data_54M # _chem_comp.id 54M _chem_comp.name "(5R)-5-(4-methoxyphenyl)-5-(3-pyrimidin-5-ylphenyl)-3,4-dihydropyrrol-2-amine" _chem_comp.type non-polymer _chem_comp.pdbx_type HETAIN _chem_comp.formula "C21 H20 N4 O" _chem_comp.mon_nstd_parent_comp_id ? _chem_comp.pdbx_synonyms ? _chem_comp.pdbx_formal_charge 0 _chem_comp.pdbx_initial_date 2012-08-16 _chem_comp.pdbx_modified_date 2014-09-05 _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 344.410 _chem_comp.one_letter_code ? _chem_comp.three_letter_code 54M _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 4B77 _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 54M C15 C15 C 0 1 N N N 5.578 6.852 -25.894 4.889 3.608 1.052 C15 54M 1 54M O14 O14 O 0 1 N N N 6.645 6.227 -25.158 4.582 3.025 -0.216 O14 54M 2 54M C2 C2 C 0 1 Y N N 6.339 5.348 -24.155 3.720 1.974 -0.219 C2 54M 3 54M C3 C3 C 0 1 Y N N 7.346 5.028 -23.255 3.378 1.360 -1.415 C3 54M 4 54M C4 C4 C 0 1 Y N N 7.080 4.167 -22.192 2.501 0.292 -1.415 C4 54M 5 54M C1 C1 C 0 1 Y N N 5.052 4.776 -24.029 3.185 1.511 0.974 C1 54M 6 54M C6 C6 C 0 1 Y N N 4.800 3.881 -22.986 2.309 0.443 0.969 C6 54M 7 54M C5 C5 C 0 1 Y N N 5.802 3.598 -22.049 1.965 -0.164 -0.225 C5 54M 8 54M C7 C7 C 0 1 N N R 5.501 2.659 -20.884 1.008 -1.329 -0.228 C7 54M 9 54M C19 C19 C 0 1 N N N 6.428 3.010 -19.660 1.645 -2.544 -0.942 C19 54M 10 54M C17 C17 C 0 1 N N N 4.057 3.278 -19.143 1.404 -2.852 1.435 C17 54M 11 54M N16 N16 N 0 1 N N N 4.127 2.924 -20.392 0.752 -1.781 1.144 N16 54M 12 54M N20 N20 N 0 1 N N N 2.886 3.564 -18.460 1.350 -3.487 2.648 N20 54M 13 54M C8 C8 C 0 1 Y N N 5.744 1.211 -21.231 -0.282 -0.942 -0.903 C8 54M 14 54M C13 C13 C 0 1 Y N N 5.228 0.215 -20.404 -1.309 -0.392 -0.163 C13 54M 15 54M C9 C9 C 0 1 Y N N 6.531 0.841 -22.326 -0.434 -1.134 -2.265 C9 54M 16 54M C10 C10 C 0 1 Y N N 6.748 -0.518 -22.604 -1.616 -0.781 -2.891 C10 54M 17 54M C11 C11 C 0 1 Y N N 6.232 -1.513 -21.785 -2.651 -0.235 -2.159 C11 54M 18 54M C12 C12 C 0 1 Y N N 5.436 -1.133 -20.694 -2.502 -0.035 -0.788 C12 54M 19 54M C21 C21 C 0 1 Y N N 4.870 -2.149 -19.735 -3.609 0.557 0.002 C21 54M 20 54M C14 C14 C 0 1 N N N 5.446 3.321 -18.509 2.237 -3.317 0.261 C14 54M 21 54M C26 C26 C 0 1 Y N N 3.546 -2.090 -19.255 -4.812 0.921 -0.608 C26 54M 22 54M N21 N21 N 0 1 Y N N 3.162 -3.027 -18.368 -5.773 1.444 0.134 N21 54M 23 54M C24 C24 C 0 1 Y N N 3.972 -3.979 -17.947 -5.608 1.623 1.430 C24 54M 24 54M N23 N23 N 0 1 Y N N 5.233 -4.073 -18.374 -4.490 1.293 2.045 N23 54M 25 54M C22 C22 C 0 1 Y N N 5.702 -3.180 -19.248 -3.480 0.759 1.379 C22 54M 26 54M H151 H151 H 0 0 N N N 6.001 7.523 -26.656 3.974 3.980 1.512 H151 54M 27 54M H152 H152 H 0 0 N N N 4.969 6.078 -26.384 5.342 2.856 1.698 H152 54M 28 54M H153 H153 H 0 0 N N N 4.948 7.432 -25.204 5.587 4.434 0.912 H153 54M 29 54M H3 H3 H 0 1 N N N 8.334 5.446 -23.378 3.796 1.716 -2.345 H3 54M 30 54M H1 H1 H 0 1 N N N 4.272 5.028 -24.732 3.453 1.985 1.907 H1 54M 31 54M H4 H4 H 0 1 N N N 7.856 3.936 -21.477 2.234 -0.187 -2.346 H4 54M 32 54M H6 H6 H 0 1 N N N 3.833 3.408 -22.902 1.892 0.082 1.897 H6 54M 33 54M H191 H191 H 0 0 N N N 7.072 2.156 -19.402 0.889 -3.137 -1.457 H191 54M 34 54M H192 H192 H 0 0 N N N 7.054 3.886 -19.885 2.429 -2.228 -1.631 H192 54M 35 54M H141 H141 H 0 0 N N N 5.531 2.565 -17.715 2.128 -4.392 0.116 H141 54M 36 54M H142 H142 H 0 0 N N N 5.647 4.318 -18.089 3.284 -3.053 0.407 H142 54M 37 54M H201 H201 H 0 0 N N N 2.006 3.505 -18.930 0.793 -3.132 3.358 H201 54M 38 54M H202 H202 H 0 0 N N N 2.921 3.830 -17.497 1.870 -4.293 2.797 H202 54M 39 54M H13 H13 H 0 1 N N N 4.660 0.491 -19.528 -1.189 -0.239 0.899 H13 54M 40 54M H9 H9 H 0 1 N N N 6.971 1.599 -22.957 0.374 -1.561 -2.841 H9 54M 41 54M H10 H10 H 0 1 N N N 7.328 -0.795 -23.472 -1.729 -0.933 -3.954 H10 54M 42 54M H11 H11 H 0 1 N N N 6.438 -2.554 -21.983 -3.573 0.040 -2.649 H11 54M 43 54M H26 H26 H 0 1 N N N 2.864 -1.321 -19.587 -4.955 0.778 -1.669 H26 54M 44 54M H22 H22 H 0 1 N N N 6.726 -3.247 -19.585 -2.569 0.487 1.890 H22 54M 45 54M H24 H24 H 0 1 N N N 3.604 -4.704 -17.236 -6.415 2.053 2.005 H24 54M 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 54M C15 O14 SING N N 1 54M O14 C2 SING N N 2 54M C2 C3 SING Y N 3 54M C2 C1 DOUB Y N 4 54M C3 C4 DOUB Y N 5 54M C4 C5 SING Y N 6 54M C1 C6 SING Y N 7 54M C6 C5 DOUB Y N 8 54M C5 C7 SING N N 9 54M C7 C19 SING N N 10 54M C7 N16 SING N N 11 54M C7 C8 SING N N 12 54M C19 C14 SING N N 13 54M C17 N16 DOUB N N 14 54M C17 N20 SING N N 15 54M C17 C14 SING N N 16 54M C8 C13 SING Y N 17 54M C8 C9 DOUB Y N 18 54M C13 C12 DOUB Y N 19 54M C9 C10 SING Y N 20 54M C10 C11 DOUB Y N 21 54M C11 C12 SING Y N 22 54M C12 C21 SING N N 23 54M C21 C26 DOUB Y N 24 54M C21 C22 SING Y N 25 54M C26 N21 SING Y N 26 54M N21 C24 DOUB Y N 27 54M C24 N23 SING Y N 28 54M N23 C22 DOUB Y N 29 54M C15 H151 SING N N 30 54M C15 H152 SING N N 31 54M C15 H153 SING N N 32 54M C3 H3 SING N N 33 54M C1 H1 SING N N 34 54M C4 H4 SING N N 35 54M C6 H6 SING N N 36 54M C19 H191 SING N N 37 54M C19 H192 SING N N 38 54M C14 H141 SING N N 39 54M C14 H142 SING N N 40 54M N20 H201 SING N N 41 54M N20 H202 SING N N 42 54M C13 H13 SING N N 43 54M C9 H9 SING N N 44 54M C10 H10 SING N N 45 54M C11 H11 SING N N 46 54M C26 H26 SING N N 47 54M C22 H22 SING N N 48 54M C24 H24 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 54M SMILES ACDLabs 12.01 "O(c1ccc(cc1)C2(N=C(N)CC2)c3cc(ccc3)c4cncnc4)C" 54M InChI InChI 1.03 "InChI=1S/C21H20N4O/c1-26-19-7-5-17(6-8-19)21(10-9-20(22)25-21)18-4-2-3-15(11-18)16-12-23-14-24-13-16/h2-8,11-14H,9-10H2,1H3,(H2,22,25)/t21-/m1/s1" 54M InChIKey InChI 1.03 MLDNPVIFXVSEGX-OAQYLSRUSA-N 54M SMILES_CANONICAL CACTVS 3.385 "COc1ccc(cc1)[C@]2(CCC(=N2)N)c3cccc(c3)c4cncnc4" 54M SMILES CACTVS 3.385 "COc1ccc(cc1)[C]2(CCC(=N2)N)c3cccc(c3)c4cncnc4" 54M SMILES_CANONICAL "OpenEye OEToolkits" 1.9.2 "COc1ccc(cc1)[C@]2(CCC(=N2)N)c3cccc(c3)c4cncnc4" 54M SMILES "OpenEye OEToolkits" 1.9.2 "COc1ccc(cc1)C2(CCC(=N2)N)c3cccc(c3)c4cncnc4" # 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 54M "SYSTEMATIC NAME" ACDLabs 12.01 "(2R)-2-(4-methoxyphenyl)-2-[3-(pyrimidin-5-yl)phenyl]-3,4-dihydro-2H-pyrrol-5-amine" 54M "SYSTEMATIC NAME" "OpenEye OEToolkits" 1.9.2 "(5R)-5-(4-methoxyphenyl)-5-(3-pyrimidin-5-ylphenyl)-3,4-dihydropyrrol-2-amine" # loop_ _pdbx_chem_comp_audit.comp_id _pdbx_chem_comp_audit.action_type _pdbx_chem_comp_audit.date _pdbx_chem_comp_audit.processing_site 54M "Create component" 2012-08-16 EBI 54M "Initial release" 2013-06-26 RCSB 54M "Modify descriptor" 2014-09-05 RCSB #