FAIRMol

Z56574044

ID 2801

DB SELECTIONThis detail page is pinned to the current database context.
Back to results Open docking pose (4)
2D structure

SMILES: Cc1ccc(N/C(O)=C2/C=CC=C/C2=N\S(=O)(=O)c2ccc(Cl)s2)cc1S(=O)(=O)N1CCOCC1

Formula: C22H22ClN3O6S3 | MW: 556.0870000000001

LogP: 3.8682200000000035 | TPSA: 125.36999999999998

HBA/HBD: 8/2 | RotB: 6

InChIKey: XDGQCJJHSZWOJF-FSRQGDLASA-N

Recognized patterns

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

Bio motif

Sulfonamide bioisostere Aza-Michael acceptor H-bond acceptor N ×2 H-bond acceptor O ×5 H-bond donor ×2 Gatekeeper aromatic Ionizable base

Functional group

Secondary amine Sulfonamide Chlorine Imine Ether Alkene ×3 Enol ether Dienophile ×2

Ring system

Benzene Thiophene

Properties

NameValueUnit
DOCK_BASE_INTER_RANK-0.896433-
DOCK_BASE_INTER_RANK-0.886001-
DOCK_BASE_INTER_RANK-0.535214-
DOCK_BASE_INTER_RANK-0.873778-
DOCK_BOND_LENGTH_OUTLIERS0.000000-
DOCK_BOND_LENGTH_OUTLIERS0.000000-
DOCK_BOND_LENGTH_OUTLIERS0.000000-
DOCK_BOND_LENGTH_OUTLIERS0.000000-
DOCK_CLASH_COUNT11.000000-
DOCK_CLASH_COUNT12.000000-
DOCK_CLASH_COUNT12.000000-
DOCK_CLASH_COUNT12.000000-
DOCK_CONTACT_COUNT14.000000-
DOCK_CONTACT_COUNT22.000000-
DOCK_CONTACT_COUNT9.000000-
DOCK_CONTACT_COUNT21.000000-
DOCK_EXPERIMENTT07-
DOCK_EXPERIMENTT19-
DOCK_EXPERIMENTT20-
DOCK_EXPERIMENTT22-
DOCK_EXPERIMENT_ID7-
DOCK_EXPERIMENT_ID19-
DOCK_EXPERIMENT_ID20-
DOCK_EXPERIMENT_ID22-
DOCK_FINAL_RANK0.967094-
DOCK_FINAL_RANK3.756930-
DOCK_FINAL_RANK2.937009-
DOCK_FINAL_RANK2.388408-
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_HARD_GEOMETRY_FAIL0-
DOCK_HARD_GEOMETRY_FAIL0-
DOCK_HARD_GEOMETRY_FAIL0-
DOCK_HARD_GEOMETRY_FAIL0-
DOCK_IFP::A:ALA1581-
DOCK_IFP::A:ALA2121-
DOCK_IFP::A:ALA241-
DOCK_IFP::A:ARG141-
DOCK_IFP::A:ASN1261-
DOCK_IFP::A:ASN4021-
DOCK_IFP::A:ASN411-
DOCK_IFP::A:ASP1291-
DOCK_IFP::A:GLN421-
DOCK_IFP::A:GLU431-
DOCK_IFP::A:GLU4671-
DOCK_IFP::A:GLU731-
DOCK_IFP::A:GLY231-
DOCK_IFP::A:GLY251-
DOCK_IFP::A:GLY471-
DOCK_IFP::A:GLY711-
DOCK_IFP::A:LEU1301-
DOCK_IFP::A:LEU2081-
DOCK_IFP::A:LEU2091-
DOCK_IFP::A:LEU3991-
DOCK_IFP::A:LYS1271-
DOCK_IFP::A:LYS131-
DOCK_IFP::A:LYS1591-
DOCK_IFP::A:LYS261-
DOCK_IFP::A:LYS4101-
DOCK_IFP::A:MET2131-
DOCK_IFP::A:NAP3011-
DOCK_IFP::A:PHE1711-
DOCK_IFP::A:PHE381-
DOCK_IFP::A:PHE3961-
DOCK_IFP::A:PHE971-
DOCK_IFP::A:PRO2101-
DOCK_IFP::A:PRO3981-
DOCK_IFP::A:SER1571-
DOCK_IFP::A:SER271-
DOCK_IFP::A:SER281-
DOCK_IFP::A:SER3941-
DOCK_IFP::A:SER3951-
DOCK_IFP::A:SER951-
DOCK_IFP::A:THR3971-
DOCK_IFP::A:THR441-
DOCK_IFP::A:TRP2211-
DOCK_IFP::A:TYR981-
DOCK_IFP::A:VAL2111-
DOCK_IFP::C:ALA3381-
DOCK_IFP::C:ALA3651-
DOCK_IFP::C:ARG2871-
DOCK_IFP::C:ASP3271-
DOCK_IFP::C:CYS521-
DOCK_IFP::C:CYS571-
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:PHE2031-
DOCK_IFP::C:PHE3671-
DOCK_IFP::C:PRO3361-
DOCK_IFP::C:SER141-
DOCK_IFP::C:SER1621-
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_MAX_CLASH_OVERLAP0.623732-
DOCK_MAX_CLASH_OVERLAP0.623768-
DOCK_MAX_CLASH_OVERLAP0.623760-
DOCK_MAX_CLASH_OVERLAP0.623755-
DOCK_POSE_COUNT1-
DOCK_POSE_COUNT1-
DOCK_POSE_COUNT1-
DOCK_POSE_COUNT1-
DOCK_PRE_RANK0.890534-
DOCK_PRE_RANK3.669140-
DOCK_PRE_RANK2.862894-
DOCK_PRE_RANK2.315871-
DOCK_PRIMARY_POSE_ID4549-
DOCK_PRIMARY_POSE_ID12699-
DOCK_PRIMARY_POSE_ID13394-
DOCK_PRIMARY_POSE_ID14754-
DOCK_RANKING_MODEinter_strain_penalized-
DOCK_RANKING_MODEinter_strain_penalized-
DOCK_RANKING_MODEinter_strain_penalized-
DOCK_RANKING_MODEinter_strain_penalized-
DOCK_REPORT_IDselection_import_t07-
DOCK_REPORT_IDselection_import_t19-
DOCK_REPORT_IDselection_import_t20-
DOCK_REPORT_IDselection_import_t22-
DOCK_RESIDUE_CONTACTSA:ALA212;A:ARG14;A:LEU208;A:LEU209;A:LYS13;A:MET213;A:NAP301;A:PHE171;A:PHE97;A:PRO210;A:SER95;A:TRP221;A:TYR98;A:VAL211-
DOCK_RESIDUE_CONTACTSC:ALA338;C:ALA365;C:ARG287;C:ASP327;C:CYS52;C:CYS57;C:GLY56;C:ILE199;C:LEU334;C:LYS60;C:MET333;C:NDP800;C:PHE182;C:PHE203;C:PHE367;C:PRO336;C:SER14;C:SER162;C:SER178;C:THR335;C:THR51;C:VAL55-
DOCK_RESIDUE_CONTACTSA:ASN402;A:GLU467;A:LEU399;A:LYS410;A:PHE396;A:PRO398;A:SER394;A:SER395;A:THR397-
DOCK_RESIDUE_CONTACTSA:ALA158;A:ALA24;A:ASN126;A:ASN41;A:ASP129;A:GLN42;A:GLU43;A:GLU73;A:GLY23;A:GLY25;A:GLY47;A:GLY71;A:LEU130;A:LYS127;A:LYS159;A:LYS26;A:PHE38;A:SER157;A:SER27;A:SER28;A:THR44-
DOCK_SCAFFOLDO=S(=O)(N=C1C=CC=CC1=CNc1cccc(S(=O)(=O)N2CCOCC2)c1)c1cccs1-
DOCK_SCAFFOLDO=S(=O)(N=C1C=CC=CC1=CNc1cccc(S(=O)(=O)N2CCOCC2)c1)c1cccs1-
DOCK_SCAFFOLDO=S(=O)(N=C1C=CC=CC1=CNc1cccc(S(=O)(=O)N2CCOCC2)c1)c1cccs1-
DOCK_SCAFFOLDO=S(=O)(N=C1C=CC=CC1=CNc1cccc(S(=O)(=O)N2CCOCC2)c1)c1cccs1-
DOCK_SCORE-28.254000-
DOCK_SCORE-28.213500-
DOCK_SCORE-17.255300-
DOCK_SCORE-29.150500-
DOCK_SCORE_INTER-31.375100-
DOCK_SCORE_INTER-31.010000-
DOCK_SCORE_INTER-18.732500-
DOCK_SCORE_INTER-30.582200-
DOCK_SCORE_INTER_KCAL-7.493817-
DOCK_SCORE_INTER_KCAL-7.406614-
DOCK_SCORE_INTER_KCAL-4.474183-
DOCK_SCORE_INTER_KCAL-7.304436-
DOCK_SCORE_INTER_NORM-0.896433-
DOCK_SCORE_INTER_NORM-0.886001-
DOCK_SCORE_INTER_NORM-0.535214-
DOCK_SCORE_INTER_NORM-0.873778-
DOCK_SCORE_INTRA3.121110-
DOCK_SCORE_INTRA2.791830-
DOCK_SCORE_INTRA1.477190-
DOCK_SCORE_INTRA1.431700-
DOCK_SCORE_INTRA_KCAL0.745465-
DOCK_SCORE_INTRA_KCAL0.666817-
DOCK_SCORE_INTRA_KCAL0.352821-
DOCK_SCORE_INTRA_KCAL0.341956-
DOCK_SCORE_INTRA_NORM0.089175-
DOCK_SCORE_INTRA_NORM0.079767-
DOCK_SCORE_INTRA_NORM0.042205-
DOCK_SCORE_INTRA_NORM0.040906-
DOCK_SCORE_KCAL-6.748355-
DOCK_SCORE_KCAL-6.738682-
DOCK_SCORE_KCAL-4.121359-
DOCK_SCORE_KCAL-6.962480-
DOCK_SCORE_NORM-0.807258-
DOCK_SCORE_NORM-0.806099-
DOCK_SCORE_NORM-0.493008-
DOCK_SCORE_NORM-0.832873-
DOCK_SCORE_RESTR0.000000-
DOCK_SCORE_RESTR0.004741-
DOCK_SCORE_RESTR0.000000-
DOCK_SCORE_RESTR0.000000-
DOCK_SCORE_RESTR_NORM0.000000-
DOCK_SCORE_RESTR_NORM0.000135-
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_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_SEVERE_CLASH_COUNT0.000000-
DOCK_SEVERE_CLASH_COUNT0.000000-
DOCK_SEVERE_CLASH_COUNT0.000000-
DOCK_SEVERE_CLASH_COUNT0.000000-
DOCK_SOURCE_FILET07_top5_kcal_zscore_compound_names.sdf-
DOCK_SOURCE_FILET19_top5_kcal_zscore_compound_names.sdf-
DOCK_SOURCE_FILET20_top5_kcal_zscore_compound_names.sdf-
DOCK_SOURCE_FILET22_top5_kcal_zscore_compound_names.sdf-
DOCK_SOURCE_FORMULAC22H22ClN3O6S3-
DOCK_SOURCE_FORMULAC22H22ClN3O6S3-
DOCK_SOURCE_FORMULAC22H22ClN3O6S3-
DOCK_SOURCE_FORMULAC22H22ClN3O6S3-
DOCK_SOURCE_HBA8.000000-
DOCK_SOURCE_HBA8.000000-
DOCK_SOURCE_HBA8.000000-
DOCK_SOURCE_HBA8.000000-
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_LOGP3.868220-
DOCK_SOURCE_LOGP3.868220-
DOCK_SOURCE_LOGP3.868220-
DOCK_SOURCE_LOGP3.868220-
DOCK_SOURCE_MW556.087000-
DOCK_SOURCE_MW556.087000-
DOCK_SOURCE_MW556.087000-
DOCK_SOURCE_MW556.087000-
DOCK_SOURCE_NAMEZ56574044-
DOCK_SOURCE_NAMEZ56574044-
DOCK_SOURCE_NAMEZ56574044-
DOCK_SOURCE_NAMEZ56574044-
DOCK_SOURCE_RINGS4.000000-
DOCK_SOURCE_RINGS4.000000-
DOCK_SOURCE_RINGS4.000000-
DOCK_SOURCE_RINGS4.000000-
DOCK_SOURCE_TPSA125.370000-
DOCK_SOURCE_TPSA125.370000-
DOCK_SOURCE_TPSA125.370000-
DOCK_SOURCE_TPSA125.370000-
DOCK_STRAIN_DELTA46.561961-
DOCK_STRAIN_DELTA51.073268-
DOCK_STRAIN_DELTA45.552755-
DOCK_STRAIN_DELTA44.895584-
DOCK_STRAIN_OK0-
DOCK_STRAIN_OK0-
DOCK_STRAIN_OK0-
DOCK_STRAIN_OK0-
DOCK_TARGETT07-
DOCK_TARGETT19-
DOCK_TARGETT20-
DOCK_TARGETT22-
EXACT_MASS555.035926104Da
FORMULAC22H22ClN3O6S3-
HBA8-
HBD2-
LOGP3.8682200000000035-
MOL_WEIGHT556.0870000000001g/mol
QED_SCORE0.5181882017452126-
ROTATABLE_BONDS6-
TPSA125.36999999999998A^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
 0.9670938942008835 -28.254 11 0.58 - Best pose
T22 T22 selection_import_t22 1
native pose available
 2.3884084632529676 -29.1505 17 0.81 - Best pose
T20 T20 selection_import_t20 1
native pose available
 2.937009382662365 -17.2553 7 0.88 - Best pose
T19 T19 selection_import_t19 1
native pose available
 3.7569299329092205 -28.2135 8 0.30 - 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
486 0.9670938942008835 -0.896433 -28.254 2 14 11 0.58 0.17 0.20 0.40 - no geometry warning; 11 clashes; 3 protein contact clashes; 1 cofactor-context clash; high strain Δ 46.6 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
516 2.3884084632529676 -0.873778 -29.1505 12 21 17 0.81 0.47 0.55 0.55 - no geometry warning; 12 clashes; 1 protein clash; high strain Δ 44.9 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
515 2.937009382662365 -0.535214 -17.2553 4 9 7 0.88 0.00 0.00 0.00 - no geometry warning; 12 clashes; 1 protein clash; high strain Δ 45.6 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
498 3.7569299329092205 -0.886001 -28.2135 6 22 8 0.30 0.00 0.00 0.00 - no geometry warning; 12 clashes; 1 protein clash; 1 cofactor-context clash; high strain Δ 51.1 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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