data_COP
# 
_chem_comp.id                                    COP 
_chem_comp.name                                  "N-(4-CARBOXY-4-{4-[(2,4-DIAMINO-PTERIDIN-6-YLMETHYL)-AMINO]-BENZOYLAMINO}-BUTYL)-PHTHALAMIC ACID" 
_chem_comp.type                                  NON-POLYMER 
_chem_comp.pdbx_type                             HETAIN 
_chem_comp.formula                               "C27 H27 N9 O6" 
_chem_comp.mon_nstd_parent_comp_id               ? 
_chem_comp.pdbx_synonyms                         PT523 
_chem_comp.pdbx_formal_charge                    0 
_chem_comp.pdbx_initial_date                     1999-07-08 
_chem_comp.pdbx_modified_date                    2008-10-14 
_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                        573.560 
_chem_comp.one_letter_code                       ? 
_chem_comp.three_letter_code                     COP 
_chem_comp.pdbx_model_coordinates_details        ? 
_chem_comp.pdbx_model_coordinates_missing_flag   N 
_chem_comp.pdbx_ideal_coordinates_details        ? 
_chem_comp.pdbx_ideal_coordinates_missing_flag   N 
_chem_comp.pdbx_model_coordinates_db_code        1OHJ 
_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 
COP C3   C3   C 0 1 Y N N 11.436 28.065 13.009 2.184  0.037  9.761  C3   COP 1  
COP C1   C1   C 0 1 Y N N 13.269 26.907 13.759 2.636  0.620  7.567  C1   COP 2  
COP C10  C10  C 0 1 Y N N 14.121 28.004 13.550 1.402  -0.065 7.177  C10  COP 3  
COP C8   C8   C 0 1 Y N N 16.113 29.039 13.562 -0.118 -0.759 5.619  C8   COP 4  
COP C7   C7   C 0 1 Y N N 15.547 30.209 13.063 -0.880 -1.359 6.621  C7   COP 5  
COP C5   C5   C 0 1 Y N N 13.523 29.173 13.014 0.631  -0.673 8.200  C5   COP 6  
COP C11  C11  C 0 1 N N N 17.587 29.008 13.864 -0.579 -0.832 4.186  C11  COP 7  
COP C13  C13  C 0 1 Y N N 17.730 31.199 14.866 -1.982 0.467  2.619  C13  COP 8  
COP C18  C18  C 0 1 Y N N 18.135 32.533 14.852 -2.795 1.561  2.337  C18  COP 9  
COP C17  C17  C 0 1 Y N N 17.698 33.429 15.832 -3.339 1.712  1.082  C17  COP 10 
COP C16  C16  C 0 1 Y N N 16.831 32.963 16.843 -3.074 0.764  0.089  C16  COP 11 
COP C15  C15  C 0 1 Y N N 16.442 31.631 16.855 -2.257 -0.333 0.375  C15  COP 12 
COP C14  C14  C 0 1 Y N N 16.900 30.744 15.903 -1.712 -0.475 1.631  C14  COP 13 
COP C19  C19  C 0 1 N N N 16.333 33.925 17.848 -3.655 0.922  -1.256 C19  COP 14 
COP C21  C21  C 0 1 N N S 14.910 34.352 19.890 -3.977 0.164  -3.550 C21  COP 15 
COP C24  C24  C 0 1 N N N 13.979 33.700 20.923 -5.315 -0.525 -3.603 C24  COP 16 
COP C27  C27  C 0 1 N N N 13.954 35.411 19.400 -3.040 -0.459 -4.586 C27  COP 17 
COP C28  C28  C 0 1 N N N 14.231 36.006 18.087 -1.681 0.241  -4.532 C28  COP 18 
COP C29  C29  C 0 1 N N N 13.126 36.948 17.945 -0.744 -0.383 -5.569 C29  COP 19 
COP N4   N4   N 0 1 Y N N 12.181 29.164 12.743 1.068  -0.596 9.463  N4   COP 20 
COP N3   N3   N 0 1 N N N 10.155 28.083 12.797 2.577  0.085  11.085 N3   COP 21 
COP N2   N2   N 0 1 Y N N 11.962 26.959 13.468 2.955  0.629  8.854  N2   COP 22 
COP N1   N1   N 0 1 N N N 13.719 25.735 14.245 3.437  1.234  6.630  N1   COP 23 
COP N9   N9   N 0 1 Y N N 15.444 27.964 13.788 0.999  -0.128 5.913  N9   COP 24 
COP N6   N6   N 0 1 Y N N 14.230 30.244 12.791 -0.498 -1.307 7.879  N6   COP 25 
COP N12  N12  N 0 1 N N N 18.198 30.336 13.882 -1.434 0.318  3.888  N12  COP 26 
COP N20  N20  N 0 1 N N N 15.375 33.660 18.710 -3.399 0.007  -2.213 N20  COP 27 
COP O19  O19  O 0 1 N N N 16.875 35.017 17.766 -4.366 1.877  -1.504 O19  COP 28 
COP O24  O24  O 0 1 N N N 13.931 34.344 22.009 -6.180 -0.109 -4.337 O24  COP 29 
COP O25  O25  O 0 1 N N N 13.443 32.717 20.451 -5.547 -1.600 -2.834 O25  COP 30 
COP N30  N30  N 0 1 N N N 13.155 38.237 17.144 0.556  0.287  -5.517 N30  COP 31 
COP C31  C31  C 0 1 N N N 13.492 39.315 16.315 1.546  -0.097 -6.347 C31  COP 32 
COP O32  O32  O 0 1 N N N 13.694 39.219 15.098 1.359  -1.001 -7.138 O32  COP 33 
COP C33  C33  C 0 1 Y N N 13.564 40.735 16.851 2.861  0.579  -6.295 C33  COP 34 
COP C38  C38  C 0 1 Y N N 14.426 41.699 16.282 4.036  -0.170 -6.103 C38  COP 35 
COP C37  C37  C 0 1 Y N N 14.448 43.001 16.809 5.267  0.479  -6.061 C37  COP 36 
COP C36  C36  C 0 1 Y N N 13.602 43.326 17.887 5.328  1.853  -6.197 C36  COP 37 
COP C35  C35  C 0 1 Y N N 12.773 42.396 18.427 4.172  2.591  -6.380 C35  COP 38 
COP C34  C34  C 0 1 Y N N 12.738 41.086 17.921 2.942  1.962  -6.429 C34  COP 39 
COP C39  C39  C 0 1 N N N 15.358 41.391 15.132 3.966  -1.639 -5.958 C39  COP 40 
COP O40  O40  O 0 1 N N N 15.720 40.117 14.909 2.886  -2.191 -5.881 O40  COP 41 
COP O41  O41  O 0 1 N N N 15.816 42.243 14.385 5.098  -2.367 -5.910 O41  COP 42 
COP H7   H7   H 0 1 N N N 16.147 31.116 12.881 -1.794 -1.871 6.361  H7   COP 43 
COP H111 1H11 H 0 0 N N N 17.785 28.466 14.818 0.287  -0.822 3.525  H111 COP 44 
COP H112 2H11 H 0 0 N N N 18.123 28.333 13.156 -1.142 -1.753 4.032  H112 COP 45 
COP H18  H18  H 0 1 N N N 18.810 32.884 14.054 -3.000 2.293  3.105  H18  COP 46 
COP H17  H17  H 0 1 N N N 18.030 34.480 15.808 -3.970 2.561  0.864  H17  COP 47 
COP H15  H15  H 0 1 N N N 15.754 31.269 17.637 -2.051 -1.067 -0.389 H15  COP 48 
COP H14  H14  H 0 1 N N N 16.605 29.683 15.970 -1.081 -1.323 1.852  H14  COP 49 
COP H21  H21  H 0 1 N N N 15.884 34.565 20.387 -4.105 1.224  -3.768 H21  COP 50 
COP H271 1H27 H 0 0 N N N 12.914 35.007 19.413 -2.911 -1.519 -4.368 H271 COP 51 
COP H272 2H27 H 0 0 N N N 13.871 36.219 20.163 -3.470 -0.342 -5.581 H272 COP 52 
COP H281 1H28 H 0 0 N N N 15.247 36.449 17.973 -1.809 1.301  -4.751 H281 COP 53 
COP H282 2H28 H 0 0 N N N 14.341 35.276 17.250 -1.251 0.124  -3.538 H282 COP 54 
COP H291 1H29 H 0 0 N N N 12.256 36.360 17.566 -0.616 -1.443 -5.351 H291 COP 55 
COP H292 2H29 H 0 0 N N N 12.812 37.225 18.978 -1.174 -0.266 -6.564 H292 COP 56 
COP HN31 1HN3 H 0 0 N N N 9.593  27.255 12.997 3.396  0.541  11.331 HN31 COP 57 
COP HN32 2HN3 H 0 0 N N N 9.992  28.356 11.828 2.031  -0.335 11.768 HN32 COP 58 
COP HN11 1HN1 H 0 0 N N N 13.100 24.938 14.396 4.250  1.683  6.907  HN11 COP 59 
COP HN12 2HN1 H 0 0 N N N 14.199 25.927 15.124 3.187  1.217  5.692  HN12 COP 60 
COP HN2  HN2  H 0 1 N N N 18.109 30.772 12.964 -1.619 0.976  4.576  HN2  COP 61 
COP HN0  HN0  H 0 1 N N N 14.927 32.790 18.421 -2.832 -0.754 -2.015 HN0  COP 62 
COP HO5  HO5  H 0 1 N N N 12.867 32.313 21.089 -6.406 -2.043 -2.868 HO5  COP 63 
COP HN3  HN3  H 0 1 N N N 12.315 38.811 17.220 0.706  1.009  -4.886 HN3  COP 64 
COP H37  H37  H 0 1 N N N 15.123 43.760 16.380 6.174  -0.089 -5.919 H37  COP 65 
COP H36  H36  H 0 1 N N N 13.588 44.339 18.321 6.284  2.354  -6.160 H36  COP 66 
COP H35  H35  H 0 1 N N N 12.132 42.702 19.270 4.231  3.664  -6.485 H35  COP 67 
COP H34  H34  H 0 1 N N N 12.062 40.334 18.363 2.043  2.544  -6.573 H34  COP 68 
COP HO1  HO1  H 0 1 N N N 16.401 42.049 13.662 5.052  -3.328 -5.816 HO1  COP 69 
# 
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 
COP C3  N4   DOUB Y N 1  
COP C3  N3   SING N N 2  
COP C3  N2   SING Y N 3  
COP C1  C10  SING Y N 4  
COP C1  N2   DOUB Y N 5  
COP C1  N1   SING N N 6  
COP C10 C5   DOUB Y N 7  
COP C10 N9   SING Y N 8  
COP C8  C7   SING Y N 9  
COP C8  C11  SING N N 10 
COP C8  N9   DOUB Y N 11 
COP C7  N6   DOUB Y N 12 
COP C7  H7   SING N N 13 
COP C5  N4   SING Y N 14 
COP C5  N6   SING Y N 15 
COP C11 N12  SING N N 16 
COP C11 H111 SING N N 17 
COP C11 H112 SING N N 18 
COP C13 C18  DOUB Y N 19 
COP C13 C14  SING Y N 20 
COP C13 N12  SING N N 21 
COP C18 C17  SING Y N 22 
COP C18 H18  SING N N 23 
COP C17 C16  DOUB Y N 24 
COP C17 H17  SING N N 25 
COP C16 C15  SING Y N 26 
COP C16 C19  SING N N 27 
COP C15 C14  DOUB Y N 28 
COP C15 H15  SING N N 29 
COP C14 H14  SING N N 30 
COP C19 N20  SING N N 31 
COP C19 O19  DOUB N N 32 
COP C21 C24  SING N N 33 
COP C21 C27  SING N N 34 
COP C21 N20  SING N N 35 
COP C21 H21  SING N N 36 
COP C24 O24  DOUB N N 37 
COP C24 O25  SING N N 38 
COP C27 C28  SING N N 39 
COP C27 H271 SING N N 40 
COP C27 H272 SING N N 41 
COP C28 C29  SING N N 42 
COP C28 H281 SING N N 43 
COP C28 H282 SING N N 44 
COP C29 N30  SING N N 45 
COP C29 H291 SING N N 46 
COP C29 H292 SING N N 47 
COP N3  HN31 SING N N 48 
COP N3  HN32 SING N N 49 
COP N1  HN11 SING N N 50 
COP N1  HN12 SING N N 51 
COP N12 HN2  SING N N 52 
COP N20 HN0  SING N N 53 
COP O25 HO5  SING N N 54 
COP N30 C31  SING N N 55 
COP N30 HN3  SING N N 56 
COP C31 O32  DOUB N N 57 
COP C31 C33  SING N N 58 
COP C33 C38  DOUB Y N 59 
COP C33 C34  SING Y N 60 
COP C38 C37  SING Y N 61 
COP C38 C39  SING N N 62 
COP C37 C36  DOUB Y N 63 
COP C37 H37  SING N N 64 
COP C36 C35  SING Y N 65 
COP C36 H36  SING N N 66 
COP C35 C34  DOUB Y N 67 
COP C35 H35  SING N N 68 
COP C34 H34  SING N N 69 
COP C39 O40  DOUB N N 70 
COP C39 O41  SING N N 71 
COP O41 HO1  SING N N 72 
# 
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 
COP SMILES           ACDLabs              10.04 O=C(O)c1ccccc1C(=O)NCCCC(C(=O)O)NC(=O)c2ccc(cc2)NCc3nc4c(nc3)nc(nc4N)N 
COP InChI            InChI                1.02b 
;InChI=1/C27H27N9O6/c28-21-20-22(36-27(29)35-21)32-13-16(33-20)12-31-15-9-7-14(8-10-15)23(37)34-19(26(41)42)6-3-11-30-24(38)17-4-1-2-5-18(17)25(39)40/h1-2,4-5,7-10,13,19,31H,3,6,11-12H2,(H,30,38)(H,34,37)(H,39,40)(H,41,42)(H4,28,29,32,35,36)/t19-/m0/s1/f/h30,34,39,41H,28-29H2
;
COP InChIKey         InChI                1.02b NYQPLPNEESYGNO-VBJYXBNEDQ 
COP SMILES_CANONICAL CACTVS               3.341 Nc1nc(N)c2nc(CNc3ccc(cc3)C(=O)N[C@@H](CCCNC(=O)c4ccccc4C(O)=O)C(O)=O)cnc2n1 
COP SMILES           CACTVS               3.341 Nc1nc(N)c2nc(CNc3ccc(cc3)C(=O)N[CH](CCCNC(=O)c4ccccc4C(O)=O)C(O)=O)cnc2n1 
COP SMILES_CANONICAL "OpenEye OEToolkits" 1.5.0 c1ccc(c(c1)C(=O)NCCC[C@@H](C(=O)O)NC(=O)c2ccc(cc2)NCc3cnc4c(n3)c(nc(n4)N)N)C(=O)O 
COP SMILES           "OpenEye OEToolkits" 1.5.0 c1ccc(c(c1)C(=O)NCCCC(C(=O)O)NC(=O)c2ccc(cc2)NCc3cnc4c(n3)c(nc(n4)N)N)C(=O)O 
# 
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 
COP "SYSTEMATIC NAME" ACDLabs              10.04 "2-{[(4S)-4-carboxy-4-{[(4-{[(2,4-diaminopteridin-6-yl)methyl]amino}phenyl)carbonyl]amino}butyl]carbamoyl}benzoic acid"     
COP "SYSTEMATIC NAME" "OpenEye OEToolkits" 1.5.0 "2-[[(4S)-4-[[4-[(2,4-diaminopteridin-6-yl)methylamino]phenyl]carbonylamino]-5-hydroxy-5-oxo-pentyl]carbamoyl]benzoic acid" 
# 
