data_H81
# 
_chem_comp.id                                    H81 
_chem_comp.name                                  "N-(3-{[7-(2-aminoethoxy)-6-methoxy-2-(pyrrolidin-1-yl)quinazolin-4-yl]amino}propyl)prop-2-ynamide" 
_chem_comp.type                                  NON-POLYMER 
_chem_comp.pdbx_type                             HETAIN 
_chem_comp.formula                               "C21 H28 N6 O3" 
_chem_comp.mon_nstd_parent_comp_id               ? 
_chem_comp.pdbx_synonyms                         ? 
_chem_comp.pdbx_formal_charge                    0 
_chem_comp.pdbx_initial_date                     2018-06-14 
_chem_comp.pdbx_modified_date                    2025-07-25 
_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                        412.485 
_chem_comp.one_letter_code                       ? 
_chem_comp.three_letter_code                     H81 
_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        6DRO 
_chem_comp.pdbx_subcomponent_list                ? 
_chem_comp.pdbx_processing_site                  RCSB 
_chem_comp.pdbx_pcm                              ? 
# 
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.pdbx_backbone_atom_flag 
_chem_comp_atom.pdbx_n_terminal_atom_flag 
_chem_comp_atom.pdbx_c_terminal_atom_flag 
_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 
H81 C4  C1  C 0 1 Y N N N N N 16.899 11.707 7.316  -2.194 0.480  -0.243 C4  H81 1  
H81 C5  C2  C 0 1 Y N N N N N 16.676 11.022 6.126  -1.048 -0.348 -0.164 C5  H81 2  
H81 C6  C3  C 0 1 Y N N N N N 16.869 9.634  6.077  0.227  0.267  -0.178 C6  H81 3  
H81 N1  N1  N 0 1 Y N N N N N 17.277 8.995  7.185  0.288  1.588  -0.265 N1  H81 4  
H81 N2  N2  N 0 1 N N N N N N 17.158 17.818 5.917  -7.366 -2.641 1.118  N2  H81 5  
H81 N3  N3  N 0 1 Y N N N N N 17.318 11.021 8.419  -2.026 1.809  -0.333 N3  H81 6  
H81 C1  C4  C 0 1 N N N N N N 16.418 17.357 7.113  -7.235 -1.974 -0.184 C1  H81 7  
H81 C2  C5  C 0 1 Y N N N N N 17.499 9.673  8.323  -0.814 2.330  -0.337 C2  H81 8  
H81 CAA C6  C 0 1 N N N N N N 18.932 7.742  -1.171 9.382  -2.650 0.207  CAA H81 9  
H81 CAB C7  C 0 1 N N N N N N 18.417 7.348  -0.006 8.537  -1.838 0.136  CAB H81 10 
H81 CAC C8  C 0 1 N N N N N N 18.894 7.926  1.272  7.507  -0.847 0.048  CAC H81 11 
H81 CAF C9  C 0 1 N N N N N N 19.253 7.781  3.646  5.157  -0.207 -0.044 CAF H81 12 
H81 CAG C10 C 0 1 N N N N N N 18.521 7.217  4.859  3.789  -0.892 -0.027 CAG H81 13 
H81 CAH C11 C 0 1 N N N N N N 17.024 7.513  4.784  2.688  0.166  -0.120 CAH H81 14 
H81 CAO C12 C 0 1 Y N N N N N 16.712 13.096 7.366  -3.467 -0.103 -0.231 CAO H81 15 
H81 CAP C13 C 0 1 Y N N N N N 16.292 13.801 6.225  -3.586 -1.472 -0.138 CAP H81 16 
H81 CAR C14 C 0 1 N N N N N N 16.757 15.891 7.323  -5.941 -1.158 -0.213 CAR H81 17 
H81 CAS C15 C 0 1 Y N N N N N 16.050 13.126 5.050  -2.448 -2.285 -0.055 CAS H81 18 
H81 CAU C16 C 0 1 N N N N N N 15.075 13.147 2.840  -1.392 -4.410 0.119  CAU H81 19 
H81 CAV C17 C 0 1 Y N N N N N 16.237 11.734 4.978  -1.196 -1.738 -0.075 CAV H81 20 
H81 CAY C18 C 0 1 N N N N N N 18.196 9.575  10.674 -0.026 4.253  0.782  CAY H81 21 
H81 CAZ C19 C 0 1 N N N N N N 18.804 8.389  11.421 -0.649 5.637  1.045  CAZ H81 22 
H81 CBA C20 C 0 1 N N N N N N 18.198 7.143  10.790 -1.712 5.819  -0.062 CBA H81 23 
H81 CBB C21 C 0 1 N N N N N N 18.037 7.477  9.311  -2.013 4.363  -0.496 CBB H81 24 
H81 NAE N4  N 0 1 N N N N N N 18.653 7.286  2.416  6.212  -1.221 0.046  NAE H81 25 
H81 NAI N5  N 0 1 N N N N N N 16.668 8.925  4.933  1.378  -0.489 -0.104 NAI H81 26 
H81 NAX N6  N 0 1 N N N N N N 17.910 8.928  9.412  -0.683 3.705  -0.425 NAX H81 27 
H81 OAD O1  O 0 1 N N N N N N 19.514 8.980  1.281  7.800  0.331  -0.024 OAD H81 28 
H81 OAQ O2  O 0 1 N N N N N N 16.089 15.161 6.284  -4.820 -2.040 -0.126 OAQ H81 29 
H81 OAT O3  O 0 1 N N N N N N 15.631 13.839 3.967  -2.590 -3.635 0.037  OAT H81 30 
H81 H1  H1  H 0 1 N N N N N N 16.956 18.783 5.751  -8.213 -3.186 1.161  H1  H81 31 
H81 H2  H2  H 0 1 N N N N N N 18.140 17.705 6.068  -6.557 -3.212 1.314  H2  H81 32 
H81 H4  H4  H 0 1 N N N N N N 16.723 17.943 7.993  -7.209 -2.723 -0.975 H4  H81 33 
H81 H5  H5  H 0 1 N N N N N N 15.336 17.473 6.953  -8.086 -1.311 -0.340 H5  H81 34 
H81 H6  H6  H 0 1 N N N N N N 19.341 8.055  -2.097 10.138 -3.376 0.271  H6  H81 35 
H81 H9  H9  H 0 1 N N N N N N 20.308 7.473  3.684  5.271  0.354  -0.971 H9  H81 36 
H81 H10 H10 H 0 1 N N N N N N 19.191 8.879  3.663  5.234  0.472  0.805  H10 H81 37 
H81 H11 H11 H 0 1 N N N N N N 18.671 6.128  4.895  3.713  -1.572 -0.875 H11 H81 38 
H81 H12 H12 H 0 1 N N N N N N 18.932 7.674  5.771  3.675  -1.454 0.901  H12 H81 39 
H81 H13 H13 H 0 1 N N N N N N 16.656 7.169  3.806  2.765  0.846  0.728  H13 H81 40 
H81 H14 H14 H 0 1 N N N N N N 16.523 6.948  5.584  2.802  0.728  -1.047 H14 H81 41 
H81 H15 H15 H 0 1 N N N N N N 16.892 13.628 8.288  -4.350 0.517  -0.294 H15 H81 42 
H81 H16 H16 H 0 1 N N N N N N 16.402 15.557 8.309  -5.888 -0.593 -1.143 H16 H81 43 
H81 H17 H17 H 0 1 N N N N N N 17.844 15.740 7.254  -5.928 -0.469 0.632  H17 H81 44 
H81 H18 H18 H 0 1 N N N N N N 14.793 13.875 2.065  -1.648 -5.467 0.187  H18 H81 45 
H81 H19 H19 H 0 1 N N N N N N 15.822 12.449 2.434  -0.788 -4.239 -0.772 H19 H81 46 
H81 H20 H20 H 0 1 N N N N N N 14.184 12.586 3.158  -0.828 -4.114 1.003  H20 H81 47 
H81 H21 H21 H 0 1 N N N N N N 16.048 11.209 4.054  -0.326 -2.374 -0.011 H21 H81 48 
H81 H22 H22 H 0 1 N N N N N N 18.913 10.402 10.560 1.045  4.355  0.608  H22 H81 49 
H81 H23 H23 H 0 1 N N N N N N 17.283 9.946  11.163 -0.203 3.598  1.635  H23 H81 50 
H81 H24 H24 H 0 1 N N N N N N 19.898 8.383  11.304 -1.119 5.659  2.029  H24 H81 51 
H81 H25 H25 H 0 1 N N N N N N 18.549 8.439  12.490 0.112  6.414  0.973  H25 H81 52 
H81 H26 H26 H 0 1 N N N N N N 17.221 6.918  11.243 -2.608 6.295  0.338  H26 H81 53 
H81 H27 H27 H 0 1 N N N N N N 18.869 6.281  10.919 -1.308 6.397  -0.893 H27 H81 54 
H81 H28 H28 H 0 1 N N N N N N 17.137 7.014  8.880  -2.713 3.892  0.195  H28 H81 55 
H81 H29 H29 H 0 1 N N N N N N 18.919 7.181  8.724  -2.401 4.337  -1.514 H29 H81 56 
H81 H30 H30 H 0 1 N N N N N N 18.067 6.476  2.429  5.978  -2.160 0.104  H30 H81 57 
H81 H31 H31 H 0 1 N N N N N N 17.172 9.411  4.219  1.320  -1.456 -0.041 H31 H81 58 
# 
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 
H81 CAA CAB TRIP N N 1  
H81 CAB CAC SING N N 2  
H81 CAC OAD DOUB N N 3  
H81 CAC NAE SING N N 4  
H81 NAE CAF SING N N 5  
H81 CAU OAT SING N N 6  
H81 CAF CAG SING N N 7  
H81 OAT CAS SING N N 8  
H81 CAH CAG SING N N 9  
H81 CAH NAI SING N N 10 
H81 NAI C6  SING N N 11 
H81 CAV CAS DOUB Y N 12 
H81 CAV C5  SING Y N 13 
H81 CAS CAP SING Y N 14 
H81 N2  C1  SING N N 15 
H81 C6  C5  SING Y N 16 
H81 C6  N1  DOUB Y N 17 
H81 C5  C4  DOUB Y N 18 
H81 CAP OAQ SING N N 19 
H81 CAP CAO DOUB Y N 20 
H81 OAQ CAR SING N N 21 
H81 C1  CAR SING N N 22 
H81 N1  C2  SING Y N 23 
H81 C4  CAO SING Y N 24 
H81 C4  N3  SING Y N 25 
H81 C2  N3  DOUB Y N 26 
H81 C2  NAX SING N N 27 
H81 CBB NAX SING N N 28 
H81 CBB CBA SING N N 29 
H81 NAX CAY SING N N 30 
H81 CAY CAZ SING N N 31 
H81 CBA CAZ SING N N 32 
H81 N2  H1  SING N N 33 
H81 N2  H2  SING N N 34 
H81 C1  H4  SING N N 35 
H81 C1  H5  SING N N 36 
H81 CAA H6  SING N N 37 
H81 CAF H9  SING N N 38 
H81 CAF H10 SING N N 39 
H81 CAG H11 SING N N 40 
H81 CAG H12 SING N N 41 
H81 CAH H13 SING N N 42 
H81 CAH H14 SING N N 43 
H81 CAO H15 SING N N 44 
H81 CAR H16 SING N N 45 
H81 CAR H17 SING N N 46 
H81 CAU H18 SING N N 47 
H81 CAU H19 SING N N 48 
H81 CAU H20 SING N N 49 
H81 CAV H21 SING N N 50 
H81 CAY H22 SING N N 51 
H81 CAY H23 SING N N 52 
H81 CAZ H24 SING N N 53 
H81 CAZ H25 SING N N 54 
H81 CBA H26 SING N N 55 
H81 CBA H27 SING N N 56 
H81 CBB H28 SING N N 57 
H81 CBB H29 SING N N 58 
H81 NAE H30 SING N N 59 
H81 NAI H31 SING N N 60 
# 
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 
H81 SMILES           ACDLabs              12.01 "c21cc(OCCN)c(cc1c(nc(n2)N3CCCC3)NCCCNC(C#C)=O)OC"                                                                                                             
H81 InChI            InChI                1.03  "InChI=1S/C21H28N6O3/c1-3-19(28)23-8-6-9-24-20-15-13-17(29-2)18(30-12-7-22)14-16(15)25-21(26-20)27-10-4-5-11-27/h1,13-14H,4-12,22H2,2H3,(H,23,28)(H,24,25,26)" 
H81 InChIKey         InChI                1.03  OTBDPSSADBTPAB-UHFFFAOYSA-N                                                                                                                                    
H81 SMILES_CANONICAL CACTVS               3.385 "COc1cc2c(NCCCNC(=O)C#C)nc(nc2cc1OCCN)N3CCCC3"                                                                                                                 
H81 SMILES           CACTVS               3.385 "COc1cc2c(NCCCNC(=O)C#C)nc(nc2cc1OCCN)N3CCCC3"                                                                                                                 
H81 SMILES_CANONICAL "OpenEye OEToolkits" 2.0.6 "COc1cc2c(cc1OCCN)nc(nc2NCCCNC(=O)C#C)N3CCCC3"                                                                                                                 
H81 SMILES           "OpenEye OEToolkits" 2.0.6 "COc1cc2c(cc1OCCN)nc(nc2NCCCNC(=O)C#C)N3CCCC3"                                                                                                                 
# 
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 
H81 "SYSTEMATIC NAME" ACDLabs              12.01 "N-(3-{[7-(2-aminoethoxy)-6-methoxy-2-(pyrrolidin-1-yl)quinazolin-4-yl]amino}propyl)prop-2-ynamide"    
H81 "SYSTEMATIC NAME" "OpenEye OEToolkits" 2.0.6 "~{N}-[3-[[7-(2-azanylethoxy)-6-methoxy-2-pyrrolidin-1-yl-quinazolin-4-yl]amino]propyl]prop-2-ynamide" 
# 
loop_
_pdbx_chem_comp_audit.comp_id 
_pdbx_chem_comp_audit.action_type 
_pdbx_chem_comp_audit.date 
_pdbx_chem_comp_audit.processing_site 
H81 "Create component" 2018-06-14 RCSB 
H81 "Initial release"  2025-07-30 RCSB 
# 
