 -33.106 -1.559 4.361  0.512  H6  2C3 43 
2C3 H7  H7  H  0 1 N N N 36.897 22.832 -40.633 -5.953 -1.692 -2.398 H7  2C3 44 
2C3 H8  H8  H  0 1 N N N 38.142 23.874 -41.403 -5.492 0.015  -2.603 H8  2C3 45 
2C3 H9  H9  H  0 1 N N N 43.348 15.973 -35.481 6.792  1.771  -0.103 H9  2C3 46 
2C3 H10 H10 H  0 1 N N N 44.182 18.250 -40.283 5.736  -3.496 0.542  H10 2C3 47 
2C3 H11 H11 H  0 1 N N N 40.718 19.403 -34.866 2.596  2.307  -0.439 H11 2C3 48 
2C3 H12 H12 H  0 1 N N N 39.710 22.013 -37.384 0.063  -0.168 -0.608 H12 2C3 49 
2C3 H13 H13 H  0 1 N N N 38.561 22.828 -38.637 -4.270 1.124  -0.237 H13 2C3 50 
2C3 H14 H14 H  0 1 N N N 36.586 25.038 -39.078 -4.512 -1.784 -0.342 H14 2C3 51 
2C3 H15 H15 H  0 1 N N N 36.381 25.829 -41.127 -3.106 -0.646 -2.741 H15 2C3 52 
2C3 H16 H16 H  0 1 N N N 35.176 24.523 -40.865 -3.567 -2.353 -2.537 H16 2C3 53 
2C3 H17 H17 H  0 1 N N N 35.436 25.059 -43.162 -3.298 -1.776 -4.857 H17 2C3 54 
2C3 H18 H18 H  0 1 N N N 37.032 24.719 -43.109 -4.897 -2.123 -4.558 H18 2C3 55 
2C3 H20 H20 H  0 1 N N N 37.377 27.108 -38.810 -6.529 -2.560 0.607  H20 2C3 56 
2C3 H21 H21 H  0 1 N N N 41.365 28.131 -40.037 -9.511 0.245  1.808  H21 2C3 57 
2C3 H22 H22 H  0 1 N N N 41.737 25.784 -40.762 -8.262 2.049  0.692  H22 2C3 58 
2C3 H23 H23 H  0 1 N N N 39.939 24.124 -40.423 -6.147 1.550  -0.466 H23 2C3 59 
# 
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 
2C3 N30 C29 SING N N 1  
2C3 C29 C28 SING N N 2  
2C3 C28 C27 SING N N 3  
2C3 C36 C37 DOUB Y N 4  
2C3 C36 C35 SING Y N 5  
2C3 C37 C31 SING Y N 6  
2C3 C35 C33 DOUB Y N 7  
2C3 N3  C2  DOUB Y N 8  
2C3 N3  C4  SING Y N 9  
2C3 C31 C27 SING N N 10 
2C3 C31 C32 DOUB Y N 11 
2C3 C2  C1  SING Y N 12 
2C3 C27 N26 SING N N 13 
2C3 C33 C32 SING Y N 14 
2C3 C33 CL3 SING N N 15 
2C3 O5  C4  SING N N 16 
2C3 O5  C6  SING N N 17 
2C3 C4  N7  DOUB Y N 18 
2C3 N26 C24 SING N N 19 
2C3 C1  C13 SING N N 20 
2C3 C1  C8  DOUB Y N 21 
2C3 C13 C12 DOUB N N 22 
2C3 O15 C14 DOUB N N 23 
2C3 N7  C8  SING Y N 24 
2C3 C8  N9  SING N N 25 
2C3 C24 O25 DOUB N N 26 
2C3 C24 C19 SING N N 27 
2C3 C12 C14 SING N N 28 
2C3 C12 C10 SING N N 29 
2C3 C14 N16 SING N N 30 
2C3 C18 C19 DOUB Y N 31 
2C3 C18 C17 SING Y N 32 
2C3 C19 C20 SING Y N 33 
2C3 N9  C10 SING N N 34 
2C3 C10 O11 DOUB N N 35 
2C3 N16 C17 SING N N 36 
2C3 C17 C22 DOUB Y N 37 
2C3 C20 C21 DOUB Y N 38 
2C3 C22 C21 SING Y N 39 
2C3 C22 CL2 SING N N 40 
2C3 C6  H1  SING N N 41 
2C3 C6  H2  SING N N 42 
2C3 C6  H3  SING N N 43 
2C3 C13 H4  SING N N 44 
2C3 C20 H5  SING N N 45 
2C3 C21 H6  SING N N 46 
2C3 C28 H7  SING N N 47 
2C3 C28 H8  SING N N 48 
2C3 N9  H9  SING N N 49 
2C3 C2  H10 SING N N 50 
2C3 N16 H11 SING N N 51 
2C3 C18 H12 SING N N 52 
2C3 N26 H13 SING N N 53 
2C3 C27 H14 SING N N 54 
2C3 C29 H15 SING N N 55 
2C3 C29 H16 SING N N 56 
2C3 N30 H17 SING N N 57 
2C3 N30 H18 SING N N 58 
2C3 C32 H20 SING N N 59 
2C3 C35 H21 SING N N 60 
2C3 C36 H22 SING N N 61 
2C3 C37 H23 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 
2C3 SMILES           ACDLabs              12.01 "Clc1cccc(c1)C(NC(=O)c2cc(c(Cl)cc2)NC(=O)C4=Cc3c(nc(nc3)OC)NC4=O)CCN" 
2C3 InChI            InChI                1.03  
"InChI=1S/C25H22Cl2N6O4/c1-37-25-29-12-15-10-17(24(36)32-21(15)33-25)23(35)31-20-11-14(5-6-18(20)27)22(34)30-19(7-8-28)13-3-2-4-16(26)9-13/h2-6,9-12,19H,7-8,28H2,1H3,(H,30,34)(H,31,35)(H,29,32,33,36)/t19-/m1/s1" 
2C3 InChIKey         InChI                1.03  KUFCYNGJQRKYSQ-LJQANCHMSA-N 
2C3 SMILES_CANONICAL CACTVS               3.385 "COc1ncc2C=C(C(=O)Nc3cc(ccc3Cl)C(=O)N[C@H](CCN)c4cccc(Cl)c4)C(=O)Nc2n1" 
2C3 SMILES           CACTVS               3.385 "COc1ncc2C=C(C(=O)Nc3cc(ccc3Cl)C(=O)N[CH](CCN)c4cccc(Cl)c4)C(=O)Nc2n1" 
2C3 SMILES_CANONICAL "OpenEye OEToolkits" 1.7.6 "COc1ncc2c(n1)NC(=O)C(=C2)C(=O)Nc3cc(ccc3Cl)C(=O)N[C@H](CCN)c4cccc(c4)Cl" 
2C3 SMILES           "OpenEye OEToolkits" 1.7.6 "COc1ncc2c(n1)NC(=O)C(=C2)C(=O)Nc3cc(ccc3Cl)C(=O)NC(CCN)c4cccc(c4)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 
2C3 "SYSTEMATIC NAME" ACDLabs              12.01 "N-(5-{[(1R)-3-amino-1-(3-chlorophenyl)propyl]carbamoyl}-2-chlorophenyl)-2-methoxy-7-oxo-7,8-dihydropyrido[2,3-d]pyrimidine-6-carboxamide"        
2C3 "SYSTEMATIC NAME" "OpenEye OEToolkits" 1.7.6 "N-[5-[[(1R)-3-azanyl-1-(3-chlorophenyl)propyl]carbamoyl]-2-chloranyl-phenyl]-2-methoxy-7-oxidanylidene-8H-pyrido[2,3-d]pyrimidine-6-carboxamide" 
# 
loop_
_pdbx_chem_comp_audit.comp_id 
_pdbx_chem_comp_audit.action_type 
_pdbx_chem_comp_audit.date 
_pdbx_chem_comp_audit.processing_site 
2C3 "Create component" 2013-09-19 RCSB 
2C3 "Initial release"  2013-12-11 RCSB 
# 
