data_6RB # _chem_comp.id 6RB _chem_comp.name "1-(2-hydroxyethyl)-5-[(4-methoxynaphthalen-1-yl)methyl]-~{N}-(phenylmethyl)-6,7-dihydro-4~{H}-pyrazolo[4,3-c]pyridine-3-carboxamide" _chem_comp.type NON-POLYMER _chem_comp.pdbx_type HETAIN _chem_comp.formula "C28 H30 N4 O3" _chem_comp.mon_nstd_parent_comp_id ? _chem_comp.pdbx_synonyms ? _chem_comp.pdbx_formal_charge 0 _chem_comp.pdbx_initial_date 2016-06-07 _chem_comp.pdbx_modified_date 2017-03-03 _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 470.563 _chem_comp.one_letter_code ? _chem_comp.three_letter_code 6RB _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 5L8A _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 6RB CAA C1 C 0 1 N N N 9.651 17.086 6.458 8.588 0.891 -0.362 CAA 6RB 1 6RB OAX O1 O 0 1 N N N 10.938 17.025 6.998 7.778 -0.030 0.370 OAX 6RB 2 6RB CBB C2 C 0 1 Y N N 12.089 17.104 6.266 6.520 -0.248 -0.094 CBB 6RB 3 6RB CAL C3 C 0 1 Y N N 12.092 17.222 4.856 6.080 0.394 -1.217 CAL 6RB 4 6RB CAK C4 C 0 1 Y N N 13.345 17.224 4.193 4.795 0.177 -1.708 CAK 6RB 5 6RB CBG C5 C 0 1 Y N N 13.309 16.956 6.934 5.662 -1.144 0.576 CBG 6RB 6 6RB CAN C6 C 0 1 Y N N 13.307 16.808 8.347 6.078 -1.828 1.729 CAN 6RB 7 6RB CAH C7 C 0 1 Y N N 14.449 16.666 9.099 5.222 -2.685 2.350 CAH 6RB 8 6RB CAG C8 C 0 1 Y N N 15.656 16.744 8.430 3.936 -2.897 1.858 CAG 6RB 9 6RB CAM C9 C 0 1 Y N N 15.704 16.847 7.008 3.498 -2.251 0.742 CAM 6RB 10 6RB CBF C10 C 0 1 Y N N 14.550 16.980 6.242 4.354 -1.358 0.075 CBF 6RB 11 6RB CBA C11 C 0 1 Y N N 14.582 17.128 4.822 3.941 -0.681 -1.086 CBA 6RB 12 6RB CAT C12 C 0 1 N N N 15.769 17.094 3.993 2.555 -0.900 -1.636 CAT 6RB 13 6RB NBH N1 N 0 1 N N N 16.142 15.633 3.584 1.591 -0.102 -0.866 NBH 6RB 14 6RB CAU C13 C 0 1 N N N 15.453 15.048 2.457 0.206 -0.477 -1.204 CAU 6RB 15 6RB CBD C14 C 0 1 Y N N 15.774 13.723 2.140 -0.723 0.453 -0.474 CBD 6RB 16 6RB CAQ C15 C 0 1 N N N 16.190 14.582 4.645 1.822 1.336 -1.063 CAQ 6RB 17 6RB CAP C16 C 0 1 N N N 16.977 13.283 4.202 1.085 2.134 0.023 CAP 6RB 18 6RB CBE C17 C 0 1 Y N N 16.506 12.898 2.959 -0.334 1.629 0.083 CBE 6RB 19 6RB NBI N2 N 0 1 Y N N 16.613 11.696 2.396 -1.418 2.181 0.645 NBI 6RB 20 6RB CAR C18 C 0 1 N N N 17.283 10.439 2.837 -1.435 3.460 1.359 CAR 6RB 21 6RB CAO C19 C 0 1 N N N 18.621 10.177 2.126 -1.733 4.591 0.372 CAO 6RB 22 6RB OAC O2 O 0 1 N N N 19.319 11.410 2.013 -1.750 5.839 1.068 OAC 6RB 23 6RB NAV N3 N 0 1 Y N N 15.962 11.753 1.180 -2.444 1.421 0.465 NAV 6RB 24 6RB CBC C20 C 0 1 Y N N 15.462 12.994 1.019 -2.097 0.340 -0.214 CBC 6RB 25 6RB CAY C21 C 0 1 N N N 14.709 13.376 -0.055 -2.984 -0.769 -0.621 CAY 6RB 26 6RB OAB O3 O 0 1 N N N 14.179 14.490 -0.153 -2.534 -1.708 -1.248 OAB 6RB 27 6RB NAW N4 N 0 1 N N N 14.608 12.469 -1.037 -4.292 -0.739 -0.298 NAW 6RB 28 6RB CAS C22 C 0 1 N N N 13.782 12.708 -2.171 -5.172 -1.838 -0.702 CAS 6RB 29 6RB CAZ C23 C 0 1 Y N N 12.476 12.077 -2.037 -6.573 -1.563 -0.221 CAZ 6RB 30 6RB CAI C24 C 0 1 Y N N 11.723 11.815 -3.174 -6.974 -2.001 1.028 CAI 6RB 31 6RB CAE C25 C 0 1 Y N N 10.437 11.239 -3.102 -8.259 -1.748 1.469 CAE 6RB 32 6RB CAD C26 C 0 1 Y N N 9.929 10.923 -1.851 -9.144 -1.058 0.662 CAD 6RB 33 6RB CAF C27 C 0 1 Y N N 10.654 11.203 -0.706 -8.743 -0.620 -0.586 CAF 6RB 34 6RB CAJ C28 C 0 1 Y N N 11.916 11.778 -0.791 -7.456 -0.868 -1.026 CAJ 6RB 35 6RB H1 H1 H 0 1 N N N 8.909 16.998 7.266 8.711 0.535 -1.385 H1 6RB 36 6RB H2 H2 H 0 1 N N N 9.516 18.047 5.940 8.106 1.869 -0.374 H2 6RB 37 6RB H3 H3 H 0 1 N N N 9.514 16.261 5.743 9.565 0.974 0.114 H3 6RB 38 6RB H4 H4 H 0 1 N N N 11.169 17.308 4.302 6.737 1.081 -1.730 H4 6RB 39 6RB H5 H5 H 0 1 N N N 13.339 17.306 3.116 4.471 0.698 -2.597 H5 6RB 40 6RB H6 H6 H 0 1 N N N 12.356 16.807 8.859 7.073 -1.675 2.122 H6 6RB 41 6RB H7 H7 H 0 1 N N N 14.405 16.501 10.165 5.545 -3.210 3.237 H7 6RB 42 6RB H8 H8 H 0 1 N N N 16.578 16.727 8.993 3.276 -3.582 2.369 H8 6RB 43 6RB H9 H9 H 0 1 N N N 16.663 16.821 6.512 2.499 -2.425 0.371 H9 6RB 44 6RB H10 H10 H 0 1 N N N 16.608 17.534 4.552 2.527 -0.595 -2.682 H10 6RB 45 6RB H11 H11 H 0 1 N N N 15.586 17.684 3.083 2.296 -1.956 -1.559 H11 6RB 46 6RB H13 H13 H 0 1 N N N 15.676 15.665 1.574 0.051 -0.384 -2.279 H13 6RB 47 6RB H14 H14 H 0 1 N N N 14.374 15.088 2.669 0.017 -1.505 -0.893 H14 6RB 48 6RB H15 H15 H 0 1 N N N 16.684 15.004 5.533 2.890 1.543 -1.003 H15 6RB 49 6RB H16 H16 H 0 1 N N N 15.159 14.296 4.900 1.450 1.632 -2.044 H16 6RB 50 6RB H17 H17 H 0 1 N N N 16.807 12.477 4.931 1.572 1.983 0.986 H17 6RB 51 6RB H18 H18 H 0 1 N N N 18.053 13.502 4.142 1.090 3.194 -0.231 H18 6RB 52 6RB H19 H19 H 0 1 N N N 16.609 9.594 2.633 -2.207 3.437 2.129 H19 6RB 53 6RB H20 H20 H 0 1 N N N 17.470 10.505 3.919 -0.464 3.630 1.824 H20 6RB 54 6RB H21 H21 H 0 1 N N N 18.434 9.763 1.124 -0.962 4.614 -0.397 H21 6RB 55 6RB H22 H22 H 0 1 N N N 19.219 9.464 2.712 -2.705 4.421 -0.092 H22 6RB 56 6RB H23 H23 H 0 1 N N N 20.150 11.265 1.575 -1.934 6.602 0.504 H23 6RB 57 6RB H24 H24 H 0 1 N N N 15.120 11.613 -0.972 -4.651 0.011 0.202 H24 6RB 58 6RB H25 H25 H 0 1 N N N 14.281 12.306 -3.065 -5.171 -1.924 -1.788 H25 6RB 59 6RB H26 H26 H 0 1 N N N 13.642 13.793 -2.286 -4.813 -2.770 -0.264 H26 6RB 60 6RB H27 H27 H 0 1 N N N 12.134 12.059 -4.142 -6.282 -2.540 1.658 H27 6RB 61 6RB H28 H28 H 0 1 N N N 9.864 11.049 -3.997 -8.572 -2.091 2.444 H28 6RB 62 6RB H29 H29 H 0 1 N N N 8.959 10.454 -1.770 -10.148 -0.861 1.006 H29 6RB 63 6RB H30 H30 H 0 1 N N N 10.235 10.972 0.262 -9.434 -0.080 -1.217 H30 6RB 64 6RB H31 H31 H 0 1 N N N 12.468 11.995 0.111 -7.142 -0.523 -2.000 H31 6RB 65 # 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 6RB CAI CAE DOUB Y N 1 6RB CAI CAZ SING Y N 2 6RB CAE CAD SING Y N 3 6RB CAS CAZ SING N N 4 6RB CAS NAW SING N N 5 6RB CAZ CAJ DOUB Y N 6 6RB CAD CAF DOUB Y N 7 6RB NAW CAY SING N N 8 6RB CAJ CAF SING Y N 9 6RB OAB CAY DOUB N N 10 6RB CAY CBC SING N N 11 6RB CBC NAV DOUB Y N 12 6RB CBC CBD SING Y N 13 6RB NAV NBI SING Y N 14 6RB OAC CAO SING N N 15 6RB CAO CAR SING N N 16 6RB CBD CAU SING N N 17 6RB CBD CBE DOUB Y N 18 6RB NBI CAR SING N N 19 6RB NBI CBE SING Y N 20 6RB CAU NBH SING N N 21 6RB CBE CAP SING N N 22 6RB NBH CAT SING N N 23 6RB NBH CAQ SING N N 24 6RB CAT CBA SING N N 25 6RB CAK CBA DOUB Y N 26 6RB CAK CAL SING Y N 27 6RB CAP CAQ SING N N 28 6RB CBA CBF SING Y N 29 6RB CAL CBB DOUB Y N 30 6RB CBF CBG DOUB Y N 31 6RB CBF CAM SING Y N 32 6RB CBB CBG SING Y N 33 6RB CBB OAX SING N N 34 6RB CAA OAX SING N N 35 6RB CBG CAN SING Y N 36 6RB CAM CAG DOUB Y N 37 6RB CAN CAH DOUB Y N 38 6RB CAG CAH SING Y N 39 6RB CAA H1 SING N N 40 6RB CAA H2 SING N N 41 6RB CAA H3 SING N N 42 6RB CAL H4 SING N N 43 6RB CAK H5 SING N N 44 6RB CAN H6 SING N N 45 6RB CAH H7 SING N N 46 6RB CAG H8 SING N N 47 6RB CAM H9 SING N N 48 6RB CAT H10 SING N N 49 6RB CAT H11 SING N N 50 6RB CAU H13 SING N N 51 6RB CAU H14 SING N N 52 6RB CAQ H15 SING N N 53 6RB CAQ H16 SING N N 54 6RB CAP H17 SING N N 55 6RB CAP H18 SING N N 56 6RB CAR H19 SING N N 57 6RB CAR H20 SING N N 58 6RB CAO H21 SING N N 59 6RB CAO H22 SING N N 60 6RB OAC H23 SING N N 61 6RB NAW H24 SING N N 62 6RB CAS H25 SING N N 63 6RB CAS H26 SING N N 64 6RB CAI H27 SING N N 65 6RB CAE H28 SING N N 66 6RB CAD H29 SING N N 67 6RB CAF H30 SING N N 68 6RB CAJ H31 SING N N 69 # 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 6RB InChI InChI 1.03 "InChI=1S/C28H30N4O3/c1-35-26-12-11-21(22-9-5-6-10-23(22)26)18-31-14-13-25-24(19-31)27(30-32(25)15-16-33)28(34)29-17-20-7-3-2-4-8-20/h2-12,33H,13-19H2,1H3,(H,29,34)" 6RB InChIKey InChI 1.03 ZHTGDAFDEHXYSS-UHFFFAOYSA-N 6RB SMILES_CANONICAL CACTVS 3.385 "COc1ccc(CN2CCc3n(CCO)nc(C(=O)NCc4ccccc4)c3C2)c5ccccc15" 6RB SMILES CACTVS 3.385 "COc1ccc(CN2CCc3n(CCO)nc(C(=O)NCc4ccccc4)c3C2)c5ccccc15" 6RB SMILES_CANONICAL "OpenEye OEToolkits" 2.0.5 "COc1ccc(c2c1cccc2)CN3CCc4c(c(nn4CCO)C(=O)NCc5ccccc5)C3" 6RB SMILES "OpenEye OEToolkits" 2.0.5 "COc1ccc(c2c1cccc2)CN3CCc4c(c(nn4CCO)C(=O)NCc5ccccc5)C3" # 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 6RB "SYSTEMATIC NAME" "OpenEye OEToolkits" 2.0.5 "1-(2-hydroxyethyl)-5-[(4-methoxynaphthalen-1-yl)methyl]-~{N}-(phenylmethyl)-6,7-dihydro-4~{H}-pyrazolo[4,3-c]pyridine-3-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 6RB "Create component" 2016-06-07 EBI 6RB "Initial release" 2017-03-08 RCSB #