data_0HL # _chem_comp.id 0HL _chem_comp.name "4-{[(3R)-3-{[(7-methoxynaphthalen-2-yl)sulfonyl](thiophen-3-ylmethyl)amino}-2-oxopyrrolidin-1-yl]methyl}thiophene-2-carboximidamide" _chem_comp.type NON-POLYMER _chem_comp.pdbx_type HETAIN _chem_comp.formula "C26 H26 N4 O4 S3" _chem_comp.mon_nstd_parent_comp_id ? _chem_comp.pdbx_synonyms ? _chem_comp.pdbx_formal_charge 0 _chem_comp.pdbx_initial_date 2012-01-18 _chem_comp.pdbx_modified_date 2012-11-16 _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 554.704 _chem_comp.one_letter_code ? _chem_comp.three_letter_code 0HL _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 3VFE _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 0HL CAN CAN C 0 1 Y N N -8.985 -5.871 -17.257 -1.887 0.769 -0.132 CAN 0HL 1 0HL CAS CAS C 0 1 Y N N -10.067 -5.165 -16.733 -3.185 1.286 -0.284 CAS 0HL 2 0HL CAY CAY C 0 1 Y N N -9.863 -4.008 -15.987 -4.263 0.778 0.460 CAY 0HL 3 0HL CBC CBC C 0 1 Y N N -10.938 -3.282 -15.479 -5.511 1.305 0.286 CBC 0HL 4 0HL OBG OBG O 0 1 N N N -10.775 -2.184 -14.690 -6.553 0.812 1.006 OBG 0HL 5 0HL CBI CBI C 0 1 N N N -9.439 -1.738 -14.447 -7.834 1.404 0.781 CBI 0HL 6 0HL CBF CBF C 0 1 Y N N -12.230 -3.734 -15.728 -5.731 2.345 -0.623 CBF 0HL 7 0HL CBB CBB C 0 1 Y N N -12.436 -4.893 -16.469 -4.708 2.859 -1.357 CBB 0HL 8 0HL CAX CAX C 0 1 Y N N -11.356 -5.616 -16.977 -3.411 2.340 -1.205 CAX 0HL 9 0HL CAT CAT C 0 1 Y N N -11.555 -6.768 -17.740 -2.331 2.848 -1.947 CAT 0HL 10 0HL CAO CAO C 0 1 Y N N -10.479 -7.475 -18.271 -1.087 2.322 -1.774 CAO 0HL 11 0HL CAG CAG C 0 1 Y N N -9.190 -7.012 -18.020 -0.865 1.290 -0.865 CAG 0HL 12 0HL SAC SAC S 0 1 N N N -7.785 -7.810 -18.680 0.761 0.639 -0.672 SAC 0HL 13 0HL OAH OAH O 0 1 N N N -7.261 -8.784 -17.669 0.617 -0.613 -0.014 OAH 0HL 14 0HL OAI OAI O 0 1 N N N -8.129 -8.504 -19.964 1.404 0.785 -1.931 OAI 0HL 15 0HL N N N 0 1 N N N -6.712 -6.612 -18.922 1.564 1.631 0.382 N 0HL 16 0HL CAD CAD C 0 1 N N N -6.910 -5.868 -20.173 2.244 2.831 -0.114 CAD 0HL 17 0HL CAJ CAJ C 0 1 Y N N -6.509 -4.396 -20.005 3.700 2.521 -0.350 CAJ 0HL 18 0HL CAP CAP C 0 1 Y N N -6.555 -3.754 -18.833 4.166 2.000 -1.545 CAP 0HL 19 0HL CAU CAU C 0 1 Y N N -6.152 -2.484 -18.783 5.481 1.785 -1.589 CAU 0HL 20 0HL SAV SAV S 0 1 Y N N -5.691 -2.106 -20.377 6.207 2.254 -0.057 SAV 0HL 21 0HL CAQ CAQ C 0 1 Y N N -6.059 -3.645 -21.011 4.637 2.735 0.573 CAQ 0HL 22 0HL CA CA C 0 1 N N R -5.298 -6.936 -18.682 1.595 1.311 1.811 CA 0HL 23 0HL C C C 0 1 N N N -4.983 -7.105 -17.198 0.512 0.311 2.153 C 0HL 24 0HL O O O 0 1 N N N -5.567 -6.530 -16.287 -0.664 0.579 2.282 O 0HL 25 0HL CB CB C 0 1 N N N -4.808 -8.273 -19.235 2.910 0.583 2.174 CB 0HL 26 0HL CAM CAM C 0 1 N N N -3.563 -8.462 -18.365 2.491 -0.900 2.061 CAM 0HL 27 0HL NAK NAK N 0 1 N N N -3.994 -7.979 -17.046 1.042 -0.916 2.293 NAK 0HL 28 0HL CAR CAR C 0 1 N N N -3.415 -8.376 -15.756 0.273 -2.115 2.632 CAR 0HL 29 0HL CAW CAW C 0 1 Y N N -3.752 -9.792 -15.282 -0.125 -2.831 1.366 CAW 0HL 30 0HL CAZ CAZ C 0 1 Y N N -3.002 -10.425 -14.377 0.717 -3.707 0.717 CAZ 0HL 31 0HL CBA CBA C 0 1 Y N N -4.807 -10.476 -15.723 -1.322 -2.668 0.795 CBA 0HL 32 0HL SBE SBE S 0 1 Y N N -4.803 -11.982 -14.926 -1.458 -3.614 -0.618 SBE 0HL 33 0HL CBD CBD C 0 1 Y N N -3.387 -11.653 -14.028 0.168 -4.248 -0.408 CBD 0HL 34 0HL CBH CBH C 0 1 N N N -2.821 -12.569 -13.145 0.830 -5.212 -1.301 CBH 0HL 35 0HL NBK NBK N 0 1 N N N -3.455 -13.708 -12.882 2.046 -5.615 -1.041 NBK 0HL 36 0HL NBJ NBJ N 0 1 N N N -1.657 -12.320 -12.554 0.168 -5.689 -2.414 NBJ 0HL 37 0HL H1 H1 H 0 1 N N N -7.979 -5.527 -17.068 -1.701 -0.034 0.566 H1 0HL 38 0HL H2 H2 H 0 1 N N N -8.855 -3.668 -15.799 -4.106 -0.025 1.164 H2 0HL 39 0HL H3 H3 H 0 1 N N N -9.461 -0.849 -13.799 -7.790 2.467 1.019 H3 0HL 40 0HL H4 H4 H 0 1 N N N -8.870 -2.539 -13.952 -8.115 1.277 -0.265 H4 0HL 41 0HL H5 H5 H 0 1 N N N -8.958 -1.483 -15.403 -8.575 0.920 1.417 H5 0HL 42 0HL H6 H6 H 0 1 N N N -13.076 -3.183 -15.345 -6.726 2.746 -0.743 H6 0HL 43 0HL H7 H7 H 0 1 N N N -13.443 -5.237 -16.653 -4.893 3.662 -2.056 H7 0HL 44 0HL H8 H8 H 0 1 N N N -12.561 -7.117 -17.922 -2.488 3.650 -2.653 H8 0HL 45 0HL H9 H9 H 0 1 N N N -10.641 -8.363 -18.864 -0.259 2.717 -2.343 H9 0HL 46 0HL H10 H10 H 0 1 N N N -7.971 -5.922 -20.460 1.783 3.148 -1.050 H10 0HL 47 0HL H11 H11 H 0 1 N N N -6.293 -6.321 -20.963 2.157 3.629 0.623 H11 0HL 48 0HL H12 H12 H 0 1 N N N -6.911 -4.254 -17.945 3.513 1.783 -2.378 H12 0HL 49 0HL H13 H13 H 0 1 N N N -6.124 -1.836 -17.919 6.018 1.383 -2.435 H13 0HL 50 0HL H14 H14 H 0 1 N N N -5.948 -3.955 -22.040 4.459 3.137 1.560 H14 0HL 51 0HL H15 H15 H 0 1 N N N -4.665 -6.133 -19.088 1.481 2.216 2.407 H15 0HL 52 0HL H16 H16 H 0 1 N N N -5.543 -9.076 -19.080 3.698 0.821 1.459 H16 0HL 53 0HL H17 H17 H 0 1 N N N -4.556 -8.208 -20.304 3.222 0.824 3.190 H17 0HL 54 0HL H18 H18 H 0 1 N N N -3.271 -9.522 -18.320 2.719 -1.281 1.066 H18 0HL 55 0HL H19 H19 H 0 1 N N N -2.721 -7.866 -18.747 3.001 -1.494 2.820 H19 0HL 56 0HL H20 H20 H 0 1 N N N -2.321 -8.299 -15.839 0.882 -2.777 3.247 H20 0HL 57 0HL H21 H21 H 0 1 N N N -3.775 -7.670 -14.993 -0.623 -1.829 3.183 H21 0HL 58 0HL H22 H22 H 0 1 N N N -2.125 -9.964 -13.948 1.712 -3.941 1.064 H22 0HL 59 0HL H23 H23 H 0 1 N N N -5.530 -10.139 -16.451 -2.099 -2.022 1.177 H23 0HL 60 0HL H24 H24 H 0 1 N N N -2.950 -14.276 -12.232 2.482 -6.250 -1.630 H24 0HL 61 0HL H25 H25 H 0 1 N N N -1.266 -12.986 -11.919 -0.734 -5.390 -2.607 H25 0HL 62 0HL H26 H26 H 0 1 N N N -1.172 -11.467 -12.745 0.604 -6.324 -3.003 H26 0HL 63 # 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 0HL CAQ SAV SING Y N 1 0HL CAQ CAJ DOUB Y N 2 0HL SAV CAU SING Y N 3 0HL CAD CAJ SING N N 4 0HL CAD N SING N N 5 0HL CAJ CAP SING Y N 6 0HL OAI SAC DOUB N N 7 0HL CB CA SING N N 8 0HL CB CAM SING N N 9 0HL N CA SING N N 10 0HL N SAC SING N N 11 0HL CAP CAU DOUB Y N 12 0HL CA C SING N N 13 0HL SAC CAG SING N N 14 0HL SAC OAH DOUB N N 15 0HL CAM NAK SING N N 16 0HL CAO CAG DOUB Y N 17 0HL CAO CAT SING Y N 18 0HL CAG CAN SING Y N 19 0HL CAT CAX DOUB Y N 20 0HL CAN CAS DOUB Y N 21 0HL C NAK SING N N 22 0HL C O DOUB N N 23 0HL NAK CAR SING N N 24 0HL CAX CAS SING Y N 25 0HL CAX CBB SING Y N 26 0HL CAS CAY SING Y N 27 0HL CBB CBF DOUB Y N 28 0HL CAY CBC DOUB Y N 29 0HL CAR CAW SING N N 30 0HL CBF CBC SING Y N 31 0HL CBA CAW DOUB Y N 32 0HL CBA SBE SING Y N 33 0HL CBC OBG SING N N 34 0HL CAW CAZ SING Y N 35 0HL SBE CBD SING Y N 36 0HL OBG CBI SING N N 37 0HL CAZ CBD DOUB Y N 38 0HL CBD CBH SING N N 39 0HL CBH NBK DOUB N N 40 0HL CBH NBJ SING N N 41 0HL CAN H1 SING N N 42 0HL CAY H2 SING N N 43 0HL CBI H3 SING N N 44 0HL CBI H4 SING N N 45 0HL CBI H5 SING N N 46 0HL CBF H6 SING N N 47 0HL CBB H7 SING N N 48 0HL CAT H8 SING N N 49 0HL CAO H9 SING N N 50 0HL CAD H10 SING N N 51 0HL CAD H11 SING N N 52 0HL CAP H12 SING N N 53 0HL CAU H13 SING N N 54 0HL CAQ H14 SING N N 55 0HL CA H15 SING N N 56 0HL CB H16 SING N N 57 0HL CB H17 SING N N 58 0HL CAM H18 SING N N 59 0HL CAM H19 SING N N 60 0HL CAR H20 SING N N 61 0HL CAR H21 SING N N 62 0HL CAZ H22 SING N N 63 0HL CBA H23 SING N N 64 0HL NBK H24 SING N N 65 0HL NBJ H25 SING N N 66 0HL NBJ H26 SING N N 67 # 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 0HL SMILES ACDLabs 12.01 "O=S(=O)(c2cc1cc(OC)ccc1cc2)N(Cc3ccsc3)C4C(=O)N(CC4)Cc5cc(sc5)C(=[N@H])N" 0HL InChI InChI 1.03 "InChI=1S/C26H26N4O4S3/c1-34-21-4-2-19-3-5-22(12-20(19)11-21)37(32,33)30(14-17-7-9-35-15-17)23-6-8-29(26(23)31)13-18-10-24(25(27)28)36-16-18/h2-5,7,9-12,15-16,23H,6,8,13-14H2,1H3,(H3,27,28)/t23-/m1/s1" 0HL InChIKey InChI 1.03 GWOFKCKOEZWDOK-HSZRJFAPSA-N 0HL SMILES_CANONICAL CACTVS 3.370 "COc1ccc2ccc(cc2c1)[S](=O)(=O)N(Cc3cscc3)[C@@H]4CCN(Cc5csc(c5)C(N)=N)C4=O" 0HL SMILES CACTVS 3.370 "COc1ccc2ccc(cc2c1)[S](=O)(=O)N(Cc3cscc3)[CH]4CCN(Cc5csc(c5)C(N)=N)C4=O" 0HL SMILES_CANONICAL "OpenEye OEToolkits" 1.7.6 "[H]/N=C(\c1cc(cs1)CN2CC[C@H](C2=O)N(Cc3ccsc3)S(=O)(=O)c4ccc5ccc(cc5c4)OC)/N" 0HL SMILES "OpenEye OEToolkits" 1.7.6 "COc1ccc2ccc(cc2c1)S(=O)(=O)N(Cc3ccsc3)C4CCN(C4=O)Cc5cc(sc5)C(=N)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 0HL "SYSTEMATIC NAME" ACDLabs 12.01 "4-{[(3R)-3-{[(7-methoxynaphthalen-2-yl)sulfonyl](thiophen-3-ylmethyl)amino}-2-oxopyrrolidin-1-yl]methyl}thiophene-2-carboximidamide" 0HL "SYSTEMATIC NAME" "OpenEye OEToolkits" 1.7.6 "4-[[(3R)-3-[(7-methoxynaphthalen-2-yl)sulfonyl-(thiophen-3-ylmethyl)amino]-2-oxidanylidene-pyrrolidin-1-yl]methyl]thiophene-2-carboximidamide" # loop_ _pdbx_chem_comp_audit.comp_id _pdbx_chem_comp_audit.action_type _pdbx_chem_comp_audit.date _pdbx_chem_comp_audit.processing_site 0HL "Create component" 2012-01-18 RCSB 0HL "Other modification" 2012-01-19 RCSB 0HL "Initial release" 2012-11-16 RCSB #