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 2021-03-01 _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 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" 110 InChI InChI 1.03 "InChI=1S/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" 110 InChIKey InChI 1.03 RFAVPVOPIIHJKP-KCXKOMAXSA-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 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" # # loop_ _pdbx_chem_comp_audit.comp_id _pdbx_chem_comp_audit.action_type _pdbx_chem_comp_audit.date _pdbx_chem_comp_audit.processing_site 110 "Create component" 2000-11-07 PDBJ 110 "Modify descriptor" 2011-06-04 RCSB 110 "Modify synonyms" 2021-03-01 PDBE # _pdbx_chem_comp_synonyms.ordinal 1 _pdbx_chem_comp_synonyms.comp_id 110 _pdbx_chem_comp_synonyms.name BCH-10556 _pdbx_chem_comp_synonyms.provenance ? _pdbx_chem_comp_synonyms.type ? ##