data_PY3
# 
_chem_comp.id                                    PY3 
_chem_comp.name                                  5-[AMINO(IMINO)METHYL]-2-[({[6-[3-AMINO-5-({[(1R)-1-METHYLPROPYL]AMINO}CARBONYL)PHENYL]-3-(ISOPROPYLAMINO)-2-OXOPYRAZIN-1(2H)-YL]ACETYL}AMINO)METHYL]-N-PYRIDIN-4-YLBENZAMIDE 
_chem_comp.type                                  NON-POLYMER 
_chem_comp.pdbx_type                             HETAIN 
_chem_comp.formula                               "C34 H40 N10 O4" 
_chem_comp.mon_nstd_parent_comp_id               ? 
_chem_comp.pdbx_synonyms                         ? 
_chem_comp.pdbx_formal_charge                    0 
_chem_comp.pdbx_initial_date                     2005-03-25 
_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                        652.746 
_chem_comp.one_letter_code                       ? 
_chem_comp.three_letter_code                     PY3 
_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   Y 
_chem_comp.pdbx_model_coordinates_db_code        1Z6J 
_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 
PY3 C3   C3   C 0 1 Y N N 32.438 4.376  10.772 -5.994 -1.040 -1.045 C3   PY3 1  
PY3 C4   C4   C 0 1 Y N N 33.843 4.509  10.891 -7.315 -1.472 -1.162 C4   PY3 2  
PY3 C5   C5   C 0 1 Y N N 34.676 3.531  10.321 -7.564 -2.756 -1.601 C5   PY3 3  
PY3 C1   C1   C 0 1 Y N N 32.808 2.305  9.534  -5.309 -3.200 -1.810 C1   PY3 4  
PY3 C2   C2   C 0 1 Y N N 31.929 3.253  10.080 -4.976 -1.930 -1.385 C2   PY3 5  
PY3 N6   N6   N 0 1 Y N N 34.140 2.470  9.669  -6.572 -3.571 -1.907 N6   PY3 6  
PY3 N7   N7   N 0 1 N N N 31.640 5.371  11.362 -5.700 0.250  -0.606 N7   PY3 7  
PY3 C8   C8   C 0 1 N N N 30.314 5.453  11.339 -4.578 0.480  0.106  C8   PY3 8  
PY3 C9   C9   C 0 1 Y N N 29.600 6.519  12.061 -4.203 1.863  0.467  C9   PY3 9  
PY3 O10  O10  O 0 1 N N N 29.579 4.680  10.762 -3.875 -0.450 0.450  O10  PY3 10 
PY3 C11  C11  C 0 1 Y N N 28.887 7.543  11.418 -3.047 2.103  1.213  C11  PY3 11 
PY3 C12  C12  C 0 1 Y N N 28.217 8.504  12.246 -2.695 3.394  1.551  C12  PY3 12 
PY3 C13  C13  C 0 1 Y N N 28.270 8.430  13.671 -3.486 4.457  1.158  C13  PY3 13 
PY3 C14  C14  C 0 1 Y N N 29.005 7.389  14.298 -4.647 4.230  0.417  C14  PY3 14 
PY3 C15  C15  C 0 1 Y N N 29.668 6.440  13.486 -5.008 2.931  0.073  C15  PY3 15 
PY3 C16  C16  C 0 1 N N N 29.072 7.319  15.766 -5.494 5.371  -0.001 C16  PY3 16 
PY3 N17  N17  N 0 1 N N N 28.583 8.330  16.532 -5.135 6.657  0.340  N17  PY3 17 
PY3 N18  N18  N 0 1 N N N 29.599 6.285  16.362 -6.577 5.159  -0.693 N18  PY3 18 
PY3 C19  C19  C 0 1 N N N 28.743 7.755  9.941  -2.178 0.949  1.645  C19  PY3 19 
PY3 N20  N20  N 0 1 N N N 29.760 8.776  9.516  -1.332 0.529  0.525  N20  PY3 20 
PY3 C21  C21  C 0 1 N N N 30.953 8.432  9.023  -0.468 -0.493 0.680  C21  PY3 21 
PY3 C22  C22  C 0 1 N N N 32.007 9.511  8.988  0.403  -0.925 -0.472 C22  PY3 22 
PY3 N23  N23  N 0 1 Y N N 33.414 9.056  8.967  1.247  -2.046 -0.052 N23  PY3 23 
PY3 O24  O24  O 0 1 N N N 31.191 7.304  8.637  -0.390 -1.065 1.747  O24  PY3 24 
PY3 C25  C25  C 0 1 Y N N 33.865 8.396  10.129 0.789  -3.316 -0.127 C25  PY3 25 
PY3 C26  C26  C 0 1 Y N N 35.289 8.000  10.239 1.668  -4.407 0.303  C26  PY3 26 
PY3 N27  N27  N 0 1 Y N N 36.086 8.279  9.234  2.877  -4.130 0.746  N27  PY3 27 
PY3 C28  C28  C 0 1 Y N N 35.648 8.911  8.067  3.310  -2.875 0.808  C28  PY3 28 
PY3 C29  C29  C 0 1 Y N N 34.353 9.284  7.924  2.519  -1.824 0.414  C29  PY3 29 
PY3 C30  C30  C 0 1 Y N N 33.916 9.871  6.641  3.038  -0.443 0.499  C30  PY3 30 
PY3 N31  N31  N 0 1 N N N 35.767 7.374  11.367 1.229  -5.723 0.245  N31  PY3 31 
PY3 C32  C32  C 0 1 N N N 37.191 7.170  11.676 2.111  -6.810 0.678  C32  PY3 32 
PY3 C33  C33  C 0 1 N N N 37.354 7.150  13.226 1.267  -8.011 1.109  C33  PY3 33 
PY3 C34  C34  C 0 1 N N N 37.651 5.847  11.020 3.024  -7.217 -0.481 C34  PY3 34 
PY3 C35  C35  C 0 1 Y N N 34.433 11.130 6.208  2.309  0.537  1.175  C35  PY3 35 
PY3 C36  C36  C 0 1 Y N N 33.976 11.697 4.983  2.797  1.833  1.256  C36  PY3 36 
PY3 C37  C37  C 0 1 Y N N 33.006 11.009 4.207  4.009  2.160  0.664  C37  PY3 37 
PY3 C38  C38  C 0 1 Y N N 32.482 9.774  4.612  4.742  1.185  -0.014 C38  PY3 38 
PY3 C39  C39  C 0 1 Y N N 32.938 9.200  5.837  4.253  -0.116 -0.101 C39  PY3 39 
PY3 N40  N40  N 0 1 N N N 34.458 12.931 4.544  2.065  2.812  1.934  N40  PY3 40 
PY3 C41  C41  C 0 1 N N N 31.454 9.112  3.790  6.033  1.535  -0.644 C41  PY3 41 
PY3 N42  N42  N 0 1 N N N 30.554 9.843  3.060  6.503  2.796  -0.564 N42  PY3 42 
PY3 C43  C43  C 0 1 N N R 29.467 9.321  2.180  7.782  3.142  -1.188 C43  PY3 43 
PY3 C44  C44  C 0 1 N N N 28.084 9.838  2.645  7.803  4.638  -1.511 C44  PY3 44 
PY3 C45  C45  C 0 1 N N N 27.099 8.758  3.184  6.741  4.947  -2.567 C45  PY3 45 
PY3 O46  O46  O 0 1 N N N 31.422 7.897  3.781  6.671  0.685  -1.235 O46  PY3 46 
PY3 C47  C47  C 0 1 N N N 29.780 9.740  0.727  8.925  2.811  -0.227 C47  PY3 47 
PY3 O48  O48  O 0 1 N N N 33.133 8.146  11.096 -0.334 -3.548 -0.541 O48  PY3 48 
PY3 H4   H4   H 0 1 N N N 34.285 5.367  11.423 -8.131 -0.811 -0.912 H4   PY3 49 
PY3 H5   H5   H 0 1 N N N 35.775 3.597  10.386 -8.584 -3.099 -1.694 H5   PY3 50 
PY3 H1   H1   H 0 1 N N N 32.446 1.416  8.990  -4.527 -3.897 -2.070 H1   PY3 51 
PY3 H2   H2   H 0 1 N N N 30.840 3.115  9.965  -3.941 -1.633 -1.308 H2   PY3 52 
PY3 HN7  HN7  H 0 1 N N N 32.081 6.134  11.874 -6.302 0.982  -0.812 HN7  PY3 53 
PY3 H12  H12  H 0 1 N N N 27.646 9.321  11.774 -1.798 3.575  2.125  H12  PY3 54 
PY3 H13  H13  H 0 1 N N N 27.742 9.177  14.287 -3.205 5.465  1.426  H13  PY3 55 
PY3 H15  H15  H 0 1 N N N 30.242 5.631  13.968 -5.905 2.751  -0.500 H15  PY3 56 
PY3 H17  H17  H 0 1 N N N 29.056 9.027  15.957 -4.329 6.815  0.855  H17  PY3 57 
PY3 H181 1H18 H 0 0 N N N 29.645 6.236  17.379 ?      ?      ?      H181 PY3 58 
PY3 H182 2H18 H 0 0 N N N 30.541 6.151  15.994 -7.131 5.906  -0.967 H182 PY3 59 
PY3 H191 1H19 H 0 0 N N N 28.816 6.806  9.360  -2.808 0.117  1.957  H191 PY3 60 
PY3 H192 2H19 H 0 0 N N N 27.704 8.031  9.644  -1.549 1.261  2.479  H192 PY3 61 
PY3 H20  H20  H 0 1 N N N 29.629 9.786  9.566  -1.394 0.987  -0.328 H20  PY3 62 
PY3 H221 1H22 H 0 0 N N N 31.819 10.191 8.125  1.033  -0.093 -0.783 H221 PY3 63 
PY3 H222 2H22 H 0 0 N N N 31.852 10.214 9.838  -0.227 -1.237 -1.305 H222 PY3 64 
PY3 H28  H28  H 0 1 N N N 36.343 9.121  7.236  4.307  -2.678 1.175  H28  PY3 65 
PY3 H31  H31  H 0 1 N N N 35.323 6.456  11.405 0.337  -5.923 -0.082 H31  PY3 66 
PY3 H32  H32  H 0 1 N N N 37.827 7.990  11.270 2.719  -6.472 1.517  H32  PY3 67 
PY3 H331 1H33 H 0 0 N N N 38.433 6.995  13.460 0.660  -8.349 0.270  H331 PY3 68 
PY3 H332 2H33 H 0 0 N N N 36.933 8.060  13.714 1.924  -8.819 1.431  H332 PY3 69 
PY3 H333 3H33 H 0 0 N N N 36.694 6.397  13.718 0.617  -7.721 1.935  H333 PY3 70 
PY3 H341 1H34 H 0 0 N N N 38.730 5.692  11.254 2.416  -7.555 -1.320 H341 PY3 71 
PY3 H342 2H34 H 0 0 N N N 37.019 4.978  11.319 3.625  -6.361 -0.788 H342 PY3 72 
PY3 H343 3H34 H 0 0 N N N 37.442 5.817  9.925  3.680  -8.026 -0.159 H343 PY3 73 
PY3 H35  H35  H 0 1 N N N 35.182 11.662 6.817  1.366  0.286  1.637  H35  PY3 74 
PY3 H37  H37  H 0 1 N N N 32.648 11.447 3.260  4.385  3.170  0.729  H37  PY3 75 
PY3 H39  H39  H 0 1 N N N 32.530 8.228  6.165  4.819  -0.873 -0.626 H39  PY3 76 
PY3 H401 1H40 H 0 0 N N N 34.130 13.336 3.667  2.405  3.719  1.990  H401 PY3 77 
PY3 H402 2H40 H 0 0 N N N 35.476 12.881 4.511  1.218  2.585  2.347  H402 PY3 78 
PY3 H42  H42  H 0 1 N N N 30.703 10.844 3.179  5.994  3.474  -0.093 H42  PY3 79 
PY3 H43  H43  H 0 1 N N N 29.423 8.208  2.239  7.904  2.570  -2.108 H43  PY3 80 
PY3 H441 1H44 H 0 0 N N N 28.216 10.643 3.405  8.786  4.913  -1.893 H441 PY3 81 
PY3 H442 2H44 H 0 0 N N N 27.599 10.416 1.823  7.593  5.208  -0.606 H442 PY3 82 
PY3 H451 1H45 H 0 0 N N N 26.102 9.130  3.518  6.756  6.012  -2.797 H451 PY3 83 
PY3 H452 2H45 H 0 0 N N N 26.966 7.953  2.424  6.951  4.377  -3.472 H452 PY3 84 
PY3 H453 3H45 H 0 0 N N N 27.583 8.179  4.005  5.758  4.672  -2.185 H453 PY3 85 
PY3 H471 1H47 H 0 0 N N N 28.968 9.350  0.069  8.803  3.383  0.693  H471 PY3 86 
PY3 H472 2H47 H 0 0 N N N 29.929 10.839 0.619  8.910  1.746  0.003  H472 PY3 87 
PY3 H473 3H47 H 0 0 N N N 30.794 9.416  0.395  9.877  3.069  -0.691 H473 PY3 88 
# 
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 
PY3 C3  C4   DOUB Y N 1  
PY3 C3  C2   SING Y N 2  
PY3 C3  N7   SING N N 3  
PY3 C4  C5   SING Y N 4  
PY3 C4  H4   SING N N 5  
PY3 C5  N6   DOUB Y N 6  
PY3 C5  H5   SING N N 7  
PY3 C1  C2   DOUB Y N 8  
PY3 C1  N6   SING Y N 9  
PY3 C1  H1   SING N N 10 
PY3 C2  H2   SING N N 11 
PY3 N7  C8   SING N N 12 
PY3 N7  HN7  SING N N 13 
PY3 C8  C9   SING N N 14 
PY3 C8  O10  DOUB N N 15 
PY3 C9  C11  DOUB Y N 16 
PY3 C9  C15  SING Y N 17 
PY3 C11 C12  SING Y N 18 
PY3 C11 C19  SING N N 19 
PY3 C12 C13  DOUB Y N 20 
PY3 C12 H12  SING N N 21 
PY3 C13 C14  SING Y N 22 
PY3 C13 H13  SING N N 23 
PY3 C14 C15  DOUB Y N 24 
PY3 C14 C16  SING N N 25 
PY3 C15 H15  SING N N 26 
PY3 C16 N17  DOUB N N 27 
PY3 C16 N18  SING N N 28 
PY3 N17 H17  SING N N 29 
PY3 N18 H181 SING N N 30 
PY3 N18 H182 SING N N 31 
PY3 C19 N20  SING N N 32 
PY3 C19 H191 SING N N 33 
PY3 C19 H192 SING N N 34 
PY3 N20 C21  SING N N 35 
PY3 N20 H20  SING N N 36 
PY3 C21 C22  SING N N 37 
PY3 C21 O24  DOUB N N 38 
PY3 C22 N23  SING N N 39 
PY3 C22 H221 SING N N 40 
PY3 C22 H222 SING N N 41 
PY3 N23 C25  SING Y N 42 
PY3 N23 C29  SING Y N 43 
PY3 C25 C26  SING Y N 44 
PY3 C25 O48  DOUB N N 45 
PY3 C26 N27  DOUB Y N 46 
PY3 C26 N31  SING N N 47 
PY3 N27 C28  SING Y N 48 
PY3 C28 C29  DOUB Y N 49 
PY3 C28 H28  SING N N 50 
PY3 C29 C30  SING N N 51 
PY3 C30 C35  DOUB Y N 52 
PY3 C30 C39  SING Y N 53 
PY3 N31 C32  SING N N 54 
PY3 N31 H31  SING N N 55 
PY3 C32 C33  SING N N 56 
PY3 C32 C34  SING N N 57 
PY3 C32 H32  SING N N 58 
PY3 C33 H331 SING N N 59 
PY3 C33 H332 SING N N 60 
PY3 C33 H333 SING N N 61 
PY3 C34 H341 SING N N 62 
PY3 C34 H342 SING N N 63 
PY3 C34 H343 SING N N 64 
PY3 C35 C36  SING Y N 65 
PY3 C35 H35  SING N N 66 
PY3 C36 C37  DOUB Y N 67 
PY3 C36 N40  SING N N 68 
PY3 C37 C38  SING Y N 69 
PY3 C37 H37  SING N N 70 
PY3 C38 C39  DOUB Y N 71 
PY3 C38 C41  SING N N 72 
PY3 C39 H39  SING N N 73 
PY3 N40 H401 SING N N 74 
PY3 N40 H402 SING N N 75 
PY3 C41 N42  SING N N 76 
PY3 C41 O46  DOUB N N 77 
PY3 N42 C43  SING N N 78 
PY3 N42 H42  SING N N 79 
PY3 C43 C44  SING N N 80 
PY3 C43 C47  SING N N 81 
PY3 C43 H43  SING N N 82 
PY3 C44 C45  SING N N 83 
PY3 C44 H441 SING N N 84 
PY3 C44 H442 SING N N 85 
PY3 C45 H451 SING N N 86 
PY3 C45 H452 SING N N 87 
PY3 C45 H453 SING N N 88 
PY3 C47 H471 SING N N 89 
PY3 C47 H472 SING N N 90 
PY3 C47 H473 SING N N 91 
# 
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 
PY3 SMILES           ACDLabs              10.04 O=C(Nc1ccncc1)c2cc(C(=[N@H])N)ccc2CNC(=O)CN3C(=CN=C(NC(C)C)C3=O)c4cc(N)cc(C(=O)NC(C)CC)c4 
PY3 InChI            InChI                1.02b 
;InChI=1/C34H40N10O4/c1-5-20(4)42-32(46)24-12-23(13-25(35)14-24)28-17-40-31(41-19(2)3)34(48)44(28)18-29(45)39-16-22-7-6-21(30(36)37)15-27(22)33(47)43-26-8-10-38-11-9-26/h6-15,17,19-20H,5,16,18,35H2,1-4H3,(H3,36,37)(H,39,45)(H,40,41)(H,42,46)(H,38,43,47)/t20-/m1/s1/f/h36,39,41-43H,37H2/b36-30+
;
PY3 InChIKey         InChI                1.02b HLQIVSDFLBJBKY-HKQNECJPDD 
PY3 SMILES_CANONICAL CACTVS               3.341 CC[C@@H](C)NC(=O)c1cc(N)cc(c1)C2=CN=C(NC(C)C)C(=O)N2CC(=O)NCc3ccc(cc3C(=O)Nc4ccncc4)C(N)=N 
PY3 SMILES           CACTVS               3.341 CC[CH](C)NC(=O)c1cc(N)cc(c1)C2=CN=C(NC(C)C)C(=O)N2CC(=O)NCc3ccc(cc3C(=O)Nc4ccncc4)C(N)=N 
PY3 SMILES_CANONICAL "OpenEye OEToolkits" 1.5.0 CC[C@@H](C)NC(=O)c1cc(cc(c1)N)C2=CN=C(C(=O)N2CC(=O)NCc3ccc(cc3C(=O)Nc4ccncc4)C(=N)N)NC(C)C 
PY3 SMILES           "OpenEye OEToolkits" 1.5.0 CCC(C)NC(=O)c1cc(cc(c1)N)C2=CN=C(C(=O)N2CC(=O)NCc3ccc(cc3C(=O)Nc4ccncc4)C(=N)N)NC(C)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 
PY3 "SYSTEMATIC NAME" ACDLabs              10.04 2-[({[6-(3-amino-5-{[(1R)-1-methylpropyl]carbamoyl}phenyl)-3-[(1-methylethyl)amino]-2-oxopyrazin-1(2H)-yl]acetyl}amino)methyl]-5-carbamimidoyl-N-pyridin-4-ylbenzamide 
PY3 "SYSTEMATIC NAME" "OpenEye OEToolkits" 1.5.0 2-[[2-[6-[3-amino-5-[[(2R)-butan-2-yl]carbamoyl]phenyl]-2-oxo-3-(propan-2-ylamino)pyrazin-1-yl]ethanoylamino]methyl]-5-carbamimidoyl-N-pyridin-4-yl-benzamide          
# 
