data_RD6
# 
_chem_comp.id                                    RD6 
_chem_comp.name                                  "(8S)-6-(7-bromo-9H-pyrimido[4,5-b]indol-4-yl)-8-fluoro-6-azaspiro[3.4]octane-8-carboxylic acid" 
_chem_comp.type                                  non-polymer 
_chem_comp.pdbx_type                             HETAIN 
_chem_comp.formula                               "C18 H16 Br F N4 O2" 
_chem_comp.mon_nstd_parent_comp_id               ? 
_chem_comp.pdbx_synonyms                         ? 
_chem_comp.pdbx_formal_charge                    0 
_chem_comp.pdbx_initial_date                     2022-06-22 
_chem_comp.pdbx_modified_date                    2022-07-01 
_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                        419.248 
_chem_comp.one_letter_code                       ? 
_chem_comp.three_letter_code                     RD6 
_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        5SRO 
_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 
RD6 C02  C1  C  0 1 N N N -43.914 -31.940 3.464  3.904  -1.818 -1.305 C02  RD6 1  
RD6 C03  C2  C  0 1 N N S -45.030 -31.209 2.485  3.835  -0.475 -0.626 C03  RD6 2  
RD6 C04  C3  C  0 1 N N N -45.852 -30.193 3.303  2.592  0.305  -1.103 C04  RD6 3  
RD6 C06  C4  C  0 1 Y N N -47.750 -28.943 2.175  1.065  1.718  0.012  C06  RD6 4  
RD6 C07  C5  C  0 1 Y N N -48.574 -28.879 3.333  -0.333 1.775  -0.017 C07  RD6 5  
RD6 C08  C6  C  0 1 Y N N -48.406 -28.829 4.782  -1.409 0.772  0.007  C08  RD6 6  
RD6 C09  C7  C  0 1 Y N N -49.713 -28.773 5.346  -2.615 1.488  -0.048 C09  RD6 7  
RD6 C10  C8  C  0 1 Y N N -49.939 -28.715 6.739  -3.820 0.795  -0.040 C10  RD6 8  
RD6 C11  C9  C  0 1 Y N N -48.812 -28.713 7.572  -3.824 -0.583 0.021  C11  RD6 9  
RD6 C12  C10 C  0 1 Y N N -47.490 -28.768 7.072  -2.631 -1.290 0.075  C12  RD6 10 
RD6 C13  C11 C  0 1 Y N N -47.315 -28.824 5.684  -1.427 -0.620 0.068  C13  RD6 11 
RD6 C16  C12 C  0 1 Y N N -49.963 -28.852 3.055  -0.957 3.031  -0.084 C16  RD6 12 
RD6 C18  C13 C  0 1 Y N N -49.661 -28.946 0.783  1.123  4.021  -0.088 C18  RD6 13 
RD6 C20  C14 C  0 1 N N N -45.449 -29.126 1.160  2.622  0.447  1.263  C20  RD6 14 
RD6 C21  C15 C  0 1 N N N -44.370 -30.275 1.423  3.630  -0.650 0.885  C21  RD6 15 
RD6 C22  C16 C  0 1 N N N -43.227 -29.287 1.892  3.292  -2.059 1.358  C22  RD6 16 
RD6 C23  C17 C  0 1 N N N -42.181 -30.119 1.160  4.158  -1.755 2.595  C23  RD6 17 
RD6 C24  C18 C  0 1 N N N -43.290 -31.057 0.595  4.896  -0.714 1.732  C24  RD6 18 
RD6 F25  F1  F  0 1 N N N -45.839 -32.143 2.016  4.998  0.259  -0.880 F25  RD6 19 
RD6 N05  N1  N  0 1 N N N -46.254 -28.989 2.388  1.723  0.503  0.079  N05  RD6 20 
RD6 N15  N2  N  0 1 Y N N -50.712 -28.785 4.288  -2.316 2.839  -0.102 N15  RD6 21 
RD6 N17  N3  N  0 1 Y N N -50.568 -28.883 1.806  -0.189 4.120  -0.118 N17  RD6 22 
RD6 N19  N4  N  0 1 Y N N -48.298 -28.976 0.911  1.748  2.861  -0.030 N19  RD6 23 
RD6 O01  O1  O  0 1 N N N -43.946 -33.229 3.416  2.953  -2.231 -1.925 O01  RD6 24 
RD6 O26  O2  O  0 1 N N N -43.155 -31.276 4.140  5.024  -2.553 -1.225 O26  RD6 25 
RD6 BR14 BR1 BR 0 0 N N N -49.079 -28.634 9.523  -5.468 -1.517 0.031  BR14 RD6 26 
RD6 H041 H1  H  0 0 N N N -45.248 -29.827 4.146  2.893  1.271  -1.509 H041 RD6 27 
RD6 H042 H2  H  0 0 N N N -46.760 -30.681 3.687  2.063  -0.269 -1.864 H042 RD6 28 
RD6 H101 H3  H  0 0 N N N -50.939 -28.674 7.145  -4.754 1.335  -0.082 H101 RD6 29 
RD6 H121 H4  H  0 0 N N N -46.642 -28.767 7.740  -2.646 -2.368 0.123  H121 RD6 30 
RD6 H131 H5  H  0 0 N N N -46.311 -28.865 5.287  -0.500 -1.172 0.110  H131 RD6 31 
RD6 H181 H6  H  0 0 N N N -50.058 -28.975 -0.221 1.712  4.926  -0.121 H181 RD6 32 
RD6 H201 H7  H  0 0 N N N -44.941 -28.177 0.936  2.064  0.166  2.157  H201 RD6 33 
RD6 H202 H8  H  0 0 N N N -46.096 -29.404 0.315  3.128  1.402  1.408  H202 RD6 34 
RD6 H221 H9  H  0 0 N N N -43.087 -29.253 2.982  2.236  -2.202 1.588  H221 RD6 35 
RD6 H222 H10 H  0 0 N N N -43.335 -28.263 1.504  3.697  -2.845 0.720  H222 RD6 36 
RD6 H231 H11 H  0 0 N N N -41.467 -30.624 1.827  3.599  -1.318 3.422  H231 RD6 37 
RD6 H232 H12 H  0 0 N N N -41.631 -29.563 0.387  4.786  -2.591 2.903  H232 RD6 38 
RD6 H242 H13 H  0 0 N N N -43.423 -30.989 -0.495 5.758  -1.117 1.201  H242 RD6 39 
RD6 H241 H14 H  0 0 N N N -43.178 -32.112 0.886  5.117  0.214  2.259  H241 RD6 40 
RD6 H151 H15 H  0 0 N N N -51.706 -28.754 4.392  -2.975 3.550  -0.146 H151 RD6 41 
RD6 H1   H16 H  0 1 N N N -42.583 -31.852 4.633  5.021  -3.408 -1.677 H1   RD6 42 
# 
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 
RD6 C24 C23  SING N N 1  
RD6 C24 C21  SING N N 2  
RD6 C18 N19  DOUB Y N 3  
RD6 C18 N17  SING Y N 4  
RD6 N19 C06  SING Y N 5  
RD6 C20 C21  SING N N 6  
RD6 C20 N05  SING N N 7  
RD6 C23 C22  SING N N 8  
RD6 C21 C22  SING N N 9  
RD6 C21 C03  SING N N 10 
RD6 N17 C16  DOUB Y N 11 
RD6 F25 C03  SING N N 12 
RD6 C06 N05  SING N N 13 
RD6 C06 C07  DOUB Y N 14 
RD6 N05 C04  SING N N 15 
RD6 C03 C04  SING N N 16 
RD6 C03 C02  SING N N 17 
RD6 C16 C07  SING Y N 18 
RD6 C16 N15  SING Y N 19 
RD6 C07 C08  SING Y N 20 
RD6 O01 C02  DOUB N N 21 
RD6 C02 O26  SING N N 22 
RD6 N15 C09  SING Y N 23 
RD6 C08 C09  DOUB Y N 24 
RD6 C08 C13  SING Y N 25 
RD6 C09 C10  SING Y N 26 
RD6 C13 C12  DOUB Y N 27 
RD6 C10 C11  DOUB Y N 28 
RD6 C12 C11  SING Y N 29 
RD6 C11 BR14 SING N N 30 
RD6 C04 H041 SING N N 31 
RD6 C04 H042 SING N N 32 
RD6 C10 H101 SING N N 33 
RD6 C12 H121 SING N N 34 
RD6 C13 H131 SING N N 35 
RD6 C18 H181 SING N N 36 
RD6 C20 H201 SING N N 37 
RD6 C20 H202 SING N N 38 
RD6 C22 H221 SING N N 39 
RD6 C22 H222 SING N N 40 
RD6 C23 H231 SING N N 41 
RD6 C23 H232 SING N N 42 
RD6 C24 H242 SING N N 43 
RD6 C24 H241 SING N N 44 
RD6 N15 H151 SING N N 45 
RD6 O26 H1   SING N N 46 
# 
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 
RD6 SMILES           ACDLabs              12.01 "O=C(O)C1(F)CN(CC21CCC2)c1ncnc2[NH]c3cc(Br)ccc3c12"                                                                                                                  
RD6 InChI            InChI                1.06  "InChI=1S/C18H16BrFN4O2/c19-10-2-3-11-12(6-10)23-14-13(11)15(22-9-21-14)24-7-17(4-1-5-17)18(20,8-24)16(25)26/h2-3,6,9H,1,4-5,7-8H2,(H,25,26)(H,21,22,23)/t18-/m0/s1" 
RD6 InChIKey         InChI                1.06  RIJVOOFUJLZCSA-SFHVURJKSA-N                                                                                                                                          
RD6 SMILES_CANONICAL CACTVS               3.385 "OC(=O)[C@@]1(F)CN(CC12CCC2)c3ncnc4[nH]c5cc(Br)ccc5c34"                                                                                                              
RD6 SMILES           CACTVS               3.385 "OC(=O)[C]1(F)CN(CC12CCC2)c3ncnc4[nH]c5cc(Br)ccc5c34"                                                                                                                
RD6 SMILES_CANONICAL "OpenEye OEToolkits" 2.0.7 "c1cc2c(cc1Br)[nH]c3c2c(ncn3)N4C[C@@](C5(C4)CCC5)(C(=O)O)F"                                                                                                          
RD6 SMILES           "OpenEye OEToolkits" 2.0.7 "c1cc2c(cc1Br)[nH]c3c2c(ncn3)N4CC5(CCC5)C(C4)(C(=O)O)F"                                                                                                              
# 
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 
RD6 "SYSTEMATIC NAME" ACDLabs              12.01 "(8S)-6-(7-bromo-9H-pyrimido[4,5-b]indol-4-yl)-8-fluoro-6-azaspiro[3.4]octane-8-carboxylic acid"             
RD6 "SYSTEMATIC NAME" "OpenEye OEToolkits" 2.0.7 "(8~{S})-6-(7-bromanyl-9~{H}-pyrimido[4,5-b]indol-4-yl)-8-fluoranyl-6-azaspiro[3.4]octane-8-carboxylic acid" 
# 
loop_
_pdbx_chem_comp_audit.comp_id 
_pdbx_chem_comp_audit.action_type 
_pdbx_chem_comp_audit.date 
_pdbx_chem_comp_audit.processing_site 
RD6 "Create component" 2022-06-22 RCSB 
RD6 "Initial release"  2022-07-06 RCSB 
# 
