data_CMI
# 
_chem_comp.id                                    CMI 
_chem_comp.name                                  "1-(3-CARBAMIMIDOYL-BENZYL)-4-METHYL-1H-INDOLE-2-CARBOXYLIC ACID 3,5-DIMETHYL-BENZYLAMIDE" 
_chem_comp.type                                  NON-POLYMER 
_chem_comp.pdbx_type                             HETAIN 
_chem_comp.formula                               "C27 H28 N4 O" 
_chem_comp.mon_nstd_parent_comp_id               ? 
_chem_comp.pdbx_synonyms                         ? 
_chem_comp.pdbx_formal_charge                    0 
_chem_comp.pdbx_initial_date                     2002-05-16 
_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                        424.537 
_chem_comp.one_letter_code                       ? 
_chem_comp.three_letter_code                     CMI 
_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        1LQD 
_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 
CMI C1   C1   C 0 1 Y N N 3.995  9.827  26.030 -3.667 0.090  -3.433 C1   CMI 1  
CMI C2   C2   C 0 1 Y N N 5.122  9.017  25.736 -2.482 -0.556 -3.160 C2   CMI 2  
CMI C3   C3   C 0 1 Y N N 5.483  8.774  24.394 -1.938 -0.492 -1.880 C3   CMI 3  
CMI C4   C4   C 0 1 Y N N 4.722  9.354  23.337 -2.610 0.234  -0.878 C4   CMI 4  
CMI C5   C5   C 0 1 Y N N 3.625  10.163 23.636 -3.813 0.883  -1.181 C5   CMI 5  
CMI C6   C6   C 0 1 Y N N 3.244  10.396 24.977 -4.327 0.806  -2.443 C6   CMI 6  
CMI N7   N7   N 0 1 Y N N 6.491  8.015  23.843 -0.798 -1.013 -1.316 N7   CMI 7  
CMI C8   C8   C 0 1 Y N N 6.420  8.083  22.479 -0.747 -0.637 0.012  C8   CMI 8  
CMI C9   C9   C 0 1 Y N N 5.318  8.912  22.137 -1.834 0.124  0.301  C9   CMI 9  
CMI C10  C10  C 0 1 N N N 2.867  10.855 22.581 -4.539 1.664  -0.116 C10  CMI 10 
CMI C11  C11  C 0 1 N N N 7.334  7.478  21.579 0.317  -0.997 0.960  C11  CMI 11 
CMI N12  N12  N 0 1 N N N 6.817  6.898  20.473 0.268  -0.549 2.230  N12  CMI 12 
CMI C13  C13  C 0 1 N N N 7.672  6.129  19.565 1.262  -1.003 3.206  C13  CMI 13 
CMI C14  C14  C 0 1 Y N N 7.697  4.635  19.780 0.987  -0.360 4.540  C14  CMI 14 
CMI C17  C17  C 0 1 N N N 7.406  7.173  24.629 0.197  -1.836 -2.008 C17  CMI 15 
CMI C18  C18  C 0 1 Y N N 8.651  7.878  25.041 1.189  -0.941 -2.706 C18  CMI 16 
CMI C21  C21  C 0 1 Y N N 9.134  9.013  24.364 2.312  -0.497 -2.032 C21  CMI 17 
CMI C22  C22  C 0 1 Y N N 10.358 9.581  24.710 3.227  0.323  -2.667 C22  CMI 18 
CMI C23  C23  C 0 1 Y N N 11.085 9.004  25.754 3.023  0.704  -3.977 C23  CMI 19 
CMI C24  C24  C 0 1 Y N N 10.598 7.885  26.472 1.893  0.259  -4.662 C24  CMI 20 
CMI C25  C25  C 0 1 Y N N 9.362  7.330  26.105 0.977  -0.572 -4.019 C25  CMI 21 
CMI C26  C26  C 0 1 Y N N 8.520  3.895  18.926 1.566  0.854  4.855  C26  CMI 22 
CMI C27  C27  C 0 1 Y N N 8.665  2.522  19.128 1.318  1.441  6.081  C27  CMI 23 
CMI C28  C28  C 0 1 Y N N 7.968  1.870  20.146 0.482  0.818  6.989  C28  CMI 24 
CMI C29  C29  C 0 1 Y N N 7.122  2.579  20.988 -0.100 -0.394 6.673  C29  CMI 25 
CMI C30  C30  C 0 1 Y N N 6.985  3.975  20.813 0.151  -0.983 5.448  C30  CMI 26 
CMI C31  C31  C 0 1 N N N 11.390 7.282  27.566 1.668  0.665  -6.069 C31  CMI 27 
CMI N32  N32  N 0 1 N N N 12.692 7.559  27.704 2.577  1.483  -6.703 N32  CMI 28 
CMI C33  C33  C 0 1 N N N 9.601  1.761  18.300 1.953  2.764  6.426  C33  CMI 29 
CMI C37  C37  C 0 1 N N N 6.397  1.847  22.043 -1.011 -1.073 7.663  C37  CMI 30 
CMI O45  O45  O 0 1 N N N 8.551  7.522  21.787 1.242  -1.699 0.597  O45  CMI 31 
CMI N53  N53  N 0 1 N N N 10.842 6.428  28.426 0.612  0.248  -6.706 N53  CMI 32 
CMI HC1  HC1  H 0 1 N N N 3.703  10.014 27.077 -4.087 0.039  -4.427 HC1  CMI 33 
CMI HC2  HC2  H 0 1 N N N 5.719  8.576  26.552 -1.976 -1.112 -3.936 HC2  CMI 34 
CMI HC6  HC6  H 0 1 N N N 2.363  11.020 25.201 -5.255 1.307  -2.674 HC6  CMI 35 
CMI HC9  HC9  H 0 1 N N N 4.984  9.168  21.118 -2.066 0.566  1.259  HC9  CMI 36 
CMI H101 1H10 H 0 0 N N N 2.537  10.091 21.839 -4.193 2.697  -0.124 H101 CMI 37 
CMI H102 2H10 H 0 0 N N N 1.991  11.501 22.820 -5.611 1.639  -0.315 H102 CMI 38 
CMI H103 3H10 H 0 0 N N N 3.587  11.462 21.984 -4.340 1.221  0.858  H103 CMI 39 
CMI H12  H12  H 0 1 N N N 5.817  7.036  20.329 -0.425 0.072  2.499  H12  CMI 40 
CMI H131 1H13 H 0 0 N N N 8.711  6.532  19.594 2.259  -0.722 2.866  H131 CMI 41 
CMI H132 2H13 H 0 0 N N N 7.398  6.354  18.508 1.205  -2.087 3.306  H132 CMI 42 
CMI H171 1H17 H 0 0 N N N 7.647  6.232  24.081 0.719  -2.461 -1.283 H171 CMI 43 
CMI H172 2H17 H 0 0 N N N 6.884  6.742  25.515 -0.300 -2.469 -2.742 H172 CMI 44 
CMI H21  H21  H 0 1 N N N 8.544  9.465  23.549 2.475  -0.792 -1.006 H21  CMI 45 
CMI H22  H22  H 0 1 N N N 10.741 10.464 24.172 4.102  0.667  -2.135 H22  CMI 46 
CMI H23  H23  H 0 1 N N N 12.063 9.441  26.017 3.738  1.346  -4.472 H23  CMI 47 
CMI H25  H25  H 0 1 N N N 8.950  6.465  26.652 0.100  -0.920 -4.544 H25  CMI 48 
CMI H26  H26  H 0 1 N N N 9.052  4.392  18.097 2.219  1.341  4.145  H26  CMI 49 
CMI H28  H28  H 0 1 N N N 8.087  0.783  20.287 0.284  1.279  7.946  H28  CMI 50 
CMI H30  H30  H 0 1 N N N 6.323  4.549  21.482 -0.303 -1.931 5.201  H30  CMI 51 
CMI H321 1H32 H 0 0 N N N 12.797 8.572  27.757 2.430  1.749  -7.625 H321 CMI 52 
CMI H322 2H32 H 0 0 N N N 13.238 7.143  28.458 3.364  1.794  -6.229 H322 CMI 53 
CMI H331 1H33 H 0 0 N N N 10.606 2.238  18.373 2.912  2.590  6.914  H331 CMI 54 
CMI H332 2H33 H 0 0 N N N 9.717  0.664  18.461 2.108  3.341  5.515  H332 CMI 55 
CMI H333 3H33 H 0 0 N N N 9.349  1.937  17.228 1.298  3.317  7.100  H333 CMI 56 
CMI H371 1H37 H 0 0 N N N 7.133  1.283  22.662 -2.037 -0.744 7.497  H371 CMI 57 
CMI H372 2H37 H 0 0 N N N 5.718  2.416  22.719 -0.950 -2.153 7.531  H372 CMI 58 
CMI H373 3H37 H 0 0 N N N 5.824  1.013  21.575 -0.705 -0.813 8.676  H373 CMI 59 
CMI H53  H53  H 0 1 N N N 10.065 6.465  27.767 0.465  0.513  -7.627 H53  CMI 60 
# 
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 
CMI C1  C2   DOUB Y N 1  
CMI C1  C6   SING Y N 2  
CMI C1  HC1  SING N N 3  
CMI C2  C3   SING Y N 4  
CMI C2  HC2  SING N N 5  
CMI C3  C4   DOUB Y N 6  
CMI C3  N7   SING Y N 7  
CMI C4  C5   SING Y N 8  
CMI C4  C9   SING Y N 9  
CMI C5  C6   DOUB Y N 10 
CMI C5  C10  SING N N 11 
CMI C6  HC6  SING N N 12 
CMI N7  C8   SING Y N 13 
CMI N7  C17  SING N N 14 
CMI C8  C9   DOUB Y N 15 
CMI C8  C11  SING N N 16 
CMI C9  HC9  SING N N 17 
CMI C10 H101 SING N N 18 
CMI C10 H102 SING N N 19 
CMI C10 H103 SING N N 20 
CMI C11 N12  SING N N 21 
CMI C11 O45  DOUB N N 22 
CMI N12 C13  SING N N 23 
CMI N12 H12  SING N N 24 
CMI C13 C14  SING N N 25 
CMI C13 H131 SING N N 26 
CMI C13 H132 SING N N 27 
CMI C14 C26  DOUB Y N 28 
CMI C14 C30  SING Y N 29 
CMI C17 C18  SING N N 30 
CMI C17 H171 SING N N 31 
CMI C17 H172 SING N N 32 
CMI C18 C21  DOUB Y N 33 
CMI C18 C25  SING Y N 34 
CMI C21 C22  SING Y N 35 
CMI C21 H21  SING N N 36 
CMI C22 C23  DOUB Y N 37 
CMI C22 H22  SING N N 38 
CMI C23 C24  SING Y N 39 
CMI C23 H23  SING N N 40 
CMI C24 C25  DOUB Y N 41 
CMI C24 C31  SING N N 42 
CMI C25 H25  SING N N 43 
CMI C26 C27  SING Y N 44 
CMI C26 H26  SING N N 45 
CMI C27 C28  DOUB Y N 46 
CMI C27 C33  SING N N 47 
CMI C28 C29  SING Y N 48 
CMI C28 H28  SING N N 49 
CMI C29 C30  DOUB Y N 50 
CMI C29 C37  SING N N 51 
CMI C30 H30  SING N N 52 
CMI C31 N32  SING N N 53 
CMI C31 N53  DOUB N E 54 
CMI N32 H321 SING N N 55 
CMI N32 H322 SING N N 56 
CMI C33 H331 SING N N 57 
CMI C33 H332 SING N N 58 
CMI C33 H333 SING N N 59 
CMI C37 H371 SING N N 60 
CMI C37 H372 SING N N 61 
CMI C37 H373 SING N N 62 
CMI N53 H53  SING N N 63 
# 
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 
CMI SMILES           ACDLabs              10.04 O=C(NCc1cc(cc(c1)C)C)c3cc2c(cccc2n3Cc4cc(C(=[N@H])N)ccc4)C                                                                                                                            
CMI InChI            InChI                1.02b InChI=1/C27H28N4O/c1-17-10-18(2)12-21(11-17)15-30-27(32)25-14-23-19(3)6-4-9-24(23)31(25)16-20-7-5-8-22(13-20)26(28)29/h4-14H,15-16H2,1-3H3,(H3,28,29)(H,30,32)/f/h28,30H,29H2/b28-26+ 
CMI InChIKey         InChI                1.02b JSQZLEYFOOSZPU-KNABBGAZDY                                                                                                                                                             
CMI SMILES_CANONICAL CACTVS               3.341 Cc1cc(C)cc(CNC(=O)c2cc3c(C)cccc3n2Cc4cccc(c4)C(N)=N)c1                                                                                                                                
CMI SMILES           CACTVS               3.341 Cc1cc(C)cc(CNC(=O)c2cc3c(C)cccc3n2Cc4cccc(c4)C(N)=N)c1                                                                                                                                
CMI SMILES_CANONICAL "OpenEye OEToolkits" 1.5.0 [H]/N=C(\c1cccc(c1)Cn2c3cccc(c3cc2C(=O)NCc4cc(cc(c4)C)C)C)/N                                                                                                                          
CMI SMILES           "OpenEye OEToolkits" 1.5.0 [H]N=C(c1cccc(c1)Cn2c3cccc(c3cc2C(=O)NCc4cc(cc(c4)C)C)C)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 
CMI "SYSTEMATIC NAME" ACDLabs              10.04 1-(3-carbamimidoylbenzyl)-N-(3,5-dimethylbenzyl)-4-methyl-1H-indole-2-carboxamide              
CMI "SYSTEMATIC NAME" "OpenEye OEToolkits" 1.5.0 1-[(3-carbamimidoylphenyl)methyl]-N-[(3,5-dimethylphenyl)methyl]-4-methyl-indole-2-carboxamide 
# 
