FAIRMol

Z57300837

ID 2455

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

SMILES: CCN1C(=O)c2cccc3c(S(=O)(=O)Nc4cccc(Cl)c4)ccc1c23

Formula: C19H15ClN2O3S | MW: 386.86

LogP: 4.2741000000000025 | TPSA: 66.48

HBA/HBD: 3/1 | RotB: 4

InChIKey: FZLZNNBSSFSBPS-UHFFFAOYSA-N

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 H-bond acceptor O ×3 H-bond donor Gatekeeper aromatic ×3 Metal chelator P-gp efflux flag

Functional group

Carbonyl Amide Tertiary amine Lactam Sulfonamide Chlorine

Ring system

Benzene ×3 Naphthalene

Properties

NameValueUnit
DOCK_BASE_INTER_RANK-0.930872-
DOCK_BASE_INTER_RANK-1.155650-
DOCK_BASE_INTER_RANK-0.912944-
DOCK_BASE_INTER_RANK-1.192540-
DOCK_BASE_INTER_RANK-1.209110-
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_COUNT9.000000-
DOCK_CLASH_COUNT10.000000-
DOCK_CLASH_COUNT10.000000-
DOCK_CLASH_COUNT10.000000-
DOCK_CLASH_COUNT9.000000-
DOCK_CONTACT_COUNT17.000000-
DOCK_CONTACT_COUNT13.000000-
DOCK_CONTACT_COUNT15.000000-
DOCK_CONTACT_COUNT19.000000-
DOCK_CONTACT_COUNT20.000000-
DOCK_EXPERIMENTT06-
DOCK_EXPERIMENTT07-
DOCK_EXPERIMENTT11-
DOCK_EXPERIMENTT19-
DOCK_EXPERIMENTT22-
DOCK_EXPERIMENT_ID6-
DOCK_EXPERIMENT_ID7-
DOCK_EXPERIMENT_ID11-
DOCK_EXPERIMENT_ID19-
DOCK_EXPERIMENT_ID22-
DOCK_FINAL_RANK0.841161-
DOCK_FINAL_RANK0.427840-
DOCK_FINAL_RANK1.038444-
DOCK_FINAL_RANK0.517103-
DOCK_FINAL_RANK3.878159-
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:ALA241-
DOCK_IFP::A:ALA341-
DOCK_IFP::A:ALA401-
DOCK_IFP::A:ALA701-
DOCK_IFP::A:ARG1001-
DOCK_IFP::A:ARG141-
DOCK_IFP::A:ARG591-
DOCK_IFP::A:ASN1251-
DOCK_IFP::A:ASN411-
DOCK_IFP::A:ASP1611-
DOCK_IFP::A:ASP541-
DOCK_IFP::A:ASP681-
DOCK_IFP::A:CYS1681-
DOCK_IFP::A:GLN1241-
DOCK_IFP::A:GLN421-
DOCK_IFP::A:GLU211-
DOCK_IFP::A:GLU431-
DOCK_IFP::A:GLU731-
DOCK_IFP::A:GLY1911-
DOCK_IFP::A:GLY231-
DOCK_IFP::A:GLY251-
DOCK_IFP::A:GLY391-
DOCK_IFP::A:GLY471-
DOCK_IFP::A:GLY711-
DOCK_IFP::A:HIS1441-
DOCK_IFP::A:ILE1261-
DOCK_IFP::A:ILE1601-
DOCK_IFP::A:ILE461-
DOCK_IFP::A:ILE471-
DOCK_IFP::A:LEU1941-
DOCK_IFP::A:LEU2081-
DOCK_IFP::A:LEU2091-
DOCK_IFP::A:LEU901-
DOCK_IFP::A:LEU971-
DOCK_IFP::A:LYS1271-
DOCK_IFP::A:LYS261-
DOCK_IFP::A:MET2131-
DOCK_IFP::A:MET551-
DOCK_IFP::A:NAP3011-
DOCK_IFP::A:NDP3011-
DOCK_IFP::A:PHE1711-
DOCK_IFP::A:PHE1891-
DOCK_IFP::A:PHE1901-
DOCK_IFP::A:PHE581-
DOCK_IFP::A:PHE741-
DOCK_IFP::A:PHE941-
DOCK_IFP::A:PHE971-
DOCK_IFP::A:PRO2101-
DOCK_IFP::A:PRO911-
DOCK_IFP::A:SER2181-
DOCK_IFP::A:SER221-
DOCK_IFP::A:SER271-
DOCK_IFP::A:SER281-
DOCK_IFP::A:THR441-
DOCK_IFP::A:THR691-
DOCK_IFP::A:TRP2211-
DOCK_IFP::A:TYR1661-
DOCK_IFP::A:TYR1741-
DOCK_IFP::A:TYR571-
DOCK_IFP::A:VAL1871-
DOCK_IFP::A:VAL1881-
DOCK_IFP::A:VAL2061-
DOCK_IFP::A:VAL2211-
DOCK_IFP::A:VAL321-
DOCK_IFP::A:VAL331-
DOCK_IFP::C:ARG2871-
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:LYS611-
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:SER1781-
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_OVERLAP0.666833-
DOCK_MAX_CLASH_OVERLAP0.667914-
DOCK_MAX_CLASH_OVERLAP0.665170-
DOCK_MAX_CLASH_OVERLAP0.666805-
DOCK_MAX_CLASH_OVERLAP0.665081-
DOCK_POSE_COUNT1-
DOCK_POSE_COUNT1-
DOCK_POSE_COUNT1-
DOCK_POSE_COUNT1-
DOCK_POSE_COUNT1-
DOCK_PRE_RANK0.819540-
DOCK_PRE_RANK0.403494-
DOCK_PRE_RANK1.023229-
DOCK_PRE_RANK0.492593-
DOCK_PRE_RANK3.860844-
DOCK_PRIMARY_POSE_ID3967-
DOCK_PRIMARY_POSE_ID4639-
DOCK_PRIMARY_POSE_ID7379-
DOCK_PRIMARY_POSE_ID12790-
DOCK_PRIMARY_POSE_ID14847-
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_t06-
DOCK_REPORT_IDselection_import_t07-
DOCK_REPORT_IDselection_import_t11-
DOCK_REPORT_IDselection_import_t19-
DOCK_REPORT_IDselection_import_t22-
DOCK_RESIDUE_CONTACTSA:ALA34;A:ARG100;A:ARG59;A:ASP54;A:ILE160;A:ILE47;A:LEU90;A:LEU97;A:MET55;A:NDP301;A:PHE58;A:PHE94;A:PRO91;A:TYR166;A:TYR57;A:VAL32;A:VAL33-
DOCK_RESIDUE_CONTACTSA:ARG14;A:ASP161;A:CYS168;A:LEU208;A:LEU209;A:MET213;A:NAP301;A:PHE171;A:PHE97;A:PRO210;A:TRP221;A:TYR174;A:VAL206-
DOCK_RESIDUE_CONTACTSA:ALA40;A:ASN125;A:GLN124;A:GLY191;A:GLY39;A:HIS144;A:ILE126;A:LEU194;A:PHE189;A:PHE190;A:PHE74;A:SER218;A:VAL187;A:VAL188;A:VAL221-
DOCK_RESIDUE_CONTACTSC:ARG287;C:CYS52;C:CYS57;C:GLU202;C:GLY56;C:ILE199;C:LEU334;C:LYS60;C:LYS61;C:MET333;C:NDP800;C:PHE182;C:PHE203;C:PHE367;C:PRO336;C:SER178;C:THR335;C:THR51;C:VAL55-
DOCK_RESIDUE_CONTACTSA:ALA24;A:ALA70;A:ASN41;A:ASP68;A:GLN42;A:GLU21;A:GLU43;A:GLU73;A:GLY23;A:GLY25;A:GLY47;A:GLY71;A:ILE46;A:LYS127;A:LYS26;A:SER22;A:SER27;A:SER28;A:THR44;A:THR69-
DOCK_SCAFFOLDO=C1Nc2ccc(S(=O)(=O)Nc3ccccc3)c3cccc1c23-
DOCK_SCAFFOLDO=C1Nc2ccc(S(=O)(=O)Nc3ccccc3)c3cccc1c23-
DOCK_SCAFFOLDO=C1Nc2ccc(S(=O)(=O)Nc3ccccc3)c3cccc1c23-
DOCK_SCAFFOLDO=C1Nc2ccc(S(=O)(=O)Nc3ccccc3)c3cccc1c23-
DOCK_SCAFFOLDO=C1Nc2ccc(S(=O)(=O)Nc3ccccc3)c3cccc1c23-
DOCK_SCORE-21.764800-
DOCK_SCORE-27.337700-
DOCK_SCORE-23.743100-
DOCK_SCORE-28.217300-
DOCK_SCORE-29.111600-
DOCK_SCORE_INTER-24.202700-
DOCK_SCORE_INTER-30.047000-
DOCK_SCORE_INTER-23.736500-
DOCK_SCORE_INTER-31.006100-
DOCK_SCORE_INTER-31.436900-
DOCK_SCORE_INTER_KCAL-5.780718-
DOCK_SCORE_INTER_KCAL-7.176606-
DOCK_SCORE_INTER_KCAL-5.669368-
DOCK_SCORE_INTER_KCAL-7.405683-
DOCK_SCORE_INTER_KCAL-7.508578-
DOCK_SCORE_INTER_NORM-0.930872-
DOCK_SCORE_INTER_NORM-1.155650-
DOCK_SCORE_INTER_NORM-0.912944-
DOCK_SCORE_INTER_NORM-1.192540-
DOCK_SCORE_INTER_NORM-1.209110-
DOCK_SCORE_INTRA2.437890-
DOCK_SCORE_INTRA2.709260-
DOCK_SCORE_INTRA-0.006609-
DOCK_SCORE_INTRA2.788730-
DOCK_SCORE_INTRA2.325330-
DOCK_SCORE_INTRA_KCAL0.582280-
DOCK_SCORE_INTRA_KCAL0.647096-
DOCK_SCORE_INTRA_KCAL-0.001579-
DOCK_SCORE_INTRA_KCAL0.666077-
DOCK_SCORE_INTRA_KCAL0.555396-
DOCK_SCORE_INTRA_NORM0.093765-
DOCK_SCORE_INTRA_NORM0.104202-
DOCK_SCORE_INTRA_NORM-0.000254-
DOCK_SCORE_INTRA_NORM0.107259-
DOCK_SCORE_INTRA_NORM0.089436-
DOCK_SCORE_KCAL-5.198435-
DOCK_SCORE_KCAL-6.529500-
DOCK_SCORE_KCAL-5.670944-
DOCK_SCORE_KCAL-6.739589-
DOCK_SCORE_KCAL-6.953189-
DOCK_SCORE_NORM-0.837107-
DOCK_SCORE_NORM-1.051450-
DOCK_SCORE_NORM-0.913198-
DOCK_SCORE_NORM-1.085280-
DOCK_SCORE_NORM-1.119680-
DOCK_SCORE_RESTR0.000000-
DOCK_SCORE_RESTR0.000000-
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_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_FILET06_top5_kcal_zscore_compound_names.sdf-
DOCK_SOURCE_FILET07_top5_kcal_zscore_compound_names.sdf-
DOCK_SOURCE_FILET11_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_FORMULAC19H15ClN2O3S-
DOCK_SOURCE_FORMULAC19H15ClN2O3S-
DOCK_SOURCE_FORMULAC19H15ClN2O3S-
DOCK_SOURCE_FORMULAC19H15ClN2O3S-
DOCK_SOURCE_FORMULAC19H15ClN2O3S-
DOCK_SOURCE_HBA3.000000-
DOCK_SOURCE_HBA3.000000-
DOCK_SOURCE_HBA3.000000-
DOCK_SOURCE_HBA3.000000-
DOCK_SOURCE_HBA3.000000-
DOCK_SOURCE_HBD1.000000-
DOCK_SOURCE_HBD1.000000-
DOCK_SOURCE_HBD1.000000-
DOCK_SOURCE_HBD1.000000-
DOCK_SOURCE_HBD1.000000-
DOCK_SOURCE_HEAVY_ATOMS26.000000-
DOCK_SOURCE_HEAVY_ATOMS26.000000-
DOCK_SOURCE_HEAVY_ATOMS26.000000-
DOCK_SOURCE_HEAVY_ATOMS26.000000-
DOCK_SOURCE_HEAVY_ATOMS26.000000-
DOCK_SOURCE_LOGP4.274100-
DOCK_SOURCE_LOGP4.274100-
DOCK_SOURCE_LOGP4.274100-
DOCK_SOURCE_LOGP4.274100-
DOCK_SOURCE_LOGP4.274100-
DOCK_SOURCE_MW386.860000-
DOCK_SOURCE_MW386.860000-
DOCK_SOURCE_MW386.860000-
DOCK_SOURCE_MW386.860000-
DOCK_SOURCE_MW386.860000-
DOCK_SOURCE_NAMEZ57300837-
DOCK_SOURCE_NAMEZ57300837-
DOCK_SOURCE_NAMEZ57300837-
DOCK_SOURCE_NAMEZ57300837-
DOCK_SOURCE_NAMEZ57300837-
DOCK_SOURCE_RINGS4.000000-
DOCK_SOURCE_RINGS4.000000-
DOCK_SOURCE_RINGS4.000000-
DOCK_SOURCE_RINGS4.000000-
DOCK_SOURCE_RINGS4.000000-
DOCK_SOURCE_TPSA66.480000-
DOCK_SOURCE_TPSA66.480000-
DOCK_SOURCE_TPSA66.480000-
DOCK_SOURCE_TPSA66.480000-
DOCK_SOURCE_TPSA66.480000-
DOCK_STRAIN_DELTA17.340603-
DOCK_STRAIN_DELTA19.524914-
DOCK_STRAIN_DELTA11.214038-
DOCK_STRAIN_DELTA19.650022-
DOCK_STRAIN_DELTA13.417516-
DOCK_STRAIN_OK1-
DOCK_STRAIN_OK1-
DOCK_STRAIN_OK1-
DOCK_STRAIN_OK1-
DOCK_STRAIN_OK1-
DOCK_TARGETT06-
DOCK_TARGETT07-
DOCK_TARGETT11-
DOCK_TARGETT19-
DOCK_TARGETT22-
EXACT_MASS386.04919102Da
FORMULAC19H15ClN2O3S-
HBA3-
HBD1-
LOGP4.2741000000000025-
MOL_WEIGHT386.86g/mol
QED_SCORE0.7275107501031054-
ROTATABLE_BONDS4-
TPSA66.48A^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
T07 T07 selection_import_t07 1
native pose available
 0.42784014967993933 -27.3377 13 0.68 - Best pose
T19 T19 selection_import_t19 1
native pose available
 0.517102839641185 -28.2173 8 0.30 - Best pose
T06 T06 selection_import_t06 1
native pose available
 0.8411607055745534 -21.7648 15 0.71 - Best pose
T11 T11 selection_import_t11 1
native pose available
 1.0384437838432372 -23.7431 10 0.56 - Best pose
T22 T22 selection_import_t22 1
native pose available
 3.8781591269490674 -29.1116 12 0.57 - Best pose
T07 — T07 1 poses · report selection_import_t07
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
576 0.42784014967993933 -1.15565 -27.3377 3 13 13 0.68 0.00 0.00 0.40 - no geometry warning; 10 clashes; 3 protein contact clashes; 1 severe cofactor-context clash Open 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
589 0.517102839641185 -1.19254 -28.2173 5 19 8 0.30 0.08 0.20 0.25 - no geometry warning; 10 clashes; 3 protein contact clashes Open pose
T06 — T06 1 poses · report selection_import_t06
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
581 0.8411607055745534 -0.930872 -21.7648 3 17 15 0.71 0.00 0.00 0.25 - no geometry warning; 9 clashes; 4 protein contact clashes 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
605 1.0384437838432372 -0.912944 -23.7431 2 15 10 0.56 0.20 0.20 0.25 - no geometry warning; 10 clashes; 5 protein contact clashes 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
609 3.8781591269490674 -1.20911 -29.1116 10 20 12 0.57 0.40 0.36 0.36 - no geometry warning; 9 clashes; 1 protein clash Open pose
Loading PharmaFP-250 analysis…

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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