FAIRMol

Z68196981

ID 3137

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

SMILES: O=C(Nc1ccccc1O)c1ccc(Cl)c(S(=O)(=O)N2CCCCCC2)c1

Formula: C19H21ClN2O4S | MW: 408.9070000000003

LogP: 3.8626000000000023 | TPSA: 86.71

HBA/HBD: 4/2 | RotB: 4

InChIKey: GCUYAWPJTIMKNJ-UHFFFAOYSA-N

Recognized patterns

Click a named motif to highlight it in the 2D depiction or launch reverse search.
Highlighted: 1 pattern Amidine 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 ×2 Metal chelator

Functional group

Carbonyl Amide Secondary amine Phenol Sulfonamide Chlorine

Ring system

Benzene ×2

Properties

NameValueUnit
DOCK_BASE_INTER_RANK-1.243860-
DOCK_BASE_INTER_RANK-0.889974-
DOCK_BASE_INTER_RANK-1.157620-
DOCK_BOND_LENGTH_OUTLIERS0.000000-
DOCK_BOND_LENGTH_OUTLIERS0.000000-
DOCK_BOND_LENGTH_OUTLIERS0.000000-
DOCK_CLASH_COUNT7.000000-
DOCK_CLASH_COUNT8.000000-
DOCK_CLASH_COUNT9.000000-
DOCK_CONTACT_COUNT15.000000-
DOCK_CONTACT_COUNT19.000000-
DOCK_CONTACT_COUNT21.000000-
DOCK_EXPERIMENTT08-
DOCK_EXPERIMENTT17-
DOCK_EXPERIMENTT19-
DOCK_EXPERIMENT_ID8-
DOCK_EXPERIMENT_ID17-
DOCK_EXPERIMENT_ID19-
DOCK_FINAL_RANK2.552168-
DOCK_FINAL_RANK4.755667-
DOCK_FINAL_RANK2.392527-
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:ALA3631-
DOCK_IFP::A:ALA3651-
DOCK_IFP::A:ARG141-
DOCK_IFP::A:ARG3611-
DOCK_IFP::A:ASP1611-
DOCK_IFP::A:CYS1681-
DOCK_IFP::A:CYS3751-
DOCK_IFP::A:GLY2051-
DOCK_IFP::A:GLY2291-
DOCK_IFP::A:GLY3761-
DOCK_IFP::A:HIS3591-
DOCK_IFP::A:HIS4281-
DOCK_IFP::A:ILE3781-
DOCK_IFP::A:LEU2081-
DOCK_IFP::A:LEU2091-
DOCK_IFP::A:LEU3321-
DOCK_IFP::A:LEU3341-
DOCK_IFP::A:LEU3771-
DOCK_IFP::A:MET1631-
DOCK_IFP::A:MET2131-
DOCK_IFP::A:NAP3011-
DOCK_IFP::A:PHE1981-
DOCK_IFP::A:PHE2301-
DOCK_IFP::A:PHE971-
DOCK_IFP::A:PRO2101-
DOCK_IFP::A:SER2071-
DOCK_IFP::A:SER3641-
DOCK_IFP::A:THR3601-
DOCK_IFP::A:THR3741-
DOCK_IFP::A:TRP2211-
DOCK_IFP::A:TYR1741-
DOCK_IFP::A:VAL2061-
DOCK_IFP::A:VAL3621-
DOCK_IFP::A:VAL3661-
DOCK_IFP::C:ALA3651-
DOCK_IFP::C:ARG2871-
DOCK_IFP::C:ASP3271-
DOCK_IFP::C:CYS521-
DOCK_IFP::C:CYS571-
DOCK_IFP::C:GLU2021-
DOCK_IFP::C:GLY561-
DOCK_IFP::C:ILE1991-
DOCK_IFP::C:LEU3341-
DOCK_IFP::C:LYS601-
DOCK_IFP::C:MET3331-
DOCK_IFP::C:NDP8001-
DOCK_IFP::C:PHE1821-
DOCK_IFP::C:PHE1981-
DOCK_IFP::C:PHE2031-
DOCK_IFP::C:PHE3671-
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_OVERLAP0.618051-
DOCK_MAX_CLASH_OVERLAP0.702162-
DOCK_MAX_CLASH_OVERLAP0.733902-
DOCK_POSE_COUNT1-
DOCK_POSE_COUNT1-
DOCK_POSE_COUNT1-
DOCK_PRE_RANK2.489975-
DOCK_PRE_RANK4.707655-
DOCK_PRE_RANK2.342227-
DOCK_PRIMARY_POSE_ID5118-
DOCK_PRIMARY_POSE_ID11270-
DOCK_PRIMARY_POSE_ID12523-
DOCK_RANKING_MODEinter_strain_penalized-
DOCK_RANKING_MODEinter_strain_penalized-
DOCK_RANKING_MODEinter_strain_penalized-
DOCK_REPORT_IDselection_import_t08-
DOCK_REPORT_IDselection_import_t17-
DOCK_REPORT_IDselection_import_t19-
DOCK_RESIDUE_CONTACTSA:ARG14;A:ASP161;A:CYS168;A:GLY205;A:LEU208;A:LEU209;A:MET163;A:MET213;A:NAP301;A:PHE97;A:PRO210;A:SER207;A:TRP221;A:TYR174;A:VAL206-
DOCK_RESIDUE_CONTACTSA:ALA363;A:ALA365;A:ARG361;A:CYS375;A:GLY229;A:GLY376;A:HIS359;A:HIS428;A:ILE378;A:LEU332;A:LEU334;A:LEU377;A:PHE198;A:PHE230;A:SER364;A:THR360;A:THR374;A:VAL362;A:VAL366-
DOCK_RESIDUE_CONTACTSC:ALA365;C:ARG287;C:ASP327;C:CYS52;C:CYS57;C:GLU202;C:GLY56;C:ILE199;C:LEU334;C:LYS60;C:MET333;C:NDP800;C:PHE182;C:PHE198;C:PHE203;C:PHE367;C:SER178;C:SER364;C:THR335;C:THR51;C:VAL55-
DOCK_SCAFFOLDO=C(Nc1ccccc1)c1cccc(S(=O)(=O)N2CCCCCC2)c1-
DOCK_SCAFFOLDO=C(Nc1ccccc1)c1cccc(S(=O)(=O)N2CCCCCC2)c1-
DOCK_SCAFFOLDO=C(Nc1ccccc1)c1cccc(S(=O)(=O)N2CCCCCC2)c1-
DOCK_SCORE-28.563100-
DOCK_SCORE-20.522700-
DOCK_SCORE-28.869100-
DOCK_SCORE_INTER-33.584200-
DOCK_SCORE_INTER-24.029300-
DOCK_SCORE_INTER-31.255700-
DOCK_SCORE_INTER_KCAL-8.021452-
DOCK_SCORE_INTER_KCAL-5.739302-
DOCK_SCORE_INTER_KCAL-7.465299-
DOCK_SCORE_INTER_NORM-1.243860-
DOCK_SCORE_INTER_NORM-0.889974-
DOCK_SCORE_INTER_NORM-1.157620-
DOCK_SCORE_INTRA5.021090-
DOCK_SCORE_INTRA3.506610-
DOCK_SCORE_INTRA2.386580-
DOCK_SCORE_INTRA_KCAL1.199267-
DOCK_SCORE_INTRA_KCAL0.837540-
DOCK_SCORE_INTRA_KCAL0.570025-
DOCK_SCORE_INTRA_NORM0.185966-
DOCK_SCORE_INTRA_NORM0.129875-
DOCK_SCORE_INTRA_NORM0.088392-
DOCK_SCORE_KCAL-6.822182-
DOCK_SCORE_KCAL-4.901765-
DOCK_SCORE_KCAL-6.895269-
DOCK_SCORE_NORM-1.057890-
DOCK_SCORE_NORM-0.760099-
DOCK_SCORE_NORM-1.069230-
DOCK_SCORE_RESTR0.000000-
DOCK_SCORE_RESTR0.000000-
DOCK_SCORE_RESTR0.000000-
DOCK_SCORE_RESTR_NORM0.000000-
DOCK_SCORE_RESTR_NORM0.000000-
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_FILET08_top5_kcal_zscore_compound_names.sdf-
DOCK_SOURCE_FILET17_top5_kcal_zscore_compound_names.sdf-
DOCK_SOURCE_FILET19_top5_kcal_zscore_compound_names.sdf-
DOCK_SOURCE_FORMULAC19H21ClN2O4S-
DOCK_SOURCE_FORMULAC19H21ClN2O4S-
DOCK_SOURCE_FORMULAC19H21ClN2O4S-
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_ATOMS27.000000-
DOCK_SOURCE_HEAVY_ATOMS27.000000-
DOCK_SOURCE_HEAVY_ATOMS27.000000-
DOCK_SOURCE_LOGP3.862600-
DOCK_SOURCE_LOGP3.862600-
DOCK_SOURCE_LOGP3.862600-
DOCK_SOURCE_MW408.907000-
DOCK_SOURCE_MW408.907000-
DOCK_SOURCE_MW408.907000-
DOCK_SOURCE_NAMEZ68196981-
DOCK_SOURCE_NAMEZ68196981-
DOCK_SOURCE_NAMEZ68196981-
DOCK_SOURCE_RINGS3.000000-
DOCK_SOURCE_RINGS3.000000-
DOCK_SOURCE_RINGS3.000000-
DOCK_SOURCE_TPSA86.710000-
DOCK_SOURCE_TPSA86.710000-
DOCK_SOURCE_TPSA86.710000-
DOCK_STRAIN_DELTA40.445504-
DOCK_STRAIN_DELTA33.788275-
DOCK_STRAIN_DELTA34.921148-
DOCK_STRAIN_OK0-
DOCK_STRAIN_OK0-
DOCK_STRAIN_OK0-
DOCK_TARGETT08-
DOCK_TARGETT17-
DOCK_TARGETT19-
EXACT_MASS408.091055832Da
FORMULAC19H21ClN2O4S-
HBA4-
HBD2-
LOGP3.8626000000000023-
MOL_WEIGHT408.9070000000003g/mol
QED_SCORE0.7517511863167642-
ROTATABLE_BONDS4-
TPSA86.71A^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
 2.3925272315952335 -28.8691 10 0.37 - Best pose
T08 T08 selection_import_t08 1
native pose available
 2.5521677916786434 -28.5631 14 0.74 - Best pose
T17 T17 selection_import_t17 1
native pose available
 4.7556666878739176 -20.5227 9 0.75 - 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
322 2.3925272315952335 -1.15762 -28.8691 8 21 10 0.37 0.08 0.20 0.25 - no geometry warning; 9 clashes; 2 protein clashes; 1 severe cofactor-context clash; high strain Δ 34.9 Open pose
T08 — T08 1 poses · report selection_import_t08
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
377 2.5521677916786434 -1.24386 -28.5631 4 15 14 0.74 0.17 0.20 0.60 - no geometry warning; 7 clashes; 2 protein clashes; 8 cofactor-context clashes; high strain Δ 40.4 Open pose
T17 — T17 1 poses · report selection_import_t17
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
427 4.7556666878739176 -0.889974 -20.5227 9 19 9 0.75 0.00 0.00 0.00 - no geometry warning; 8 clashes; 3 protein clashes; high strain Δ 33.8 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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