data_CIB
# 
_chem_comp.id                                    CIB 
_chem_comp.name                                  "2-ACETYLAMINO-4-METHYL-PENTANOIC ACID [1-(1-FORMYL-PENTYLCARBAMOYL)-3-METHYL-BUTYL]-AMIDE" 
_chem_comp.type                                  NON-POLYMER 
_chem_comp.pdbx_type                             HETAIN 
_chem_comp.formula                               "C20 H37 N3 O4" 
_chem_comp.mon_nstd_parent_comp_id               ? 
_chem_comp.pdbx_synonyms                         "CALPAIN IHIBITOR I" 
_chem_comp.pdbx_formal_charge                    0 
_chem_comp.pdbx_initial_date                     2003-01-22 
_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                        383.525 
_chem_comp.one_letter_code                       ? 
_chem_comp.three_letter_code                     CIB 
_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        1J2Q 
_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 
CIB N1   N1   N 0 1 N N N 120.079 22.498 92.551 -0.240 0.752  -4.048 N1   CIB 1  
CIB CA1  CA1  C 0 1 N N S 121.279 23.097 91.958 -0.158 -0.344 -3.081 CA1  CIB 2  
CIB C1   C1   C 0 1 N N N 122.482 22.645 92.769 -0.283 0.206  -1.684 C1   CIB 3  
CIB O1   O1   O 0 1 N N N 122.486 22.814 93.999 0.107  1.328  -1.437 O1   CIB 4  
CIB CB1  CB1  C 0 1 N N N 121.280 24.649 92.017 1.188  -1.056 -3.230 CB1  CIB 5  
CIB CG1  CG1  C 0 1 N N N 120.203 25.396 91.215 1.315  -1.615 -4.648 CG1  CIB 6  
CIB CD1  CD1  C 0 1 N N N 120.438 26.917 91.497 2.661  -2.326 -4.797 CD1  CIB 7  
CIB CD2  CD2  C 0 1 N N N 120.399 25.161 89.681 0.181  -2.609 -4.908 CD2  CIB 8  
CIB C10  C10  C 0 1 N N N 119.848 21.127 92.535 0.662  1.753  -4.010 C10  CIB 9  
CIB C25  C25  C 0 1 N N N 118.579 20.599 93.181 0.578  2.881  -5.005 C25  CIB 10 
CIB O28  O28  O 0 1 N N N 120.616 20.319 92.029 1.542  1.744  -3.176 O28  CIB 11 
CIB N2   N2   N 0 1 N N N 123.504 22.091 92.059 -0.828 -0.546 -0.708 N2   CIB 12 
CIB CA2  CA2  C 0 1 N N S 124.718 21.644 92.703 -0.995 0.006  0.637  CA2  CIB 13 
CIB C2   C2   C 0 1 N N N 125.907 22.404 92.118 -0.193 -0.808 1.618  C2   CIB 14 
CIB O2   O2   O 0 1 N N N 125.891 22.818 90.937 0.454  -1.758 1.231  O2   CIB 15 
CIB CB2  CB2  C 0 1 N N N 124.972 20.076 92.531 -2.474 -0.037 1.027  CB2  CIB 16 
CIB CG2  CG2  C 0 1 N N N 123.907 19.067 93.116 -3.270 0.895  0.112  CG2  CIB 17 
CIB CD3  CD3  C 0 1 N N N 124.371 17.593 92.835 -4.760 0.787  0.446  CD3  CIB 18 
CIB CD4  CD4  C 0 1 N N N 123.741 19.229 94.678 -2.804 2.336  0.324  CD4  CIB 19 
CIB N3   N3   N 0 1 N N N 126.942 22.543 93.003 -0.195 -0.482 2.926  N3   CIB 20 
CIB CA3  CA3  C 0 1 N N S 128.248 23.172 92.805 0.585  -1.274 3.880  CA3  CIB 21 
CIB C3   C3   C 0 1 N N N 129.209 22.017 92.838 -0.266 -2.395 4.417  C3   CIB 22 
CIB O3   O3   O 0 1 N N N 128.852 20.819 92.999 -1.407 -2.519 4.042  O3   CIB 23 
CIB CB3  CB3  C 0 1 N N N 128.639 24.051 94.004 1.038  -0.380 5.035  CB3  CIB 24 
CIB CG3  CG3  C 0 1 N N N 127.831 25.330 94.189 1.903  0.758  4.490  CG3  CIB 25 
CIB CE3  CE3  C 0 1 N N N 127.494 27.599 93.097 3.222  2.790  5.099  CE3  CIB 26 
CIB C19  C19  C 0 1 N N N 128.513 26.568 93.583 2.357  1.652  5.645  C19  CIB 27 
CIB HN1  HN1  H 0 1 N N N 119.363 23.068 93.001 -0.944 0.759  -4.715 HN1  CIB 28 
CIB HA1  HA1  H 0 1 N N N 121.307 22.776 90.890 -0.965 -1.052 -3.266 HA1  CIB 29 
CIB HB11 1HB1 H 0 0 N N N 121.237 24.975 93.082 1.995  -0.347 -3.045 HB11 CIB 30 
CIB HB12 2HB1 H 0 0 N N N 122.286 25.027 91.721 1.249  -1.872 -2.510 HB12 CIB 31 
CIB HG1  HG1  H 0 1 N N N 119.185 25.046 91.505 1.254  -0.798 -5.368 HG1  CIB 32 
CIB HD11 1HD1 H 0 0 N N N 119.656 27.459 90.915 2.751  -2.725 -5.808 HD11 CIB 33 
CIB HD12 2HD1 H 0 0 N N N 120.443 27.173 92.582 3.469  -1.618 -4.612 HD12 CIB 34 
CIB HD13 3HD1 H 0 0 N N N 121.476 27.256 91.273 2.722  -3.143 -4.078 HD13 CIB 35 
CIB HD21 1HD2 H 0 0 N N N 119.617 25.703 89.099 0.242  -3.426 -4.188 HD21 CIB 36 
CIB HD22 2HD2 H 0 0 N N N 121.427 25.434 89.348 -0.777 -2.102 -4.801 HD22 CIB 37 
CIB HD23 3HD2 H 0 0 N N N 120.425 24.075 89.428 0.271  -3.008 -5.918 HD23 CIB 38 
CIB H251 1H25 H 0 0 N N N 118.393 19.499 93.168 1.385  3.590  -4.820 H251 CIB 39 
CIB H252 2H25 H 0 0 N N N 118.530 20.962 94.234 0.668  2.483  -6.015 H252 CIB 40 
CIB H253 3H25 H 0 0 N N N 117.700 21.119 92.733 -0.381 3.388  -4.899 H253 CIB 41 
CIB HN2  HN2  H 0 1 N N N 123.361 22.011 91.052 -1.110 -1.455 -0.898 HN2  CIB 42 
CIB HA2  HA2  H 0 1 N N N 124.604 21.847 93.793 -0.646 1.039  0.651  HA2  CIB 43 
CIB HB21 1HB2 H 0 0 N N N 125.126 19.851 91.449 -2.847 -1.056 0.921  HB21 CIB 44 
CIB HB22 2HB2 H 0 0 N N N 125.974 19.824 92.948 -2.587 0.284  2.062  HB22 CIB 45 
CIB HG2  HG2  H 0 1 N N N 122.933 19.288 92.620 -3.109 0.609  -0.926 HG2  CIB 46 
CIB HD31 1HD3 H 0 0 N N N 123.619 16.880 93.248 -5.327 1.451  -0.205 HD31 CIB 47 
CIB HD32 2HD3 H 0 0 N N N 124.571 17.413 91.752 -5.092 -0.240 0.295  HD32 CIB 48 
CIB HD33 3HD3 H 0 0 N N N 125.397 17.393 93.222 -4.921 1.072  1.485  HD33 CIB 49 
CIB HD41 1HD4 H 0 0 N N N 122.989 18.516 95.091 -2.859 2.584  1.384  HD41 CIB 50 
CIB HD42 2HD4 H 0 0 N N N 124.720 19.134 95.202 -1.775 2.440  -0.020 HD42 CIB 51 
CIB HD43 3HD4 H 0 0 N N N 123.496 20.281 94.953 -3.446 3.013  -0.241 HD43 CIB 52 
CIB HN3  HN3  H 0 1 N N N 126.715 22.133 93.909 -0.713 0.277  3.235  HN3  CIB 53 
CIB HA3  HA3  H 0 1 N N N 128.246 23.791 91.878 1.458  -1.690 3.378  HA3  CIB 54 
CIB H3   H3   H 0 1 N N N 130.306 22.052 92.731 0.143  -3.087 5.137  H3   CIB 55 
CIB HB31 1HB3 H 0 0 N N N 128.610 23.446 94.940 1.619  -0.969 5.745  HB31 CIB 56 
CIB HB32 2HB3 H 0 0 N N N 129.726 24.294 93.955 0.165  0.036  5.537  HB32 CIB 57 
CIB HG31 1HG3 H 0 0 N N N 126.798 25.208 93.787 1.323  1.347  3.780  HG31 CIB 58 
CIB HG32 2HG3 H 0 0 N N N 127.590 25.495 95.265 2.777  0.342  3.987  HG32 CIB 59 
CIB HE31 1HE3 H 0 0 N N N 127.988 28.496 92.657 3.545  3.428  5.922  HE31 CIB 60 
CIB HE32 2HE3 H 0 0 N N N 126.767 27.145 92.382 4.095  2.374  4.597  HE32 CIB 61 
CIB HE33 3HE3 H 0 0 N N N 126.785 27.883 93.909 2.641  3.380  4.390  HE33 CIB 62 
CIB H191 1H19 H 0 0 N N N 129.239 27.021 94.297 2.937  1.063  6.355  H191 CIB 63 
CIB H192 2H19 H 0 0 N N N 129.221 26.283 92.770 1.483  2.068  6.147  H192 CIB 64 
# 
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 
CIB N1  CA1  SING N N 1  
CIB N1  C10  SING N N 2  
CIB N1  HN1  SING N N 3  
CIB CA1 C1   SING N N 4  
CIB CA1 CB1  SING N N 5  
CIB CA1 HA1  SING N N 6  
CIB C1  O1   DOUB N N 7  
CIB C1  N2   SING N N 8  
CIB CB1 CG1  SING N N 9  
CIB CB1 HB11 SING N N 10 
CIB CB1 HB12 SING N N 11 
CIB CG1 CD1  SING N N 12 
CIB CG1 CD2  SING N N 13 
CIB CG1 HG1  SING N N 14 
CIB CD1 HD11 SING N N 15 
CIB CD1 HD12 SING N N 16 
CIB CD1 HD13 SING N N 17 
CIB CD2 HD21 SING N N 18 
CIB CD2 HD22 SING N N 19 
CIB CD2 HD23 SING N N 20 
CIB C10 C25  SING N N 21 
CIB C10 O28  DOUB N N 22 
CIB C25 H251 SING N N 23 
CIB C25 H252 SING N N 24 
CIB C25 H253 SING N N 25 
CIB N2  CA2  SING N N 26 
CIB N2  HN2  SING N N 27 
CIB CA2 C2   SING N N 28 
CIB CA2 CB2  SING N N 29 
CIB CA2 HA2  SING N N 30 
CIB C2  O2   DOUB N N 31 
CIB C2  N3   SING N N 32 
CIB CB2 CG2  SING N N 33 
CIB CB2 HB21 SING N N 34 
CIB CB2 HB22 SING N N 35 
CIB CG2 CD3  SING N N 36 
CIB CG2 CD4  SING N N 37 
CIB CG2 HG2  SING N N 38 
CIB CD3 HD31 SING N N 39 
CIB CD3 HD32 SING N N 40 
CIB CD3 HD33 SING N N 41 
CIB CD4 HD41 SING N N 42 
CIB CD4 HD42 SING N N 43 
CIB CD4 HD43 SING N N 44 
CIB N3  CA3  SING N N 45 
CIB N3  HN3  SING N N 46 
CIB CA3 C3   SING N N 47 
CIB CA3 CB3  SING N N 48 
CIB CA3 HA3  SING N N 49 
CIB C3  O3   DOUB N N 50 
CIB C3  H3   SING N N 51 
CIB CB3 CG3  SING N N 52 
CIB CB3 HB31 SING N N 53 
CIB CB3 HB32 SING N N 54 
CIB CG3 C19  SING N N 55 
CIB CG3 HG31 SING N N 56 
CIB CG3 HG32 SING N N 57 
CIB CE3 C19  SING N N 58 
CIB CE3 HE31 SING N N 59 
CIB CE3 HE32 SING N N 60 
CIB CE3 HE33 SING N N 61 
CIB C19 H191 SING N N 62 
CIB C19 H192 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 
CIB SMILES           ACDLabs              10.04 O=C(NC(C(=O)NC(C(=O)NC(C=O)CCCC)CC(C)C)CC(C)C)C                                                                                                                                 
CIB InChI            InChI                1.02b InChI=1/C20H37N3O4/c1-7-8-9-16(12-24)22-19(26)18(11-14(4)5)23-20(27)17(10-13(2)3)21-15(6)25/h12-14,16-18H,7-11H2,1-6H3,(H,21,25)(H,22,26)(H,23,27)/t16-,17-,18-/m0/s1/f/h21-23H 
CIB InChIKey         InChI                1.02b FMYKJLXRRQTBOR-FFXFPXCZDO                                                                                                                                                       
CIB SMILES_CANONICAL CACTVS               3.341 CCCC[C@H](NC(=O)[C@H](CC(C)C)NC(=O)[C@H](CC(C)C)NC(C)=O)C=O                                                                                                                     
CIB SMILES           CACTVS               3.341 CCCC[CH](NC(=O)[CH](CC(C)C)NC(=O)[CH](CC(C)C)NC(C)=O)C=O                                                                                                                        
CIB SMILES_CANONICAL "OpenEye OEToolkits" 1.5.0 CCCC[C@@H](C=O)NC(=O)[C@H](CC(C)C)NC(=O)[C@H](CC(C)C)NC(=O)C                                                                                                                    
CIB SMILES           "OpenEye OEToolkits" 1.5.0 CCCCC(C=O)NC(=O)C(CC(C)C)NC(=O)C(CC(C)C)NC(=O)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 
CIB "SYSTEMATIC NAME" ACDLabs              10.04 N-acetyl-L-leucyl-N-[(1S)-1-formylpentyl]-L-leucinamide                                                 
CIB "SYSTEMATIC NAME" "OpenEye OEToolkits" 1.5.0 (2S)-2-acetamido-4-methyl-N-[(2S)-4-methyl-1-oxo-1-[[(2S)-1-oxohexan-2-yl]amino]pentan-2-yl]pentanamide 
# 
