data_4MC
# 
_chem_comp.id                                    4MC 
_chem_comp.name                                  (Z)-N-(5-GUANIDINO-1-OXO-1-(5-PHENYL-1-(PHENYLSULFONYL)PENT-1-EN-3-YLAMINO)PENTAN-2-YL)-4-METHYLPIPERAZINE-1-CARBOXAMIDE 
_chem_comp.type                                  NON-POLYMER 
_chem_comp.pdbx_type                             HETAD 
_chem_comp.formula                               "C29 H41 N7 O4 S" 
_chem_comp.mon_nstd_parent_comp_id               ? 
_chem_comp.pdbx_synonyms                         "4-METHYL-PIPERAZINE-1-CARBOXYLIC ACID [1-(3-BENZENESULFONYL-1-PHENETHYLALLYLCARBAMOYL)-4-GUANIDINO-BUTYL]-AMIDE" 
_chem_comp.pdbx_formal_charge                    0 
_chem_comp.pdbx_initial_date                     2007-03-21 
_chem_comp.pdbx_modified_date                    2008-10-14 
_chem_comp.pdbx_ambiguous_flag                   ? 
_chem_comp.pdbx_release_status                   REL 
_chem_comp.pdbx_replaced_by                      ? 
_chem_comp.pdbx_replaces                         ? 
_chem_comp.formula_weight                        583.745 
_chem_comp.one_letter_code                       ? 
_chem_comp.three_letter_code                     4MC 
_chem_comp.pdbx_model_coordinates_details        ? 
_chem_comp.pdbx_model_coordinates_missing_flag   N 
_chem_comp.pdbx_ideal_coordinates_details        "OpenEye OEToolkits" 
_chem_comp.pdbx_ideal_coordinates_missing_flag   N 
_chem_comp.pdbx_model_coordinates_db_code        ? 
_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 
4MC O5   O5   O 0 1 N N N 52.101 -0.477  23.429 2.805  8.015  1.478  O5   4MC 1  
4MC S1   S1   S 0 1 N N N 51.191 -1.592  23.453 1.460  8.411  1.863  S1   4MC 2  
4MC O4   O4   O 0 1 N N N 50.134 -1.440  22.488 1.273  9.372  2.938  O4   4MC 3  
4MC CAB  CAB  C 0 1 Y N N 50.563 -1.795  24.927 0.678  9.094  0.429  CAB  4MC 4  
4MC CAD  CAD  C 0 1 Y N N 51.135 -2.703  25.829 1.117  8.709  -0.824 CAD  4MC 5  
4MC CAF  CAF  C 0 1 Y N N 50.602 -2.903  27.107 0.501  9.247  -1.954 CAF  4MC 6  
4MC CAE  CAE  C 0 1 Y N N 49.473 -2.187  27.506 -0.543 10.161 -1.810 CAE  4MC 7  
4MC CAC  CAC  C 0 1 Y N N 48.885 -1.282  26.614 -0.971 10.536 -0.536 CAC  4MC 8  
4MC CAA  CAA  C 0 1 Y N N 49.427 -1.081  25.330 -0.355 9.998  0.593  CAA  4MC 9  
4MC C28  C28  C 0 1 N N N 52.033 -2.998  23.098 0.514  7.006  2.157  C28  4MC 10 
4MC C27  C27  C 0 1 N N N 52.332 -3.090  21.601 0.851  6.242  3.203  C27  4MC 11 
4MC C18  C18  C 0 1 N N S 51.819 -4.331  20.852 0.120  4.980  3.570  C18  4MC 12 
4MC C19  C19  C 0 1 N N N 50.305 -4.467  21.020 -0.415 4.996  5.012  C19  4MC 13 
4MC C20  C20  C 0 1 N N N 49.746 -5.364  19.913 -1.207 3.746  5.422  C20  4MC 14 
4MC C21  C21  C 0 1 Y N N 48.232 -5.446  19.952 -1.772 3.805  6.819  C21  4MC 15 
4MC C26  C26  C 0 1 Y N N 47.617 -6.638  20.347 -1.016 3.333  7.881  C26  4MC 16 
4MC C25  C25  C 0 1 Y N N 46.220 -6.732  20.384 -1.539 3.388  9.173  C25  4MC 17 
4MC C24  C24  C 0 1 Y N N 45.447 -5.630  20.017 -2.812 3.915  9.387  C24  4MC 18 
4MC C23  C23  C 0 1 Y N N 46.057 -4.440  19.615 -3.563 4.387  8.310  C23  4MC 19 
4MC C22  C22  C 0 1 Y N N 47.454 -4.343  19.577 -3.040 4.332  7.018  C22  4MC 20 
4MC N2   N2   N 0 1 N N N 52.429 -5.540  21.424 1.043  3.882  3.394  N2   4MC 21 
4MC C17  C17  C 0 1 N N N 53.244 -6.348  20.723 1.197  3.211  2.189  C17  4MC 22 
4MC O3   O3   O 0 1 N N N 53.578 -6.141  19.556 0.580  3.468  1.157  O3   4MC 23 
4MC C9   C9   C 0 1 N N S 53.785 -7.566  21.423 2.258  2.118  2.262  C9   4MC 24 
4MC C10  C10  C 0 1 N N N 55.261 -7.330  21.759 3.653  2.626  1.868  C10  4MC 25 
4MC C11  C11  C 0 1 N N N 55.913 -8.437  22.581 3.697  3.111  0.412  C11  4MC 26 
4MC C01  C01  C 0 1 N N N 56.691 -9.393  21.678 5.094  3.553  -0.017 C01  4MC 27 
4MC N01  N01  N 0 1 N N N 57.119 -10.621 22.342 5.544  4.669  0.779  N01  4MC 28 
4MC C02  C02  C 0 1 N N N 56.198 -11.621 22.851 5.317  6.008  0.536  C02  4MC 29 
4MC N03  N03  N 0 1 N N N 54.912 -11.614 22.167 4.628  6.401  -0.503 N03  4MC 30 
4MC N02  N02  N 0 1 N N N 56.825 -12.931 22.860 5.845  6.903  1.433  N02  4MC 31 
4MC N1   N1   N 0 1 N N N 53.688 -8.700  20.496 1.826  1.092  1.340  N1   4MC 32 
4MC C8   C8   C 0 1 N N N 52.464 -9.133  20.154 2.093  -0.256 1.554  C8   4MC 33 
4MC O2   O2   O 0 1 N N N 51.479 -8.583  20.635 2.715  -0.644 2.548  O2   4MC 34 
4MC N3   N3   N 0 1 N N N 52.335 -10.142 19.276 1.615  -1.132 0.563  N3   4MC 35 
4MC C39  C39  C 0 1 N N N 53.473 -10.971 18.868 2.017  -2.539 0.609  C39  4MC 36 
4MC C40  C40  C 0 1 N N N 53.102 -12.449 19.027 0.859  -3.477 0.278  C40  4MC 37 
4MC C48  C48  C 0 1 N N N 51.043 -10.414 18.637 0.870  -0.744 -0.641 C48  4MC 38 
4MC C49  C49  C 0 1 N N N 50.761 -11.898 18.855 -0.246 -1.740 -0.968 C49  4MC 39 
4MC N4   N4   N 0 1 N N N 51.855 -12.706 18.288 0.261  -3.117 -1.014 N4   4MC 40 
4MC C33  C33  C 0 1 N N N 51.489 -14.124 18.405 -0.813 -4.048 -1.360 C33  4MC 41 
4MC H331 1H33 H 0 0 N N N 51.398 -14.564 17.401 -1.012 -4.721 -0.522 H331 4MC 42 
4MC H332 2H33 H 0 0 N N N 52.268 -14.658 18.969 -0.529 -4.645 -2.231 H332 4MC 43 
4MC H333 3H33 H 0 0 N N N 50.528 -14.212 18.932 -1.728 -3.498 -1.595 H333 4MC 44 
4MC H491 1H49 H 0 0 N N N 50.682 -12.099 19.934 -1.044 -1.652 -0.218 H491 4MC 45 
4MC H492 2H49 H 0 0 N N N 49.818 -12.164 18.355 -0.680 -1.470 -1.939 H492 4MC 46 
4MC H481 1H48 H 0 0 N N N 50.251 -9.800  19.091 1.594  -0.691 -1.463 H481 4MC 47 
4MC H482 2H48 H 0 0 N N N 51.069 -10.167 17.565 0.415  0.243  -0.532 H482 4MC 48 
4MC H391 1H39 H 0 0 N N N 53.721 -10.764 17.816 2.428  -2.795 1.591  H391 4MC 49 
4MC H392 2H39 H 0 0 N N N 54.344 -10.739 19.498 2.828  -2.661 -0.120 H392 4MC 50 
4MC H401 1H40 H 0 0 N N N 53.909 -13.079 18.624 1.241  -4.504 0.238  H401 4MC 51 
4MC H402 2H40 H 0 0 N N N 52.961 -12.687 20.092 0.107  -3.436 1.077  H402 4MC 52 
4MC HN1  HN1  H 0 1 N N N 54.509 -9.137  20.130 1.399  1.411  0.481  HN1  4MC 53 
4MC H9   H9   H 0 1 N N N 53.220 -7.766  22.345 2.291  1.696  3.273  H9   4MC 54 
4MC H101 1H10 H 0 0 N N N 55.812 -7.248  20.810 3.968  3.435  2.538  H101 4MC 55 
4MC H102 2H10 H 0 0 N N N 55.301 -6.418  22.373 4.382  1.813  1.988  H102 4MC 56 
4MC H111 1H11 H 0 0 N N N 56.605 -7.985  23.307 3.374  2.295  -0.245 H111 4MC 57 
4MC H112 2H11 H 0 0 N N N 55.126 -9.003  23.101 2.990  3.937  0.269  H112 4MC 58 
4MC H011 1H01 H 0 0 N N N 56.040 -9.671  20.836 5.806  2.726  0.069  H011 4MC 59 
4MC H012 2H01 H 0 0 N N N 57.603 -8.865  21.361 5.072  3.859  -1.069 H012 4MC 60 
4MC H01  H01  H 0 1 N N N 58.100 -10.782 22.452 6.088  4.431  1.605  H01  4MC 61 
4MC H03  H03  H 0 1 N N N 54.360 -12.332 22.591 4.579  7.426  -0.493 H03  4MC 62 
4MC H021 1H02 H 0 0 N N N 57.824 -12.902 22.904 6.381  6.608  2.241  H021 4MC 63 
4MC H022 2H02 H 0 0 N N N 56.305 -13.785 22.825 5.714  7.902  1.313  H022 4MC 64 
4MC HN2  HN2  H 0 1 N N N 52.229 -5.772  22.376 1.604  3.588  4.188  HN2  4MC 65 
4MC H18  H18  H 0 1 N N N 52.079 -4.219  19.789 -0.704 4.787  2.873  H18  4MC 66 
4MC H191 1H19 H 0 0 N N N 50.084 -4.914  22.000 0.425  5.112  5.711  H191 4MC 67 
4MC H192 2H19 H 0 0 N N N 49.839 -3.473  20.956 -1.039 5.889  5.150  H192 4MC 68 
4MC H201 1H20 H 0 0 N N N 50.050 -4.950  18.940 -2.006 3.553  4.697  H201 4MC 69 
4MC H202 2H20 H 0 0 N N N 50.145 -6.378  20.064 -0.544 2.872  5.364  H202 4MC 70 
4MC H26  H26  H 0 1 N N N 48.221 -7.489  20.625 -0.023 2.921  7.723  H26  4MC 71 
4MC H25  H25  H 0 1 N N N 45.745 -7.651  20.694 -0.955 3.021  10.011 H25  4MC 72 
4MC H24  H24  H 0 1 N N N 44.369 -5.698  20.044 -3.220 3.959  10.393 H24  4MC 73 
4MC H23  H23  H 0 1 N N N 45.450 -3.592  19.333 -4.554 4.798  8.477  H23  4MC 74 
4MC H22  H22  H 0 1 N N N 47.927 -3.425  19.261 -3.631 4.702  6.185  H22  4MC 75 
4MC H27  H27  H 0 1 N N N 52.882 -2.314  21.090 1.695  6.521  3.830  H27  4MC 76 
4MC H28  H28  H 0 1 N N N 52.325 -3.739  23.828 -0.315 6.771  1.501  H28  4MC 77 
4MC HAA  HAA  H 0 1 N N N 48.966 -0.375  24.655 -0.696 10.298 1.581  HAA  4MC 78 
4MC HAC  HAC  H 0 1 N N N 48.006 -0.732  26.914 -1.785 11.247 -0.425 HAC  4MC 79 
4MC HAE  HAE  H 0 1 N N N 49.057 -2.329  28.492 -1.023 10.580 -2.689 HAE  4MC 80 
4MC HAF  HAF  H 0 1 N N N 51.063 -3.609  27.782 0.835  8.956  -2.945 HAF  4MC 81 
4MC HAD  HAD  H 0 1 N N N 52.009 -3.262  25.530 1.929  7.997  -0.947 HAD  4MC 82 
# 
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 
4MC O5  S1   DOUB N N 1  
4MC S1  C28  SING N N 2  
4MC S1  O4   DOUB N N 3  
4MC S1  CAB  SING N N 4  
4MC CAB CAA  SING Y N 5  
4MC CAB CAD  DOUB Y N 6  
4MC CAD CAF  SING Y N 7  
4MC CAD HAD  SING N N 8  
4MC CAF CAE  DOUB Y N 9  
4MC CAF HAF  SING N N 10 
4MC CAE CAC  SING Y N 11 
4MC CAE HAE  SING N N 12 
4MC CAC CAA  DOUB Y N 13 
4MC CAC HAC  SING N N 14 
4MC CAA HAA  SING N N 15 
4MC C28 C27  DOUB N E 16 
4MC C28 H28  SING N N 17 
4MC C27 C18  SING N N 18 
4MC C27 H27  SING N N 19 
4MC C18 N2   SING N N 20 
4MC C18 C19  SING N N 21 
4MC C18 H18  SING N N 22 
4MC C19 C20  SING N N 23 
4MC C19 H191 SING N N 24 
4MC C19 H192 SING N N 25 
4MC C20 C21  SING N N 26 
4MC C20 H201 SING N N 27 
4MC C20 H202 SING N N 28 
4MC C21 C26  DOUB Y N 29 
4MC C21 C22  SING Y N 30 
4MC C26 C25  SING Y N 31 
4MC C26 H26  SING N N 32 
4MC C25 C24  DOUB Y N 33 
4MC C25 H25  SING N N 34 
4MC C24 C23  SING Y N 35 
4MC C24 H24  SING N N 36 
4MC C23 C22  DOUB Y N 37 
4MC C23 H23  SING N N 38 
4MC C22 H22  SING N N 39 
4MC N2  C17  SING N N 40 
4MC N2  HN2  SING N N 41 
4MC C17 C9   SING N N 42 
4MC C17 O3   DOUB N N 43 
4MC C9  N1   SING N N 44 
4MC C9  C10  SING N N 45 
4MC C9  H9   SING N N 46 
4MC C10 C11  SING N N 47 
4MC C10 H101 SING N N 48 
4MC C10 H102 SING N N 49 
4MC C11 C01  SING N N 50 
4MC C11 H111 SING N N 51 
4MC C11 H112 SING N N 52 
4MC C01 N01  SING N N 53 
4MC C01 H011 SING N N 54 
4MC C01 H012 SING N N 55 
4MC N01 C02  SING N N 56 
4MC N01 H01  SING N N 57 
4MC C02 N03  DOUB N N 58 
4MC C02 N02  SING N N 59 
4MC N03 H03  SING N N 60 
4MC N02 H021 SING N N 61 
4MC N02 H022 SING N N 62 
4MC N1  C8   SING N N 63 
4MC N1  HN1  SING N N 64 
4MC C8  N3   SING N N 65 
4MC C8  O2   DOUB N N 66 
4MC N3  C48  SING N N 67 
4MC N3  C39  SING N N 68 
4MC C39 C40  SING N N 69 
4MC C39 H391 SING N N 70 
4MC C39 H392 SING N N 71 
4MC C40 N4   SING N N 72 
4MC C40 H401 SING N N 73 
4MC C40 H402 SING N N 74 
4MC C48 C49  SING N N 75 
4MC C48 H481 SING N N 76 
4MC C48 H482 SING N N 77 
4MC C49 N4   SING N N 78 
4MC C49 H491 SING N N 79 
4MC C49 H492 SING N N 80 
4MC N4  C33  SING N N 81 
4MC C33 H331 SING N N 82 
4MC C33 H332 SING N N 83 
4MC C33 H333 SING N N 84 
# 
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 
4MC SMILES           ACDLabs              10.04 O=C(N1CCN(C)CC1)NC(C(=O)NC(/C=C/S(=O)(=O)c2ccccc2)CCc3ccccc3)CCCNC(=[N@H])N 
4MC InChI            InChI                1.02b 
;InChI=1/C29H41N7O4S/c1-35-18-20-36(21-19-35)29(38)34-26(13-8-17-32-28(30)31)27(37)33-24(15-14-23-9-4-2-5-10-23)16-22-41(39,40)25-11-6-3-7-12-25/h2-7,9-12,16,22,24,26H,8,13-15,17-21H2,1H3,(H,33,37)(H,34,38)(H4,30,31,32)/b22-16+/t24-,26-/m0/s1/f/h30,32-34H,31H2/b22-16+,30-28+
;
4MC InChIKey         InChI                1.02b QLVPCZICLZOVOF-TUEPMAOODM 
4MC SMILES_CANONICAL CACTVS               3.341 CN1CCN(CC1)C(=O)N[C@@H](CCCNC(N)=N)C(=O)N[C@@H](CCc2ccccc2)/C=C/[S](=O)(=O)c3ccccc3 
4MC SMILES           CACTVS               3.341 CN1CCN(CC1)C(=O)N[CH](CCCNC(N)=N)C(=O)N[CH](CCc2ccccc2)C=C[S](=O)(=O)c3ccccc3 
4MC SMILES_CANONICAL "OpenEye OEToolkits" 1.5.0 [H]/N=C(\N)/NCCC[C@@H](C(=O)N[C@@H](CCc1ccccc1)C=CS(=O)(=O)c2ccccc2)NC(=O)N3CCN(CC3)C 
4MC SMILES           "OpenEye OEToolkits" 1.5.0 [H]N=C(N)NCCCC(C(=O)NC(CCc1ccccc1)C=CS(=O)(=O)c2ccccc2)NC(=O)N3CCN(CC3)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 
4MC "SYSTEMATIC NAME" ACDLabs              10.04 N~2~-[(4-methylpiperazin-1-yl)carbonyl]-N-[(1S,2E)-1-(2-phenylethyl)-3-(phenylsulfonyl)prop-2-en-1-yl]-L-argininamide                   
4MC "SYSTEMATIC NAME" "OpenEye OEToolkits" 1.5.0 N-[(2S)-5-carbamimidamido-1-oxo-1-[[(3S)-5-phenyl-1-(phenylsulfonyl)pent-1-en-3-yl]amino]pentan-2-yl]-4-methyl-piperazine-1-carboxamide 
# 
