data_368 # _chem_comp.id 368 _chem_comp.name "(1R)-2-{[AMINO(IMINO)METHYL]AMINO}-1-{4-[(4R)-4-(HYDROXYMETHYL)-1,3,2-DIOXABOROLAN-2-YL]PHENYL}ETHYL NICOTINATE" _chem_comp.type NON-POLYMER _chem_comp.pdbx_type HETAIN _chem_comp.formula "C18 H21 B N4 O5" _chem_comp.mon_nstd_parent_comp_id ? _chem_comp.pdbx_synonyms ? _chem_comp.pdbx_formal_charge 0 _chem_comp.pdbx_initial_date 2005-05-20 _chem_comp.pdbx_modified_date 2011-06-04 _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 384.194 _chem_comp.one_letter_code ? _chem_comp.three_letter_code 368 _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 1ZLR _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 368 C01 C01 C 0 1 Y N N 8.911 72.030 84.770 -2.910 0.536 0.430 C01 368 1 368 C02 C02 C 0 1 Y N N 9.900 71.300 84.030 -2.090 -0.107 -0.496 C02 368 2 368 C03 C03 C 0 1 Y N N 9.869 71.260 82.610 -0.722 0.059 -0.435 C03 368 3 368 C04 C04 C 0 1 Y N N 8.855 71.944 81.878 -0.162 0.853 0.550 C04 368 4 368 C05 C05 C 0 1 Y N N 7.863 72.685 82.616 -0.971 1.494 1.472 C05 368 5 368 C06 C06 C 0 1 Y N N 7.893 72.725 84.040 -2.341 1.340 1.417 C06 368 6 368 B07 B07 B 0 1 N N N 8.972 72.049 86.292 -4.468 0.356 0.362 B07 368 7 368 O08 O08 O 0 1 N N N 8.746 70.736 86.828 -5.408 0.957 1.247 O08 368 8 368 C09 C09 C 0 1 N N N 7.806 70.841 87.886 -6.720 0.508 0.852 C09 368 9 368 C10 C10 C 0 1 N N R 6.997 72.087 87.505 -6.418 -0.783 0.050 C10 368 10 368 O11 O11 O 0 1 N N N 7.977 72.904 86.896 -5.170 -0.432 -0.600 O11 368 11 368 C12 C12 C 0 1 N N R 8.871 71.848 80.349 1.334 1.026 0.616 C12 368 12 368 C13 C13 C 0 1 N N N 9.968 72.657 79.645 1.760 2.146 -0.335 C13 368 13 368 NP4 NP4 N 0 1 N N N 11.198 71.852 79.627 3.214 2.314 -0.271 NP4 368 14 368 C15 C15 C 0 1 N N N 12.149 71.852 78.688 3.830 3.270 -1.045 C15 368 15 368 NP6 NP6 N 0 1 N N N 13.440 71.800 79.032 5.194 3.427 -0.985 NP6 368 16 368 NP7 NP7 N 0 1 N N N 11.799 71.898 77.397 3.120 4.026 -1.834 NP7 368 17 368 O18 O18 O 0 1 N N N 7.545 72.168 79.807 1.981 -0.213 0.224 O18 368 18 368 C19 C19 C 0 1 N N N 6.546 71.231 79.803 3.182 -0.538 0.741 C19 368 19 368 O20 O20 O 0 1 N N N 6.662 70.100 80.234 3.723 0.206 1.534 O20 368 20 368 C21 C21 C 0 1 Y N N 5.285 71.787 79.199 3.841 -1.799 0.343 C21 368 21 368 C22 C22 C 0 1 Y N N 5.140 73.170 78.796 5.090 -2.148 0.873 C22 368 22 368 C23 C23 C 0 1 Y N N 3.911 73.626 78.227 5.664 -3.339 0.467 C23 368 23 368 C24 C24 C 0 1 Y N N 2.862 72.695 78.076 4.994 -4.140 -0.440 C24 368 24 368 NP5 NP5 N 0 1 Y N N 2.982 71.387 78.453 3.818 -3.785 -0.923 NP5 368 25 368 C26 C26 C 0 1 Y N N 4.158 70.950 78.997 3.228 -2.665 -0.564 C26 368 26 368 C27 C27 C 0 1 N N N 6.400 72.751 88.752 -7.513 -1.057 -0.983 C27 368 27 368 O28 O28 O 0 1 N N N 6.092 74.095 88.481 -7.264 -2.310 -1.621 O28 368 28 368 H02 H02 H 0 1 N N N 10.680 70.773 84.560 -2.526 -0.731 -1.263 H02 368 29 368 H03 H03 H 0 1 N N N 10.625 70.703 82.077 -0.086 -0.439 -1.152 H03 368 30 368 H05 H05 H 0 1 N N N 7.088 73.216 82.083 -0.529 2.116 2.236 H05 368 31 368 H06 H06 H 0 1 N N N 7.140 73.285 84.575 -2.971 1.840 2.137 H06 368 32 368 H091 1H09 H 0 0 N N N 8.278 70.920 88.876 -7.331 0.284 1.726 H091 368 33 368 H092 2H09 H 0 0 N N N 7.168 69.947 87.954 -7.208 1.250 0.219 H092 368 34 368 H10 H10 H 0 1 N N N 6.136 71.882 86.852 -6.290 -1.636 0.716 H10 368 35 368 H12 H12 H 0 1 N N N 9.128 70.801 80.129 1.626 1.283 1.634 H12 368 36 368 H131 1H13 H 0 0 N N N 10.143 73.602 80.180 1.273 3.077 -0.041 H131 368 37 368 H132 2H13 H 0 0 N N N 9.658 72.889 78.615 1.468 1.890 -1.353 H132 368 38 368 HP4 HP4 H 0 1 N N N 11.339 71.237 80.403 3.742 1.751 0.316 HP4 368 39 368 HP61 1HP6 H 0 0 N N N 13.778 71.759 79.972 5.629 4.101 -1.530 HP61 368 40 368 HP62 2HP6 H 0 0 N N N 14.021 71.808 78.218 5.722 2.867 -0.394 HP62 368 41 368 HP7 HP7 H 0 1 N N N 10.804 71.931 77.304 2.157 3.915 -1.876 HP7 368 42 368 H22 H22 H 0 1 N N N 5.962 73.858 78.926 5.592 -1.503 1.580 H22 368 43 368 H23 H23 H 0 1 N N N 3.789 74.655 77.921 6.626 -3.641 0.854 H23 368 44 368 H24 H24 H 0 1 N N N 1.929 73.029 77.646 5.440 -5.071 -0.758 H24 368 45 368 H26 H26 H 0 1 N N N 4.233 69.913 79.288 2.265 -2.409 -0.981 H26 368 46 368 H271 1H27 H 0 0 N N N 7.133 72.707 89.571 -8.482 -1.089 -0.485 H271 368 47 368 H272 2H27 H 0 0 N N N 5.482 72.219 89.042 -7.515 -0.263 -1.730 H272 368 48 368 H28 H28 H 0 1 N N N 6.022 74.575 89.298 -7.975 -2.444 -2.262 H28 368 49 # 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 368 C01 C02 SING Y N 1 368 C01 C06 DOUB Y N 2 368 C01 B07 SING N N 3 368 C02 C03 DOUB Y N 4 368 C02 H02 SING N N 5 368 C03 C04 SING Y N 6 368 C03 H03 SING N N 7 368 C04 C05 DOUB Y N 8 368 C04 C12 SING N N 9 368 C05 C06 SING Y N 10 368 C05 H05 SING N N 11 368 C06 H06 SING N N 12 368 B07 O08 SING N N 13 368 B07 O11 SING N N 14 368 O08 C09 SING N N 15 368 C09 C10 SING N N 16 368 C09 H091 SING N N 17 368 C09 H092 SING N N 18 368 C10 O11 SING N N 19 368 C10 C27 SING N N 20 368 C10 H10 SING N N 21 368 C12 C13 SING N N 22 368 C12 O18 SING N N 23 368 C12 H12 SING N N 24 368 C13 NP4 SING N N 25 368 C13 H131 SING N N 26 368 C13 H132 SING N N 27 368 NP4 C15 SING N N 28 368 NP4 HP4 SING N N 29 368 C15 NP6 SING N N 30 368 C15 NP7 DOUB N Z 31 368 NP6 HP61 SING N N 32 368 NP6 HP62 SING N N 33 368 NP7 HP7 SING N N 34 368 O18 C19 SING N N 35 368 C19 O20 DOUB N N 36 368 C19 C21 SING N N 37 368 C21 C22 DOUB Y N 38 368 C21 C26 SING Y N 39 368 C22 C23 SING Y N 40 368 C22 H22 SING N N 41 368 C23 C24 DOUB Y N 42 368 C23 H23 SING N N 43 368 C24 NP5 SING Y N 44 368 C24 H24 SING N N 45 368 NP5 C26 DOUB Y N 46 368 C26 H26 SING N N 47 368 C27 O28 SING N N 48 368 C27 H271 SING N N 49 368 C27 H272 SING N N 50 368 O28 H28 SING N N 51 # 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 368 SMILES ACDLabs 10.04 "O=C(OC(c1ccc(cc1)B2OCC(O2)CO)CNC(=[N@H])N)c3cccnc3" 368 SMILES_CANONICAL CACTVS 3.341 "NC(=N)NC[C@H](OC(=O)c1cccnc1)c2ccc(cc2)B3OC[C@@H](CO)O3" 368 SMILES CACTVS 3.341 "NC(=N)NC[CH](OC(=O)c1cccnc1)c2ccc(cc2)B3OC[CH](CO)O3" 368 SMILES_CANONICAL "OpenEye OEToolkits" 1.5.0 "[H]/N=C(/N)\NC[C@@H](c1ccc(cc1)B2OC[C@H](O2)CO)OC(=O)c3cccnc3" 368 SMILES "OpenEye OEToolkits" 1.5.0 "[H]N=C(N)NCC(c1ccc(cc1)B2OCC(O2)CO)OC(=O)c3cccnc3" 368 InChI InChI 1.03 "InChI=1S/C18H21BN4O5/c20-18(21)23-9-16(27-17(25)13-2-1-7-22-8-13)12-3-5-14(6-4-12)19-26-11-15(10-24)28-19/h1-8,15-16,24H,9-11H2,(H4,20,21,23)/t15-,16+/m1/s1" 368 InChIKey InChI 1.03 HGLWHYRZHMOCMC-CVEARBPZSA-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 368 "SYSTEMATIC NAME" ACDLabs 10.04 "(1R)-2-carbamimidamido-1-{4-[(4R)-4-(hydroxymethyl)-1,3,2-dioxaborolan-2-yl]phenyl}ethyl pyridine-3-carboxylate" 368 "SYSTEMATIC NAME" "OpenEye OEToolkits" 1.5.0 "[(1R)-2-carbamimidamido-1-[4-[(4R)-4-(hydroxymethyl)-1,3,2-dioxaborolan-2-yl]phenyl]ethyl] pyridine-3-carboxylate" # loop_ _pdbx_chem_comp_audit.comp_id _pdbx_chem_comp_audit.action_type _pdbx_chem_comp_audit.date _pdbx_chem_comp_audit.processing_site 368 "Create component" 2005-05-20 RCSB 368 "Modify descriptor" 2011-06-04 RCSB #