data_X20 # _chem_comp.id X20 _chem_comp.name "tert-butyl 6-{[2-chloro-4-(dimethylcarbamoyl)phenyl]amino}-2-(1,3-oxazol-5-yl)-1H-pyrrolo[3,2-c]pyridine-1-carboxylate" _chem_comp.type NON-POLYMER _chem_comp.pdbx_type HETAIN _chem_comp.formula "C24 H24 Cl N5 O4" _chem_comp.mon_nstd_parent_comp_id ? _chem_comp.pdbx_synonyms ? _chem_comp.pdbx_formal_charge 0 _chem_comp.pdbx_initial_date 2013-09-05 _chem_comp.pdbx_modified_date 2013-11-29 _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 481.931 _chem_comp.one_letter_code ? _chem_comp.three_letter_code X20 _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 4C4I _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 X20 C C C 0 1 N N N -2.084 -15.716 -13.984 -3.773 0.762 -0.122 C X20 1 X20 N N N 0 1 Y N N -1.884 -17.064 -13.593 -3.041 -0.364 -0.235 N X20 2 X20 O O O 0 1 N N N -2.754 -15.378 -14.922 -4.131 1.357 -1.118 O X20 3 X20 CL CL CL 0 0 N N N 0.759 -16.128 -6.780 3.619 3.072 -1.273 CL X20 4 X20 C1 C1 C 0 1 Y N N -1.150 -17.505 -12.484 -1.664 -0.415 -0.275 C1 X20 5 X20 N1 N1 N 0 1 N N N 0.916 -16.962 -9.544 1.683 1.072 -0.238 N1 X20 6 X20 O1 O1 O 0 1 N N N 2.990 -11.219 -7.796 7.831 -0.309 -0.896 O1 X20 7 X20 C2 C2 C 0 1 Y N N -0.452 -16.805 -11.510 -0.657 0.539 -0.221 C2 X20 8 X20 N2 N2 N 0 1 N N N 1.391 -10.556 -9.255 7.510 -1.283 1.074 N2 X20 9 X20 O2 O2 O 0 1 Y N N -2.901 -19.168 -16.398 -6.024 -1.123 -0.299 O2 X20 10 X20 C3 C3 C 0 1 Y N N 0.190 -17.601 -10.544 0.665 0.123 -0.291 C3 X20 11 X20 N3 N3 N 0 1 Y N N 0.156 -18.977 -10.518 0.979 -1.161 -0.407 N3 X20 12 X20 O3 O3 O 0 1 N N N -1.435 -14.826 -13.190 -4.114 1.223 1.096 O3 X20 13 X20 C4 C4 C 0 1 Y N N 1.181 -15.602 -9.390 3.013 0.664 -0.176 C4 X20 14 X20 N4 N4 N 0 1 Y N N -4.589 -17.915 -17.178 -6.855 -3.111 -0.283 N4 X20 15 X20 C5 C5 C 0 1 Y N N 1.495 -14.721 -10.427 3.331 -0.591 0.333 C5 X20 16 X20 C6 C6 C 0 1 Y N N 1.779 -13.398 -10.145 4.644 -0.998 0.395 C6 X20 17 X20 C7 C7 C 0 1 Y N N 1.756 -12.935 -8.837 5.660 -0.150 -0.055 C7 X20 18 X20 C8 C8 C 0 1 N N N 2.105 -11.525 -8.577 7.068 -0.583 0.010 C8 X20 19 X20 C9 C9 C 0 1 N N N 0.094 -10.880 -9.871 8.929 -1.628 1.186 C9 X20 20 X20 C10 C10 C 0 1 N N N 1.564 -9.133 -8.922 6.570 -1.699 2.118 C10 X20 21 X20 C11 C11 C 0 1 Y N N 1.435 -13.781 -7.794 5.338 1.111 -0.567 C11 X20 22 X20 C12 C12 C 0 1 Y N N 1.155 -15.092 -8.092 4.022 1.510 -0.631 C12 X20 23 X20 C13 C13 C 0 1 Y N N -0.529 -19.599 -11.472 0.060 -2.104 -0.463 C13 X20 24 X20 C14 C14 C 0 1 Y N N -1.198 -18.917 -12.477 -1.292 -1.772 -0.399 C14 X20 25 X20 C15 C15 C 0 1 Y N N -1.973 -19.341 -13.593 -2.537 -2.538 -0.431 C15 X20 26 X20 C16 C16 C 0 1 Y N N -2.383 -18.226 -14.265 -3.556 -1.647 -0.324 C16 X20 27 X20 C17 C17 C 0 1 Y N N -3.168 -18.213 -15.458 -4.987 -1.990 -0.307 C17 X20 28 X20 C18 C18 C 0 1 Y N N -4.204 -17.431 -15.917 -5.521 -3.242 -0.297 C18 X20 29 X20 C19 C19 C 0 1 Y N N -3.785 -18.944 -17.414 -7.156 -1.842 -0.284 C19 X20 30 X20 C20 C20 C 0 1 N N N -1.425 -13.424 -13.610 -4.904 2.441 1.143 C20 X20 31 X20 C21 C21 C 0 1 N N N -2.859 -12.948 -13.590 -6.225 2.220 0.403 C21 X20 32 X20 C22 C22 C 0 1 N N N -0.578 -12.659 -12.620 -5.190 2.807 2.601 C22 X20 33 X20 C23 C23 C 0 1 N N N -0.842 -13.354 -15.002 -4.128 3.578 0.475 C23 X20 34 X20 HN1 HN1 H 0 1 N N N 1.300 -17.559 -8.840 1.466 2.017 -0.243 HN1 X20 35 X20 H2 H2 H 0 1 N N N -0.405 -15.726 -11.495 -0.898 1.588 -0.127 H2 X20 36 X20 H5 H5 H 0 1 N N N 1.516 -15.073 -11.448 2.546 -1.247 0.681 H5 X20 37 X20 H6 H6 H 0 1 N N N 2.021 -12.719 -10.949 4.890 -1.972 0.792 H6 X20 38 X20 H9 H9 H 0 1 N N N -0.314 -9.983 -10.360 9.455 -0.836 1.719 H9 X20 39 X20 H9A H9A H 0 1 N N N 0.232 -11.675 -10.619 9.033 -2.565 1.733 H9A X20 40 X20 H9B H9B H 0 1 N N N -0.605 -11.224 -9.094 9.356 -1.740 0.189 H9B X20 41 X20 H10 H10 H 0 1 N N N 0.914 -8.523 -9.567 6.144 -2.668 1.859 H10 X20 42 X20 H10A H10A H 0 0 N N N 1.294 -8.968 -7.869 7.096 -1.776 3.070 H10A X20 43 X20 H10B H10B H 0 0 N N N 2.613 -8.844 -9.081 5.772 -0.962 2.203 H10B X20 44 X20 H11 H11 H 0 1 N N N 1.405 -13.423 -6.776 6.120 1.769 -0.915 H11 X20 45 X20 H13 H13 H 0 1 N N N -0.566 -20.678 -11.464 0.356 -3.139 -0.558 H13 X20 46 X20 H15 H15 H 0 1 N N N -2.197 -20.363 -13.860 -2.629 -3.610 -0.520 H15 X20 47 X20 H18 H18 H 0 1 N N N -4.644 -16.592 -15.398 -4.971 -4.172 -0.299 H18 X20 48 X20 H19 H19 H 0 1 N N N -3.826 -19.540 -18.313 -8.156 -1.435 -0.274 H19 X20 49 X20 H21 H21 H 0 1 N N N -2.900 -11.894 -13.900 -6.777 1.410 0.879 H21 X20 50 X20 H21A H21A H 0 0 N N N -3.457 -13.558 -14.283 -6.817 3.134 0.438 H21A X20 51 X20 H21B H21B H 0 0 N N N -3.264 -13.047 -12.572 -6.020 1.959 -0.635 H21B X20 52 X20 H22 H22 H 0 1 N N N -0.548 -11.597 -12.906 -4.249 2.964 3.128 H22 X20 53 X20 H22A H22A H 0 0 N N N -1.012 -12.756 -11.614 -5.783 3.721 2.636 H22A X20 54 X20 H22B H22B H 0 0 N N N 0.443 -13.067 -12.619 -5.743 1.997 3.077 H22B X20 55 X20 H23 H23 H 0 1 N N N -0.824 -12.307 -15.340 -3.924 3.317 -0.564 H23 X20 56 X20 H23A H23A H 0 0 N N N 0.183 -13.753 -14.991 -4.721 4.492 0.510 H23A X20 57 X20 H23B H23B H 0 0 N N N -1.460 -13.951 -15.689 -3.187 3.735 1.002 H23B X20 58 # 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 X20 C N SING N N 1 X20 C O DOUB N N 2 X20 C O3 SING N N 3 X20 N C1 SING Y N 4 X20 N C16 SING Y N 5 X20 CL C12 SING N N 6 X20 C1 C2 DOUB Y N 7 X20 C1 C14 SING Y N 8 X20 N1 C3 SING N N 9 X20 N1 C4 SING N N 10 X20 O1 C8 DOUB N N 11 X20 C2 C3 SING Y N 12 X20 N2 C8 SING N N 13 X20 N2 C9 SING N N 14 X20 N2 C10 SING N N 15 X20 O2 C17 SING Y N 16 X20 O2 C19 SING Y N 17 X20 C3 N3 DOUB Y N 18 X20 N3 C13 SING Y N 19 X20 O3 C20 SING N N 20 X20 C4 C5 DOUB Y N 21 X20 C4 C12 SING Y N 22 X20 N4 C18 SING Y N 23 X20 N4 C19 DOUB Y N 24 X20 C5 C6 SING Y N 25 X20 C6 C7 DOUB Y N 26 X20 C7 C8 SING N N 27 X20 C7 C11 SING Y N 28 X20 C11 C12 DOUB Y N 29 X20 C13 C14 DOUB Y N 30 X20 C14 C15 SING Y N 31 X20 C15 C16 DOUB Y N 32 X20 C16 C17 SING N N 33 X20 C17 C18 DOUB Y N 34 X20 C20 C21 SING N N 35 X20 C20 C22 SING N N 36 X20 C20 C23 SING N N 37 X20 N1 HN1 SING N N 38 X20 C2 H2 SING N N 39 X20 C5 H5 SING N N 40 X20 C6 H6 SING N N 41 X20 C9 H9 SING N N 42 X20 C9 H9A SING N N 43 X20 C9 H9B SING N N 44 X20 C10 H10 SING N N 45 X20 C10 H10A SING N N 46 X20 C10 H10B SING N N 47 X20 C11 H11 SING N N 48 X20 C13 H13 SING N N 49 X20 C15 H15 SING N N 50 X20 C18 H18 SING N N 51 X20 C19 H19 SING N N 52 X20 C21 H21 SING N N 53 X20 C21 H21A SING N N 54 X20 C21 H21B SING N N 55 X20 C22 H22 SING N N 56 X20 C22 H22A SING N N 57 X20 C22 H22B SING N N 58 X20 C23 H23 SING N N 59 X20 C23 H23A SING N N 60 X20 C23 H23B SING N N 61 # 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 X20 SMILES ACDLabs 12.01 "O=C(N(C)C)c1ccc(c(Cl)c1)Nc4ncc3c(n(c(c2ocnc2)c3)C(=O)OC(C)(C)C)c4" X20 InChI InChI 1.03 "InChI=1S/C24H24ClN5O4/c1-24(2,3)34-23(32)30-18-10-21(27-11-15(18)9-19(30)20-12-26-13-33-20)28-17-7-6-14(8-16(17)25)22(31)29(4)5/h6-13H,1-5H3,(H,27,28)" X20 InChIKey InChI 1.03 VGVIWBCNXYVLQY-UHFFFAOYSA-N X20 SMILES_CANONICAL CACTVS 3.385 "CN(C)C(=O)c1ccc(Nc2cc3n(C(=O)OC(C)(C)C)c(cc3cn2)c4ocnc4)c(Cl)c1" X20 SMILES CACTVS 3.385 "CN(C)C(=O)c1ccc(Nc2cc3n(C(=O)OC(C)(C)C)c(cc3cn2)c4ocnc4)c(Cl)c1" X20 SMILES_CANONICAL "OpenEye OEToolkits" 1.7.6 "CC(C)(C)OC(=O)n1c2cc(ncc2cc1c3cnco3)Nc4ccc(cc4Cl)C(=O)N(C)C" X20 SMILES "OpenEye OEToolkits" 1.7.6 "CC(C)(C)OC(=O)n1c2cc(ncc2cc1c3cnco3)Nc4ccc(cc4Cl)C(=O)N(C)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 X20 "SYSTEMATIC NAME" ACDLabs 12.01 "tert-butyl 6-{[2-chloro-4-(dimethylcarbamoyl)phenyl]amino}-2-(1,3-oxazol-5-yl)-1H-pyrrolo[3,2-c]pyridine-1-carboxylate" X20 "SYSTEMATIC NAME" "OpenEye OEToolkits" 1.7.6 "tert-butyl 6-[[2-chloranyl-4-(dimethylcarbamoyl)phenyl]amino]-2-(1,3-oxazol-5-yl)pyrrolo[3,2-c]pyridine-1-carboxylate" # loop_ _pdbx_chem_comp_audit.comp_id _pdbx_chem_comp_audit.action_type _pdbx_chem_comp_audit.date _pdbx_chem_comp_audit.processing_site X20 "Create component" 2013-09-05 EBI X20 "Initial release" 2013-12-04 RCSB #