FAIRMol

Z31546448

ID 2030

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

SMILES: CSCC[C@@H](NS(=O)(=O)c1ccc(C)cc1)C(=O)NNC(=O)c1csc(N2CCOCC2)n1

Formula: C20H27N5O5S3 | MW: 513.6670000000003

LogP: 1.1493200000000006 | TPSA: 129.73

HBA/HBD: 9/3 | RotB: 9

InChIKey: UHTHTRKDRDVHLD-MRXNPFEDSA-N

Recognized patterns

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

Bio motif

Peptide backbone Hinge binder (C=O-NH) ×2 Hinge binder (NH-C=O) ×2 Sulfonamide bioisostere H-bond acceptor N ×2 H-bond acceptor O ×5 H-bond donor ×3 Gatekeeper aromatic Metal chelator ×2 Retro-amide P-gp efflux flag

Functional group

Carbonyl ×2 Amide ×2 Tertiary amine Sulfonamide Sulfide Hydrazine Ether

Ring system

Benzene Thiazole

Properties

NameValueUnit
DOCK_BASE_INTER_RANK-0.880014-
DOCK_BASE_INTER_RANK-0.734099-
DOCK_BASE_INTER_RANK-1.015810-
DOCK_BASE_INTER_RANK-0.732557-
DOCK_BOND_LENGTH_OUTLIERS0.000000-
DOCK_BOND_LENGTH_OUTLIERS0.000000-
DOCK_BOND_LENGTH_OUTLIERS0.000000-
DOCK_BOND_LENGTH_OUTLIERS0.000000-
DOCK_CLASH_COUNT11.000000-
DOCK_CLASH_COUNT16.000000-
DOCK_CLASH_COUNT10.000000-
DOCK_CLASH_COUNT9.000000-
DOCK_CONTACT_COUNT16.000000-
DOCK_CONTACT_COUNT21.000000-
DOCK_CONTACT_COUNT16.000000-
DOCK_CONTACT_COUNT15.000000-
DOCK_EXPERIMENTT05-
DOCK_EXPERIMENTT06-
DOCK_EXPERIMENTT08-
DOCK_EXPERIMENTT21-
DOCK_EXPERIMENT_ID5-
DOCK_EXPERIMENT_ID6-
DOCK_EXPERIMENT_ID8-
DOCK_EXPERIMENT_ID21-
DOCK_FINAL_RANK1.342662-
DOCK_FINAL_RANK1.697666-
DOCK_FINAL_RANK0.625500-
DOCK_FINAL_RANK2.915060-
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:ALA2121-
DOCK_IFP::A:ALA341-
DOCK_IFP::A:ARG1001-
DOCK_IFP::A:ARG1371-
DOCK_IFP::A:ARG141-
DOCK_IFP::A:ARG1411-
DOCK_IFP::A:ARG171-
DOCK_IFP::A:ARG591-
DOCK_IFP::A:ASN1031-
DOCK_IFP::A:ASP1611-
DOCK_IFP::A:ASP1811-
DOCK_IFP::A:ASP541-
DOCK_IFP::A:CYS1681-
DOCK_IFP::A:GLN561-
DOCK_IFP::A:GLY2051-
DOCK_IFP::A:GLY2251-
DOCK_IFP::A:HIS1021-
DOCK_IFP::A:HIS2411-
DOCK_IFP::A:ILE1601-
DOCK_IFP::A:ILE471-
DOCK_IFP::A:LEU1881-
DOCK_IFP::A:LEU2081-
DOCK_IFP::A:LEU2091-
DOCK_IFP::A:LEU2261-
DOCK_IFP::A:LEU2291-
DOCK_IFP::A:LEU901-
DOCK_IFP::A:LEU971-
DOCK_IFP::A:LYS131-
DOCK_IFP::A:MET1631-
DOCK_IFP::A:MET1831-
DOCK_IFP::A:MET2331-
DOCK_IFP::A:MET551-
DOCK_IFP::A:MET981-
DOCK_IFP::A:NAP3011-
DOCK_IFP::A:NDP3011-
DOCK_IFP::A:NDP3021-
DOCK_IFP::A:PHE1131-
DOCK_IFP::A:PHE581-
DOCK_IFP::A:PHE941-
DOCK_IFP::A:PHE971-
DOCK_IFP::A:PRO2101-
DOCK_IFP::A:PRO911-
DOCK_IFP::A:SER1111-
DOCK_IFP::A:SER1121-
DOCK_IFP::A:THR1841-
DOCK_IFP::A:THR861-
DOCK_IFP::A:TRP2211-
DOCK_IFP::A:TRP491-
DOCK_IFP::A:TYR1661-
DOCK_IFP::A:TYR1741-
DOCK_IFP::A:TYR1941-
DOCK_IFP::A:TYR571-
DOCK_IFP::A:TYR941-
DOCK_IFP::A:VAL2061-
DOCK_IFP::A:VAL2111-
DOCK_IFP::A:VAL2301-
DOCK_IFP::A:VAL321-
DOCK_IFP::A:VAL331-
DOCK_IFP::B:ARG1131-
DOCK_IFP::B:GLY701-
DOCK_IFP::B:GLY741-
DOCK_IFP::B:HIS111-
DOCK_IFP::B:ILE731-
DOCK_IFP::B:PRO121-
DOCK_IFP::B:SER431-
DOCK_IFP::B:SER711-
DOCK_IFP::B:TYR461-
DOCK_IFP::D:ARG2871-
DOCK_IMPORT_SCOPEbest_by_name-
DOCK_IMPORT_SCOPEbest_by_name-
DOCK_IMPORT_SCOPEbest_by_name-
DOCK_IMPORT_SCOPEbest_by_name-
DOCK_MAX_CLASH_OVERLAP0.613086-
DOCK_MAX_CLASH_OVERLAP0.617541-
DOCK_MAX_CLASH_OVERLAP0.705107-
DOCK_MAX_CLASH_OVERLAP0.613031-
DOCK_POSE_COUNT1-
DOCK_POSE_COUNT1-
DOCK_POSE_COUNT1-
DOCK_POSE_COUNT1-
DOCK_PRE_RANK1.192005-
DOCK_PRE_RANK1.601214-
DOCK_PRE_RANK0.492082-
DOCK_PRE_RANK2.835387-
DOCK_PRIMARY_POSE_ID3062-
DOCK_PRIMARY_POSE_ID3757-
DOCK_PRIMARY_POSE_ID5141-
DOCK_PRIMARY_POSE_ID13966-
DOCK_RANKING_MODEinter_strain_penalized-
DOCK_RANKING_MODEinter_strain_penalized-
DOCK_RANKING_MODEinter_strain_penalized-
DOCK_RANKING_MODEinter_strain_penalized-
DOCK_REPORT_IDselection_import_t05-
DOCK_REPORT_IDselection_import_t06-
DOCK_REPORT_IDselection_import_t08-
DOCK_REPORT_IDselection_import_t21-
DOCK_RESIDUE_CONTACTSA:ARG17;A:ASP181;A:GLY225;A:HIS241;A:LEU188;A:LEU226;A:LEU229;A:MET183;A:MET233;A:NDP302;A:PHE113;A:SER111;A:SER112;A:TYR194;A:VAL230;D:ARG287-
DOCK_RESIDUE_CONTACTSA:ALA34;A:ARG100;A:ARG59;A:ASP54;A:GLN56;A:ILE160;A:ILE47;A:LEU90;A:LEU97;A:MET55;A:NDP301;A:PHE58;A:PHE94;A:PRO91;A:THR184;A:THR86;A:TRP49;A:TYR166;A:TYR57;A:VAL32;A:VAL33-
DOCK_RESIDUE_CONTACTSA:ALA212;A:ARG14;A:ASP161;A:CYS168;A:GLY205;A:LEU208;A:LEU209;A:LYS13;A:MET163;A:NAP301;A:PHE97;A:PRO210;A:TRP221;A:TYR174;A:VAL206;A:VAL211-
DOCK_RESIDUE_CONTACTSA:ARG137;A:ARG141;A:ASN103;A:HIS102;A:MET98;A:TYR94;B:ARG113;B:GLY70;B:GLY74;B:HIS11;B:ILE73;B:PRO12;B:SER43;B:SER71;B:TYR46-
DOCK_SCAFFOLDO=C(CNS(=O)(=O)c1ccccc1)NNC(=O)c1csc(N2CCOCC2)n1-
DOCK_SCAFFOLDO=C(CNS(=O)(=O)c1ccccc1)NNC(=O)c1csc(N2CCOCC2)n1-
DOCK_SCAFFOLDO=C(CNS(=O)(=O)c1ccccc1)NNC(=O)c1csc(N2CCOCC2)n1-
DOCK_SCAFFOLDO=C(CNS(=O)(=O)c1ccccc1)NNC(=O)c1csc(N2CCOCC2)n1-
DOCK_SCORE-26.164200-
DOCK_SCORE-26.253900-
DOCK_SCORE-32.204200-
DOCK_SCORE-23.070500-
DOCK_SCORE_INTER-29.040500-
DOCK_SCORE_INTER-24.225300-
DOCK_SCORE_INTER-33.521900-
DOCK_SCORE_INTER-24.174400-
DOCK_SCORE_INTER_KCAL-6.936207-
DOCK_SCORE_INTER_KCAL-5.786116-
DOCK_SCORE_INTER_KCAL-8.006572-
DOCK_SCORE_INTER_KCAL-5.773959-
DOCK_SCORE_INTER_NORM-0.880014-
DOCK_SCORE_INTER_NORM-0.734099-
DOCK_SCORE_INTER_NORM-1.015810-
DOCK_SCORE_INTER_NORM-0.732557-
DOCK_SCORE_INTRA2.876290-
DOCK_SCORE_INTRA-2.044950-
DOCK_SCORE_INTRA1.303660-
DOCK_SCORE_INTRA1.103850-
DOCK_SCORE_INTRA_KCAL0.686990-
DOCK_SCORE_INTRA_KCAL-0.488428-
DOCK_SCORE_INTRA_KCAL0.311374-
DOCK_SCORE_INTRA_KCAL0.263650-
DOCK_SCORE_INTRA_NORM0.087160-
DOCK_SCORE_INTRA_NORM-0.061968-
DOCK_SCORE_INTRA_NORM0.039505-
DOCK_SCORE_INTRA_NORM0.033450-
DOCK_SCORE_KCAL-6.249215-
DOCK_SCORE_KCAL-6.270639-
DOCK_SCORE_KCAL-7.691844-
DOCK_SCORE_KCAL-5.510297-
DOCK_SCORE_NORM-0.792854-
DOCK_SCORE_NORM-0.795573-
DOCK_SCORE_NORM-0.975884-
DOCK_SCORE_NORM-0.699107-
DOCK_SCORE_RESTR0.000000-
DOCK_SCORE_RESTR0.016319-
DOCK_SCORE_RESTR0.014056-
DOCK_SCORE_RESTR0.000000-
DOCK_SCORE_RESTR_NORM0.000000-
DOCK_SCORE_RESTR_NORM0.000495-
DOCK_SCORE_RESTR_NORM0.000426-
DOCK_SCORE_RESTR_NORM0.000000-
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_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_FILET05_top5_kcal_zscore_compound_names.sdf-
DOCK_SOURCE_FILET06_top5_kcal_zscore_compound_names.sdf-
DOCK_SOURCE_FILET08_top5_kcal_zscore_compound_names.sdf-
DOCK_SOURCE_FILET21_top5_kcal_zscore_compound_names.sdf-
DOCK_SOURCE_FORMULAC20H27N5O5S3-
DOCK_SOURCE_FORMULAC20H27N5O5S3-
DOCK_SOURCE_FORMULAC20H27N5O5S3-
DOCK_SOURCE_FORMULAC20H27N5O5S3-
DOCK_SOURCE_HBA9.000000-
DOCK_SOURCE_HBA9.000000-
DOCK_SOURCE_HBA9.000000-
DOCK_SOURCE_HBA9.000000-
DOCK_SOURCE_HBD3.000000-
DOCK_SOURCE_HBD3.000000-
DOCK_SOURCE_HBD3.000000-
DOCK_SOURCE_HBD3.000000-
DOCK_SOURCE_HEAVY_ATOMS33.000000-
DOCK_SOURCE_HEAVY_ATOMS33.000000-
DOCK_SOURCE_HEAVY_ATOMS33.000000-
DOCK_SOURCE_HEAVY_ATOMS33.000000-
DOCK_SOURCE_LOGP1.149320-
DOCK_SOURCE_LOGP1.149320-
DOCK_SOURCE_LOGP1.149320-
DOCK_SOURCE_LOGP1.149320-
DOCK_SOURCE_MW513.667000-
DOCK_SOURCE_MW513.667000-
DOCK_SOURCE_MW513.667000-
DOCK_SOURCE_MW513.667000-
DOCK_SOURCE_NAMEZ31546448-
DOCK_SOURCE_NAMEZ31546448-
DOCK_SOURCE_NAMEZ31546448-
DOCK_SOURCE_NAMEZ31546448-
DOCK_SOURCE_RINGS3.000000-
DOCK_SOURCE_RINGS3.000000-
DOCK_SOURCE_RINGS3.000000-
DOCK_SOURCE_RINGS3.000000-
DOCK_SOURCE_TPSA129.730000-
DOCK_SOURCE_TPSA129.730000-
DOCK_SOURCE_TPSA129.730000-
DOCK_SOURCE_TPSA129.730000-
DOCK_STRAIN_DELTA74.402182-
DOCK_STRAIN_DELTA54.442546-
DOCK_STRAIN_DELTA68.188676-
DOCK_STRAIN_DELTA47.831771-
DOCK_STRAIN_OK0-
DOCK_STRAIN_OK0-
DOCK_STRAIN_OK0-
DOCK_STRAIN_OK0-
DOCK_TARGETT05-
DOCK_TARGETT06-
DOCK_TARGETT08-
DOCK_TARGETT21-
EXACT_MASS513.1174319639999Da
FORMULAC20H27N5O5S3-
HBA9-
HBD3-
LOGP1.1493200000000006-
MOL_WEIGHT513.6670000000003g/mol
QED_SCORE0.42600434970111956-
ROTATABLE_BONDS9-
TPSA129.73A^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
T08 T08 selection_import_t08 1
native pose available
 0.6254999595171487 -32.2042 12 0.63 - Best pose
T05 T05 selection_import_t05 1
native pose available
 1.3426619776676263 -26.1642 13 0.76 - Best pose
T06 T06 selection_import_t06 1
native pose available
 1.6976660999263717 -26.2539 18 0.86 - Best pose
T21 T21 selection_import_t21 1
native pose available
 2.915060421139864 -23.0705 11 0.79 - Best pose
T08 — T08 1 poses · report selection_import_t08
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
400 0.6254999595171487 -1.01581 -32.2042 14 16 12 0.63 0.50 0.40 0.60 - no geometry warning; 10 clashes; 2 protein contact clashes; 5 cofactor-context clashes; high strain Δ 68.2 Open pose
T05 — T05 1 poses · report selection_import_t05
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
352 1.3426619776676263 -0.880014 -26.1642 10 16 13 0.76 0.29 0.33 0.40 - no geometry warning; 11 clashes; 5 protein contact clashes; 1 severe cofactor-context clash; high strain Δ 74.4 Open pose
T06 — T06 1 poses · report selection_import_t06
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
371 1.6976660999263717 -0.734099 -26.2539 4 21 18 0.86 0.00 0.00 0.00 - no geometry warning; 16 clashes; 4 protein contact clashes; 2 cofactor-context clashes; high strain Δ 54.4 Open pose
T21 — T21 1 poses · report selection_import_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
408 2.915060421139864 -0.732557 -23.0705 8 15 11 0.79 0.33 0.33 0.38 - no geometry warning; 9 clashes; 1 protein clash; high strain Δ 47.8 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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