data_44I # _chem_comp.id 44I _chem_comp.name ;6-chloro-N-{(3S)-1-[(2S)-1-{(1R,5S)-7-[2-(methylamino)ethyl]-3,7-diazabicyclo[3.3.1]non-3-yl}-1-oxopropan-2-yl]-2-oxopy rrolidin-3-yl}naphthalene-2-sulfonamide ; _chem_comp.type NON-POLYMER _chem_comp.pdbx_type HETAIN _chem_comp.formula "C27 H36 Cl N5 O4 S" _chem_comp.mon_nstd_parent_comp_id ? _chem_comp.pdbx_synonyms GTC000441 _chem_comp.pdbx_formal_charge 0 _chem_comp.pdbx_initial_date 2015-02-13 _chem_comp.pdbx_modified_date 2020-06-17 _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 562.124 _chem_comp.one_letter_code ? _chem_comp.three_letter_code 44I _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 4Y7B _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 44I C01 C1 C 0 1 N N N 3.539 2.217 17.385 -5.457 3.636 -0.672 C01 44I 1 44I N05 N1 N 0 1 N N N 4.216 1.189 18.183 -5.847 2.553 0.241 N05 44I 2 44I C07 C2 C 0 1 N N N 4.775 0.148 17.319 -5.204 1.288 -0.139 C07 44I 3 44I C10 C3 C 0 1 N N N 6.174 -0.244 17.765 -5.633 0.186 0.832 C10 44I 4 44I N13 N2 N 0 1 N N N 7.165 0.857 17.658 -4.990 -1.079 0.452 N13 44I 5 44I C14 C4 C 0 1 N N N 7.251 1.360 16.279 -5.479 -1.547 -0.851 C14 44I 6 44I C17 C5 C 0 1 N N S 8.254 2.501 16.179 -4.686 -2.783 -1.282 C17 44I 7 44I C19 C6 C 0 1 N N N 9.624 2.001 16.620 -4.851 -3.882 -0.229 C19 44I 8 44I C22 C7 C 0 1 N N R 9.520 1.598 18.078 -4.383 -3.353 1.130 C22 44I 9 44I C24 C8 C 0 1 N N N 8.480 0.477 18.223 -5.185 -2.101 1.489 C24 44I 10 44I C27 C9 C 0 1 N N N 9.178 2.830 18.906 -2.895 -2.996 1.045 C27 44I 11 44I N30 N3 N 0 1 N N N 7.920 3.430 18.454 -2.699 -2.055 -0.066 N30 44I 12 44I C31 C10 C 0 1 N N N 7.848 3.715 17.014 -3.202 -2.418 -1.398 C31 44I 13 44I C34 C11 C 0 1 N N N 6.916 3.711 19.313 -2.068 -0.880 0.132 C34 44I 14 44I O35 O1 O 0 1 N N N 5.863 4.195 18.929 -1.730 -0.555 1.251 O35 44I 15 44I C36 C12 C 0 1 N N S 7.102 3.424 20.810 -1.783 0.029 -1.035 C36 44I 16 44I C38 C13 C 0 1 N N N 6.720 1.989 21.160 -0.818 -0.665 -1.999 C38 44I 17 44I N42 N4 N 0 1 N N N 6.351 4.413 21.596 -1.179 1.272 -0.550 N42 44I 18 44I C43 C14 C 0 1 N N N 4.961 4.212 22.065 -1.761 2.605 -0.741 C43 44I 19 44I C46 C15 C 0 1 N N N 4.494 5.624 22.395 -1.044 3.518 0.278 C46 44I 20 44I C49 C16 C 0 1 N N S 5.797 6.309 22.835 0.297 2.775 0.479 C49 44I 21 44I N51 N5 N 0 1 N N N 5.815 7.771 22.687 1.320 3.312 -0.421 N51 44I 22 44I S53 S1 S 0 1 N N N 6.109 8.770 23.930 2.897 3.399 0.077 S53 44I 23 44I O54 O2 O 0 1 N N N 5.318 8.323 25.034 3.635 3.924 -1.018 O54 44I 24 44I O55 O3 O 0 1 N N N 5.929 10.093 23.421 2.879 4.003 1.363 O55 44I 25 44I C56 C17 C 0 1 Y N N 7.810 8.563 24.359 3.462 1.747 0.311 C56 44I 26 44I C57 C18 C 0 1 Y N N 8.793 9.002 23.466 3.310 1.139 1.556 C57 44I 27 44I C59 C19 C 0 1 Y N N 10.116 8.828 23.766 3.735 -0.136 1.771 C59 44I 28 44I C61 C20 C 0 1 Y N N 10.520 8.209 24.977 4.337 -0.854 0.723 C61 44I 29 44I C62 C21 C 0 1 Y N N 11.889 8.008 25.313 4.787 -2.171 0.906 C62 44I 30 44I C64 C22 C 0 1 Y N N 12.205 7.405 26.502 5.366 -2.836 -0.133 C64 44I 31 44I CL CL1 CL 0 0 N N N 13.891 7.160 26.907 5.921 -4.465 0.097 CL 44I 32 44I C66 C23 C 0 1 Y N N 11.234 6.975 27.392 5.517 -2.228 -1.378 C66 44I 33 44I C68 C24 C 0 1 Y N N 9.915 7.136 27.087 5.093 -0.953 -1.592 C68 44I 34 44I C70 C25 C 0 1 Y N N 9.516 7.760 25.878 4.492 -0.236 -0.543 C70 44I 35 44I C71 C26 C 0 1 Y N N 8.150 7.950 25.536 4.036 1.081 -0.728 C71 44I 36 44I C73 C27 C 0 1 N N N 6.869 5.602 22.001 -0.022 1.337 0.132 C73 44I 37 44I O74 O4 O 0 1 N N N 7.994 6.007 21.760 0.666 0.383 0.425 O74 44I 38 44I H1 H1 H 0 1 N N N 3.127 2.988 18.053 -4.376 3.769 -0.637 H1 44I 39 44I H2 H2 H 0 1 N N N 4.260 2.678 16.694 -5.760 3.382 -1.688 H2 44I 40 44I H3 H3 H 0 1 N N N 2.723 1.756 16.810 -5.947 4.561 -0.368 H3 44I 41 44I H4 H4 H 0 1 N N N 3.558 0.775 18.812 -6.850 2.453 0.276 H4 44I 42 44I H6 H6 H 0 1 N N N 4.820 0.525 16.286 -5.505 1.017 -1.151 H6 44I 43 44I H7 H7 H 0 1 N N N 4.124 -0.738 17.358 -4.121 1.405 -0.101 H7 44I 44 44I H8 H8 H 0 1 N N N 6.126 -0.567 18.815 -5.332 0.457 1.844 H8 44I 45 44I H9 H9 H 0 1 N N N 6.516 -1.081 17.139 -6.716 0.069 0.794 H9 44I 46 44I H11 H11 H 0 1 N N N 6.261 1.722 15.965 -6.535 -1.803 -0.773 H11 44I 47 44I H12 H12 H 0 1 N N N 7.569 0.542 15.616 -5.351 -0.757 -1.592 H12 44I 48 44I H13 H13 H 0 1 N N N 8.321 2.813 15.126 -5.057 -3.138 -2.243 H13 44I 49 44I H14 H14 H 0 1 N N N 9.920 1.134 16.012 -5.900 -4.172 -0.165 H14 44I 50 44I H15 H15 H 0 1 N N N 10.370 2.801 16.505 -4.250 -4.748 -0.509 H15 44I 51 44I H16 H16 H 0 1 N N N 10.496 1.213 18.408 -4.538 -4.117 1.893 H16 44I 52 44I H17 H17 H 0 1 N N N 8.353 0.247 19.291 -4.844 -1.713 2.449 H17 44I 53 44I H18 H18 H 0 1 N N N 8.847 -0.417 17.697 -6.243 -2.353 1.555 H18 44I 54 44I H19 H19 H 0 1 N N N 9.079 2.538 19.962 -2.577 -2.531 1.978 H19 44I 55 44I H20 H20 H 0 1 N N N 9.987 3.569 18.804 -2.312 -3.899 0.869 H20 44I 56 44I H21 H21 H 0 1 N N N 8.524 4.551 16.781 -2.644 -3.273 -1.779 H21 44I 57 44I H22 H22 H 0 1 N N N 6.816 3.996 16.757 -3.086 -1.572 -2.076 H22 44I 58 44I H23 H23 H 0 1 N N N 8.171 3.546 21.037 -2.714 0.256 -1.555 H23 44I 59 44I H24 H24 H 0 1 N N N 6.866 1.822 22.237 -1.309 -1.530 -2.445 H24 44I 60 44I H25 H25 H 0 1 N N N 5.664 1.818 20.903 -0.524 0.031 -2.784 H25 44I 61 44I H26 H26 H 0 1 N N N 7.354 1.292 20.592 0.067 -0.992 -1.453 H26 44I 62 44I H27 H27 H 0 1 N N N 4.339 3.766 21.275 -1.576 2.956 -1.757 H27 44I 63 44I H28 H28 H 0 1 N N N 4.935 3.570 22.958 -2.832 2.582 -0.539 H28 44I 64 44I H29 H29 H 0 1 N N N 4.064 6.118 21.511 -0.881 4.513 -0.136 H29 44I 65 44I H30 H30 H 0 1 N N N 3.753 5.618 23.208 -1.603 3.573 1.213 H30 44I 66 44I H31 H31 H 0 1 N N N 5.970 6.059 23.892 0.624 2.851 1.516 H31 44I 67 44I H32 H32 H 0 1 N N N 6.512 7.972 21.999 1.074 3.617 -1.308 H32 44I 68 44I H33 H33 H 0 1 N N N 8.507 9.478 22.540 2.849 1.689 2.364 H33 44I 69 44I H34 H34 H 0 1 N N N 10.867 9.168 23.068 3.611 -0.593 2.741 H34 44I 70 44I H35 H35 H 0 1 N N N 12.669 8.327 24.638 4.676 -2.655 1.865 H35 44I 71 44I H36 H36 H 0 1 N N N 11.521 6.513 28.325 5.979 -2.777 -2.186 H36 44I 72 44I H37 H37 H 0 1 N N N 9.163 6.783 27.777 5.218 -0.494 -2.561 H37 44I 73 44I H38 H38 H 0 1 N N N 7.376 7.609 26.207 4.143 1.563 -1.688 H38 44I 74 # # 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 44I C17 C14 SING N N 1 44I C17 C19 SING N N 2 44I C17 C31 SING N N 3 44I C14 N13 SING N N 4 44I C19 C22 SING N N 5 44I C31 N30 SING N N 6 44I C07 C10 SING N N 7 44I C07 N05 SING N N 8 44I C01 N05 SING N N 9 44I N13 C10 SING N N 10 44I N13 C24 SING N N 11 44I C22 C24 SING N N 12 44I C22 C27 SING N N 13 44I N30 C27 SING N N 14 44I N30 C34 SING N N 15 44I O35 C34 DOUB N N 16 44I C34 C36 SING N N 17 44I C36 C38 SING N N 18 44I C36 N42 SING N N 19 44I N42 C73 SING N N 20 44I N42 C43 SING N N 21 44I O74 C73 DOUB N N 22 44I C73 C49 SING N N 23 44I C43 C46 SING N N 24 44I C46 C49 SING N N 25 44I N51 C49 SING N N 26 44I N51 S53 SING N N 27 44I O55 S53 DOUB N N 28 44I C57 C59 DOUB Y N 29 44I C57 C56 SING Y N 30 44I C59 C61 SING Y N 31 44I S53 C56 SING N N 32 44I S53 O54 DOUB N N 33 44I C56 C71 DOUB Y N 34 44I C61 C62 DOUB Y N 35 44I C61 C70 SING Y N 36 44I C62 C64 SING Y N 37 44I C71 C70 SING Y N 38 44I C70 C68 DOUB Y N 39 44I C64 CL SING N N 40 44I C64 C66 DOUB Y N 41 44I C68 C66 SING Y N 42 44I C01 H1 SING N N 43 44I C01 H2 SING N N 44 44I C01 H3 SING N N 45 44I N05 H4 SING N N 46 44I C07 H6 SING N N 47 44I C07 H7 SING N N 48 44I C10 H8 SING N N 49 44I C10 H9 SING N N 50 44I C14 H11 SING N N 51 44I C14 H12 SING N N 52 44I C17 H13 SING N N 53 44I C19 H14 SING N N 54 44I C19 H15 SING N N 55 44I C22 H16 SING N N 56 44I C24 H17 SING N N 57 44I C24 H18 SING N N 58 44I C27 H19 SING N N 59 44I C27 H20 SING N N 60 44I C31 H21 SING N N 61 44I C31 H22 SING N N 62 44I C36 H23 SING N N 63 44I C38 H24 SING N N 64 44I C38 H25 SING N N 65 44I C38 H26 SING N N 66 44I C43 H27 SING N N 67 44I C43 H28 SING N N 68 44I C46 H29 SING N N 69 44I C46 H30 SING N N 70 44I C49 H31 SING N N 71 44I N51 H32 SING N N 72 44I C57 H33 SING N N 73 44I C59 H34 SING N N 74 44I C62 H35 SING N N 75 44I C66 H36 SING N N 76 44I C68 H37 SING N N 77 44I C71 H38 SING N N 78 # # 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 44I SMILES ACDLabs 12.01 "Clc2ccc1cc(ccc1c2)S(=O)(=O)NC3C(=O)N(CC3)C(C(=O)N4CC5CC(C4)CN(C5)CCNC)C" 44I InChI InChI 1.03 "InChI=1S/C27H36ClN5O4S/c1-18(26(34)32-16-19-11-20(17-32)15-31(14-19)10-8-29-2)33-9-7-25(27(33)35)30-38(36,37)24-6-4-21-12-23(28)5-3-22(21)13-24/h3-6,12-13,18-20,25,29-30H,7-11,14-17H2,1-2H3/t18-,19-,20+,25-/m0/s1" 44I InChIKey InChI 1.03 NSTQUPKYMBYQSS-KSYXXAMZSA-N 44I SMILES_CANONICAL CACTVS 3.385 "CNCCN1C[C@@H]2C[C@H](C1)CN(C2)C(=O)[C@H](C)N3CC[C@H](N[S](=O)(=O)c4ccc5cc(Cl)ccc5c4)C3=O" 44I SMILES CACTVS 3.385 "CNCCN1C[CH]2C[CH](C1)CN(C2)C(=O)[CH](C)N3CC[CH](N[S](=O)(=O)c4ccc5cc(Cl)ccc5c4)C3=O" 44I SMILES_CANONICAL "OpenEye OEToolkits" 1.9.2 "C[C@@H](C(=O)N1C[C@@H]2C[C@H](C1)CN(C2)CCNC)N3CC[C@@H](C3=O)NS(=O)(=O)c4ccc5cc(ccc5c4)Cl" 44I SMILES "OpenEye OEToolkits" 1.9.2 "CC(C(=O)N1CC2CC(C1)CN(C2)CCNC)N3CCC(C3=O)NS(=O)(=O)c4ccc5cc(ccc5c4)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 44I "SYSTEMATIC NAME" ACDLabs 12.01 "6-chloro-N-{(3S)-1-[(2S)-1-{(1R,5S)-7-[2-(methylamino)ethyl]-3,7-diazabicyclo[3.3.1]non-3-yl}-1-oxopropan-2-yl]-2-oxopyrrolidin-3-yl}naphthalene-2-sulfonamide" 44I "SYSTEMATIC NAME" "OpenEye OEToolkits" 1.9.2 "6-chloranyl-N-[(3S)-1-[(2S)-1-[(1S,5R)-7-[2-(methylamino)ethyl]-3,7-diazabicyclo[3.3.1]nonan-3-yl]-1-oxidanylidene-propan-2-yl]-2-oxidanylidene-pyrrolidin-3-yl]naphthalene-2-sulfonamide" # # loop_ _pdbx_chem_comp_audit.comp_id _pdbx_chem_comp_audit.action_type _pdbx_chem_comp_audit.date _pdbx_chem_comp_audit.processing_site 44I "Create component" 2015-02-13 EBI 44I "Initial release" 2015-09-30 RCSB 44I "Modify synonyms" 2020-06-05 PDBE # _pdbx_chem_comp_synonyms.ordinal 1 _pdbx_chem_comp_synonyms.comp_id 44I _pdbx_chem_comp_synonyms.name GTC000441 _pdbx_chem_comp_synonyms.provenance ? _pdbx_chem_comp_synonyms.type ? ##