FAIRMol

Z49610429

ID 2687

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

SMILES: COc1cc(/C=N\NS(=O)(=O)c2ccc(C)c([N+](=O)O)c2)ccc1O

Formula: C15H16N3O6S+ | MW: 366.3750000000001

LogP: 1.8212199999999998 | TPSA: 128.3

HBA/HBD: 6/3 | RotB: 6

InChIKey: REHHNEJNDPYTHL-UHFFFAOYSA-O

Recognized patterns

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

Bio motif

Catechol Sulfonamide bioisostere H-bond acceptor N H-bond acceptor O ×4 H-bond donor ×3 Gatekeeper aromatic ×2

Functional group

Phenol Sulfonamide Aryl ether Imine Ether

Ring system

Benzene ×2

Properties

NameValueUnit
DOCK_BASE_INTER_RANK-1.021810-
DOCK_BASE_INTER_RANK-1.224550-
DOCK_BASE_INTER_RANK-1.130520-
DOCK_BASE_INTER_RANK-1.234470-
DOCK_BASE_INTER_RANK-0.839394-
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_COUNT9.000000-
DOCK_CLASH_COUNT8.000000-
DOCK_CLASH_COUNT9.000000-
DOCK_CLASH_COUNT11.000000-
DOCK_CONTACT_COUNT16.000000-
DOCK_CONTACT_COUNT17.000000-
DOCK_CONTACT_COUNT12.000000-
DOCK_CONTACT_COUNT15.000000-
DOCK_CONTACT_COUNT13.000000-
DOCK_EXPERIMENTT18-
DOCK_EXPERIMENTT07-
DOCK_EXPERIMENTT12-
DOCK_EXPERIMENTT10-
DOCK_EXPERIMENTT09-
DOCK_EXPERIMENT_ID18-
DOCK_EXPERIMENT_ID10-
DOCK_EXPERIMENT_ID12-
DOCK_EXPERIMENT_ID7-
DOCK_EXPERIMENT_ID9-
DOCK_FINAL_RANK-0.142993-
DOCK_FINAL_RANK3.796833-
DOCK_FINAL_RANK2.822632-
DOCK_FINAL_RANK3.868577-
DOCK_FINAL_RANK3.295967-
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:ALA151-
DOCK_IFP::A:ARG1161-
DOCK_IFP::A:ARG141-
DOCK_IFP::A:ARG1401-
DOCK_IFP::A:ARG1401-
DOCK_IFP::A:ARG1441-
DOCK_IFP::A:ARG1441-
DOCK_IFP::A:ASN1061-
DOCK_IFP::A:ASP131-
DOCK_IFP::A:ASP1611-
DOCK_IFP::A:CYS1681-
DOCK_IFP::A:CYS521-
DOCK_IFP::A:CYS721-
DOCK_IFP::A:GLU181-
DOCK_IFP::A:GLY131-
DOCK_IFP::A:GLY2051-
DOCK_IFP::A:GLY491-
DOCK_IFP::A:GLY501-
DOCK_IFP::A:GLY731-
DOCK_IFP::A:GLY751-
DOCK_IFP::A:GLY771-
DOCK_IFP::A:HIS1051-
DOCK_IFP::A:HIS1051-
DOCK_IFP::A:HIS141-
DOCK_IFP::A:HIS1411-
DOCK_IFP::A:HIS1411-
DOCK_IFP::A:ILE3391-
DOCK_IFP::A:ILE761-
DOCK_IFP::A:LEU1011-
DOCK_IFP::A:LEU171-
DOCK_IFP::A:LEU2081-
DOCK_IFP::A:LEU2091-
DOCK_IFP::A:MET1131-
DOCK_IFP::A:MET1631-
DOCK_IFP::A:MET2131-
DOCK_IFP::A:NAP3011-
DOCK_IFP::A:NDP3011-
DOCK_IFP::A:PHE1711-
DOCK_IFP::A:PHE971-
DOCK_IFP::A:PRO2101-
DOCK_IFP::A:SER141-
DOCK_IFP::A:THR3351-
DOCK_IFP::A:THR741-
DOCK_IFP::A:TRP211-
DOCK_IFP::A:TRP2211-
DOCK_IFP::A:TYR1101-
DOCK_IFP::A:TYR1741-
DOCK_IFP::A:TYR491-
DOCK_IFP::A:VAL2061-
DOCK_IFP::A:VAL531-
DOCK_IFP::B:ALA321-
DOCK_IFP::B:ARG461-
DOCK_IFP::B:ARG481-
DOCK_IFP::B:ASP131-
DOCK_IFP::B:ASP521-
DOCK_IFP::B:CYS721-
DOCK_IFP::B:GLY1571-
DOCK_IFP::B:GLY731-
DOCK_IFP::B:HIS141-
DOCK_IFP::B:ILE151-
DOCK_IFP::B:ILE1821-
DOCK_IFP::B:ILE451-
DOCK_IFP::B:MET531-
DOCK_IFP::B:PHE561-
DOCK_IFP::B:PRO501-
DOCK_IFP::B:TRP471-
DOCK_IFP::B:TYR1621-
DOCK_IFP::B:TYR491-
DOCK_IFP::B:VAL1561-
DOCK_IFP::B:VAL301-
DOCK_IFP::B:VAL311-
DOCK_IFP::B:VAL471-
DOCK_IFP::B:VAL491-
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_OVERLAP0.621824-
DOCK_MAX_CLASH_OVERLAP0.620681-
DOCK_MAX_CLASH_OVERLAP0.620598-
DOCK_MAX_CLASH_OVERLAP0.621854-
DOCK_MAX_CLASH_OVERLAP0.623272-
DOCK_POSE_COUNT1-
DOCK_POSE_COUNT1-
DOCK_POSE_COUNT1-
DOCK_POSE_COUNT1-
DOCK_POSE_COUNT1-
DOCK_PRE_RANK3.698293-
DOCK_PRE_RANK-0.255265-
DOCK_PRE_RANK3.740231-
DOCK_PRE_RANK3.163324-
DOCK_PRE_RANK2.723308-
DOCK_PRIMARY_POSE_ID6627-
DOCK_PRIMARY_POSE_ID4577-
DOCK_PRIMARY_POSE_ID5952-
DOCK_PRIMARY_POSE_ID12083-
DOCK_PRIMARY_POSE_ID7978-
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_t10-
DOCK_REPORT_IDselection_import_t07-
DOCK_REPORT_IDselection_import_t12-
DOCK_REPORT_IDselection_import_t18-
DOCK_REPORT_IDselection_import_t09-
DOCK_RESIDUE_CONTACTSA:CYS52;A:GLU18;A:GLY13;A:GLY49;A:GLY50;A:ILE339;A:LEU17;A:MET113;A:SER14;A:THR335;A:TRP21;A:TYR110;A:VAL53-
DOCK_RESIDUE_CONTACTSA:ARG14;A:ASP161;A:CYS168;A:GLY205;A:LEU208;A:LEU209;A:MET163;A:MET213;A:NAP301;A:PHE171;A:PHE97;A:PRO210;A:TRP221;A:TYR174;A:VAL206-
DOCK_RESIDUE_CONTACTSA:ARG140;A:ARG144;A:HIS105;A:HIS141;B:ARG46;B:ASP13;B:CYS72;B:GLY73;B:HIS14;B:ILE15;B:TYR49;B:VAL47-
DOCK_RESIDUE_CONTACTSA:ALA15;A:ARG116;A:ARG140;A:ARG144;A:ASN106;A:ASP13;A:CYS72;A:GLY73;A:GLY75;A:GLY77;A:HIS105;A:HIS14;A:HIS141;A:ILE76;A:LEU101;A:THR74;A:TYR49-
DOCK_RESIDUE_CONTACTSA:NDP301;B:ALA32;B:ARG48;B:ASP52;B:GLY157;B:ILE182;B:ILE45;B:MET53;B:PHE56;B:PRO50;B:TRP47;B:TYR162;B:VAL156;B:VAL30;B:VAL31;B:VAL49-
DOCK_SCAFFOLDO=S(=O)(NN=Cc1ccccc1)c1ccccc1-
DOCK_SCAFFOLDO=S(=O)(NN=Cc1ccccc1)c1ccccc1-
DOCK_SCAFFOLDO=S(=O)(NN=Cc1ccccc1)c1ccccc1-
DOCK_SCAFFOLDO=S(=O)(NN=Cc1ccccc1)c1ccccc1-
DOCK_SCAFFOLDO=S(=O)(NN=Cc1ccccc1)c1ccccc1-
DOCK_SCORE-28.828400-
DOCK_SCORE-25.261000-
DOCK_SCORE-26.260000-
DOCK_SCORE-30.850900-
DOCK_SCORE-20.560400-
DOCK_SCORE_INTER-25.545200-
DOCK_SCORE_INTER-20.984900-
DOCK_SCORE_INTER-30.861600-
DOCK_SCORE_INTER-28.263000-
DOCK_SCORE_INTER-30.613700-
DOCK_SCORE_INTER_KCAL-5.012159-
DOCK_SCORE_INTER_KCAL-7.371170-
DOCK_SCORE_INTER_KCAL-6.101369-
DOCK_SCORE_INTER_KCAL-6.750504-
DOCK_SCORE_INTER_KCAL-7.311960-
DOCK_SCORE_INTER_NORM-1.130520-
DOCK_SCORE_INTER_NORM-1.224550-
DOCK_SCORE_INTER_NORM-1.234470-
DOCK_SCORE_INTER_NORM-1.021810-
DOCK_SCORE_INTER_NORM-0.839394-
DOCK_SCORE_INTRA3.001930-
DOCK_SCORE_INTRA0.424462-
DOCK_SCORE_INTRA1.785300-
DOCK_SCORE_INTRA-0.714810-
DOCK_SCORE_INTRA0.010712-
DOCK_SCORE_INTRA_KCAL0.101381-
DOCK_SCORE_INTRA_KCAL0.716999-
DOCK_SCORE_INTRA_KCAL-0.170730-
DOCK_SCORE_INTRA_KCAL0.002559-
DOCK_SCORE_INTRA_KCAL0.426412-
DOCK_SCORE_INTRA_NORM0.000428-
DOCK_SCORE_INTRA_NORM-0.028592-
DOCK_SCORE_INTRA_NORM0.120077-
DOCK_SCORE_INTRA_NORM0.071412-
DOCK_SCORE_INTRA_NORM0.016979-
DOCK_SCORE_KCAL-4.910769-
DOCK_SCORE_KCAL-6.272096-
DOCK_SCORE_KCAL-6.885548-
DOCK_SCORE_KCAL-7.368614-
DOCK_SCORE_KCAL-6.033489-
DOCK_SCORE_NORM-1.050400-
DOCK_SCORE_NORM-1.234040-
DOCK_SCORE_NORM-1.153130-
DOCK_SCORE_NORM-0.822416-
DOCK_SCORE_NORM-1.010440-
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_FILET09_top5_kcal_zscore_compound_names.sdf-
DOCK_SOURCE_FILET12_top5_kcal_zscore_compound_names.sdf-
DOCK_SOURCE_FILET18_top5_kcal_zscore_compound_names.sdf-
DOCK_SOURCE_FILET10_top5_kcal_zscore_compound_names.sdf-
DOCK_SOURCE_FILET07_top5_kcal_zscore_compound_names.sdf-
DOCK_SOURCE_FORMULAC15H16N3O6S+-
DOCK_SOURCE_FORMULAC15H16N3O6S+-
DOCK_SOURCE_FORMULAC15H16N3O6S+-
DOCK_SOURCE_FORMULAC15H16N3O6S+-
DOCK_SOURCE_FORMULAC15H16N3O6S+-
DOCK_SOURCE_HBA6.000000-
DOCK_SOURCE_HBA6.000000-
DOCK_SOURCE_HBA6.000000-
DOCK_SOURCE_HBA6.000000-
DOCK_SOURCE_HBA6.000000-
DOCK_SOURCE_HBD3.000000-
DOCK_SOURCE_HBD3.000000-
DOCK_SOURCE_HBD3.000000-
DOCK_SOURCE_HBD3.000000-
DOCK_SOURCE_HBD3.000000-
DOCK_SOURCE_HEAVY_ATOMS25.000000-
DOCK_SOURCE_HEAVY_ATOMS25.000000-
DOCK_SOURCE_HEAVY_ATOMS25.000000-
DOCK_SOURCE_HEAVY_ATOMS25.000000-
DOCK_SOURCE_HEAVY_ATOMS25.000000-
DOCK_SOURCE_LOGP1.821220-
DOCK_SOURCE_LOGP1.821220-
DOCK_SOURCE_LOGP1.821220-
DOCK_SOURCE_LOGP1.821220-
DOCK_SOURCE_LOGP1.821220-
DOCK_SOURCE_MW366.375000-
DOCK_SOURCE_MW366.375000-
DOCK_SOURCE_MW366.375000-
DOCK_SOURCE_MW366.375000-
DOCK_SOURCE_MW366.375000-
DOCK_SOURCE_NAMEZ49610429-
DOCK_SOURCE_NAMEZ49610429-
DOCK_SOURCE_NAMEZ49610429-
DOCK_SOURCE_NAMEZ49610429-
DOCK_SOURCE_NAMEZ49610429-
DOCK_SOURCE_RINGS2.000000-
DOCK_SOURCE_RINGS2.000000-
DOCK_SOURCE_RINGS2.000000-
DOCK_SOURCE_RINGS2.000000-
DOCK_SOURCE_RINGS2.000000-
DOCK_SOURCE_TPSA128.300000-
DOCK_SOURCE_TPSA128.300000-
DOCK_SOURCE_TPSA128.300000-
DOCK_SOURCE_TPSA128.300000-
DOCK_SOURCE_TPSA128.300000-
DOCK_STRAIN_DELTA67.907394-
DOCK_STRAIN_DELTA55.243552-
DOCK_STRAIN_DELTA66.343670-
DOCK_STRAIN_DELTA60.422999-
DOCK_STRAIN_DELTA55.542999-
DOCK_STRAIN_OK0-
DOCK_STRAIN_OK0-
DOCK_STRAIN_OK0-
DOCK_STRAIN_OK0-
DOCK_STRAIN_OK0-
DOCK_TARGETT10-
DOCK_TARGETT18-
DOCK_TARGETT07-
DOCK_TARGETT12-
DOCK_TARGETT09-
EXACT_MASS366.07543265208994Da
FORMULAC15H16N3O6S+-
HBA6-
HBD3-
LOGP1.8212199999999998-
MOL_WEIGHT366.3750000000001g/mol
QED_SCORE0.5283255585596092-
ROTATABLE_BONDS6-
TPSA128.3A^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
 -0.1429926491005689 -30.8509 14 0.74 - Best pose
T09 T09 selection_import_t09 1
native pose available
 2.822632311412465 -26.26 11 0.52 - Best pose
T10 T10 selection_import_t10 1
native pose available
 3.29596653465704 -25.261 17 1.00 - Best pose
T18 T18 selection_import_t18 1
native pose available
 3.7968333606254645 -20.5604 7 0.54 - Best pose
T12 T12 selection_import_t12 1
native pose available
 3.868576881948521 -28.8284 11 0.69 - 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
514 -0.1429926491005689 -1.23447 -30.8509 6 15 14 0.74 0.50 0.40 0.40 - no geometry warning; 9 clashes; 1 severe cofactor-context clash; high strain Δ 60.4 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
534 2.822632311412465 -1.02181 -26.26 9 16 11 0.52 0.29 0.50 0.50 - no geometry warning; 9 clashes; 2 protein clashes; high strain Δ 55.5 Open pose
T10 — T10 1 poses · report selection_import_t10
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
531 3.29596653465704 -1.13052 -25.261 11 17 17 1.00 0.54 0.55 0.73 - no geometry warning; 8 clashes; 2 protein clashes; high strain Δ 67.9 Open pose
T18 — T18 1 poses · report selection_import_t18
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
562 3.7968333606254645 -0.839394 -20.5604 6 13 7 0.54 - - - - no geometry warning; 11 clashes; 2 protein clashes; high strain Δ 55.2 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
526 3.868576881948521 -1.22455 -28.8284 10 12 11 0.69 0.67 0.60 0.60 - no geometry warning; 12 clashes; 2 protein clashes; high strain Δ 66.3 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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