FAIRMol

Z32301499

ID 4079

DB SELECTIONThis detail page is pinned to the current database context.
Back to results Open docking pose (3)
2D structure

SMILES: O=C(Nc1cc(S(=O)(=O)Nc2ccc(Cl)cc2)ccc1N1CCCCC1)c1ccc(F)cc1

Formula: C24H23ClFN3O3S | MW: 487.98400000000026

LogP: 5.522500000000004 | TPSA: 78.50999999999999

HBA/HBD: 4/2 | RotB: 6

InChIKey: GLYOTJDYRRYDOX-UHFFFAOYSA-N

Recognized patterns

Click a named motif to highlight it in the 2D depiction or launch reverse search.
Highlighted: 1 pattern H-bond acceptor O Clear highlight

Bio motif

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

Functional group

Carbonyl Amide Secondary amine Tertiary amine Sulfonamide Chlorine Fluorine

Ring system

Benzene ×3 Pipecolinyl ring

Properties

NameValueUnit
DOCK_BASE_INTER_RANK-0.868344-
DOCK_BASE_INTER_RANK-0.997636-
DOCK_BASE_INTER_RANK-1.001510-
DOCK_BOND_LENGTH_OUTLIERS0.000000-
DOCK_BOND_LENGTH_OUTLIERS0.000000-
DOCK_BOND_LENGTH_OUTLIERS0.000000-
DOCK_CLASH_COUNT16.000000-
DOCK_CLASH_COUNT17.000000-
DOCK_CLASH_COUNT14.000000-
DOCK_CONTACT_COUNT18.000000-
DOCK_CONTACT_COUNT23.000000-
DOCK_CONTACT_COUNT23.000000-
DOCK_EXPERIMENTT13-
DOCK_EXPERIMENTT19-
DOCK_EXPERIMENTT22-
DOCK_EXPERIMENT_ID13-
DOCK_EXPERIMENT_ID19-
DOCK_EXPERIMENT_ID22-
DOCK_FINAL_RANK6.336930-
DOCK_FINAL_RANK3.765974-
DOCK_FINAL_RANK4.412114-
DOCK_GEOMETRY_ALERTwarning-
DOCK_GEOMETRY_ALERTwarning-
DOCK_GEOMETRY_ALERTwarning-
DOCK_GEOM_OK0-
DOCK_GEOM_OK0-
DOCK_GEOM_OK0-
DOCK_HARD_GEOMETRY_FAIL0-
DOCK_HARD_GEOMETRY_FAIL0-
DOCK_HARD_GEOMETRY_FAIL0-
DOCK_IFP::A:ALA1581-
DOCK_IFP::A:ALA241-
DOCK_IFP::A:ALA671-
DOCK_IFP::A:ALA701-
DOCK_IFP::A:ARG1541-
DOCK_IFP::A:ARG2771-
DOCK_IFP::A:ASN1261-
DOCK_IFP::A:ASN411-
DOCK_IFP::A:ASP1291-
DOCK_IFP::A:ASP3321-
DOCK_IFP::A:ASP681-
DOCK_IFP::A:CYS701-
DOCK_IFP::A:GLU2741-
DOCK_IFP::A:GLU731-
DOCK_IFP::A:GLY1991-
DOCK_IFP::A:GLY231-
DOCK_IFP::A:GLY2361-
DOCK_IFP::A:GLY2371-
DOCK_IFP::A:GLY251-
DOCK_IFP::A:GLY2761-
DOCK_IFP::A:GLY471-
DOCK_IFP::A:GLY711-
DOCK_IFP::A:HIS1971-
DOCK_IFP::A:LEU1301-
DOCK_IFP::A:LYS1271-
DOCK_IFP::A:LYS1591-
DOCK_IFP::A:LYS261-
DOCK_IFP::A:LYS691-
DOCK_IFP::A:PHE2381-
DOCK_IFP::A:PHE381-
DOCK_IFP::A:PRO2751-
DOCK_IFP::A:SER1571-
DOCK_IFP::A:SER2001-
DOCK_IFP::A:SER221-
DOCK_IFP::A:SER271-
DOCK_IFP::A:SER281-
DOCK_IFP::A:THR441-
DOCK_IFP::A:THR691-
DOCK_IFP::A:TYR2781-
DOCK_IFP::A:TYR3311-
DOCK_IFP::A:TYR3891-
DOCK_IFP::C:ALA3631-
DOCK_IFP::C:ALA3651-
DOCK_IFP::C:ARG2871-
DOCK_IFP::C:ASP3271-
DOCK_IFP::C:CYS571-
DOCK_IFP::C:GLU2021-
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:PRO4351-
DOCK_IFP::C:SER1621-
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_MAX_CLASH_OVERLAP0.621813-
DOCK_MAX_CLASH_OVERLAP0.633170-
DOCK_MAX_CLASH_OVERLAP0.618854-
DOCK_POSE_COUNT1-
DOCK_POSE_COUNT1-
DOCK_POSE_COUNT1-
DOCK_PRE_RANK6.253283-
DOCK_PRE_RANK3.736233-
DOCK_PRE_RANK4.366145-
DOCK_PRIMARY_POSE_ID8548-
DOCK_PRIMARY_POSE_ID12599-
DOCK_PRIMARY_POSE_ID14675-
DOCK_RANKING_MODEinter_strain_penalized-
DOCK_RANKING_MODEinter_strain_penalized-
DOCK_RANKING_MODEinter_strain_penalized-
DOCK_REPORT_IDselection_import_t13-
DOCK_REPORT_IDselection_import_t19-
DOCK_REPORT_IDselection_import_t22-
DOCK_RESIDUE_CONTACTSA:ALA67;A:ARG154;A:ARG277;A:ASP332;A:CYS70;A:GLU274;A:GLY199;A:GLY236;A:GLY237;A:GLY276;A:HIS197;A:LYS69;A:PHE238;A:PRO275;A:SER200;A:TYR278;A:TYR331;A:TYR389-
DOCK_RESIDUE_CONTACTSC:ALA363;C:ALA365;C:ARG287;C:ASP327;C:CYS57;C:GLU202;C:GLY56;C:ILE199;C:ILE438;C:LEU334;C:LYS60;C:MET333;C:NDP800;C:PHE182;C:PHE203;C:PHE367;C:PRO435;C:SER162;C:SER178;C:SER364;C:THR335;C:THR51;C:VAL55-
DOCK_RESIDUE_CONTACTSA:ALA158;A:ALA24;A:ALA70;A:ASN126;A:ASN41;A:ASP129;A:ASP68;A:GLU73;A:GLY23;A:GLY25;A:GLY47;A:GLY71;A:LEU130;A:LYS127;A:LYS159;A:LYS26;A:PHE38;A:SER157;A:SER22;A:SER27;A:SER28;A:THR44;A:THR69-
DOCK_SCAFFOLDO=C(Nc1cc(S(=O)(=O)Nc2ccccc2)ccc1N1CCCCC1)c1ccccc1-
DOCK_SCAFFOLDO=C(Nc1cc(S(=O)(=O)Nc2ccccc2)ccc1N1CCCCC1)c1ccccc1-
DOCK_SCAFFOLDO=C(Nc1cc(S(=O)(=O)Nc2ccccc2)ccc1N1CCCCC1)c1ccccc1-
DOCK_SCORE-21.727600-
DOCK_SCORE-31.452100-
DOCK_SCORE-29.853300-
DOCK_SCORE_INTER-28.655300-
DOCK_SCORE_INTER-32.922000-
DOCK_SCORE_INTER-33.049800-
DOCK_SCORE_INTER_KCAL-6.844204-
DOCK_SCORE_INTER_KCAL-7.863288-
DOCK_SCORE_INTER_KCAL-7.893813-
DOCK_SCORE_INTER_NORM-0.868344-
DOCK_SCORE_INTER_NORM-0.997636-
DOCK_SCORE_INTER_NORM-1.001510-
DOCK_SCORE_INTRA6.927710-
DOCK_SCORE_INTRA1.458100-
DOCK_SCORE_INTRA3.196440-
DOCK_SCORE_INTRA_KCAL1.654656-
DOCK_SCORE_INTRA_KCAL0.348261-
DOCK_SCORE_INTRA_KCAL0.763457-
DOCK_SCORE_INTRA_NORM0.209931-
DOCK_SCORE_INTRA_NORM0.044185-
DOCK_SCORE_INTRA_NORM0.096862-
DOCK_SCORE_KCAL-5.189550-
DOCK_SCORE_KCAL-7.512208-
DOCK_SCORE_KCAL-7.130341-
DOCK_SCORE_NORM-0.658413-
DOCK_SCORE_NORM-0.953095-
DOCK_SCORE_NORM-0.904646-
DOCK_SCORE_RESTR0.000000-
DOCK_SCORE_RESTR0.011742-
DOCK_SCORE_RESTR0.000000-
DOCK_SCORE_RESTR_NORM0.000000-
DOCK_SCORE_RESTR_NORM0.000356-
DOCK_SCORE_RESTR_NORM0.000000-
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_SELECTION_EXCLUDED0-
DOCK_SELECTION_EXCLUDED0-
DOCK_SELECTION_EXCLUDED0-
DOCK_SEVERE_CLASH_COUNT0.000000-
DOCK_SEVERE_CLASH_COUNT0.000000-
DOCK_SEVERE_CLASH_COUNT0.000000-
DOCK_SOURCE_FILET13_top5_kcal_zscore_compound_names.sdf-
DOCK_SOURCE_FILET19_top5_kcal_zscore_compound_names.sdf-
DOCK_SOURCE_FILET22_top5_kcal_zscore_compound_names.sdf-
DOCK_SOURCE_FORMULAC24H23ClFN3O3S-
DOCK_SOURCE_FORMULAC24H23ClFN3O3S-
DOCK_SOURCE_FORMULAC24H23ClFN3O3S-
DOCK_SOURCE_HBA4.000000-
DOCK_SOURCE_HBA4.000000-
DOCK_SOURCE_HBA4.000000-
DOCK_SOURCE_HBD2.000000-
DOCK_SOURCE_HBD2.000000-
DOCK_SOURCE_HBD2.000000-
DOCK_SOURCE_HEAVY_ATOMS33.000000-
DOCK_SOURCE_HEAVY_ATOMS33.000000-
DOCK_SOURCE_HEAVY_ATOMS33.000000-
DOCK_SOURCE_LOGP5.522500-
DOCK_SOURCE_LOGP5.522500-
DOCK_SOURCE_LOGP5.522500-
DOCK_SOURCE_MW487.984000-
DOCK_SOURCE_MW487.984000-
DOCK_SOURCE_MW487.984000-
DOCK_SOURCE_NAMEZ32301499-
DOCK_SOURCE_NAMEZ32301499-
DOCK_SOURCE_NAMEZ32301499-
DOCK_SOURCE_RINGS4.000000-
DOCK_SOURCE_RINGS4.000000-
DOCK_SOURCE_RINGS4.000000-
DOCK_SOURCE_TPSA78.510000-
DOCK_SOURCE_TPSA78.510000-
DOCK_SOURCE_TPSA78.510000-
DOCK_STRAIN_DELTA49.430046-
DOCK_STRAIN_DELTA23.376428-
DOCK_STRAIN_DELTA32.754136-
DOCK_STRAIN_OK0-
DOCK_STRAIN_OK1-
DOCK_STRAIN_OK0-
DOCK_TARGETT13-
DOCK_TARGETT19-
DOCK_TARGETT22-
EXACT_MASS487.11326849600005Da
FORMULAC24H23ClFN3O3S-
HBA4-
HBD2-
LOGP5.522500000000004-
MOL_WEIGHT487.98400000000026g/mol
QED_SCORE0.4793831273673176-
ROTATABLE_BONDS6-
TPSA78.50999999999999A^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
 3.765973798591196 -31.4521 9 0.33 - Best pose
T22 T22 selection_import_t22 1
native pose available
 4.412114066828967 -29.8533 17 0.81 - Best pose
T13 T13 selection_import_t13 1
native pose available
 6.336929737625268 -21.7276 17 0.89 - 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
398 3.765973798591196 -0.997636 -31.4521 5 23 9 0.33 0.17 0.40 0.25 - no geometry warning; 17 clashes; 1 protein clash; 2 cofactor-context clashes; moderate strain Δ 23.4 Open pose
T22 — T22 1 poses · report selection_import_t22
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
437 4.412114066828967 -1.00151 -29.8533 8 23 17 0.81 0.40 0.36 0.36 - no geometry warning; 14 clashes; 2 protein clashes; high strain Δ 32.8 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
418 6.336929737625268 -0.868344 -21.7276 8 18 17 0.89 0.56 0.57 0.57 - no geometry warning; 16 clashes; 3 protein clashes; high strain Δ 49.4 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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