FAIRMol

Z44856623

ID 888

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

SMILES: Cc1nn(-c2ccccc2)c(Cl)c1/C=N\NC(O)=C1C=CC(=NS(=O)(=O)c2cccs2)C=C1

Formula: C22H18ClN5O3S2 | MW: 500.0050000000002

LogP: 4.544620000000004 | TPSA: 108.94

HBA/HBD: 7/2 | RotB: 6

InChIKey: KYGBUFAYOHLFSN-SXSBRNQOSA-N

Recognized patterns

Click a named motif to highlight it in the 2D depiction or launch reverse search.
Highlighted: 1 pattern Alkene 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 Imine ×2 Alkene ×3 Enol ether Dienophile ×2

Ring system

Benzene Thiophene

Properties

NameValueUnit
DOCK_BASE_INTER_RANK-0.598425-
DOCK_BASE_INTER_RANK-0.861158-
DOCK_BASE_INTER_RANK-1.097100-
DOCK_BASE_INTER_RANK-0.829612-
DOCK_BASE_INTER_RANK-0.891537-
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_COUNT13.000000-
DOCK_CLASH_COUNT13.000000-
DOCK_CLASH_COUNT12.000000-
DOCK_CLASH_COUNT12.000000-
DOCK_CLASH_COUNT12.000000-
DOCK_CONTACT_COUNT11.000000-
DOCK_CONTACT_COUNT17.000000-
DOCK_CONTACT_COUNT19.000000-
DOCK_CONTACT_COUNT25.000000-
DOCK_CONTACT_COUNT17.000000-
DOCK_EXPERIMENTT02-
DOCK_EXPERIMENTT22-
DOCK_EXPERIMENTT20-
DOCK_EXPERIMENTT03-
DOCK_EXPERIMENTT05-
DOCK_EXPERIMENT_ID3-
DOCK_EXPERIMENT_ID5-
DOCK_EXPERIMENT_ID2-
DOCK_EXPERIMENT_ID20-
DOCK_EXPERIMENT_ID22-
DOCK_FINAL_RANK2.088198-
DOCK_FINAL_RANK4.962965-
DOCK_FINAL_RANK2.114416-
DOCK_FINAL_RANK4.210167-
DOCK_FINAL_RANK1.922213-
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:ALA1581-
DOCK_IFP::A:ALA241-
DOCK_IFP::A:ALA321-
DOCK_IFP::A:ALA401-
DOCK_IFP::A:ALA701-
DOCK_IFP::A:ARG171-
DOCK_IFP::A:ARG971-
DOCK_IFP::A:ASN1261-
DOCK_IFP::A:ASN4021-
DOCK_IFP::A:ASN411-
DOCK_IFP::A:ASP1291-
DOCK_IFP::A:ASP1811-
DOCK_IFP::A:ASP221-
DOCK_IFP::A:ASP521-
DOCK_IFP::A:ASP681-
DOCK_IFP::A:GLN421-
DOCK_IFP::A:GLU4661-
DOCK_IFP::A:GLU4671-
DOCK_IFP::A:GLU731-
DOCK_IFP::A:GLY211-
DOCK_IFP::A:GLY2251-
DOCK_IFP::A:GLY231-
DOCK_IFP::A:GLY251-
DOCK_IFP::A:GLY711-
DOCK_IFP::A:HIS2411-
DOCK_IFP::A:ILE451-
DOCK_IFP::A:ILE611-
DOCK_IFP::A:ILE81-
DOCK_IFP::A:LEU1301-
DOCK_IFP::A:LEU1881-
DOCK_IFP::A:LEU2261-
DOCK_IFP::A:LEU2291-
DOCK_IFP::A:LEU231-
DOCK_IFP::A:LEU391-
DOCK_IFP::A:LEU3991-
DOCK_IFP::A:LEU681-
DOCK_IFP::A:LEU941-
DOCK_IFP::A:LYS1271-
DOCK_IFP::A:LYS1591-
DOCK_IFP::A:LYS261-
DOCK_IFP::A:LYS571-
DOCK_IFP::A:LYS951-
DOCK_IFP::A:MET1831-
DOCK_IFP::A:MET3931-
DOCK_IFP::A:MET531-
DOCK_IFP::A:NAP2011-
DOCK_IFP::A:NDP3011-
DOCK_IFP::A:NDP3021-
DOCK_IFP::A:PHE1131-
DOCK_IFP::A:PHE321-
DOCK_IFP::A:PHE351-
DOCK_IFP::A:PHE381-
DOCK_IFP::A:PHE3961-
DOCK_IFP::A:PHE551-
DOCK_IFP::A:PHE561-
DOCK_IFP::A:PHE911-
DOCK_IFP::A:PRO1151-
DOCK_IFP::A:PRO271-
DOCK_IFP::A:PRO3981-
DOCK_IFP::A:PRO621-
DOCK_IFP::A:PRO881-
DOCK_IFP::A:SER1571-
DOCK_IFP::A:SER221-
DOCK_IFP::A:SER2271-
DOCK_IFP::A:SER271-
DOCK_IFP::A:SER281-
DOCK_IFP::A:SER3941-
DOCK_IFP::A:SER3951-
DOCK_IFP::A:SER4751-
DOCK_IFP::A:SER601-
DOCK_IFP::A:THR1801-
DOCK_IFP::A:THR3971-
DOCK_IFP::A:THR441-
DOCK_IFP::A:THR571-
DOCK_IFP::A:THR691-
DOCK_IFP::A:TYR1141-
DOCK_IFP::A:TYR1221-
DOCK_IFP::A:TYR1621-
DOCK_IFP::A:TYR1781-
DOCK_IFP::A:TYR1911-
DOCK_IFP::A:TYR1941-
DOCK_IFP::A:TYR2831-
DOCK_IFP::A:VAL1161-
DOCK_IFP::A:VAL301-
DOCK_IFP::A:VAL311-
DOCK_IFP::A:VAL871-
DOCK_IFP::A:VAL91-
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_OVERLAP0.620732-
DOCK_MAX_CLASH_OVERLAP0.710070-
DOCK_MAX_CLASH_OVERLAP0.628347-
DOCK_MAX_CLASH_OVERLAP0.620713-
DOCK_MAX_CLASH_OVERLAP0.620695-
DOCK_POSE_COUNT1-
DOCK_POSE_COUNT1-
DOCK_POSE_COUNT1-
DOCK_POSE_COUNT1-
DOCK_POSE_COUNT1-
DOCK_PRE_RANK2.027441-
DOCK_PRE_RANK4.862713-
DOCK_PRE_RANK4.124172-
DOCK_PRE_RANK1.848825-
DOCK_PRE_RANK2.048544-
DOCK_PRIMARY_POSE_ID13382-
DOCK_PRIMARY_POSE_ID1213-
DOCK_PRIMARY_POSE_ID14744-
DOCK_PRIMARY_POSE_ID1873-
DOCK_PRIMARY_POSE_ID3184-
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_t20-
DOCK_REPORT_IDselection_import_t02-
DOCK_REPORT_IDselection_import_t03-
DOCK_REPORT_IDselection_import_t05-
DOCK_REPORT_IDselection_import_t22-
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:THR180;A:TYR162;A:TYR178;A:VAL30;A:VAL31;A:VAL87-
DOCK_RESIDUE_CONTACTSA:ARG17;A:ASP181;A:GLY225;A:HIS241;A:LEU188;A:LEU226;A:LEU229;A:MET183;A:NDP302;A:PHE113;A:PRO115;A:SER227;A:TYR114;A:TYR191;A:TYR194;A:TYR283;D:ARG287-
DOCK_RESIDUE_CONTACTSA:ASN402;A:GLU466;A:GLU467;A:LEU399;A:MET393;A:PHE396;A:PRO398;A:SER394;A:SER395;A:SER475;A:THR397-
DOCK_RESIDUE_CONTACTSA:ALA10;A:ASP22;A:GLY21;A:ILE61;A:ILE8;A:LEU23;A:LEU68;A:NAP201;A:PHE32;A:PHE35;A:PRO27;A:PRO62;A:SER60;A:THR57;A:TYR122;A:VAL116;A:VAL9-
DOCK_RESIDUE_CONTACTSA:ALA158;A:ALA24;A:ALA40;A:ALA70;A:ASN126;A:ASN41;A:ASP129;A:ASP68;A:GLN42;A:GLU73;A:GLY23;A:GLY25;A:GLY71;A:LEU130;A:LEU39;A:LYS127;A:LYS159;A:LYS26;A:PHE38;A:SER157;A:SER22;A:SER27;A:SER28;A:THR44;A:THR69-
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-29.642200-
DOCK_SCORE-27.515100-
DOCK_SCORE-28.611300-
DOCK_SCORE-33.686500-
DOCK_SCORE-20.522900-
DOCK_SCORE_INTER-29.420700-
DOCK_SCORE_INTER-19.748000-
DOCK_SCORE_INTER-28.418200-
DOCK_SCORE_INTER-36.204200-
DOCK_SCORE_INTER-27.377200-
DOCK_SCORE_INTER_KCAL-4.716731-
DOCK_SCORE_INTER_KCAL-8.647228-
DOCK_SCORE_INTER_KCAL-6.787573-
DOCK_SCORE_INTER_KCAL-6.538935-
DOCK_SCORE_INTER_KCAL-7.027017-
DOCK_SCORE_INTER_NORM-1.097100-
DOCK_SCORE_INTER_NORM-0.829612-
DOCK_SCORE_INTER_NORM-0.891537-
DOCK_SCORE_INTER_NORM-0.861158-
DOCK_SCORE_INTER_NORM-0.598425-
DOCK_SCORE_INTRA-0.808831-
DOCK_SCORE_INTRA-0.137900-
DOCK_SCORE_INTRA2.517680-
DOCK_SCORE_INTRA-0.193122-
DOCK_SCORE_INTRA-0.221444-
DOCK_SCORE_INTRA_KCAL0.601338-
DOCK_SCORE_INTRA_KCAL-0.046126-
DOCK_SCORE_INTRA_KCAL-0.032937-
DOCK_SCORE_INTRA_KCAL-0.052891-
DOCK_SCORE_INTRA_KCAL-0.193186-
DOCK_SCORE_INTRA_NORM-0.024510-
DOCK_SCORE_INTRA_NORM-0.004179-
DOCK_SCORE_INTRA_NORM-0.005852-
DOCK_SCORE_INTRA_NORM-0.006710-
DOCK_SCORE_INTRA_NORM0.076293-
DOCK_SCORE_KCAL-6.833695-
DOCK_SCORE_KCAL-8.045886-
DOCK_SCORE_KCAL-7.079921-
DOCK_SCORE_KCAL-4.901813-
DOCK_SCORE_KCAL-6.571872-
DOCK_SCORE_NORM-1.020800-
DOCK_SCORE_NORM-0.621906-
DOCK_SCORE_NORM-0.833791-
DOCK_SCORE_NORM-0.898247-
DOCK_SCORE_NORM-0.867010-
DOCK_SCORE_RESTR0.000000-
DOCK_SCORE_RESTR0.000000-
DOCK_SCORE_RESTR0.000000-
DOCK_SCORE_RESTR0.000000-
DOCK_SCORE_RESTR0.033954-
DOCK_SCORE_RESTR_NORM0.000000-
DOCK_SCORE_RESTR_NORM0.000000-
DOCK_SCORE_RESTR_NORM0.001029-
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_FILET03_top5_kcal_zscore_compound_names.sdf-
DOCK_SOURCE_FILET22_top5_kcal_zscore_compound_names.sdf-
DOCK_SOURCE_FILET02_top5_kcal_zscore_compound_names.sdf-
DOCK_SOURCE_FILET20_top5_kcal_zscore_compound_names.sdf-
DOCK_SOURCE_FILET05_top5_kcal_zscore_compound_names.sdf-
DOCK_SOURCE_FORMULAC22H18ClN5O3S2-
DOCK_SOURCE_FORMULAC22H18ClN5O3S2-
DOCK_SOURCE_FORMULAC22H18ClN5O3S2-
DOCK_SOURCE_FORMULAC22H18ClN5O3S2-
DOCK_SOURCE_FORMULAC22H18ClN5O3S2-
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_ATOMS33.000000-
DOCK_SOURCE_HEAVY_ATOMS33.000000-
DOCK_SOURCE_HEAVY_ATOMS33.000000-
DOCK_SOURCE_HEAVY_ATOMS33.000000-
DOCK_SOURCE_HEAVY_ATOMS33.000000-
DOCK_SOURCE_LOGP4.544620-
DOCK_SOURCE_LOGP4.544620-
DOCK_SOURCE_LOGP4.544620-
DOCK_SOURCE_LOGP4.544620-
DOCK_SOURCE_LOGP4.544620-
DOCK_SOURCE_MW500.005000-
DOCK_SOURCE_MW500.005000-
DOCK_SOURCE_MW500.005000-
DOCK_SOURCE_MW500.005000-
DOCK_SOURCE_MW500.005000-
DOCK_SOURCE_NAMEZ44856623-
DOCK_SOURCE_NAMEZ44856623-
DOCK_SOURCE_NAMEZ44856623-
DOCK_SOURCE_NAMEZ44856623-
DOCK_SOURCE_NAMEZ44856623-
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_DELTA39.805325-
DOCK_STRAIN_DELTA45.250477-
DOCK_STRAIN_DELTA42.058941-
DOCK_STRAIN_DELTA50.364064-
DOCK_STRAIN_DELTA55.896873-
DOCK_STRAIN_OK0-
DOCK_STRAIN_OK0-
DOCK_STRAIN_OK0-
DOCK_STRAIN_OK0-
DOCK_STRAIN_OK0-
DOCK_TARGETT05-
DOCK_TARGETT20-
DOCK_TARGETT03-
DOCK_TARGETT22-
DOCK_TARGETT02-
EXACT_MASS499.05395911599993Da
FORMULAC22H18ClN5O3S2-
HBA7-
HBD2-
LOGP4.544620000000004-
MOL_WEIGHT500.0050000000002g/mol
QED_SCORE0.29370206820435313-
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
T03 T03 selection_import_t03 1
native pose available
 1.9222134492695848 -28.6113 16 0.80 - Best pose
T02 T02 selection_import_t02 1
native pose available
 2.088197958606898 -27.5151 16 0.76 - Best pose
T05 T05 selection_import_t05 1
native pose available
 2.1144160328670694 -29.6422 13 0.76 - Best pose
T20 T20 selection_import_t20 1
native pose available
 4.210167055787727 -20.5229 7 0.88 - Best pose
T22 T22 selection_import_t22 1
native pose available
 4.962965006309327 -33.6865 20 0.95 - Best 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
518 1.9222134492695848 -0.861158 -28.6113 3 19 16 0.80 0.29 0.20 0.20 - no geometry warning; 12 clashes; 9 protein contact clashes; high strain Δ 45.3 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
535 2.088197958606898 -0.829612 -27.5151 1 17 16 0.76 0.00 0.00 0.00 - no geometry warning; 12 clashes; 1 protein clash; high strain Δ 39.8 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
474 2.1144160328670694 -0.891537 -29.6422 8 17 13 0.76 0.29 0.33 0.40 - no geometry warning; 12 clashes; 1 protein clash; 1 cofactor-context clash; high strain Δ 42.1 Open pose
T20 — T20 1 poses · report selection_import_t20
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
503 4.210167055787727 -0.598425 -20.5229 7 11 7 0.88 0.50 1.00 1.00 - no geometry warning; 13 clashes; 2 protein clashes; high strain Δ 50.4 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
506 4.962965006309327 -1.0971 -33.6865 11 25 20 0.95 0.47 0.45 0.45 - no geometry warning; 13 clashes; 3 protein clashes; high strain Δ 55.9 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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