FAIRMol

Z2755722093

ID 1496

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

SMILES: N[C@@H](CSc1nc2ccccc2s1)C(=O)O

Formula: C10H10N2O2S2 | MW: 254.33600000000004

LogP: 1.8003 | TPSA: 76.21

HBA/HBD: 5/2 | RotB: 4

InChIKey: KRBPTLCTECPKGY-LURJTMIESA-N

Recognized patterns

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

Bio motif

α-Amino acid H-bond acceptor N H-bond acceptor O H-bond donor ×2 Gatekeeper aromatic Ionizable base Metal chelator Retro-amide

Functional group

Carbonyl Carboxylic acid Primary amine Sulfide

Ring system

Benzene Benzothiazole Thiazole

Properties

NameValueUnit
DOCK_BASE_INTER_RANK-1.615940-
DOCK_BASE_INTER_RANK-2.022620-
DOCK_BASE_INTER_RANK-1.740670-
DOCK_BASE_INTER_RANK-1.573260-
DOCK_BASE_INTER_RANK-1.555870-
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_COUNT4.000000-
DOCK_CLASH_COUNT4.000000-
DOCK_CLASH_COUNT3.000000-
DOCK_CLASH_COUNT4.000000-
DOCK_CLASH_COUNT5.000000-
DOCK_CONTACT_COUNT13.000000-
DOCK_CONTACT_COUNT11.000000-
DOCK_CONTACT_COUNT13.000000-
DOCK_CONTACT_COUNT16.000000-
DOCK_CONTACT_COUNT15.000000-
DOCK_EXPERIMENTT21-
DOCK_EXPERIMENTT04-
DOCK_EXPERIMENTT09-
DOCK_EXPERIMENTT11-
DOCK_EXPERIMENTT05-
DOCK_EXPERIMENT_ID11-
DOCK_EXPERIMENT_ID4-
DOCK_EXPERIMENT_ID9-
DOCK_EXPERIMENT_ID5-
DOCK_EXPERIMENT_ID21-
DOCK_FINAL_RANK-0.686041-
DOCK_FINAL_RANK2.249794-
DOCK_FINAL_RANK2.890618-
DOCK_FINAL_RANK3.191678-
DOCK_FINAL_RANK0.923740-
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:ARG1371-
DOCK_IFP::A:ARG1411-
DOCK_IFP::A:ARG171-
DOCK_IFP::A:ARG171-
DOCK_IFP::A:ASN1031-
DOCK_IFP::A:ASP1811-
DOCK_IFP::A:GLN1861-
DOCK_IFP::A:GLU1921-
DOCK_IFP::A:GLY1911-
DOCK_IFP::A:HIS1021-
DOCK_IFP::A:HIS1381-
DOCK_IFP::A:HIS1441-
DOCK_IFP::A:HIS2221-
DOCK_IFP::A:HIS2411-
DOCK_IFP::A:ILE1261-
DOCK_IFP::A:LEU181-
DOCK_IFP::A:LEU1881-
DOCK_IFP::A:LEU1881-
DOCK_IFP::A:LEU1941-
DOCK_IFP::A:LEU2261-
DOCK_IFP::A:LEU2261-
DOCK_IFP::A:LEU2291-
DOCK_IFP::A:MET1831-
DOCK_IFP::A:MET2331-
DOCK_IFP::A:NDP3011-
DOCK_IFP::A:NDP3021-
DOCK_IFP::A:NDP3021-
DOCK_IFP::A:PHE1131-
DOCK_IFP::A:PHE1131-
DOCK_IFP::A:PHE1891-
DOCK_IFP::A:PHE1901-
DOCK_IFP::A:PHE741-
DOCK_IFP::A:PRO1871-
DOCK_IFP::A:PRO2231-
DOCK_IFP::A:SER1111-
DOCK_IFP::A:THR1951-
DOCK_IFP::A:TYR1911-
DOCK_IFP::A:TYR1941-
DOCK_IFP::A:TYR1941-
DOCK_IFP::A:VAL1871-
DOCK_IFP::A:VAL1881-
DOCK_IFP::A:VAL2211-
DOCK_IFP::B:ALA321-
DOCK_IFP::B:ARG481-
DOCK_IFP::B:ASP101-
DOCK_IFP::B:ASP521-
DOCK_IFP::B:CYS691-
DOCK_IFP::B:GLY701-
DOCK_IFP::B:GLY721-
DOCK_IFP::B:GLY741-
DOCK_IFP::B:HIS111-
DOCK_IFP::B:ILE1821-
DOCK_IFP::B:ILE451-
DOCK_IFP::B:ILE731-
DOCK_IFP::B:MET531-
DOCK_IFP::B:PHE561-
DOCK_IFP::B:PRO121-
DOCK_IFP::B:PRO501-
DOCK_IFP::B:SER711-
DOCK_IFP::B:THR1801-
DOCK_IFP::B:TRP471-
DOCK_IFP::B:TYR1621-
DOCK_IFP::B:TYR461-
DOCK_IFP::B:VAL1561-
DOCK_IFP::B:VAL301-
DOCK_IFP::B:VAL311-
DOCK_IFP::B:VAL491-
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_OVERLAP0.624337-
DOCK_MAX_CLASH_OVERLAP0.663831-
DOCK_MAX_CLASH_OVERLAP0.624380-
DOCK_MAX_CLASH_OVERLAP0.624333-
DOCK_MAX_CLASH_OVERLAP0.624364-
DOCK_POSE_COUNT1-
DOCK_POSE_COUNT1-
DOCK_POSE_COUNT1-
DOCK_POSE_COUNT1-
DOCK_POSE_COUNT1-
DOCK_PRE_RANK-0.702740-
DOCK_PRE_RANK2.874608-
DOCK_PRE_RANK2.236140-
DOCK_PRE_RANK3.146300-
DOCK_PRE_RANK0.905931-
DOCK_PRIMARY_POSE_ID2527-
DOCK_PRIMARY_POSE_ID7274-
DOCK_PRIMARY_POSE_ID14071-
DOCK_PRIMARY_POSE_ID3177-
DOCK_PRIMARY_POSE_ID5911-
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_t11-
DOCK_REPORT_IDselection_import_t04-
DOCK_REPORT_IDselection_import_t09-
DOCK_REPORT_IDselection_import_t05-
DOCK_REPORT_IDselection_import_t21-
DOCK_RESIDUE_CONTACTSA:ARG17;A:HIS241;A:LEU18;A:LEU188;A:LEU226;A:LEU229;A:MET233;A:NDP302;A:PHE113;A:SER111;A:TYR194-
DOCK_RESIDUE_CONTACTSA:ARG137;A:ARG141;A:ASN103;A:HIS102;A:HIS138;B:ASP10;B:CYS69;B:GLY70;B:GLY72;B:GLY74;B:HIS11;B:ILE73;B:PRO12;B:SER71;B:TYR46-
DOCK_RESIDUE_CONTACTSA:ARG17;A:ASP181;A:GLN186;A:LEU188;A:LEU226;A:MET183;A:NDP302;A:PHE113;A:PRO187;A:THR195;A:TYR191;A:TYR194;D:ARG287-
DOCK_RESIDUE_CONTACTSA:GLU192;A:GLY191;A:HIS144;A:HIS222;A:ILE126;A:LEU194;A:PHE189;A:PHE190;A:PHE74;A:PRO223;A:VAL187;A:VAL188;A:VAL221-
DOCK_RESIDUE_CONTACTSA:NDP301;B:ALA32;B:ARG48;B:ASP52;B:ILE182;B:ILE45;B:MET53;B:PHE56;B:PRO50;B:THR180;B:TRP47;B:TYR162;B:VAL156;B:VAL30;B:VAL31;B:VAL49-
DOCK_SCAFFOLDc1ccc2scnc2c1-
DOCK_SCAFFOLDc1ccc2scnc2c1-
DOCK_SCAFFOLDc1ccc2scnc2c1-
DOCK_SCAFFOLDc1ccc2scnc2c1-
DOCK_SCAFFOLDc1ccc2scnc2c1-
DOCK_SCORE-29.942000-
DOCK_SCORE-22.363600-
DOCK_SCORE-21.658600-
DOCK_SCORE-25.245900-
DOCK_SCORE-24.579600-
DOCK_SCORE_INTER-24.893900-
DOCK_SCORE_INTER-25.855000-
DOCK_SCORE_INTER-32.362000-
DOCK_SCORE_INTER-27.850700-
DOCK_SCORE_INTER-25.172100-
DOCK_SCORE_INTER_KCAL-6.175363-
DOCK_SCORE_INTER_KCAL-6.012255-
DOCK_SCORE_INTER_KCAL-5.945808-
DOCK_SCORE_INTER_KCAL-7.729534-
DOCK_SCORE_INTER_KCAL-6.652028-
DOCK_SCORE_INTER_NORM-1.573260-
DOCK_SCORE_INTER_NORM-1.555870-
DOCK_SCORE_INTER_NORM-2.022620-
DOCK_SCORE_INTER_NORM-1.740670-
DOCK_SCORE_INTER_NORM-1.615940-
DOCK_SCORE_INTRA2.419990-
DOCK_SCORE_INTRA1.275390-
DOCK_SCORE_INTRA2.604850-
DOCK_SCORE_INTRA3.513460-
DOCK_SCORE_INTRA2.530340-
DOCK_SCORE_INTRA_KCAL0.304622-
DOCK_SCORE_INTRA_KCAL0.839176-
DOCK_SCORE_INTRA_KCAL0.604362-
DOCK_SCORE_INTRA_KCAL0.622158-
DOCK_SCORE_INTRA_KCAL0.578005-
DOCK_SCORE_INTRA_NORM0.219591-
DOCK_SCORE_INTRA_NORM0.151249-
DOCK_SCORE_INTRA_NORM0.162803-
DOCK_SCORE_INTRA_NORM0.158146-
DOCK_SCORE_INTRA_NORM0.079712-
DOCK_SCORE_KCAL-6.029882-
DOCK_SCORE_KCAL-5.341456-
DOCK_SCORE_KCAL-5.173070-
DOCK_SCORE_KCAL-7.151527-
DOCK_SCORE_KCAL-5.870739-
DOCK_SCORE_NORM-1.577870-
DOCK_SCORE_NORM-1.353660-
DOCK_SCORE_NORM-1.536230-
DOCK_SCORE_NORM-1.397720-
DOCK_SCORE_NORM-1.871370-
DOCK_SCORE_RESTR0.000000-
DOCK_SCORE_RESTR0.000000-
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_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_FILET04_top5_kcal_zscore_compound_names.sdf-
DOCK_SOURCE_FILET11_top5_kcal_zscore_compound_names.sdf-
DOCK_SOURCE_FILET09_top5_kcal_zscore_compound_names.sdf-
DOCK_SOURCE_FILET05_top5_kcal_zscore_compound_names.sdf-
DOCK_SOURCE_FILET21_top5_kcal_zscore_compound_names.sdf-
DOCK_SOURCE_FORMULAC10H10N2O2S2-
DOCK_SOURCE_FORMULAC10H10N2O2S2-
DOCK_SOURCE_FORMULAC10H10N2O2S2-
DOCK_SOURCE_FORMULAC10H10N2O2S2-
DOCK_SOURCE_FORMULAC10H10N2O2S2-
DOCK_SOURCE_HBA6.000000-
DOCK_SOURCE_HBA6.000000-
DOCK_SOURCE_HBA6.000000-
DOCK_SOURCE_HBA6.000000-
DOCK_SOURCE_HBA6.000000-
DOCK_SOURCE_HBD2.000000-
DOCK_SOURCE_HBD2.000000-
DOCK_SOURCE_HBD2.000000-
DOCK_SOURCE_HBD2.000000-
DOCK_SOURCE_HBD2.000000-
DOCK_SOURCE_HEAVY_ATOMS16.000000-
DOCK_SOURCE_HEAVY_ATOMS16.000000-
DOCK_SOURCE_HEAVY_ATOMS16.000000-
DOCK_SOURCE_HEAVY_ATOMS16.000000-
DOCK_SOURCE_HEAVY_ATOMS16.000000-
DOCK_SOURCE_LOGP1.800300-
DOCK_SOURCE_LOGP1.800300-
DOCK_SOURCE_LOGP1.800300-
DOCK_SOURCE_LOGP1.800300-
DOCK_SOURCE_LOGP1.800300-
DOCK_SOURCE_MW254.336000-
DOCK_SOURCE_MW254.336000-
DOCK_SOURCE_MW254.336000-
DOCK_SOURCE_MW254.336000-
DOCK_SOURCE_MW254.336000-
DOCK_SOURCE_NAMEZ2755722093-
DOCK_SOURCE_NAMEZ2755722093-
DOCK_SOURCE_NAMEZ2755722093-
DOCK_SOURCE_NAMEZ2755722093-
DOCK_SOURCE_NAMEZ2755722093-
DOCK_SOURCE_RINGS2.000000-
DOCK_SOURCE_RINGS2.000000-
DOCK_SOURCE_RINGS2.000000-
DOCK_SOURCE_RINGS2.000000-
DOCK_SOURCE_RINGS2.000000-
DOCK_SOURCE_TPSA76.210000-
DOCK_SOURCE_TPSA76.210000-
DOCK_SOURCE_TPSA76.210000-
DOCK_SOURCE_TPSA76.210000-
DOCK_SOURCE_TPSA76.210000-
DOCK_STRAIN_DELTA9.409165-
DOCK_STRAIN_DELTA12.794672-
DOCK_STRAIN_DELTA12.075656-
DOCK_STRAIN_DELTA32.450081-
DOCK_STRAIN_DELTA13.903871-
DOCK_STRAIN_OK1-
DOCK_STRAIN_OK1-
DOCK_STRAIN_OK0-
DOCK_STRAIN_OK1-
DOCK_STRAIN_OK1-
DOCK_TARGETT04-
DOCK_TARGETT11-
DOCK_TARGETT05-
DOCK_TARGETT21-
DOCK_TARGETT09-
EXACT_MASS254.01836956Da
FORMULAC10H10N2O2S2-
HBA5-
HBD2-
LOGP1.8003-
MOL_WEIGHT254.33600000000004g/mol
QED_SCORE0.8135902349386892-
ROTATABLE_BONDS4-
TPSA76.21A^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
T04 T04 selection_import_t04 1
native pose available
 -0.6860410761604958 -21.6586 10 0.53 - Best pose
T21 T21 selection_import_t21 1
native pose available
 0.923740226137635 -22.3636 14 1.00 - Best pose
T09 T09 selection_import_t09 1
native pose available
 2.2497935265458597 -24.5796 11 0.52 - Best pose
T05 T05 selection_import_t05 1
native pose available
 2.89061770523603 -29.942 8 0.47 - Best pose
T11 T11 selection_import_t11 1
native pose available
 3.1916782193520294 -25.2459 13 0.72 - Best pose
T04 — T04 1 poses · report selection_import_t04
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
494 -0.6860410761604958 -1.57326 -21.6586 6 11 10 0.53 0.33 0.20 0.40 - no geometry warning; 4 clashes; 2 protein contact clashes; 1 severe cofactor-context clash 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
513 0.923740226137635 -1.55587 -22.3636 11 15 14 1.00 0.50 0.67 0.75 - no geometry warning; 4 clashes; 1 protein clash Open pose
T09 — T09 1 poses · report selection_import_t09
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
493 2.2497935265458597 -1.61594 -24.5796 5 16 11 0.52 0.00 0.00 0.00 - no geometry warning; 3 clashes; 2 protein clashes 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
467 2.89061770523603 -2.02262 -29.942 5 13 8 0.47 0.14 0.17 0.20 - no geometry warning; 4 clashes; 3 protein clashes 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
500 3.1916782193520294 -1.74067 -25.2459 7 13 13 0.72 0.60 0.60 0.75 - no geometry warning; 5 clashes; 3 protein clashes; high strain Δ 32.5 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…