data_KHI
# 
_chem_comp.id                                    KHI 
_chem_comp.name                                  "6-chloro-N,N-dimethyl-2-{2-[(3S)-1-(pyridin-2-yl)pyrrolidin-3-yl]ethyl}quinazolin-4-amine" 
_chem_comp.type                                  non-polymer 
_chem_comp.pdbx_type                             HETAIN 
_chem_comp.formula                               "C21 H24 Cl N5" 
_chem_comp.mon_nstd_parent_comp_id               ? 
_chem_comp.pdbx_synonyms                         ? 
_chem_comp.pdbx_formal_charge                    0 
_chem_comp.pdbx_initial_date                     2022-02-03 
_chem_comp.pdbx_modified_date                    2022-10-07 
_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                        381.902 
_chem_comp.one_letter_code                       ? 
_chem_comp.three_letter_code                     KHI 
_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        5SKM 
_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 
KHI C1   C1  C  0 1 N N S -57.718 76.767 -10.320 2.611  0.546  1.588  C1   KHI 1  
KHI C2   C2  C  0 1 N N N -59.118 77.442 -10.117 3.088  -0.882 1.923  C2   KHI 2  
KHI C3   C3  C  0 1 N N N -59.629 76.709 -8.924  4.399  -1.064 1.128  C3   KHI 3  
KHI N4   N1  N  0 1 N N N -58.648 75.743 -8.580  4.898  0.318  0.910  N4   KHI 4  
KHI C5   C4  C  0 1 N N N -57.821 75.422 -9.672  3.674  1.107  0.619  C5   KHI 5  
KHI C6   C5  C  0 1 Y N N -58.763 74.799 -7.590  5.785  0.363  -0.160 C6   KHI 6  
KHI C7   C6  C  0 1 Y N N -59.582 75.066 -6.468  6.951  -0.395 -0.121 C7   KHI 7  
KHI C8   C7  C  0 1 Y N N -59.696 74.147 -5.455  7.824  -0.341 -1.193 C8   KHI 8  
KHI C9   C8  C  0 1 Y N N -58.904 73.010 -5.468  7.502  0.473  -2.270 C9   KHI 9  
KHI C10  C9  C  0 1 Y N N -58.095 72.844 -6.617  6.328  1.199  -2.242 C10  KHI 10 
KHI N11  N2  N  0 1 Y N N -57.996 73.683 -7.655  5.511  1.124  -1.208 N11  KHI 11 
KHI C12  C10 C  0 1 Y N N -53.359 74.030 -16.586 -5.187 2.093  0.145  C12  KHI 12 
KHI C13  C11 C  0 1 Y N N -52.492 75.070 -16.954 -5.610 0.947  -0.524 C13  KHI 13 
KHI C14  C12 C  0 1 Y N N -52.400 76.185 -16.209 -4.814 -0.161 -0.588 C14  KHI 14 
KHI C15  C13 C  0 1 Y N N -54.077 74.134 -15.480 -3.968 2.141  0.755  C15  KHI 15 
KHI C16  C14 C  0 1 Y N N -54.037 75.271 -14.687 -3.127 1.021  0.708  C16  KHI 16 
KHI C17  C15 C  0 1 Y N N -53.158 76.297 -15.076 -3.558 -0.143 0.027  C17  KHI 17 
KHI C18  C16 C  0 1 Y N N -53.135 77.474 -14.237 -2.688 -1.260 -0.005 C18  KHI 18 
KHI N19  N3  N  0 1 Y N N -53.968 77.471 -13.169 -1.515 -1.158 0.604  N19  KHI 19 
KHI C20  C17 C  0 1 Y N N -54.788 76.356 -12.894 -1.155 -0.049 1.229  C20  KHI 20 
KHI N21  N4  N  0 1 Y N N -54.900 75.231 -13.595 -1.919 1.016  1.292  N21  KHI 21 
KHI CL22 CL1 CL 0 0 N N N -51.506 74.837 -18.335 -7.169 0.927  -1.287 CL22 KHI 22 
KHI N23  N5  N  0 1 N N N -52.230 78.590 -14.520 -3.052 -2.422 -0.652 N23  KHI 23 
KHI C24  C18 C  0 1 N N N -55.619 76.535 -11.687 0.194  -0.006 1.900  C24  KHI 24 
KHI C25  C19 C  0 1 N N N -52.168 79.035 -15.865 -2.136 -2.715 -1.763 C25  KHI 25 
KHI C26  C20 C  0 1 N N N -52.420 79.638 -13.559 -3.116 -3.550 0.287  C26  KHI 26 
KHI C27  C21 C  0 1 N N N -57.061 76.749 -11.654 1.241  0.503  0.907  C27  KHI 27 
KHI H28  H1  H  0 1 N N N -57.041 77.344 -9.674  2.566  1.152  2.493  H28  KHI 28 
KHI H29  H2  H  0 1 N N N -59.020 78.519 -9.916  3.277  -0.977 2.992  H29  KHI 29 
KHI H30  H3  H  0 1 N N N -59.768 77.290 -10.991 2.346  -1.614 1.602  H30  KHI 30 
KHI H31  H4  H  0 1 N N N -59.781 77.407 -8.088  5.119  -1.641 1.709  H31  KHI 31 
KHI H32  H5  H  0 1 N N N -60.580 76.212 -9.165  4.201  -1.552 0.174  H32  KHI 32 
KHI H33  H6  H  0 1 N N N -58.291 74.683 -10.337 3.362  0.959  -0.414 H33  KHI 33 
KHI H34  H7  H  0 1 N N N -56.839 75.049 -9.345  3.848  2.165  0.817  H34  KHI 34 
KHI H35  H8  H  0 1 N N N -60.121 76.000 -6.408  7.171  -1.018 0.733  H35  KHI 35 
KHI H36  H9  H  0 1 N N N -60.399 74.309 -4.652  8.737  -0.918 -1.191 H36  KHI 36 
KHI H37  H10 H  0 1 N N N -58.904 72.298 -4.656  8.163  0.538  -3.122 H37  KHI 37 
KHI H38  H11 H  0 1 N N N -57.495 71.947 -6.661  6.073  1.834  -3.078 H38  KHI 38 
KHI H39  H12 H  0 1 N N N -53.440 73.148 -17.204 -5.832 2.958  0.179  H39  KHI 39 
KHI H40  H13 H  0 1 N N N -51.735 76.984 -16.502 -5.153 -1.044 -1.110 H40  KHI 40 
KHI H41  H14 H  0 1 N N N -54.712 73.311 -15.186 -3.653 3.036  1.270  H41  KHI 41 
KHI H43  H15 H  0 1 N N N -55.450 75.629 -11.086 0.152  0.664  2.759  H43  KHI 42 
KHI H42  H16 H  0 1 N N N -55.188 77.405 -11.169 0.466  -1.008 2.233  H42  KHI 43 
KHI H44  H17 H  0 1 N N N -51.457 79.871 -15.943 -1.123 -2.831 -1.378 H44  KHI 44 
KHI H45  H18 H  0 1 N N N -51.834 78.209 -16.509 -2.445 -3.636 -2.256 H45  KHI 45 
KHI H46  H19 H  0 1 N N N -53.165 79.370 -16.186 -2.160 -1.894 -2.480 H46  KHI 46 
KHI H47  H20 H  0 1 N N N -51.735 80.469 -13.782 -3.786 -3.299 1.110  H47  KHI 47 
KHI H49  H21 H  0 1 N N N -53.459 79.996 -13.607 -3.492 -4.433 -0.230 H49  KHI 48 
KHI H48  H22 H  0 1 N N N -52.212 79.252 -12.550 -2.120 -3.754 0.679  H48  KHI 49 
KHI H51  H23 H  0 1 N N N -57.528 75.945 -12.241 0.969  1.505  0.574  H51  KHI 50 
KHI H50  H24 H  0 1 N N N -57.262 77.718 -12.134 1.283  -0.166 0.048  H50  KHI 51 
# 
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 
KHI C1  C2   SING N N 1  
KHI C2  C3   SING N N 2  
KHI C3  N4   SING N N 3  
KHI C1  C5   SING N N 4  
KHI N4  C5   SING N N 5  
KHI N4  C6   SING N N 6  
KHI C6  C7   DOUB Y N 7  
KHI C7  C8   SING Y N 8  
KHI C8  C9   DOUB Y N 9  
KHI C9  C10  SING Y N 10 
KHI C6  N11  SING Y N 11 
KHI C10 N11  DOUB Y N 12 
KHI C12 C13  DOUB Y N 13 
KHI C13 C14  SING Y N 14 
KHI C12 C15  SING Y N 15 
KHI C15 C16  DOUB Y N 16 
KHI C14 C17  DOUB Y N 17 
KHI C16 C17  SING Y N 18 
KHI C17 C18  SING Y N 19 
KHI C18 N19  DOUB Y N 20 
KHI N19 C20  SING Y N 21 
KHI C16 N21  SING Y N 22 
KHI C20 N21  DOUB Y N 23 
KHI C13 CL22 SING N N 24 
KHI C18 N23  SING N N 25 
KHI C20 C24  SING N N 26 
KHI N23 C25  SING N N 27 
KHI N23 C26  SING N N 28 
KHI C1  C27  SING N N 29 
KHI C24 C27  SING N N 30 
KHI C1  H28  SING N N 31 
KHI C2  H29  SING N N 32 
KHI C2  H30  SING N N 33 
KHI C3  H31  SING N N 34 
KHI C3  H32  SING N N 35 
KHI C5  H33  SING N N 36 
KHI C5  H34  SING N N 37 
KHI C7  H35  SING N N 38 
KHI C8  H36  SING N N 39 
KHI C9  H37  SING N N 40 
KHI C10 H38  SING N N 41 
KHI C12 H39  SING N N 42 
KHI C14 H40  SING N N 43 
KHI C15 H41  SING N N 44 
KHI C24 H43  SING N N 45 
KHI C24 H42  SING N N 46 
KHI C25 H44  SING N N 47 
KHI C25 H45  SING N N 48 
KHI C25 H46  SING N N 49 
KHI C26 H47  SING N N 50 
KHI C26 H49  SING N N 51 
KHI C26 H48  SING N N 52 
KHI C27 H51  SING N N 53 
KHI C27 H50  SING N N 54 
# 
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 
KHI SMILES           ACDLabs              12.01 "CN(C)c1nc(nc2ccc(Cl)cc21)CCC1CCN(C1)c1ncccc1"                                                                                                     
KHI InChI            InChI                1.03  "InChI=1S/C21H24ClN5/c1-26(2)21-17-13-16(22)7-8-18(17)24-19(25-21)9-6-15-10-12-27(14-15)20-5-3-4-11-23-20/h3-5,7-8,11,13,15H,6,9-10,12,14H2,1-2H3" 
KHI InChIKey         InChI                1.03  CIILBFUZQKWWFQ-UHFFFAOYSA-N                                                                                                                        
KHI SMILES_CANONICAL CACTVS               3.385 "CN(C)c1nc(CC[C@H]2CCN(C2)c3ccccn3)nc4ccc(Cl)cc14"                                                                                                 
KHI SMILES           CACTVS               3.385 "CN(C)c1nc(CC[CH]2CCN(C2)c3ccccn3)nc4ccc(Cl)cc14"                                                                                                  
KHI SMILES_CANONICAL "OpenEye OEToolkits" 2.0.7 "CN(C)c1c2cc(ccc2nc(n1)CC[C@H]3CCN(C3)c4ccccn4)Cl"                                                                                                 
KHI SMILES           "OpenEye OEToolkits" 2.0.7 "CN(C)c1c2cc(ccc2nc(n1)CCC3CCN(C3)c4ccccn4)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 
KHI "SYSTEMATIC NAME" ACDLabs              12.01 "6-chloro-N,N-dimethyl-2-{2-[(3S)-1-(pyridin-2-yl)pyrrolidin-3-yl]ethyl}quinazolin-4-amine"           
KHI "SYSTEMATIC NAME" "OpenEye OEToolkits" 2.0.7 "6-chloranyl-~{N},~{N}-dimethyl-2-[2-[(3~{S})-1-pyridin-2-ylpyrrolidin-3-yl]ethyl]quinazolin-4-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 
KHI "Create component" 2022-02-03 RCSB 
KHI "Initial release"  2022-10-12 RCSB 
# 
