FAIRMol

GemmaOHDUnisi_3

ID 3634

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

SMILES: COc1ccc(NS(=O)(=O)c2cc(NC(=O)c3ccc(B(O)O)s3)ccc2OC)cc1

Formula: C19H19BN2O7S2 | MW: 462.31400000000014

LogP: 1.4981999999999993 | TPSA: 134.19

HBA/HBD: 8/4 | RotB: 8

InChIKey: LPKIZYRUGFHOMT-UHFFFAOYSA-N

Recognized patterns

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

Bio motif

Boronic acid warhead Hinge binder (C=O-NH) Hinge binder (NH-C=O) Sulfonamide bioisostere H-bond acceptor O ×5 H-bond donor ×4 Gatekeeper aromatic ×2 Metal chelator

Functional group

Carbonyl Amide Secondary amine Sulfonamide Boronic acid Aryl ether ×2 Ether ×2

Ring system

Benzene ×2 Thiophene

Properties

NameValueUnit
DOCK_BASE_INTER_RANK-0.781534-
DOCK_BASE_INTER_RANK-0.682259-
DOCK_BOND_LENGTH_OUTLIERS0.000000-
DOCK_BOND_LENGTH_OUTLIERS0.000000-
DOCK_CLASH_COUNT9.000000-
DOCK_CLASH_COUNT8.000000-
DOCK_CONTACT_COUNT17.000000-
DOCK_CONTACT_COUNT15.000000-
DOCK_EXPERIMENTT11-
DOCK_EXPERIMENTT18-
DOCK_EXPERIMENT_ID11-
DOCK_EXPERIMENT_ID18-
DOCK_FINAL_RANK1.376874-
DOCK_FINAL_RANK3.295841-
DOCK_GEOMETRY_ALERTwarning-
DOCK_GEOMETRY_ALERTwarning-
DOCK_GEOM_OK0-
DOCK_GEOM_OK0-
DOCK_HARD_GEOMETRY_FAIL0-
DOCK_HARD_GEOMETRY_FAIL0-
DOCK_IFP::A:ARG521-
DOCK_IFP::A:ASP1161-
DOCK_IFP::A:CYS521-
DOCK_IFP::A:GLU181-
DOCK_IFP::A:GLU1921-
DOCK_IFP::A:GLY1121-
DOCK_IFP::A:GLY131-
DOCK_IFP::A:GLY1911-
DOCK_IFP::A:GLY491-
DOCK_IFP::A:HIS1441-
DOCK_IFP::A:HIS2221-
DOCK_IFP::A:ILE1261-
DOCK_IFP::A:ILE3391-
DOCK_IFP::A:LEU171-
DOCK_IFP::A:LEU1941-
DOCK_IFP::A:MET1131-
DOCK_IFP::A:PHE1891-
DOCK_IFP::A:PHE1901-
DOCK_IFP::A:PHE511-
DOCK_IFP::A:PHE741-
DOCK_IFP::A:PRO2231-
DOCK_IFP::A:SER1091-
DOCK_IFP::A:SER141-
DOCK_IFP::A:SER2181-
DOCK_IFP::A:THR3351-
DOCK_IFP::A:THR711-
DOCK_IFP::A:TRP211-
DOCK_IFP::A:TYR1101-
DOCK_IFP::A:VAL1871-
DOCK_IFP::A:VAL1881-
DOCK_IFP::A:VAL2211-
DOCK_IFP::A:VAL531-
DOCK_IMPORT_SCOPEbest_by_name-
DOCK_IMPORT_SCOPEbest_by_name-
DOCK_MAX_CLASH_OVERLAP0.615522-
DOCK_MAX_CLASH_OVERLAP0.615584-
DOCK_POSE_COUNT1-
DOCK_POSE_COUNT1-
DOCK_PRE_RANK1.218897-
DOCK_PRE_RANK3.109645-
DOCK_PRIMARY_POSE_ID7110-
DOCK_PRIMARY_POSE_ID11874-
DOCK_RANKING_MODEinter_strain_penalized-
DOCK_RANKING_MODEinter_strain_penalized-
DOCK_REPORT_IDselection_import_t11-
DOCK_REPORT_IDselection_import_t18-
DOCK_RESIDUE_CONTACTSA:ARG52;A:GLU192;A:GLY191;A:HIS144;A:HIS222;A:ILE126;A:LEU194;A:PHE189;A:PHE190;A:PHE51;A:PHE74;A:PRO223;A:SER218;A:THR71;A:VAL187;A:VAL188;A:VAL221-
DOCK_RESIDUE_CONTACTSA:ASP116;A:CYS52;A:GLU18;A:GLY112;A:GLY13;A:GLY49;A:ILE339;A:LEU17;A:MET113;A:SER109;A:SER14;A:THR335;A:TRP21;A:TYR110;A:VAL53-
DOCK_SCAFFOLDO=C(Nc1cccc(S(=O)(=O)Nc2ccccc2)c1)c1cccs1-
DOCK_SCAFFOLDO=C(Nc1cccc(S(=O)(=O)Nc2ccccc2)c1)c1cccs1-
DOCK_SCORE-18.465100-
DOCK_SCORE-17.298400-
DOCK_SCORE_INTER-24.227500-
DOCK_SCORE_INTER-21.150000-
DOCK_SCORE_INTER_KCAL-5.786641-
DOCK_SCORE_INTER_KCAL-5.051593-
DOCK_SCORE_INTER_NORM-0.781534-
DOCK_SCORE_INTER_NORM-0.682259-
DOCK_SCORE_INTRA5.762420-
DOCK_SCORE_INTRA3.851620-
DOCK_SCORE_INTRA_KCAL1.376331-
DOCK_SCORE_INTRA_KCAL0.919944-
DOCK_SCORE_INTRA_NORM0.185885-
DOCK_SCORE_INTRA_NORM0.124246-
DOCK_SCORE_KCAL-4.410315-
DOCK_SCORE_KCAL-4.131654-
DOCK_SCORE_NORM-0.595649-
DOCK_SCORE_NORM-0.558013-
DOCK_SCORE_RESTR0.000000-
DOCK_SCORE_RESTR0.000000-
DOCK_SCORE_RESTR_NORM0.000000-
DOCK_SCORE_RESTR_NORM0.000000-
DOCK_SCORE_SYSTEM0.000000-
DOCK_SCORE_SYSTEM0.000000-
DOCK_SCORE_SYSTEM_NORM0.000000-
DOCK_SCORE_SYSTEM_NORM0.000000-
DOCK_SELECTION_EXCLUDED0-
DOCK_SELECTION_EXCLUDED0-
DOCK_SEVERE_CLASH_COUNT0.000000-
DOCK_SEVERE_CLASH_COUNT0.000000-
DOCK_SOURCE_FILET11_top5_kcal_zscore_compound_names.sdf-
DOCK_SOURCE_FILET18_top5_kcal_zscore_compound_names.sdf-
DOCK_SOURCE_FORMULAC19H19BN2O7S2-
DOCK_SOURCE_FORMULAC19H19BN2O7S2-
DOCK_SOURCE_HBA8.000000-
DOCK_SOURCE_HBA8.000000-
DOCK_SOURCE_HBD4.000000-
DOCK_SOURCE_HBD4.000000-
DOCK_SOURCE_HEAVY_ATOMS31.000000-
DOCK_SOURCE_HEAVY_ATOMS31.000000-
DOCK_SOURCE_LOGP1.498200-
DOCK_SOURCE_LOGP1.498200-
DOCK_SOURCE_MW462.314000-
DOCK_SOURCE_MW462.314000-
DOCK_SOURCE_NAMEGemmaOHDUnisi_3-
DOCK_SOURCE_NAMEGemmaOHDUnisi_3-
DOCK_SOURCE_RINGS3.000000-
DOCK_SOURCE_RINGS3.000000-
DOCK_SOURCE_TPSA134.190000-
DOCK_SOURCE_TPSA134.190000-
DOCK_STRAIN_DELTA77.019320-
DOCK_STRAIN_DELTA87.034524-
DOCK_STRAIN_OK0-
DOCK_STRAIN_OK0-
DOCK_TARGETT11-
DOCK_TARGETT18-
EXACT_MASS462.072673348Da
FORMULAC19H19BN2O7S2-
HBA8-
HBD4-
LOGP1.4981999999999993-
MOL_WEIGHT462.31400000000014g/mol
QED_SCORE0.37294886169893804-
ROTATABLE_BONDS8-
TPSA134.19A^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
T11 T11 selection_import_t11 1
native pose available
 1.376873581115167 -18.4651 14 0.78 - Best pose
T18 T18 selection_import_t18 1
native pose available
 3.2958408116490605 -17.2984 10 0.77 - Best 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
336 1.376873581115167 -0.781534 -18.4651 5 17 14 0.78 0.60 0.60 0.75 - no geometry warning; 9 clashes; 6 protein contact clashes; high strain Δ 77.0 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
353 3.2958408116490605 -0.682259 -17.2984 6 15 10 0.77 - - - - no geometry warning; 8 clashes; 2 protein clashes; high strain Δ 87.0 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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