FAIRMol

Z71577027

ID 1237

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

SMILES: O=C(Nc1ncccc1O)c1ccc(S(=O)(=O)Nc2ccccc2)cc1

Formula: C18H15N3O4S | MW: 369.40200000000004

LogP: 2.840300000000001 | TPSA: 108.39000000000001

HBA/HBD: 5/3 | RotB: 5

InChIKey: SVYKDQBBCIEHFW-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 H-bond acceptor O ×3 H-bond donor ×3 Gatekeeper aromatic ×2 Metal chelator

Functional group

Carbonyl Amide Secondary amine Phenol Sulfonamide

Ring system

Benzene ×2 Pyridine

Properties

NameValueUnit
DOCK_BASE_INTER_RANK-1.064170-
DOCK_BASE_INTER_RANK-0.916955-
DOCK_BASE_INTER_RANK-0.933543-
DOCK_BASE_INTER_RANK-1.034750-
DOCK_BASE_INTER_RANK-1.156920-
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_COUNT11.000000-
DOCK_CLASH_COUNT13.000000-
DOCK_CLASH_COUNT12.000000-
DOCK_CLASH_COUNT13.000000-
DOCK_CLASH_COUNT14.000000-
DOCK_CONTACT_COUNT15.000000-
DOCK_CONTACT_COUNT16.000000-
DOCK_CONTACT_COUNT15.000000-
DOCK_CONTACT_COUNT19.000000-
DOCK_CONTACT_COUNT17.000000-
DOCK_EXPERIMENTT03-
DOCK_EXPERIMENTT06-
DOCK_EXPERIMENTT11-
DOCK_EXPERIMENTT21-
DOCK_EXPERIMENTT22-
DOCK_EXPERIMENT_ID3-
DOCK_EXPERIMENT_ID6-
DOCK_EXPERIMENT_ID11-
DOCK_EXPERIMENT_ID21-
DOCK_EXPERIMENT_ID22-
DOCK_FINAL_RANK2.079651-
DOCK_FINAL_RANK2.619882-
DOCK_FINAL_RANK4.479462-
DOCK_FINAL_RANK4.517909-
DOCK_FINAL_RANK4.110206-
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:ALA321-
DOCK_IFP::A:ALA341-
DOCK_IFP::A:ALA401-
DOCK_IFP::A:ARG1001-
DOCK_IFP::A:ARG1371-
DOCK_IFP::A:ARG1411-
DOCK_IFP::A:ARG591-
DOCK_IFP::A:ARG971-
DOCK_IFP::A:ASN1031-
DOCK_IFP::A:ASN1931-
DOCK_IFP::A:ASN411-
DOCK_IFP::A:ASP521-
DOCK_IFP::A:GLN421-
DOCK_IFP::A:GLU1921-
DOCK_IFP::A:GLU211-
DOCK_IFP::A:GLU731-
DOCK_IFP::A:GLY1611-
DOCK_IFP::A:GLY1911-
DOCK_IFP::A:GLY231-
DOCK_IFP::A:GLY251-
DOCK_IFP::A:HIS1021-
DOCK_IFP::A:HIS1381-
DOCK_IFP::A:HIS1441-
DOCK_IFP::A:HIS2221-
DOCK_IFP::A:ILE1261-
DOCK_IFP::A:ILE1601-
DOCK_IFP::A:ILE451-
DOCK_IFP::A:ILE471-
DOCK_IFP::A:LEU1301-
DOCK_IFP::A:LEU1941-
DOCK_IFP::A:LEU391-
DOCK_IFP::A:LEU901-
DOCK_IFP::A:LEU941-
DOCK_IFP::A:LEU971-
DOCK_IFP::A:LYS1271-
DOCK_IFP::A:LYS261-
DOCK_IFP::A:LYS571-
DOCK_IFP::A:LYS951-
DOCK_IFP::A:MET531-
DOCK_IFP::A:MET551-
DOCK_IFP::A:MET981-
DOCK_IFP::A:NDP3011-
DOCK_IFP::A:NDP3011-
DOCK_IFP::A:PHE1891-
DOCK_IFP::A:PHE1901-
DOCK_IFP::A:PHE1991-
DOCK_IFP::A:PHE381-
DOCK_IFP::A:PHE561-
DOCK_IFP::A:PHE581-
DOCK_IFP::A:PHE741-
DOCK_IFP::A:PHE911-
DOCK_IFP::A:PHE941-
DOCK_IFP::A:PRO2231-
DOCK_IFP::A:PRO931-
DOCK_IFP::A:SER221-
DOCK_IFP::A:SER271-
DOCK_IFP::A:SER281-
DOCK_IFP::A:THR1801-
DOCK_IFP::A:THR441-
DOCK_IFP::A:THR861-
DOCK_IFP::A:TYR1661-
DOCK_IFP::A:TYR941-
DOCK_IFP::A:VAL1871-
DOCK_IFP::A:VAL1881-
DOCK_IFP::A:VAL2211-
DOCK_IFP::A:VAL301-
DOCK_IFP::A:VAL311-
DOCK_IFP::A:VAL321-
DOCK_IFP::A:VAL331-
DOCK_IFP::B:ARG1131-
DOCK_IFP::B:ASP101-
DOCK_IFP::B:CYS691-
DOCK_IFP::B:GLY701-
DOCK_IFP::B:GLY721-
DOCK_IFP::B:GLY741-
DOCK_IFP::B:HIS111-
DOCK_IFP::B:ILE731-
DOCK_IFP::B:PRO121-
DOCK_IFP::B:SER431-
DOCK_IFP::B:SER711-
DOCK_IFP::B:TYR461-
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_OVERLAP0.706211-
DOCK_MAX_CLASH_OVERLAP0.747977-
DOCK_MAX_CLASH_OVERLAP0.646531-
DOCK_MAX_CLASH_OVERLAP0.681253-
DOCK_MAX_CLASH_OVERLAP0.646556-
DOCK_POSE_COUNT1-
DOCK_POSE_COUNT1-
DOCK_POSE_COUNT1-
DOCK_POSE_COUNT1-
DOCK_POSE_COUNT1-
DOCK_PRE_RANK2.011976-
DOCK_PRE_RANK2.595386-
DOCK_PRE_RANK4.438964-
DOCK_PRE_RANK4.474916-
DOCK_PRE_RANK4.074615-
DOCK_PRIMARY_POSE_ID1822-
DOCK_PRIMARY_POSE_ID3810-
DOCK_PRIMARY_POSE_ID7205-
DOCK_PRIMARY_POSE_ID14008-
DOCK_PRIMARY_POSE_ID14686-
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_t06-
DOCK_REPORT_IDselection_import_t11-
DOCK_REPORT_IDselection_import_t21-
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:PRO93;A:THR180;A:VAL30;A:VAL31-
DOCK_RESIDUE_CONTACTSA:ALA34;A:ARG100;A:ARG59;A:GLY161;A:ILE160;A:ILE47;A:LEU90;A:LEU97;A:MET55;A:NDP301;A:PHE58;A:PHE94;A:THR86;A:TYR166;A:VAL32;A:VAL33-
DOCK_RESIDUE_CONTACTSA:ASN193;A:GLU192;A:GLY191;A:HIS144;A:HIS222;A:ILE126;A:LEU194;A:PHE189;A:PHE190;A:PHE199;A:PHE74;A:PRO223;A:VAL187;A:VAL188;A:VAL221-
DOCK_RESIDUE_CONTACTSA:ARG137;A:ARG141;A:ASN103;A:HIS102;A:HIS138;A:MET98;A:TYR94;B:ARG113;B:ASP10;B:CYS69;B:GLY70;B:GLY72;B:GLY74;B:HIS11;B:ILE73;B:PRO12;B:SER43;B:SER71;B:TYR46-
DOCK_RESIDUE_CONTACTSA:ALA24;A:ALA40;A:ASN41;A:GLN42;A:GLU21;A:GLU73;A:GLY23;A:GLY25;A:LEU130;A:LEU39;A:LYS127;A:LYS26;A:PHE38;A:SER22;A:SER27;A:SER28;A:THR44-
DOCK_SCAFFOLDO=C(Nc1ccccn1)c1ccc(S(=O)(=O)Nc2ccccc2)cc1-
DOCK_SCAFFOLDO=C(Nc1ccccn1)c1ccc(S(=O)(=O)Nc2ccccc2)cc1-
DOCK_SCAFFOLDO=C(Nc1ccccn1)c1ccc(S(=O)(=O)Nc2ccccc2)cc1-
DOCK_SCAFFOLDO=C(Nc1ccccn1)c1ccc(S(=O)(=O)Nc2ccccc2)cc1-
DOCK_SCAFFOLDO=C(Nc1ccccn1)c1ccc(S(=O)(=O)Nc2ccccc2)cc1-
DOCK_SCORE-19.044000-
DOCK_SCORE-21.202500-
DOCK_SCORE-22.480300-
DOCK_SCORE-23.575800-
DOCK_SCORE-31.281000-
DOCK_SCORE_INTER-27.668400-
DOCK_SCORE_INTER-23.840800-
DOCK_SCORE_INTER-24.272100-
DOCK_SCORE_INTER-26.903400-
DOCK_SCORE_INTER-30.079800-
DOCK_SCORE_INTER_KCAL-6.608487-
DOCK_SCORE_INTER_KCAL-5.694280-
DOCK_SCORE_INTER_KCAL-5.797294-
DOCK_SCORE_INTER_KCAL-6.425769-
DOCK_SCORE_INTER_KCAL-7.184440-
DOCK_SCORE_INTER_NORM-1.064170-
DOCK_SCORE_INTER_NORM-0.916955-
DOCK_SCORE_INTER_NORM-0.933543-
DOCK_SCORE_INTER_NORM-1.034750-
DOCK_SCORE_INTER_NORM-1.156920-
DOCK_SCORE_INTRA8.624410-
DOCK_SCORE_INTRA2.472470-
DOCK_SCORE_INTRA1.791790-
DOCK_SCORE_INTRA3.327610-
DOCK_SCORE_INTRA-1.201140-
DOCK_SCORE_INTRA_KCAL2.059906-
DOCK_SCORE_INTRA_KCAL0.590540-
DOCK_SCORE_INTRA_KCAL0.427962-
DOCK_SCORE_INTRA_KCAL0.794786-
DOCK_SCORE_INTRA_KCAL-0.286887-
DOCK_SCORE_INTRA_NORM0.331708-
DOCK_SCORE_INTRA_NORM0.095095-
DOCK_SCORE_INTRA_NORM0.068915-
DOCK_SCORE_INTRA_NORM0.127985-
DOCK_SCORE_INTRA_NORM-0.046198-
DOCK_SCORE_KCAL-4.548583-
DOCK_SCORE_KCAL-5.064132-
DOCK_SCORE_KCAL-5.369330-
DOCK_SCORE_KCAL-5.630986-
DOCK_SCORE_KCAL-7.471342-
DOCK_SCORE_NORM-0.732462-
DOCK_SCORE_NORM-0.815481-
DOCK_SCORE_NORM-0.864628-
DOCK_SCORE_NORM-0.906760-
DOCK_SCORE_NORM-1.203110-
DOCK_SCORE_RESTR0.000000-
DOCK_SCORE_RESTR0.165856-
DOCK_SCORE_RESTR0.000000-
DOCK_SCORE_RESTR0.000000-
DOCK_SCORE_RESTR0.000000-
DOCK_SCORE_RESTR_NORM0.000000-
DOCK_SCORE_RESTR_NORM0.006379-
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_FILET06_top5_kcal_zscore_compound_names.sdf-
DOCK_SOURCE_FILET11_top5_kcal_zscore_compound_names.sdf-
DOCK_SOURCE_FILET21_top5_kcal_zscore_compound_names.sdf-
DOCK_SOURCE_FILET22_top5_kcal_zscore_compound_names.sdf-
DOCK_SOURCE_FORMULAC18H15N3O4S-
DOCK_SOURCE_FORMULAC18H15N3O4S-
DOCK_SOURCE_FORMULAC18H15N3O4S-
DOCK_SOURCE_FORMULAC18H15N3O4S-
DOCK_SOURCE_FORMULAC18H15N3O4S-
DOCK_SOURCE_HBA5.000000-
DOCK_SOURCE_HBA5.000000-
DOCK_SOURCE_HBA5.000000-
DOCK_SOURCE_HBA5.000000-
DOCK_SOURCE_HBA5.000000-
DOCK_SOURCE_HBD3.000000-
DOCK_SOURCE_HBD3.000000-
DOCK_SOURCE_HBD3.000000-
DOCK_SOURCE_HBD3.000000-
DOCK_SOURCE_HBD3.000000-
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_LOGP2.840300-
DOCK_SOURCE_LOGP2.840300-
DOCK_SOURCE_LOGP2.840300-
DOCK_SOURCE_LOGP2.840300-
DOCK_SOURCE_LOGP2.840300-
DOCK_SOURCE_MW369.402000-
DOCK_SOURCE_MW369.402000-
DOCK_SOURCE_MW369.402000-
DOCK_SOURCE_MW369.402000-
DOCK_SOURCE_MW369.402000-
DOCK_SOURCE_NAMEZ71577027-
DOCK_SOURCE_NAMEZ71577027-
DOCK_SOURCE_NAMEZ71577027-
DOCK_SOURCE_NAMEZ71577027-
DOCK_SOURCE_NAMEZ71577027-
DOCK_SOURCE_RINGS3.000000-
DOCK_SOURCE_RINGS3.000000-
DOCK_SOURCE_RINGS3.000000-
DOCK_SOURCE_RINGS3.000000-
DOCK_SOURCE_RINGS3.000000-
DOCK_SOURCE_TPSA108.390000-
DOCK_SOURCE_TPSA108.390000-
DOCK_SOURCE_TPSA108.390000-
DOCK_SOURCE_TPSA108.390000-
DOCK_SOURCE_TPSA108.390000-
DOCK_STRAIN_DELTA42.836681-
DOCK_STRAIN_DELTA19.639551-
DOCK_STRAIN_DELTA29.853344-
DOCK_STRAIN_DELTA31.201658-
DOCK_STRAIN_DELTA27.052087-
DOCK_STRAIN_OK0-
DOCK_STRAIN_OK1-
DOCK_STRAIN_OK1-
DOCK_STRAIN_OK0-
DOCK_STRAIN_OK1-
DOCK_TARGETT03-
DOCK_TARGETT06-
DOCK_TARGETT11-
DOCK_TARGETT21-
DOCK_TARGETT22-
EXACT_MASS369.07832696Da
FORMULAC18H15N3O4S-
HBA5-
HBD3-
LOGP2.840300000000001-
MOL_WEIGHT369.40200000000004g/mol
QED_SCORE0.6407737892606676-
ROTATABLE_BONDS5-
TPSA108.39000000000001A^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
 2.079650987917567 -19.044 13 0.65 - Best pose
T06 T06 selection_import_t06 1
native pose available
 2.619882070589208 -21.2025 13 0.62 - Best pose
T22 T22 selection_import_t22 1
native pose available
 4.110206086372644 -31.281 16 0.76 - Best pose
T11 T11 selection_import_t11 1
native pose available
 4.479462242368424 -22.4803 15 0.83 - Best pose
T21 T21 selection_import_t21 1
native pose available
 4.517909469282536 -23.5758 14 1.00 - 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
467 2.079650987917567 -1.06417 -19.044 3 15 13 0.65 0.29 0.20 0.20 - no geometry warning; 11 clashes; 1 protein clash; high strain Δ 42.8 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
424 2.619882070589208 -0.916955 -21.2025 3 16 13 0.62 0.00 0.00 0.00 - no geometry warning; 13 clashes; 1 protein clash 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
448 4.110206086372644 -1.15692 -31.281 12 17 16 0.76 0.53 0.55 0.55 - no geometry warning; 14 clashes; 2 protein clashes; moderate strain Δ 27.1 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
431 4.479462242368424 -0.933543 -22.4803 6 15 15 0.83 0.60 0.60 0.75 - no geometry warning; 12 clashes; 3 protein clashes; moderate strain Δ 29.9 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
450 4.517909469282536 -1.03475 -23.5758 11 19 14 1.00 0.67 0.78 0.75 - no geometry warning; 13 clashes; 2 protein clashes; high strain Δ 31.2 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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