FAIRMol

KB_HAT_172

ID 273

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

SMILES: O=C(N[C@H]1CC[N@H+]([C@H]2Cc3ccc(NS(=O)(=O)c4cc(F)cc(F)c4)cc3C2)CC1)C1CC1

Formula: C24H28F2N3O3S+ | MW: 476.5690000000003

LogP: 1.8063000000000002 | TPSA: 79.71000000000001

HBA/HBD: 3/3 | RotB: 6

InChIKey: PMHAOOVKDXGPPL-QFIPXVFZSA-O

Recognized patterns

Click a named motif to highlight it in the 2D depiction or launch reverse search.
Highlighted: 1 pattern Secondary amine Clear highlight

Bio motif

Hinge binder (C=O-NH) Hinge binder (NH-C=O) Sulfonamide bioisostere H-bond acceptor O ×3 H-bond donor ×3 Gatekeeper aromatic ×2 Metal chelator

Functional group

Carbonyl Amide Secondary amine Sulfonamide Fluorine ×2

Ring system

Benzene ×2 Piperidine Cyclopropane Pipecolinyl ring

Properties

NameValueUnit
DOCK_BASE_INTER_RANK-0.839245-
DOCK_BASE_INTER_RANK-0.838175-
DOCK_BASE_INTER_RANK-0.812088-
DOCK_BASE_INTER_RANK-0.832714-
DOCK_BASE_INTER_RANK-0.674333-
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_COUNT10.000000-
DOCK_CLASH_COUNT9.000000-
DOCK_CLASH_COUNT9.000000-
DOCK_CLASH_COUNT12.000000-
DOCK_CLASH_COUNT9.000000-
DOCK_CONTACT_COUNT20.000000-
DOCK_CONTACT_COUNT17.000000-
DOCK_CONTACT_COUNT21.000000-
DOCK_CONTACT_COUNT19.000000-
DOCK_CONTACT_COUNT11.000000-
DOCK_EXPERIMENTT01-
DOCK_EXPERIMENTT09-
DOCK_EXPERIMENTT12-
DOCK_EXPERIMENTT13-
DOCK_EXPERIMENTT18-
DOCK_EXPERIMENT_ID1-
DOCK_EXPERIMENT_ID9-
DOCK_EXPERIMENT_ID12-
DOCK_EXPERIMENT_ID13-
DOCK_EXPERIMENT_ID18-
DOCK_FINAL_RANK1.796135-
DOCK_FINAL_RANK1.520175-
DOCK_FINAL_RANK3.334749-
DOCK_FINAL_RANK5.923422-
DOCK_FINAL_RANK3.615400-
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:ALA671-
DOCK_IFP::A:ALA901-
DOCK_IFP::A:ARG1401-
DOCK_IFP::A:ARG1441-
DOCK_IFP::A:ARG1541-
DOCK_IFP::A:ARG2771-
DOCK_IFP::A:ASN1061-
DOCK_IFP::A:ASN1121-
DOCK_IFP::A:ASP221-
DOCK_IFP::A:ASP881-
DOCK_IFP::A:CYS701-
DOCK_IFP::A:GLN1041-
DOCK_IFP::A:GLU1381-
DOCK_IFP::A:GLU181-
DOCK_IFP::A:GLU2741-
DOCK_IFP::A:GLU311-
DOCK_IFP::A:GLY131-
DOCK_IFP::A:GLY1991-
DOCK_IFP::A:GLY211-
DOCK_IFP::A:GLY2361-
DOCK_IFP::A:GLY2371-
DOCK_IFP::A:GLY2761-
DOCK_IFP::A:HIS1051-
DOCK_IFP::A:HIS1411-
DOCK_IFP::A:HIS1971-
DOCK_IFP::A:ILE1061-
DOCK_IFP::A:ILE3391-
DOCK_IFP::A:ILE611-
DOCK_IFP::A:ILE81-
DOCK_IFP::A:LEU171-
DOCK_IFP::A:LEU231-
DOCK_IFP::A:LEU681-
DOCK_IFP::A:LYS691-
DOCK_IFP::A:MET1011-
DOCK_IFP::A:MET1131-
DOCK_IFP::A:NAP2011-
DOCK_IFP::A:NDP3011-
DOCK_IFP::A:PHE1701-
DOCK_IFP::A:PHE2381-
DOCK_IFP::A:PHE321-
DOCK_IFP::A:PHE351-
DOCK_IFP::A:PRO1131-
DOCK_IFP::A:PRO271-
DOCK_IFP::A:PRO621-
DOCK_IFP::A:SER1091-
DOCK_IFP::A:SER141-
DOCK_IFP::A:SER2001-
DOCK_IFP::A:SER601-
DOCK_IFP::A:THR1371-
DOCK_IFP::A:THR571-
DOCK_IFP::A:TRP211-
DOCK_IFP::A:TYR1101-
DOCK_IFP::A:TYR1221-
DOCK_IFP::A:TYR341-
DOCK_IFP::A:TYR3891-
DOCK_IFP::A:TYR971-
DOCK_IFP::A:VAL1161-
DOCK_IFP::A:VAL531-
DOCK_IFP::A:VAL91-
DOCK_IFP::B:ALA321-
DOCK_IFP::B:ARG1161-
DOCK_IFP::B:ARG481-
DOCK_IFP::B:ASP131-
DOCK_IFP::B:ASP521-
DOCK_IFP::B:CYS721-
DOCK_IFP::B:GLY731-
DOCK_IFP::B:GLY751-
DOCK_IFP::B:GLY771-
DOCK_IFP::B:HIS141-
DOCK_IFP::B:ILE151-
DOCK_IFP::B:ILE1821-
DOCK_IFP::B:ILE451-
DOCK_IFP::B:ILE761-
DOCK_IFP::B:LEU941-
DOCK_IFP::B:MET531-
DOCK_IFP::B:MET781-
DOCK_IFP::B:PHE561-
DOCK_IFP::B:PRO881-
DOCK_IFP::B:SER441-
DOCK_IFP::B:SER741-
DOCK_IFP::B:SER861-
DOCK_IFP::B:THR831-
DOCK_IFP::B:TRP471-
DOCK_IFP::B:TYR491-
DOCK_IFP::B:VAL1561-
DOCK_IFP::B:VAL491-
DOCK_IFP::B:VAL871-
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_OVERLAP0.623547-
DOCK_MAX_CLASH_OVERLAP0.624057-
DOCK_MAX_CLASH_OVERLAP0.623495-
DOCK_MAX_CLASH_OVERLAP0.662039-
DOCK_MAX_CLASH_OVERLAP0.614497-
DOCK_POSE_COUNT1-
DOCK_POSE_COUNT1-
DOCK_POSE_COUNT1-
DOCK_POSE_COUNT1-
DOCK_POSE_COUNT1-
DOCK_PRE_RANK1.750150-
DOCK_PRE_RANK1.478399-
DOCK_PRE_RANK3.283995-
DOCK_PRE_RANK5.873849-
DOCK_PRE_RANK3.578498-
DOCK_PRIMARY_POSE_ID140-
DOCK_PRIMARY_POSE_ID5517-
DOCK_PRIMARY_POSE_ID7535-
DOCK_PRIMARY_POSE_ID8207-
DOCK_PRIMARY_POSE_ID11633-
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_t01-
DOCK_REPORT_IDselection_import_t09-
DOCK_REPORT_IDselection_import_t12-
DOCK_REPORT_IDselection_import_t13-
DOCK_REPORT_IDselection_import_t18-
DOCK_RESIDUE_CONTACTSA:ALA10;A:ASP22;A:GLU31;A:GLY21;A:ILE61;A:ILE8;A:LEU23;A:LEU68;A:NAP201;A:PHE32;A:PHE35;A:PRO27;A:PRO62;A:SER60;A:THR137;A:THR57;A:TYR122;A:TYR34;A:VAL116;A:VAL9-
DOCK_RESIDUE_CONTACTSA:NDP301;B:ALA32;B:ARG48;B:ASP52;B:ILE182;B:ILE45;B:LEU94;B:MET53;B:PHE56;B:PRO88;B:SER44;B:SER86;B:THR83;B:TRP47;B:VAL156;B:VAL49;B:VAL87-
DOCK_RESIDUE_CONTACTSA:ARG140;A:ARG144;A:ASN106;A:GLN104;A:GLU138;A:HIS105;A:HIS141;A:MET101;A:TYR97;B:ARG116;B:ASP13;B:CYS72;B:GLY73;B:GLY75;B:GLY77;B:HIS14;B:ILE15;B:ILE76;B:MET78;B:SER74;B:TYR49-
DOCK_RESIDUE_CONTACTSA:ALA67;A:ALA90;A:ARG154;A:ARG277;A:ASN112;A:ASP88;A:CYS70;A:GLU274;A:GLY199;A:GLY236;A:GLY237;A:GLY276;A:HIS197;A:LYS69;A:PHE170;A:PHE238;A:PRO113;A:SER200;A:TYR389-
DOCK_RESIDUE_CONTACTSA:GLU18;A:GLY13;A:ILE106;A:ILE339;A:LEU17;A:MET113;A:SER109;A:SER14;A:TRP21;A:TYR110;A:VAL53-
DOCK_SCAFFOLDO=C(NC1CC[NH+](C2Cc3ccc(NS(=O)(=O)c4ccccc4)cc3C2)CC1)C1CC1-
DOCK_SCAFFOLDO=C(NC1CC[NH+](C2Cc3ccc(NS(=O)(=O)c4ccccc4)cc3C2)CC1)C1CC1-
DOCK_SCAFFOLDO=C(NC1CC[NH+](C2Cc3ccc(NS(=O)(=O)c4ccccc4)cc3C2)CC1)C1CC1-
DOCK_SCAFFOLDO=C(NC1CC[NH+](C2Cc3ccc(NS(=O)(=O)c4ccccc4)cc3C2)CC1)C1CC1-
DOCK_SCAFFOLDO=C(NC1CC[NH+](C2Cc3ccc(NS(=O)(=O)c4ccccc4)cc3C2)CC1)C1CC1-
DOCK_SCORE-27.179800-
DOCK_SCORE-25.977300-
DOCK_SCORE-23.905000-
DOCK_SCORE-26.227600-
DOCK_SCORE-20.346400-
DOCK_SCORE_INTER-27.695100-
DOCK_SCORE_INTER-27.659800-
DOCK_SCORE_INTER-26.798900-
DOCK_SCORE_INTER-27.479600-
DOCK_SCORE_INTER-22.253000-
DOCK_SCORE_INTER_KCAL-6.614864-
DOCK_SCORE_INTER_KCAL-6.606433-
DOCK_SCORE_INTER_KCAL-6.400810-
DOCK_SCORE_INTER_KCAL-6.563393-
DOCK_SCORE_INTER_KCAL-5.315040-
DOCK_SCORE_INTER_NORM-0.839245-
DOCK_SCORE_INTER_NORM-0.838175-
DOCK_SCORE_INTER_NORM-0.812088-
DOCK_SCORE_INTER_NORM-0.832714-
DOCK_SCORE_INTER_NORM-0.674333-
DOCK_SCORE_INTRA0.515282-
DOCK_SCORE_INTRA1.682450-
DOCK_SCORE_INTRA2.288130-
DOCK_SCORE_INTRA1.251970-
DOCK_SCORE_INTRA1.906590-
DOCK_SCORE_INTRA_KCAL0.123073-
DOCK_SCORE_INTRA_KCAL0.401846-
DOCK_SCORE_INTRA_KCAL0.546511-
DOCK_SCORE_INTRA_KCAL0.299028-
DOCK_SCORE_INTRA_KCAL0.455381-
DOCK_SCORE_INTRA_NORM0.015615-
DOCK_SCORE_INTRA_NORM0.050983-
DOCK_SCORE_INTRA_NORM0.069337-
DOCK_SCORE_INTRA_NORM0.037939-
DOCK_SCORE_INTRA_NORM0.057776-
DOCK_SCORE_KCAL-6.491787-
DOCK_SCORE_KCAL-6.204574-
DOCK_SCORE_KCAL-5.709614-
DOCK_SCORE_KCAL-6.264357-
DOCK_SCORE_KCAL-4.859656-
DOCK_SCORE_NORM-0.823630-
DOCK_SCORE_NORM-0.787192-
DOCK_SCORE_NORM-0.724394-
DOCK_SCORE_NORM-0.794775-
DOCK_SCORE_NORM-0.616558-
DOCK_SCORE_RESTR0.000000-
DOCK_SCORE_RESTR0.000000-
DOCK_SCORE_RESTR0.605768-
DOCK_SCORE_RESTR0.000000-
DOCK_SCORE_RESTR0.000000-
DOCK_SCORE_RESTR_NORM0.000000-
DOCK_SCORE_RESTR_NORM0.000000-
DOCK_SCORE_RESTR_NORM0.018357-
DOCK_SCORE_RESTR_NORM0.000000-
DOCK_SCORE_RESTR_NORM0.000000-
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_FILET01_top5_kcal_zscore_compound_names.sdf-
DOCK_SOURCE_FILET09_top5_kcal_zscore_compound_names.sdf-
DOCK_SOURCE_FILET12_top5_kcal_zscore_compound_names.sdf-
DOCK_SOURCE_FILET13_top5_kcal_zscore_compound_names.sdf-
DOCK_SOURCE_FILET18_top5_kcal_zscore_compound_names.sdf-
DOCK_SOURCE_FORMULAC24H28F2N3O3S+-
DOCK_SOURCE_FORMULAC24H28F2N3O3S+-
DOCK_SOURCE_FORMULAC24H28F2N3O3S+-
DOCK_SOURCE_FORMULAC24H28F2N3O3S+-
DOCK_SOURCE_FORMULAC24H28F2N3O3S+-
DOCK_SOURCE_HBA3.000000-
DOCK_SOURCE_HBA3.000000-
DOCK_SOURCE_HBA3.000000-
DOCK_SOURCE_HBA3.000000-
DOCK_SOURCE_HBA3.000000-
DOCK_SOURCE_HBD3.000000-
DOCK_SOURCE_HBD3.000000-
DOCK_SOURCE_HBD3.000000-
DOCK_SOURCE_HBD3.000000-
DOCK_SOURCE_HBD3.000000-
DOCK_SOURCE_HEAVY_ATOMS33.000000-
DOCK_SOURCE_HEAVY_ATOMS33.000000-
DOCK_SOURCE_HEAVY_ATOMS33.000000-
DOCK_SOURCE_HEAVY_ATOMS33.000000-
DOCK_SOURCE_HEAVY_ATOMS33.000000-
DOCK_SOURCE_LOGP1.806300-
DOCK_SOURCE_LOGP1.806300-
DOCK_SOURCE_LOGP1.806300-
DOCK_SOURCE_LOGP1.806300-
DOCK_SOURCE_LOGP1.806300-
DOCK_SOURCE_MW476.569000-
DOCK_SOURCE_MW476.569000-
DOCK_SOURCE_MW476.569000-
DOCK_SOURCE_MW476.569000-
DOCK_SOURCE_MW476.569000-
DOCK_SOURCE_NAMEKB_HAT_172-
DOCK_SOURCE_NAMEKB_HAT_172-
DOCK_SOURCE_NAMEKB_HAT_172-
DOCK_SOURCE_NAMEKB_HAT_172-
DOCK_SOURCE_NAMEKB_HAT_172-
DOCK_SOURCE_RINGS5.000000-
DOCK_SOURCE_RINGS5.000000-
DOCK_SOURCE_RINGS5.000000-
DOCK_SOURCE_RINGS5.000000-
DOCK_SOURCE_RINGS5.000000-
DOCK_SOURCE_TPSA79.710000-
DOCK_SOURCE_TPSA79.710000-
DOCK_SOURCE_TPSA79.710000-
DOCK_SOURCE_TPSA79.710000-
DOCK_SOURCE_TPSA79.710000-
DOCK_STRAIN_DELTA32.761978-
DOCK_STRAIN_DELTA30.549928-
DOCK_STRAIN_DELTA35.142290-
DOCK_STRAIN_DELTA34.563996-
DOCK_STRAIN_DELTA27.822339-
DOCK_STRAIN_OK0-
DOCK_STRAIN_OK0-
DOCK_STRAIN_OK0-
DOCK_STRAIN_OK0-
DOCK_STRAIN_OK1-
DOCK_TARGETT01-
DOCK_TARGETT09-
DOCK_TARGETT12-
DOCK_TARGETT13-
DOCK_TARGETT18-
EXACT_MASS476.18139561608996Da
FORMULAC24H28F2N3O3S+-
HBA3-
HBD3-
LOGP1.8063000000000002-
MOL_WEIGHT476.5690000000003g/mol
QED_SCORE0.5951277473533411-
ROTATABLE_BONDS6-
TPSA79.71000000000001A^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
T09 T09 selection_import_t09 1
native pose available
 1.520175150280541 -25.9773 12 0.57 - Best pose
T01 T01 selection_import_t01 1
native pose available
 1.796135031564517 -27.1798 18 0.86 - Best pose
T12 T12 selection_import_t12 1
native pose available
 3.334748612110413 -23.905 15 0.94 - Best pose
T18 T18 selection_import_t18 1
native pose available
 3.6154002439715773 -20.3464 8 0.62 - Best pose
T13 T13 selection_import_t13 1
native pose available
 5.923421607085572 -26.2276 14 0.74 - Best 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
99 1.520175150280541 -0.838175 -25.9773 5 17 12 0.57 0.00 0.17 0.17 - no geometry warning; 9 clashes; 8 protein contact clashes; high strain Δ 30.5 Open pose
T01 — T01 1 poses · report selection_import_t01
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
140 1.796135031564517 -0.839245 -27.1798 2 20 18 0.86 0.00 0.00 0.20 - no geometry warning; 10 clashes; 1 protein clash; 2 cofactor-context clashes; high strain Δ 32.8 Open pose
T12 — T12 1 poses · report selection_import_t12
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
83 3.334748612110413 -0.812088 -23.905 10 21 15 0.94 0.33 0.50 0.50 - no geometry warning; 9 clashes; 2 protein clashes; high strain Δ 35.1 Open pose
T18 — T18 1 poses · report selection_import_t18
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
112 3.6154002439715773 -0.674333 -20.3464 4 11 8 0.62 - - - - no geometry warning; 9 clashes; 2 protein clashes; moderate strain Δ 27.8 Open pose
T13 — T13 1 poses · report selection_import_t13
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
77 5.923421607085572 -0.832714 -26.2276 7 19 14 0.74 0.56 0.43 0.57 - no geometry warning; 12 clashes; 3 protein clashes; high strain Δ 34.6 Open pose
Loading PharmaFP-250 analysis…

Drug Similarity

Shared structural fragments with approved drugs — based on faircheckmol profile fingerprint.
Loading drug matches…

Structural Profile Fingerprint

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

Loading…

ADMET Profile

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

Loading…

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.
Loading…