FAIRMol

Z1213679939

ID 2564

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

SMILES: O=C(Nc1ccc(S(=O)(=O)Nc2nccs2)cc1)c1nn(-c2ccccc2)ccc1=O

Formula: C20H15N5O4S2 | MW: 453.5050000000001

LogP: 2.7421000000000006 | TPSA: 123.05

HBA/HBD: 7/2 | RotB: 6

InChIKey: YDIJIHLWJXAAHV-UHFFFAOYSA-N

Recognized patterns

Click a named motif to highlight it in the 2D depiction or launch reverse search.
Highlighted: 1 pattern Hinge binder (C=O-NH) Clear highlight

Bio motif

Hinge binder (C=O-NH) Hinge binder (NH-C=O) Sulfonamide bioisostere H-bond acceptor N ×3 H-bond acceptor O ×4 H-bond donor ×2 Gatekeeper aromatic ×2 Metal chelator

Functional group

Carbonyl Amide Secondary amine Sulfonamide

Ring system

Benzene ×2 Pyridazine Thiazole

Properties

NameValueUnit
DOCK_BASE_INTER_RANK-0.794210-
DOCK_BASE_INTER_RANK-0.889061-
DOCK_BASE_INTER_RANK-0.627989-
DOCK_BASE_INTER_RANK-0.944851-
DOCK_BASE_INTER_RANK-0.826478-
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_COUNT12.000000-
DOCK_CLASH_COUNT12.000000-
DOCK_CLASH_COUNT13.000000-
DOCK_CLASH_COUNT16.000000-
DOCK_CLASH_COUNT12.000000-
DOCK_CONTACT_COUNT11.000000-
DOCK_CONTACT_COUNT18.000000-
DOCK_CONTACT_COUNT16.000000-
DOCK_CONTACT_COUNT19.000000-
DOCK_CONTACT_COUNT17.000000-
DOCK_EXPERIMENTT12-
DOCK_EXPERIMENTT21-
DOCK_EXPERIMENTT06-
DOCK_EXPERIMENTT20-
DOCK_EXPERIMENTT13-
DOCK_EXPERIMENT_ID13-
DOCK_EXPERIMENT_ID21-
DOCK_EXPERIMENT_ID20-
DOCK_EXPERIMENT_ID6-
DOCK_EXPERIMENT_ID12-
DOCK_FINAL_RANK1.693618-
DOCK_FINAL_RANK2.304285-
DOCK_FINAL_RANK3.875358-
DOCK_FINAL_RANK3.962549-
DOCK_FINAL_RANK3.563456-
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:ALA1111-
DOCK_IFP::A:ALA341-
DOCK_IFP::A:ALA671-
DOCK_IFP::A:ARG1001-
DOCK_IFP::A:ARG1371-
DOCK_IFP::A:ARG1401-
DOCK_IFP::A:ARG1411-
DOCK_IFP::A:ARG1441-
DOCK_IFP::A:ARG1541-
DOCK_IFP::A:ARG2771-
DOCK_IFP::A:ARG591-
DOCK_IFP::A:ASN1031-
DOCK_IFP::A:ASN1061-
DOCK_IFP::A:ASN4021-
DOCK_IFP::A:ASP3321-
DOCK_IFP::A:ASP881-
DOCK_IFP::A:GLN561-
DOCK_IFP::A:GLU2741-
DOCK_IFP::A:GLU4671-
DOCK_IFP::A:GLU501-
DOCK_IFP::A:GLY1991-
DOCK_IFP::A:GLY2011-
DOCK_IFP::A:GLY2361-
DOCK_IFP::A:GLY2371-
DOCK_IFP::A:GLY2761-
DOCK_IFP::A:HIS1021-
DOCK_IFP::A:HIS1051-
DOCK_IFP::A:HIS1381-
DOCK_IFP::A:HIS1411-
DOCK_IFP::A:HIS1971-
DOCK_IFP::A:HIS3331-
DOCK_IFP::A:ILE1601-
DOCK_IFP::A:ILE471-
DOCK_IFP::A:LEU3991-
DOCK_IFP::A:LEU901-
DOCK_IFP::A:LEU971-
DOCK_IFP::A:LYS4071-
DOCK_IFP::A:LYS4101-
DOCK_IFP::A:LYS691-
DOCK_IFP::A:MET1011-
DOCK_IFP::A:MET4001-
DOCK_IFP::A:MET551-
DOCK_IFP::A:MET981-
DOCK_IFP::A:NDP3011-
DOCK_IFP::A:PHE3961-
DOCK_IFP::A:PHE581-
DOCK_IFP::A:PHE941-
DOCK_IFP::A:PRO2751-
DOCK_IFP::A:PRO3981-
DOCK_IFP::A:PRO521-
DOCK_IFP::A:SER2001-
DOCK_IFP::A:SER4641-
DOCK_IFP::A:THR3971-
DOCK_IFP::A:THR4631-
DOCK_IFP::A:THR861-
DOCK_IFP::A:TYR1661-
DOCK_IFP::A:TYR3311-
DOCK_IFP::A:TYR3891-
DOCK_IFP::A:TYR941-
DOCK_IFP::A:TYR971-
DOCK_IFP::A:VAL321-
DOCK_IFP::A:VAL331-
DOCK_IFP::B:ARG1131-
DOCK_IFP::B:ARG1161-
DOCK_IFP::B:ARG461-
DOCK_IFP::B:ASP131-
DOCK_IFP::B:CYS691-
DOCK_IFP::B:CYS721-
DOCK_IFP::B:GLY701-
DOCK_IFP::B:GLY721-
DOCK_IFP::B:GLY731-
DOCK_IFP::B:GLY741-
DOCK_IFP::B:HIS111-
DOCK_IFP::B:HIS141-
DOCK_IFP::B:ILE151-
DOCK_IFP::B:PRO121-
DOCK_IFP::B:SER431-
DOCK_IFP::B:SER711-
DOCK_IFP::B:SER741-
DOCK_IFP::B:TYR461-
DOCK_IFP::B:TYR491-
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_OVERLAP0.613549-
DOCK_MAX_CLASH_OVERLAP0.613588-
DOCK_MAX_CLASH_OVERLAP0.613646-
DOCK_MAX_CLASH_OVERLAP0.613555-
DOCK_MAX_CLASH_OVERLAP0.613645-
DOCK_POSE_COUNT1-
DOCK_POSE_COUNT1-
DOCK_POSE_COUNT1-
DOCK_POSE_COUNT1-
DOCK_POSE_COUNT1-
DOCK_PRE_RANK1.617192-
DOCK_PRE_RANK3.905262-
DOCK_PRE_RANK3.475635-
DOCK_PRE_RANK3.806446-
DOCK_PRE_RANK2.270381-
DOCK_PRIMARY_POSE_ID8647-
DOCK_PRIMARY_POSE_ID3899-
DOCK_PRIMARY_POSE_ID14094-
DOCK_PRIMARY_POSE_ID7961-
DOCK_PRIMARY_POSE_ID13403-
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_t21-
DOCK_REPORT_IDselection_import_t13-
DOCK_REPORT_IDselection_import_t12-
DOCK_REPORT_IDselection_import_t20-
DOCK_RESIDUE_CONTACTSA:ALA111;A:ALA67;A:ARG154;A:ARG277;A:ASP332;A:ASP88;A:GLU274;A:GLY199;A:GLY201;A:GLY236;A:GLY237;A:GLY276;A:HIS197;A:HIS333;A:LYS69;A:PRO275;A:SER200;A:TYR331;A:TYR389-
DOCK_RESIDUE_CONTACTSA:ALA34;A:ARG100;A:ARG59;A:GLN56;A:GLU50;A:ILE160;A:ILE47;A:LEU90;A:LEU97;A:MET55;A:NDP301;A:PHE58;A:PHE94;A:PRO52;A:THR86;A:TYR166;A:VAL32;A:VAL33-
DOCK_RESIDUE_CONTACTSA:ARG140;A:ARG144;A:ASN106;A:HIS105;A:HIS141;A:MET101;A:TYR97;B:ARG116;B:ARG46;B:ASP13;B:CYS72;B:GLY73;B:HIS14;B:ILE15;B:SER74;B:TYR49-
DOCK_RESIDUE_CONTACTSA:ASN402;A:GLU467;A:LEU399;A:LYS407;A:LYS410;A:MET400;A:PHE396;A:PRO398;A:SER464;A:THR397;A:THR463-
DOCK_RESIDUE_CONTACTSA:ARG137;A:ARG141;A:ASN103;A:HIS102;A:HIS138;A:MET98;A:TYR94;B:ARG113;B:CYS69;B:GLY70;B:GLY72;B:GLY74;B:HIS11;B:PRO12;B:SER43;B:SER71;B:TYR46-
DOCK_SCAFFOLDO=C(Nc1ccc(S(=O)(=O)Nc2nccs2)cc1)c1nn(-c2ccccc2)ccc1=O-
DOCK_SCAFFOLDO=C(Nc1ccc(S(=O)(=O)Nc2nccs2)cc1)c1nn(-c2ccccc2)ccc1=O-
DOCK_SCAFFOLDO=C(Nc1ccc(S(=O)(=O)Nc2nccs2)cc1)c1nn(-c2ccccc2)ccc1=O-
DOCK_SCAFFOLDO=C(Nc1ccc(S(=O)(=O)Nc2nccs2)cc1)c1nn(-c2ccccc2)ccc1=O-
DOCK_SCAFFOLDO=C(Nc1ccc(S(=O)(=O)Nc2nccs2)cc1)c1nn(-c2ccccc2)ccc1=O-
DOCK_SCORE-31.682000-
DOCK_SCORE-26.840600-
DOCK_SCORE-26.378400-
DOCK_SCORE-25.154500-
DOCK_SCORE-32.208200-
DOCK_SCORE_INTER-27.560900-
DOCK_SCORE_INTER-29.290400-
DOCK_SCORE_INTER-25.620800-
DOCK_SCORE_INTER-24.620500-
DOCK_SCORE_INTER-19.467700-
DOCK_SCORE_INTER_KCAL-4.649782-
DOCK_SCORE_INTER_KCAL-6.119426-
DOCK_SCORE_INTER_KCAL-6.995895-
DOCK_SCORE_INTER_KCAL-6.582811-
DOCK_SCORE_INTER_KCAL-5.880508-
DOCK_SCORE_INTER_NORM-0.826478-
DOCK_SCORE_INTER_NORM-0.794210-
DOCK_SCORE_INTER_NORM-0.627989-
DOCK_SCORE_INTER_NORM-0.889061-
DOCK_SCORE_INTER_NORM-0.944851-
DOCK_SCORE_INTRA-2.391640-
DOCK_SCORE_INTRA-4.647350-
DOCK_SCORE_INTRA-7.372980-
DOCK_SCORE_INTRA-0.757553-
DOCK_SCORE_INTRA-2.013450-
DOCK_SCORE_INTRA_KCAL-0.180939-
DOCK_SCORE_INTRA_KCAL-0.480904-
DOCK_SCORE_INTRA_KCAL-0.571234-
DOCK_SCORE_INTRA_KCAL-1.110001-
DOCK_SCORE_INTRA_KCAL-1.761007-
DOCK_SCORE_INTRA_NORM-0.024437-
DOCK_SCORE_INTRA_NORM-0.077150-
DOCK_SCORE_INTRA_NORM-0.064950-
DOCK_SCORE_INTRA_NORM-0.149914-
DOCK_SCORE_INTRA_NORM-0.237838-
DOCK_SCORE_KCAL-7.567119-
DOCK_SCORE_KCAL-6.008052-
DOCK_SCORE_KCAL-6.300375-
DOCK_SCORE_KCAL-6.410770-
DOCK_SCORE_KCAL-7.692800-
DOCK_SCORE_NORM-0.850915-
DOCK_SCORE_NORM-0.865827-
DOCK_SCORE_NORM-1.038980-
DOCK_SCORE_NORM-1.022000-
DOCK_SCORE_NORM-0.811436-
DOCK_SCORE_RESTR0.000000-
DOCK_SCORE_RESTR1.479460-
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_NORM0.047724-
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_FILET12_top5_kcal_zscore_compound_names.sdf-
DOCK_SOURCE_FILET13_top5_kcal_zscore_compound_names.sdf-
DOCK_SOURCE_FILET06_top5_kcal_zscore_compound_names.sdf-
DOCK_SOURCE_FILET20_top5_kcal_zscore_compound_names.sdf-
DOCK_SOURCE_FILET21_top5_kcal_zscore_compound_names.sdf-
DOCK_SOURCE_FORMULAC20H15N5O4S2-
DOCK_SOURCE_FORMULAC20H15N5O4S2-
DOCK_SOURCE_FORMULAC20H15N5O4S2-
DOCK_SOURCE_FORMULAC20H15N5O4S2-
DOCK_SOURCE_FORMULAC20H15N5O4S2-
DOCK_SOURCE_HBA7.000000-
DOCK_SOURCE_HBA7.000000-
DOCK_SOURCE_HBA7.000000-
DOCK_SOURCE_HBA7.000000-
DOCK_SOURCE_HBA7.000000-
DOCK_SOURCE_HBD2.000000-
DOCK_SOURCE_HBD2.000000-
DOCK_SOURCE_HBD2.000000-
DOCK_SOURCE_HBD2.000000-
DOCK_SOURCE_HBD2.000000-
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_LOGP2.742100-
DOCK_SOURCE_LOGP2.742100-
DOCK_SOURCE_LOGP2.742100-
DOCK_SOURCE_LOGP2.742100-
DOCK_SOURCE_LOGP2.742100-
DOCK_SOURCE_MW453.505000-
DOCK_SOURCE_MW453.505000-
DOCK_SOURCE_MW453.505000-
DOCK_SOURCE_MW453.505000-
DOCK_SOURCE_MW453.505000-
DOCK_SOURCE_NAMEZ1213679939-
DOCK_SOURCE_NAMEZ1213679939-
DOCK_SOURCE_NAMEZ1213679939-
DOCK_SOURCE_NAMEZ1213679939-
DOCK_SOURCE_NAMEZ1213679939-
DOCK_SOURCE_RINGS4.000000-
DOCK_SOURCE_RINGS4.000000-
DOCK_SOURCE_RINGS4.000000-
DOCK_SOURCE_RINGS4.000000-
DOCK_SOURCE_RINGS4.000000-
DOCK_SOURCE_TPSA123.050000-
DOCK_SOURCE_TPSA123.050000-
DOCK_SOURCE_TPSA123.050000-
DOCK_SOURCE_TPSA123.050000-
DOCK_SOURCE_TPSA123.050000-
DOCK_STRAIN_DELTA51.085432-
DOCK_STRAIN_DELTA46.506846-
DOCK_STRAIN_DELTA38.230352-
DOCK_STRAIN_DELTA26.035281-
DOCK_STRAIN_DELTA43.365406-
DOCK_STRAIN_OK0-
DOCK_STRAIN_OK1-
DOCK_STRAIN_OK0-
DOCK_STRAIN_OK0-
DOCK_STRAIN_OK0-
DOCK_TARGETT06-
DOCK_TARGETT13-
DOCK_TARGETT21-
DOCK_TARGETT12-
DOCK_TARGETT20-
EXACT_MASS453.05654596000005Da
FORMULAC20H15N5O4S2-
HBA7-
HBD2-
LOGP2.7421000000000006-
MOL_WEIGHT453.5050000000001g/mol
QED_SCORE0.4627662180647549-
ROTATABLE_BONDS6-
TPSA123.05A^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
T06 T06 selection_import_t06 1
native pose available
 1.6936180047675053 -25.1545 13 0.62 - Best pose
T20 T20 selection_import_t20 1
native pose available
 2.3042851226977157 -26.8406 6 0.75 - Best pose
T21 T21 selection_import_t21 1
native pose available
 3.563455666719602 -26.3784 12 0.86 - Best pose
T13 T13 selection_import_t13 1
native pose available
 3.8753577557480097 -32.2082 16 0.84 - Best pose
T12 T12 selection_import_t12 1
native pose available
 3.9625485656986896 -31.682 13 0.81 - Best 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
513 1.6936180047675053 -0.79421 -25.1545 4 18 13 0.62 0.00 0.00 0.00 - no geometry warning; 12 clashes; 7 protein contact clashes; high strain Δ 46.5 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
524 2.3042851226977157 -0.627989 -26.8406 7 11 6 0.75 0.00 0.00 0.00 - no geometry warning; 12 clashes; 10 protein contact clashes; moderate strain Δ 26.0 Open pose
T21 — T21 1 poses · report selection_import_t21
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
536 3.563455666719602 -0.826478 -26.3784 10 17 12 0.86 0.58 0.67 0.62 - no geometry warning; 16 clashes; 1 protein clash; high strain Δ 51.1 Open pose
T13 — T13 1 poses · report selection_import_t13
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
517 3.8753577557480097 -0.889061 -32.2082 9 19 16 0.84 0.67 0.57 0.57 - no geometry warning; 12 clashes; 2 protein clashes; high strain Δ 43.4 Open pose
T12 — T12 1 poses · report selection_import_t12
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
509 3.9625485656986896 -0.944851 -31.682 10 16 13 0.81 0.58 0.60 0.60 - no geometry warning; 13 clashes; 2 protein clashes; high strain Δ 38.2 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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