FAIRMol

OHD_TB2021_71

ID 810

DB SELECTIONThis detail page is pinned to the current database context.
Back to results Open docking pose (4)
2D structure

SMILES: Cc1ccc(C[C@H](NC(=O)c2ccncc2)C(=O)N[C@H](/C=C(\F)S(=O)(=O)Cc2ccccc2)CCc2ccccc2)cc1

Formula: C34H34FN3O4S | MW: 599.7280000000002

LogP: 5.274620000000006 | TPSA: 105.22999999999999

HBA/HBD: 5/2 | RotB: 13

InChIKey: NAKRFJOZPXSONL-IMRRCPQVSA-N

Recognized patterns

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

Bio motif

Peptide backbone Vinyl sulfone Hinge binder (C=O-NH) ×2 Hinge binder (NH-C=O) ×2 H-bond acceptor N H-bond acceptor O ×4 H-bond donor ×2 Gatekeeper aromatic ×3 Metal chelator ×2 Retro-amide

Functional group

Carbonyl ×2 Amide ×2 Secondary amine ×2 Fluorine Sulfone Alkene

Ring system

Benzene ×3 Pyridine

Properties

NameValueUnit
DOCK_BASE_INTER_RANK-0.597913-
DOCK_BASE_INTER_RANK-0.636299-
DOCK_BASE_INTER_RANK-0.586495-
DOCK_BASE_INTER_RANK-0.440864-
DOCK_BOND_LENGTH_OUTLIERS0.000000-
DOCK_BOND_LENGTH_OUTLIERS0.000000-
DOCK_BOND_LENGTH_OUTLIERS0.000000-
DOCK_BOND_LENGTH_OUTLIERS0.000000-
DOCK_CLASH_COUNT18.000000-
DOCK_CLASH_COUNT21.000000-
DOCK_CLASH_COUNT14.000000-
DOCK_CLASH_COUNT14.000000-
DOCK_CONTACT_COUNT18.000000-
DOCK_CONTACT_COUNT21.000000-
DOCK_CONTACT_COUNT14.000000-
DOCK_CONTACT_COUNT15.000000-
DOCK_EXPERIMENTT02-
DOCK_EXPERIMENTT03-
DOCK_EXPERIMENTT11-
DOCK_EXPERIMENTT20-
DOCK_EXPERIMENT_ID2-
DOCK_EXPERIMENT_ID3-
DOCK_EXPERIMENT_ID11-
DOCK_EXPERIMENT_ID20-
DOCK_FINAL_RANK1.586712-
DOCK_FINAL_RANK4.100794-
DOCK_FINAL_RANK2.012261-
DOCK_FINAL_RANK1.944457-
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_HARD_GEOMETRY_FAIL0-
DOCK_HARD_GEOMETRY_FAIL0-
DOCK_HARD_GEOMETRY_FAIL0-
DOCK_HARD_GEOMETRY_FAIL0-
DOCK_IFP::A:ALA101-
DOCK_IFP::A:ALA321-
DOCK_IFP::A:ARG291-
DOCK_IFP::A:ARG971-
DOCK_IFP::A:ASN1931-
DOCK_IFP::A:ASP221-
DOCK_IFP::A:ASP521-
DOCK_IFP::A:CYS4691-
DOCK_IFP::A:GLN2201-
DOCK_IFP::A:GLN361-
DOCK_IFP::A:GLU1921-
DOCK_IFP::A:GLU311-
DOCK_IFP::A:GLU4661-
DOCK_IFP::A:GLU4671-
DOCK_IFP::A:GLY1911-
DOCK_IFP::A:GLY4591-
DOCK_IFP::A:HIS1441-
DOCK_IFP::A:HIS2221-
DOCK_IFP::A:HIS4611-
DOCK_IFP::A:ILE451-
DOCK_IFP::A:ILE611-
DOCK_IFP::A:ILE81-
DOCK_IFP::A:LEU1941-
DOCK_IFP::A:LEU231-
DOCK_IFP::A:LEU281-
DOCK_IFP::A:LEU3991-
DOCK_IFP::A:LEU681-
DOCK_IFP::A:LEU941-
DOCK_IFP::A:LYS571-
DOCK_IFP::A:LYS951-
DOCK_IFP::A:MET3931-
DOCK_IFP::A:MET4711-
DOCK_IFP::A:MET531-
DOCK_IFP::A:NAP2011-
DOCK_IFP::A:NDP3011-
DOCK_IFP::A:PHE1891-
DOCK_IFP::A:PHE1901-
DOCK_IFP::A:PHE1991-
DOCK_IFP::A:PHE321-
DOCK_IFP::A:PHE351-
DOCK_IFP::A:PHE3961-
DOCK_IFP::A:PHE551-
DOCK_IFP::A:PHE561-
DOCK_IFP::A:PHE741-
DOCK_IFP::A:PHE911-
DOCK_IFP::A:PRO2231-
DOCK_IFP::A:PRO271-
DOCK_IFP::A:PRO3981-
DOCK_IFP::A:PRO931-
DOCK_IFP::A:SER3941-
DOCK_IFP::A:SER3951-
DOCK_IFP::A:SER4701-
DOCK_IFP::A:THR1801-
DOCK_IFP::A:THR3971-
DOCK_IFP::A:THR4731-
DOCK_IFP::A:THR541-
DOCK_IFP::A:THR571-
DOCK_IFP::A:TYR1221-
DOCK_IFP::A:TYR1621-
DOCK_IFP::A:TYR1781-
DOCK_IFP::A:VAL1161-
DOCK_IFP::A:VAL1561-
DOCK_IFP::A:VAL1881-
DOCK_IFP::A:VAL2211-
DOCK_IFP::A:VAL301-
DOCK_IFP::A:VAL311-
DOCK_IFP::A:VAL871-
DOCK_IFP::A:VAL91-
DOCK_IMPORT_SCOPEbest_by_name-
DOCK_IMPORT_SCOPEbest_by_name-
DOCK_IMPORT_SCOPEbest_by_name-
DOCK_IMPORT_SCOPEbest_by_name-
DOCK_MAX_CLASH_OVERLAP0.654680-
DOCK_MAX_CLASH_OVERLAP0.701840-
DOCK_MAX_CLASH_OVERLAP0.654726-
DOCK_MAX_CLASH_OVERLAP0.654700-
DOCK_POSE_COUNT1-
DOCK_POSE_COUNT1-
DOCK_POSE_COUNT1-
DOCK_POSE_COUNT1-
DOCK_PRE_RANK1.532841-
DOCK_PRE_RANK3.998187-
DOCK_PRE_RANK1.970873-
DOCK_PRE_RANK1.906070-
DOCK_PRIMARY_POSE_ID740-
DOCK_PRIMARY_POSE_ID1421-
DOCK_PRIMARY_POSE_ID6828-
DOCK_PRIMARY_POSE_ID12942-
DOCK_RANKING_MODEinter_strain_penalized-
DOCK_RANKING_MODEinter_strain_penalized-
DOCK_RANKING_MODEinter_strain_penalized-
DOCK_RANKING_MODEinter_strain_penalized-
DOCK_REPORT_IDselection_import_t02-
DOCK_REPORT_IDselection_import_t03-
DOCK_REPORT_IDselection_import_t11-
DOCK_REPORT_IDselection_import_t20-
DOCK_RESIDUE_CONTACTSA:ALA10;A:ARG29;A:ASP22;A:GLN36;A:GLU31;A:ILE61;A:ILE8;A:LEU23;A:LEU28;A:LEU68;A:NAP201;A:PHE32;A:PHE35;A:PRO27;A:THR57;A:TYR122;A:VAL116;A:VAL9-
DOCK_RESIDUE_CONTACTSA:ALA32;A:ARG97;A:ASP52;A:ILE45;A:LEU94;A:LYS57;A:LYS95;A:MET53;A:NDP301;A:PHE55;A:PHE56;A:PHE91;A:PRO93;A:THR180;A:THR54;A:TYR162;A:TYR178;A:VAL156;A:VAL30;A:VAL31;A:VAL87-
DOCK_RESIDUE_CONTACTSA:ASN193;A:GLN220;A:GLU192;A:GLY191;A:HIS144;A:HIS222;A:LEU194;A:PHE189;A:PHE190;A:PHE199;A:PHE74;A:PRO223;A:VAL188;A:VAL221-
DOCK_RESIDUE_CONTACTSA:CYS469;A:GLU466;A:GLU467;A:GLY459;A:HIS461;A:LEU399;A:MET393;A:MET471;A:PHE396;A:PRO398;A:SER394;A:SER395;A:SER470;A:THR397;A:THR473-
DOCK_SCAFFOLDO=C(NC(Cc1ccccc1)C(=O)NC(C=CS(=O)(=O)Cc1ccccc1)CCc1ccccc1)c1ccncc1-
DOCK_SCAFFOLDO=C(NC(Cc1ccccc1)C(=O)NC(C=CS(=O)(=O)Cc1ccccc1)CCc1ccccc1)c1ccncc1-
DOCK_SCAFFOLDO=C(NC(Cc1ccccc1)C(=O)NC(C=CS(=O)(=O)Cc1ccccc1)CCc1ccccc1)c1ccncc1-
DOCK_SCAFFOLDO=C(NC(Cc1ccccc1)C(=O)NC(C=CS(=O)(=O)Cc1ccccc1)CCc1ccccc1)c1ccncc1-
DOCK_SCORE-22.357900-
DOCK_SCORE-14.167200-
DOCK_SCORE-22.620300-
DOCK_SCORE-16.262800-
DOCK_SCORE_INTER-25.710300-
DOCK_SCORE_INTER-27.360800-
DOCK_SCORE_INTER-25.219300-
DOCK_SCORE_INTER-18.957100-
DOCK_SCORE_INTER_KCAL-6.140802-
DOCK_SCORE_INTER_KCAL-6.535018-
DOCK_SCORE_INTER_KCAL-6.023529-
DOCK_SCORE_INTER_KCAL-4.527828-
DOCK_SCORE_INTER_NORM-0.597913-
DOCK_SCORE_INTER_NORM-0.636299-
DOCK_SCORE_INTER_NORM-0.586495-
DOCK_SCORE_INTER_NORM-0.440864-
DOCK_SCORE_INTRA3.352360-
DOCK_SCORE_INTRA13.193600-
DOCK_SCORE_INTRA2.599010-
DOCK_SCORE_INTRA2.688640-
DOCK_SCORE_INTRA_KCAL0.800698-
DOCK_SCORE_INTRA_KCAL3.151239-
DOCK_SCORE_INTRA_KCAL0.620763-
DOCK_SCORE_INTRA_KCAL0.642171-
DOCK_SCORE_INTRA_NORM0.077962-
DOCK_SCORE_INTRA_NORM0.306828-
DOCK_SCORE_INTRA_NORM0.060442-
DOCK_SCORE_INTRA_NORM0.062527-
DOCK_SCORE_KCAL-5.340095-
DOCK_SCORE_KCAL-3.383779-
DOCK_SCORE_KCAL-5.402768-
DOCK_SCORE_KCAL-3.884305-
DOCK_SCORE_NORM-0.519951-
DOCK_SCORE_NORM-0.329471-
DOCK_SCORE_NORM-0.526052-
DOCK_SCORE_NORM-0.378205-
DOCK_SCORE_RESTR0.000000-
DOCK_SCORE_RESTR0.000000-
DOCK_SCORE_RESTR0.000000-
DOCK_SCORE_RESTR0.005705-
DOCK_SCORE_RESTR_NORM0.000000-
DOCK_SCORE_RESTR_NORM0.000000-
DOCK_SCORE_RESTR_NORM0.000000-
DOCK_SCORE_RESTR_NORM0.000133-
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_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_SOURCE_FILET02_top5_kcal_zscore_compound_names.sdf-
DOCK_SOURCE_FILET03_top5_kcal_zscore_compound_names.sdf-
DOCK_SOURCE_FILET11_top5_kcal_zscore_compound_names.sdf-
DOCK_SOURCE_FILET20_top5_kcal_zscore_compound_names.sdf-
DOCK_SOURCE_FORMULAC34H34FN3O4S-
DOCK_SOURCE_FORMULAC34H34FN3O4S-
DOCK_SOURCE_FORMULAC34H34FN3O4S-
DOCK_SOURCE_FORMULAC34H34FN3O4S-
DOCK_SOURCE_HBA5.000000-
DOCK_SOURCE_HBA5.000000-
DOCK_SOURCE_HBA5.000000-
DOCK_SOURCE_HBA5.000000-
DOCK_SOURCE_HBD2.000000-
DOCK_SOURCE_HBD2.000000-
DOCK_SOURCE_HBD2.000000-
DOCK_SOURCE_HBD2.000000-
DOCK_SOURCE_HEAVY_ATOMS43.000000-
DOCK_SOURCE_HEAVY_ATOMS43.000000-
DOCK_SOURCE_HEAVY_ATOMS43.000000-
DOCK_SOURCE_HEAVY_ATOMS43.000000-
DOCK_SOURCE_LOGP5.274620-
DOCK_SOURCE_LOGP5.274620-
DOCK_SOURCE_LOGP5.274620-
DOCK_SOURCE_LOGP5.274620-
DOCK_SOURCE_MW599.728000-
DOCK_SOURCE_MW599.728000-
DOCK_SOURCE_MW599.728000-
DOCK_SOURCE_MW599.728000-
DOCK_SOURCE_NAMEOHD_TB2021_71-
DOCK_SOURCE_NAMEOHD_TB2021_71-
DOCK_SOURCE_NAMEOHD_TB2021_71-
DOCK_SOURCE_NAMEOHD_TB2021_71-
DOCK_SOURCE_RINGS4.000000-
DOCK_SOURCE_RINGS4.000000-
DOCK_SOURCE_RINGS4.000000-
DOCK_SOURCE_RINGS4.000000-
DOCK_SOURCE_TPSA105.230000-
DOCK_SOURCE_TPSA105.230000-
DOCK_SOURCE_TPSA105.230000-
DOCK_SOURCE_TPSA105.230000-
DOCK_STRAIN_DELTA36.637722-
DOCK_STRAIN_DELTA56.791989-
DOCK_STRAIN_DELTA30.339239-
DOCK_STRAIN_DELTA28.674564-
DOCK_STRAIN_OK0-
DOCK_STRAIN_OK0-
DOCK_STRAIN_OK0-
DOCK_STRAIN_OK1-
DOCK_TARGETT02-
DOCK_TARGETT03-
DOCK_TARGETT11-
DOCK_TARGETT20-
EXACT_MASS599.225405788Da
FORMULAC34H34FN3O4S-
HBA5-
HBD2-
LOGP5.274620000000006-
MOL_WEIGHT599.7280000000002g/mol
QED_SCORE0.21780582522042777-
ROTATABLE_BONDS13-
TPSA105.22999999999999A^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
T02 T02 selection_import_t02 1
native pose available
 1.5867119734264483 -22.3579 15 0.71 - Best pose
T20 T20 selection_import_t20 1
native pose available
 1.9444565982844864 -16.2628 7 0.88 - Best pose
T11 T11 selection_import_t11 1
native pose available
 2.0122605666535036 -22.6203 14 0.78 - Best pose
T03 T03 selection_import_t03 1
native pose available
 4.100793611636282 -14.1672 17 0.85 - Best pose
T02 — T02 1 poses · report selection_import_t02
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
62 1.5867119734264483 -0.597913 -22.3579 1 18 15 0.71 0.00 0.00 0.00 - no geometry warning; 18 clashes; 1 protein contact clash; high strain Δ 36.6 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
63 1.9444565982844864 -0.440864 -16.2628 3 15 7 0.88 0.50 1.00 1.00 - no geometry warning; 14 clashes; 5 protein contact clashes; moderate strain Δ 28.7 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
54 2.0122605666535036 -0.586495 -22.6203 4 14 14 0.78 0.60 0.60 0.75 - no geometry warning; 14 clashes; 6 protein contact clashes; high strain Δ 30.3 Open 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
66 4.100793611636282 -0.636299 -14.1672 3 21 17 0.85 0.29 0.20 0.20 - no geometry warning; 21 clashes; 15 protein contact clashes; high strain Δ 56.8 Open pose
Loading PharmaFP-250 analysis…

Drug Similarity

Shared structural fragments with approved drugs — based on faircheckmol profile fingerprint.
Loading drug matches…

Structural Profile Fingerprint

Named-bit fingerprint from curated SMARTS patterns. Each bit = one chemical pattern.

Loading…

ADMET Profile

Computed from structure using RDKit. Indicative only — not a substitute for experimental data.

Loading…

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.
Loading…