data_C7M
# 
_chem_comp.id                                    C7M 
_chem_comp.name                                  (2S,3R)-N-[5-CHLORO-2-(2,3-DIHYDRO-1H-TETRAZOL-1-YL)BENZYL]-3-HYDROXY-4-{[(4-METHOXYPHENYL)SULFONYL]AMINO}-1-PHENYLBUTAN-2-AMINIUM 
_chem_comp.type                                  NON-POLYMER 
_chem_comp.pdbx_type                             HETAIN 
_chem_comp.formula                               "C25 H30 Cl N6 O4 S" 
_chem_comp.mon_nstd_parent_comp_id               ? 
_chem_comp.pdbx_synonyms                         "INHIBITOR OF THROMBIN" 
_chem_comp.pdbx_formal_charge                    1 
_chem_comp.pdbx_initial_date                     2005-12-08 
_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                        546.061 
_chem_comp.one_letter_code                       ? 
_chem_comp.three_letter_code                     C7M 
_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        2C8W 
_chem_comp.pdbx_subcomponent_list                ? 
_chem_comp.pdbx_processing_site                  EBI 
# 
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 
C7M C1   C1   C  0 1 N N N -2.102 20.251 46.957 7.827  2.511  0.893  C1   C7M 1  
C7M O2   O2   O  0 1 N N N -0.995 20.625 46.134 7.920  1.210  1.479  O2   C7M 2  
C7M C3   C3   C  0 1 Y N N 0.191  19.944 46.230 7.011  0.426  0.842  C3   C7M 3  
C7M C4   C4   C  0 1 Y N N 1.214  20.307 45.369 6.871  -0.907 1.200  C4   C7M 4  
C7M C5   C5   C  0 1 Y N N 2.418  19.668 45.399 5.947  -1.702 0.551  C5   C7M 5  
C7M C6   C6   C  0 1 Y N N 2.618  18.630 46.290 5.161  -1.170 -0.455 C6   C7M 6  
C7M C7   C7   C  0 1 Y N N 1.610  18.252 47.155 5.299  0.158  -0.814 C7   C7M 7  
C7M C8   C8   C  0 1 Y N N 0.397  18.909 47.125 6.218  0.959  -0.164 C8   C7M 8  
C7M S9   S9   S  0 1 N N N 4.137  17.764 46.357 3.983  -2.187 -1.281 S9   C7M 9  
C7M O10  O10  O  0 1 N N N 3.773  16.387 46.386 4.430  -3.523 -1.098 O10  C7M 10 
C7M O11  O11  O  0 1 N N N 4.980  18.366 45.388 3.747  -1.563 -2.536 O11  C7M 11 
C7M N12  N12  N  0 1 N N N 4.735  18.042 47.882 2.557  -2.070 -0.447 N12  C7M 12 
C7M C13  C13  C  0 1 N N N 5.150  19.413 48.190 1.847  -0.791 -0.384 C13  C7M 13 
C7M C14  C14  C  0 1 N N R 5.660  19.495 49.635 0.416  -1.025 0.105  C14  C7M 14 
C7M O16  O16  O  0 1 N N N 6.809  18.659 49.747 0.445  -1.507 1.449  O16  C7M 15 
C7M C17  C17  C  0 1 N N S 6.074  20.923 50.029 -0.363 0.291  0.051  C17  C7M 16 
C7M C19  C19  C  0 1 N N N 4.880  21.878 49.998 0.246  1.285  1.042  C19  C7M 17 
C7M C20  C20  C  0 1 Y N N 3.773  21.435 50.914 -0.460 2.611  0.923  C20  C7M 18 
C7M C21  C21  C  0 1 Y N N 2.528  21.123 50.397 -1.497 2.921  1.783  C21  C7M 19 
C7M C22  C22  C  0 1 Y N N 1.515  20.723 51.244 -2.146 4.137  1.673  C22  C7M 20 
C7M C23  C23  C  0 1 Y N N 1.734  20.644 52.608 -1.757 5.043  0.704  C23  C7M 21 
C7M C24  C24  C  0 1 Y N N 2.984  20.952 53.126 -0.719 4.733  -0.155 C24  C7M 22 
C7M C25  C25  C  0 1 Y N N 4.005  21.353 52.276 -0.068 3.519  -0.043 C25  C7M 23 
C7M N26  N26  N  1 1 N N N 7.137  21.429 49.131 -1.767 0.044  0.406  N26  C7M 24 
C7M C29  C29  C  0 1 N N N 7.915  22.543 49.788 -2.390 -0.799 -0.623 C29  C7M 25 
C7M C30  C30  C  0 1 Y N N 9.104  22.859 48.906 -3.806 -1.121 -0.218 C30  C7M 26 
C7M C31  C31  C  0 1 Y N N 9.073  23.992 48.094 -4.098 -2.339 0.363  C31  C7M 27 
C7M C32  C32  C  0 1 Y N N 10.139 24.269 47.244 -5.398 -2.635 0.736  C32  C7M 28 
C7M CL33 CL33 CL 0 0 N N N 10.110 25.689 46.237 -5.762 -4.167 1.467  CL33 C7M 29 
C7M C34  C34  C  0 1 Y N N 11.223 23.401 47.198 -6.408 -1.712 0.527  C34  C7M 30 
C7M C35  C35  C  0 1 Y N N 11.250 22.259 47.987 -6.121 -0.493 -0.054 C35  C7M 31 
C7M C36  C36  C  0 1 Y N N 10.185 21.982 48.835 -4.816 -0.191 -0.424 C36  C7M 32 
C7M N37  N37  N  0 1 N N N 10.256 20.842 49.664 -4.523 1.043  -1.012 N37  C7M 33 
C7M C38  C38  C  0 1 N N N 10.223 19.531 49.342 -4.608 1.344  -2.364 C38  C7M 34 
C7M N39  N39  N  0 1 N N N 10.351 18.855 50.458 -4.267 2.574  -2.546 N39  C7M 35 
C7M N40  N40  N  0 1 N N N 10.479 19.642 51.464 -3.930 3.137  -1.308 N40  C7M 36 
C7M N41  N41  N  0 1 N N N 10.416 20.863 51.063 -4.096 2.165  -0.359 N41  C7M 37 
C7M H42  H42  H  0 1 N N N -2.506 19.288 46.612 8.050  2.446  -0.172 H42  C7M 38 
C7M H43  H43  H  0 1 N N N -2.884 21.022 46.892 6.817  2.899  1.030  H43  C7M 39 
C7M H44  H44  H  0 1 N N N -1.768 20.155 48.001 8.541  3.178  1.374  H44  C7M 40 
C7M H45  H45  H  0 1 N N N 1.055  21.109 44.663 7.485  -1.322 1.986  H45  C7M 41 
C7M H46  H46  H  0 1 N N N 3.211  19.971 44.731 5.837  -2.739 0.829  H46  C7M 42 
C7M H47  H47  H  0 1 N N N 1.771  17.444 47.853 4.685  0.571  -1.601 H47  C7M 43 
C7M H48  H48  H  0 1 N N N -0.392 18.615 47.801 6.326  1.996  -0.445 H48  C7M 44 
C7M H49  H49  H  0 1 N N N 4.012  17.801 48.530 2.192  -2.850 0.001  H49  C7M 45 
C7M H50  H50  H  0 1 N N N 5.955  19.712 47.503 2.362  -0.122 0.306  H50  C7M 46 
C7M H51  H51  H  0 1 N N N 4.288  20.086 48.072 1.823  -0.340 -1.376 H51  C7M 47 
C7M H15  H15  H  0 1 N N N 4.844  19.178 50.301 -0.070 -1.761 -0.535 H15  C7M 48 
C7M H52  H52  H  0 1 N N N 7.152  18.473 48.881 0.883  -0.827 1.981  H52  C7M 49 
C7M H18  H18  H  0 1 N N N 6.461  20.879 51.058 -0.310 0.704  -0.956 H18  C7M 50 
C7M H53  H53  H  0 1 N N N 4.485  21.893 48.972 0.133  0.903  2.057  H53  C7M 51 
C7M H54  H54  H  0 1 N N N 5.220  22.874 50.316 1.306  1.417  0.820  H54  C7M 52 
C7M H55  H55  H  0 1 N N N 2.350  21.192 49.334 -1.802 2.213  2.539  H55  C7M 53 
C7M H56  H56  H  0 1 N N N 0.546  20.470 50.840 -2.957 4.379  2.344  H56  C7M 54 
C7M H57  H57  H  0 1 N N N 0.934  20.343 53.268 -2.264 5.993  0.618  H57  C7M 55 
C7M H58  H58  H  0 1 N N N 3.162  20.880 54.189 -0.415 5.441  -0.912 H58  C7M 56 
C7M H59  H59  H  0 1 N N N 4.977  21.600 52.676 0.743  3.277  -0.714 H59  C7M 57 
C7M H27  H27  H  0 1 N N N 6.710  21.785 48.300 -1.811 -0.425 1.298  H27  C7M 58 
C7M H28  H28  H  0 1 N N N 7.763  20.680 48.914 -2.259 0.923  0.464  H28  C7M 59 
C7M H60  H60  H  0 1 N N N 8.251  22.237 50.790 -2.396 -0.267 -1.574 H60  C7M 60 
C7M H61  H61  H  0 1 N N N 7.279  23.434 49.897 -1.823 -1.724 -0.727 H61  C7M 61 
C7M H62  H62  H  0 1 N N N 8.221  24.655 48.125 -3.312 -3.061 0.527  H62  C7M 62 
C7M H63  H63  H  0 1 N N N 12.053 23.617 46.542 -7.421 -1.946 0.818  H63  C7M 63 
C7M H64  H64  H  0 1 N N N 12.096 21.589 47.942 -6.910 0.227  -0.217 H64  C7M 64 
C7M H65  H65  H  0 1 N N N 10.112 19.117 48.351 -4.918 0.659  -3.140 H65  C7M 65 
C7M H40  H40  H  0 1 N N N 9.744  19.468 52.119 -3.634 4.048  -1.152 H40  C7M 66 
C7M H41  H41  H  0 1 N N N 11.256 21.349 51.306 -4.858 2.464  0.232  H41  C7M 67 
# 
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 
C7M C1  O2   SING N N 1  
C7M C1  H42  SING N N 2  
C7M C1  H43  SING N N 3  
C7M C1  H44  SING N N 4  
C7M O2  C3   SING N N 5  
C7M C3  C4   DOUB Y N 6  
C7M C3  C8   SING Y N 7  
C7M C4  C5   SING Y N 8  
C7M C4  H45  SING N N 9  
C7M C5  C6   DOUB Y N 10 
C7M C5  H46  SING N N 11 
C7M C6  C7   SING Y N 12 
C7M C6  S9   SING N N 13 
C7M C7  C8   DOUB Y N 14 
C7M C7  H47  SING N N 15 
C7M C8  H48  SING N N 16 
C7M S9  O10  DOUB N N 17 
C7M S9  O11  DOUB N N 18 
C7M S9  N12  SING N N 19 
C7M N12 C13  SING N N 20 
C7M N12 H49  SING N N 21 
C7M C13 C14  SING N N 22 
C7M C13 H50  SING N N 23 
C7M C13 H51  SING N N 24 
C7M C14 O16  SING N N 25 
C7M C14 C17  SING N N 26 
C7M C14 H15  SING N N 27 
C7M O16 H52  SING N N 28 
C7M C17 C19  SING N N 29 
C7M C17 N26  SING N N 30 
C7M C17 H18  SING N N 31 
C7M C19 C20  SING N N 32 
C7M C19 H53  SING N N 33 
C7M C19 H54  SING N N 34 
C7M C20 C21  DOUB Y N 35 
C7M C20 C25  SING Y N 36 
C7M C21 C22  SING Y N 37 
C7M C21 H55  SING N N 38 
C7M C22 C23  DOUB Y N 39 
C7M C22 H56  SING N N 40 
C7M C23 C24  SING Y N 41 
C7M C23 H57  SING N N 42 
C7M C24 C25  DOUB Y N 43 
C7M C24 H58  SING N N 44 
C7M C25 H59  SING N N 45 
C7M N26 C29  SING N N 46 
C7M N26 H27  SING N N 47 
C7M N26 H28  SING N N 48 
C7M C29 C30  SING N N 49 
C7M C29 H60  SING N N 50 
C7M C29 H61  SING N N 51 
C7M C30 C31  DOUB Y N 52 
C7M C30 C36  SING Y N 53 
C7M C31 C32  SING Y N 54 
C7M C31 H62  SING N N 55 
C7M C32 CL33 SING N N 56 
C7M C32 C34  DOUB Y N 57 
C7M C34 C35  SING Y N 58 
C7M C34 H63  SING N N 59 
C7M C35 C36  DOUB Y N 60 
C7M C35 H64  SING N N 61 
C7M C36 N37  SING N N 62 
C7M N37 C38  SING N N 63 
C7M N37 N41  SING N N 64 
C7M C38 N39  DOUB N N 65 
C7M C38 H65  SING N N 66 
C7M N39 N40  SING N N 67 
C7M N40 N41  SING N N 68 
C7M N40 H40  SING N N 69 
C7M N41 H41  SING N N 70 
# 
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 
C7M SMILES           ACDLabs              10.04 O=S(=O)(c1ccc(OC)cc1)NCC(O)C(Cc2ccccc2)[NH2+]Cc3cc(Cl)ccc3N4C=NNN4 
C7M InChI            InChI                1.02b 
InChI=1/C25H29ClN6O4S/c1-36-21-8-10-22(11-9-21)37(34,35)29-16-25(33)23(13-18-5-3-2-4-6-18)27-15-19-14-20(26)7-12-24(19)32-17-28-30-31-32/h2-12,14,17,23,25,27,29-31,33H,13,15-16H2,1H3/p+1/t23-,25+/m0/s1/fC25H30ClN6O4S/h27H/q+1 
C7M InChIKey         InChI                1.02b LMFQPEFBZUDVPR-AWJDXQSNDE 
C7M SMILES_CANONICAL CACTVS               3.341 COc1ccc(cc1)[S](=O)(=O)NC[C@@H](O)[C@H](Cc2ccccc2)[NH2+]Cc3cc(Cl)ccc3N4NNN=C4 
C7M SMILES           CACTVS               3.341 COc1ccc(cc1)[S](=O)(=O)NC[CH](O)[CH](Cc2ccccc2)[NH2+]Cc3cc(Cl)ccc3N4NNN=C4 
C7M SMILES_CANONICAL "OpenEye OEToolkits" 1.5.0 COc1ccc(cc1)S(=O)(=O)NC[C@H]([C@H](Cc2ccccc2)[NH2+]Cc3cc(ccc3N4C=NNN4)Cl)O 
C7M SMILES           "OpenEye OEToolkits" 1.5.0 COc1ccc(cc1)S(=O)(=O)NCC(C(Cc2ccccc2)[NH2+]Cc3cc(ccc3N4C=NNN4)Cl)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 
C7M "SYSTEMATIC NAME" ACDLabs              10.04 (2S,3R)-N-[5-chloro-2-(2,3-dihydro-1H-tetrazol-1-yl)benzyl]-3-hydroxy-4-{[(4-methoxyphenyl)sulfonyl]amino}-1-phenylbutan-2-aminium             
C7M "SYSTEMATIC NAME" "OpenEye OEToolkits" 1.5.0 [5-chloro-2-(2,3-dihydro-1,2,3,4-tetrazol-1-yl)phenyl]methyl-[(2S,3R)-3-hydroxy-4-[(4-methoxyphenyl)sulfonylamino]-1-phenyl-butan-2-yl]azanium 
# 
