data_XM1 # _chem_comp.id XM1 _chem_comp.name "(2S)-2-(4-chlorobenzyl)-3-oxo-3-[4-(7H-pyrrolo[2,3-d]pyrimidin-4-yl)piperazin-1-yl]propan-1-amine" _chem_comp.type NON-POLYMER _chem_comp.pdbx_type HETAIN _chem_comp.formula "C20 H23 Cl N6 O" _chem_comp.mon_nstd_parent_comp_id ? _chem_comp.pdbx_synonyms ? _chem_comp.pdbx_formal_charge 0 _chem_comp.pdbx_initial_date 2010-08-10 _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 398.889 _chem_comp.one_letter_code ? _chem_comp.three_letter_code XM1 _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 3OCB _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 XM1 C1 C1 C 0 1 Y N N 14.535 -1.991 15.882 4.227 -0.102 -0.100 C1 XM1 1 XM1 CL1 CL1 CL 0 0 N N N 8.406 4.074 14.396 -7.142 2.549 0.517 CL1 XM1 2 XM1 C2 C2 C 0 1 Y N N 15.667 -1.218 15.529 4.565 1.259 -0.109 C2 XM1 3 XM1 C3 C3 C 0 1 Y N N 15.866 0.201 15.512 3.912 2.487 -0.559 C3 XM1 4 XM1 C4 C4 C 0 1 Y N N 17.171 0.305 15.077 4.756 3.496 -0.292 C4 XM1 5 XM1 N5 N5 N 0 1 N N N 12.234 -0.408 21.274 -1.995 -2.655 2.289 N5 XM1 6 XM1 N6 N6 N 0 1 Y N N 17.746 -0.953 14.840 5.896 3.007 0.293 N6 XM1 7 XM1 C7 C7 C 0 1 Y N N 16.818 -1.894 15.119 5.811 1.648 0.419 C7 XM1 8 XM1 N8 N8 N 0 1 Y N N 14.637 -3.335 15.805 5.098 -0.966 0.412 N8 XM1 9 XM1 C9 C9 C 0 1 Y N N 15.809 -3.858 15.391 6.257 -0.558 0.897 C9 XM1 10 XM1 N10 N10 N 0 1 Y N N 16.938 -3.224 15.032 6.618 0.707 0.905 N10 XM1 11 XM1 N11 N11 N 0 1 N N N 13.370 -1.376 16.311 3.014 -0.534 -0.607 N11 XM1 12 XM1 C12 C12 C 0 1 N N N 12.278 -2.266 16.766 2.884 -1.993 -0.490 C12 XM1 13 XM1 C13 C13 C 0 1 N N N 10.920 -1.591 17.079 1.617 -2.450 -1.220 C13 XM1 14 XM1 N14 N14 N 0 1 N N N 11.058 -0.367 17.897 0.476 -1.681 -0.702 N14 XM1 15 XM1 C15 C15 C 0 1 N N N 12.091 0.569 17.401 0.587 -0.215 -0.660 C15 XM1 16 XM1 C16 C16 C 0 1 N N N 13.442 -0.143 17.129 1.894 0.154 0.049 C16 XM1 17 XM1 C17 C17 C 0 1 N N N 10.412 -0.200 19.082 -0.642 -2.303 -0.278 C17 XM1 18 XM1 O18 O18 O 0 1 N N N 9.546 -0.995 19.462 -0.682 -3.514 -0.233 O18 XM1 19 XM1 C19 C19 C 0 1 N N S 10.656 1.061 19.954 -1.842 -1.493 0.139 C19 XM1 20 XM1 C20 C20 C 0 1 N N N 9.413 1.984 19.987 -2.638 -1.083 -1.102 C20 XM1 21 XM1 C21 C21 C 0 1 N N N 11.265 0.711 21.329 -2.730 -2.334 1.059 C21 XM1 22 XM1 C22 C22 C 0 1 Y N N 9.145 2.514 18.591 -3.768 -0.172 -0.696 C22 XM1 23 XM1 C23 C23 C 0 1 Y N N 8.318 1.779 17.709 -3.571 1.196 -0.654 C23 XM1 24 XM1 C24 C24 C 0 1 Y N N 8.087 2.269 16.405 -4.607 2.032 -0.282 C24 XM1 25 XM1 C25 C25 C 0 1 Y N N 8.690 3.484 15.995 -5.841 1.500 0.049 C25 XM1 26 XM1 C26 C26 C 0 1 Y N N 9.524 4.216 16.874 -6.037 0.131 0.006 C26 XM1 27 XM1 C27 C27 C 0 1 Y N N 9.752 3.722 18.176 -5.002 -0.704 -0.371 C27 XM1 28 XM1 H3 H3 H 0 1 N N N 15.173 0.987 15.773 2.938 2.566 -1.018 H3 XM1 29 XM1 H4 H4 H 0 1 N N N 17.688 1.242 14.936 4.566 4.538 -0.506 H4 XM1 30 XM1 HN5 HN5 H 0 1 N N N 12.591 -0.586 22.191 -1.705 -1.815 2.768 HN5 XM1 31 XM1 HN5A HN5A H 0 0 N N N 11.777 -1.228 20.930 -2.545 -3.245 2.896 HN5A XM1 32 XM1 H9 H9 H 0 1 N N N 15.845 -4.936 15.341 6.936 -1.293 1.304 H9 XM1 33 XM1 H12 H12 H 0 1 N N N 12.100 -2.998 15.964 3.755 -2.473 -0.937 H12 XM1 34 XM1 H12A H12A H 0 0 N N N 12.620 -2.753 17.691 2.817 -2.269 0.563 H12A XM1 35 XM1 H13 H13 H 0 1 N N N 10.442 -1.318 16.127 1.726 -2.269 -2.290 H13 XM1 36 XM1 H13A H13A H 0 0 N N N 10.297 -2.309 17.633 1.454 -3.513 -1.041 H13A XM1 37 XM1 H15 H15 H 0 1 N N N 11.736 1.018 16.462 0.596 0.181 -1.675 H15 XM1 38 XM1 H15A H15A H 0 0 N N N 12.252 1.348 18.160 -0.260 0.201 -0.112 H15A XM1 39 XM1 H16 H16 H 0 1 N N N 13.870 -0.420 18.104 1.841 -0.152 1.094 H16 XM1 40 XM1 H16A H16A H 0 0 N N N 14.087 0.569 16.594 2.047 1.232 -0.007 H16A XM1 41 XM1 H19 H19 H 0 1 N N N 11.434 1.671 19.472 -1.512 -0.600 0.670 H19 XM1 42 XM1 H20 H20 H 0 1 N N N 8.540 1.413 20.337 -1.981 -0.560 -1.797 H20 XM1 43 XM1 H20A H20A H 0 0 N N N 9.598 2.826 20.671 -3.043 -1.972 -1.584 H20A XM1 44 XM1 H21 H21 H 0 1 N N N 10.446 0.423 22.004 -3.009 -3.257 0.551 H21 XM1 45 XM1 H21A H21A H 0 0 N N N 11.789 1.601 21.709 -3.629 -1.771 1.310 H21A XM1 46 XM1 H23 H23 H 0 1 N N N 7.867 0.852 18.030 -2.608 1.611 -0.911 H23 XM1 47 XM1 H24 H24 H 0 1 N N N 7.454 1.720 15.723 -4.453 3.100 -0.248 H24 XM1 48 XM1 H26 H26 H 0 1 N N N 9.980 5.141 16.552 -6.999 -0.285 0.264 H26 XM1 49 XM1 H27 H27 H 0 1 N N N 10.390 4.267 18.856 -5.154 -1.773 -0.405 H27 XM1 50 XM1 HN6 HN6 H 0 1 N N N 18.678 -1.123 14.521 6.651 3.546 0.576 HN6 XM1 51 # 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 XM1 C2 C1 DOUB Y N 1 XM1 N8 C1 SING Y N 2 XM1 C1 N11 SING N N 3 XM1 CL1 C25 SING N N 4 XM1 C7 C2 SING Y N 5 XM1 C3 C2 SING Y N 6 XM1 C4 C3 DOUB Y N 7 XM1 C3 H3 SING N N 8 XM1 N6 C4 SING Y N 9 XM1 C4 H4 SING N N 10 XM1 N5 C21 SING N N 11 XM1 N5 HN5 SING N N 12 XM1 N5 HN5A SING N N 13 XM1 N6 C7 SING Y N 14 XM1 N10 C7 DOUB Y N 15 XM1 C9 N8 DOUB Y N 16 XM1 N10 C9 SING Y N 17 XM1 C9 H9 SING N N 18 XM1 N11 C12 SING N N 19 XM1 N11 C16 SING N N 20 XM1 C12 C13 SING N N 21 XM1 C12 H12 SING N N 22 XM1 C12 H12A SING N N 23 XM1 C13 N14 SING N N 24 XM1 C13 H13 SING N N 25 XM1 C13 H13A SING N N 26 XM1 C15 N14 SING N N 27 XM1 N14 C17 SING N N 28 XM1 C16 C15 SING N N 29 XM1 C15 H15 SING N N 30 XM1 C15 H15A SING N N 31 XM1 C16 H16 SING N N 32 XM1 C16 H16A SING N N 33 XM1 C17 O18 DOUB N N 34 XM1 C17 C19 SING N N 35 XM1 C19 C20 SING N N 36 XM1 C19 C21 SING N N 37 XM1 C19 H19 SING N N 38 XM1 C22 C20 SING N N 39 XM1 C20 H20 SING N N 40 XM1 C20 H20A SING N N 41 XM1 C21 H21 SING N N 42 XM1 C21 H21A SING N N 43 XM1 C23 C22 DOUB Y N 44 XM1 C27 C22 SING Y N 45 XM1 C24 C23 SING Y N 46 XM1 C23 H23 SING N N 47 XM1 C25 C24 DOUB Y N 48 XM1 C24 H24 SING N N 49 XM1 C25 C26 SING Y N 50 XM1 C26 C27 DOUB Y N 51 XM1 C26 H26 SING N N 52 XM1 C27 H27 SING N N 53 XM1 N6 HN6 SING N N 54 # 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 XM1 SMILES ACDLabs 12.01 "O=C(N3CCN(c1ncnc2c1ccn2)CC3)C(Cc4ccc(Cl)cc4)CN" XM1 SMILES_CANONICAL CACTVS 3.370 "NC[C@H](Cc1ccc(Cl)cc1)C(=O)N2CCN(CC2)c3ncnc4[nH]ccc34" XM1 SMILES CACTVS 3.370 "NC[CH](Cc1ccc(Cl)cc1)C(=O)N2CCN(CC2)c3ncnc4[nH]ccc34" XM1 SMILES_CANONICAL "OpenEye OEToolkits" 1.7.0 "c1cc(ccc1C[C@@H](CN)C(=O)N2CCN(CC2)c3c4cc[nH]c4ncn3)Cl" XM1 SMILES "OpenEye OEToolkits" 1.7.0 "c1cc(ccc1CC(CN)C(=O)N2CCN(CC2)c3c4cc[nH]c4ncn3)Cl" XM1 InChI InChI 1.03 "InChI=1S/C20H23ClN6O/c21-16-3-1-14(2-4-16)11-15(12-22)20(28)27-9-7-26(8-10-27)19-17-5-6-23-18(17)24-13-25-19/h1-6,13,15H,7-12,22H2,(H,23,24,25)/t15-/m0/s1" XM1 InChIKey InChI 1.03 IYQSFRNHWXBIKV-HNNXBMFYSA-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 XM1 "SYSTEMATIC NAME" ACDLabs 12.01 "(2S)-3-amino-2-(4-chlorobenzyl)-1-[4-(7H-pyrrolo[2,3-d]pyrimidin-4-yl)piperazin-1-yl]propan-1-one" XM1 "SYSTEMATIC NAME" "OpenEye OEToolkits" 1.7.0 "(2S)-2-(aminomethyl)-3-(4-chlorophenyl)-1-[4-(7H-pyrrolo[2,3-d]pyrimidin-4-yl)piperazin-1-yl]propan-1-one" # loop_ _pdbx_chem_comp_audit.comp_id _pdbx_chem_comp_audit.action_type _pdbx_chem_comp_audit.date _pdbx_chem_comp_audit.processing_site XM1 "Create component" 2010-08-10 RCSB XM1 "Modify aromatic_flag" 2011-06-04 RCSB XM1 "Modify descriptor" 2011-06-04 RCSB #