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                    2008-10-14 
_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 N N 12 
MB9 C1Q C1R  DOUB N N 13 
MB9 N1V C1A  SING N N 14 
MB9 N1V C1T  SING N N 15 
MB9 C1T C1H  DOUB N N 16 
MB9 C1T C1S  SING N N 17 
MB9 C1H C1P  SING N N 18 
MB9 C1P CL1D SING N N 19 
MB9 C1P C1F  DOUB N N 20 
MB9 C1F C1G  SING N 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 Y 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 Y N 29 
MB9 C1I H1IA SING Y N 30 
MB9 N1M HN1M SING Y N 31 
MB9 C1J H1J  SING N N 32 
MB9 C1J H1JA SING N N 33 
MB9 C1L H1L  SING Y N 34 
MB9 C1L H1LA SING Y N 35 
MB9 N1N HN1N SING N N 36 
MB9 C1A H1A  SING Y N 37 
MB9 C1A H1AA SING N N 38 
MB9 C1A H1AB SING Y 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 InChI            InChI                1.02b InChI=1/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/f/h21H 
MB9 InChIKey         InChI                1.02b LPFQFJAOMCGYCP-OTPOHHRKDX                                                                                                                        
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                                                                                                         
# 
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"   
# 
