data_A1ABN
# 
_chem_comp.id                                    A1ABN 
_chem_comp.name                                  "(5R,7S,8R,8aS)-2-(cyclopropylmethyl)-8-phenyloctahydropyrrolo[1,2-a]pyrazine-7-carboxamide" 
_chem_comp.type                                  non-polymer 
_chem_comp.pdbx_type                             HETAIN 
_chem_comp.formula                               "C18 H25 N3 O" 
_chem_comp.mon_nstd_parent_comp_id               ? 
_chem_comp.pdbx_synonyms                         ? 
_chem_comp.pdbx_formal_charge                    0 
_chem_comp.pdbx_initial_date                     2024-01-04 
_chem_comp.pdbx_modified_date                    2024-01-19 
_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                        299.411 
_chem_comp.one_letter_code                       ? 
_chem_comp.three_letter_code                     A1ABN 
_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        7GTG 
_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.pdbx_n_terminal_atom_flag 
_chem_comp_atom.pdbx_backbone_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 
A1ABN C10  C1  C 0 1 N N N N N N -18.352 8.588  1.552  -3.573 0.147  -0.745 C10  A1ABN 1  
A1ABN C13  C2  C 0 1 N N N N N N -16.353 10.166 1.700  -6.174 0.422  -0.702 C13  A1ABN 2  
A1ABN C15  C3  C 0 1 N N S N N N -21.160 9.310  -0.666 0.079  0.571  0.115  C15  A1ABN 3  
A1ABN C17  C4  C 0 1 Y N N N N N -23.178 10.598 -1.574 2.543  0.671  -0.353 C17  A1ABN 4  
A1ABN C20  C5  C 0 1 Y N N N N N -24.183 12.383 -3.599 4.817  2.228  -0.136 C20  A1ABN 5  
A1ABN C21  C6  C 0 1 Y N N N N N -23.074 11.568 -3.854 4.114  1.870  0.999  C21  A1ABN 6  
A1ABN C22  C7  C 0 1 Y N N N N N -22.586 10.695 -2.867 2.980  1.086  0.891  C22  A1ABN 7  
A1ABN C02  C8  C 0 1 N N N N N N -23.204 7.690  1.073  1.256  -2.681 -0.460 C02  A1ABN 8  
A1ABN C04  C9  C 0 1 N N S N N N -23.291 8.239  -0.341 1.440  -1.451 0.391  C04  A1ABN 9  
A1ABN C05  C10 C 0 1 N N N N N N -22.484 7.336  -1.304 0.308  -1.349 1.440  C05  A1ABN 10 
A1ABN C07  C11 C 0 1 N N N N N N -19.934 7.210  -1.468 -1.236 0.400  2.185  C07  A1ABN 11 
A1ABN C08  C12 C 0 1 N N N N N N -19.277 7.176  -0.094 -2.428 -0.113 1.375  C08  A1ABN 12 
A1ABN C11  C13 C 0 1 N N N N N N -16.879 8.833  1.226  -4.811 0.771  -0.100 C11  A1ABN 13 
A1ABN C12  C14 C 0 1 N N N N N N -16.609 9.922  0.228  -5.581 1.817  -0.912 C12  A1ABN 14 
A1ABN C14  C15 C 0 1 N N N N N N -20.378 9.240  0.656  -1.155 0.101  -0.660 C14  A1ABN 15 
A1ABN C16  C16 C 0 1 N N R N N N -22.651 9.658  -0.480 1.303  -0.177 -0.472 C16  A1ABN 16 
A1ABN C18  C17 C 0 1 Y N N N N N -24.299 11.441 -1.346 3.239  1.040  -1.489 C18  A1ABN 17 
A1ABN C19  C18 C 0 1 Y N N N N N -24.797 12.313 -2.335 4.376  1.818  -1.380 C19  A1ABN 18 
A1ABN N01  N1  N 0 1 N N N N N N -23.875 8.436  2.073  1.306  -3.904 0.105  N01  A1ABN 19 
A1ABN N06  N2  N 0 1 N N N N N N -21.152 8.025  -1.515 0.017  0.098  1.513  N06  A1ABN 20 
A1ABN N09  N3  N 0 1 N N N N N N -19.102 8.623  0.256  -2.381 0.501  0.038  N09  A1ABN 21 
A1ABN O03  O1  O 0 1 N N N N N N -22.597 6.678  1.356  1.063  -2.571 -1.652 O03  A1ABN 22 
A1ABN H101 H1  H 0 0 N N N N N N -18.725 9.374  2.225  -3.683 -0.937 -0.769 H101 A1ABN 23 
A1ABN H102 H2  H 0 0 N N N N N N -18.474 7.606  2.032  -3.464 0.523  -1.762 H102 A1ABN 24 
A1ABN H132 H3  H 0 0 N N N N N N -15.322 10.250 2.074  -6.188 -0.253 -1.558 H132 A1ABN 25 
A1ABN H131 H4  H 0 0 N N N N N N -17.005 10.846 2.268  -7.018 0.332  -0.019 H131 A1ABN 26 
A1ABN H151 H5  H 0 0 N N N N N N -20.709 10.109 -1.274 0.201  1.652  0.050  H151 A1ABN 27 
A1ABN H201 H6  H 0 0 N N N N N N -24.560 13.053 -4.358 5.706  2.836  -0.051 H201 A1ABN 28 
A1ABN H211 H7  H 0 0 N N N N N N -22.589 11.611 -4.818 4.458  2.190  1.971  H211 A1ABN 29 
A1ABN H221 H8  H 0 0 N N N N N N -21.732 10.075 -3.096 2.436  0.799  1.778  H221 A1ABN 30 
A1ABN H041 H9  H 0 0 N N N N N N -24.341 8.278  -0.665 2.412  -1.473 0.883  H041 A1ABN 31 
A1ABN H051 H10 H 0 0 N N N N N N -23.014 7.231  -2.262 -0.572 -1.899 1.107  H051 A1ABN 32 
A1ABN H052 H11 H 0 0 N N N N N N -22.332 6.342  -0.857 0.648  -1.722 2.406  H052 A1ABN 33 
A1ABN H072 H12 H 0 0 N N N N N N -20.193 6.180  -1.755 -1.325 1.479  2.308  H072 A1ABN 34 
A1ABN H071 H13 H 0 0 N N N N N N -19.212 7.621  -2.189 -1.239 -0.074 3.166  H071 A1ABN 35 
A1ABN H081 H14 H 0 0 N N N N N N -19.925 6.672  0.638  -2.368 -1.198 1.282  H081 A1ABN 36 
A1ABN H082 H15 H 0 0 N N N N N N -18.305 6.663  -0.137 -3.356 0.164  1.874  H082 A1ABN 37 
A1ABN H111 H16 H 0 0 N N N N N N -16.199 7.969  1.251  -4.759 0.911  0.980  H111 A1ABN 38 
A1ABN H122 H17 H 0 0 N N N N N N -15.763 9.831  -0.469 -5.204 2.059  -1.905 H122 A1ABN 39 
A1ABN H121 H18 H 0 0 N N N N N N -17.447 10.427 -0.275 -6.034 2.644  -0.366 H121 A1ABN 40 
A1ABN H142 H19 H 0 0 N N N N N N -20.217 10.245 1.073  -1.146 0.544  -1.656 H142 A1ABN 41 
A1ABN H141 H20 H 0 0 N N N N N N -20.904 8.616  1.394  -1.132 -0.986 -0.748 H141 A1ABN 42 
A1ABN H161 H21 H 0 0 N N N N N N -22.760 10.169 0.488  1.123  -0.441 -1.514 H161 A1ABN 43 
A1ABN H181 H22 H 0 0 N N N N N N -24.786 11.413 -0.382 2.895  0.719  -2.461 H181 A1ABN 44 
A1ABN H191 H23 H 0 0 N N N N N N -25.656 12.932 -2.121 4.926  2.098  -2.267 H191 A1ABN 45 
A1ABN H011 H24 H 0 0 N N N N N N -23.852 8.130  3.025  1.188  -4.696 -0.443 H011 A1ABN 46 
A1ABN H012 H25 H 0 0 N N N N N N -24.372 9.268  1.827  1.461  -3.992 1.058  H012 A1ABN 47 
# 
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 
A1ABN C21 C20  DOUB Y N 1  
A1ABN C21 C22  SING Y N 2  
A1ABN C20 C19  SING Y N 3  
A1ABN C22 C17  DOUB Y N 4  
A1ABN C19 C18  DOUB Y N 5  
A1ABN C17 C18  SING Y N 6  
A1ABN C17 C16  SING N N 7  
A1ABN N06 C07  SING N N 8  
A1ABN N06 C05  SING N N 9  
A1ABN N06 C15  SING N N 10 
A1ABN C07 C08  SING N N 11 
A1ABN C05 C04  SING N N 12 
A1ABN C15 C16  SING N N 13 
A1ABN C15 C14  SING N N 14 
A1ABN C16 C04  SING N N 15 
A1ABN C04 C02  SING N N 16 
A1ABN C08 N09  SING N N 17 
A1ABN C12 C11  SING N N 18 
A1ABN C12 C13  SING N N 19 
A1ABN N09 C14  SING N N 20 
A1ABN N09 C10  SING N N 21 
A1ABN C02 O03  DOUB N N 22 
A1ABN C02 N01  SING N N 23 
A1ABN C11 C10  SING N N 24 
A1ABN C11 C13  SING N N 25 
A1ABN C10 H101 SING N N 26 
A1ABN C10 H102 SING N N 27 
A1ABN C13 H132 SING N N 28 
A1ABN C13 H131 SING N N 29 
A1ABN C15 H151 SING N N 30 
A1ABN C20 H201 SING N N 31 
A1ABN C21 H211 SING N N 32 
A1ABN C22 H221 SING N N 33 
A1ABN C04 H041 SING N N 34 
A1ABN C05 H051 SING N N 35 
A1ABN C05 H052 SING N N 36 
A1ABN C07 H072 SING N N 37 
A1ABN C07 H071 SING N N 38 
A1ABN C08 H081 SING N N 39 
A1ABN C08 H082 SING N N 40 
A1ABN C11 H111 SING N N 41 
A1ABN C12 H122 SING N N 42 
A1ABN C12 H121 SING N N 43 
A1ABN C14 H142 SING N N 44 
A1ABN C14 H141 SING N N 45 
A1ABN C16 H161 SING N N 46 
A1ABN C18 H181 SING N N 47 
A1ABN C19 H191 SING N N 48 
A1ABN N01 H011 SING N N 49 
A1ABN N01 H012 SING N N 50 
# 
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 
A1ABN SMILES           ACDLabs              12.01 "NC(=O)C1CN2CCN(CC2C1c1ccccc1)CC1CC1"                                                                                                          
A1ABN InChI            InChI                1.06  "InChI=1S/C18H25N3O/c19-18(22)15-11-21-9-8-20(10-13-6-7-13)12-16(21)17(15)14-4-2-1-3-5-14/h1-5,13,15-17H,6-12H2,(H2,19,22)/t15-,16-,17+/m1/s1" 
A1ABN InChIKey         InChI                1.06  WOFJHRFOLYRTIS-ZACQAIPSSA-N                                                                                                                    
A1ABN SMILES_CANONICAL CACTVS               3.385 "NC(=O)[C@@H]1CN2CCN(CC3CC3)C[C@@H]2[C@H]1c4ccccc4"                                                                                            
A1ABN SMILES           CACTVS               3.385 "NC(=O)[CH]1CN2CCN(CC3CC3)C[CH]2[CH]1c4ccccc4"                                                                                                 
A1ABN SMILES_CANONICAL "OpenEye OEToolkits" 2.0.7 "c1ccc(cc1)[C@H]2[C@@H](CN3[C@@H]2CN(CC3)CC4CC4)C(=O)N"                                                                                        
A1ABN SMILES           "OpenEye OEToolkits" 2.0.7 "c1ccc(cc1)C2C(CN3C2CN(CC3)CC4CC4)C(=O)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 
A1ABN "SYSTEMATIC NAME" ACDLabs              12.01 "(5R,7S,8R,8aS)-2-(cyclopropylmethyl)-8-phenyloctahydropyrrolo[1,2-a]pyrazine-7-carboxamide"                                  
A1ABN "SYSTEMATIC NAME" "OpenEye OEToolkits" 2.0.7 "(7~{S},8~{R},8~{a}~{S})-2-(cyclopropylmethyl)-8-phenyl-3,4,6,7,8,8~{a}-hexahydro-1~{H}-pyrrolo[1,2-a]pyrazine-7-carboxamide" 
# 
loop_
_pdbx_chem_comp_audit.comp_id 
_pdbx_chem_comp_audit.action_type 
_pdbx_chem_comp_audit.date 
_pdbx_chem_comp_audit.processing_site 
A1ABN "Create component" 2024-01-04 RCSB 
A1ABN "Initial release"  2024-01-24 RCSB 
# 
