data_EV6 # _chem_comp.id EV6 _chem_comp.name "(3S)-3-(2-amino-5-chloro-1H-benzimidazol-1-yl)-N-[(1R,3S,5R,7R)-tricyclo[3.3.1.1~3,7~]dec-2-yl]pentanamide" _chem_comp.type NON-POLYMER _chem_comp.pdbx_type HETAIN _chem_comp.formula "C22 H29 Cl N4 O" _chem_comp.mon_nstd_parent_comp_id ? _chem_comp.pdbx_synonyms ? _chem_comp.pdbx_formal_charge 0 _chem_comp.pdbx_initial_date 2010-05-03 _chem_comp.pdbx_modified_date 2011-08-31 _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 400.945 _chem_comp.one_letter_code ? _chem_comp.three_letter_code EV6 _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 3S2O _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 EV6 C1 C1 C 0 1 Y N N -15.965 39.738 9.574 2.681 0.258 0.205 C1 EV6 1 EV6 C2 C2 C 0 1 Y N N -16.209 40.072 10.915 2.733 -0.573 1.314 C2 EV6 2 EV6 C3 C3 C 0 1 Y N N -16.663 39.102 11.815 3.471 -1.737 1.266 C3 EV6 3 EV6 C4 C4 C 0 1 Y N N -16.867 37.806 11.346 4.165 -2.083 0.114 C4 EV6 4 EV6 C5 C5 C 0 1 Y N N -16.640 37.404 10.004 4.126 -1.268 -0.996 C5 EV6 5 EV6 C6 C6 C 0 1 Y N N -16.191 38.344 9.092 3.381 -0.086 -0.963 C6 EV6 6 EV6 N7 N7 N 0 1 Y N N -15.887 38.300 7.784 3.151 0.899 -1.871 N7 EV6 7 EV6 C8 C8 C 0 1 Y N N -15.510 39.570 7.509 2.370 1.809 -1.345 C8 EV6 8 EV6 N9 N9 N 0 1 Y N N -15.520 40.456 8.538 2.046 1.459 -0.066 N9 EV6 9 EV6 N10 N10 N 0 1 N N N -15.135 39.872 6.254 1.935 2.948 -1.990 N10 EV6 10 EV6 CL11 CL11 CL 0 0 N N N -17.466 36.587 12.481 5.090 -3.551 0.073 CL11 EV6 11 EV6 C12 C12 C 0 1 N N S -15.224 41.928 8.633 1.193 2.218 0.852 C12 EV6 12 EV6 C13 C13 C 0 1 N N N -13.854 42.325 8.113 1.800 3.602 1.087 C13 EV6 13 EV6 C14 C14 C 0 1 N N N -12.785 41.493 8.810 3.136 3.455 1.819 C14 EV6 14 EV6 C15 C15 C 0 1 N N N -16.343 42.691 7.933 -0.203 2.370 0.243 C15 EV6 15 EV6 C16 C16 C 0 1 N N N -17.695 42.201 8.419 -0.860 1.018 0.150 C16 EV6 16 EV6 N17 N17 N 0 1 N N N -18.555 41.547 7.607 -2.137 0.917 -0.270 N17 EV6 17 EV6 O18 O18 O 0 1 N N N -17.957 42.389 9.600 -0.241 0.020 0.453 O18 EV6 18 EV6 C19 C19 C 0 1 N N N -19.860 41.112 8.139 -2.777 -0.398 -0.361 C19 EV6 19 EV6 C20 C20 C 0 1 N N N -20.800 40.849 6.987 -3.350 -0.782 1.005 C20 EV6 20 EV6 C21 C21 C 0 1 N N N -22.200 40.612 7.578 -4.018 -2.155 0.910 C21 EV6 21 EV6 C22 C22 C 0 1 N N N -22.254 39.373 8.469 -5.147 -2.103 -0.121 C22 EV6 22 EV6 C23 C23 C 0 1 N N N -21.890 38.165 7.585 -6.182 -1.061 0.308 C23 EV6 23 EV6 C24 C24 C 0 1 N N N -20.458 38.347 7.044 -5.514 0.312 0.403 C24 EV6 24 EV6 C25 C25 C 0 1 N N N -20.352 39.613 6.214 -4.385 0.260 1.434 C25 EV6 25 EV6 C26 C26 C 0 1 N N N -19.800 39.834 8.974 -3.906 -0.346 -1.392 C26 EV6 26 EV6 C27 C27 C 0 1 N N N -19.447 38.593 8.159 -4.941 0.696 -0.962 C27 EV6 27 EV6 C28 C28 C 0 1 N N N -21.200 39.569 9.571 -4.574 -1.719 -1.487 C28 EV6 28 EV6 H2 H2 H 0 1 N N N -16.045 41.084 11.254 2.195 -0.310 2.213 H2 EV6 29 EV6 H3 H3 H 0 1 N N N -16.851 39.352 12.849 3.510 -2.384 2.130 H3 EV6 30 EV6 H5 H5 H 0 1 N N N -16.814 36.383 9.699 4.668 -1.542 -1.889 H5 EV6 31 EV6 HN10 HN10 H 0 0 N N N -15.198 39.055 5.681 2.209 3.122 -2.904 HN10 EV6 32 EV6 HN1A HN1A H 0 0 N N N -15.737 40.582 5.888 1.356 3.575 -1.529 HN1A EV6 33 EV6 H12 H12 H 0 1 N N N -15.189 42.195 9.700 1.119 1.687 1.801 H12 EV6 34 EV6 H13 H13 H 0 1 N N N -13.808 42.147 7.028 1.963 4.095 0.129 H13 EV6 35 EV6 H13A H13A H 0 0 N N N -13.679 43.392 8.317 1.119 4.200 1.692 H13A EV6 36 EV6 H14 H14 H 0 1 N N N -11.792 41.781 8.433 2.988 2.884 2.735 H14 EV6 37 EV6 H14A H14A H 0 0 N N N -12.831 41.671 9.894 3.846 2.934 1.177 H14A EV6 38 EV6 H14B H14B H 0 0 N N N -12.960 40.426 8.606 3.526 4.442 2.066 H14B EV6 39 EV6 H15 H15 H 0 1 N N N -16.245 43.764 8.156 -0.805 3.024 0.874 H15 EV6 40 EV6 H15A H15A H 0 0 N N N -16.268 42.529 6.848 -0.119 2.803 -0.754 H15A EV6 41 EV6 HN17 HN17 H 0 0 N N N -18.309 41.360 6.656 -2.632 1.715 -0.512 HN17 EV6 42 EV6 H19 H19 H 0 1 N N N -20.203 41.926 8.795 -2.039 -1.140 -0.667 H19 EV6 43 EV6 H20 H20 H 0 1 N N N -20.807 41.704 6.295 -2.545 -0.819 1.739 H20 EV6 44 EV6 H21 H21 H 0 1 N N N -22.477 41.489 8.182 -3.281 -2.897 0.604 H21 EV6 45 EV6 H21A H21A H 0 0 N N N -22.910 40.477 6.749 -4.426 -2.428 1.883 H21A EV6 46 EV6 H22 H22 H 0 1 N N N -23.243 39.213 8.924 -5.623 -3.081 -0.189 H22 EV6 47 EV6 H23 H23 H 0 1 N N N -21.944 37.242 8.181 -6.987 -1.024 -0.426 H23 EV6 48 EV6 H23A H23A H 0 0 N N N -22.596 38.098 6.744 -6.590 -1.334 1.281 H23A EV6 49 EV6 H24 H24 H 0 1 N N N -20.252 37.424 6.481 -6.251 1.054 0.710 H24 EV6 50 EV6 H25 H25 H 0 1 N N N -20.992 39.504 5.326 -4.793 -0.014 2.407 H25 EV6 51 EV6 H25A H25A H 0 0 N N N -19.302 39.749 5.915 -3.909 1.238 1.502 H25A EV6 52 EV6 H26 H26 H 0 1 N N N -19.020 39.996 9.732 -3.498 -0.072 -2.365 H26 EV6 53 EV6 H27 H27 H 0 1 N N N -19.439 37.720 8.829 -5.746 0.733 -1.697 H27 EV6 54 EV6 H27A H27A H 0 0 N N N -18.453 38.735 7.710 -4.465 1.674 -0.895 H27A EV6 55 EV6 H28 H28 H 0 1 N N N -21.490 40.431 10.190 -3.837 -2.461 -1.793 H28 EV6 56 EV6 H28A H28A H 0 0 N N N -21.157 38.658 10.186 -5.379 -1.682 -2.221 H28A EV6 57 # 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 EV6 N9 C1 SING Y N 1 EV6 C6 C1 DOUB Y N 2 EV6 C1 C2 SING Y N 3 EV6 C2 C3 DOUB Y N 4 EV6 C2 H2 SING N N 5 EV6 C4 C3 SING Y N 6 EV6 C3 H3 SING N N 7 EV6 C5 C4 DOUB Y N 8 EV6 C4 CL11 SING N N 9 EV6 C6 C5 SING Y N 10 EV6 C5 H5 SING N N 11 EV6 N7 C6 SING Y N 12 EV6 C8 N7 DOUB Y N 13 EV6 N10 C8 SING N N 14 EV6 C8 N9 SING Y N 15 EV6 N9 C12 SING N N 16 EV6 N10 HN10 SING N N 17 EV6 N10 HN1A SING N N 18 EV6 C15 C12 SING N N 19 EV6 C13 C12 SING N N 20 EV6 C12 H12 SING N N 21 EV6 C13 C14 SING N N 22 EV6 C13 H13 SING N N 23 EV6 C13 H13A SING N N 24 EV6 C14 H14 SING N N 25 EV6 C14 H14A SING N N 26 EV6 C14 H14B SING N N 27 EV6 C15 C16 SING N N 28 EV6 C15 H15 SING N N 29 EV6 C15 H15A SING N N 30 EV6 N17 C16 SING N N 31 EV6 C16 O18 DOUB N N 32 EV6 N17 C19 SING N N 33 EV6 N17 HN17 SING N N 34 EV6 C20 C19 SING N N 35 EV6 C19 C26 SING N N 36 EV6 C19 H19 SING N N 37 EV6 C25 C20 SING N N 38 EV6 C20 C21 SING N N 39 EV6 C20 H20 SING N N 40 EV6 C21 C22 SING N N 41 EV6 C21 H21 SING N N 42 EV6 C21 H21A SING N N 43 EV6 C23 C22 SING N N 44 EV6 C22 C28 SING N N 45 EV6 C22 H22 SING N N 46 EV6 C24 C23 SING N N 47 EV6 C23 H23 SING N N 48 EV6 C23 H23A SING N N 49 EV6 C25 C24 SING N N 50 EV6 C24 C27 SING N N 51 EV6 C24 H24 SING N N 52 EV6 C25 H25 SING N N 53 EV6 C25 H25A SING N N 54 EV6 C27 C26 SING N N 55 EV6 C26 C28 SING N N 56 EV6 C26 H26 SING N N 57 EV6 C27 H27 SING N N 58 EV6 C27 H27A SING N N 59 EV6 C28 H28 SING N N 60 EV6 C28 H28A SING N N 61 # 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 EV6 SMILES ACDLabs 12.01 "O=C(NC3C1CC2CC(C1)CC3C2)CC(n4c5ccc(Cl)cc5nc4N)CC" EV6 InChI InChI 1.03 "InChI=1S/C22H29ClN4O/c1-2-17(27-19-4-3-16(23)10-18(19)25-22(27)24)11-20(28)26-21-14-6-12-5-13(8-14)9-15(21)7-12/h3-4,10,12-15,17,21H,2,5-9,11H2,1H3,(H2,24,25)(H,26,28)/t12-,13+,14-,15+,17-,21-/m0/s1" EV6 InChIKey InChI 1.03 KMAKOMVKNWTGPE-LIXZBVSLSA-N EV6 SMILES_CANONICAL CACTVS 3.370 "CC[C@@H](CC(=O)NC1C2CC3CC(C2)CC1C3)n4c(N)nc5cc(Cl)ccc45" EV6 SMILES CACTVS 3.370 "CC[CH](CC(=O)NC1C2CC3CC(C2)CC1C3)n4c(N)nc5cc(Cl)ccc45" EV6 SMILES_CANONICAL "OpenEye OEToolkits" 1.7.2 "CC[C@@H](CC(=O)NC1C2CC3CC(C2)CC1C3)n4c5ccc(cc5nc4N)Cl" EV6 SMILES "OpenEye OEToolkits" 1.7.2 "CCC(CC(=O)NC1C2CC3CC(C2)CC1C3)n4c5ccc(cc5nc4N)Cl" # 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 EV6 "SYSTEMATIC NAME" ACDLabs 12.01 "(3S)-3-(2-amino-5-chloro-1H-benzimidazol-1-yl)-N-[(1R,3S,5R,7R)-tricyclo[3.3.1.1~3,7~]dec-2-yl]pentanamide" EV6 "SYSTEMATIC NAME" "OpenEye OEToolkits" 1.7.2 "(3S)-N-(2-adamantyl)-3-(2-azanyl-5-chloranyl-benzimidazol-1-yl)pentanamide" # loop_ _pdbx_chem_comp_audit.comp_id _pdbx_chem_comp_audit.action_type _pdbx_chem_comp_audit.date _pdbx_chem_comp_audit.processing_site EV6 "Create component" 2010-05-03 RCSB EV6 "Modify aromatic_flag" 2011-06-04 RCSB EV6 "Modify descriptor" 2011-06-04 RCSB EV6 "Other modification" 2011-08-31 RCSB #