data_1M5 # _chem_comp.id 1M5 _chem_comp.name "(4R)-2'-amino-6-(3-chlorophenyl)-1',2,2-trimethyl-2,3-dihydrospiro[chromene-4,4'-imidazol]-5'(1'H)-one" _chem_comp.type NON-POLYMER _chem_comp.pdbx_type HETAIN _chem_comp.formula "C20 H20 Cl N3 O2" _chem_comp.mon_nstd_parent_comp_id ? _chem_comp.pdbx_synonyms ? _chem_comp.pdbx_formal_charge 0 _chem_comp.pdbx_initial_date 2013-03-26 _chem_comp.pdbx_modified_date 2013-04-05 _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 369.845 _chem_comp.one_letter_code ? _chem_comp.three_letter_code 1M5 _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 4JP9 _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 1M5 C1 C1 C 0 1 Y N N 27.042 15.498 9.436 -1.296 0.647 -0.059 C1 1M5 1 1M5 C2 C2 C 0 1 Y N N 27.763 14.288 9.262 -1.277 2.041 -0.060 C2 1M5 2 1M5 C3 C3 C 0 1 Y N N 27.101 13.118 8.814 -0.074 2.709 -0.110 C3 1M5 3 1M5 C4 C4 C 0 1 Y N N 25.715 13.152 8.535 1.124 2.001 -0.160 C4 1M5 4 1M5 C5 C5 C 0 1 Y N N 24.989 14.358 8.710 1.108 0.614 -0.156 C5 1M5 5 1M5 C6 C6 C 0 1 Y N N 25.652 15.528 9.155 -0.098 -0.061 -0.101 C6 1M5 6 1M5 O7 O7 O 0 1 N N N 25.088 12.002 8.108 2.288 2.698 -0.225 O7 1M5 7 1M5 C8 C8 C 0 1 N N N 23.670 11.833 8.205 3.499 2.017 0.104 C8 1M5 8 1M5 C9 C9 C 0 1 N N N 22.973 13.116 7.705 3.543 0.697 -0.678 C9 1M5 9 1M5 C10 C10 C 0 1 N N R 23.496 14.405 8.380 2.385 -0.178 -0.200 C10 1M5 10 1M5 C11 C11 C 0 1 Y N N 27.696 16.679 9.859 -2.589 -0.080 -0.006 C11 1M5 11 1M5 C12 C12 C 0 1 N N N 23.292 10.644 7.300 4.698 2.887 -0.279 C12 1M5 12 1M5 C13 C13 C 0 1 N N N 23.292 11.520 9.674 3.533 1.727 1.606 C13 1M5 13 1M5 C14 C14 C 0 1 N N N 23.249 15.610 7.459 2.221 -1.374 -1.110 C14 1M5 14 1M5 N15 N15 N 0 1 N N N 22.443 16.476 8.107 2.424 -2.446 -0.314 N15 1M5 15 1M5 C16 C16 C 0 1 N N N 22.142 15.928 9.320 2.693 -2.049 0.974 C16 1M5 16 1M5 N17 N17 N 0 1 N N N 22.690 14.779 9.531 2.687 -0.758 1.113 N17 1M5 17 1M5 N18 N18 N 0 1 N N N 21.332 16.614 10.200 2.941 -2.924 2.004 N18 1M5 18 1M5 O19 O19 O 0 1 N N N 23.804 15.770 6.367 1.964 -1.371 -2.295 O19 1M5 19 1M5 C20 C20 C 0 1 N N N 22.006 17.763 7.566 2.366 -3.840 -0.761 C20 1M5 20 1M5 C21 C21 C 0 1 Y N N 27.030 17.606 10.697 -3.787 0.628 0.041 C21 1M5 21 1M5 C22 C22 C 0 1 Y N N 27.684 18.801 11.083 -4.988 -0.054 0.090 C22 1M5 22 1M5 C23 C23 C 0 1 Y N N 29.003 19.081 10.640 -5.000 -1.438 0.091 C23 1M5 23 1M5 C24 C24 C 0 1 Y N N 29.668 18.157 9.797 -3.812 -2.145 0.045 C24 1M5 24 1M5 C25 C25 C 0 1 Y N N 29.013 16.963 9.404 -2.608 -1.474 -0.011 C25 1M5 25 1M5 CL1 CL1 CL 0 0 N N N 26.856 19.911 12.098 -6.483 0.826 0.149 CL1 1M5 26 1M5 H1 H1 H 0 1 N N N 28.822 14.259 9.472 -2.203 2.595 -0.023 H1 1M5 27 1M5 H2 H2 H 0 1 N N N 27.655 12.200 8.686 -0.059 3.789 -0.111 H2 1M5 28 1M5 H3 H3 H 0 1 N N N 25.097 16.446 9.281 -0.110 -1.140 -0.099 H3 1M5 29 1M5 H4 H4 H 0 1 N N N 23.135 13.200 6.620 3.441 0.899 -1.744 H4 1M5 30 1M5 H5 H5 H 0 1 N N N 21.896 13.029 7.909 4.488 0.189 -0.488 H5 1M5 31 1M5 H6 H6 H 0 1 N N N 23.792 9.734 7.662 4.653 3.829 0.267 H6 1M5 32 1M5 H7 H7 H 0 1 N N N 22.202 10.498 7.323 5.621 2.365 -0.026 H7 1M5 33 1M5 H8 H8 H 0 1 N N N 23.612 10.852 6.268 4.675 3.086 -1.350 H8 1M5 34 1M5 H9 H9 H 0 1 N N N 23.565 12.373 10.313 2.682 1.101 1.875 H9 1M5 35 1M5 H10 H10 H 0 1 N N N 22.209 11.341 9.744 4.459 1.207 1.855 H10 1M5 36 1M5 H11 H11 H 0 1 N N N 23.834 10.623 10.009 3.484 2.665 2.159 H11 1M5 37 1M5 H12 H12 H 0 1 N N N 21.123 16.223 11.096 2.933 -3.881 1.840 H12 1M5 38 1M5 H13 H13 H 0 1 N N N 20.953 17.503 9.942 3.125 -2.586 2.894 H13 1M5 39 1M5 H14 H14 H 0 1 N N N 21.357 18.268 8.297 3.356 -4.157 -1.090 H14 1M5 40 1M5 H15 H15 H 0 1 N N N 22.885 18.392 7.360 2.037 -4.473 0.063 H15 1M5 41 1M5 H16 H16 H 0 1 N N N 21.447 17.598 6.633 1.663 -3.927 -1.589 H16 1M5 42 1M5 H17 H17 H 0 1 N N N 26.027 17.402 11.041 -3.778 1.708 0.041 H17 1M5 43 1M5 H18 H18 H 0 1 N N N 29.496 19.992 10.944 -5.940 -1.968 0.130 H18 1M5 44 1M5 H19 H19 H 0 1 N N N 30.672 18.362 9.455 -3.827 -3.225 0.047 H19 1M5 45 1M5 H20 H20 H 0 1 N N N 29.518 16.264 8.754 -1.681 -2.027 -0.047 H20 1M5 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 1M5 O19 C14 DOUB N N 1 1M5 C12 C8 SING N N 2 1M5 C14 N15 SING N N 3 1M5 C14 C10 SING N N 4 1M5 C20 N15 SING N N 5 1M5 C9 C8 SING N N 6 1M5 C9 C10 SING N N 7 1M5 N15 C16 SING N N 8 1M5 O7 C8 SING N N 9 1M5 O7 C4 SING N N 10 1M5 C8 C13 SING N N 11 1M5 C10 C5 SING N N 12 1M5 C10 N17 SING N N 13 1M5 C4 C5 DOUB Y N 14 1M5 C4 C3 SING Y N 15 1M5 C5 C6 SING Y N 16 1M5 C3 C2 DOUB Y N 17 1M5 C6 C1 DOUB Y N 18 1M5 C2 C1 SING Y N 19 1M5 C16 N17 DOUB N N 20 1M5 C16 N18 SING N N 21 1M5 C25 C24 DOUB Y N 22 1M5 C25 C11 SING Y N 23 1M5 C1 C11 SING N N 24 1M5 C24 C23 SING Y N 25 1M5 C11 C21 DOUB Y N 26 1M5 C23 C22 DOUB Y N 27 1M5 C21 C22 SING Y N 28 1M5 C22 CL1 SING N N 29 1M5 C2 H1 SING N N 30 1M5 C3 H2 SING N N 31 1M5 C6 H3 SING N N 32 1M5 C9 H4 SING N N 33 1M5 C9 H5 SING N N 34 1M5 C12 H6 SING N N 35 1M5 C12 H7 SING N N 36 1M5 C12 H8 SING N N 37 1M5 C13 H9 SING N N 38 1M5 C13 H10 SING N N 39 1M5 C13 H11 SING N N 40 1M5 N18 H12 SING N N 41 1M5 N18 H13 SING N N 42 1M5 C20 H14 SING N N 43 1M5 C20 H15 SING N N 44 1M5 C20 H16 SING N N 45 1M5 C21 H17 SING N N 46 1M5 C23 H18 SING N N 47 1M5 C24 H19 SING N N 48 1M5 C25 H20 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 1M5 SMILES ACDLabs 12.01 "Clc1cccc(c1)c4ccc3OC(CC2(N=C(N(C2=O)C)N)c3c4)(C)C" 1M5 InChI InChI 1.03 "InChI=1S/C20H20ClN3O2/c1-19(2)11-20(17(25)24(3)18(22)23-20)15-10-13(7-8-16(15)26-19)12-5-4-6-14(21)9-12/h4-10H,11H2,1-3H3,(H2,22,23)/t20-/m1/s1" 1M5 InChIKey InChI 1.03 MPQDZTDGJUCWQL-HXUWFJFHSA-N 1M5 SMILES_CANONICAL CACTVS 3.370 "CN1C(=N[C@@]2(CC(C)(C)Oc3ccc(cc23)c4cccc(Cl)c4)C1=O)N" 1M5 SMILES CACTVS 3.370 "CN1C(=N[C]2(CC(C)(C)Oc3ccc(cc23)c4cccc(Cl)c4)C1=O)N" 1M5 SMILES_CANONICAL "OpenEye OEToolkits" 1.7.6 "CC1(C[C@@]2(c3cc(ccc3O1)c4cccc(c4)Cl)C(=O)N(C(=N2)N)C)C" 1M5 SMILES "OpenEye OEToolkits" 1.7.6 "CC1(CC2(c3cc(ccc3O1)c4cccc(c4)Cl)C(=O)N(C(=N2)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 1M5 "SYSTEMATIC NAME" ACDLabs 12.01 "(4R)-2'-amino-6-(3-chlorophenyl)-1',2,2-trimethyl-2,3-dihydrospiro[chromene-4,4'-imidazol]-5'(1'H)-one" 1M5 "SYSTEMATIC NAME" "OpenEye OEToolkits" 1.7.6 "(4R)-2'-azanyl-6-(3-chlorophenyl)-2,2,3'-trimethyl-spiro[3H-chromene-4,5'-imidazole]-4'-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 1M5 "Create component" 2013-03-26 RCSB 1M5 "Initial release" 2013-04-10 RCSB #