data_CVJ # _chem_comp.id CVJ _chem_comp.name "(1S,2S)-N-{4-[(1S)-1-(propanoylamino)ethyl]phenyl}-2-(pyridin-3-yl)cyclopropane-1-carboxamide" _chem_comp.type NON-POLYMER _chem_comp.pdbx_type HETAIN _chem_comp.formula "C20 H23 N3 O2" _chem_comp.mon_nstd_parent_comp_id ? _chem_comp.pdbx_synonyms ? _chem_comp.pdbx_formal_charge 0 _chem_comp.pdbx_initial_date 2017-10-04 _chem_comp.pdbx_modified_date 2018-09-28 _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 337.416 _chem_comp.one_letter_code ? _chem_comp.three_letter_code CVJ _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 6B76 _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 CVJ C1 C1 C 0 1 Y N N 52.460 4.638 12.034 -1.375 -0.448 1.652 C1 CVJ 1 CVJ C2 C2 C 0 1 Y N N 52.659 4.465 10.646 -0.377 0.160 0.901 C2 CVJ 2 CVJ C3 C3 C 0 1 Y N N 53.706 3.604 10.230 -0.718 1.045 -0.113 C3 CVJ 3 CVJ C11 C4 C 0 1 N N N 55.886 3.692 15.636 -6.435 -0.338 -0.469 C11 CVJ 4 CVJ C12 C5 C 0 1 N N N 55.489 4.039 17.050 -7.242 -1.606 -0.359 C12 CVJ 5 CVJ C14 C6 C 0 1 N N N 54.147 4.789 17.222 -8.508 -1.480 -1.210 C14 CVJ 6 CVJ C15 C7 C 0 1 N N N 51.516 4.787 8.424 1.858 -0.168 0.155 C15 CVJ 7 CVJ C16 C8 C 0 1 N N S 50.409 5.587 7.773 3.285 -0.570 0.425 C16 CVJ 8 CVJ C18 C9 C 0 1 N N S 49.485 4.838 6.784 4.246 -0.609 -0.765 C18 CVJ 9 CVJ C19 C10 C 0 1 Y N N 47.988 5.160 6.968 5.677 -0.208 -0.517 C19 CVJ 10 CVJ C20 C11 C 0 1 Y N N 47.505 5.852 8.113 6.234 0.862 -1.200 C20 CVJ 11 CVJ C21 C12 C 0 1 Y N N 46.143 6.117 8.262 7.555 1.195 -0.939 C21 CVJ 12 CVJ C22 C13 C 0 1 Y N N 45.264 5.619 7.283 8.267 0.455 -0.014 C22 CVJ 13 CVJ C24 C14 C 0 1 Y N N 47.064 4.685 6.026 6.449 -0.898 0.399 C24 CVJ 14 CVJ C25 C15 C 0 1 N N N 50.478 5.900 6.266 3.758 -1.914 -0.131 C25 CVJ 15 CVJ C4 C16 C 0 1 Y N N 54.553 2.979 11.166 -2.047 1.318 -0.372 C4 CVJ 16 CVJ C5 C17 C 0 1 Y N N 54.355 3.161 12.554 -3.038 0.711 0.378 C5 CVJ 17 CVJ C6 C18 C 0 1 Y N N 53.288 3.996 12.975 -2.702 -0.171 1.389 C6 CVJ 18 CVJ C7 C19 C 0 1 N N S 55.311 2.468 13.561 -4.487 1.012 0.094 C7 CVJ 19 CVJ N8 N1 N 0 1 N N N 51.727 5.074 9.741 0.968 -0.119 1.166 N8 CVJ 20 CVJ N9 N2 N 0 1 N N N 55.059 2.873 14.943 -5.271 -0.221 0.200 N9 CVJ 21 CVJ C10 C20 C 0 1 N N N 55.193 0.931 13.446 -5.004 2.035 1.107 C10 CVJ 22 CVJ O13 O1 O 0 1 N N N 56.960 4.106 15.213 -6.833 0.576 -1.159 O13 CVJ 23 CVJ O17 O2 O 0 1 N N N 52.135 3.972 7.753 1.510 0.111 -0.973 O17 CVJ 24 CVJ N23 N3 N 0 1 Y N N 45.738 4.924 6.203 7.704 -0.557 0.617 N23 CVJ 25 CVJ H1 H1 H 0 1 N N N 51.658 5.274 12.380 -1.113 -1.141 2.439 H1 CVJ 26 CVJ H2 H2 H 0 1 N N N 53.857 3.424 9.176 0.055 1.520 -0.699 H2 CVJ 27 CVJ H3 H3 H 0 1 N N N 55.423 3.100 17.619 -6.648 -2.447 -0.715 H3 CVJ 28 CVJ H4 H4 H 0 1 N N N 56.283 4.671 17.475 -7.519 -1.772 0.682 H4 CVJ 29 CVJ H5 H5 H 0 1 N N N 53.970 4.984 18.290 -9.103 -0.639 -0.854 H5 CVJ 30 CVJ H6 H6 H 0 1 N N N 54.188 5.744 16.677 -8.231 -1.315 -2.251 H6 CVJ 31 CVJ H7 H7 H 0 1 N N N 53.329 4.173 16.821 -9.092 -2.398 -1.131 H7 CVJ 32 CVJ H8 H8 H 0 1 N N N 49.922 6.348 8.400 3.688 -0.254 1.388 H8 CVJ 33 CVJ H9 H9 H 0 1 N N N 49.739 3.788 6.578 3.846 -0.344 -1.743 H9 CVJ 34 CVJ H10 H10 H 0 1 N N N 48.199 6.176 8.875 5.654 1.422 -1.918 H10 CVJ 35 CVJ H11 H11 H 0 1 N N N 45.775 6.687 9.103 8.022 2.022 -1.454 H11 CVJ 36 CVJ H12 H12 H 0 1 N N N 44.202 5.787 7.385 9.296 0.708 0.194 H12 CVJ 37 CVJ H13 H13 H 0 1 N N N 47.405 4.132 5.163 6.022 -1.733 0.935 H13 CVJ 38 CVJ H14 H14 H 0 1 N N N 51.357 5.591 5.680 4.472 -2.483 0.464 H14 CVJ 39 CVJ H15 H15 H 0 1 N N N 50.105 6.863 5.887 3.037 -2.508 -0.694 H15 CVJ 40 CVJ H16 H16 H 0 1 N N N 55.363 2.354 10.820 -2.313 2.007 -1.160 H16 CVJ 41 CVJ H17 H17 H 0 1 N N N 53.109 4.141 14.030 -3.478 -0.646 1.970 H17 CVJ 42 CVJ H18 H18 H 0 1 N N N 56.340 2.747 13.291 -4.583 1.418 -0.913 H18 CVJ 43 CVJ H19 H19 H 0 1 N N N 51.159 5.802 10.125 1.261 -0.276 2.077 H19 CVJ 44 CVJ H20 H20 H 0 1 N N N 54.238 2.529 15.398 -4.953 -0.952 0.752 H20 CVJ 45 CVJ H21 H21 H 0 1 N N N 55.876 0.455 14.165 -4.908 1.629 2.114 H21 CVJ 46 CVJ H22 H22 H 0 1 N N N 54.159 0.625 13.665 -4.420 2.952 1.028 H22 CVJ 47 CVJ H23 H23 H 0 1 N N N 55.460 0.618 12.426 -6.052 2.252 0.901 H23 CVJ 48 # 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 CVJ C24 N23 DOUB Y N 1 CVJ C24 C19 SING Y N 2 CVJ N23 C22 SING Y N 3 CVJ C25 C18 SING N N 4 CVJ C25 C16 SING N N 5 CVJ C18 C19 SING N N 6 CVJ C18 C16 SING N N 7 CVJ C19 C20 DOUB Y N 8 CVJ C22 C21 DOUB Y N 9 CVJ O17 C15 DOUB N N 10 CVJ C16 C15 SING N N 11 CVJ C20 C21 SING Y N 12 CVJ C15 N8 SING N N 13 CVJ N8 C2 SING N N 14 CVJ C3 C2 DOUB Y N 15 CVJ C3 C4 SING Y N 16 CVJ C2 C1 SING Y N 17 CVJ C4 C5 DOUB Y N 18 CVJ C1 C6 DOUB Y N 19 CVJ C5 C6 SING Y N 20 CVJ C5 C7 SING N N 21 CVJ C10 C7 SING N N 22 CVJ C7 N9 SING N N 23 CVJ N9 C11 SING N N 24 CVJ O13 C11 DOUB N N 25 CVJ C11 C12 SING N N 26 CVJ C12 C14 SING N N 27 CVJ C1 H1 SING N N 28 CVJ C3 H2 SING N N 29 CVJ C12 H3 SING N N 30 CVJ C12 H4 SING N N 31 CVJ C14 H5 SING N N 32 CVJ C14 H6 SING N N 33 CVJ C14 H7 SING N N 34 CVJ C16 H8 SING N N 35 CVJ C18 H9 SING N N 36 CVJ C20 H10 SING N N 37 CVJ C21 H11 SING N N 38 CVJ C22 H12 SING N N 39 CVJ C24 H13 SING N N 40 CVJ C25 H14 SING N N 41 CVJ C25 H15 SING N N 42 CVJ C4 H16 SING N N 43 CVJ C6 H17 SING N N 44 CVJ C7 H18 SING N N 45 CVJ N8 H19 SING N N 46 CVJ N9 H20 SING N N 47 CVJ C10 H21 SING N N 48 CVJ C10 H22 SING N N 49 CVJ C10 H23 SING N N 50 # 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 CVJ SMILES ACDLabs 12.01 "c1cc(ccc1NC(C3C(c2cccnc2)C3)=O)C(NC(CC)=O)C" CVJ InChI InChI 1.03 "InChI=1S/C20H23N3O2/c1-3-19(24)22-13(2)14-6-8-16(9-7-14)23-20(25)18-11-17(18)15-5-4-10-21-12-15/h4-10,12-13,17-18H,3,11H2,1-2H3,(H,22,24)(H,23,25)/t13-,17+,18-/m0/s1" CVJ InChIKey InChI 1.03 KBYVLVXBCRUYTD-VHSSKADRSA-N CVJ SMILES_CANONICAL CACTVS 3.385 "CCC(=O)N[C@@H](C)c1ccc(NC(=O)[C@H]2C[C@@H]2c3cccnc3)cc1" CVJ SMILES CACTVS 3.385 "CCC(=O)N[CH](C)c1ccc(NC(=O)[CH]2C[CH]2c3cccnc3)cc1" CVJ SMILES_CANONICAL "OpenEye OEToolkits" 2.0.6 "CCC(=O)N[C@@H](C)c1ccc(cc1)NC(=O)[C@H]2C[C@@H]2c3cccnc3" CVJ SMILES "OpenEye OEToolkits" 2.0.6 "CCC(=O)NC(C)c1ccc(cc1)NC(=O)C2CC2c3cccnc3" # 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 CVJ "SYSTEMATIC NAME" ACDLabs 12.01 "(1S,2S)-N-{4-[(1S)-1-(propanoylamino)ethyl]phenyl}-2-(pyridin-3-yl)cyclopropane-1-carboxamide" CVJ "SYSTEMATIC NAME" "OpenEye OEToolkits" 2.0.6 "(1~{S},2~{S})-~{N}-[4-[(1~{S})-1-(propanoylamino)ethyl]phenyl]-2-pyridin-3-yl-cyclopropane-1-carboxamide" # loop_ _pdbx_chem_comp_audit.comp_id _pdbx_chem_comp_audit.action_type _pdbx_chem_comp_audit.date _pdbx_chem_comp_audit.processing_site CVJ "Create component" 2017-10-04 RCSB CVJ "Initial release" 2018-10-03 RCSB #