data_38I # _chem_comp.id 38I _chem_comp.name "{(5R)-5-amino-5-carboxy-5-[(3-endo)-8-(3,4-dichlorobenzyl)-8-azabicyclo[3.2.1]oct-3-yl]pentyl}(trihydroxy)borate(1-)" _chem_comp.type NON-POLYMER _chem_comp.pdbx_type HETAIN _chem_comp.formula "C20 H30 B Cl2 N2 O5" _chem_comp.mon_nstd_parent_comp_id ? _chem_comp.pdbx_synonyms ? _chem_comp.pdbx_formal_charge -1 _chem_comp.pdbx_initial_date 2013-02-12 _chem_comp.pdbx_modified_date 2013-12-06 _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 460.180 _chem_comp.one_letter_code ? _chem_comp.three_letter_code 38I _chem_comp.pdbx_model_coordinates_details ? _chem_comp.pdbx_model_coordinates_missing_flag N _chem_comp.pdbx_ideal_coordinates_details Corina _chem_comp.pdbx_ideal_coordinates_missing_flag N _chem_comp.pdbx_model_coordinates_db_code 4IXU _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 38I CL2 CL2 CL 0 0 N N N 28.074 86.584 77.006 28.074 86.584 77.006 CL2 38I 1 38I C26 C26 C 0 1 Y N N 29.340 85.320 77.054 29.340 85.320 77.054 C26 38I 2 38I C25 C25 C 0 1 Y N N 29.709 84.668 78.226 29.709 84.668 78.226 C25 38I 3 38I CL1 CL1 CL 0 0 N N N 28.947 85.034 79.806 28.947 85.034 79.806 CL1 38I 4 38I C24 C24 C 0 1 Y N N 30.694 83.690 78.207 30.694 83.690 78.207 C24 38I 5 38I C23 C23 C 0 1 Y N N 31.311 83.363 77.015 31.311 83.363 77.015 C23 38I 6 38I C27 C27 C 0 1 Y N N 29.959 84.995 75.863 29.959 84.995 75.863 C27 38I 7 38I C22 C22 C 0 1 Y N N 30.936 84.018 75.852 30.936 84.018 75.852 C22 38I 8 38I C21 C21 C 0 1 N N N 31.625 83.664 74.574 31.625 83.664 74.574 C21 38I 9 38I N16 N16 N 0 1 N N N 33.036 83.979 74.847 33.036 83.979 74.847 N16 38I 10 38I C17 C17 C 0 1 N N R 33.961 83.657 73.769 33.961 83.657 73.769 C17 38I 11 38I C19 C19 C 0 1 N N N 35.277 84.178 74.331 35.277 84.178 74.331 C19 38I 12 38I C20 C20 C 0 1 N N N 34.878 85.203 75.393 34.878 85.203 75.393 C20 38I 13 38I C15 C15 C 0 1 N N S 33.380 85.367 75.224 33.380 85.367 75.224 C15 38I 14 38I C14 C14 C 0 1 N N N 33.222 86.431 74.132 33.222 86.431 74.132 C14 38I 15 38I C18 C18 C 0 1 N N N 33.605 84.444 72.516 33.605 84.444 72.516 C18 38I 16 38I C7 C7 C 0 1 N N N 33.066 85.874 72.715 33.066 85.874 72.715 C7 38I 17 38I C4 C4 C 0 1 N N R 33.467 86.770 71.537 33.467 86.770 71.537 C4 38I 18 38I C1 C1 C 0 1 N N N 33.864 88.202 71.848 33.864 88.202 71.848 C1 38I 19 38I O3 O3 O 0 1 N N N 34.941 88.458 72.446 34.941 88.458 72.446 O3 38I 20 38I O2 O2 O 0 1 N N N 33.094 89.113 71.453 33.094 89.113 71.453 O2 38I 21 38I N6 N6 N 0 1 N N N 32.193 86.818 70.809 32.193 86.818 70.809 N6 38I 22 38I C5 C5 C 0 1 N N N 34.573 86.077 70.731 34.573 86.077 70.731 C5 38I 23 38I C8 C8 C 0 1 N N N 35.026 86.827 69.499 35.026 86.827 69.499 C8 38I 24 38I C9 C9 C 0 1 N N N 36.192 86.136 68.781 36.192 86.136 68.781 C9 38I 25 38I C10 C10 C 0 1 N N N 36.622 87.027 67.612 36.622 87.027 67.612 C10 38I 26 38I B11 B11 B -1 1 N N N 37.140 86.144 66.403 37.140 86.144 66.403 B11 38I 27 38I O30 O30 O 0 1 N N N 37.697 87.197 65.415 37.697 87.197 65.415 O30 38I 28 38I O13 O13 O 0 1 N N N 38.358 85.311 66.692 38.358 85.311 66.692 O13 38I 29 38I O12 O12 O 0 1 N N N 36.094 85.530 65.521 36.094 85.530 65.521 O12 38I 30 38I H1 H1 H 0 1 N N N 30.977 83.187 79.120 30.977 83.187 79.120 H1 38I 31 38I H2 H2 H 0 1 N N N 32.079 82.604 76.989 32.079 82.604 76.989 H2 38I 32 38I H3 H3 H 0 1 N N N 29.682 85.500 74.949 29.682 85.500 74.949 H3 38I 33 38I H4 H4 H 0 1 N N N 31.241 84.269 73.739 31.241 84.269 73.740 H4 38I 34 38I H5 H5 H 0 1 N N N 31.498 82.596 74.341 31.498 82.596 74.341 H5 38I 35 38I H7 H7 H 0 1 N N N 34.010 82.577 73.566 34.010 82.577 73.565 H7 38I 36 38I H8 H8 H 0 1 N N N 35.855 83.359 74.783 35.855 83.359 74.783 H8 38I 37 38I H9 H9 H 0 1 N N N 35.874 84.655 73.539 35.874 84.655 73.539 H9 38I 38 38I H10 H10 H 0 1 N N N 35.117 84.831 76.400 35.117 84.831 76.400 H10 38I 39 38I H11 H11 H 0 1 N N N 35.395 86.159 75.223 35.395 86.159 75.223 H11 38I 40 38I H12 H12 H 0 1 N N N 32.896 85.677 76.162 32.896 85.677 76.162 H12 38I 41 38I H13 H13 H 0 1 N N N 34.113 87.076 74.151 34.113 87.076 74.151 H13 38I 42 38I H14 H14 H 0 1 N N N 32.330 87.031 74.365 32.330 87.031 74.365 H14 38I 43 38I H15 H15 H 0 1 N N N 32.837 83.873 71.973 32.837 83.873 71.973 H15 38I 44 38I H16 H16 H 0 1 N N N 34.514 84.515 71.900 34.514 84.515 71.900 H16 38I 45 38I H17 H17 H 0 1 N N N 31.978 85.760 72.597 31.978 85.760 72.597 H17 38I 46 38I H18 H18 H 0 1 N N N 35.042 89.399 72.529 35.042 89.399 72.529 H18 38I 47 38I H19 H19 H 0 1 N N N 31.505 87.277 71.371 31.504 87.277 71.371 H19 38I 48 38I H20 H20 H 0 1 N N N 32.316 87.323 69.955 32.316 87.323 69.955 H20 38I 49 38I H22 H22 H 0 1 N N N 34.199 85.092 70.414 34.199 85.092 70.414 H22 38I 50 38I H23 H23 H 0 1 N N N 35.444 85.944 71.390 35.444 85.944 71.390 H23 38I 51 38I H24 H24 H 0 1 N N N 35.346 87.836 69.799 35.346 87.836 69.799 H24 38I 52 38I H25 H25 H 0 1 N N N 34.179 86.903 68.802 34.179 86.903 68.802 H25 38I 53 38I H26 H26 H 0 1 N N N 35.869 85.155 68.403 35.869 85.155 68.403 H26 38I 54 38I H27 H27 H 0 1 N N N 37.033 86.002 69.478 37.033 86.002 69.478 H27 38I 55 38I H28 H28 H 0 1 N N N 37.430 87.695 67.944 37.430 87.695 67.944 H28 38I 56 38I H29 H29 H 0 1 N N N 35.763 87.628 67.279 35.763 87.628 67.279 H29 38I 57 38I H30 H30 H 0 1 N N N 38.393 87.689 65.835 38.393 87.689 65.835 H30 38I 58 38I H31 H31 H 0 1 N N N 38.131 84.618 67.301 38.131 84.618 67.301 H31 38I 59 38I H32 H32 H 0 1 N N N 35.644 84.841 65.995 35.644 84.841 65.995 H32 38I 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 38I O30 B11 SING N N 1 38I O12 B11 SING N N 2 38I B11 O13 SING N N 3 38I B11 C10 SING N N 4 38I C10 C9 SING N N 5 38I C9 C8 SING N N 6 38I C8 C5 SING N N 7 38I C5 C4 SING N N 8 38I N6 C4 SING N N 9 38I O2 C1 DOUB N N 10 38I C4 C1 SING N N 11 38I C4 C7 SING N N 12 38I C1 O3 SING N N 13 38I C18 C7 SING N N 14 38I C18 C17 SING N N 15 38I C7 C14 SING N N 16 38I C17 C19 SING N N 17 38I C17 N16 SING N N 18 38I C14 C15 SING N N 19 38I C19 C20 SING N N 20 38I C21 N16 SING N N 21 38I C21 C22 SING N N 22 38I N16 C15 SING N N 23 38I C15 C20 SING N N 24 38I C22 C27 DOUB Y N 25 38I C22 C23 SING Y N 26 38I C27 C26 SING Y N 27 38I CL2 C26 SING N N 28 38I C23 C24 DOUB Y N 29 38I C26 C25 DOUB Y N 30 38I C24 C25 SING Y N 31 38I C25 CL1 SING N N 32 38I C24 H1 SING N N 33 38I C23 H2 SING N N 34 38I C27 H3 SING N N 35 38I C21 H4 SING N N 36 38I C21 H5 SING N N 37 38I C17 H7 SING N N 38 38I C19 H8 SING N N 39 38I C19 H9 SING N N 40 38I C20 H10 SING N N 41 38I C20 H11 SING N N 42 38I C15 H12 SING N N 43 38I C14 H13 SING N N 44 38I C14 H14 SING N N 45 38I C18 H15 SING N N 46 38I C18 H16 SING N N 47 38I C7 H17 SING N N 48 38I O3 H18 SING N N 49 38I N6 H19 SING N N 50 38I N6 H20 SING N N 51 38I C5 H22 SING N N 52 38I C5 H23 SING N N 53 38I C8 H24 SING N N 54 38I C8 H25 SING N N 55 38I C9 H26 SING N N 56 38I C9 H27 SING N N 57 38I C10 H28 SING N N 58 38I C10 H29 SING N N 59 38I O30 H30 SING N N 60 38I O13 H31 SING N N 61 38I O12 H32 SING N N 62 # 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 38I SMILES ACDLabs 12.01 "O=C(O)C(N)(C2CC3N(Cc1ccc(Cl)c(Cl)c1)C(C2)CC3)CCCC[B-](O)(O)O" 38I InChI InChI 1.03 "InChI=1S/C20H30BCl2N2O5/c22-17-6-3-13(9-18(17)23)12-25-15-4-5-16(25)11-14(10-15)20(24,19(26)27)7-1-2-8-21(28,29)30/h3,6,9,14-16,28-30H,1-2,4-5,7-8,10-12,24H2,(H,26,27)/q-1/t14-,15+,16-,20-/m1/s1" 38I InChIKey InChI 1.03 KCKQBVVBSIZAMB-UIVXKWKOSA-N 38I SMILES_CANONICAL CACTVS 3.370 "N[C@](CCCC[B-](O)(O)O)(C1C[C@H]2CC[C@@H](C1)N2Cc3ccc(Cl)c(Cl)c3)C(O)=O" 38I SMILES CACTVS 3.370 "N[C](CCCC[B-](O)(O)O)(C1C[CH]2CC[CH](C1)N2Cc3ccc(Cl)c(Cl)c3)C(O)=O" 38I SMILES_CANONICAL "OpenEye OEToolkits" 1.7.6 "[B-](CCCC[C@@](C1C[C@H]2CC[C@@H](C1)N2Cc3ccc(c(c3)Cl)Cl)(C(=O)O)N)(O)(O)O" 38I SMILES "OpenEye OEToolkits" 1.7.6 "[B-](CCCCC(C1CC2CCC(C1)N2Cc3ccc(c(c3)Cl)Cl)(C(=O)O)N)(O)(O)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 38I "SYSTEMATIC NAME" ACDLabs 12.01 "{(5R)-5-amino-5-carboxy-5-[(3-endo)-8-(3,4-dichlorobenzyl)-8-azabicyclo[3.2.1]oct-3-yl]pentyl}(trihydroxy)borate(1-)" 38I "SYSTEMATIC NAME" "OpenEye OEToolkits" 1.7.6 "[(5R)-5-azanyl-5-[(1R,5S)-8-[(3,4-dichlorophenyl)methyl]-8-azabicyclo[3.2.1]octan-3-yl]-6-oxidanyl-6-oxidanylidene-hexyl]-tris(oxidanyl)boranuide" # loop_ _pdbx_chem_comp_audit.comp_id _pdbx_chem_comp_audit.action_type _pdbx_chem_comp_audit.date _pdbx_chem_comp_audit.processing_site 38I "Create component" 2013-02-12 RCSB 38I "Initial release" 2013-12-11 RCSB #