data_C3M
# 
_chem_comp.id                                    C3M 
_chem_comp.name                                  N-[(2R,3S)-3-AMINO-2-HYDROXY-4-PHENYLBUTYL]NAPHTHALENE-2-SULFONAMIDE 
_chem_comp.type                                  NON-POLYMER 
_chem_comp.pdbx_type                             HETAIN 
_chem_comp.formula                               "C20 H22 N2 O3 S" 
_chem_comp.mon_nstd_parent_comp_id               ? 
_chem_comp.pdbx_synonyms                         "INHIBITOR OF THROMBIN" 
_chem_comp.pdbx_formal_charge                    0 
_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                        370.465 
_chem_comp.one_letter_code                       ? 
_chem_comp.three_letter_code                     C3M 
_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        2C8Y 
_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 
C3M N1   N1   N 0 1 N N N 7.829  21.306 51.810 -2.814 0.458  1.377  N1   C3M 1  
C3M C2   C2   C 0 1 N N S 6.552  20.707 51.402 -2.741 0.477  -0.091 C2   C3M 2  
C3M C3   C3   C 0 1 N N N 5.598  21.824 51.007 -4.113 0.838  -0.664 C3   C3M 3  
C3M C4   C4   C 0 1 Y N N 4.140  21.472 51.178 -5.100 -0.249 -0.328 C4   C3M 4  
C3M C5   C5   C 0 1 Y N N 3.248  21.758 50.159 -5.830 -0.182 0.844  C5   C3M 5  
C3M C6   C6   C 0 1 Y N N 1.909  21.436 50.308 -6.736 -1.180 1.152  C6   C3M 6  
C3M C7   C7   C 0 1 Y N N 1.447  20.849 51.472 -6.912 -2.245 0.288  C7   C3M 7  
C3M C8   C8   C 0 1 Y N N 2.335  20.570 52.484 -6.183 -2.311 -0.884 C8   C3M 8  
C3M C9   C9   C 0 1 Y N N 3.670  20.898 52.356 -5.280 -1.311 -1.195 C9   C3M 9  
C3M C10  C10  C 0 1 N N R 6.855  19.861 50.183 -1.712 1.517  -0.537 C10  C3M 10 
C3M O11  O11  O 0 1 N N N 7.210  20.672 49.057 -1.641 1.536  -1.964 O11  C3M 11 
C3M C12  C12  C 0 1 N N N 5.592  19.103 49.801 -0.340 1.156  0.037  C12  C3M 12 
C3M N13  N13  N 0 1 N N N 6.010  18.107 48.815 0.620  2.214  -0.290 N13  C3M 13 
C3M S14  S14  S 0 1 N N N 4.877  17.097 48.192 2.073  2.286  0.502  S14  C3M 14 
C3M O15  O15  O 0 1 N N N 5.517  16.442 47.100 1.767  2.152  1.883  O15  C3M 15 
C3M O16  O16  O 0 1 N N N 4.379  16.448 49.355 2.776  3.374  -0.083 O16  C3M 16 
C3M C17  C17  C 0 1 Y N N 3.576  18.014 47.415 2.981  0.840  0.069  C17  C3M 17 
C3M C18  C18  C 0 1 Y N N 3.868  18.648 46.192 3.820  0.864  -1.044 C18  C3M 18 
C3M C19  C19  C 0 1 Y N N 2.943  19.390 45.494 4.536  -0.236 -1.406 C19  C3M 19 
C3M C20  C20  C 0 1 Y N N 1.645  19.513 46.028 4.430  -1.415 -0.648 C20  C3M 20 
C3M C21  C21  C 0 1 Y N N 0.661  20.240 45.346 5.153  -2.569 -0.990 C21  C3M 21 
C3M C22  C22  C 0 1 Y N N -0.590 20.333 45.896 5.026  -3.693 -0.232 C22  C3M 22 
C3M C23  C23  C 0 1 Y N N -0.909 19.717 47.107 4.187  -3.717 0.881  C23  C3M 23 
C3M C24  C24  C 0 1 Y N N 0.031  18.998 47.788 3.471  -2.617 1.242  C24  C3M 24 
C3M C25  C25  C 0 1 Y N N 1.331  18.872 47.281 3.577  -1.439 0.484  C25  C3M 25 
C3M C26  C26  C 0 1 Y N N 2.321  18.116 47.972 2.858  -0.282 0.829  C26  C3M 26 
C3M H1N1 1H1N H 0 0 N N N 7.658  22.187 52.250 -3.091 1.384  1.665  H1N1 C3M 27 
C3M H1N2 2H1N H 0 0 N N N 8.406  21.442 51.005 -3.572 -0.161 1.621  H1N2 C3M 28 
C3M H2   H2   H 0 1 N N N 6.099  20.110 52.207 -2.444 -0.507 -0.452 H2   C3M 29 
C3M H3C1 1H3C H 0 0 N N N 5.758  22.021 49.937 -4.450 1.781  -0.234 H3C1 C3M 30 
C3M H3C2 2H3C H 0 0 N N N 5.814  22.696 51.641 -4.038 0.940  -1.747 H3C2 C3M 31 
C3M H5   H5   H 0 1 N N N 3.594  22.230 49.252 -5.692 0.650  1.519  H5   C3M 32 
C3M H6   H6   H 0 1 N N N 1.217  21.646 49.505 -7.305 -1.128 2.068  H6   C3M 33 
C3M H7   H7   H 0 1 N N N 0.399  20.612 51.585 -7.619 -3.025 0.530  H7   C3M 34 
C3M H8   H8   H 0 1 N N N 1.985  20.090 53.386 -6.320 -3.143 -1.559 H8   C3M 35 
C3M H9   H9   H 0 1 N N N 4.352  20.709 53.172 -4.711 -1.363 -2.111 H9   C3M 36 
C3M H10  H10  H 0 1 N N N 7.691  19.191 50.431 -2.009 2.502  -0.175 H10  C3M 37 
C3M H11  H11  H 0 1 N N N 7.289  21.578 49.331 -1.375 0.649  -2.242 H11  C3M 38 
C3M H121 1H12 H 0 0 N N N 4.824  19.777 49.394 -0.415 1.055  1.120  H121 C3M 39 
C3M H122 2H12 H 0 0 N N N 5.148  18.616 50.682 -0.003 0.213  -0.394 H122 C3M 40 
C3M H13  H13  H 0 1 N N N 6.395  18.614 48.044 0.404  2.871  -0.970 H13  C3M 41 
C3M H18  H18  H 0 1 N N N 4.863  18.547 45.784 3.903  1.768  -1.628 H18  C3M 42 
C3M H19  H19  H 0 1 N N N 3.205  19.866 44.561 5.182  -0.203 -2.271 H19  C3M 43 
C3M H21  H21  H 0 1 N N N 0.885  20.718 44.404 5.807  -2.566 -1.849 H21  C3M 44 
C3M H22  H22  H 0 1 N N N -1.351 20.899 45.378 5.583  -4.580 -0.497 H22  C3M 45 
C3M H23  H23  H 0 1 N N N -1.907 19.810 47.509 4.104  -4.621 1.465  H23  C3M 46 
C3M H24  H24  H 0 1 N N N -0.229 18.524 48.723 2.825  -2.650 2.106  H24  C3M 47 
C3M H26  H26  H 0 1 N N N 2.092  17.634 48.911 2.207  -0.284 1.692  H26  C3M 48 
# 
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 
C3M N1  C2   SING N N 1  
C3M N1  H1N1 SING N N 2  
C3M N1  H1N2 SING N N 3  
C3M C2  C3   SING N N 4  
C3M C2  C10  SING N N 5  
C3M C2  H2   SING N N 6  
C3M C3  C4   SING N N 7  
C3M C3  H3C1 SING N N 8  
C3M C3  H3C2 SING N N 9  
C3M C4  C5   DOUB Y N 10 
C3M C4  C9   SING Y N 11 
C3M C5  C6   SING Y N 12 
C3M C5  H5   SING N N 13 
C3M C6  C7   DOUB Y N 14 
C3M C6  H6   SING N N 15 
C3M C7  C8   SING Y N 16 
C3M C7  H7   SING N N 17 
C3M C8  C9   DOUB Y N 18 
C3M C8  H8   SING N N 19 
C3M C9  H9   SING N N 20 
C3M C10 O11  SING N N 21 
C3M C10 C12  SING N N 22 
C3M C10 H10  SING N N 23 
C3M O11 H11  SING N N 24 
C3M C12 N13  SING N N 25 
C3M C12 H121 SING N N 26 
C3M C12 H122 SING N N 27 
C3M N13 S14  SING N N 28 
C3M N13 H13  SING N N 29 
C3M S14 O15  DOUB N N 30 
C3M S14 O16  DOUB N N 31 
C3M S14 C17  SING N N 32 
C3M C17 C18  DOUB Y N 33 
C3M C17 C26  SING Y N 34 
C3M C18 C19  SING Y N 35 
C3M C18 H18  SING N N 36 
C3M C19 C20  DOUB Y N 37 
C3M C19 H19  SING N N 38 
C3M C20 C21  SING Y N 39 
C3M C20 C25  SING Y N 40 
C3M C21 C22  DOUB Y N 41 
C3M C21 H21  SING N N 42 
C3M C22 C23  SING Y N 43 
C3M C22 H22  SING N N 44 
C3M C23 C24  DOUB Y N 45 
C3M C23 H23  SING N N 46 
C3M C24 C25  SING Y N 47 
C3M C24 H24  SING N N 48 
C3M C25 C26  DOUB Y N 49 
C3M C26 H26  SING N N 50 
# 
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 
C3M SMILES           ACDLabs              10.04 O=S(=O)(c2cc1ccccc1cc2)NCC(O)C(N)Cc3ccccc3                                                                                                         
C3M InChI            InChI                1.02b InChI=1/C20H22N2O3S/c21-19(12-15-6-2-1-3-7-15)20(23)14-22-26(24,25)18-11-10-16-8-4-5-9-17(16)13-18/h1-11,13,19-20,22-23H,12,14,21H2/t19-,20+/m0/s1 
C3M InChIKey         InChI                1.02b QSSWSEQPKCCATQ-VQTJNVASBF                                                                                                                          
C3M SMILES_CANONICAL CACTVS               3.341 N[C@@H](Cc1ccccc1)[C@H](O)CN[S](=O)(=O)c2ccc3ccccc3c2                                                                                              
C3M SMILES           CACTVS               3.341 N[CH](Cc1ccccc1)[CH](O)CN[S](=O)(=O)c2ccc3ccccc3c2                                                                                                 
C3M SMILES_CANONICAL "OpenEye OEToolkits" 1.5.0 c1ccc(cc1)C[C@@H]([C@@H](CNS(=O)(=O)c2ccc3ccccc3c2)O)N                                                                                             
C3M SMILES           "OpenEye OEToolkits" 1.5.0 c1ccc(cc1)CC(C(CNS(=O)(=O)c2ccc3ccccc3c2)O)N                                                                                                       
# 
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 
C3M "SYSTEMATIC NAME" ACDLabs              10.04 N-[(2R,3S)-3-amino-2-hydroxy-4-phenylbutyl]naphthalene-2-sulfonamide  
C3M "SYSTEMATIC NAME" "OpenEye OEToolkits" 1.5.0 N-[(2R,3S)-3-amino-2-hydroxy-4-phenyl-butyl]naphthalene-2-sulfonamide 
# 
