FAIRMol

Z19315064

ID 1127

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

SMILES: Cc1ccc(S(=O)(=O)N2CCCCC2)cc1NC(=O)CSc1ncnc2ccccc12

Formula: C22H24N4O3S2 | MW: 456.59300000000036

LogP: 3.843620000000003 | TPSA: 92.26

HBA/HBD: 6/1 | RotB: 6

InChIKey: DGAKDVIAOVPIHJ-UHFFFAOYSA-N

Recognized patterns

Click a named motif to highlight it in the 2D depiction or launch reverse search.

Bio motif

ATP mimic pyrimidine Hinge binder (C=O-NH) Hinge binder (NH-C=O) Sulfonamide bioisostere H-bond acceptor N ×3 H-bond acceptor O ×3 H-bond donor Gatekeeper aromatic ×2 Metal chelator

Functional group

Carbonyl Amide Secondary amine Sulfonamide Sulfide

Ring system

Benzene ×2 Pyrimidine Pipecolinyl ring

Properties

NameValueUnit
DOCK_BASE_INTER_RANK-0.960184-
DOCK_BASE_INTER_RANK-0.865659-
DOCK_BASE_INTER_RANK-0.727321-
DOCK_BASE_INTER_RANK-0.625605-
DOCK_BASE_INTER_RANK-1.066200-
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_COUNT13.000000-
DOCK_CLASH_COUNT12.000000-
DOCK_CLASH_COUNT12.000000-
DOCK_CLASH_COUNT13.000000-
DOCK_CLASH_COUNT14.000000-
DOCK_CONTACT_COUNT18.000000-
DOCK_CONTACT_COUNT17.000000-
DOCK_CONTACT_COUNT21.000000-
DOCK_CONTACT_COUNT10.000000-
DOCK_CONTACT_COUNT22.000000-
DOCK_EXPERIMENTT03-
DOCK_EXPERIMENTT09-
DOCK_EXPERIMENTT17-
DOCK_EXPERIMENTT20-
DOCK_EXPERIMENTT22-
DOCK_EXPERIMENT_ID3-
DOCK_EXPERIMENT_ID9-
DOCK_EXPERIMENT_ID17-
DOCK_EXPERIMENT_ID20-
DOCK_EXPERIMENT_ID22-
DOCK_FINAL_RANK1.448399-
DOCK_FINAL_RANK1.978649-
DOCK_FINAL_RANK3.300827-
DOCK_FINAL_RANK2.882870-
DOCK_FINAL_RANK4.375178-
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:ALA1581-
DOCK_IFP::A:ALA241-
DOCK_IFP::A:ALA321-
DOCK_IFP::A:ALA3631-
DOCK_IFP::A:ALA401-
DOCK_IFP::A:ARG2281-
DOCK_IFP::A:ARG2871-
DOCK_IFP::A:ARG3311-
DOCK_IFP::A:ARG3611-
DOCK_IFP::A:ARG971-
DOCK_IFP::A:ASN1261-
DOCK_IFP::A:ASN4021-
DOCK_IFP::A:ASN411-
DOCK_IFP::A:ASP1291-
DOCK_IFP::A:ASP521-
DOCK_IFP::A:CYS3751-
DOCK_IFP::A:GLN421-
DOCK_IFP::A:GLU4671-
DOCK_IFP::A:GLU731-
DOCK_IFP::A:GLY2291-
DOCK_IFP::A:GLY231-
DOCK_IFP::A:GLY251-
DOCK_IFP::A:GLY2861-
DOCK_IFP::A:GLY3761-
DOCK_IFP::A:GLY711-
DOCK_IFP::A:HIS3591-
DOCK_IFP::A:ILE1991-
DOCK_IFP::A:ILE451-
DOCK_IFP::A:LEU1301-
DOCK_IFP::A:LEU3321-
DOCK_IFP::A:LEU3341-
DOCK_IFP::A:LEU3771-
DOCK_IFP::A:LEU391-
DOCK_IFP::A:LEU3991-
DOCK_IFP::A:LEU941-
DOCK_IFP::A:LYS1271-
DOCK_IFP::A:LYS1591-
DOCK_IFP::A:LYS261-
DOCK_IFP::A:LYS571-
DOCK_IFP::A:LYS951-
DOCK_IFP::A:MET3331-
DOCK_IFP::A:MET3931-
DOCK_IFP::A:MET4711-
DOCK_IFP::A:MET531-
DOCK_IFP::A:NDP3011-
DOCK_IFP::A:NDP3011-
DOCK_IFP::A:PHE1981-
DOCK_IFP::A:PHE2301-
DOCK_IFP::A:PHE381-
DOCK_IFP::A:PHE3961-
DOCK_IFP::A:PHE561-
DOCK_IFP::A:PHE911-
DOCK_IFP::A:PRO3981-
DOCK_IFP::A:PRO881-
DOCK_IFP::A:SER1571-
DOCK_IFP::A:SER271-
DOCK_IFP::A:SER281-
DOCK_IFP::A:SER3641-
DOCK_IFP::A:SER3941-
DOCK_IFP::A:SER3951-
DOCK_IFP::A:THR1801-
DOCK_IFP::A:THR3601-
DOCK_IFP::A:THR3741-
DOCK_IFP::A:THR3971-
DOCK_IFP::A:THR441-
DOCK_IFP::A:THR691-
DOCK_IFP::A:TYR1621-
DOCK_IFP::A:VAL1561-
DOCK_IFP::A:VAL301-
DOCK_IFP::A:VAL311-
DOCK_IFP::A:VAL3621-
DOCK_IFP::A:VAL871-
DOCK_IFP::B:ALA321-
DOCK_IFP::B:ARG971-
DOCK_IFP::B:LEU941-
DOCK_IFP::B:LYS571-
DOCK_IFP::B:LYS951-
DOCK_IFP::B:MET531-
DOCK_IFP::B:PHE561-
DOCK_IFP::B:PHE911-
DOCK_IFP::B:PRO881-
DOCK_IFP::B:PRO931-
DOCK_IFP::B:THR831-
DOCK_IFP::B:TYR1621-
DOCK_IFP::B:VAL1561-
DOCK_IFP::B:VAL301-
DOCK_IFP::B:VAL311-
DOCK_IFP::B:VAL871-
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_OVERLAP0.659937-
DOCK_MAX_CLASH_OVERLAP0.660026-
DOCK_MAX_CLASH_OVERLAP0.660029-
DOCK_MAX_CLASH_OVERLAP0.659953-
DOCK_MAX_CLASH_OVERLAP0.660032-
DOCK_POSE_COUNT1-
DOCK_POSE_COUNT1-
DOCK_POSE_COUNT1-
DOCK_POSE_COUNT1-
DOCK_POSE_COUNT1-
DOCK_PRE_RANK1.387770-
DOCK_PRE_RANK1.945055-
DOCK_PRE_RANK3.254782-
DOCK_PRE_RANK2.834065-
DOCK_PRE_RANK4.315981-
DOCK_PRIMARY_POSE_ID1946-
DOCK_PRIMARY_POSE_ID5999-
DOCK_PRIMARY_POSE_ID11447-
DOCK_PRIMARY_POSE_ID13475-
DOCK_PRIMARY_POSE_ID14848-
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_t03-
DOCK_REPORT_IDselection_import_t09-
DOCK_REPORT_IDselection_import_t17-
DOCK_REPORT_IDselection_import_t20-
DOCK_REPORT_IDselection_import_t22-
DOCK_RESIDUE_CONTACTSA:ALA32;A:ARG97;A:ASP52;A:ILE45;A:LEU94;A:LYS57;A:LYS95;A:MET53;A:NDP301;A:PHE56;A:PHE91;A:PRO88;A:THR180;A:TYR162;A:VAL156;A:VAL30;A:VAL31;A:VAL87-
DOCK_RESIDUE_CONTACTSA:NDP301;B:ALA32;B:ARG97;B:LEU94;B:LYS57;B:LYS95;B:MET53;B:PHE56;B:PHE91;B:PRO88;B:PRO93;B:THR83;B:TYR162;B:VAL156;B:VAL30;B:VAL31;B:VAL87-
DOCK_RESIDUE_CONTACTSA:ALA363;A:ARG228;A:ARG287;A:ARG331;A:ARG361;A:CYS375;A:GLY229;A:GLY286;A:GLY376;A:HIS359;A:ILE199;A:LEU332;A:LEU334;A:LEU377;A:MET333;A:PHE198;A:PHE230;A:SER364;A:THR360;A:THR374;A:VAL362-
DOCK_RESIDUE_CONTACTSA:ASN402;A:GLU467;A:LEU399;A:MET393;A:MET471;A:PHE396;A:PRO398;A:SER394;A:SER395;A:THR397-
DOCK_RESIDUE_CONTACTSA:ALA158;A:ALA24;A:ALA40;A:ASN126;A:ASN41;A:ASP129;A:GLN42;A:GLU73;A:GLY23;A:GLY25;A:GLY71;A:LEU130;A:LEU39;A:LYS127;A:LYS159;A:LYS26;A:PHE38;A:SER157;A:SER27;A:SER28;A:THR44;A:THR69-
DOCK_SCAFFOLDO=C(CSc1ncnc2ccccc12)Nc1cccc(S(=O)(=O)N2CCCCC2)c1-
DOCK_SCAFFOLDO=C(CSc1ncnc2ccccc12)Nc1cccc(S(=O)(=O)N2CCCCC2)c1-
DOCK_SCAFFOLDO=C(CSc1ncnc2ccccc12)Nc1cccc(S(=O)(=O)N2CCCCC2)c1-
DOCK_SCAFFOLDO=C(CSc1ncnc2ccccc12)Nc1cccc(S(=O)(=O)N2CCCCC2)c1-
DOCK_SCAFFOLDO=C(CSc1ncnc2ccccc12)Nc1cccc(S(=O)(=O)N2CCCCC2)c1-
DOCK_SCORE-28.904800-
DOCK_SCORE-28.570700-
DOCK_SCORE-22.613300-
DOCK_SCORE-19.830300-
DOCK_SCORE-31.019000-
DOCK_SCORE_INTER-29.765700-
DOCK_SCORE_INTER-26.835400-
DOCK_SCORE_INTER-22.546900-
DOCK_SCORE_INTER-19.393800-
DOCK_SCORE_INTER-33.052100-
DOCK_SCORE_INTER_KCAL-7.109418-
DOCK_SCORE_INTER_KCAL-6.409528-
DOCK_SCORE_INTER_KCAL-5.385237-
DOCK_SCORE_INTER_KCAL-4.632132-
DOCK_SCORE_INTER_KCAL-7.894362-
DOCK_SCORE_INTER_NORM-0.960184-
DOCK_SCORE_INTER_NORM-0.865659-
DOCK_SCORE_INTER_NORM-0.727321-
DOCK_SCORE_INTER_NORM-0.625605-
DOCK_SCORE_INTER_NORM-1.066200-
DOCK_SCORE_INTRA0.860880-
DOCK_SCORE_INTRA-1.735310-
DOCK_SCORE_INTRA-0.066355-
DOCK_SCORE_INTRA-0.436495-
DOCK_SCORE_INTRA2.033080-
DOCK_SCORE_INTRA_KCAL0.205618-
DOCK_SCORE_INTRA_KCAL-0.414472-
DOCK_SCORE_INTRA_KCAL-0.015849-
DOCK_SCORE_INTRA_KCAL-0.104255-
DOCK_SCORE_INTRA_KCAL0.485593-
DOCK_SCORE_INTRA_NORM0.027770-
DOCK_SCORE_INTRA_NORM-0.055978-
DOCK_SCORE_INTRA_NORM-0.002140-
DOCK_SCORE_INTRA_NORM-0.014080-
DOCK_SCORE_INTRA_NORM0.065583-
DOCK_SCORE_KCAL-6.903796-
DOCK_SCORE_KCAL-6.823997-
DOCK_SCORE_KCAL-5.401096-
DOCK_SCORE_KCAL-4.736388-
DOCK_SCORE_KCAL-7.408764-
DOCK_SCORE_NORM-0.932414-
DOCK_SCORE_NORM-0.921636-
DOCK_SCORE_NORM-0.729461-
DOCK_SCORE_NORM-0.639686-
DOCK_SCORE_NORM-1.000610-
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_FILET03_top5_kcal_zscore_compound_names.sdf-
DOCK_SOURCE_FILET09_top5_kcal_zscore_compound_names.sdf-
DOCK_SOURCE_FILET17_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_FORMULAC22H24N4O3S2-
DOCK_SOURCE_FORMULAC22H24N4O3S2-
DOCK_SOURCE_FORMULAC22H24N4O3S2-
DOCK_SOURCE_FORMULAC22H24N4O3S2-
DOCK_SOURCE_FORMULAC22H24N4O3S2-
DOCK_SOURCE_HBA6.000000-
DOCK_SOURCE_HBA6.000000-
DOCK_SOURCE_HBA6.000000-
DOCK_SOURCE_HBA6.000000-
DOCK_SOURCE_HBA6.000000-
DOCK_SOURCE_HBD1.000000-
DOCK_SOURCE_HBD1.000000-
DOCK_SOURCE_HBD1.000000-
DOCK_SOURCE_HBD1.000000-
DOCK_SOURCE_HBD1.000000-
DOCK_SOURCE_HEAVY_ATOMS31.000000-
DOCK_SOURCE_HEAVY_ATOMS31.000000-
DOCK_SOURCE_HEAVY_ATOMS31.000000-
DOCK_SOURCE_HEAVY_ATOMS31.000000-
DOCK_SOURCE_HEAVY_ATOMS31.000000-
DOCK_SOURCE_LOGP3.843620-
DOCK_SOURCE_LOGP3.843620-
DOCK_SOURCE_LOGP3.843620-
DOCK_SOURCE_LOGP3.843620-
DOCK_SOURCE_LOGP3.843620-
DOCK_SOURCE_MW456.593000-
DOCK_SOURCE_MW456.593000-
DOCK_SOURCE_MW456.593000-
DOCK_SOURCE_MW456.593000-
DOCK_SOURCE_MW456.593000-
DOCK_SOURCE_NAMEZ19315064-
DOCK_SOURCE_NAMEZ19315064-
DOCK_SOURCE_NAMEZ19315064-
DOCK_SOURCE_NAMEZ19315064-
DOCK_SOURCE_NAMEZ19315064-
DOCK_SOURCE_RINGS4.000000-
DOCK_SOURCE_RINGS4.000000-
DOCK_SOURCE_RINGS4.000000-
DOCK_SOURCE_RINGS4.000000-
DOCK_SOURCE_RINGS4.000000-
DOCK_SOURCE_TPSA92.260000-
DOCK_SOURCE_TPSA92.260000-
DOCK_SOURCE_TPSA92.260000-
DOCK_SOURCE_TPSA92.260000-
DOCK_SOURCE_TPSA92.260000-
DOCK_STRAIN_DELTA39.748009-
DOCK_STRAIN_DELTA25.844274-
DOCK_STRAIN_DELTA32.792725-
DOCK_STRAIN_DELTA34.184190-
DOCK_STRAIN_DELTA39.102498-
DOCK_STRAIN_OK0-
DOCK_STRAIN_OK1-
DOCK_STRAIN_OK0-
DOCK_STRAIN_OK0-
DOCK_STRAIN_OK0-
DOCK_TARGETT03-
DOCK_TARGETT09-
DOCK_TARGETT17-
DOCK_TARGETT20-
DOCK_TARGETT22-
EXACT_MASS456.12898262799996Da
FORMULAC22H24N4O3S2-
HBA6-
HBD1-
LOGP3.843620000000003-
MOL_WEIGHT456.59300000000036g/mol
QED_SCORE0.4475027266257253-
ROTATABLE_BONDS6-
TPSA92.26A^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
T03 T03 selection_import_t03 1
native pose available
 1.448398973137486 -28.9048 17 0.85 - Best pose
T09 T09 selection_import_t09 1
native pose available
 1.9786488300597957 -28.5707 15 0.71 - Best pose
T20 T20 selection_import_t20 1
native pose available
 2.8828698978375003 -19.8303 7 0.88 - Best pose
T17 T17 selection_import_t17 1
native pose available
 3.3008265012864664 -22.6133 10 0.83 - Best pose
T22 T22 selection_import_t22 1
native pose available
 4.375178238702462 -31.019 19 0.90 - Best 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
591 1.448398973137486 -0.960184 -28.9048 2 18 17 0.85 0.29 0.20 0.20 - no geometry warning; 13 clashes; 5 protein contact clashes; high strain Δ 39.7 Open pose
T09 — T09 1 poses · report selection_import_t09
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 1.9786488300597957 -0.865659 -28.5707 2 17 15 0.71 0.29 0.17 0.17 - no geometry warning; 12 clashes; 1 protein clash; moderate strain Δ 25.8 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
596 2.8828698978375003 -0.625605 -19.8303 4 10 7 0.88 0.00 0.00 0.00 - no geometry warning; 13 clashes; 1 protein clash; high strain Δ 34.2 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
604 3.3008265012864664 -0.727321 -22.6133 2 21 10 0.83 1.00 1.00 1.00 - no geometry warning; 12 clashes; 2 protein clashes; high strain Δ 32.8 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
610 4.375178238702462 -1.0662 -31.019 10 22 19 0.90 0.53 0.55 0.55 - no geometry warning; 14 clashes; 2 protein clashes; high strain Δ 39.1 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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