data_H34 # _chem_comp.id H34 _chem_comp.name "(1-{4-[(7S,11S)-12-AMINO-3-CHLORO-6,7,10,11-TETRAHYDRO-7,11-METHANOCYCLOOCTA[B]QUINOLIN-9-YL]BUTYL}-1H-1,2,3-TRIAZOL-4-YL)METHANOL" _chem_comp.type NON-POLYMER _chem_comp.pdbx_type HETAIN _chem_comp.formula "C23 H26 Cl N5 O" _chem_comp.mon_nstd_parent_comp_id ? _chem_comp.pdbx_synonyms ? _chem_comp.pdbx_formal_charge 0 _chem_comp.pdbx_initial_date 2011-09-14 _chem_comp.pdbx_modified_date 2014-09-05 _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 423.938 _chem_comp.one_letter_code ? _chem_comp.three_letter_code H34 _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 4A16 _chem_comp.pdbx_subcomponent_list ? _chem_comp.pdbx_processing_site EBI # 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 H34 CAN CAN C 0 1 N N N 50.071 -2.086 79.160 -1.351 3.171 -1.097 CAN H34 1 H34 CBC CBC C 0 1 N N S 51.499 -1.466 79.205 -2.811 2.874 -0.738 CBC H34 2 H34 CAP CAP C 0 1 N N N 51.423 -0.001 79.687 -3.240 3.835 0.373 CAP H34 3 H34 CAY CAY C 0 1 Y N N 52.105 -1.583 77.894 -2.932 1.446 -0.279 CAY H34 4 H34 CAV CAV C 0 1 Y N N 52.563 -2.821 77.389 -2.950 0.455 -1.257 CAV H34 5 H34 NAA NAA N 0 1 N N N 52.501 -3.950 78.097 -2.860 0.783 -2.601 NAA H34 6 H34 CBA CBA C 0 1 Y N N 53.097 -2.950 76.121 -3.061 -0.892 -0.848 CBA H34 7 H34 CAF CAF C 0 1 Y N N 53.520 -4.206 75.678 -3.091 -1.942 -1.776 CAF H34 8 H34 CAE CAE C 0 1 Y N N 54.046 -4.330 74.410 -3.198 -3.227 -1.336 CAE H34 9 H34 CAU CAU C 0 1 Y N N 54.161 -3.183 73.621 -3.279 -3.511 0.027 CAU H34 10 H34 CL1 CL1 CL 0 0 N N N 54.828 -3.308 71.931 -3.413 -5.160 0.550 CL1 H34 11 H34 CAG CAG C 0 1 Y N N 53.725 -1.933 74.088 -3.253 -2.513 0.954 CAG H34 12 H34 CAZ CAZ C 0 1 Y N N 53.187 -1.814 75.337 -3.145 -1.175 0.537 CAZ H34 13 H34 NAS NAS N 0 1 Y N N 52.773 -0.626 75.791 -3.122 -0.175 1.419 NAS H34 14 H34 CAX CAX C 0 1 Y N N 52.237 -0.470 77.026 -3.024 1.092 1.055 CAX H34 15 H34 CAO CAO C 0 1 N N N 51.814 0.823 77.396 -3.025 2.124 2.157 CAO H34 16 H34 CBB CBB C 0 1 N N S 50.804 0.749 78.534 -2.470 3.451 1.641 CBB H34 17 H34 CAD CAD C 0 1 N N N 49.557 0.112 78.173 -1.008 3.313 1.342 CAD H34 18 H34 CAT CAT C 0 1 N N N 49.189 -1.216 78.463 -0.516 3.188 0.151 CAT H34 19 H34 CAL CAL C 0 1 N N N 47.889 -1.625 78.066 0.978 3.053 0.008 CAL H34 20 H34 CAJ CAJ C 0 1 N N N 47.906 -2.739 77.017 1.352 1.571 -0.065 CAJ H34 21 H34 CAK CAK C 0 1 N N N 46.518 -3.290 76.687 2.868 1.434 -0.209 CAK H34 22 H34 CAM CAM C 0 1 N N N 46.643 -4.529 75.762 3.242 -0.048 -0.283 CAM H34 23 H34 NBD NBD N 0 1 Y N N 45.248 -5.029 75.464 4.694 -0.179 -0.421 NBD H34 24 H34 CAH CAH C 0 1 Y N N 44.490 -5.977 76.022 5.506 -0.900 0.387 CAH H34 25 H34 NAR NAR N 0 1 Y N N 44.521 -4.488 74.526 5.417 0.366 -1.336 NAR H34 26 H34 NAQ NAQ N 0 1 Y N N 43.338 -5.063 74.416 6.653 0.051 -1.171 NAQ H34 27 H34 CAW CAW C 0 1 Y N N 43.319 -5.975 75.356 6.759 -0.744 -0.101 CAW H34 28 H34 CAI CAI C 0 1 N N N 42.100 -6.861 75.602 8.023 -1.350 0.452 CAI H34 29 H34 OAB OAB O 0 1 N N N 41.899 -7.621 74.427 7.711 -2.139 1.602 OAB H34 30 H34 HAN1 HAN1 H 0 0 N N N 50.110 -3.056 78.643 -0.980 2.400 -1.772 HAN1 H34 31 H34 HAN2 HAN2 H 0 0 N N N 49.704 -2.232 80.187 -1.289 4.142 -1.588 HAN2 H34 32 H34 HBC HBC H 0 1 N N N 52.094 -2.036 79.934 -3.439 3.029 -1.615 HBC H34 33 H34 HAP1 HAP1 H 0 0 N N N 50.793 0.080 80.585 -3.000 4.859 0.090 HAP1 H34 34 H34 HAP2 HAP2 H 0 0 N N N 52.428 0.388 79.908 -4.312 3.740 0.549 HAP2 H34 35 H34 HBB HBB H 0 1 N N N 50.595 1.776 78.868 -2.612 4.222 2.399 HBB H34 36 H34 HAA1 HAA1 H 0 0 N N N 52.875 -4.704 77.557 -2.783 1.712 -2.869 HAA1 H34 37 H34 HAA2 HAA2 H 0 0 N N N 53.033 -3.846 78.937 -2.874 0.083 -3.273 HAA2 H34 38 H34 HAF HAF H 0 1 N N N 53.436 -5.069 76.321 -3.029 -1.734 -2.834 HAF H34 39 H34 HAE HAE H 0 1 N N N 54.362 -5.292 74.035 -3.222 -4.036 -2.051 HAE H34 40 H34 HAG HAG H 0 1 N N N 53.816 -1.062 73.456 -3.316 -2.749 2.006 HAG H34 41 H34 HAO1 HAO1 H 0 0 N N N 52.685 1.409 77.723 -4.045 2.273 2.511 HAO1 H34 42 H34 HAO2 HAO2 H 0 0 N N N 51.347 1.313 76.529 -2.408 1.771 2.983 HAO2 H34 43 H34 HAD HAD H 0 1 N N N 48.841 0.711 77.630 -0.319 3.317 2.175 HAD H34 44 H34 HAL1 HAL1 H 0 0 N N N 47.350 -1.988 78.953 1.303 3.555 -0.903 HAL1 H34 45 H34 HAL2 HAL2 H 0 0 N N N 47.361 -0.756 77.646 1.468 3.509 0.869 HAL2 H34 46 H34 HAJ1 HAJ1 H 0 0 N N N 48.351 -2.340 76.093 1.026 1.069 0.846 HAJ1 H34 47 H34 HAJ2 HAJ2 H 0 0 N N N 48.527 -3.564 77.396 0.862 1.115 -0.925 HAJ2 H34 48 H34 HAK1 HAK1 H 0 0 N N N 46.011 -3.581 77.619 3.194 1.936 -1.121 HAK1 H34 49 H34 HAK2 HAK2 H 0 0 N N N 45.930 -2.513 76.177 3.358 1.890 0.651 HAK2 H34 50 H34 HAM1 HAM1 H 0 0 N N N 47.147 -4.247 74.826 2.917 -0.550 0.629 HAM1 H34 51 H34 HAM2 HAM2 H 0 0 N N N 47.222 -5.316 76.268 2.752 -0.504 -1.143 HAM2 H34 52 H34 HAH HAH H 0 1 N N N 44.763 -6.620 76.846 5.213 -1.482 1.248 HAH H34 53 H34 HAI1 HAI1 H 0 0 N N N 42.284 -7.528 76.457 8.486 -1.980 -0.307 HAI1 H34 54 H34 HAI2 HAI2 H 0 0 N N N 41.216 -6.239 75.806 8.714 -0.555 0.734 HAI2 H34 55 H34 HAB HAB H 0 1 N N N 41.145 -8.188 74.541 8.479 -2.560 2.010 HAB H34 56 # 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 H34 CAN CBC SING N N 1 H34 CAN CAT SING N N 2 H34 CBC CAP SING N N 3 H34 CBC CAY SING N N 4 H34 CAP CBB SING N N 5 H34 CAY CAV SING Y N 6 H34 CAY CAX DOUB Y N 7 H34 CAV NAA SING N N 8 H34 CAV CBA DOUB Y N 9 H34 CBA CAF SING Y N 10 H34 CBA CAZ SING Y N 11 H34 CAF CAE DOUB Y N 12 H34 CAE CAU SING Y N 13 H34 CAU CL1 SING N N 14 H34 CAU CAG DOUB Y N 15 H34 CAG CAZ SING Y N 16 H34 CAZ NAS DOUB Y N 17 H34 NAS CAX SING Y N 18 H34 CAX CAO SING N N 19 H34 CAO CBB SING N N 20 H34 CBB CAD SING N N 21 H34 CAD CAT DOUB N N 22 H34 CAT CAL SING N N 23 H34 CAL CAJ SING N N 24 H34 CAJ CAK SING N N 25 H34 CAK CAM SING N N 26 H34 CAM NBD SING N N 27 H34 NBD CAH SING Y N 28 H34 NBD NAR SING Y N 29 H34 CAH CAW DOUB Y N 30 H34 NAR NAQ DOUB Y N 31 H34 NAQ CAW SING Y N 32 H34 CAW CAI SING N N 33 H34 CAI OAB SING N N 34 H34 CAN HAN1 SING N N 35 H34 CAN HAN2 SING N N 36 H34 CBC HBC SING N N 37 H34 CAP HAP1 SING N N 38 H34 CAP HAP2 SING N N 39 H34 CBB HBB SING N N 40 H34 NAA HAA1 SING N N 41 H34 NAA HAA2 SING N N 42 H34 CAF HAF SING N N 43 H34 CAE HAE SING N N 44 H34 CAG HAG SING N N 45 H34 CAO HAO1 SING N N 46 H34 CAO HAO2 SING N N 47 H34 CAD HAD SING N N 48 H34 CAL HAL1 SING N N 49 H34 CAL HAL2 SING N N 50 H34 CAJ HAJ1 SING N N 51 H34 CAJ HAJ2 SING N N 52 H34 CAK HAK1 SING N N 53 H34 CAK HAK2 SING N N 54 H34 CAM HAM1 SING N N 55 H34 CAM HAM2 SING N N 56 H34 CAH HAH SING N N 57 H34 CAI HAI1 SING N N 58 H34 CAI HAI2 SING N N 59 H34 OAB HAB 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 H34 SMILES ACDLabs 12.01 "Clc2ccc1c(N)c4c(nc1c2)CC5C=C(CCCCn3nnc(c3)CO)CC4C5" H34 InChI InChI 1.03 "InChI=1S/C23H26ClN5O/c24-17-4-5-19-20(11-17)26-21-10-15-7-14(8-16(9-15)22(21)23(19)25)3-1-2-6-29-12-18(13-30)27-28-29/h4-5,7,11-12,15-16,30H,1-3,6,8-10,13H2,(H2,25,26)/t15-,16+/m0/s1" H34 InChIKey InChI 1.03 MHMXFYDLGYPRNA-JKSUJKDBSA-N H34 SMILES_CANONICAL CACTVS 3.385 "Nc1c2ccc(Cl)cc2nc3C[C@@H]4C[C@@H](CC(=C4)CCCCn5cc(CO)nn5)c13" H34 SMILES CACTVS 3.385 "Nc1c2ccc(Cl)cc2nc3C[CH]4C[CH](CC(=C4)CCCCn5cc(CO)nn5)c13" H34 SMILES_CANONICAL "OpenEye OEToolkits" 1.9.2 "c1cc2c(cc1Cl)nc3c(c2N)[C@H]4C[C@@H](C3)C=C(C4)CCCCn5cc(nn5)CO" H34 SMILES "OpenEye OEToolkits" 1.9.2 "c1cc2c(cc1Cl)nc3c(c2N)C4CC(C3)C=C(C4)CCCCn5cc(nn5)CO" # 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 H34 "SYSTEMATIC NAME" ACDLabs 12.01 "(1-{4-[(7S,11S)-12-amino-3-chloro-6,7,10,11-tetrahydro-7,11-methanocycloocta[b]quinolin-9-yl]butyl}-1H-1,2,3-triazol-4-yl)methanol" # loop_ _pdbx_chem_comp_audit.comp_id _pdbx_chem_comp_audit.action_type _pdbx_chem_comp_audit.date _pdbx_chem_comp_audit.processing_site H34 "Create component" 2011-09-14 EBI H34 "Other modification" 2011-09-15 EBI H34 "Modify descriptor" 2014-09-05 RCSB #