data_L9N # _chem_comp.id L9N _chem_comp.name "(2S)-N~1~-[5-(1H-indazol-5-yl)-1,3,4-thiadiazol-2-yl]-3-(4-methylphenyl)propane-1,2-diamine" _chem_comp.type NON-POLYMER _chem_comp.pdbx_type HETAIN _chem_comp.formula "C19 H20 N6 S" _chem_comp.mon_nstd_parent_comp_id ? _chem_comp.pdbx_synonyms ? _chem_comp.pdbx_formal_charge 0 _chem_comp.pdbx_initial_date 2010-04-21 _chem_comp.pdbx_modified_date 2011-06-04 _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 364.467 _chem_comp.one_letter_code ? _chem_comp.three_letter_code L9N _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 3L9N _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 L9N C1 C1 C 0 1 Y N N 33.285 19.842 57.466 -6.516 -0.218 -1.163 C1 L9N 1 L9N N1 N1 N 0 1 Y N N 34.785 12.636 55.932 8.674 -0.990 -0.045 N1 L9N 2 L9N S1 S1 S 0 1 Y N N 31.086 17.654 58.940 1.601 1.364 0.151 S1 L9N 3 L9N C2 C2 C 0 1 Y N N 34.257 18.770 57.556 -7.803 0.261 -1.010 C2 L9N 4 L9N N2 N2 N 0 1 Y N N 28.684 17.384 59.300 0.866 -1.009 -0.073 N2 L9N 5 L9N C3 C3 C 0 1 Y N N 34.985 18.646 58.807 -8.410 0.226 0.232 C3 L9N 6 L9N N3 N3 N 0 1 N N N 29.600 22.269 58.568 -3.595 0.900 -1.051 N3 L9N 7 L9N C4 C4 C 0 1 Y N N 34.813 19.512 59.951 -7.730 -0.289 1.319 C4 L9N 8 L9N N4 N4 N 0 1 Y N N 33.541 12.119 55.861 8.374 0.370 0.082 N4 L9N 9 L9N C5 C5 C 0 1 Y N N 33.851 20.570 59.856 -6.443 -0.769 1.166 C5 L9N 10 L9N N5 N5 N 0 1 Y N N 28.993 16.207 58.698 2.126 -1.063 -0.074 N5 L9N 11 L9N C6 C6 C 0 1 Y N N 33.104 20.711 58.618 -5.835 -0.733 -0.076 C6 L9N 12 L9N N6 N6 N 0 1 N N N 29.430 19.627 60.175 -1.050 0.426 0.053 N6 L9N 13 L9N C7 C7 C 0 1 N N N 30.460 20.652 60.192 -2.009 -0.677 -0.054 C7 L9N 14 L9N C8 C8 C 0 1 N N N 32.045 21.818 58.533 -4.432 -1.255 -0.243 C8 L9N 15 L9N C9 C9 C 0 1 Y N N 34.646 13.842 56.568 7.576 -1.687 -0.113 C9 L9N 16 L9N C10 C10 C 0 1 N N S 30.636 21.227 58.769 -3.433 -0.121 -0.007 C10 L9N 17 L9N C11 C11 C 0 1 Y N N 30.358 13.828 57.229 4.823 1.484 0.174 C11 L9N 18 L9N C12 C12 C 0 1 Y N N 29.628 18.322 59.540 0.311 0.165 0.034 C12 L9N 19 L9N C13 C13 C 0 1 Y N N 31.083 12.720 56.552 6.176 1.641 0.194 C13 L9N 20 L9N C14 C14 C 0 1 Y N N 32.525 12.837 56.386 7.012 0.530 0.093 C14 L9N 21 L9N C15 C15 C 0 1 Y N N 33.265 14.039 56.886 6.453 -0.758 -0.029 C15 L9N 22 L9N C16 C16 C 0 1 Y N N 32.520 15.097 57.544 5.064 -0.913 -0.049 C16 L9N 23 L9N C17 C17 C 0 1 Y N N 31.055 15.035 57.738 4.252 0.208 0.053 C17 L9N 24 L9N C18 C18 C 0 1 Y N N 30.339 16.175 58.413 2.781 0.058 0.034 C18 L9N 25 L9N CL1 CL1 C 0 1 N N N 36.180 17.363 59.012 -9.814 0.749 0.399 CL1 L9N 26 L9N H1 H1 H 0 1 N N N 32.709 19.992 56.565 -6.043 -0.195 -2.134 H1 L9N 27 L9N H2 H2 H 0 1 N N N 34.432 18.095 56.731 -8.335 0.663 -1.860 H2 L9N 28 L9N HN3 HN3 H 0 1 N N N 29.692 22.659 57.652 -2.992 1.690 -0.881 HN3 L9N 29 L9N HN3A HN3A H 0 0 N N N 28.693 21.860 58.667 -3.430 0.509 -1.967 HN3A L9N 30 L9N H4 H4 H 0 1 N N N 35.392 19.366 60.851 -8.204 -0.316 2.289 H4 L9N 31 L9N HN4 HN4 H 0 1 N N N 33.376 11.231 55.432 9.025 1.086 0.151 HN4 L9N 32 L9N H5 H5 H 0 1 N N N 33.686 21.245 60.683 -5.911 -1.171 2.015 H5 L9N 33 L9N HN6 HN6 H 0 1 N N N 29.240 19.427 61.136 -1.368 1.339 0.138 HN6 L9N 34 L9N H7 H7 H 0 1 N N N 30.164 21.458 60.880 -1.855 -1.202 -0.996 H7 L9N 35 L9N H7A H7A H 0 1 N N N 31.410 20.212 60.530 -1.861 -1.368 0.776 H7A L9N 36 L9N H8 H8 H 0 1 N N N 32.253 22.578 59.301 -4.253 -2.053 0.478 H8 L9N 37 L9N H8A H8A H 0 1 N N N 32.082 22.279 57.535 -4.307 -1.645 -1.254 H8A L9N 38 L9N H9 H9 H 0 1 N N N 35.447 14.531 56.792 7.508 -2.760 -0.214 H9 L9N 39 L9N H10 H10 H 0 1 N N N 30.523 20.409 58.042 -3.617 0.327 0.970 H10 L9N 40 L9N H11 H11 H 0 1 N N N 29.288 13.752 57.354 4.183 2.350 0.254 H11 L9N 41 L9N H13 H13 H 0 1 N N N 30.553 11.850 56.192 6.602 2.629 0.287 H13 L9N 42 L9N H16 H16 H 0 1 N N N 33.056 15.962 57.906 4.627 -1.895 -0.143 H16 L9N 43 L9N HL1 HL1 H 0 1 N N N 37.167 17.725 58.688 -10.525 -0.059 0.230 HL1 L9N 44 L9N HL1A HL1A H 0 0 N N N 36.226 17.071 60.072 -9.938 1.138 1.410 HL1A L9N 45 L9N HL1B HL1B H 0 0 N N N 35.892 16.493 58.404 -9.992 1.547 -0.321 HL1B L9N 46 # 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 L9N C1 C2 DOUB Y N 1 L9N C1 C6 SING Y N 2 L9N N1 N4 SING Y N 3 L9N N1 C9 DOUB Y N 4 L9N S1 C12 SING Y N 5 L9N S1 C18 SING Y N 6 L9N C2 C3 SING Y N 7 L9N N2 N5 SING Y N 8 L9N N2 C12 DOUB Y N 9 L9N C3 C4 DOUB Y N 10 L9N C3 CL1 SING N N 11 L9N N3 C10 SING N N 12 L9N C4 C5 SING Y N 13 L9N N4 C14 SING Y N 14 L9N C5 C6 DOUB Y N 15 L9N N5 C18 DOUB Y N 16 L9N C6 C8 SING N N 17 L9N N6 C7 SING N N 18 L9N N6 C12 SING N N 19 L9N C7 C10 SING N N 20 L9N C8 C10 SING N N 21 L9N C9 C15 SING Y N 22 L9N C11 C13 DOUB Y N 23 L9N C11 C17 SING Y N 24 L9N C13 C14 SING Y N 25 L9N C14 C15 DOUB Y N 26 L9N C15 C16 SING Y N 27 L9N C16 C17 DOUB Y N 28 L9N C17 C18 SING Y N 29 L9N C1 H1 SING N N 30 L9N C2 H2 SING N N 31 L9N N3 HN3 SING N N 32 L9N N3 HN3A SING N N 33 L9N C4 H4 SING N N 34 L9N N4 HN4 SING N N 35 L9N C5 H5 SING N N 36 L9N N6 HN6 SING N N 37 L9N C7 H7 SING N N 38 L9N C7 H7A SING N N 39 L9N C8 H8 SING N N 40 L9N C8 H8A SING N N 41 L9N C9 H9 SING N N 42 L9N C10 H10 SING N N 43 L9N C11 H11 SING N N 44 L9N C13 H13 SING N N 45 L9N C16 H16 SING N N 46 L9N CL1 HL1 SING N N 47 L9N CL1 HL1A SING N N 48 L9N CL1 HL1B SING N N 49 # 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 L9N SMILES ACDLabs 12.01 "n1nc(sc1c3ccc2nncc2c3)NCC(N)Cc4ccc(cc4)C" L9N SMILES_CANONICAL CACTVS 3.370 "Cc1ccc(C[C@H](N)CNc2sc(nn2)c3ccc4[nH]ncc4c3)cc1" L9N SMILES CACTVS 3.370 "Cc1ccc(C[CH](N)CNc2sc(nn2)c3ccc4[nH]ncc4c3)cc1" L9N SMILES_CANONICAL "OpenEye OEToolkits" 1.7.0 "Cc1ccc(cc1)C[C@@H](CNc2nnc(s2)c3ccc4c(c3)cn[nH]4)N" L9N SMILES "OpenEye OEToolkits" 1.7.0 "Cc1ccc(cc1)CC(CNc2nnc(s2)c3ccc4c(c3)cn[nH]4)N" L9N InChI InChI 1.03 "InChI=1S/C19H20N6S/c1-12-2-4-13(5-3-12)8-16(20)11-21-19-25-24-18(26-19)14-6-7-17-15(9-14)10-22-23-17/h2-7,9-10,16H,8,11,20H2,1H3,(H,21,25)(H,22,23)/t16-/m0/s1" L9N InChIKey InChI 1.03 XFEMJTFDPFGXFN-INIZCTEOSA-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 L9N "SYSTEMATIC NAME" ACDLabs 12.01 "(2S)-N~1~-[5-(1H-indazol-5-yl)-1,3,4-thiadiazol-2-yl]-3-(4-methylphenyl)propane-1,2-diamine" L9N "SYSTEMATIC NAME" "OpenEye OEToolkits" 1.7.0 "(2S)-N1-[5-(1H-indazol-5-yl)-1,3,4-thiadiazol-2-yl]-3-(4-methylphenyl)propane-1,2-diamine" # loop_ _pdbx_chem_comp_audit.comp_id _pdbx_chem_comp_audit.action_type _pdbx_chem_comp_audit.date _pdbx_chem_comp_audit.processing_site L9N "Create component" 2010-04-21 RCSB L9N "Modify aromatic_flag" 2011-06-04 RCSB L9N "Modify descriptor" 2011-06-04 RCSB #