FAIRMol

Z275595534

ID 681

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

SMILES: O=C(Nc1cccc(S(=O)(=O)/N=C2/CCCCCN2)c1)c1cc(-c2ccco2)nc2ccccc12

Formula: C26H24N4O4S | MW: 488.56900000000024

LogP: 4.997900000000005 | TPSA: 113.66

HBA/HBD: 5/2 | RotB: 5

InChIKey: ISSYAEQKUGMFBL-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) H-bond acceptor N ×2 H-bond acceptor O ×4 H-bond donor ×2 Gatekeeper aromatic ×2 Ionizable base Metal chelator ×2

Functional group

Carbonyl Amide Secondary amine ×2 Amidine Imine

Ring system

Benzene ×2 Pyridine Quinoline Furan Azepane

Properties

NameValueUnit
DOCK_BASE_INTER_RANK-0.742350-
DOCK_BASE_INTER_RANK-0.807397-
DOCK_BASE_INTER_RANK-0.914348-
DOCK_BASE_INTER_RANK-0.707862-
DOCK_BASE_INTER_RANK-0.604732-
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_COUNT12.000000-
DOCK_CLASH_COUNT12.000000-
DOCK_CLASH_COUNT10.000000-
DOCK_CLASH_COUNT10.000000-
DOCK_CONTACT_COUNT18.000000-
DOCK_CONTACT_COUNT17.000000-
DOCK_CONTACT_COUNT13.000000-
DOCK_CONTACT_COUNT13.000000-
DOCK_CONTACT_COUNT12.000000-
DOCK_EXPERIMENTT02-
DOCK_EXPERIMENTT03-
DOCK_EXPERIMENTT08-
DOCK_EXPERIMENTT11-
DOCK_EXPERIMENTT20-
DOCK_EXPERIMENT_ID2-
DOCK_EXPERIMENT_ID3-
DOCK_EXPERIMENT_ID8-
DOCK_EXPERIMENT_ID11-
DOCK_EXPERIMENT_ID20-
DOCK_FINAL_RANK0.534790-
DOCK_FINAL_RANK2.218298-
DOCK_FINAL_RANK3.261244-
DOCK_FINAL_RANK3.981827-
DOCK_FINAL_RANK3.510880-
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:ALA2121-
DOCK_IFP::A:ALA321-
DOCK_IFP::A:ARG141-
DOCK_IFP::A:ARG291-
DOCK_IFP::A:ARG481-
DOCK_IFP::A:ARG971-
DOCK_IFP::A:ASN1931-
DOCK_IFP::A:ASN4021-
DOCK_IFP::A:ASN651-
DOCK_IFP::A:ASP521-
DOCK_IFP::A:GLN2201-
DOCK_IFP::A:GLU1921-
DOCK_IFP::A:GLU4671-
DOCK_IFP::A:GLY1911-
DOCK_IFP::A:HIS1441-
DOCK_IFP::A:HIS2221-
DOCK_IFP::A:ILE451-
DOCK_IFP::A:ILE611-
DOCK_IFP::A:ILE81-
DOCK_IFP::A:LEU1941-
DOCK_IFP::A:LEU2081-
DOCK_IFP::A:LEU2091-
DOCK_IFP::A:LEU231-
DOCK_IFP::A:LEU281-
DOCK_IFP::A:LEU3991-
DOCK_IFP::A:LEU681-
DOCK_IFP::A:LEU941-
DOCK_IFP::A:LYS571-
DOCK_IFP::A:LYS951-
DOCK_IFP::A:MET2131-
DOCK_IFP::A:MET3931-
DOCK_IFP::A:MET4001-
DOCK_IFP::A:MET531-
DOCK_IFP::A:NAP2011-
DOCK_IFP::A:NAP3011-
DOCK_IFP::A:NDP3011-
DOCK_IFP::A:PHE1891-
DOCK_IFP::A:PHE1901-
DOCK_IFP::A:PHE1991-
DOCK_IFP::A:PHE321-
DOCK_IFP::A:PHE351-
DOCK_IFP::A:PHE3961-
DOCK_IFP::A:PHE561-
DOCK_IFP::A:PHE911-
DOCK_IFP::A:PHE971-
DOCK_IFP::A:PRO2101-
DOCK_IFP::A:PRO2231-
DOCK_IFP::A:PRO271-
DOCK_IFP::A:PRO3981-
DOCK_IFP::A:PRO4621-
DOCK_IFP::A:PRO621-
DOCK_IFP::A:SER3941-
DOCK_IFP::A:SER3951-
DOCK_IFP::A:SER601-
DOCK_IFP::A:SER951-
DOCK_IFP::A:THR3971-
DOCK_IFP::A:THR4631-
DOCK_IFP::A:THR571-
DOCK_IFP::A:TRP2211-
DOCK_IFP::A:TRP471-
DOCK_IFP::A:TYR1221-
DOCK_IFP::A:TYR1741-
DOCK_IFP::A:VAL1161-
DOCK_IFP::A:VAL1881-
DOCK_IFP::A:VAL2061-
DOCK_IFP::A:VAL2111-
DOCK_IFP::A:VAL2211-
DOCK_IFP::A:VAL301-
DOCK_IFP::A:VAL311-
DOCK_IFP::A:VAL491-
DOCK_IFP::A:VAL871-
DOCK_IFP::A:VAL91-
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_OVERLAP0.634780-
DOCK_MAX_CLASH_OVERLAP0.634833-
DOCK_MAX_CLASH_OVERLAP0.634819-
DOCK_MAX_CLASH_OVERLAP0.634736-
DOCK_MAX_CLASH_OVERLAP0.634843-
DOCK_POSE_COUNT1-
DOCK_POSE_COUNT1-
DOCK_POSE_COUNT1-
DOCK_POSE_COUNT1-
DOCK_POSE_COUNT1-
DOCK_PRE_RANK0.483809-
DOCK_PRE_RANK2.159492-
DOCK_PRE_RANK3.152368-
DOCK_PRE_RANK3.929123-
DOCK_PRE_RANK3.458344-
DOCK_PRIMARY_POSE_ID1135-
DOCK_PRIMARY_POSE_ID1781-
DOCK_PRIMARY_POSE_ID5137-
DOCK_PRIMARY_POSE_ID7153-
DOCK_PRIMARY_POSE_ID13285-
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_t03-
DOCK_REPORT_IDselection_import_t08-
DOCK_REPORT_IDselection_import_t11-
DOCK_REPORT_IDselection_import_t20-
DOCK_RESIDUE_CONTACTSA:ALA10;A:ARG29;A:ASN65;A:ILE61;A:ILE8;A:LEU23;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:ALA32;A:ARG48;A:ARG97;A:ASP52;A:ILE45;A:LEU94;A:LYS57;A:LYS95;A:MET53;A:NDP301;A:PHE56;A:PHE91;A:TRP47;A:VAL30;A:VAL31;A:VAL49;A:VAL87-
DOCK_RESIDUE_CONTACTSA:ALA212;A:ARG14;A:LEU208;A:LEU209;A:MET213;A:NAP301;A:PHE97;A:PRO210;A:SER95;A:TRP221;A:TYR174;A:VAL206;A:VAL211-
DOCK_RESIDUE_CONTACTSA:ASN193;A:GLN220;A:GLU192;A:GLY191;A:HIS144;A:HIS222;A:LEU194;A:PHE189;A:PHE190;A:PHE199;A:PRO223;A:VAL188;A:VAL221-
DOCK_RESIDUE_CONTACTSA:ASN402;A:GLU467;A:LEU399;A:MET393;A:MET400;A:PHE396;A:PRO398;A:PRO462;A:SER394;A:SER395;A:THR397;A:THR463-
DOCK_SCAFFOLDO=C(Nc1cccc(S(=O)(=O)N=C2CCCCCN2)c1)c1cc(-c2ccco2)nc2ccccc12-
DOCK_SCAFFOLDO=C(Nc1cccc(S(=O)(=O)N=C2CCCCCN2)c1)c1cc(-c2ccco2)nc2ccccc12-
DOCK_SCAFFOLDO=C(Nc1cccc(S(=O)(=O)N=C2CCCCCN2)c1)c1cc(-c2ccco2)nc2ccccc12-
DOCK_SCAFFOLDO=C(Nc1cccc(S(=O)(=O)N=C2CCCCCN2)c1)c1cc(-c2ccco2)nc2ccccc12-
DOCK_SCAFFOLDO=C(Nc1cccc(S(=O)(=O)N=C2CCCCCN2)c1)c1cc(-c2ccco2)nc2ccccc12-
DOCK_SCORE-23.652200-
DOCK_SCORE-26.371800-
DOCK_SCORE-25.313100-
DOCK_SCORE-21.904100-
DOCK_SCORE-23.039100-
DOCK_SCORE_INTER-25.982200-
DOCK_SCORE_INTER-28.258900-
DOCK_SCORE_INTER-32.002200-
DOCK_SCORE_INTER-24.775200-
DOCK_SCORE_INTER-21.165600-
DOCK_SCORE_INTER_KCAL-6.205745-
DOCK_SCORE_INTER_KCAL-6.749525-
DOCK_SCORE_INTER_KCAL-7.643597-
DOCK_SCORE_INTER_KCAL-5.917457-
DOCK_SCORE_INTER_KCAL-5.055319-
DOCK_SCORE_INTER_NORM-0.742350-
DOCK_SCORE_INTER_NORM-0.807397-
DOCK_SCORE_INTER_NORM-0.914348-
DOCK_SCORE_INTER_NORM-0.707862-
DOCK_SCORE_INTER_NORM-0.604732-
DOCK_SCORE_INTRA2.330060-
DOCK_SCORE_INTRA1.887100-
DOCK_SCORE_INTRA6.689100-
DOCK_SCORE_INTRA2.871130-
DOCK_SCORE_INTRA-1.873430-
DOCK_SCORE_INTRA_KCAL0.556526-
DOCK_SCORE_INTRA_KCAL0.450726-
DOCK_SCORE_INTRA_KCAL1.597665-
DOCK_SCORE_INTRA_KCAL0.685758-
DOCK_SCORE_INTRA_KCAL-0.447461-
DOCK_SCORE_INTRA_NORM0.066573-
DOCK_SCORE_INTRA_NORM0.053917-
DOCK_SCORE_INTRA_NORM0.191117-
DOCK_SCORE_INTRA_NORM0.082032-
DOCK_SCORE_INTRA_NORM-0.053527-
DOCK_SCORE_KCAL-5.649233-
DOCK_SCORE_KCAL-6.298799-
DOCK_SCORE_KCAL-6.045933-
DOCK_SCORE_KCAL-5.231707-
DOCK_SCORE_KCAL-5.502797-
DOCK_SCORE_NORM-0.675777-
DOCK_SCORE_NORM-0.753480-
DOCK_SCORE_NORM-0.723231-
DOCK_SCORE_NORM-0.625830-
DOCK_SCORE_NORM-0.658259-
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_FILET02_top5_kcal_zscore_compound_names.sdf-
DOCK_SOURCE_FILET03_top5_kcal_zscore_compound_names.sdf-
DOCK_SOURCE_FILET08_top5_kcal_zscore_compound_names.sdf-
DOCK_SOURCE_FILET11_top5_kcal_zscore_compound_names.sdf-
DOCK_SOURCE_FILET20_top5_kcal_zscore_compound_names.sdf-
DOCK_SOURCE_FORMULAC26H24N4O4S-
DOCK_SOURCE_FORMULAC26H24N4O4S-
DOCK_SOURCE_FORMULAC26H24N4O4S-
DOCK_SOURCE_FORMULAC26H24N4O4S-
DOCK_SOURCE_FORMULAC26H24N4O4S-
DOCK_SOURCE_HBA5.000000-
DOCK_SOURCE_HBA5.000000-
DOCK_SOURCE_HBA5.000000-
DOCK_SOURCE_HBA5.000000-
DOCK_SOURCE_HBA5.000000-
DOCK_SOURCE_HBD2.000000-
DOCK_SOURCE_HBD2.000000-
DOCK_SOURCE_HBD2.000000-
DOCK_SOURCE_HBD2.000000-
DOCK_SOURCE_HBD2.000000-
DOCK_SOURCE_HEAVY_ATOMS35.000000-
DOCK_SOURCE_HEAVY_ATOMS35.000000-
DOCK_SOURCE_HEAVY_ATOMS35.000000-
DOCK_SOURCE_HEAVY_ATOMS35.000000-
DOCK_SOURCE_HEAVY_ATOMS35.000000-
DOCK_SOURCE_LOGP4.997900-
DOCK_SOURCE_LOGP4.997900-
DOCK_SOURCE_LOGP4.997900-
DOCK_SOURCE_LOGP4.997900-
DOCK_SOURCE_LOGP4.997900-
DOCK_SOURCE_MW488.569000-
DOCK_SOURCE_MW488.569000-
DOCK_SOURCE_MW488.569000-
DOCK_SOURCE_MW488.569000-
DOCK_SOURCE_MW488.569000-
DOCK_SOURCE_NAMEZ275595534-
DOCK_SOURCE_NAMEZ275595534-
DOCK_SOURCE_NAMEZ275595534-
DOCK_SOURCE_NAMEZ275595534-
DOCK_SOURCE_NAMEZ275595534-
DOCK_SOURCE_RINGS5.000000-
DOCK_SOURCE_RINGS5.000000-
DOCK_SOURCE_RINGS5.000000-
DOCK_SOURCE_RINGS5.000000-
DOCK_SOURCE_RINGS5.000000-
DOCK_SOURCE_TPSA113.660000-
DOCK_SOURCE_TPSA113.660000-
DOCK_SOURCE_TPSA113.660000-
DOCK_SOURCE_TPSA113.660000-
DOCK_SOURCE_TPSA113.660000-
DOCK_STRAIN_DELTA35.252784-
DOCK_STRAIN_DELTA38.924896-
DOCK_STRAIN_DELTA59.154547-
DOCK_STRAIN_DELTA36.082599-
DOCK_STRAIN_DELTA36.002379-
DOCK_STRAIN_OK0-
DOCK_STRAIN_OK0-
DOCK_STRAIN_OK0-
DOCK_STRAIN_OK0-
DOCK_STRAIN_OK0-
DOCK_TARGETT02-
DOCK_TARGETT03-
DOCK_TARGETT08-
DOCK_TARGETT11-
DOCK_TARGETT20-
EXACT_MASS488.15182624799996Da
FORMULAC26H24N4O4S-
HBA5-
HBD2-
LOGP4.997900000000005-
MOL_WEIGHT488.56900000000024g/mol
QED_SCORE0.40876638763371237-
ROTATABLE_BONDS5-
TPSA113.66A^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
T02 T02 selection_import_t02 1
native pose available
 0.5347898620454432 -23.6522 15 0.71 - Best pose
T03 T03 selection_import_t03 1
native pose available
 2.2182976379399886 -26.3718 13 0.65 - Best pose
T08 T08 selection_import_t08 1
native pose available
 3.261243871876969 -25.3131 11 0.58 - Best pose
T20 T20 selection_import_t20 1
native pose available
 3.510879557857091 -23.0391 7 0.88 - Best pose
T11 T11 selection_import_t11 1
native pose available
 3.9818265654055787 -21.9041 13 0.72 - Best 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
457 0.5347898620454432 -0.74235 -23.6522 1 18 15 0.71 0.20 0.20 0.20 - no geometry warning; 9 clashes; 1 protein contact clash; high strain Δ 35.3 Open pose
T03 — T03 1 poses · report selection_import_t03
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
426 2.2182976379399886 -0.807397 -26.3718 3 17 13 0.65 0.29 0.20 0.20 - no geometry warning; 12 clashes; 1 protein clash; high strain Δ 38.9 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
396 3.261243871876969 -0.914348 -25.3131 5 13 11 0.58 0.17 0.20 0.20 - no geometry warning; 12 clashes; 2 protein clashes; high strain Δ 59.2 Open pose
T20 — T20 1 poses · report selection_import_t20
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
406 3.510879557857091 -0.604732 -23.0391 6 12 7 0.88 0.50 1.00 1.00 - no geometry warning; 10 clashes; 2 protein clashes; high strain Δ 36.0 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
379 3.9818265654055787 -0.707862 -21.9041 5 13 13 0.72 0.60 0.60 0.75 - no geometry warning; 10 clashes; 2 protein clashes; high strain Δ 36.1 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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