data_85V # _chem_comp.id 85V _chem_comp.name "1,4:3,6-dianhydro-2-O-(6-chloro-5-{4-[1-(hydroxymethyl)cyclopropyl]phenyl}-1H-benzimidazol-2-yl)-D-mannitol" _chem_comp.type NON-POLYMER _chem_comp.pdbx_type HETAIN _chem_comp.formula "C23 H23 Cl N2 O5" _chem_comp.mon_nstd_parent_comp_id ? _chem_comp.pdbx_synonyms ? _chem_comp.pdbx_formal_charge 0 _chem_comp.pdbx_initial_date 2017-01-06 _chem_comp.pdbx_modified_date 2017-05-12 _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 442.892 _chem_comp.one_letter_code ? _chem_comp.three_letter_code 85V _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 5UFU _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 85V C4 C1 C 0 1 Y N N -13.241 24.300 -40.268 4.813 1.299 -0.861 C4 85V 1 85V C7 C2 C 0 1 Y N N -15.382 27.343 -39.559 1.726 -0.636 0.068 C7 85V 2 85V C6 C3 C 0 1 Y N N -14.268 26.350 -39.498 3.111 -0.102 0.088 C6 85V 3 85V C9 C4 C 0 1 Y N N -17.745 27.765 -39.732 -0.649 -0.270 -0.065 C9 85V 4 85V C20 C5 C 0 1 N N R -23.343 28.136 -37.837 -6.852 1.695 0.037 C20 85V 5 85V C21 C6 C 0 1 N N R -22.100 27.407 -38.353 -5.915 1.067 -1.034 C21 85V 6 85V C8 C7 C 0 1 Y N N -16.692 26.862 -39.659 0.651 0.236 -0.041 C8 85V 7 85V C18 C8 C 0 1 N N N -23.249 28.623 -40.042 -4.802 1.589 1.070 C18 85V 8 85V C26 C9 C 0 1 N N N -11.059 23.415 -39.332 7.099 1.438 0.149 C26 85V 9 85V C1 C10 C 0 1 Y N N -13.232 26.471 -38.571 4.003 -0.509 1.079 C1 85V 10 85V C2 C11 C 0 1 Y N N -12.220 25.528 -38.501 5.291 -0.015 1.089 C2 85V 11 85V C3 C12 C 0 1 Y N N -12.204 24.428 -39.353 5.695 0.891 0.125 C3 85V 12 85V C5 C13 C 0 1 Y N N -14.251 25.242 -40.343 3.524 0.806 -0.884 C5 85V 13 85V C10 C14 C 0 1 Y N N -17.527 29.143 -39.730 -0.856 -1.658 0.022 C10 85V 14 85V C11 C15 C 0 1 Y N N -16.230 29.640 -39.636 0.227 -2.519 0.136 C11 85V 15 85V C12 C16 C 0 1 Y N N -15.180 28.746 -39.544 1.509 -2.015 0.154 C12 85V 16 85V CL CL1 CL 0 0 N N N -13.588 29.406 -39.397 2.861 -3.096 0.283 CL 85V 17 85V N13 N1 N 0 1 Y N N -18.740 29.816 -39.780 -2.227 -1.844 -0.027 N13 85V 18 85V C14 C17 C 0 1 Y N N -19.624 28.855 -39.789 -2.800 -0.612 -0.139 C14 85V 19 85V N15 N2 N 0 1 Y N N -19.121 27.600 -39.768 -1.874 0.310 -0.166 N15 85V 20 85V O16 O1 O 0 1 N N N -20.938 29.048 -39.788 -4.131 -0.379 -0.215 O16 85V 21 85V C17 C18 C 0 1 N N R -21.910 27.964 -39.769 -4.545 0.984 -0.328 C17 85V 22 85V O19 O2 O 0 1 N N N -23.590 29.185 -38.776 -6.223 1.416 1.304 O19 85V 23 85V O22 O3 O 0 1 N N N -21.031 27.744 -37.463 -6.419 -0.271 -1.223 O22 85V 24 85V C23 C19 C 0 1 N N N -21.459 28.834 -36.620 -7.857 -0.151 -1.197 C23 85V 25 85V C24 C20 C 0 1 N N R -22.951 28.654 -36.452 -8.147 0.862 -0.068 C24 85V 26 85V O25 O4 O 0 1 N N N -23.624 29.858 -36.072 -8.404 0.181 1.162 O25 85V 27 85V C27 C21 C 0 1 N N N -9.647 23.901 -39.538 7.400 2.569 1.134 C27 85V 28 85V C28 C22 C 0 1 N N N -10.330 23.151 -40.627 7.312 2.863 -0.366 C28 85V 29 85V C29 C23 C 0 1 N N N -11.244 22.221 -38.392 8.208 0.418 -0.117 C29 85V 30 85V O30 O5 O 0 1 N N N -10.852 22.555 -37.069 8.094 -0.073 -1.454 O30 85V 31 85V H1 H1 H 0 1 N N N -13.259 23.449 -40.933 5.134 2.007 -1.611 H1 85V 32 85V H2 H2 H 0 1 N N N -24.193 27.442 -37.762 -7.023 2.760 -0.122 H2 85V 33 85V H3 H3 H 0 1 N N N -22.278 26.322 -38.389 -5.887 1.640 -1.961 H3 85V 34 85V H4 H4 H 0 1 N N N -16.883 25.799 -39.679 0.820 1.300 -0.106 H4 85V 35 85V H5 H5 H 0 1 N N N -23.156 29.405 -40.810 -4.228 1.053 1.826 H5 85V 36 85V H6 H6 H 0 1 N N N -23.997 27.882 -40.361 -4.546 2.648 1.078 H6 85V 37 85V H7 H7 H 0 1 N N N -13.219 27.314 -37.897 3.688 -1.213 1.835 H7 85V 38 85V H8 H8 H 0 1 N N N -11.431 25.648 -37.774 5.983 -0.329 1.856 H8 85V 39 85V H9 H9 H 0 1 N N N -15.040 25.117 -41.069 2.837 1.125 -1.653 H9 85V 40 85V H10 H10 H 0 1 N N N -16.048 30.704 -39.635 0.065 -3.584 0.203 H10 85V 41 85V H11 H11 H 0 1 N N N -18.899 30.803 -39.804 -2.693 -2.694 0.010 H11 85V 42 85V H13 H13 H 0 1 N N N -21.684 27.169 -40.495 -3.795 1.567 -0.863 H13 85V 43 85V H14 H14 H 0 1 N N N -20.954 28.786 -35.644 -8.224 0.229 -2.150 H14 85V 44 85V H15 H15 H 0 1 N N N -21.240 29.800 -37.099 -8.314 -1.114 -0.969 H15 85V 45 85V H16 H16 H 0 1 N N N -23.137 27.863 -35.710 -8.990 1.500 -0.334 H16 85V 46 85V H17 H17 H 0 1 N N N -23.336 30.123 -35.206 -9.207 -0.359 1.153 H17 85V 47 85V H18 H18 H 0 1 N N N -8.819 23.433 -38.985 6.583 2.918 1.764 H18 85V 48 85V H19 H19 H 0 1 N N N -9.448 24.977 -39.654 8.389 2.586 1.593 H19 85V 49 85V H20 H20 H 0 1 N N N -10.636 23.674 -41.545 8.242 3.074 -0.893 H20 85V 50 85V H21 H21 H 0 1 N N N -10.007 22.130 -40.877 6.436 3.405 -0.721 H21 85V 51 85V H22 H22 H 0 1 N N N -12.303 21.924 -38.390 9.179 0.895 0.013 H22 85V 52 85V H23 H23 H 0 1 N N N -10.629 21.382 -38.749 8.115 -0.412 0.584 H23 85V 53 85V H24 H24 H 0 1 N N N -10.974 21.802 -36.502 8.766 -0.726 -1.692 H24 85V 54 # 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 85V C28 C27 SING N N 1 85V C28 C26 SING N N 2 85V C5 C4 DOUB Y N 3 85V C5 C6 SING Y N 4 85V C4 C3 SING Y N 5 85V C18 C17 SING N N 6 85V C18 O19 SING N N 7 85V C14 O16 SING N N 8 85V C14 N13 SING Y N 9 85V C14 N15 DOUB Y N 10 85V O16 C17 SING N N 11 85V N13 C10 SING Y N 12 85V C17 C21 SING N N 13 85V N15 C9 SING Y N 14 85V C9 C10 DOUB Y N 15 85V C9 C8 SING Y N 16 85V C10 C11 SING Y N 17 85V C8 C7 DOUB Y N 18 85V C11 C12 DOUB Y N 19 85V C7 C12 SING Y N 20 85V C7 C6 SING N N 21 85V C12 CL SING N N 22 85V C27 C26 SING N N 23 85V C6 C1 DOUB Y N 24 85V C3 C26 SING N N 25 85V C3 C2 DOUB Y N 26 85V C26 C29 SING N N 27 85V O19 C20 SING N N 28 85V C1 C2 SING Y N 29 85V C29 O30 SING N N 30 85V C21 C20 SING N N 31 85V C21 O22 SING N N 32 85V C20 C24 SING N N 33 85V O22 C23 SING N N 34 85V C23 C24 SING N N 35 85V C24 O25 SING N N 36 85V C4 H1 SING N N 37 85V C20 H2 SING N N 38 85V C21 H3 SING N N 39 85V C8 H4 SING N N 40 85V C18 H5 SING N N 41 85V C18 H6 SING N N 42 85V C1 H7 SING N N 43 85V C2 H8 SING N N 44 85V C5 H9 SING N N 45 85V C11 H10 SING N N 46 85V N13 H11 SING N N 47 85V C17 H13 SING N N 48 85V C23 H14 SING N N 49 85V C23 H15 SING N N 50 85V C24 H16 SING N N 51 85V O25 H17 SING N N 52 85V C27 H18 SING N N 53 85V C27 H19 SING N N 54 85V C28 H20 SING N N 55 85V C28 H21 SING N N 56 85V C29 H22 SING N N 57 85V C29 H23 SING N N 58 85V O30 H24 SING N N 59 # 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 85V SMILES ACDLabs 12.01 "c6c(C1(CO)CC1)ccc(c2c(cc3c(c2)nc(n3)OC5C4C(C(CO4)O)OC5)Cl)c6" 85V InChI InChI 1.03 "InChI=1S/C23H23ClN2O5/c24-15-8-17-16(7-14(15)12-1-3-13(4-2-12)23(11-27)5-6-23)25-22(26-17)31-19-10-30-20-18(28)9-29-21(19)20/h1-4,7-8,18-21,27-28H,5-6,9-11H2,(H,25,26)/t18-,19-,20-,21-/m1/s1" 85V InChIKey InChI 1.03 IMVYDTHPRTUISR-XRXFAXGQSA-N 85V SMILES_CANONICAL CACTVS 3.385 "OCC1(CC1)c2ccc(cc2)c3cc4nc([nH]c4cc3Cl)O[C@@H]5CO[C@@H]6[C@H](O)CO[C@H]56" 85V SMILES CACTVS 3.385 "OCC1(CC1)c2ccc(cc2)c3cc4nc([nH]c4cc3Cl)O[CH]5CO[CH]6[CH](O)CO[CH]56" 85V SMILES_CANONICAL "OpenEye OEToolkits" 2.0.6 "c1cc(ccc1c2cc3c(cc2Cl)[nH]c(n3)O[C@@H]4CO[C@H]5[C@@H]4OC[C@H]5O)C6(CC6)CO" 85V SMILES "OpenEye OEToolkits" 2.0.6 "c1cc(ccc1c2cc3c(cc2Cl)[nH]c(n3)OC4COC5C4OCC5O)C6(CC6)CO" # 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 85V "SYSTEMATIC NAME" ACDLabs 12.01 "1,4:3,6-dianhydro-2-O-(6-chloro-5-{4-[1-(hydroxymethyl)cyclopropyl]phenyl}-1H-benzimidazol-2-yl)-D-mannitol" 85V "SYSTEMATIC NAME" "OpenEye OEToolkits" 2.0.6 "(3~{R},3~{a}~{R},6~{R},6~{a}~{R})-6-[[6-chloranyl-5-[4-[1-(hydroxymethyl)cyclopropyl]phenyl]-1~{H}-benzimidazol-2-yl]oxy]-2,3,3~{a},5,6,6~{a}-hexahydrofuro[3,2-b]furan-3-ol" # loop_ _pdbx_chem_comp_audit.comp_id _pdbx_chem_comp_audit.action_type _pdbx_chem_comp_audit.date _pdbx_chem_comp_audit.processing_site 85V "Create component" 2017-01-06 RCSB 85V "Initial release" 2017-05-17 RCSB #