FAIRMol

Z31545384

ID 2224

DB fairmolThis detail page is pinned to the current database context.
Back to results Open docking pose (5)
2D structure

SMILES: CSCC[C@@H](NS(=O)(=O)c1ccccc1F)C(=O)NNC(=O)c1csc(N2CCOCC2)n1

Formula: C19H24FN5O5S3 | MW: 517.6300000000002

LogP: 0.9800000000000002 | TPSA: 129.73

HBA/HBD: 9/3 | RotB: 9

InChIKey: BTVTYTFKDAIDDQ-CQSZACIVSA-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 Fluorine Sulfide Hydrazine Ether

Ring system

Benzene Thiazole

Properties

NameValueUnit
DOCK_BASE_INTER_RANK-0.733583-
DOCK_BASE_INTER_RANK-0.627912-
DOCK_BASE_INTER_RANK-0.908850-
DOCK_BASE_INTER_RANK-0.916067-
DOCK_BASE_INTER_RANK-1.057540-
DOCK_BOND_LENGTH_OUTLIERS0.000000-
DOCK_BOND_LENGTH_OUTLIERS0.000000-
DOCK_BOND_LENGTH_OUTLIERS0.000000-
DOCK_BOND_LENGTH_OUTLIERS0.000000-
DOCK_BOND_LENGTH_OUTLIERS0.000000-
DOCK_CLASH_COUNT14.000000-
DOCK_CLASH_COUNT8.000000-
DOCK_CLASH_COUNT14.000000-
DOCK_CLASH_COUNT8.000000-
DOCK_CLASH_COUNT7.000000-
DOCK_CONTACT_COUNT14.000000-
DOCK_CONTACT_COUNT14.000000-
DOCK_CONTACT_COUNT17.000000-
DOCK_CONTACT_COUNT23.000000-
DOCK_CONTACT_COUNT14.000000-
DOCK_EXPERIMENTT12-
DOCK_EXPERIMENTT22-
DOCK_EXPERIMENTT05-
DOCK_EXPERIMENTT18-
DOCK_EXPERIMENTT15-
DOCK_EXPERIMENT_ID12-
DOCK_EXPERIMENT_ID5-
DOCK_EXPERIMENT_ID18-
DOCK_EXPERIMENT_ID15-
DOCK_EXPERIMENT_ID22-
DOCK_FINAL_RANK2.948756-
DOCK_FINAL_RANK3.610435-
DOCK_FINAL_RANK3.242629-
DOCK_FINAL_RANK3.838659-
DOCK_FINAL_RANK3.085153-
DOCK_GEOMETRY_ALERTwarning-
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_GEOM_OK0-
DOCK_HARD_GEOMETRY_FAIL0-
DOCK_HARD_GEOMETRY_FAIL0-
DOCK_HARD_GEOMETRY_FAIL0-
DOCK_HARD_GEOMETRY_FAIL0-
DOCK_HARD_GEOMETRY_FAIL0-
DOCK_IFP::A:ALA1581-
DOCK_IFP::A:ALA241-
DOCK_IFP::A:ALA701-
DOCK_IFP::A:ARG1401-
DOCK_IFP::A:ARG1441-
DOCK_IFP::A:ARG171-
DOCK_IFP::A:ASN1061-
DOCK_IFP::A:ASN1261-
DOCK_IFP::A:ASP1161-
DOCK_IFP::A:ASP1291-
DOCK_IFP::A:ASP1811-
DOCK_IFP::A:ASP681-
DOCK_IFP::A:GLN421-
DOCK_IFP::A:GLU181-
DOCK_IFP::A:GLU431-
DOCK_IFP::A:GLU731-
DOCK_IFP::A:GLY1121-
DOCK_IFP::A:GLY131-
DOCK_IFP::A:GLY2251-
DOCK_IFP::A:GLY231-
DOCK_IFP::A:GLY251-
DOCK_IFP::A:GLY471-
DOCK_IFP::A:GLY711-
DOCK_IFP::A:HIS1051-
DOCK_IFP::A:HIS1411-
DOCK_IFP::A:HIS2411-
DOCK_IFP::A:ILE3391-
DOCK_IFP::A:LEU1301-
DOCK_IFP::A:LEU171-
DOCK_IFP::A:LEU1881-
DOCK_IFP::A:LEU2261-
DOCK_IFP::A:LEU2291-
DOCK_IFP::A:LYS1081-
DOCK_IFP::A:LYS1271-
DOCK_IFP::A:LYS1591-
DOCK_IFP::A:LYS261-
DOCK_IFP::A:MET1011-
DOCK_IFP::A:MET1131-
DOCK_IFP::A:MET1831-
DOCK_IFP::A:MET2331-
DOCK_IFP::A:NDP3021-
DOCK_IFP::A:PHE1131-
DOCK_IFP::A:PHE381-
DOCK_IFP::A:SER1091-
DOCK_IFP::A:SER141-
DOCK_IFP::A:SER221-
DOCK_IFP::A:SER271-
DOCK_IFP::A:SER281-
DOCK_IFP::A:THR1171-
DOCK_IFP::A:THR3351-
DOCK_IFP::A:THR441-
DOCK_IFP::A:THR691-
DOCK_IFP::A:TRP211-
DOCK_IFP::A:TYR1101-
DOCK_IFP::A:TYR1941-
DOCK_IFP::A:TYR971-
DOCK_IFP::A:VAL2301-
DOCK_IFP::B:ALA2091-
DOCK_IFP::B:ALA901-
DOCK_IFP::B:ARG1161-
DOCK_IFP::B:ARG461-
DOCK_IFP::B:ASP131-
DOCK_IFP::B:CYS721-
DOCK_IFP::B:GLY2141-
DOCK_IFP::B:GLY2151-
DOCK_IFP::B:GLY2461-
DOCK_IFP::B:GLY731-
DOCK_IFP::B:GLY771-
DOCK_IFP::B:HIS141-
DOCK_IFP::B:ILE151-
DOCK_IFP::B:LYS2111-
DOCK_IFP::B:LYS2161-
DOCK_IFP::B:LYS891-
DOCK_IFP::B:MET701-
DOCK_IFP::B:PRO1871-
DOCK_IFP::B:PRO2121-
DOCK_IFP::B:PRO2131-
DOCK_IFP::B:SER741-
DOCK_IFP::B:TYR2101-
DOCK_IFP::B:TYR491-
DOCK_IFP::B:VAL881-
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_IMPORT_SCOPEbest_by_name-
DOCK_MAX_CLASH_OVERLAP0.609504-
DOCK_MAX_CLASH_OVERLAP0.678881-
DOCK_MAX_CLASH_OVERLAP0.609519-
DOCK_MAX_CLASH_OVERLAP0.609199-
DOCK_MAX_CLASH_OVERLAP0.609883-
DOCK_POSE_COUNT1-
DOCK_POSE_COUNT1-
DOCK_POSE_COUNT1-
DOCK_POSE_COUNT1-
DOCK_POSE_COUNT1-
DOCK_PRE_RANK3.734252-
DOCK_PRE_RANK3.515246-
DOCK_PRE_RANK2.824007-
DOCK_PRE_RANK3.152145-
DOCK_PRE_RANK2.959036-
DOCK_PRIMARY_POSE_ID14767-
DOCK_PRIMARY_POSE_ID7969-
DOCK_PRIMARY_POSE_ID12076-
DOCK_PRIMARY_POSE_ID3218-
DOCK_PRIMARY_POSE_ID10057-
DOCK_RANKING_MODEinter_strain_penalized-
DOCK_RANKING_MODEinter_strain_penalized-
DOCK_RANKING_MODEinter_strain_penalized-
DOCK_RANKING_MODEinter_strain_penalized-
DOCK_RANKING_MODEinter_strain_penalized-
DOCK_REPORT_IDselection_import_t12-
DOCK_REPORT_IDselection_import_t18-
DOCK_REPORT_IDselection_import_t22-
DOCK_REPORT_IDselection_import_t15-
DOCK_REPORT_IDselection_import_t05-
DOCK_RESIDUE_CONTACTSA:ALA158;A:ALA24;A:ALA70;A:ASN126;A:ASP129;A:ASP68;A:GLN42;A:GLU43;A:GLU73;A:GLY23;A:GLY25;A:GLY47;A:GLY71;A:LEU130;A:LYS127;A:LYS159;A:LYS26;A:PHE38;A:SER22;A:SER27;A:SER28;A:THR44;A:THR69-
DOCK_RESIDUE_CONTACTSA:ARG140;A:ARG144;A:ASN106;A:HIS105;A:HIS141;A:MET101;A:TYR97;B:ARG116;B:ARG46;B:ASP13;B:CYS72;B:GLY73;B:GLY77;B:HIS14;B:ILE15;B:SER74;B:TYR49-
DOCK_RESIDUE_CONTACTSB:ALA209;B:ALA90;B:GLY214;B:GLY215;B:GLY246;B:LYS211;B:LYS216;B:LYS89;B:MET70;B:PRO187;B:PRO212;B:PRO213;B:TYR210;B:VAL88-
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:TYR194;A:VAL230;D:ARG287-
DOCK_RESIDUE_CONTACTSA:ASP116;A:GLU18;A:GLY112;A:GLY13;A:ILE339;A:LEU17;A:LYS108;A:MET113;A:SER109;A:SER14;A:THR117;A:THR335;A:TRP21;A:TYR110-
DOCK_SCAFFOLDO=C(NN=CCNS(=O)(=O)c1ccccc1)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)NN=Cc1csc(N2CCOCC2)n1-
DOCK_SCAFFOLDO=C(CNS(=O)(=O)c1ccccc1)NN=Cc1csc(N2CCOCC2)n1-
DOCK_SCORE-28.501500-
DOCK_SCORE-26.332200-
DOCK_SCORE-26.644300-
DOCK_SCORE-29.952000-
DOCK_SCORE-23.632500-
DOCK_SCORE_INTER-24.208300-
DOCK_SCORE_INTER-30.230200-
DOCK_SCORE_INTER-29.992100-
DOCK_SCORE_INTER-34.898900-
DOCK_SCORE_INTER-20.721100-
DOCK_SCORE_INTER_KCAL-8.335463-
DOCK_SCORE_INTER_KCAL-4.949152-
DOCK_SCORE_INTER_KCAL-7.163493-
DOCK_SCORE_INTER_KCAL-5.782056-
DOCK_SCORE_INTER_KCAL-7.220362-
DOCK_SCORE_INTER_NORM-1.057540-
DOCK_SCORE_INTER_NORM-0.733583-
DOCK_SCORE_INTER_NORM-0.908850-
DOCK_SCORE_INTER_NORM-0.916067-
DOCK_SCORE_INTER_NORM-0.627912-
DOCK_SCORE_INTRA-2.504010-
DOCK_SCORE_INTRA-2.911390-
DOCK_SCORE_INTRA3.659860-
DOCK_SCORE_INTRA1.728720-
DOCK_SCORE_INTRA4.946840-
DOCK_SCORE_INTRA_KCAL-0.695374-
DOCK_SCORE_INTRA_KCAL0.874143-
DOCK_SCORE_INTRA_KCAL-0.598073-
DOCK_SCORE_INTRA_KCAL1.181533-
DOCK_SCORE_INTRA_KCAL0.412898-
DOCK_SCORE_INTRA_NORM-0.088224-
DOCK_SCORE_INTRA_NORM0.052385-
DOCK_SCORE_INTRA_NORM0.110905-
DOCK_SCORE_INTRA_NORM-0.075879-
DOCK_SCORE_INTRA_NORM0.149904-
DOCK_SCORE_KCAL-6.289341-
DOCK_SCORE_KCAL-6.363884-
DOCK_SCORE_KCAL-5.644528-
DOCK_SCORE_KCAL-7.153915-
DOCK_SCORE_KCAL-6.807469-
DOCK_SCORE_NORM-0.907637-
DOCK_SCORE_NORM-0.716136-
DOCK_SCORE_NORM-0.797946-
DOCK_SCORE_NORM-0.807403-
DOCK_SCORE_NORM-0.863681-
DOCK_SCORE_RESTR0.000000-
DOCK_SCORE_RESTR0.067957-
DOCK_SCORE_RESTR0.000000-
DOCK_SCORE_RESTR0.000000-
DOCK_SCORE_RESTR0.000000-
DOCK_SCORE_RESTR_NORM0.000000-
DOCK_SCORE_RESTR_NORM0.002059-
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_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_SCORE_SYSTEM_NORM0.000000-
DOCK_SELECTION_EXCLUDED0-
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_SEVERE_CLASH_COUNT0.000000-
DOCK_SOURCE_FILET05_top5_kcal_zscore_compound_names.sdf-
DOCK_SOURCE_FILET18_top5_kcal_zscore_compound_names.sdf-
DOCK_SOURCE_FILET15_top5_kcal_zscore_compound_names.sdf-
DOCK_SOURCE_FILET12_top5_kcal_zscore_compound_names.sdf-
DOCK_SOURCE_FILET22_top5_kcal_zscore_compound_names.sdf-
DOCK_SOURCE_FORMULAC19H24FN5O5S3-
DOCK_SOURCE_FORMULAC19H24FN5O5S3-
DOCK_SOURCE_FORMULAC19H24FN5O5S3-
DOCK_SOURCE_FORMULAC19H24FN5O5S3-
DOCK_SOURCE_FORMULAC19H24FN5O5S3-
DOCK_SOURCE_HBA9.000000-
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_HBD3.000000-
DOCK_SOURCE_HEAVY_ATOMS33.000000-
DOCK_SOURCE_HEAVY_ATOMS33.000000-
DOCK_SOURCE_HEAVY_ATOMS33.000000-
DOCK_SOURCE_HEAVY_ATOMS33.000000-
DOCK_SOURCE_HEAVY_ATOMS33.000000-
DOCK_SOURCE_LOGP1.554800-
DOCK_SOURCE_LOGP0.980000-
DOCK_SOURCE_LOGP1.554800-
DOCK_SOURCE_LOGP0.980000-
DOCK_SOURCE_LOGP1.820300-
DOCK_SOURCE_MW517.630000-
DOCK_SOURCE_MW517.630000-
DOCK_SOURCE_MW517.630000-
DOCK_SOURCE_MW517.630000-
DOCK_SOURCE_MW517.630000-
DOCK_SOURCE_NAMEZ31545384-
DOCK_SOURCE_NAMEZ31545384-
DOCK_SOURCE_NAMEZ31545384-
DOCK_SOURCE_NAMEZ31545384-
DOCK_SOURCE_NAMEZ31545384-
DOCK_SOURCE_RINGS3.000000-
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_TPSA133.220000-
DOCK_SOURCE_TPSA133.220000-
DOCK_SOURCE_TPSA133.220000-
DOCK_STRAIN_DELTA53.956176-
DOCK_STRAIN_DELTA65.029070-
DOCK_STRAIN_DELTA65.529641-
DOCK_STRAIN_DELTA57.473275-
DOCK_STRAIN_DELTA52.129672-
DOCK_STRAIN_OK0-
DOCK_STRAIN_OK0-
DOCK_STRAIN_OK0-
DOCK_STRAIN_OK0-
DOCK_STRAIN_OK0-
DOCK_TARGETT12-
DOCK_TARGETT15-
DOCK_TARGETT05-
DOCK_TARGETT22-
DOCK_TARGETT18-
EXACT_MASS517.092360088Da
FORMULAC19H24FN5O5S3-
HBA9-
HBD3-
LOGP0.9800000000000002-
MOL_WEIGHT517.6300000000002g/mol
QED_SCORE0.4200004587077891-
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
T05 T05 selection_import_t05 1
native pose available
 2.9487562114905517 -28.5015 12 0.71 - Best pose
T18 T18 selection_import_t18 1
native pose available
 3.0851532251628213 -23.6325 10 0.77 - Best pose
T15 T15 selection_import_t15 1
native pose available
 3.2426286504561896 -26.6443 8 0.62 - Best pose
T12 T12 selection_import_t12 1
native pose available
 3.610434704037319 -26.3322 14 0.88 - Best pose
T22 T22 selection_import_t22 1
native pose available
 3.8386589679213388 -29.952 16 0.76 - Best 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
508 2.9487562114905517 -0.916067 -28.5015 10 14 12 0.71 0.43 0.50 0.60 - no geometry warning; 14 clashes; 1 protein clash; 1 severe cofactor-context clash; high strain Δ 65.0 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
555 3.0851532251628213 -0.627912 -23.6325 5 14 10 0.77 - - - - no geometry warning; 14 clashes; 1 protein clash; high strain Δ 65.5 Open pose
T15 — T15 1 poses · report selection_import_t15
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
571 3.2426286504561896 -0.733583 -26.6443 7 14 8 0.62 - - - - no geometry warning; 8 clashes; 1 protein clash; high strain Δ 52.1 Open pose
T12 — T12 1 poses · report selection_import_t12
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
517 3.610434704037319 -0.90885 -26.3322 13 17 14 0.88 0.58 0.50 0.60 - no geometry warning; 8 clashes; 2 protein clashes; high strain Δ 54.0 Open pose
T22 — T22 1 poses · report selection_import_t22
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
529 3.8386589679213388 -1.05754 -29.952 10 23 16 0.76 0.40 0.45 0.45 - no geometry warning; 7 clashes; 2 protein clashes; high strain Δ 57.5 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…