FAIRMol

Z44856621

ID 786

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

SMILES: Cc1nn(-c2ccc(Cl)cc2)c(Cl)c1/C=N\NC(O)=C1C=CC(=NS(=O)(=O)c2cccs2)C=C1

Formula: C22H17Cl2N5O3S2 | MW: 534.4500000000003

LogP: 5.198020000000003 | TPSA: 108.94

HBA/HBD: 7/2 | RotB: 6

InChIKey: FOSMPCPUHKBXOF-BIGKDHIPSA-N

Recognized patterns

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

Bio motif

Aza-Michael acceptor H-bond acceptor N ×4 H-bond acceptor O ×2 H-bond donor ×2 Gatekeeper aromatic Ionizable base

Functional group

Chlorine ×2 Imine ×2 Alkene ×3 Enol ether Dienophile ×2

Ring system

Benzene Thiophene

Properties

NameValueUnit
DOCK_BASE_INTER_RANK-0.756025-
DOCK_BASE_INTER_RANK-0.799558-
DOCK_BASE_INTER_RANK-0.938775-
DOCK_BASE_INTER_RANK-0.764681-
DOCK_BASE_INTER_RANK-0.699678-
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_COUNT12.000000-
DOCK_CLASH_COUNT11.000000-
DOCK_CLASH_COUNT12.000000-
DOCK_CLASH_COUNT12.000000-
DOCK_CLASH_COUNT9.000000-
DOCK_CONTACT_COUNT19.000000-
DOCK_CONTACT_COUNT22.000000-
DOCK_CONTACT_COUNT16.000000-
DOCK_CONTACT_COUNT18.000000-
DOCK_CONTACT_COUNT22.000000-
DOCK_EXPERIMENTT02-
DOCK_EXPERIMENTT03-
DOCK_EXPERIMENTT08-
DOCK_EXPERIMENTT09-
DOCK_EXPERIMENTT11-
DOCK_EXPERIMENT_ID2-
DOCK_EXPERIMENT_ID3-
DOCK_EXPERIMENT_ID8-
DOCK_EXPERIMENT_ID9-
DOCK_EXPERIMENT_ID11-
DOCK_FINAL_RANK1.383715-
DOCK_FINAL_RANK2.803634-
DOCK_FINAL_RANK0.894862-
DOCK_FINAL_RANK1.432915-
DOCK_FINAL_RANK3.037598-
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:ALA101-
DOCK_IFP::A:ALA321-
DOCK_IFP::A:ALA401-
DOCK_IFP::A:ARG141-
DOCK_IFP::A:ARG971-
DOCK_IFP::A:ASN1251-
DOCK_IFP::A:ASP221-
DOCK_IFP::A:ASP521-
DOCK_IFP::A:CYS1681-
DOCK_IFP::A:GLN1241-
DOCK_IFP::A:GLU1921-
DOCK_IFP::A:GLU311-
DOCK_IFP::A:GLY1911-
DOCK_IFP::A:GLY2051-
DOCK_IFP::A:GLY211-
DOCK_IFP::A:GLY2161-
DOCK_IFP::A:GLY391-
DOCK_IFP::A:HIS1441-
DOCK_IFP::A:HIS2221-
DOCK_IFP::A:ILE1261-
DOCK_IFP::A:ILE451-
DOCK_IFP::A:ILE611-
DOCK_IFP::A:ILE81-
DOCK_IFP::A:LEU1941-
DOCK_IFP::A:LEU2081-
DOCK_IFP::A:LEU2091-
DOCK_IFP::A:LEU231-
DOCK_IFP::A:LEU681-
DOCK_IFP::A:LEU941-
DOCK_IFP::A:LYS131-
DOCK_IFP::A:LYS571-
DOCK_IFP::A:LYS951-
DOCK_IFP::A:MET1631-
DOCK_IFP::A:MET2131-
DOCK_IFP::A:MET531-
DOCK_IFP::A:NAP2011-
DOCK_IFP::A:NAP3011-
DOCK_IFP::A:NDP3011-
DOCK_IFP::A:NDP3011-
DOCK_IFP::A:PHE1711-
DOCK_IFP::A:PHE1891-
DOCK_IFP::A:PHE1901-
DOCK_IFP::A:PHE321-
DOCK_IFP::A:PHE351-
DOCK_IFP::A:PHE511-
DOCK_IFP::A:PHE551-
DOCK_IFP::A:PHE561-
DOCK_IFP::A:PHE741-
DOCK_IFP::A:PHE911-
DOCK_IFP::A:PHE971-
DOCK_IFP::A:PRO2101-
DOCK_IFP::A:PRO2231-
DOCK_IFP::A:PRO271-
DOCK_IFP::A:PRO621-
DOCK_IFP::A:PRO881-
DOCK_IFP::A:SER2071-
DOCK_IFP::A:SER2181-
DOCK_IFP::A:SER601-
DOCK_IFP::A:SER861-
DOCK_IFP::A:THR1371-
DOCK_IFP::A:THR1801-
DOCK_IFP::A:THR2171-
DOCK_IFP::A:THR571-
DOCK_IFP::A:THR711-
DOCK_IFP::A:THR831-
DOCK_IFP::A:TRP2211-
DOCK_IFP::A:TYR1621-
DOCK_IFP::A:TYR1781-
DOCK_IFP::A:TYR341-
DOCK_IFP::A:VAL1161-
DOCK_IFP::A:VAL1561-
DOCK_IFP::A:VAL1871-
DOCK_IFP::A:VAL1881-
DOCK_IFP::A:VAL2061-
DOCK_IFP::A:VAL2111-
DOCK_IFP::A:VAL2211-
DOCK_IFP::A:VAL301-
DOCK_IFP::A:VAL311-
DOCK_IFP::A:VAL871-
DOCK_IFP::A:VAL91-
DOCK_IFP::B:ALA321-
DOCK_IFP::B:ARG971-
DOCK_IFP::B:ASP521-
DOCK_IFP::B:ILE451-
DOCK_IFP::B:LEU941-
DOCK_IFP::B:LYS571-
DOCK_IFP::B:MET531-
DOCK_IFP::B:PHE551-
DOCK_IFP::B:PHE561-
DOCK_IFP::B:PHE911-
DOCK_IFP::B:PRO881-
DOCK_IFP::B:THR1801-
DOCK_IFP::B:THR831-
DOCK_IFP::B:VAL1561-
DOCK_IFP::B:VAL301-
DOCK_IFP::B:VAL311-
DOCK_IFP::B:VAL871-
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_OVERLAP0.630094-
DOCK_MAX_CLASH_OVERLAP0.619070-
DOCK_MAX_CLASH_OVERLAP0.623721-
DOCK_MAX_CLASH_OVERLAP0.619098-
DOCK_MAX_CLASH_OVERLAP0.619051-
DOCK_POSE_COUNT1-
DOCK_POSE_COUNT1-
DOCK_POSE_COUNT1-
DOCK_POSE_COUNT1-
DOCK_POSE_COUNT1-
DOCK_PRE_RANK1.314244-
DOCK_PRE_RANK2.739030-
DOCK_PRE_RANK0.837715-
DOCK_PRE_RANK1.372178-
DOCK_PRE_RANK2.949565-
DOCK_PRIMARY_POSE_ID1163-
DOCK_PRIMARY_POSE_ID1812-
DOCK_PRIMARY_POSE_ID5175-
DOCK_PRIMARY_POSE_ID5855-
DOCK_PRIMARY_POSE_ID7197-
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_t02-
DOCK_REPORT_IDselection_import_t03-
DOCK_REPORT_IDselection_import_t08-
DOCK_REPORT_IDselection_import_t09-
DOCK_REPORT_IDselection_import_t11-
DOCK_RESIDUE_CONTACTSA:ALA10;A:ASP22;A:GLU31;A:GLY21;A:ILE61;A:ILE8;A:LEU23;A:LEU68;A:NAP201;A:PHE32;A:PHE35;A:PRO27;A:PRO62;A:SER60;A:THR137;A:THR57;A:TYR34;A:VAL116;A:VAL9-
DOCK_RESIDUE_CONTACTSA:ALA32;A:ARG97;A:ASP52;A:ILE45;A:LEU94;A:LYS57;A:LYS95;A:MET53;A:NDP301;A:PHE55;A:PHE56;A:PHE91;A:PRO88;A:SER86;A:THR180;A:THR83;A:TYR162;A:TYR178;A:VAL156;A:VAL30;A:VAL31;A:VAL87-
DOCK_RESIDUE_CONTACTSA:ARG14;A:CYS168;A:GLY205;A:LEU208;A:LEU209;A:LYS13;A:MET163;A:MET213;A:NAP301;A:PHE171;A:PHE97;A:PRO210;A:SER207;A:TRP221;A:VAL206;A:VAL211-
DOCK_RESIDUE_CONTACTSA:NDP301;B:ALA32;B:ARG97;B:ASP52;B:ILE45;B:LEU94;B:LYS57;B:MET53;B:PHE55;B:PHE56;B:PHE91;B:PRO88;B:THR180;B:THR83;B:VAL156;B:VAL30;B:VAL31;B:VAL87-
DOCK_RESIDUE_CONTACTSA:ALA40;A:ASN125;A:GLN124;A:GLU192;A:GLY191;A:GLY216;A:GLY39;A:HIS144;A:HIS222;A:ILE126;A:LEU194;A:PHE189;A:PHE190;A:PHE51;A:PHE74;A:PRO223;A:SER218;A:THR217;A:THR71;A:VAL187;A:VAL188;A:VAL221-
DOCK_SCAFFOLDO=S(=O)(N=C1C=CC(=CNN=Cc2cnn(-c3ccccc3)c2)C=C1)c1cccs1-
DOCK_SCAFFOLDO=S(=O)(N=C1C=CC(=CNN=Cc2cnn(-c3ccccc3)c2)C=C1)c1cccs1-
DOCK_SCAFFOLDO=S(=O)(N=C1C=CC(=CNN=Cc2cnn(-c3ccccc3)c2)C=C1)c1cccs1-
DOCK_SCAFFOLDO=S(=O)(N=C1C=CC(=CNN=Cc2cnn(-c3ccccc3)c2)C=C1)c1cccs1-
DOCK_SCAFFOLDO=S(=O)(N=C1C=CC(=CNN=Cc2cnn(-c3ccccc3)c2)C=C1)c1cccs1-
DOCK_SCORE-25.145700-
DOCK_SCORE-28.432100-
DOCK_SCORE-33.240200-
DOCK_SCORE-26.491600-
DOCK_SCORE-19.698200-
DOCK_SCORE_INTER-25.704800-
DOCK_SCORE_INTER-27.185000-
DOCK_SCORE_INTER-31.918300-
DOCK_SCORE_INTER-25.999100-
DOCK_SCORE_INTER-23.789100-
DOCK_SCORE_INTER_KCAL-6.139489-
DOCK_SCORE_INTER_KCAL-6.493029-
DOCK_SCORE_INTER_KCAL-7.623558-
DOCK_SCORE_INTER_KCAL-6.209781-
DOCK_SCORE_INTER_KCAL-5.681931-
DOCK_SCORE_INTER_NORM-0.756025-
DOCK_SCORE_INTER_NORM-0.799558-
DOCK_SCORE_INTER_NORM-0.938775-
DOCK_SCORE_INTER_NORM-0.764681-
DOCK_SCORE_INTER_NORM-0.699678-
DOCK_SCORE_INTRA0.559121-
DOCK_SCORE_INTRA-1.247150-
DOCK_SCORE_INTRA-1.321870-
DOCK_SCORE_INTRA-0.492482-
DOCK_SCORE_INTRA3.743860-
DOCK_SCORE_INTRA_KCAL0.133544-
DOCK_SCORE_INTRA_KCAL-0.297877-
DOCK_SCORE_INTRA_KCAL-0.315723-
DOCK_SCORE_INTRA_KCAL-0.117627-
DOCK_SCORE_INTRA_KCAL0.894206-
DOCK_SCORE_INTRA_NORM0.016445-
DOCK_SCORE_INTRA_NORM-0.036681-
DOCK_SCORE_INTRA_NORM-0.038879-
DOCK_SCORE_INTRA_NORM-0.014485-
DOCK_SCORE_INTRA_NORM0.110114-
DOCK_SCORE_KCAL-6.005950-
DOCK_SCORE_KCAL-6.790893-
DOCK_SCORE_KCAL-7.939289-
DOCK_SCORE_KCAL-6.327413-
DOCK_SCORE_KCAL-4.704836-
DOCK_SCORE_NORM-0.739580-
DOCK_SCORE_NORM-0.836239-
DOCK_SCORE_NORM-0.977653-
DOCK_SCORE_NORM-0.779165-
DOCK_SCORE_NORM-0.579360-
DOCK_SCORE_RESTR0.000000-
DOCK_SCORE_RESTR0.000000-
DOCK_SCORE_RESTR0.000000-
DOCK_SCORE_RESTR0.000000-
DOCK_SCORE_RESTR0.346943-
DOCK_SCORE_RESTR_NORM0.000000-
DOCK_SCORE_RESTR_NORM0.000000-
DOCK_SCORE_RESTR_NORM0.000000-
DOCK_SCORE_RESTR_NORM0.000000-
DOCK_SCORE_RESTR_NORM0.010204-
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_FILET02_top5_kcal_zscore_compound_names.sdf-
DOCK_SOURCE_FILET03_top5_kcal_zscore_compound_names.sdf-
DOCK_SOURCE_FILET08_top5_kcal_zscore_compound_names.sdf-
DOCK_SOURCE_FILET09_top5_kcal_zscore_compound_names.sdf-
DOCK_SOURCE_FILET11_top5_kcal_zscore_compound_names.sdf-
DOCK_SOURCE_FORMULAC22H17Cl2N5O3S2-
DOCK_SOURCE_FORMULAC22H17Cl2N5O3S2-
DOCK_SOURCE_FORMULAC22H17Cl2N5O3S2-
DOCK_SOURCE_FORMULAC22H17Cl2N5O3S2-
DOCK_SOURCE_FORMULAC22H17Cl2N5O3S2-
DOCK_SOURCE_HBA7.000000-
DOCK_SOURCE_HBA7.000000-
DOCK_SOURCE_HBA7.000000-
DOCK_SOURCE_HBA7.000000-
DOCK_SOURCE_HBA7.000000-
DOCK_SOURCE_HBD2.000000-
DOCK_SOURCE_HBD2.000000-
DOCK_SOURCE_HBD2.000000-
DOCK_SOURCE_HBD2.000000-
DOCK_SOURCE_HBD2.000000-
DOCK_SOURCE_HEAVY_ATOMS34.000000-
DOCK_SOURCE_HEAVY_ATOMS34.000000-
DOCK_SOURCE_HEAVY_ATOMS34.000000-
DOCK_SOURCE_HEAVY_ATOMS34.000000-
DOCK_SOURCE_HEAVY_ATOMS34.000000-
DOCK_SOURCE_LOGP5.198020-
DOCK_SOURCE_LOGP5.198020-
DOCK_SOURCE_LOGP5.198020-
DOCK_SOURCE_LOGP5.198020-
DOCK_SOURCE_LOGP5.198020-
DOCK_SOURCE_MW534.450000-
DOCK_SOURCE_MW534.450000-
DOCK_SOURCE_MW534.450000-
DOCK_SOURCE_MW534.450000-
DOCK_SOURCE_MW534.450000-
DOCK_SOURCE_NAMEZ44856621-
DOCK_SOURCE_NAMEZ44856621-
DOCK_SOURCE_NAMEZ44856621-
DOCK_SOURCE_NAMEZ44856621-
DOCK_SOURCE_NAMEZ44856621-
DOCK_SOURCE_RINGS4.000000-
DOCK_SOURCE_RINGS4.000000-
DOCK_SOURCE_RINGS4.000000-
DOCK_SOURCE_RINGS4.000000-
DOCK_SOURCE_RINGS4.000000-
DOCK_SOURCE_TPSA108.940000-
DOCK_SOURCE_TPSA108.940000-
DOCK_SOURCE_TPSA108.940000-
DOCK_SOURCE_TPSA108.940000-
DOCK_SOURCE_TPSA108.940000-
DOCK_STRAIN_DELTA43.603157-
DOCK_STRAIN_DELTA41.507279-
DOCK_STRAIN_DELTA38.166408-
DOCK_STRAIN_DELTA39.796188-
DOCK_STRAIN_DELTA51.168845-
DOCK_STRAIN_OK0-
DOCK_STRAIN_OK0-
DOCK_STRAIN_OK0-
DOCK_STRAIN_OK0-
DOCK_STRAIN_OK0-
DOCK_TARGETT02-
DOCK_TARGETT03-
DOCK_TARGETT08-
DOCK_TARGETT09-
DOCK_TARGETT11-
EXACT_MASS533.014986764Da
FORMULAC22H17Cl2N5O3S2-
HBA7-
HBD2-
LOGP5.198020000000003-
MOL_WEIGHT534.4500000000003g/mol
QED_SCORE0.2568712548744273-
ROTATABLE_BONDS6-
TPSA108.94A^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
 0.8948621513645597 -33.2402 13 0.68 - Best pose
T02 T02 selection_import_t02 1
native pose available
 1.3837147440305442 -25.1457 17 0.81 - Best pose
T09 T09 selection_import_t09 1
native pose available
 1.4329145671053785 -26.4916 18 0.86 - Best pose
T03 T03 selection_import_t03 1
native pose available
 2.803634052649528 -28.4321 19 0.95 - Best pose
T11 T11 selection_import_t11 1
native pose available
 3.0375983361461643 -19.6982 14 0.78 - 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
434 0.8948621513645597 -0.938775 -33.2402 6 16 13 0.68 0.17 0.40 0.40 - no geometry warning; 12 clashes; 3 protein contact clashes; 3 cofactor-context clashes; high strain Δ 38.2 Open pose
T02 — T02 1 poses · report selection_import_t02
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
485 1.3837147440305442 -0.756025 -25.1457 2 19 17 0.81 0.00 0.00 0.00 - no geometry warning; 12 clashes; 4 protein contact clashes; high strain Δ 43.6 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
437 1.4329145671053785 -0.764681 -26.4916 2 18 18 0.86 0.29 0.17 0.17 - no geometry warning; 12 clashes; 5 protein contact clashes; high strain Δ 39.8 Open pose
T03 — T03 1 poses · report selection_import_t03
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
457 2.803634052649528 -0.799558 -28.4321 3 22 19 0.95 0.29 0.20 0.20 - no geometry warning; 11 clashes; 1 protein clash; high strain Δ 41.5 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
423 3.0375983361461643 -0.699678 -19.6982 3 22 14 0.78 0.40 0.40 0.50 - no geometry warning; 9 clashes; 1 protein clash; high strain Δ 51.2 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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