data_HQM # _chem_comp.id HQM _chem_comp.name "(1R,2S)-2-(4-[cyclohexyl(2-methylpropyl)amino]-3-{[(4-methylphenyl)carbamoyl]amino}phenyl)cyclopropane-1-carboxylic acid" _chem_comp.type NON-POLYMER _chem_comp.pdbx_type HETAIN _chem_comp.formula "C28 H37 N3 O3" _chem_comp.mon_nstd_parent_comp_id ? _chem_comp.pdbx_synonyms ? _chem_comp.pdbx_formal_charge 0 _chem_comp.pdbx_initial_date 2018-07-17 _chem_comp.pdbx_modified_date 2018-11-09 _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 463.612 _chem_comp.one_letter_code ? _chem_comp.three_letter_code HQM _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 6E43 _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 HQM C10 C1 C 0 1 N N N 78.646 18.331 42.690 -2.039 -0.478 4.368 C10 HQM 1 HQM C11 C2 C 0 1 N N N 77.600 20.499 43.601 -0.199 -1.748 3.253 C11 HQM 2 HQM C12 C3 C 0 1 N N N 73.551 18.856 42.525 -2.715 -2.624 -0.005 C12 HQM 3 HQM C13 C4 C 0 1 N N N 73.132 17.420 42.205 -2.090 -2.819 -1.388 C13 HQM 4 HQM C14 C5 C 0 1 N N N 71.896 17.351 41.292 -2.982 -3.737 -2.226 C14 HQM 5 HQM C15 C6 C 0 1 N N N 71.978 18.301 40.094 -4.367 -3.104 -2.376 C15 HQM 6 HQM C16 C7 C 0 1 N N N 72.376 19.737 40.462 -4.992 -2.910 -0.993 C16 HQM 7 HQM C17 C8 C 0 1 N N N 73.652 19.795 41.324 -4.100 -1.992 -0.155 C17 HQM 8 HQM C19 C9 C 0 1 N N N 72.906 21.427 45.742 1.947 -0.646 -0.136 C19 HQM 9 HQM C21 C10 C 0 1 Y N N 71.674 23.632 45.782 4.293 -1.046 -0.136 C21 HQM 10 HQM C22 C11 C 0 1 Y N N 72.063 24.931 46.075 4.627 0.153 0.479 C22 HQM 11 HQM C23 C12 C 0 1 Y N N 71.156 25.812 46.648 5.929 0.611 0.433 C23 HQM 12 HQM C24 C13 C 0 1 Y N N 69.869 25.366 46.915 6.899 -0.122 -0.225 C24 HQM 13 HQM C25 C14 C 0 1 Y N N 69.482 24.063 46.626 6.569 -1.317 -0.838 C25 HQM 14 HQM C01 C15 C 0 1 Y N N 74.590 17.632 47.327 -1.232 1.894 -1.145 C01 HQM 15 HQM C02 C16 C 0 1 Y N N 74.218 18.915 46.925 -0.182 1.007 -0.993 C02 HQM 16 HQM C03 C17 C 0 1 Y N N 74.321 19.270 45.581 -0.383 -0.202 -0.346 C03 HQM 17 HQM C04 C18 C 0 1 Y N N 74.832 18.358 44.661 -1.647 -0.521 0.150 C04 HQM 18 HQM C05 C19 C 0 1 Y N N 75.160 17.070 45.053 -2.694 0.374 -0.006 C05 HQM 19 HQM C06 C20 C 0 1 Y N N 75.056 16.713 46.392 -2.483 1.581 -0.648 C06 HQM 20 HQM C08 C21 C 0 1 N N N 76.184 18.820 42.405 -2.425 -1.536 2.138 C08 HQM 21 HQM C09 C22 C 0 1 N N N 77.413 18.995 43.368 -1.399 -0.826 3.023 C09 HQM 22 HQM C26 C23 C 0 1 Y N N 70.391 23.175 46.062 5.269 -1.781 -0.795 C26 HQM 23 HQM C27 C24 C 0 1 N N N 68.851 26.328 47.547 8.319 0.381 -0.274 C27 HQM 24 HQM C29 C25 C 0 1 N N S 74.457 17.190 48.811 -1.010 3.208 -1.849 C29 HQM 25 HQM C30 C26 C 0 1 N N N 73.932 17.889 50.072 -2.244 4.056 -2.165 C30 HQM 26 HQM C31 C27 C 0 1 N N R 73.185 16.680 49.504 -1.282 4.488 -1.056 C31 HQM 27 HQM C32 C28 C 0 1 N N N 71.818 16.951 48.816 -1.751 4.339 0.368 C32 HQM 28 HQM N07 N1 N 0 1 N N N 74.909 18.725 43.202 -1.858 -1.742 0.799 N07 HQM 29 HQM N18 N2 N 0 1 N N N 73.981 20.624 45.126 0.680 -1.102 -0.192 N18 HQM 30 HQM N20 N3 N 0 1 N N N 72.712 22.768 45.202 2.976 -1.516 -0.086 N20 HQM 31 HQM O28 O1 O 0 1 N N N 72.226 21.007 46.617 2.163 0.551 -0.130 O28 HQM 32 HQM O33 O2 O 0 1 N N N 71.234 18.075 48.897 -2.004 5.429 1.109 O33 HQM 33 HQM O34 O3 O 0 1 N N N 71.248 16.025 48.166 -1.899 3.238 0.843 O34 HQM 34 HQM H1 H1 H 0 1 N N N 79.525 18.437 43.342 -2.839 0.247 4.214 H1 HQM 35 HQM H2 H2 H 0 1 N N N 78.441 17.263 42.522 -2.450 -1.381 4.820 H2 HQM 36 HQM H3 H3 H 0 1 N N N 78.843 18.823 41.726 -1.285 -0.051 5.030 H3 HQM 37 HQM H4 H4 H 0 1 N N N 78.455 20.663 44.273 -0.533 -2.662 3.744 H4 HQM 38 HQM H5 H5 H 0 1 N N N 77.789 20.998 42.639 0.257 -1.996 2.295 H5 HQM 39 HQM H6 H6 H 0 1 N N N 76.690 20.915 44.057 0.532 -1.242 3.883 H6 HQM 40 HQM H7 H7 H 0 1 N N N 72.836 19.280 43.245 -2.808 -3.590 0.490 H7 HQM 41 HQM H8 H8 H 0 1 N N N 72.902 16.902 43.148 -1.997 -1.852 -1.884 H8 HQM 42 HQM H9 H9 H 0 1 N N N 73.969 16.913 41.703 -1.104 -3.269 -1.281 H9 HQM 43 HQM H10 H10 H 0 1 N N N 71.008 17.613 41.886 -2.537 -3.875 -3.212 H10 HQM 44 HQM H11 H11 H 0 1 N N N 71.796 16.322 40.916 -3.076 -4.703 -1.731 H11 HQM 45 HQM H12 H12 H 0 1 N N N 70.992 18.329 39.607 -4.273 -2.138 -2.872 H12 HQM 46 HQM H13 H13 H 0 1 N N N 72.724 17.905 39.389 -5.003 -3.759 -2.973 H13 HQM 47 HQM H14 H14 H 0 1 N N N 72.551 20.303 39.535 -5.978 -2.459 -1.100 H14 HQM 48 HQM H15 H15 H 0 1 N N N 71.550 20.199 41.023 -5.085 -3.876 -0.498 H15 HQM 49 HQM H16 H16 H 0 1 N N N 74.514 19.499 40.709 -4.545 -1.853 0.830 H16 HQM 50 HQM H17 H17 H 0 1 N N N 73.795 20.824 41.684 -4.006 -1.025 -0.651 H17 HQM 51 HQM H18 H18 H 0 1 N N N 73.070 25.256 45.858 3.870 0.727 0.993 H18 HQM 52 HQM H19 H19 H 0 1 N N N 71.446 26.826 46.882 6.190 1.544 0.912 H19 HQM 53 HQM H20 H20 H 0 1 N N N 68.474 23.740 46.840 7.329 -1.888 -1.351 H20 HQM 54 HQM H21 H21 H 0 1 N N N 73.853 19.628 47.650 0.796 1.257 -1.379 H21 HQM 55 HQM H22 H22 H 0 1 N N N 75.494 16.348 44.323 -3.674 0.131 0.377 H22 HQM 56 HQM H23 H23 H 0 1 N N N 75.338 15.719 46.708 -3.300 2.277 -0.768 H23 HQM 57 HQM H24 H24 H 0 1 N N N 76.313 17.901 41.814 -2.679 -2.501 2.578 H24 HQM 58 HQM H25 H25 H 0 1 N N N 76.126 19.685 41.728 -3.324 -0.924 2.062 H25 HQM 59 HQM H26 H26 H 0 1 N N N 77.203 18.492 44.323 -1.066 0.088 2.532 H26 HQM 60 HQM H27 H27 H 0 1 N N N 70.108 22.155 45.847 5.012 -2.714 -1.274 H27 HQM 61 HQM H28 H28 H 0 1 N N N 68.910 26.257 48.643 8.870 -0.002 0.585 H28 HQM 62 HQM H29 H29 H 0 1 N N N 69.077 27.358 47.234 8.794 0.039 -1.193 H29 HQM 63 HQM H30 H30 H 0 1 N N N 67.837 26.058 47.216 8.319 1.471 -0.249 H30 HQM 64 HQM H31 H31 H 0 1 N N N 75.305 16.542 49.075 -0.190 3.224 -2.566 H31 HQM 65 HQM H32 H32 H 0 1 N N N 74.483 17.799 51.020 -2.235 4.631 -3.091 H32 HQM 66 HQM H33 H33 H 0 1 N N N 73.488 18.893 50.000 -3.215 3.664 -1.865 H33 HQM 67 HQM H34 H34 H 0 1 N N N 73.271 15.737 50.063 -0.641 5.347 -1.253 H34 HQM 68 HQM H35 H35 H 0 1 N N N 74.499 21.019 44.367 0.504 -2.054 -0.127 H35 HQM 69 HQM H36 H36 H 0 1 N N N 73.279 23.096 44.446 2.803 -2.468 -0.016 H36 HQM 70 HQM H37 H37 H 0 1 N N N 70.410 18.039 48.426 -2.303 5.283 2.017 H37 HQM 71 # 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 HQM C15 C16 SING N N 1 HQM C15 C14 SING N N 2 HQM C16 C17 SING N N 3 HQM C14 C13 SING N N 4 HQM C17 C12 SING N N 5 HQM C13 C12 SING N N 6 HQM C08 N07 SING N N 7 HQM C08 C09 SING N N 8 HQM C12 N07 SING N N 9 HQM C10 C09 SING N N 10 HQM N07 C04 SING N N 11 HQM C09 C11 SING N N 12 HQM C04 C05 DOUB Y N 13 HQM C04 C03 SING Y N 14 HQM C05 C06 SING Y N 15 HQM N18 C03 SING N N 16 HQM N18 C19 SING N N 17 HQM N20 C19 SING N N 18 HQM N20 C21 SING N N 19 HQM C03 C02 DOUB Y N 20 HQM C19 O28 DOUB N N 21 HQM C21 C26 DOUB Y N 22 HQM C21 C22 SING Y N 23 HQM C26 C25 SING Y N 24 HQM C22 C23 DOUB Y N 25 HQM C06 C01 DOUB Y N 26 HQM C25 C24 DOUB Y N 27 HQM C23 C24 SING Y N 28 HQM C24 C27 SING N N 29 HQM C02 C01 SING Y N 30 HQM C01 C29 SING N N 31 HQM O34 C32 DOUB N N 32 HQM C29 C31 SING N N 33 HQM C29 C30 SING N N 34 HQM C32 O33 SING N N 35 HQM C32 C31 SING N N 36 HQM C31 C30 SING N N 37 HQM C10 H1 SING N N 38 HQM C10 H2 SING N N 39 HQM C10 H3 SING N N 40 HQM C11 H4 SING N N 41 HQM C11 H5 SING N N 42 HQM C11 H6 SING N N 43 HQM C12 H7 SING N N 44 HQM C13 H8 SING N N 45 HQM C13 H9 SING N N 46 HQM C14 H10 SING N N 47 HQM C14 H11 SING N N 48 HQM C15 H12 SING N N 49 HQM C15 H13 SING N N 50 HQM C16 H14 SING N N 51 HQM C16 H15 SING N N 52 HQM C17 H16 SING N N 53 HQM C17 H17 SING N N 54 HQM C22 H18 SING N N 55 HQM C23 H19 SING N N 56 HQM C25 H20 SING N N 57 HQM C02 H21 SING N N 58 HQM C05 H22 SING N N 59 HQM C06 H23 SING N N 60 HQM C08 H24 SING N N 61 HQM C08 H25 SING N N 62 HQM C09 H26 SING N N 63 HQM C26 H27 SING N N 64 HQM C27 H28 SING N N 65 HQM C27 H29 SING N N 66 HQM C27 H30 SING N N 67 HQM C29 H31 SING N N 68 HQM C30 H32 SING N N 69 HQM C30 H33 SING N N 70 HQM C31 H34 SING N N 71 HQM N18 H35 SING N N 72 HQM N20 H36 SING N N 73 HQM O33 H37 SING N N 74 # 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 HQM SMILES ACDLabs 12.01 "CC(C)CN(C1CCCCC1)c3c(cc(C2C(C2)C(O)=O)cc3)NC(=O)Nc4ccc(cc4)C" HQM InChI InChI 1.03 "InChI=1S/C28H37N3O3/c1-18(2)17-31(22-7-5-4-6-8-22)26-14-11-20(23-16-24(23)27(32)33)15-25(26)30-28(34)29-21-12-9-19(3)10-13-21/h9-15,18,22-24H,4-8,16-17H2,1-3H3,(H,32,33)(H2,29,30,34)/t23-,24-/m1/s1" HQM InChIKey InChI 1.03 AHNMZQOTEVUTJH-DNQXCXABSA-N HQM SMILES_CANONICAL CACTVS 3.385 "CC(C)CN(C1CCCCC1)c2ccc(cc2NC(=O)Nc3ccc(C)cc3)[C@H]4C[C@H]4C(O)=O" HQM SMILES CACTVS 3.385 "CC(C)CN(C1CCCCC1)c2ccc(cc2NC(=O)Nc3ccc(C)cc3)[CH]4C[CH]4C(O)=O" HQM SMILES_CANONICAL "OpenEye OEToolkits" 2.0.6 "Cc1ccc(cc1)NC(=O)Nc2cc(ccc2N(CC(C)C)C3CCCCC3)[C@H]4C[C@H]4C(=O)O" HQM SMILES "OpenEye OEToolkits" 2.0.6 "Cc1ccc(cc1)NC(=O)Nc2cc(ccc2N(CC(C)C)C3CCCCC3)C4CC4C(=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 HQM "SYSTEMATIC NAME" ACDLabs 12.01 "(1R,2S)-2-(4-[cyclohexyl(2-methylpropyl)amino]-3-{[(4-methylphenyl)carbamoyl]amino}phenyl)cyclopropane-1-carboxylic acid" HQM "SYSTEMATIC NAME" "OpenEye OEToolkits" 2.0.6 "(1~{R},2~{S})-2-[4-[cyclohexyl(2-methylpropyl)amino]-3-[(4-methylphenyl)carbamoylamino]phenyl]cyclopropane-1-carboxylic acid" # loop_ _pdbx_chem_comp_audit.comp_id _pdbx_chem_comp_audit.action_type _pdbx_chem_comp_audit.date _pdbx_chem_comp_audit.processing_site HQM "Create component" 2018-07-17 RCSB HQM "Initial release" 2018-11-14 RCSB #