data_110
# 
_chem_comp.id                                    110 
_chem_comp.name                                  "3-(4-AMINO-CYCLOHEXYL)-2-HYDROXY-3-[(4-OXO-2-PHENYLMETHANESULFONYL-1,2,3,4-TETRAHYDRO-PYRROLO[1,2-A]PYRAZINE-6-CARBONYL)-AMINO]-PROPIONIC ACID BUTYL ESTER" 
_chem_comp.type                                  NON-POLYMER 
_chem_comp.pdbx_type                             HETAIN 
_chem_comp.formula                               "C28 H38 N4 O7 S" 
_chem_comp.mon_nstd_parent_comp_id               ? 
_chem_comp.pdbx_synonyms                         BCH-10556 
_chem_comp.pdbx_formal_charge                    0 
_chem_comp.pdbx_initial_date                     2000-11-07 
_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                        574.689 
_chem_comp.one_letter_code                       ? 
_chem_comp.three_letter_code                     110 
_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        ? 
_chem_comp.pdbx_subcomponent_list                ? 
_chem_comp.pdbx_processing_site                  PDBJ 
# 
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 
110 N1   N1   N 0 1 N N N 16.021 18.431 20.015 3.282   0.066  -0.140 N1   110 1  
110 C1   C1   C 0 1 N N S 14.758 18.360 19.209 4.426   -0.040 0.769  C1   110 2  
110 O3   O3   O 0 1 N N N 15.176 18.444 16.087 3.742   2.824  0.013  O3   110 3  
110 C10  C10  C 0 1 N N N 14.486 19.073 14.961 3.129   4.112  0.285  C10  110 4  
110 C11  C11  C 0 1 N N N 14.190 18.193 13.736 1.964   4.336  -0.680 C11  110 5  
110 C9   C9   C 0 1 N N N 15.588 19.247 17.107 4.791   2.412  0.743  C9   110 6  
110 O2   O2   O 0 1 N N N 16.720 19.694 17.211 5.226   3.114  1.625  O2   110 7  
110 C14  C14  C 0 1 N N N 16.881 17.363 20.120 2.085   -0.436 0.223  C14  110 8  
110 O4   O4   O 0 1 N N N 16.754 16.305 19.507 1.929   -0.891 1.341  O4   110 9  
110 C17  C17  C 0 1 Y N N 20.298 16.530 21.011 -0.255  -0.211 -2.587 C17  110 10 
110 C18  C18  C 0 1 Y N N 19.397 15.482 21.628 -1.063  -0.658 -1.611 C18  110 11 
110 N3   N3   N 0 1 Y N N 18.172 16.291 21.898 -0.327  -0.810 -0.463 N3   110 12 
110 C15  C15  C 0 1 Y N N 18.041 17.510 21.087 0.970   -0.434 -0.730 C15  110 13 
110 C16  C16  C 0 1 Y N N 19.398 17.554 20.379 1.032   -0.064 -2.046 C16  110 14 
110 C21  C21  C 0 1 N N N 17.382 14.716 23.632 -2.304  -1.656 0.741  C21  110 15 
110 C20  C20  C 0 1 N N N 17.225 15.960 22.788 -0.854  -1.233 0.705  C20  110 16 
110 S1   S1   S 0 1 N N N 19.040 12.685 24.236 -4.436  -0.110 0.068  S1   110 17 
110 O6   O6   O 0 1 N N N 17.802 11.951 24.341 -4.486  0.887  -0.943 O6   110 18 
110 O7   O7   O 0 1 N N N 20.180 12.108 23.545 -4.253  0.214  1.439  O7   110 19 
110 C24  C24  C 0 1 Y N N 21.875 13.886 25.603 -7.806  -0.138 -0.859 C24  110 20 
110 C23  C23  C 0 1 Y N N 20.583 14.198 26.028 -7.078  -0.743 0.148  C23  110 21 
110 C22  C22  C 0 1 N N N 19.498 13.174 25.954 -5.735  -1.356 -0.156 C22  110 22 
110 C26  C26  C 0 1 Y N N 20.299 15.491 26.436 -7.583  -0.790 1.434  C26  110 23 
110 C27  C27  C 0 1 Y N N 21.285 16.462 26.411 -8.813  -0.224 1.715  C27  110 24 
110 C28  C28  C 0 1 Y N N 22.564 16.141 25.979 -9.540  0.382  0.707  C28  110 25 
110 C29  C29  C 0 1 Y N N 22.857 14.849 25.578 -9.037  0.425  -0.579 C29  110 26 
110 O5   O5   O 0 1 N N N 16.228 16.652 22.948 -0.175  -1.279 1.704  O5   110 27 
110 C19  C19  C 0 1 N N N 19.811 14.991 22.991 -2.540  -0.973 -1.685 C19  110 28 
110 N4   N4   N 0 1 N N N 18.718 14.157 23.483 -3.051  -0.939 -0.302 N4   110 29 
110 C12  C12  C 0 1 N N N 13.525 18.973 12.598 1.318   5.693  -0.394 C12  110 30 
110 C13  C13  C 0 1 N N N 12.337 18.254 11.966 0.153   5.917  -1.360 C13  110 31 
110 C2   C2   C 0 1 N N N 13.496 18.250 20.095 5.103   -1.399 0.579  C2   110 32 
110 C4   C4   C 0 1 N N N 13.330 16.798 20.655 4.148   -2.510 1.019  C4   110 33 
110 C5   C5   C 0 1 N N N 11.969 16.681 21.377 4.825   -3.869 0.830  C5   110 34 
110 C6   C6   C 0 1 N N N 11.917 17.722 22.536 5.184   -4.059 -0.646 C6   110 35 
110 N2   N2   N 0 1 N N N 10.656 17.597 23.290 3.961   -4.004 -1.458 N2   110 36 
110 C7   C7   C 0 1 N N N 12.112 19.171 21.975 6.139   -2.948 -1.085 C7   110 37 
110 C8   C8   C 0 1 N N N 13.474 19.280 21.253 5.462   -1.589 -0.896 C8   110 38 
110 C3   C3   C 0 1 N N S 14.625 19.552 18.200 5.427   1.075  0.461  C3   110 39 
110 O1   O1   O 0 1 N N N 13.310 19.669 17.531 6.585   0.916  1.282  O1   110 40 
110 HN1  HN1  H 0 1 N N N 16.342 19.315 20.299 3.385   0.498  -1.002 HN1  110 41 
110 H1   H1   H 0 1 N N N 14.834 17.420 18.614 4.082   0.054  1.799  H1   110 42 
110 H101 1H10 H 0 0 N N N 15.052 19.978 14.639 3.869   4.901  0.151  H101 110 43 
110 H102 2H10 H 0 0 N N N 13.538 19.538 15.321 2.760   4.130  1.311  H102 110 44 
110 H111 1H11 H 0 0 N N N 13.582 17.302 14.020 1.224   3.547  -0.547 H111 110 45 
110 H112 2H11 H 0 0 N N N 15.112 17.676 13.382 2.333   4.318  -1.706 H112 110 46 
110 H17  H17  H 0 1 N N N 21.401 16.545 21.020 -0.544  -0.001 -3.606 H17  110 47 
110 H16  H16  H 0 1 N N N 19.682 18.218 19.546 1.911   0.278  -2.572 H16  110 48 
110 H211 1H21 H 0 0 N N N 16.592 13.962 23.408 -2.727  -1.420 1.718  H211 110 49 
110 H212 2H21 H 0 0 N N N 17.132 14.908 24.701 -2.374  -2.729 0.565  H212 110 50 
110 H24  H24  H 0 1 N N N 22.124 12.861 25.281 -7.413  -0.104 -1.864 H24  110 51 
110 H221 1H22 H 0 0 N N N 19.767 12.276 26.558 -5.724  -1.712 -1.187 H221 110 52 
110 H222 2H22 H 0 0 N N N 18.598 13.517 26.516 -5.557  -2.193 0.519  H222 110 53 
110 H26  H26  H 0 1 N N N 19.284 15.748 26.782 -7.015  -1.264 2.221  H26  110 54 
110 H27  H27  H 0 1 N N N 21.052 17.490 26.735 -9.206  -0.257 2.720  H27  110 55 
110 H28  H28  H 0 1 N N N 23.350 16.915 25.954 -10.502 0.823  0.926  H28  110 56 
110 H29  H29  H 0 1 N N N 23.873 14.587 25.239 -9.606  0.898  -1.366 H29  110 57 
110 H191 1H19 H 0 0 N N N 20.087 15.814 23.691 -3.050  -0.224 -2.290 H191 110 58 
110 H192 2H19 H 0 0 N N N 20.797 14.471 22.992 -2.688  -1.964 -2.114 H192 110 59 
110 H121 1H12 H 0 0 N N N 14.276 19.248 11.821 2.058   6.483  -0.528 H121 110 60 
110 H122 2H12 H 0 0 N N N 13.229 19.992 12.942 0.949   5.711  0.631  H122 110 61 
110 H131 1H13 H 0 0 N N N 11.587 17.979 12.744 0.522   5.900  -2.385 H131 110 62 
110 H132 2H13 H 0 0 N N N 11.853 18.822 11.138 -0.587  5.128  -1.226 H132 110 63 
110 H133 3H13 H 0 0 N N N 12.633 17.236 11.622 -0.307  6.884  -1.156 H133 110 64 
110 H2   H2   H 0 1 N N N 12.631 18.489 19.434 6.010   -1.440 1.182  H2   110 65 
110 H41  1H4  H 0 1 N N N 14.182 16.497 21.308 3.892   -2.375 2.070  H41  110 66 
110 H42  2H4  H 0 1 N N N 13.456 16.023 19.863 3.241   -2.469 0.416  H42  110 67 
110 H51  1H5  H 0 1 N N N 11.763 15.643 21.729 5.732   -3.910 1.432  H51  110 68 
110 H52  2H5  H 0 1 N N N 11.107 16.782 20.677 4.145   -4.661 1.143  H52  110 69 
110 H6   H6   H 0 1 N N N 12.753 17.515 23.244 5.666   -5.027 -0.780 H6   110 70 
110 HD21 1HD2 H 0 0 N N N 10.262 18.409 23.675 4.244   -4.133 -2.418 HD21 110 71 
110 HD22 2HD2 H 0 0 N N N 10.291 16.702 23.437 3.410   -4.811 -1.207 HD22 110 72 
110 H71  1H7  H 0 1 N N N 11.997 19.945 22.769 7.046   -2.989 -0.483 H71  110 73 
110 H72  2H7  H 0 1 N N N 11.266 19.483 21.320 6.395   -3.083 -2.136 H72  110 74 
110 H81  1H8  H 0 1 N N N 13.695 20.317 20.909 4.555   -1.548 -1.499 H81  110 75 
110 H82  2H8  H 0 1 N N N 14.338 19.163 21.948 6.142   -0.797 -1.209 H82  110 76 
110 H3   H3   H 0 1 N N N 14.791 20.492 18.776 5.716   1.025  -0.589 H3   110 77 
110 HO1  HO1  H 0 1 N N N 13.229 20.392 16.919 6.277   0.890  2.198  HO1  110 78 
# 
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 
110 N1  C1   SING N N 1  
110 N1  C14  SING N N 2  
110 N1  HN1  SING N N 3  
110 C1  C2   SING N N 4  
110 C1  C3   SING N N 5  
110 C1  H1   SING N N 6  
110 O3  C10  SING N N 7  
110 O3  C9   SING N N 8  
110 C10 C11  SING N N 9  
110 C10 H101 SING N N 10 
110 C10 H102 SING N N 11 
110 C11 C12  SING N N 12 
110 C11 H111 SING N N 13 
110 C11 H112 SING N N 14 
110 C9  O2   DOUB N N 15 
110 C9  C3   SING N N 16 
110 C14 O4   DOUB N N 17 
110 C14 C15  SING N N 18 
110 C17 C18  DOUB Y N 19 
110 C17 C16  SING Y N 20 
110 C17 H17  SING N N 21 
110 C18 N3   SING Y N 22 
110 C18 C19  SING N N 23 
110 N3  C15  SING Y N 24 
110 N3  C20  SING N N 25 
110 C15 C16  DOUB Y N 26 
110 C16 H16  SING N N 27 
110 C21 C20  SING N N 28 
110 C21 N4   SING N N 29 
110 C21 H211 SING N N 30 
110 C21 H212 SING N N 31 
110 C20 O5   DOUB N N 32 
110 S1  O6   DOUB N N 33 
110 S1  O7   DOUB N N 34 
110 S1  C22  SING N N 35 
110 S1  N4   SING N N 36 
110 C24 C23  DOUB Y N 37 
110 C24 C29  SING Y N 38 
110 C24 H24  SING N N 39 
110 C23 C22  SING N N 40 
110 C23 C26  SING Y N 41 
110 C22 H221 SING N N 42 
110 C22 H222 SING N N 43 
110 C26 C27  DOUB Y N 44 
110 C26 H26  SING N N 45 
110 C27 C28  SING Y N 46 
110 C27 H27  SING N N 47 
110 C28 C29  DOUB Y N 48 
110 C28 H28  SING N N 49 
110 C29 H29  SING N N 50 
110 C19 N4   SING N N 51 
110 C19 H191 SING N N 52 
110 C19 H192 SING N N 53 
110 C12 C13  SING N N 54 
110 C12 H121 SING N N 55 
110 C12 H122 SING N N 56 
110 C13 H131 SING N N 57 
110 C13 H132 SING N N 58 
110 C13 H133 SING N N 59 
110 C2  C4   SING N N 60 
110 C2  C8   SING N N 61 
110 C2  H2   SING N N 62 
110 C4  C5   SING N N 63 
110 C4  H41  SING N N 64 
110 C4  H42  SING N N 65 
110 C5  C6   SING N N 66 
110 C5  H51  SING N N 67 
110 C5  H52  SING N N 68 
110 C6  N2   SING N N 69 
110 C6  C7   SING N N 70 
110 C6  H6   SING N N 71 
110 N2  HD21 SING N N 72 
110 N2  HD22 SING N N 73 
110 C7  C8   SING N N 74 
110 C7  H71  SING N N 75 
110 C7  H72  SING N N 76 
110 C8  H81  SING N N 77 
110 C8  H82  SING N N 78 
110 C3  O1   SING N N 79 
110 C3  H3   SING N N 80 
110 O1  HO1  SING N N 81 
# 
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 
110 SMILES           ACDLabs              10.04 O=C(OCCCC)C(O)C(NC(=O)c1ccc2n1C(=O)CN(C2)S(=O)(=O)Cc3ccccc3)C4CCC(N)CC4 
110 InChI            InChI                1.02b 
InChI=1/C28H38N4O7S/c1-2-3-15-39-28(36)26(34)25(20-9-11-21(29)12-10-20)30-27(35)23-14-13-22-16-31(17-24(33)32(22)23)40(37,38)18-19-7-5-4-6-8-19/h4-8,13-14,20-21,25-26,34H,2-3,9-12,15-18,29H2,1H3,(H,30,35)/t20-,21-,25-,26-/m0/s1/f/h30H 
110 InChIKey         InChI                1.02b RFAVPVOPIIHJKP-PHYFUVLFDV 
110 SMILES_CANONICAL CACTVS               3.341 CCCCOC(=O)[C@@H](O)[C@@H](NC(=O)c1ccc2CN(CC(=O)n12)[S](=O)(=O)Cc3ccccc3)[C@H]4CC[C@H](N)CC4 
110 SMILES           CACTVS               3.341 CCCCOC(=O)[CH](O)[CH](NC(=O)c1ccc2CN(CC(=O)n12)[S](=O)(=O)Cc3ccccc3)[CH]4CC[CH](N)CC4 
110 SMILES_CANONICAL "OpenEye OEToolkits" 1.5.0 CCCCOC(=O)[C@H]([C@H](C1CCC(CC1)N)NC(=O)c2ccc3n2C(=O)CN(C3)S(=O)(=O)Cc4ccccc4)O 
110 SMILES           "OpenEye OEToolkits" 1.5.0 CCCCOC(=O)C(C(C1CCC(CC1)N)NC(=O)c2ccc3n2C(=O)CN(C3)S(=O)(=O)Cc4ccccc4)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 
110 "SYSTEMATIC NAME" ACDLabs              10.04 "butyl (2S,3S)-3-(trans-4-aminocyclohexyl)-3-({[2-(benzylsulfonyl)-4-oxo-1,2,3,4-tetrahydropyrrolo[1,2-a]pyrazin-6-yl]carbonyl}amino)-2-hydroxypropanoate" 
110 "SYSTEMATIC NAME" "OpenEye OEToolkits" 1.5.0 "butyl (2S,3S)-3-(4-aminocyclohexyl)-2-hydroxy-3-[[4-oxo-2-(phenylmethylsulfonyl)-1,3-dihydropyrrolo[5,1-f]pyrazin-6-yl]carbonylamino]propanoate"          
# 
