FAIRMol

Z15821830

ID 2159

DB Docking_panel_21This detail page is pinned to the current database context.
Back to results Open docking pose (24)
2D structure

SMILES: Cc1ccc(NC(=O)COC(=O)[C@@H](NS(=O)(=O)c2ccc(Cl)cc2)[C@@H](C)O)cc1C

Formula: C20H23ClN2O6S | MW: 454.93200000000013

LogP: 2.1664399999999997 | TPSA: 121.79999999999998

HBA/HBD: 6/3 | RotB: 8

InChIKey: LBJWZYUUHUKGJB-KUHUBIRLSA-N

Recognized patterns

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

Bio motif

Hinge binder (C=O-NH) Hinge binder (NH-C=O) Sulfonamide bioisostere H-bond acceptor O ×5 H-bond donor ×3 Gatekeeper aromatic ×2 Metal chelator ×2 Retro-amide

Functional group

Carbonyl ×2 Amide Ester Secondary amine Alcohol Sulfonamide Chlorine Ether

Ring system

Benzene ×2
3D loads on demand to keep the page fast.

Properties

NameValueUnit
DOCK_BASE_INTER_RANK-0.799132-
DOCK_BASE_INTER_RANK-0.558626-
DOCK_BASE_INTER_RANK-0.519335-
DOCK_BOND_LENGTH_OUTLIERS0.000000-
DOCK_BOND_LENGTH_OUTLIERS0.000000-
DOCK_BOND_LENGTH_OUTLIERS0.000000-
DOCK_CLASH_COUNT10.000000-
DOCK_CLASH_COUNT12.000000-
DOCK_CLASH_COUNT12.000000-
DOCK_CONTACT_COUNT15.000000-
DOCK_CONTACT_COUNT15.000000-
DOCK_CONTACT_COUNT14.000000-
DOCK_EXPERIMENTT11-
DOCK_EXPERIMENTT18-
DOCK_EXPERIMENTT21-
DOCK_EXPERIMENT_ID9-
DOCK_EXPERIMENT_ID16-
DOCK_EXPERIMENT_ID19-
DOCK_FINAL_RANK4.540701-
DOCK_FINAL_RANK5.360636-
DOCK_FINAL_RANK4.229917-
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:ARG1371-
DOCK_IFP::A:ARG1411-
DOCK_IFP::A:ASN1031-
DOCK_IFP::A:CYS521-
DOCK_IFP::A:CYS571-
DOCK_IFP::A:FAD5011-
DOCK_IFP::A:GLU181-
DOCK_IFP::A:GLU1921-
DOCK_IFP::A:GLY1911-
DOCK_IFP::A:GLY491-
DOCK_IFP::A:HIS1021-
DOCK_IFP::A:HIS1381-
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:PRO3361-
DOCK_IFP::A:SER141-
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_IFP::A:VAL581-
DOCK_IFP::B:ARG1131-
DOCK_IFP::B:CYS691-
DOCK_IFP::B:GLY701-
DOCK_IFP::B:GLY741-
DOCK_IFP::B:HIS111-
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_MAX_CLASH_OVERLAP0.623318-
DOCK_MAX_CLASH_OVERLAP0.623328-
DOCK_MAX_CLASH_OVERLAP0.651898-
DOCK_POSE_COUNT8-
DOCK_POSE_COUNT8-
DOCK_POSE_COUNT8-
DOCK_PRE_RANK3.396850-
DOCK_PRE_RANK3.877474-
DOCK_PRE_RANK3.143525-
DOCK_PRIMARY_POSE_ID22352-
DOCK_PRIMARY_POSE_ID44256-
DOCK_PRIMARY_POSE_ID52234-
DOCK_RANKING_MODEinter_strain_penalized-
DOCK_RANKING_MODEinter_strain_penalized-
DOCK_RANKING_MODEinter_strain_penalized-
DOCK_REPORT_IDdockmulti_91311c650f2e_T11-
DOCK_REPORT_IDdockmulti_91311c650f2e_T18-
DOCK_REPORT_IDdockmulti_91311c650f2e_T21-
DOCK_RESIDUE_CONTACTSA:GLU192;A:GLY191;A:HIS144;A:HIS222;A:ILE126;A:LEU194;A:PHE189;A:PHE190;A:PHE51;A:PHE74;A:PRO223;A:THR71;A:VAL187;A:VAL188;A:VAL221-
DOCK_RESIDUE_CONTACTSA:CYS52;A:CYS57;A:FAD501;A:GLU18;A:GLY49;A:ILE339;A:LEU17;A:MET113;A:PRO336;A:SER14;A:THR335;A:TRP21;A:TYR110;A:VAL53;A:VAL58-
DOCK_RESIDUE_CONTACTSA:ARG137;A:ARG141;A:ASN103;A:HIS102;A:HIS138;B:ARG113;B:CYS69;B:GLY70;B:GLY74;B:HIS11;B:PRO12;B:SER43;B:SER71;B:TYR46-
DOCK_SCAFFOLDO=C(COC(=O)CNS(=O)(=O)c1ccccc1)Nc1ccccc1-
DOCK_SCAFFOLDO=C(COC(=O)CNS(=O)(=O)c1ccccc1)Nc1ccccc1-
DOCK_SCAFFOLDO=C(COC(=O)CNS(=O)(=O)c1ccccc1)Nc1ccccc1-
DOCK_SCORE-21.712900-
DOCK_SCORE-15.356600-
DOCK_SCORE-16.198900-
DOCK_SCORE_INTER-23.974000-
DOCK_SCORE_INTER-16.758800-
DOCK_SCORE_INTER-15.580100-
DOCK_SCORE_INTER_KCAL-5.726094-
DOCK_SCORE_INTER_KCAL-4.002772-
DOCK_SCORE_INTER_KCAL-3.721245-
DOCK_SCORE_INTER_NORM-0.799132-
DOCK_SCORE_INTER_NORM-0.558626-
DOCK_SCORE_INTER_NORM-0.519335-
DOCK_SCORE_INTRA2.261110-
DOCK_SCORE_INTRA1.402240-
DOCK_SCORE_INTRA-0.618817-
DOCK_SCORE_INTRA_KCAL0.540057-
DOCK_SCORE_INTRA_KCAL0.334919-
DOCK_SCORE_INTRA_KCAL-0.147802-
DOCK_SCORE_INTRA_NORM0.075370-
DOCK_SCORE_INTRA_NORM0.046741-
DOCK_SCORE_INTRA_NORM-0.020627-
DOCK_SCORE_KCAL-5.186039-
DOCK_SCORE_KCAL-3.667862-
DOCK_SCORE_KCAL-3.869042-
DOCK_SCORE_NORM-0.723762-
DOCK_SCORE_NORM-0.511885-
DOCK_SCORE_NORM-0.539962-
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_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_FILEresults_T11_top1000.sdf-
DOCK_SOURCE_FILEresults_T18_top1000.sdf-
DOCK_SOURCE_FILEresults_T21_top1000.sdf-
DOCK_SOURCE_FORMULAC20H23ClN2O6S-
DOCK_SOURCE_FORMULAC20H23ClN2O6S-
DOCK_SOURCE_FORMULAC20H23ClN2O6S-
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_HEAVY_ATOMS30.000000-
DOCK_SOURCE_HEAVY_ATOMS30.000000-
DOCK_SOURCE_HEAVY_ATOMS30.000000-
DOCK_SOURCE_LOGP2.166440-
DOCK_SOURCE_LOGP2.166440-
DOCK_SOURCE_LOGP2.166440-
DOCK_SOURCE_MW454.932000-
DOCK_SOURCE_MW454.932000-
DOCK_SOURCE_MW454.932000-
DOCK_SOURCE_NAMEZ15821830-
DOCK_SOURCE_NAMEZ15821830-
DOCK_SOURCE_NAMEZ15821830-
DOCK_SOURCE_RINGS2.000000-
DOCK_SOURCE_RINGS2.000000-
DOCK_SOURCE_RINGS2.000000-
DOCK_SOURCE_TPSA121.800000-
DOCK_SOURCE_TPSA121.800000-
DOCK_SOURCE_TPSA121.800000-
DOCK_STRAIN_DELTA31.064175-
DOCK_STRAIN_DELTA36.719361-
DOCK_STRAIN_DELTA30.106542-
DOCK_STRAIN_OK0-
DOCK_STRAIN_OK0-
DOCK_STRAIN_OK0-
DOCK_TARGETT11-
DOCK_TARGETT18-
DOCK_TARGETT21-
EXACT_MASS454.09653513599994Da
FORMULAC20H23ClN2O6S-
HBA6-
HBD3-
LOGP2.1664399999999997-
MOL_WEIGHT454.93200000000013g/mol
QED_SCORE0.5253074655263784-
ROTATABLE_BONDS8-
TPSA121.79999999999998A^2

Samples

BatchAmountPurityState

Containers

NameLocationQR

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
T21 T21 dockmulti_91311c650f2e_T21 8
native pose available
 4.229917442445478 -16.1989 12 0.86 - Best pose
T11 T11 dockmulti_91311c650f2e_T11 8
native pose available
 4.540700995487218 -21.7129 14 0.78 - Best pose
T18 T18 dockmulti_91311c650f2e_T18 8
native pose available
 5.360635681297399 -15.3566 8 0.62 - Best pose
T21 — T21 8 poses · report dockmulti_91311c650f2e_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
2378 4.229917442445478 -0.519335 -16.1989 8 14 12 0.86 0.25 0.22 0.25 - no geometry warning; 12 clashes; 3 protein contact clashes; high strain Δ 30.1 Open pose
2372 5.948064894781313 -0.578509 -10.3404 9 17 13 0.93 0.17 0.11 0.12 - no geometry warning; 10 clashes; 8 protein contact clashes; high strain Δ 39.7 Open pose
2374 6.890833625427399 -0.560973 -16.0601 9 16 12 0.86 0.25 0.22 0.25 - yes excluded; geometry warning; 10 clashes; 1 protein clash; high strain Δ 34.8 Open pose
2376 7.370034997203952 -0.57625 -11.8705 10 13 10 0.71 0.25 0.22 0.25 - yes excluded; geometry warning; 9 clashes; 1 protein clash; high strain Δ 31.0 Open pose
2377 7.719007084409936 -0.811856 -24.8471 7 13 11 0.79 0.17 0.22 0.25 - yes excluded; geometry warning; 11 clashes; 1 protein clash; high strain Δ 32.3 Open pose
2373 8.412380818472677 -0.471817 -11.0814 4 15 9 0.64 0.08 0.11 0.12 - yes excluded; geometry warning; 11 clashes; 1 protein clash; high strain Δ 39.2 Open pose
2375 57.3989132297867 -0.494565 -17.5137 6 13 11 0.79 0.33 0.22 0.25 - yes excluded; geometry warning; 12 clashes; 2 protein clashes Open pose
2371 60.66029984937722 -0.676067 -19.7845 8 14 12 0.86 0.25 0.33 0.38 - yes excluded; geometry warning; 12 clashes; 3 protein clashes Open pose
T11 — T11 8 poses · report dockmulti_91311c650f2e_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
1836 4.540700995487218 -0.799132 -21.7129 7 15 14 0.78 1.00 1.00 1.00 - no geometry warning; 10 clashes; 6 protein contact clashes; high strain Δ 31.1 Open pose
1839 6.0581082979581415 -0.648027 -19.5214 4 16 15 0.83 0.40 0.40 0.75 - no geometry warning; 11 clashes; 10 protein contact clashes; high strain Δ 30.6 Open pose
1840 7.375057576118422 -0.804841 -23.4852 7 15 14 0.78 1.00 1.00 1.00 - yes excluded; geometry warning; 11 clashes; 2 protein clashes; high strain Δ 35.7 Open pose
1833 7.465545367659291 -0.791344 -21.1287 4 17 16 0.89 0.60 0.60 0.75 - yes excluded; geometry warning; 11 clashes; 2 protein clashes; high strain Δ 32.3 Open pose
1837 8.987909700197056 -0.732198 -21.7658 4 17 13 0.72 0.40 0.40 0.50 - yes excluded; geometry warning; 13 clashes; 2 protein clashes; high strain Δ 30.5 Open pose
1835 10.335679862518143 -0.580865 -12.7221 3 15 12 0.67 0.40 0.40 0.50 - yes excluded; geometry warning; 12 clashes; 2 protein clashes; high strain Δ 38.5 Open pose
1838 59.01982445899404 -0.578523 -16.7392 4 13 12 0.67 0.60 0.60 0.75 - yes excluded; geometry warning; 8 clashes; 4 protein clashes Open pose
1834 59.9812114652983 -0.734477 -19.036 5 14 13 0.72 0.60 0.60 0.75 - yes excluded; geometry warning; 10 clashes; 4 protein clashes Open pose
T18 — T18 8 poses · report dockmulti_91311c650f2e_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
2169 5.360635681297399 -0.558626 -15.3566 5 15 8 0.62 - - - - no geometry warning; 12 clashes; 6 protein contact clashes; high strain Δ 36.7 Open pose
2172 5.360804015003694 -0.502909 -11.0588 3 13 8 0.62 - - - - no geometry warning; 12 clashes; 5 protein contact clashes; high strain Δ 38.1 Open pose
2166 5.903771376385912 -0.508594 -16.9948 4 12 9 0.69 - - - - no geometry warning; 14 clashes; 5 protein contact clashes; high strain Δ 41.4 Open pose
2168 5.664175475976614 -0.548929 -12.4397 4 7 7 0.54 - - - - yes excluded; geometry warning; 11 clashes; 1 protein clash; high strain Δ 36.1 Open pose
2173 6.08289901447893 -0.515545 -15.0854 3 14 10 0.77 - - - - yes excluded; geometry warning; 9 clashes; 1 protein clash; high strain Δ 37.6 Open pose
2171 9.265518381877579 -0.689361 -19.5337 6 13 8 0.62 - - - - yes excluded; geometry warning; 13 clashes; 2 protein clashes; high strain Δ 30.1 Open pose
2167 56.20580209714572 -0.566273 -13.0573 4 11 8 0.62 - - - - yes excluded; geometry warning; 10 clashes; 2 protein clashes Open pose
2170 58.846297700164314 -0.615753 -15.383 4 17 8 0.62 - - - - yes excluded; geometry warning; 10 clashes; 3 protein clashes Open pose

Heterocycles & Functional Groups

Analysis powered by faircheckmol_nodb — click any item to highlight its atoms in the structure.
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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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⚗ AI Structural Analysis

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