data_YJ2 # _chem_comp.id YJ2 _chem_comp.name "(2S,4R)-1-[1-(4-BROMOPHENYL)CYCLOPROPYL]CARBONYL-4-(2-CHLOROPHENYL)SULFONYL-N-[1-(IMINOMETHYL)CYCLOPROPYL]PYRROLIDINE-2-CARBOXAMIDE" _chem_comp.type NON-POLYMER _chem_comp.pdbx_type HETAIN _chem_comp.formula "C25 H25 Br Cl N3 O4 S" _chem_comp.mon_nstd_parent_comp_id ? _chem_comp.pdbx_synonyms ? _chem_comp.pdbx_formal_charge 0 _chem_comp.pdbx_initial_date 2011-05-18 _chem_comp.pdbx_modified_date 2011-11-18 _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 578.906 _chem_comp.one_letter_code ? _chem_comp.three_letter_code YJ2 _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 2YJ2 _chem_comp.pdbx_subcomponent_list ? _chem_comp.pdbx_processing_site EBI # 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 YJ2 C1 C1 C 0 1 N N S 8.128 35.498 20.904 1.148 -1.234 -1.108 C1 YJ2 1 YJ2 N2 N2 N 0 1 N N N 8.278 35.925 19.521 -0.006 -1.181 -0.198 N2 YJ2 2 YJ2 C3 C3 C 0 1 N N N 9.227 35.111 18.767 -0.135 0.192 0.321 C3 YJ2 3 YJ2 C4 C4 C 0 1 N N R 9.439 33.895 19.691 1.286 0.797 0.202 C4 YJ2 4 YJ2 C5 C5 C 0 1 N N N 9.233 34.460 21.100 1.779 0.174 -1.130 C5 YJ2 5 YJ2 C6 C6 C 0 1 N N N 8.283 36.622 21.935 2.153 -2.238 -0.603 C6 YJ2 6 YJ2 O7 O7 O 0 1 N N N 9.328 37.288 22.001 1.934 -2.854 0.419 O7 YJ2 7 YJ2 S8 S8 S 0 1 N N N 8.307 32.575 19.419 1.215 2.606 0.087 S8 YJ2 8 YJ2 C9 C9 C 0 1 Y N N 8.614 32.114 17.793 2.882 3.093 -0.214 C9 YJ2 9 YJ2 C10 C10 C 0 1 Y N N 9.747 31.453 17.311 3.854 2.861 0.743 C10 YJ2 10 YJ2 C11 C11 C 0 1 Y N N 9.897 31.129 15.958 5.162 3.243 0.506 C11 YJ2 11 YJ2 C12 C12 C 0 1 Y N N 8.914 31.498 15.050 5.497 3.856 -0.687 C12 YJ2 12 YJ2 C13 C13 C 0 1 Y N N 7.785 32.168 15.499 4.526 4.088 -1.642 C13 YJ2 13 YJ2 C14 C14 C 0 1 Y N N 7.642 32.463 16.849 3.219 3.701 -1.408 C14 YJ2 14 YJ2 CL1 CL1 CL 0 0 N N N 10.971 30.968 18.371 3.432 2.092 2.241 CL15 YJ2 15 YJ2 N16 N16 N 0 1 N N N 7.215 36.780 22.751 3.295 -2.450 -1.286 N16 YJ2 16 YJ2 C17 C17 C 0 1 N N N 7.187 37.642 23.870 4.272 -3.425 -0.795 C17 YJ2 17 YJ2 C18 C18 C 0 1 N N N 7.716 37.069 25.113 3.693 -4.637 -0.111 C18 YJ2 18 YJ2 C19 C19 C 0 1 N N N 7.388 39.147 23.580 5.549 -3.620 -1.615 C19 YJ2 19 YJ2 C20 C20 C 0 1 N N N 6.021 38.637 23.897 5.605 -2.888 -0.272 C20 YJ2 20 YJ2 C21 C21 C 0 1 N N N 7.389 36.800 18.957 -0.812 -2.217 0.109 C21 YJ2 21 YJ2 O22 O22 O 0 1 N N N 6.461 37.213 19.665 -0.664 -3.285 -0.445 O22 YJ2 22 YJ2 C23 C23 C 0 1 N N N 7.599 37.207 17.519 -1.897 -2.046 1.141 C23 YJ2 23 YJ2 C24 C24 C 0 1 Y N N 8.958 37.770 17.290 -3.107 -1.270 0.690 C24 YJ2 24 YJ2 C25 C25 C 0 1 Y N N 9.388 38.864 18.039 -3.036 0.105 0.557 C25 YJ2 25 YJ2 C26 C26 C 0 1 Y N N 10.652 39.396 17.862 -4.146 0.817 0.143 C26 YJ2 26 YJ2 C27 C27 C 0 1 Y N N 11.532 38.805 16.950 -5.327 0.155 -0.139 C27 YJ2 27 YJ2 C28 C28 C 0 1 Y N N 11.126 37.700 16.223 -5.397 -1.220 -0.006 C28 YJ2 28 YJ2 C29 C29 C 0 1 Y N N 9.853 37.170 16.393 -4.286 -1.932 0.403 C29 YJ2 29 YJ2 BR3 BR3 BR 0 0 N N N 13.331 39.525 16.793 -6.845 1.130 -0.705 BR30 YJ2 30 YJ2 C31 C31 C 0 1 N N N 6.890 36.336 16.488 -2.122 -3.195 2.126 C31 YJ2 31 YJ2 C32 C32 C 0 1 N N N 6.396 37.720 16.775 -1.466 -1.896 2.601 C32 YJ2 32 YJ2 O33 O33 O 0 1 N N N 8.647 31.530 20.340 0.517 3.004 -1.084 O33 YJ2 33 YJ2 O34 O34 O 0 1 N N N 6.991 33.102 19.481 0.907 3.175 1.353 O34 YJ2 34 YJ2 N35 N35 N 0 1 N N N 7.692 37.640 26.259 2.508 -5.027 -0.395 N35 YJ2 35 YJ2 H36 H36 H 0 1 N N N 8.724 39.303 18.769 -2.114 0.622 0.778 H36 YJ2 36 YJ2 H37 H37 H 0 1 N N N 10.958 40.265 18.426 -4.090 1.891 0.040 H37 YJ2 37 YJ2 H38 H38 H 0 1 N N N 11.805 37.245 15.517 -6.320 -1.737 -0.226 H38 YJ2 38 YJ2 H39 H39 H 0 1 N N N 9.553 36.296 15.834 -4.339 -3.006 0.503 H39 YJ2 39 YJ2 H40 H40 H 0 1 N N N 7.254 35.877 15.557 -3.145 -3.389 2.448 H40 YJ2 40 YJ2 H41 H41 H 0 1 N N N 6.396 35.358 16.586 -1.485 -4.074 2.027 H41 YJ2 41 YJ2 H42 H42 H 0 1 N N N 5.421 38.064 17.150 -0.397 -1.921 2.816 H42 YJ2 42 YJ2 H43 H43 H 0 1 N N N 6.288 38.589 16.110 -2.057 -1.237 3.236 H43 YJ2 43 YJ2 H44 H44 H 0 1 N Y N 8.161 36.087 25.057 4.279 -5.176 0.618 H44 YJ2 44 YJ2 H1 H1 H 0 1 N N N 7.110 35.116 21.068 0.818 -1.509 -2.109 H1 YJ2 45 YJ2 H51C H51C H 0 0 N N N 10.154 34.918 21.491 2.867 0.109 -1.147 H51C YJ2 46 YJ2 H52C H52C H 0 0 N N N 8.931 33.676 21.810 1.413 0.747 -1.983 H52C YJ2 47 YJ2 H31C H31C H 0 0 N N N 8.823 34.814 17.788 -0.841 0.762 -0.283 H31C YJ2 48 YJ2 H32C H32C H 0 0 N N N 10.167 35.650 18.578 -0.454 0.175 1.364 H32C YJ2 49 YJ2 H4 H4 H 0 1 N N N 10.430 33.454 19.511 1.915 0.484 1.036 H4 YJ2 50 YJ2 H16 H16 H 0 1 N N N 6.391 36.251 22.548 3.470 -1.957 -2.103 H16 YJ2 51 YJ2 H14 H14 H 0 1 N N N 6.752 32.978 17.180 2.461 3.878 -2.157 H14 YJ2 52 YJ2 H11 H11 H 0 1 N N N 10.773 30.595 15.622 5.921 3.063 1.253 H11 YJ2 53 YJ2 H12 H12 H 0 1 N N N 9.027 31.265 14.001 6.519 4.155 -0.872 H12 YJ2 54 YJ2 H13 H13 H 0 1 N N N 7.017 32.460 14.798 4.788 4.567 -2.573 H13 YJ2 55 YJ2 H191 H191 H 0 0 N N N 8.008 39.898 24.092 5.971 -4.624 -1.659 H191 YJ2 56 YJ2 H192 H192 H 0 0 N N N 7.771 39.658 22.684 5.663 -3.022 -2.519 H192 YJ2 57 YJ2 H201 H201 H 0 0 N N N 5.099 38.664 23.298 5.755 -1.809 -0.292 H201 YJ2 58 YJ2 H202 H202 H 0 0 N N N 5.337 38.905 24.716 6.064 -3.411 0.568 H202 YJ2 59 YJ2 H35 H35 H 0 1 N N N 8.107 37.071 26.970 2.135 -5.807 0.045 H35 YJ2 60 # 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 YJ2 C1 N2 SING N N 1 YJ2 C1 C5 SING N N 2 YJ2 C1 C6 SING N N 3 YJ2 N2 C3 SING N N 4 YJ2 N2 C21 SING N N 5 YJ2 C3 C4 SING N N 6 YJ2 C4 C5 SING N N 7 YJ2 C4 S8 SING N N 8 YJ2 C6 O7 DOUB N N 9 YJ2 C6 N16 SING N N 10 YJ2 S8 C9 SING N N 11 YJ2 S8 O33 DOUB N N 12 YJ2 S8 O34 DOUB N N 13 YJ2 C9 C10 SING Y N 14 YJ2 C9 C14 DOUB Y N 15 YJ2 C10 C11 DOUB Y N 16 YJ2 C10 CL1 SING N N 17 YJ2 C11 C12 SING Y N 18 YJ2 C12 C13 DOUB Y N 19 YJ2 C13 C14 SING Y N 20 YJ2 N16 C17 SING N N 21 YJ2 C17 C18 SING N N 22 YJ2 C17 C19 SING N N 23 YJ2 C17 C20 SING N N 24 YJ2 C18 N35 DOUB N N 25 YJ2 C19 C20 SING N N 26 YJ2 C21 O22 DOUB N N 27 YJ2 C21 C23 SING N N 28 YJ2 C23 C24 SING N N 29 YJ2 C23 C31 SING N N 30 YJ2 C23 C32 SING N N 31 YJ2 C24 C25 SING Y N 32 YJ2 C24 C29 DOUB Y N 33 YJ2 C25 C26 DOUB Y N 34 YJ2 C26 C27 SING Y N 35 YJ2 C27 C28 DOUB Y N 36 YJ2 C27 BR3 SING N N 37 YJ2 C28 C29 SING Y N 38 YJ2 C31 C32 SING N N 39 YJ2 C25 H36 SING N N 40 YJ2 C26 H37 SING N N 41 YJ2 C28 H38 SING N N 42 YJ2 C29 H39 SING N N 43 YJ2 C31 H40 SING N N 44 YJ2 C31 H41 SING N N 45 YJ2 C32 H42 SING N N 46 YJ2 C32 H43 SING N N 47 YJ2 C18 H44 SING N N 48 YJ2 C1 H1 SING N N 49 YJ2 C5 H51C SING N N 50 YJ2 C5 H52C SING N N 51 YJ2 C3 H31C SING N N 52 YJ2 C3 H32C SING N N 53 YJ2 C4 H4 SING N N 54 YJ2 N16 H16 SING N N 55 YJ2 C14 H14 SING N N 56 YJ2 C11 H11 SING N N 57 YJ2 C12 H12 SING N N 58 YJ2 C13 H13 SING N N 59 YJ2 C19 H191 SING N N 60 YJ2 C19 H192 SING N N 61 YJ2 C20 H201 SING N N 62 YJ2 C20 H202 SING N N 63 YJ2 N35 H35 SING N N 64 # 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 YJ2 SMILES ACDLabs 12.01 "O=S(=O)(c1ccccc1Cl)C5CC(C(=O)NC2(C=[N@H])CC2)N(C(=O)C4(c3ccc(Br)cc3)CC4)C5" YJ2 SMILES_CANONICAL CACTVS 3.370 "Clc1ccccc1[S](=O)(=O)[C@@H]2C[C@H](N(C2)C(=O)C3(CC3)c4ccc(Br)cc4)C(=O)NC5(CC5)C=N" YJ2 SMILES CACTVS 3.370 "Clc1ccccc1[S](=O)(=O)[CH]2C[CH](N(C2)C(=O)C3(CC3)c4ccc(Br)cc4)C(=O)NC5(CC5)C=N" YJ2 SMILES_CANONICAL "OpenEye OEToolkits" 1.7.2 "c1ccc(c(c1)S(=O)(=O)[C@@H]2C[C@H](N(C2)C(=O)C3(CC3)c4ccc(cc4)Br)C(=O)NC5(CC5)C=N)Cl" YJ2 SMILES "OpenEye OEToolkits" 1.7.2 "c1ccc(c(c1)S(=O)(=O)C2CC(N(C2)C(=O)C3(CC3)c4ccc(cc4)Br)C(=O)NC5(CC5)C=N)Cl" YJ2 InChI InChI 1.03 "InChI=1S/C25H25BrClN3O4S/c26-17-7-5-16(6-8-17)25(11-12-25)23(32)30-14-18(35(33,34)21-4-2-1-3-19(21)27)13-20(30)22(31)29-24(15-28)9-10-24/h1-8,15,18,20,28H,9-14H2,(H,29,31)/b28-15+/t18-,20+/m1/s1" YJ2 InChIKey InChI 1.03 JULPOVZLNNTNGB-OIRADOGLSA-N # 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 YJ2 "SYSTEMATIC NAME" ACDLabs 12.01 "(4R)-1-{[1-(4-bromophenyl)cyclopropyl]carbonyl}-4-[(2-chlorophenyl)sulfonyl]-N-[1-(iminomethyl)cyclopropyl]-L-prolinamide" YJ2 "SYSTEMATIC NAME" "OpenEye OEToolkits" 1.7.2 "(2S,4R)-1-[1-(4-bromophenyl)cyclopropyl]carbonyl-4-(2-chlorophenyl)sulfonyl-N-[1-(iminomethyl)cyclopropyl]pyrrolidine-2-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 YJ2 "Create component" 2011-05-18 EBI YJ2 "Modify aromatic_flag" 2011-06-04 RCSB YJ2 "Modify descriptor" 2011-06-04 RCSB #