data_624
# 
_chem_comp.id                                    624 
_chem_comp.name                                  2-(2-(3,4-DICHLOROPHENYL)-5-(ISOPROPYLAMINO)-6-OXOPYRIMIDIN-1(6H)-YL)-N-((S)-1-OXO-1-(THIAZOL-2-YL)-5-GUANIDINOPENTAN-2-YL)ACETAMIDE 
_chem_comp.type                                  NON-POLYMER 
_chem_comp.pdbx_type                             HETAIN 
_chem_comp.formula                               "C24 H28 Cl2 N8 O3 S" 
_chem_comp.mon_nstd_parent_comp_id               ? 
_chem_comp.pdbx_synonyms                         ? 
_chem_comp.pdbx_formal_charge                    0 
_chem_comp.pdbx_initial_date                     2005-06-22 
_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                        579.502 
_chem_comp.one_letter_code                       ? 
_chem_comp.three_letter_code                     624 
_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        1ZSL 
_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 
624 CX   CX   C  0 1 N N N 111.042 25.871 51.654 -2.072 1.723  -0.623 CX   624 1  
624 CY   CY   C  0 1 N N S 110.707 24.405 51.854 -2.376 0.280  -0.312 CY   624 2  
624 CZ   CZ   C  0 1 Y N N 110.628 26.791 52.838 -2.666 2.359  -1.800 CZ   624 3  
624 OX   OX   O  0 1 N N N 112.505 25.893 51.472 -1.334 2.357  0.103  OX   624 4  
624 N02  N02  N  0 1 N N N 109.240 24.394 51.938 -1.413 -0.222 0.671  N02  624 5  
624 C06  C06  C  0 1 N N N 111.151 23.541 50.631 -3.792 0.168  0.257  C06  624 6  
624 C07  C07  C  0 1 N N N 110.852 22.068 50.860 -4.147 -1.306 0.456  C07  624 7  
624 C08  C08  C  0 1 N N N 110.501 21.324 49.597 -5.563 -1.418 1.025  C08  624 8  
624 N09  N09  N  0 1 N N N 110.804 19.923 49.885 -5.903 -2.830 1.215  N09  624 9  
624 C10  C10  C  0 1 N N N 111.060 18.904 49.039 -7.133 -3.179 1.720  C10  624 10 
624 N11  N11  N  0 1 N N N 111.072 19.052 47.696 -8.045 -2.202 2.046  N11  624 11 
624 NP2  NP2  N  0 1 N N N 111.313 17.703 49.582 -7.436 -4.435 1.889  NP2  624 12 
624 C18  C18  C  0 1 N N N 108.455 23.789 52.797 -0.219 -0.696 0.265  C18  624 13 
624 O19  O19  O  0 1 N N N 108.848 23.096 53.740 0.059  -0.707 -0.916 O19  624 14 
624 C20  C20  C  0 1 N N N 106.996 24.005 52.477 0.771  -1.211 1.277  C20  624 15 
624 N21  N21  N  0 1 N N N 106.106 23.260 53.417 1.981  -1.667 0.588  N21  624 16 
624 C22  C22  C  0 1 N N N 105.954 21.888 53.207 2.046  -2.920 0.088  C22  624 17 
624 C23  C23  C  0 1 N N N 105.131 21.045 53.997 3.234  -3.328 -0.566 C23  624 18 
624 C24  C24  C  0 1 N N N 104.496 21.694 55.091 4.264  -2.435 -0.678 C24  624 19 
624 N25  N25  N  0 1 N N N 104.638 23.034 55.344 4.143  -1.209 -0.171 N25  624 20 
624 C26  C26  C  0 1 N N N 105.445 23.784 54.531 3.045  -0.824 0.443  C26  624 21 
624 O27  O27  O  0 1 N N N 106.536 21.312 52.254 1.106  -3.687 0.207  O27  624 22 
624 N28  N28  N  0 1 N N N 105.065 19.650 53.672 3.349  -4.620 -1.094 N28  624 23 
624 C30  C30  C  0 1 N N N 104.316 18.610 54.390 4.582  -5.026 -1.774 C30  624 24 
624 C31  C31  C  0 1 N N N 105.141 18.076 55.592 5.597  -5.516 -0.740 C31  624 25 
624 C32  C32  C  0 1 N N N 104.007 17.490 53.403 4.272  -6.154 -2.760 C32  624 26 
624 C33  C33  C  0 1 Y N N 105.506 25.190 54.965 2.962  0.547  0.987  C33  624 27 
624 C34  C34  C  0 1 Y N N 106.748 25.613 55.575 2.626  0.750  2.327  C34  624 28 
624 C35  C35  C  0 1 Y N N 106.904 26.942 56.052 2.550  2.032  2.829  C35  624 29 
624 C36  C36  C  0 1 Y N N 105.848 27.904 55.942 2.806  3.118  2.008  C36  624 30 
624 C37  C37  C  0 1 Y N N 104.572 27.505 55.328 3.142  2.923  0.677  C37  624 31 
624 C38  C38  C  0 1 Y N N 104.424 26.137 54.841 3.226  1.644  0.164  C38  624 32 
624 CL1  CL1  CL 0 0 N N N 106.199 29.448 56.576 2.709  4.728  2.648  CL1  624 33 
624 CL2  CL2  CL 0 0 N N N 103.242 28.578 55.165 3.463  4.289  -0.344 CL2  624 34 
624 N45  N45  N  0 1 Y N N 109.418 27.221 53.019 -3.484 1.845  -2.713 N45  624 35 
624 C46  C46  C  0 1 Y N N 109.380 28.031 54.147 -3.912 2.587  -3.696 C46  624 36 
624 C47  C47  C  0 1 Y N N 110.619 28.155 54.761 -3.507 3.889  -3.791 C47  624 37 
624 S48  S48  S  0 1 Y N N 111.806 27.291 53.953 -2.479 4.032  -2.397 S48  624 38 
624 HY   HY   H  0 1 N N N 111.214 23.988 52.736 -2.304 -0.311 -1.225 HY   624 39 
624 H02  H02  H  0 1 N N N 108.770 24.928 51.235 -1.635 -0.212 1.616  H02  624 40 
624 H061 1H06 H  0 0 N N N 112.236 23.660 50.495 -3.840 0.686  1.215  H061 624 41 
624 H062 2H06 H  0 0 N N N 110.605 23.881 49.738 -4.499 0.622  -0.437 H062 624 42 
624 H071 1H07 H  0 0 N N N 109.978 22.012 51.526 -4.099 -1.824 -0.502 H071 624 43 
624 H072 2H07 H  0 0 N N N 111.747 21.600 51.296 -3.440 -1.760 1.150  H072 624 44 
624 H081 1H08 H  0 0 N N N 111.066 21.697 48.730 -5.611 -0.900 1.983  H081 624 45 
624 H082 2H08 H  0 0 N N N 109.438 21.453 49.346 -6.270 -0.964 0.331  H082 624 46 
624 H09  H09  H  0 1 N N N 110.825 19.684 50.856 -5.260 -3.519 0.985  H09  624 47 
624 H111 1H11 H  0 0 N N N 110.896 19.912 47.217 -8.913 -2.448 2.402  H111 624 48 
624 H112 2H11 H  0 0 N N N 111.281 18.183 47.247 -7.820 -1.267 1.920  H112 624 49 
624 HP2  HP2  H  0 1 N N N 111.270 17.751 50.580 -8.304 -4.681 2.245  HP2  624 50 
624 H201 1H20 H  0 0 N N N 106.809 23.632 51.459 0.330  -2.044 1.825  H201 624 51 
624 H202 2H20 H  0 0 N N N 106.773 25.079 52.556 1.028  -0.413 1.973  H202 624 52 
624 H24  H24  H  0 1 N N N 103.875 21.106 55.751 5.177  -2.724 -1.177 H24  624 53 
624 H28  H28  H  0 1 N N N 104.678 19.634 52.750 2.613  -5.246 -1.010 H28  624 54 
624 H30  H30  H  0 1 N N N 103.380 19.024 54.794 4.996  -4.175 -2.315 H30  624 55 
624 H311 1H31 H  0 0 N N N 104.733 17.106 55.914 5.817  -4.713 -0.038 H311 624 56 
624 H312 2H31 H  0 0 N N N 105.083 18.793 56.424 5.182  -6.368 -0.200 H312 624 57 
624 H313 3H31 H  0 0 N N N 106.191 17.950 55.289 6.514  -5.818 -1.246 H313 624 58 
624 H321 1H32 H  0 0 N N N 103.053 17.015 53.675 3.858  -7.005 -2.220 H321 624 59 
624 H322 2H32 H  0 0 N N N 104.812 16.741 53.434 3.549  -5.805 -3.497 H322 624 60 
624 H323 3H32 H  0 0 N N N 103.933 17.906 52.387 5.189  -6.456 -3.266 H323 624 61 
624 H34  H34  H  0 1 N N N 107.564 24.912 55.669 2.425  -0.095 2.968  H34  624 62 
624 H35  H35  H  0 1 N N N 107.839 27.234 56.507 2.289  2.190  3.865  H35  624 63 
624 H38  H38  H  0 1 N N N 103.495 25.830 54.383 3.487  1.493  -0.873 H38  624 64 
624 H46  H46  H  0 1 N N N 108.483 28.513 54.508 -4.580 2.173  -4.437 H46  624 65 
624 H47  H47  H  0 1 N N N 110.797 28.738 55.652 -3.759 4.631  -4.534 H47  624 66 
# 
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 
624 CX  CY   SING N N 1  
624 CX  CZ   SING N N 2  
624 CX  OX   DOUB N N 3  
624 CY  N02  SING N N 4  
624 CY  C06  SING N N 5  
624 CY  HY   SING N N 6  
624 CZ  N45  DOUB Y N 7  
624 CZ  S48  SING Y N 8  
624 N02 C18  SING N N 9  
624 N02 H02  SING N N 10 
624 C06 C07  SING N N 11 
624 C06 H061 SING N N 12 
624 C06 H062 SING N N 13 
624 C07 C08  SING N N 14 
624 C07 H071 SING N N 15 
624 C07 H072 SING N N 16 
624 C08 N09  SING N N 17 
624 C08 H081 SING N N 18 
624 C08 H082 SING N N 19 
624 N09 C10  SING N N 20 
624 N09 H09  SING N N 21 
624 C10 N11  SING N N 22 
624 C10 NP2  DOUB N N 23 
624 N11 H111 SING N N 24 
624 N11 H112 SING N N 25 
624 NP2 HP2  SING N N 26 
624 C18 O19  DOUB N N 27 
624 C18 C20  SING N N 28 
624 C20 N21  SING N N 29 
624 C20 H201 SING N N 30 
624 C20 H202 SING N N 31 
624 N21 C22  SING N N 32 
624 N21 C26  SING N N 33 
624 C22 C23  SING N N 34 
624 C22 O27  DOUB N N 35 
624 C23 C24  DOUB N N 36 
624 C23 N28  SING N N 37 
624 C24 N25  SING N N 38 
624 C24 H24  SING N N 39 
624 N25 C26  DOUB N N 40 
624 C26 C33  SING N N 41 
624 N28 C30  SING N N 42 
624 N28 H28  SING N N 43 
624 C30 C31  SING N N 44 
624 C30 C32  SING N N 45 
624 C30 H30  SING N N 46 
624 C31 H311 SING N N 47 
624 C31 H312 SING N N 48 
624 C31 H313 SING N N 49 
624 C32 H321 SING N N 50 
624 C32 H322 SING N N 51 
624 C32 H323 SING N N 52 
624 C33 C34  DOUB Y N 53 
624 C33 C38  SING Y N 54 
624 C34 C35  SING Y N 55 
624 C34 H34  SING N N 56 
624 C35 C36  DOUB Y N 57 
624 C35 H35  SING N N 58 
624 C36 C37  SING Y N 59 
624 C36 CL1  SING N N 60 
624 C37 C38  DOUB Y N 61 
624 C37 CL2  SING N N 62 
624 C38 H38  SING N N 63 
624 N45 C46  SING Y N 64 
624 C46 C47  DOUB Y N 65 
624 C46 H46  SING N N 66 
624 C47 S48  SING Y N 67 
624 C47 H47  SING N N 68 
# 
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 
624 SMILES           ACDLabs              10.04 O=C(c1nccs1)C(NC(=O)CN2C(=NC=C(NC(C)C)C2=O)c3ccc(Cl)c(Cl)c3)CCCNC(=[N@H])N 
624 InChI            InChI                1.02b 
InChI=1/C24H28Cl2N8O3S/c1-13(2)32-18-11-31-21(14-5-6-15(25)16(26)10-14)34(23(18)37)12-19(35)33-17(4-3-7-30-24(27)28)20(36)22-29-8-9-38-22/h5-6,8-11,13,17,32H,3-4,7,12H2,1-2H3,(H,33,35)(H4,27,28,30)/t17-/m0/s1/f/h27,30,33H,28H2/b27-24- 
624 InChIKey         InChI                1.02b LJLKTQRJOBRXIB-YUDVSMDKDN 
624 SMILES_CANONICAL CACTVS               3.341 CC(C)NC1=CN=C(N(CC(=O)N[C@@H](CCCNC(N)=N)C(=O)c2sccn2)C1=O)c3ccc(Cl)c(Cl)c3 
624 SMILES           CACTVS               3.341 CC(C)NC1=CN=C(N(CC(=O)N[CH](CCCNC(N)=N)C(=O)c2sccn2)C1=O)c3ccc(Cl)c(Cl)c3 
624 SMILES_CANONICAL "OpenEye OEToolkits" 1.5.0 [H]/N=C(/N)\NCCC[C@@H](C(=O)c1nccs1)NC(=O)CN2C(=NC=C(C2=O)NC(C)C)c3ccc(c(c3)Cl)Cl 
624 SMILES           "OpenEye OEToolkits" 1.5.0 [H]N=C(N)NCCCC(C(=O)c1nccs1)NC(=O)CN2C(=NC=C(C2=O)NC(C)C)c3ccc(c(c3)Cl)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 
624 "SYSTEMATIC NAME" ACDLabs              10.04 N-[(1S)-4-carbamimidamido-1-(1,3-thiazol-2-ylcarbonyl)butyl]-2-[2-(3,4-dichlorophenyl)-5-[(1-methylethyl)amino]-6-oxopyrimidin-1(6H)-yl]acetamide 
624 "SYSTEMATIC NAME" "OpenEye OEToolkits" 1.5.0 N-[(2S)-5-carbamimidamido-1-oxo-1-(1,3-thiazol-2-yl)pentan-2-yl]-2-[2-(3,4-dichlorophenyl)-6-oxo-5-(propan-2-ylamino)pyrimidin-1-yl]ethanamide    
# 
