FAIRMol

MK33

ID 395

DB SELECTIONThis detail page is pinned to the current database context.
Back to results Open docking pose (3)
2D structure

SMILES: Cc1c(C)c2c(c(CC[N@H+](C)CCc3ccc(NS(C)(=O)=O)cc3)c1O)CCC(C)(C)O2

Formula: C25H37N2O4S+ | MW: 461.6480000000002

LogP: 2.784040000000001 | TPSA: 80.07000000000001

HBA/HBD: 4/3 | RotB: 8

InChIKey: ORYROLMMLFHLPM-UHFFFAOYSA-O

Recognized patterns

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

Bio motif

Hydroquinone Sulfonamide bioisostere H-bond acceptor O ×3 H-bond donor ×3 Gatekeeper aromatic ×2

Functional group

Phenol Sulfonamide Aryl ether Ether

Ring system

Benzene ×2 Chromane Chromene

Properties

NameValueUnit
DOCK_BASE_INTER_RANK-0.843483-
DOCK_BASE_INTER_RANK-0.830247-
DOCK_BASE_INTER_RANK-0.604967-
DOCK_BOND_LENGTH_OUTLIERS0.000000-
DOCK_BOND_LENGTH_OUTLIERS0.000000-
DOCK_BOND_LENGTH_OUTLIERS0.000000-
DOCK_CLASH_COUNT14.000000-
DOCK_CLASH_COUNT14.000000-
DOCK_CLASH_COUNT12.000000-
DOCK_CONTACT_COUNT18.000000-
DOCK_CONTACT_COUNT17.000000-
DOCK_CONTACT_COUNT11.000000-
DOCK_EXPERIMENTT01-
DOCK_EXPERIMENTT11-
DOCK_EXPERIMENTT20-
DOCK_EXPERIMENT_ID1-
DOCK_EXPERIMENT_ID11-
DOCK_EXPERIMENT_ID20-
DOCK_FINAL_RANK2.319066-
DOCK_FINAL_RANK3.818078-
DOCK_FINAL_RANK3.741446-
DOCK_GEOMETRY_ALERTwarning-
DOCK_GEOMETRY_ALERTwarning-
DOCK_GEOMETRY_ALERTwarning-
DOCK_GEOM_OK0-
DOCK_GEOM_OK0-
DOCK_GEOM_OK0-
DOCK_HARD_GEOMETRY_FAIL0-
DOCK_HARD_GEOMETRY_FAIL0-
DOCK_HARD_GEOMETRY_FAIL0-
DOCK_IFP::A:ALA101-
DOCK_IFP::A:ALA401-
DOCK_IFP::A:ARG291-
DOCK_IFP::A:ARG4721-
DOCK_IFP::A:ASN1251-
DOCK_IFP::A:ASN4021-
DOCK_IFP::A:ASN651-
DOCK_IFP::A:GLN1241-
DOCK_IFP::A:GLU1921-
DOCK_IFP::A:GLU311-
DOCK_IFP::A:GLU4671-
DOCK_IFP::A:GLY1911-
DOCK_IFP::A:HIS1441-
DOCK_IFP::A:HIS2221-
DOCK_IFP::A:ILE1261-
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:MET4711-
DOCK_IFP::A:NAP2011-
DOCK_IFP::A:PHE1891-
DOCK_IFP::A:PHE1901-
DOCK_IFP::A:PHE321-
DOCK_IFP::A:PHE351-
DOCK_IFP::A:PHE3961-
DOCK_IFP::A:PHE511-
DOCK_IFP::A:PHE741-
DOCK_IFP::A:PRO2231-
DOCK_IFP::A:PRO271-
DOCK_IFP::A:PRO3981-
DOCK_IFP::A:SER3941-
DOCK_IFP::A:SER4701-
DOCK_IFP::A:THR3971-
DOCK_IFP::A:THR571-
DOCK_IFP::A:THR711-
DOCK_IFP::A:TRP251-
DOCK_IFP::A:TYR1221-
DOCK_IFP::A:TYR4551-
DOCK_IFP::A:VAL1161-
DOCK_IFP::A:VAL1881-
DOCK_IFP::A:VAL2211-
DOCK_IFP::A:VAL91-
DOCK_IMPORT_SCOPEbest_by_name-
DOCK_IMPORT_SCOPEbest_by_name-
DOCK_IMPORT_SCOPEbest_by_name-
DOCK_MAX_CLASH_OVERLAP0.620113-
DOCK_MAX_CLASH_OVERLAP0.620210-
DOCK_MAX_CLASH_OVERLAP0.613723-
DOCK_POSE_COUNT1-
DOCK_POSE_COUNT1-
DOCK_POSE_COUNT1-
DOCK_PRE_RANK2.238203-
DOCK_PRE_RANK3.748308-
DOCK_PRE_RANK3.665405-
DOCK_PRIMARY_POSE_ID321-
DOCK_PRIMARY_POSE_ID7018-
DOCK_PRIMARY_POSE_ID13181-
DOCK_RANKING_MODEinter_strain_penalized-
DOCK_RANKING_MODEinter_strain_penalized-
DOCK_RANKING_MODEinter_strain_penalized-
DOCK_REPORT_IDselection_import_t01-
DOCK_REPORT_IDselection_import_t11-
DOCK_REPORT_IDselection_import_t20-
DOCK_RESIDUE_CONTACTSA:ALA10;A:ARG29;A:ASN65;A:GLU31;A:ILE61;A:ILE8;A:LEU23;A:LEU28;A:LEU68;A:NAP201;A:PHE32;A:PHE35;A:PRO27;A:THR57;A:TRP25;A:TYR122;A:VAL116;A:VAL9-
DOCK_RESIDUE_CONTACTSA:ALA40;A:ASN125;A:GLN124;A:GLU192;A:GLY191;A:HIS144;A:HIS222;A:ILE126;A:LEU194;A:PHE189;A:PHE190;A:PHE51;A:PHE74;A:PRO223;A:THR71;A:VAL188;A:VAL221-
DOCK_RESIDUE_CONTACTSA:ARG472;A:ASN402;A:GLU467;A:LEU399;A:MET471;A:PHE396;A:PRO398;A:SER394;A:SER470;A:THR397;A:TYR455-
DOCK_SCAFFOLDc1ccc(CC[NH2+]CCc2cccc3c2CCCO3)cc1-
DOCK_SCAFFOLDc1ccc(CC[NH2+]CCc2cccc3c2CCCO3)cc1-
DOCK_SCAFFOLDc1ccc(CC[NH2+]CCc2cccc3c2CCCO3)cc1-
DOCK_SCORE-22.237600-
DOCK_SCORE-17.907800-
DOCK_SCORE-16.282300-
DOCK_SCORE_INTER-26.991400-
DOCK_SCORE_INTER-26.567900-
DOCK_SCORE_INTER-19.358900-
DOCK_SCORE_INTER_KCAL-6.446788-
DOCK_SCORE_INTER_KCAL-6.345637-
DOCK_SCORE_INTER_KCAL-4.623796-
DOCK_SCORE_INTER_NORM-0.843483-
DOCK_SCORE_INTER_NORM-0.830247-
DOCK_SCORE_INTER_NORM-0.604967-
DOCK_SCORE_INTRA4.753870-
DOCK_SCORE_INTRA8.449090-
DOCK_SCORE_INTRA3.076630-
DOCK_SCORE_INTRA_KCAL1.135443-
DOCK_SCORE_INTRA_KCAL2.018031-
DOCK_SCORE_INTRA_KCAL0.734841-
DOCK_SCORE_INTRA_NORM0.148559-
DOCK_SCORE_INTRA_NORM0.264034-
DOCK_SCORE_INTRA_NORM0.096144-
DOCK_SCORE_KCAL-5.311362-
DOCK_SCORE_KCAL-4.277206-
DOCK_SCORE_KCAL-3.888962-
DOCK_SCORE_NORM-0.694924-
DOCK_SCORE_NORM-0.559618-
DOCK_SCORE_NORM-0.508822-
DOCK_SCORE_RESTR0.000000-
DOCK_SCORE_RESTR0.211031-
DOCK_SCORE_RESTR0.000000-
DOCK_SCORE_RESTR_NORM0.000000-
DOCK_SCORE_RESTR_NORM0.006595-
DOCK_SCORE_RESTR_NORM0.000000-
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_SELECTION_EXCLUDED0-
DOCK_SELECTION_EXCLUDED0-
DOCK_SELECTION_EXCLUDED0-
DOCK_SEVERE_CLASH_COUNT0.000000-
DOCK_SEVERE_CLASH_COUNT0.000000-
DOCK_SEVERE_CLASH_COUNT0.000000-
DOCK_SOURCE_FILET01_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_FORMULAC25H37N2O4S+-
DOCK_SOURCE_FORMULAC25H37N2O4S+-
DOCK_SOURCE_FORMULAC25H37N2O4S+-
DOCK_SOURCE_HBA4.000000-
DOCK_SOURCE_HBA4.000000-
DOCK_SOURCE_HBA4.000000-
DOCK_SOURCE_HBD3.000000-
DOCK_SOURCE_HBD3.000000-
DOCK_SOURCE_HBD3.000000-
DOCK_SOURCE_HEAVY_ATOMS32.000000-
DOCK_SOURCE_HEAVY_ATOMS32.000000-
DOCK_SOURCE_HEAVY_ATOMS32.000000-
DOCK_SOURCE_LOGP2.784040-
DOCK_SOURCE_LOGP2.784040-
DOCK_SOURCE_LOGP2.784040-
DOCK_SOURCE_MW461.648000-
DOCK_SOURCE_MW461.648000-
DOCK_SOURCE_MW461.648000-
DOCK_SOURCE_NAMEMK33-
DOCK_SOURCE_NAMEMK33-
DOCK_SOURCE_NAMEMK33-
DOCK_SOURCE_RINGS3.000000-
DOCK_SOURCE_RINGS3.000000-
DOCK_SOURCE_RINGS3.000000-
DOCK_SOURCE_TPSA80.070000-
DOCK_SOURCE_TPSA80.070000-
DOCK_SOURCE_TPSA80.070000-
DOCK_STRAIN_DELTA48.313251-
DOCK_STRAIN_DELTA43.730217-
DOCK_STRAIN_DELTA46.348476-
DOCK_STRAIN_OK0-
DOCK_STRAIN_OK0-
DOCK_STRAIN_OK0-
DOCK_TARGETT01-
DOCK_TARGETT11-
DOCK_TARGETT20-
EXACT_MASS461.24685508408993Da
FORMULAC25H37N2O4S+-
HBA4-
HBD3-
LOGP2.784040000000001-
MOL_WEIGHT461.6480000000002g/mol
QED_SCORE0.5648320234718931-
ROTATABLE_BONDS8-
TPSA80.07000000000001A^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
T01 T01 selection_import_t01 1
native pose available
 2.3190664543888877 -22.2376 14 0.67 - Best pose
T20 T20 selection_import_t20 1
native pose available
 3.741445713545639 -16.2823 8 1.00 - Best pose
T11 T11 selection_import_t11 1
native pose available
 3.8180782023918276 -17.9078 13 0.72 - Best pose
T01 — T01 1 poses · report selection_import_t01
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
321 2.3190664543888877 -0.843483 -22.2376 3 18 14 0.67 0.40 0.40 0.40 - no geometry warning; 14 clashes; 1 protein clash; high strain Δ 48.3 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
302 3.741445713545639 -0.604967 -16.2823 8 11 8 1.00 0.50 1.00 1.00 - no geometry warning; 12 clashes; 2 protein clashes; high strain Δ 46.3 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
244 3.8180782023918276 -0.830247 -17.9078 4 17 13 0.72 0.20 0.20 0.50 - no geometry warning; 14 clashes; 2 protein clashes; high strain Δ 43.7 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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