data_YSH # _chem_comp.id YSH _chem_comp.name "1-[3-CYANO-4-(NEOPENTYLOXY)PHENYL]-1H-PYRAZOLE-4-CARBOXYLIC ACID" _chem_comp.type NON-POLYMER _chem_comp.pdbx_type HETAIN _chem_comp.formula "C16 H17 N3 O3" _chem_comp.mon_nstd_parent_comp_id ? _chem_comp.pdbx_synonyms Y-700 _chem_comp.pdbx_formal_charge 0 _chem_comp.pdbx_initial_date 2004-04-05 _chem_comp.pdbx_modified_date 2020-06-17 _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 299.324 _chem_comp.one_letter_code ? _chem_comp.three_letter_code YSH _chem_comp.pdbx_model_coordinates_details ? _chem_comp.pdbx_model_coordinates_missing_flag N _chem_comp.pdbx_ideal_coordinates_details ? _chem_comp.pdbx_ideal_coordinates_missing_flag N _chem_comp.pdbx_model_coordinates_db_code 1VDV _chem_comp.pdbx_subcomponent_list ? _chem_comp.pdbx_processing_site PDBJ # # 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 YSH C1 C1 C 0 1 Y N N 70.031 47.345 39.034 0.615 -0.250 -3.162 C1 YSH 1 YSH N2 N2 N 0 1 Y N N 68.678 46.398 39.375 -0.327 0.248 -2.343 N2 YSH 2 YSH N3 N3 N 0 1 Y N N 67.927 46.185 38.287 -1.313 0.862 -3.124 N3 YSH 3 YSH C4 C4 C 0 1 Y N N 68.416 46.787 37.130 -0.985 0.754 -4.382 C4 YSH 4 YSH C5 C5 C 0 1 Y N N 69.571 47.464 37.395 0.237 0.047 -4.457 C5 YSH 5 YSH C6 C6 C 0 1 Y N N 68.447 45.906 40.818 -0.326 0.163 -0.943 C6 YSH 6 YSH C7 C7 C 0 1 Y N N 67.742 44.679 40.960 -1.507 -0.083 -0.265 C7 YSH 7 YSH C8 C8 C 0 1 Y N N 67.508 44.185 42.250 -1.502 -0.173 1.128 C8 YSH 8 YSH C9 C9 C 0 1 Y N N 67.981 44.917 43.397 -0.302 -0.000 1.830 C9 YSH 9 YSH C10 C10 C 0 1 Y N N 68.761 46.274 43.276 0.873 0.246 1.138 C10 YSH 10 YSH C11 C11 C 0 1 Y N N 68.999 46.776 42.067 0.862 0.327 -0.239 C11 YSH 11 YSH C12 C12 C 0 1 N N N 66.761 42.872 42.479 -2.720 -0.428 1.836 C12 YSH 12 YSH N13 N13 N 0 1 N N N 66.215 41.870 42.647 -3.686 -0.630 2.398 N13 YSH 13 YSH O14 O14 O 0 1 N N N 67.718 44.352 44.708 -0.289 -0.080 3.185 O14 YSH 14 YSH C15 C15 C 0 1 N N N 68.288 45.197 45.851 1.062 0.130 3.599 C15 YSH 15 YSH C16 C16 C 0 1 N N N 68.794 44.306 47.029 1.146 0.053 5.124 C16 YSH 16 YSH C17 C17 C 0 1 N N N 69.864 43.312 46.596 2.593 0.278 5.567 C17 YSH 17 YSH C18 C18 C 0 1 N N N 69.356 45.182 48.124 0.679 -1.326 5.592 C18 YSH 18 YSH C19 C19 C 0 1 N N N 67.616 43.476 47.518 0.251 1.130 5.740 C19 YSH 19 YSH C20 C20 C 0 1 N N N 70.371 48.232 36.439 0.970 -0.303 -5.685 C20 YSH 20 YSH O21 O21 O 0 1 N N N 70.030 48.326 35.271 0.479 0.054 -6.888 O21 YSH 21 YSH O22 O22 O 0 1 N N N 71.509 48.814 36.990 2.017 -0.915 -5.613 O22 YSH 22 YSH H1 H1 H 0 1 N N N 70.872 47.729 39.636 1.504 -0.784 -2.862 H1 YSH 23 YSH H4 H4 H 0 1 N N N 67.949 46.734 36.132 -1.550 1.134 -5.220 H4 YSH 24 YSH H7 H7 H 0 1 N N N 67.382 44.118 40.081 -2.429 -0.210 -0.813 H7 YSH 25 YSH H10 H10 H 0 1 N N N 69.163 46.909 44.084 1.799 0.375 1.677 H10 YSH 26 YSH H11 H11 H 0 1 N N N 69.549 47.732 42.095 1.781 0.520 -0.774 H11 YSH 27 YSH H151 1H15 H 0 0 N N N 67.551 45.956 46.203 1.395 1.113 3.266 H151 YSH 28 YSH H152 2H15 H 0 0 N N N 69.087 45.885 45.489 1.700 -0.636 3.160 H152 YSH 29 YSH H171 1H17 H 0 0 N N N 70.713 43.832 46.094 2.654 0.223 6.654 H171 YSH 30 YSH H172 2H17 H 0 0 N N N 70.225 42.676 47.437 3.231 -0.488 5.128 H172 YSH 31 YSH H173 3H17 H 0 0 N N N 69.508 42.686 45.745 2.926 1.261 5.234 H173 YSH 32 YSH H181 1H18 H 0 0 N N N 68.624 45.952 48.464 1.317 -2.094 5.153 H181 YSH 33 YSH H182 2H18 H 0 0 N N N 69.717 44.546 48.965 0.740 -1.381 6.679 H182 YSH 34 YSH H183 3H18 H 0 0 N N N 70.149 45.870 47.747 -0.351 -1.487 5.276 H183 YSH 35 YSH H191 1H19 H 0 0 N N N 67.133 42.886 46.704 0.584 2.113 5.407 H191 YSH 36 YSH H192 2H19 H 0 0 N N N 67.977 42.840 48.359 -0.779 0.969 5.425 H192 YSH 37 YSH H193 3H19 H 0 0 N N N 66.732 44.097 47.793 0.311 1.075 6.827 H193 YSH 38 YSH H21 H21 H 0 1 N N N 70.549 48.824 34.651 0.960 -0.176 -7.694 H21 YSH 39 # # 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 YSH C1 N2 SING Y N 1 YSH C1 C5 DOUB Y N 2 YSH C1 H1 SING N N 3 YSH N2 N3 SING Y N 4 YSH N2 C6 SING Y N 5 YSH N3 C4 DOUB Y N 6 YSH C4 C5 SING Y N 7 YSH C4 H4 SING N N 8 YSH C5 C20 SING N N 9 YSH C6 C7 DOUB Y N 10 YSH C6 C11 SING Y N 11 YSH C7 C8 SING Y N 12 YSH C7 H7 SING N N 13 YSH C8 C9 DOUB Y N 14 YSH C8 C12 SING N N 15 YSH C9 C10 SING Y N 16 YSH C9 O14 SING N N 17 YSH C10 C11 DOUB Y N 18 YSH C10 H10 SING N N 19 YSH C11 H11 SING N N 20 YSH C12 N13 TRIP N N 21 YSH O14 C15 SING N N 22 YSH C15 C16 SING N N 23 YSH C15 H151 SING N N 24 YSH C15 H152 SING N N 25 YSH C16 C17 SING N N 26 YSH C16 C18 SING N N 27 YSH C16 C19 SING N N 28 YSH C17 H171 SING N N 29 YSH C17 H172 SING N N 30 YSH C17 H173 SING N N 31 YSH C18 H181 SING N N 32 YSH C18 H182 SING N N 33 YSH C18 H183 SING N N 34 YSH C19 H191 SING N N 35 YSH C19 H192 SING N N 36 YSH C19 H193 SING N N 37 YSH C20 O21 SING N N 38 YSH C20 O22 DOUB N N 39 YSH O21 H21 SING N N 40 # # 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 YSH SMILES ACDLabs 10.04 "N#Cc1c(OCC(C)(C)C)ccc(c1)n2ncc(c2)C(=O)O" YSH SMILES_CANONICAL CACTVS 3.341 "CC(C)(C)COc1ccc(cc1C#N)n2cc(cn2)C(O)=O" YSH SMILES CACTVS 3.341 "CC(C)(C)COc1ccc(cc1C#N)n2cc(cn2)C(O)=O" YSH SMILES_CANONICAL "OpenEye OEToolkits" 1.5.0 "CC(C)(C)COc1ccc(cc1C#N)n2cc(cn2)C(=O)O" YSH SMILES "OpenEye OEToolkits" 1.5.0 "CC(C)(C)COc1ccc(cc1C#N)n2cc(cn2)C(=O)O" YSH InChI InChI 1.03 "InChI=1S/C16H17N3O3/c1-16(2,3)10-22-14-5-4-13(6-11(14)7-17)19-9-12(8-18-19)15(20)21/h4-6,8-9H,10H2,1-3H3,(H,20,21)" YSH InChIKey InChI 1.03 AETHRPHBGJAIBT-UHFFFAOYSA-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 YSH "SYSTEMATIC NAME" ACDLabs 10.04 "1-[3-cyano-4-(2,2-dimethylpropoxy)phenyl]-1H-pyrazole-4-carboxylic acid" YSH "SYSTEMATIC NAME" "OpenEye OEToolkits" 1.5.0 "1-[3-cyano-4-(2,2-dimethylpropoxy)phenyl]pyrazole-4-carboxylic 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 YSH "Create component" 2004-04-05 PDBJ YSH "Modify aromatic_flag" 2011-06-04 RCSB YSH "Modify descriptor" 2011-06-04 RCSB YSH "Modify synonyms" 2020-06-05 PDBE # _pdbx_chem_comp_synonyms.ordinal 1 _pdbx_chem_comp_synonyms.comp_id YSH _pdbx_chem_comp_synonyms.name Y-700 _pdbx_chem_comp_synonyms.provenance ? _pdbx_chem_comp_synonyms.type ? ##