FAIRMol

Z32749009

ID 749

DB SELECTIONThis detail page is pinned to the current database context.
Back to results Open docking pose (5)
2D structure

SMILES: O=C(c1ccc(S(=O)(=O)Nc2ccc(F)cc2)cc1)N1CCN(c2cccc[nH+]2)CC1

Formula: C22H22FN4O3S+ | MW: 441.5080000000002

LogP: 2.4030000000000005 | TPSA: 83.86

HBA/HBD: 4/1 | RotB: 5

InChIKey: HXVLXVBIEVNEAI-UHFFFAOYSA-O

Recognized patterns

Click a named motif to highlight it in the 2D depiction or launch reverse search.

Bio motif

Sulfonamide bioisostere N-Methyl amide ×2 H-bond acceptor N ×3 H-bond acceptor O ×3 H-bond donor ×2 Gatekeeper aromatic ×2 β-Turn mimetic ×2 Metal chelator P-gp efflux flag ×2

Functional group

Carbonyl Amide Tertiary amine ×2 Lactam Sulfonamide Fluorine

Ring system

Benzene ×2 Pyridine

Properties

NameValueUnit
DOCK_BASE_INTER_RANK-0.835204-
DOCK_BASE_INTER_RANK-0.825933-
DOCK_BASE_INTER_RANK-0.880778-
DOCK_BASE_INTER_RANK-0.735347-
DOCK_BASE_INTER_RANK-1.027760-
DOCK_BOND_LENGTH_OUTLIERS0.000000-
DOCK_BOND_LENGTH_OUTLIERS0.000000-
DOCK_BOND_LENGTH_OUTLIERS0.000000-
DOCK_BOND_LENGTH_OUTLIERS0.000000-
DOCK_BOND_LENGTH_OUTLIERS0.000000-
DOCK_CLASH_COUNT15.000000-
DOCK_CLASH_COUNT15.000000-
DOCK_CLASH_COUNT13.000000-
DOCK_CLASH_COUNT13.000000-
DOCK_CLASH_COUNT13.000000-
DOCK_CONTACT_COUNT17.000000-
DOCK_CONTACT_COUNT19.000000-
DOCK_CONTACT_COUNT16.000000-
DOCK_CONTACT_COUNT17.000000-
DOCK_CONTACT_COUNT22.000000-
DOCK_EXPERIMENTT02-
DOCK_EXPERIMENTT09-
DOCK_EXPERIMENTT11-
DOCK_EXPERIMENTT14-
DOCK_EXPERIMENTT19-
DOCK_EXPERIMENT_ID2-
DOCK_EXPERIMENT_ID9-
DOCK_EXPERIMENT_ID11-
DOCK_EXPERIMENT_ID14-
DOCK_EXPERIMENT_ID19-
DOCK_FINAL_RANK1.161752-
DOCK_FINAL_RANK1.445130-
DOCK_FINAL_RANK3.729498-
DOCK_FINAL_RANK3.047963-
DOCK_FINAL_RANK0.655853-
DOCK_GEOMETRY_ALERTwarning-
DOCK_GEOMETRY_ALERTwarning-
DOCK_GEOMETRY_ALERTwarning-
DOCK_GEOMETRY_ALERTwarning-
DOCK_GEOMETRY_ALERTwarning-
DOCK_GEOM_OK0-
DOCK_GEOM_OK0-
DOCK_GEOM_OK0-
DOCK_GEOM_OK0-
DOCK_GEOM_OK0-
DOCK_HARD_GEOMETRY_FAIL0-
DOCK_HARD_GEOMETRY_FAIL0-
DOCK_HARD_GEOMETRY_FAIL0-
DOCK_HARD_GEOMETRY_FAIL0-
DOCK_HARD_GEOMETRY_FAIL0-
DOCK_IFP::A:ALA101-
DOCK_IFP::A:ARG221-
DOCK_IFP::A:ARG291-
DOCK_IFP::A:ARG3421-
DOCK_IFP::A:ASN1251-
DOCK_IFP::A:ASN651-
DOCK_IFP::A:CYS261-
DOCK_IFP::A:GLN1241-
DOCK_IFP::A:GLN3411-
DOCK_IFP::A:GLU1921-
DOCK_IFP::A:GLU3431-
DOCK_IFP::A:GLU3841-
DOCK_IFP::A:GLY1911-
DOCK_IFP::A:HIS1441-
DOCK_IFP::A:HIS2221-
DOCK_IFP::A:ILE1261-
DOCK_IFP::A:ILE611-
DOCK_IFP::A:ILE81-
DOCK_IFP::A:LEU1941-
DOCK_IFP::A:LEU251-
DOCK_IFP::A:LEU281-
DOCK_IFP::A:LEU3391-
DOCK_IFP::A:LEU3501-
DOCK_IFP::A:LEU3721-
DOCK_IFP::A:LEU3821-
DOCK_IFP::A:LEU681-
DOCK_IFP::A:NAP2011-
DOCK_IFP::A:NDP3011-
DOCK_IFP::A:PHE1891-
DOCK_IFP::A:PHE1901-
DOCK_IFP::A:PHE321-
DOCK_IFP::A:PHE351-
DOCK_IFP::A:PHE511-
DOCK_IFP::A:PHE741-
DOCK_IFP::A:PRO2231-
DOCK_IFP::A:PRO271-
DOCK_IFP::A:PRO3401-
DOCK_IFP::A:PRO3441-
DOCK_IFP::A:PRO3731-
DOCK_IFP::A:PRO621-
DOCK_IFP::A:SER601-
DOCK_IFP::A:THR211-
DOCK_IFP::A:THR2851-
DOCK_IFP::A:THR571-
DOCK_IFP::A:TYR1221-
DOCK_IFP::A:TYR3711-
DOCK_IFP::A:VAL1161-
DOCK_IFP::A:VAL1871-
DOCK_IFP::A:VAL1881-
DOCK_IFP::A:VAL2211-
DOCK_IFP::A:VAL91-
DOCK_IFP::B:ALA321-
DOCK_IFP::B:ARG971-
DOCK_IFP::B:GLY1571-
DOCK_IFP::B:ILE451-
DOCK_IFP::B:LEU941-
DOCK_IFP::B:LYS571-
DOCK_IFP::B:LYS901-
DOCK_IFP::B:LYS951-
DOCK_IFP::B:MET531-
DOCK_IFP::B:PHE561-
DOCK_IFP::B:PHE911-
DOCK_IFP::B:PRO881-
DOCK_IFP::B:PRO931-
DOCK_IFP::B:TYR1621-
DOCK_IFP::B:VAL1561-
DOCK_IFP::B:VAL301-
DOCK_IFP::B:VAL311-
DOCK_IFP::B:VAL871-
DOCK_IFP::C:ALA3631-
DOCK_IFP::C:ALA3651-
DOCK_IFP::C:ARG2871-
DOCK_IFP::C:ASP3271-
DOCK_IFP::C:CYS571-
DOCK_IFP::C:GLY561-
DOCK_IFP::C:ILE1991-
DOCK_IFP::C:ILE4381-
DOCK_IFP::C:LEU3341-
DOCK_IFP::C:LYS601-
DOCK_IFP::C:MET3331-
DOCK_IFP::C:NDP8001-
DOCK_IFP::C:PHE1821-
DOCK_IFP::C:PHE2031-
DOCK_IFP::C:PHE3671-
DOCK_IFP::C:PRO3361-
DOCK_IFP::C:PRO4351-
DOCK_IFP::C:SER1781-
DOCK_IFP::C:SER3641-
DOCK_IFP::C:THR3351-
DOCK_IFP::C:THR511-
DOCK_IFP::C:VAL551-
DOCK_IMPORT_SCOPEbest_by_name-
DOCK_IMPORT_SCOPEbest_by_name-
DOCK_IMPORT_SCOPEbest_by_name-
DOCK_IMPORT_SCOPEbest_by_name-
DOCK_IMPORT_SCOPEbest_by_name-
DOCK_MAX_CLASH_OVERLAP0.631480-
DOCK_MAX_CLASH_OVERLAP0.659383-
DOCK_MAX_CLASH_OVERLAP0.631495-
DOCK_MAX_CLASH_OVERLAP0.631465-
DOCK_MAX_CLASH_OVERLAP0.631496-
DOCK_POSE_COUNT1-
DOCK_POSE_COUNT1-
DOCK_POSE_COUNT1-
DOCK_POSE_COUNT1-
DOCK_POSE_COUNT1-
DOCK_PRE_RANK1.139294-
DOCK_PRE_RANK1.394071-
DOCK_PRE_RANK3.677719-
DOCK_PRE_RANK2.965149-
DOCK_PRE_RANK0.616286-
DOCK_PRIMARY_POSE_ID1232-
DOCK_PRIMARY_POSE_ID5941-
DOCK_PRIMARY_POSE_ID7314-
DOCK_PRIMARY_POSE_ID9328-
DOCK_PRIMARY_POSE_ID12715-
DOCK_RANKING_MODEinter_strain_penalized-
DOCK_RANKING_MODEinter_strain_penalized-
DOCK_RANKING_MODEinter_strain_penalized-
DOCK_RANKING_MODEinter_strain_penalized-
DOCK_RANKING_MODEinter_strain_penalized-
DOCK_REPORT_IDselection_import_t02-
DOCK_REPORT_IDselection_import_t09-
DOCK_REPORT_IDselection_import_t11-
DOCK_REPORT_IDselection_import_t14-
DOCK_REPORT_IDselection_import_t19-
DOCK_RESIDUE_CONTACTSA:ALA10;A:ARG29;A:ASN65;A:ILE61;A:ILE8;A:LEU28;A:LEU68;A:NAP201;A:PHE32;A:PHE35;A:PRO27;A:PRO62;A:SER60;A:THR57;A:TYR122;A:VAL116;A:VAL9-
DOCK_RESIDUE_CONTACTSA:NDP301;B:ALA32;B:ARG97;B:GLY157;B:ILE45;B:LEU94;B:LYS57;B:LYS90;B:LYS95;B:MET53;B:PHE56;B:PHE91;B:PRO88;B:PRO93;B:TYR162;B:VAL156;B:VAL30;B:VAL31;B:VAL87-
DOCK_RESIDUE_CONTACTSA:ASN125;A:GLN124;A:GLU192;A:GLY191;A:HIS144;A:HIS222;A:ILE126;A:LEU194;A:PHE189;A:PHE190;A:PHE51;A:PHE74;A:PRO223;A:VAL187;A:VAL188;A:VAL221-
DOCK_RESIDUE_CONTACTSA:ARG22;A:ARG342;A:CYS26;A:GLN341;A:GLU343;A:GLU384;A:LEU25;A:LEU339;A:LEU350;A:LEU372;A:LEU382;A:PRO340;A:PRO344;A:PRO373;A:THR21;A:THR285;A:TYR371-
DOCK_RESIDUE_CONTACTSC:ALA363;C:ALA365;C:ARG287;C:ASP327;C:CYS57;C:GLY56;C:ILE199;C:ILE438;C:LEU334;C:LYS60;C:MET333;C:NDP800;C:PHE182;C:PHE203;C:PHE367;C:PRO336;C:PRO435;C:SER178;C:SER364;C:THR335;C:THR51;C:VAL55-
DOCK_SCAFFOLDO=C(c1ccc(S(=O)(=O)Nc2ccccc2)cc1)N1CCN(c2cccc[nH+]2)CC1-
DOCK_SCAFFOLDO=C(c1ccc(S(=O)(=O)Nc2ccccc2)cc1)N1CCN(c2cccc[nH+]2)CC1-
DOCK_SCAFFOLDO=C(c1ccc(S(=O)(=O)Nc2ccccc2)cc1)N1CCN(c2cccc[nH+]2)CC1-
DOCK_SCAFFOLDO=C(c1ccc(S(=O)(=O)Nc2ccccc2)cc1)N1CCN(c2cccc[nH+]2)CC1-
DOCK_SCAFFOLDO=C(c1ccc(S(=O)(=O)Nc2ccccc2)cc1)N1CCN(c2cccc[nH+]2)CC1-
DOCK_SCORE-25.423900-
DOCK_SCORE-21.520600-
DOCK_SCORE-29.772800-
DOCK_SCORE-21.400900-
DOCK_SCORE-29.075600-
DOCK_SCORE_INTER-25.891300-
DOCK_SCORE_INTER-25.603900-
DOCK_SCORE_INTER-27.304100-
DOCK_SCORE_INTER-22.795800-
DOCK_SCORE_INTER-31.860500-
DOCK_SCORE_INTER_KCAL-6.184033-
DOCK_SCORE_INTER_KCAL-6.115389-
DOCK_SCORE_INTER_KCAL-6.521475-
DOCK_SCORE_INTER_KCAL-5.444686-
DOCK_SCORE_INTER_KCAL-7.609753-
DOCK_SCORE_INTER_NORM-0.835204-
DOCK_SCORE_INTER_NORM-0.825933-
DOCK_SCORE_INTER_NORM-0.880778-
DOCK_SCORE_INTER_NORM-0.735347-
DOCK_SCORE_INTER_NORM-1.027760-
DOCK_SCORE_INTRA0.467446-
DOCK_SCORE_INTRA4.083320-
DOCK_SCORE_INTRA-2.468720-
DOCK_SCORE_INTRA1.394840-
DOCK_SCORE_INTRA2.776700-
DOCK_SCORE_INTRA_KCAL0.111648-
DOCK_SCORE_INTRA_KCAL0.975285-
DOCK_SCORE_INTRA_KCAL-0.589644-
DOCK_SCORE_INTRA_KCAL0.333152-
DOCK_SCORE_INTRA_KCAL0.663204-
DOCK_SCORE_INTRA_NORM0.015079-
DOCK_SCORE_INTRA_NORM0.131720-
DOCK_SCORE_INTRA_NORM-0.079636-
DOCK_SCORE_INTRA_NORM0.044995-
DOCK_SCORE_INTRA_NORM0.089571-
DOCK_SCORE_KCAL-6.072397-
DOCK_SCORE_KCAL-5.140109-
DOCK_SCORE_KCAL-7.111114-
DOCK_SCORE_KCAL-5.111519-
DOCK_SCORE_KCAL-6.944591-
DOCK_SCORE_NORM-0.820125-
DOCK_SCORE_NORM-0.694213-
DOCK_SCORE_NORM-0.960414-
DOCK_SCORE_NORM-0.690352-
DOCK_SCORE_NORM-0.937924-
DOCK_SCORE_RESTR0.000000-
DOCK_SCORE_RESTR0.000000-
DOCK_SCORE_RESTR0.000000-
DOCK_SCORE_RESTR0.000000-
DOCK_SCORE_RESTR0.008202-
DOCK_SCORE_RESTR_NORM0.000000-
DOCK_SCORE_RESTR_NORM0.000000-
DOCK_SCORE_RESTR_NORM0.000000-
DOCK_SCORE_RESTR_NORM0.000000-
DOCK_SCORE_RESTR_NORM0.000265-
DOCK_SCORE_SYSTEM0.000000-
DOCK_SCORE_SYSTEM0.000000-
DOCK_SCORE_SYSTEM0.000000-
DOCK_SCORE_SYSTEM0.000000-
DOCK_SCORE_SYSTEM0.000000-
DOCK_SCORE_SYSTEM_NORM0.000000-
DOCK_SCORE_SYSTEM_NORM0.000000-
DOCK_SCORE_SYSTEM_NORM0.000000-
DOCK_SCORE_SYSTEM_NORM0.000000-
DOCK_SCORE_SYSTEM_NORM0.000000-
DOCK_SELECTION_EXCLUDED0-
DOCK_SELECTION_EXCLUDED0-
DOCK_SELECTION_EXCLUDED0-
DOCK_SELECTION_EXCLUDED0-
DOCK_SELECTION_EXCLUDED0-
DOCK_SEVERE_CLASH_COUNT0.000000-
DOCK_SEVERE_CLASH_COUNT0.000000-
DOCK_SEVERE_CLASH_COUNT0.000000-
DOCK_SEVERE_CLASH_COUNT0.000000-
DOCK_SEVERE_CLASH_COUNT0.000000-
DOCK_SOURCE_FILET02_top5_kcal_zscore_compound_names.sdf-
DOCK_SOURCE_FILET09_top5_kcal_zscore_compound_names.sdf-
DOCK_SOURCE_FILET11_top5_kcal_zscore_compound_names.sdf-
DOCK_SOURCE_FILET14_top5_kcal_zscore_compound_names.sdf-
DOCK_SOURCE_FILET19_top5_kcal_zscore_compound_names.sdf-
DOCK_SOURCE_FORMULAC22H22FN4O3S+-
DOCK_SOURCE_FORMULAC22H22FN4O3S+-
DOCK_SOURCE_FORMULAC22H22FN4O3S+-
DOCK_SOURCE_FORMULAC22H22FN4O3S+-
DOCK_SOURCE_FORMULAC22H22FN4O3S+-
DOCK_SOURCE_HBA4.000000-
DOCK_SOURCE_HBA4.000000-
DOCK_SOURCE_HBA4.000000-
DOCK_SOURCE_HBA4.000000-
DOCK_SOURCE_HBA4.000000-
DOCK_SOURCE_HBD1.000000-
DOCK_SOURCE_HBD1.000000-
DOCK_SOURCE_HBD1.000000-
DOCK_SOURCE_HBD1.000000-
DOCK_SOURCE_HBD1.000000-
DOCK_SOURCE_HEAVY_ATOMS31.000000-
DOCK_SOURCE_HEAVY_ATOMS31.000000-
DOCK_SOURCE_HEAVY_ATOMS31.000000-
DOCK_SOURCE_HEAVY_ATOMS31.000000-
DOCK_SOURCE_HEAVY_ATOMS31.000000-
DOCK_SOURCE_LOGP2.403000-
DOCK_SOURCE_LOGP2.403000-
DOCK_SOURCE_LOGP2.403000-
DOCK_SOURCE_LOGP2.403000-
DOCK_SOURCE_LOGP2.403000-
DOCK_SOURCE_MW441.508000-
DOCK_SOURCE_MW441.508000-
DOCK_SOURCE_MW441.508000-
DOCK_SOURCE_MW441.508000-
DOCK_SOURCE_MW441.508000-
DOCK_SOURCE_NAMEZ32749009-
DOCK_SOURCE_NAMEZ32749009-
DOCK_SOURCE_NAMEZ32749009-
DOCK_SOURCE_NAMEZ32749009-
DOCK_SOURCE_NAMEZ32749009-
DOCK_SOURCE_RINGS4.000000-
DOCK_SOURCE_RINGS4.000000-
DOCK_SOURCE_RINGS4.000000-
DOCK_SOURCE_RINGS4.000000-
DOCK_SOURCE_RINGS4.000000-
DOCK_SOURCE_TPSA83.860000-
DOCK_SOURCE_TPSA83.860000-
DOCK_SOURCE_TPSA83.860000-
DOCK_SOURCE_TPSA83.860000-
DOCK_SOURCE_TPSA83.860000-
DOCK_STRAIN_DELTA18.032558-
DOCK_STRAIN_DELTA35.290551-
DOCK_STRAIN_DELTA35.638931-
DOCK_STRAIN_DELTA49.096993-
DOCK_STRAIN_DELTA29.338147-
DOCK_STRAIN_OK1-
DOCK_STRAIN_OK0-
DOCK_STRAIN_OK0-
DOCK_STRAIN_OK0-
DOCK_STRAIN_OK1-
DOCK_TARGETT02-
DOCK_TARGETT09-
DOCK_TARGETT11-
DOCK_TARGETT14-
DOCK_TARGETT19-
EXACT_MASS441.13911620409004Da
FORMULAC22H22FN4O3S+-
HBA4-
HBD1-
LOGP2.4030000000000005-
MOL_WEIGHT441.5080000000002g/mol
QED_SCORE0.6591536955439686-
ROTATABLE_BONDS5-
TPSA83.86A^2

Docking across targets

This compound is global in the current database. Below you can review all docking experiments and targets that contain imported poses for it, which is the basis for reverse docking analysis.

Open primary docking pose Docking experiments Reverse docking explorer Protein structures Docking IFP projection
TargetExperimentReportPosesBest rankBest scoreNative overlapNative recallRMSD
T19 T19 selection_import_t19 1
native pose available
 0.6558532097014269 -29.0756 8 0.30 - Best pose
T02 T02 selection_import_t02 1
native pose available
 1.1617524609102692 -25.4239 14 0.67 - Best pose
T09 T09 selection_import_t09 1
native pose available
 1.4451295609246844 -21.5206 16 0.76 - Best pose
T14 T14 selection_import_t14 1
native pose available
 3.04796278682881 -21.4009 9 0.60 - Best pose
T11 T11 selection_import_t11 1
native pose available
 3.729498306386523 -29.7728 13 0.72 - Best pose
T19 — T19 1 poses · report selection_import_t19
Native comparison is calculated against the uploaded native ligand for the same experiment/target whenever it is available.
PoseFinal rankInter normScoreHBContactsNative overlapNative recallHB strictHB roleHB residueRMSDExcludedNotes
514 0.6558532097014269 -1.02776 -29.0756 4 22 8 0.30 0.17 0.40 0.25 - no geometry warning; 13 clashes; 1 protein contact clash; 1 cofactor-context clash; moderate strain Δ 29.3 Open pose
T02 — T02 1 poses · report selection_import_t02
Native comparison is calculated against the uploaded native ligand for the same experiment/target whenever it is available.
PoseFinal rankInter normScoreHBContactsNative overlapNative recallHB strictHB roleHB residueRMSDExcludedNotes
554 1.1617524609102692 -0.835204 -25.4239 2 17 14 0.67 0.40 0.40 0.40 - no geometry warning; 15 clashes; 2 protein contact clashes Open pose
T09 — T09 1 poses · report selection_import_t09
Native comparison is calculated against the uploaded native ligand for the same experiment/target whenever it is available.
PoseFinal rankInter normScoreHBContactsNative overlapNative recallHB strictHB roleHB residueRMSDExcludedNotes
523 1.4451295609246844 -0.825933 -21.5206 3 19 16 0.76 0.43 0.33 0.33 - no geometry warning; 15 clashes; 3 protein contact clashes; high strain Δ 35.3 Open pose
T14 — T14 1 poses · report selection_import_t14
Native comparison is calculated against the uploaded native ligand for the same experiment/target whenever it is available.
PoseFinal rankInter normScoreHBContactsNative overlapNative recallHB strictHB roleHB residueRMSDExcludedNotes
520 3.04796278682881 -0.735347 -21.4009 5 17 9 0.60 0.17 0.20 0.20 - no geometry warning; 13 clashes; 1 protein clash; high strain Δ 49.1 Open pose
T11 — T11 1 poses · report selection_import_t11
Native comparison is calculated against the uploaded native ligand for the same experiment/target whenever it is available.
PoseFinal rankInter normScoreHBContactsNative overlapNative recallHB strictHB roleHB residueRMSDExcludedNotes
540 3.729498306386523 -0.880778 -29.7728 3 16 13 0.72 0.40 0.40 0.50 - no geometry warning; 13 clashes; 2 protein clashes; high strain Δ 35.6 Open pose
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Drug Similarity

Shared structural fragments with approved drugs — based on faircheckmol profile fingerprint.
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Structural Profile Fingerprint

Named-bit fingerprint from curated SMARTS patterns. Each bit = one chemical pattern.

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ADMET Profile

Computed from structure using RDKit. Indicative only — not a substitute for experimental data.

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3D Conformer

ETKDGv3 conformer generation with UFF minimisation. Rendered with 3Dmol.js.

Open receptor–ligand complex
This docking hit has a stored pose-level complex analysis page with clickable hydrogen bonds, π–π contacts, hydrophobic contacts, and clash inspection.
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