data_MB9 # _chem_comp.id MB9 _chem_comp.name "(4R)-7-chloro-9-methyl-1-oxo-1,2,4,9-tetrahydrospiro[beta-carboline-3,4'-piperidine]-4-carbonitrile" _chem_comp.type NON-POLYMER _chem_comp.pdbx_type HETAIN _chem_comp.formula "C17 H17 Cl N4 O" _chem_comp.mon_nstd_parent_comp_id ? _chem_comp.pdbx_synonyms ? _chem_comp.pdbx_formal_charge 0 _chem_comp.pdbx_initial_date 2008-05-01 _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 328.796 _chem_comp.one_letter_code ? _chem_comp.three_letter_code MB9 _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 3CY2 _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 MB9 C1K C1K C 0 1 N N N -15.253 33.874 -0.924 -3.690 -1.269 0.308 C1K MB9 1 MB9 C1I C1I C 0 1 N N N -14.200 33.623 -2.004 -4.942 -0.582 -0.240 C1I MB9 2 MB9 N1M N1M N 0 1 N N N -13.423 34.848 -2.374 -4.859 -0.507 -1.705 N1M MB9 3 MB9 C1J C1J C 0 1 N N N -14.259 36.025 -2.653 -3.701 0.291 -2.130 C1J MB9 4 MB9 C1L C1L C 0 1 N N N -15.208 36.314 -1.496 -2.413 -0.370 -1.635 C1L MB9 5 MB9 C1W C1W C 0 1 N N N -16.093 35.095 -1.161 -2.450 -0.466 -0.105 C1W MB9 6 MB9 N1N N1N N 0 1 N N N -16.892 34.857 -2.386 -2.541 0.879 0.459 N1N MB9 7 MB9 C1O C1O C 0 1 N N N -17.955 35.686 -2.686 -1.463 1.684 0.588 C1O MB9 8 MB9 O1C O1C O 0 1 N N N -18.544 35.466 -3.741 -1.581 2.859 0.877 O1C MB9 9 MB9 C1Q C1Q C 0 1 Y N N -18.506 36.504 -1.705 -0.140 1.077 0.364 C1Q MB9 10 MB9 N1V N1V N 0 1 Y N N -19.487 37.411 -1.726 1.096 1.663 0.253 N1V MB9 11 MB9 C1A C1A C 0 1 N N N -20.197 37.845 -2.946 1.373 3.099 0.343 C1A MB9 12 MB9 C1T C1T C 0 1 Y N N -19.715 37.917 -0.511 2.023 0.683 0.046 C1T MB9 13 MB9 C1H C1H C 0 1 Y N N -20.591 38.905 -0.052 3.403 0.740 -0.140 C1H MB9 14 MB9 C1P C1P C 0 1 Y N N -20.593 39.202 1.307 4.063 -0.463 -0.329 C1P MB9 15 MB9 CL1D CL1D CL 0 0 N N N -21.702 40.405 1.877 5.782 -0.450 -0.566 CL1D MB9 16 MB9 C1F C1F C 0 1 Y N N -19.736 38.558 2.207 3.394 -1.679 -0.334 C1F MB9 17 MB9 C1G C1G C 0 1 Y N N -18.834 37.614 1.736 2.038 -1.767 -0.153 C1G MB9 18 MB9 C1S C1S C 0 1 Y N N -18.826 37.298 0.382 1.339 -0.565 0.042 C1S MB9 19 MB9 C1R C1R C 0 1 Y N N -18.060 36.402 -0.370 -0.009 -0.287 0.255 C1R MB9 20 MB9 C1U C1U C 0 1 N N R -16.952 35.429 0.047 -1.198 -1.205 0.378 C1U MB9 21 MB9 C1E C1E C 0 1 N N N -17.561 34.221 0.631 -1.372 -1.601 1.785 C1E MB9 22 MB9 N1B N1B N 0 1 N N N -18.056 33.289 1.038 -1.506 -1.907 2.871 N1B MB9 23 MB9 H1K H1K H 0 1 N N N -15.923 33.002 -0.894 -3.747 -1.316 1.396 H1K MB9 24 MB9 H1KA H1KA H 0 0 N N N -14.712 34.036 0.020 -3.621 -2.279 -0.097 H1KA MB9 25 MB9 H1I H1I H 0 1 N N N -13.493 32.870 -1.626 -5.825 -1.154 0.044 H1I MB9 26 MB9 H1IA H1IA H 0 0 N N N -14.732 33.288 -2.907 -5.013 0.425 0.171 H1IA MB9 27 MB9 HN1M HN1M H 0 0 N N N -12.818 35.073 -1.610 -4.832 -1.429 -2.113 HN1M MB9 28 MB9 H1J H1J H 0 1 N N N -13.607 36.897 -2.805 -3.683 0.353 -3.218 H1J MB9 29 MB9 H1JA H1JA H 0 0 N N N -14.858 35.823 -3.553 -3.779 1.294 -1.711 H1JA MB9 30 MB9 H1L H1L H 0 1 N N N -14.613 36.572 -0.608 -2.331 -1.370 -2.060 H1L MB9 31 MB9 H1LA H1LA H 0 0 N N N -15.866 37.144 -1.792 -1.556 0.229 -1.941 H1LA MB9 32 MB9 HN1N HN1N H 0 0 N N N -16.662 34.097 -2.994 -3.406 1.205 0.752 HN1N MB9 33 MB9 H1A H1A H 0 1 N N N -21.270 37.953 -2.728 1.575 3.366 1.380 H1A MB9 34 MB9 H1AA H1AA H 0 0 N N N -19.792 38.811 -3.281 2.241 3.341 -0.270 H1AA MB9 35 MB9 H1AB H1AB H 0 0 N N N -20.058 37.094 -3.738 0.509 3.659 -0.014 H1AB MB9 36 MB9 H1H H1H H 0 1 N N N -21.248 39.424 -0.734 3.934 1.680 -0.138 H1H MB9 37 MB9 H1F H1F H 0 1 N N N -19.776 38.794 3.260 3.960 -2.585 -0.487 H1F MB9 38 MB9 H1G H1G H 0 1 N N N -18.146 37.130 2.414 1.530 -2.720 -0.160 H1G MB9 39 MB9 H1U H1U H 0 1 N N N -16.304 35.888 0.808 -1.039 -2.092 -0.235 H1U MB9 40 # 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 MB9 C1K C1I SING N N 1 MB9 C1K C1W SING N N 2 MB9 C1I N1M SING N N 3 MB9 N1M C1J SING N N 4 MB9 C1J C1L SING N N 5 MB9 C1L C1W SING N N 6 MB9 C1W N1N SING N N 7 MB9 C1W C1U SING N N 8 MB9 N1N C1O SING N N 9 MB9 C1O O1C DOUB N N 10 MB9 C1O C1Q SING N N 11 MB9 C1Q N1V SING Y N 12 MB9 C1Q C1R DOUB Y N 13 MB9 N1V C1A SING N N 14 MB9 N1V C1T SING Y N 15 MB9 C1T C1H DOUB Y N 16 MB9 C1T C1S SING Y N 17 MB9 C1H C1P SING Y N 18 MB9 C1P CL1D SING N N 19 MB9 C1P C1F DOUB Y N 20 MB9 C1F C1G SING Y N 21 MB9 C1G C1S DOUB Y N 22 MB9 C1S C1R SING Y N 23 MB9 C1R C1U SING N N 24 MB9 C1U C1E SING N N 25 MB9 C1E N1B TRIP N N 26 MB9 C1K H1K SING N N 27 MB9 C1K H1KA SING N N 28 MB9 C1I H1I SING N N 29 MB9 C1I H1IA SING N N 30 MB9 N1M HN1M SING N N 31 MB9 C1J H1J SING N N 32 MB9 C1J H1JA SING N N 33 MB9 C1L H1L SING N N 34 MB9 C1L H1LA SING N N 35 MB9 N1N HN1N SING N N 36 MB9 C1A H1A SING N N 37 MB9 C1A H1AA SING N N 38 MB9 C1A H1AB SING N N 39 MB9 C1H H1H SING N N 40 MB9 C1F H1F SING N N 41 MB9 C1G H1G SING N N 42 MB9 C1U H1U SING N N 43 # 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 MB9 SMILES ACDLabs 10.04 "Clc4ccc3c(n(c2C(=O)NC1(CCNCC1)C(C#N)c23)C)c4" MB9 SMILES_CANONICAL CACTVS 3.341 "Cn1c2cc(Cl)ccc2c3[C@@H](C#N)C4(CCNCC4)NC(=O)c13" MB9 SMILES CACTVS 3.341 "Cn1c2cc(Cl)ccc2c3[CH](C#N)C4(CCNCC4)NC(=O)c13" MB9 SMILES_CANONICAL "OpenEye OEToolkits" 1.5.0 "Cn1c2cc(ccc2c3c1C(=O)NC4([C@@H]3C#N)CCNCC4)Cl" MB9 SMILES "OpenEye OEToolkits" 1.5.0 "Cn1c2cc(ccc2c3c1C(=O)NC4(C3C#N)CCNCC4)Cl" MB9 InChI InChI 1.03 "InChI=1S/C17H17ClN4O/c1-22-13-8-10(18)2-3-11(13)14-12(9-19)17(4-6-20-7-5-17)21-16(23)15(14)22/h2-3,8,12,20H,4-7H2,1H3,(H,21,23)/t12-/m1/s1" MB9 InChIKey InChI 1.03 LPFQFJAOMCGYCP-GFCCVEGCSA-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 MB9 "SYSTEMATIC NAME" ACDLabs 10.04 "(4R)-7-chloro-9-methyl-1-oxo-1,2,4,9-tetrahydrospiro[beta-carboline-3,4'-piperidine]-4-carbonitrile" MB9 "SYSTEMATIC NAME" "OpenEye OEToolkits" 1.5.0 "(4R)-7-chloro-9-methyl-1-oxo-spiro[2,4-dihydropyrido[5,4-b]indole-3,4'-piperidine]-4-carbonitrile" # loop_ _pdbx_chem_comp_audit.comp_id _pdbx_chem_comp_audit.action_type _pdbx_chem_comp_audit.date _pdbx_chem_comp_audit.processing_site MB9 "Create component" 2008-05-01 RCSB MB9 "Modify aromatic_flag" 2011-06-04 RCSB MB9 "Modify descriptor" 2011-06-04 RCSB #