data_1BF # _chem_comp.id 1BF _chem_comp.name "N-(6-chloro-3,3-dimethyl-3,4-dihydroisoquinolin-1-yl)-3-[4-(1H-pyrazol-4-yl)thiophen-3-yl]-L-alanine" _chem_comp.type NON-POLYMER _chem_comp.pdbx_type HETAIN _chem_comp.formula "C21 H21 Cl N4 O2 S" _chem_comp.mon_nstd_parent_comp_id ? _chem_comp.pdbx_synonyms ? _chem_comp.pdbx_formal_charge 0 _chem_comp.pdbx_initial_date 2012-11-21 _chem_comp.pdbx_modified_date 2013-03-01 _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 428.935 _chem_comp.one_letter_code ? _chem_comp.three_letter_code 1BF _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 4I0F _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 1BF CL1 CL1 CL 0 0 N N N 9.961 -11.338 4.555 -6.636 -1.241 -0.065 CL1 1BF 1 1BF C2 C2 C 0 1 Y N N 10.302 -12.774 5.561 -4.982 -0.720 -0.123 C2 1BF 2 1BF C3 C3 C 0 1 Y N N 9.571 -13.940 5.336 -4.025 -1.529 -0.713 C3 1BF 3 1BF C4 C4 C 0 1 Y N N 9.760 -15.086 6.090 -2.706 -1.123 -0.764 C4 1BF 4 1BF C7 C7 C 0 1 Y N N 11.274 -12.643 6.528 -4.626 0.506 0.418 C7 1BF 5 1BF C6 C6 C 0 1 Y N N 11.497 -13.774 7.324 -3.314 0.920 0.372 C6 1BF 6 1BF C5 C5 C 0 1 Y N N 10.731 -14.986 7.090 -2.345 0.105 -0.218 C5 1BF 7 1BF C11 C11 C 0 1 N N N 12.508 -13.789 8.452 -2.893 2.245 0.950 C11 1BF 8 1BF C10 C10 C 0 1 N N N 11.911 -14.595 9.593 -1.482 2.128 1.523 C10 1BF 9 1BF C28 C28 C 0 1 N N N 12.948 -14.640 10.696 -0.973 3.523 1.893 C28 1BF 10 1BF C29 C29 C 0 1 N N N 10.676 -13.881 10.189 -1.522 1.258 2.781 C29 1BF 11 1BF N9 N9 N 0 1 N N N 11.583 -15.940 9.105 -0.568 1.528 0.556 N9 1BF 12 1BF C8 C8 C 0 1 N N N 11.057 -16.160 7.969 -0.944 0.580 -0.251 C8 1BF 13 1BF N12 N12 N 0 1 N N N 10.808 -17.362 7.448 -0.044 0.025 -1.135 N12 1BF 14 1BF C13 C13 C 0 1 N N S 10.832 -18.608 8.249 1.307 0.579 -1.249 C13 1BF 15 1BF C25 C25 C 0 1 N N N 11.530 -19.626 7.403 1.304 1.713 -2.242 C25 1BF 16 1BF O26 O26 O 0 1 N N N 11.792 -20.745 7.891 2.441 2.375 -2.509 O26 1BF 17 1BF O27 O27 O 0 1 N N N 11.785 -19.438 6.210 0.278 2.026 -2.797 O27 1BF 18 1BF C14 C14 C 0 1 N N N 9.428 -19.107 8.654 2.267 -0.513 -1.726 C14 1BF 19 1BF C15 C15 C 0 1 Y N N 9.084 -18.297 9.905 2.357 -1.594 -0.680 C15 1BF 20 1BF C16 C16 C 0 1 Y N N 9.605 -18.594 11.174 1.637 -2.713 -0.742 C16 1BF 21 1BF S17 S17 S 0 1 Y N N 9.038 -17.390 12.300 2.002 -3.736 0.640 S17 1BF 22 1BF C18 C18 C 0 1 Y N N 8.044 -16.437 11.251 3.152 -2.556 1.255 C18 1BF 23 1BF C19 C19 C 0 1 Y N N 8.186 -17.077 10.006 3.204 -1.503 0.422 C19 1BF 24 1BF C20 C20 C 0 1 Y N N 7.553 -16.448 8.797 4.090 -0.333 0.659 C20 1BF 25 1BF C21 C21 C 0 1 Y N N 7.414 -15.033 8.672 4.119 0.440 1.782 C21 1BF 26 1BF N22 N22 N 0 1 Y N N 6.887 -14.810 7.439 5.058 1.392 1.598 N22 1BF 27 1BF N23 N23 N 0 1 Y N N 6.715 -16.087 6.827 5.626 1.206 0.332 N23 1BF 28 1BF C24 C24 C 0 1 Y N N 7.146 -17.104 7.662 5.055 0.174 -0.231 C24 1BF 29 1BF H1 H1 H 0 1 N N N 8.833 -13.950 4.548 -4.312 -2.481 -1.136 H1 1BF 30 1BF H2 H2 H 0 1 N N N 9.198 -15.992 5.918 -1.960 -1.754 -1.224 H2 1BF 31 1BF H3 H3 H 0 1 N N N 11.829 -11.727 6.664 -5.376 1.135 0.873 H3 1BF 32 1BF H4 H4 H 0 1 N N N 13.443 -14.257 8.111 -2.905 3.003 0.167 H4 1BF 33 1BF H5 H5 H 0 1 N N N 12.713 -12.761 8.786 -3.584 2.532 1.743 H5 1BF 34 1BF H6 H6 H 0 1 N N N 12.555 -15.217 11.546 -1.635 3.965 2.638 H6 1BF 35 1BF H7 H7 H 0 1 N N N 13.863 -15.120 10.319 0.034 3.445 2.303 H7 1BF 36 1BF H8 H8 H 0 1 N N N 13.179 -13.616 11.024 -0.956 4.152 1.003 H8 1BF 37 1BF H9 H9 H 0 1 N N N 10.264 -14.485 11.011 -1.897 0.267 2.526 H9 1BF 38 1BF H10 H10 H 0 1 N N N 10.973 -12.894 10.572 -0.517 1.171 3.194 H10 1BF 39 1BF H11 H11 H 0 1 N N N 9.912 -13.756 9.407 -2.180 1.717 3.519 H11 1BF 40 1BF H12 H12 H 0 1 N N N 10.596 -17.425 6.473 -0.306 -0.732 -1.683 H12 1BF 41 1BF H13 H13 H 0 1 N N N 11.418 -18.439 9.164 1.632 0.948 -0.276 H13 1BF 42 1BF H14 H14 H 0 1 N N N 12.169 -21.303 7.221 2.389 3.094 -3.152 H14 1BF 43 1BF H15 H15 H 0 1 N N N 8.700 -18.914 7.852 1.898 -0.939 -2.659 H15 1BF 44 1BF H16 H16 H 0 1 N N N 9.447 -20.183 8.880 3.255 -0.082 -1.889 H16 1BF 45 1BF H17 H17 H 0 1 N N N 10.249 -19.428 11.413 0.934 -2.955 -1.525 H17 1BF 46 1BF H18 H18 H 0 1 N N N 7.457 -15.563 11.493 3.730 -2.663 2.160 H18 1BF 47 1BF H19 H19 H 0 1 N N N 7.675 -14.288 9.409 3.501 0.315 2.659 H19 1BF 48 1BF H20 H20 H 0 1 N N N 6.663 -13.922 7.038 5.298 2.085 2.233 H20 1BF 49 1BF H21 H21 H 0 1 N N N 7.159 -18.166 7.466 5.280 -0.219 -1.212 H21 1BF 50 # 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 1BF CL1 C2 SING N N 1 1BF C3 C2 DOUB Y N 2 1BF C3 C4 SING Y N 3 1BF C2 C7 SING Y N 4 1BF C4 C5 DOUB Y N 5 1BF O27 C25 DOUB N N 6 1BF C7 C6 DOUB Y N 7 1BF N23 N22 SING Y N 8 1BF N23 C24 DOUB Y N 9 1BF C5 C6 SING Y N 10 1BF C5 C8 SING N N 11 1BF C6 C11 SING N N 12 1BF C25 O26 SING N N 13 1BF C25 C13 SING N N 14 1BF N22 C21 SING Y N 15 1BF N12 C8 SING N N 16 1BF N12 C13 SING N N 17 1BF C24 C20 SING Y N 18 1BF C8 N9 DOUB N N 19 1BF C13 C14 SING N N 20 1BF C11 C10 SING N N 21 1BF C14 C15 SING N N 22 1BF C21 C20 DOUB Y N 23 1BF C20 C19 SING N N 24 1BF N9 C10 SING N N 25 1BF C10 C29 SING N N 26 1BF C10 C28 SING N N 27 1BF C15 C19 SING Y N 28 1BF C15 C16 DOUB Y N 29 1BF C19 C18 DOUB Y N 30 1BF C16 S17 SING Y N 31 1BF C18 S17 SING Y N 32 1BF C3 H1 SING N N 33 1BF C4 H2 SING N N 34 1BF C7 H3 SING N N 35 1BF C11 H4 SING N N 36 1BF C11 H5 SING N N 37 1BF C28 H6 SING N N 38 1BF C28 H7 SING N N 39 1BF C28 H8 SING N N 40 1BF C29 H9 SING N N 41 1BF C29 H10 SING N N 42 1BF C29 H11 SING N N 43 1BF N12 H12 SING N N 44 1BF C13 H13 SING N N 45 1BF O26 H14 SING N N 46 1BF C14 H15 SING N N 47 1BF C14 H16 SING N N 48 1BF C16 H17 SING N N 49 1BF C18 H18 SING N N 50 1BF C21 H19 SING N N 51 1BF N22 H20 SING N N 52 1BF C24 H21 SING N N 53 # 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 1BF SMILES ACDLabs 12.01 "O=C(O)C(NC2=NC(C)(C)Cc1cc(Cl)ccc12)Cc4cscc4c3cnnc3" 1BF InChI InChI 1.03 "InChI=1S/C21H21ClN4O2S/c1-21(2)7-12-5-15(22)3-4-16(12)19(26-21)25-18(20(27)28)6-13-10-29-11-17(13)14-8-23-24-9-14/h3-5,8-11,18H,6-7H2,1-2H3,(H,23,24)(H,25,26)(H,27,28)/t18-/m0/s1" 1BF InChIKey InChI 1.03 ASNJXTHXWLJRAC-SFHVURJKSA-N 1BF SMILES_CANONICAL CACTVS 3.370 "CC1(C)Cc2cc(Cl)ccc2C(=N1)N[C@@H](Cc3cscc3c4c[nH]nc4)C(O)=O" 1BF SMILES CACTVS 3.370 "CC1(C)Cc2cc(Cl)ccc2C(=N1)N[CH](Cc3cscc3c4c[nH]nc4)C(O)=O" 1BF SMILES_CANONICAL "OpenEye OEToolkits" 1.7.6 "CC1(Cc2cc(ccc2C(=N1)N[C@@H](Cc3cscc3c4c[nH]nc4)C(=O)O)Cl)C" 1BF SMILES "OpenEye OEToolkits" 1.7.6 "CC1(Cc2cc(ccc2C(=N1)NC(Cc3cscc3c4c[nH]nc4)C(=O)O)Cl)C" # 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 1BF "SYSTEMATIC NAME" ACDLabs 12.01 "N-(6-chloro-3,3-dimethyl-3,4-dihydroisoquinolin-1-yl)-3-[4-(1H-pyrazol-4-yl)thiophen-3-yl]-L-alanine" 1BF "SYSTEMATIC NAME" "OpenEye OEToolkits" 1.7.6 "(2S)-2-[(6-chloranyl-3,3-dimethyl-4H-isoquinolin-1-yl)amino]-3-[4-(1H-pyrazol-4-yl)thiophen-3-yl]propanoic 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 1BF "Create component" 2012-11-21 RCSB 1BF "Initial release" 2013-03-06 RCSB #