FAIRMol

Z68348244

ID 1602

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

SMILES: C[C@@H](NS(=O)(=O)c1ccc(Cl)c(Cl)c1)C(=O)NN/C(O)=C1/C=CC=CC1=O

Formula: C16H15Cl2N3O5S | MW: 432.2850000000001

LogP: 1.7457000000000003 | TPSA: 124.60000000000002

HBA/HBD: 6/4 | RotB: 6

InChIKey: SFJBLIPZLNOHMA-SYHTZJABSA-N

Recognized patterns

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

Bio motif

Peptide backbone Michael acceptor Hinge binder (C=O-NH) Hinge binder (NH-C=O) Sulfonamide bioisostere Aza-Michael acceptor H-bond acceptor O ×4 H-bond donor ×4 Gatekeeper aromatic Ionizable base Michael acceptor (extended) ×2 Metal chelator Retro-amide

Functional group

Carbonyl ×2 Amide Ketone Sulfonamide Chlorine ×2 Enone ×2 Hydrazine Alkene ×3 Enol ether Dienophile ×2

Ring system

Benzene

Properties

NameValueUnit
DOCK_BASE_INTER_RANK-0.891259-
DOCK_BASE_INTER_RANK-1.229560-
DOCK_BASE_INTER_RANK-0.992764-
DOCK_BASE_INTER_RANK-1.277090-
DOCK_BOND_LENGTH_OUTLIERS0.000000-
DOCK_BOND_LENGTH_OUTLIERS0.000000-
DOCK_BOND_LENGTH_OUTLIERS0.000000-
DOCK_BOND_LENGTH_OUTLIERS0.000000-
DOCK_CLASH_COUNT6.000000-
DOCK_CLASH_COUNT9.000000-
DOCK_CLASH_COUNT7.000000-
DOCK_CLASH_COUNT7.000000-
DOCK_CONTACT_COUNT12.000000-
DOCK_CONTACT_COUNT20.000000-
DOCK_CONTACT_COUNT15.000000-
DOCK_CONTACT_COUNT23.000000-
DOCK_EXPERIMENTT04-
DOCK_EXPERIMENTT08-
DOCK_EXPERIMENTT10-
DOCK_EXPERIMENTT22-
DOCK_EXPERIMENT_ID4-
DOCK_EXPERIMENT_ID8-
DOCK_EXPERIMENT_ID10-
DOCK_EXPERIMENT_ID22-
DOCK_FINAL_RANK0.051084-
DOCK_FINAL_RANK0.138201-
DOCK_FINAL_RANK3.602434-
DOCK_FINAL_RANK4.803104-
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:ALA151-
DOCK_IFP::A:ALA1581-
DOCK_IFP::A:ALA241-
DOCK_IFP::A:ALA701-
DOCK_IFP::A:ARG1161-
DOCK_IFP::A:ARG141-
DOCK_IFP::A:ARG1401-
DOCK_IFP::A:ARG1441-
DOCK_IFP::A:ARG171-
DOCK_IFP::A:ASN1061-
DOCK_IFP::A:ASN1261-
DOCK_IFP::A:ASN1751-
DOCK_IFP::A:ASP1291-
DOCK_IFP::A:ASP131-
DOCK_IFP::A:ASP1611-
DOCK_IFP::A:ASP2321-
DOCK_IFP::A:ASP681-
DOCK_IFP::A:CYS1681-
DOCK_IFP::A:CYS721-
DOCK_IFP::A:GLU1381-
DOCK_IFP::A:GLU431-
DOCK_IFP::A:GLU731-
DOCK_IFP::A:GLY2051-
DOCK_IFP::A:GLY231-
DOCK_IFP::A:GLY251-
DOCK_IFP::A:GLY471-
DOCK_IFP::A:GLY711-
DOCK_IFP::A:GLY731-
DOCK_IFP::A:HIS1051-
DOCK_IFP::A:HIS141-
DOCK_IFP::A:HIS1411-
DOCK_IFP::A:HIS2411-
DOCK_IFP::A:ILE461-
DOCK_IFP::A:LEU1011-
DOCK_IFP::A:LEU1361-
DOCK_IFP::A:LEU1881-
DOCK_IFP::A:LEU2081-
DOCK_IFP::A:LEU2091-
DOCK_IFP::A:LEU2261-
DOCK_IFP::A:LEU2291-
DOCK_IFP::A:LYS1271-
DOCK_IFP::A:LYS1591-
DOCK_IFP::A:LYS261-
DOCK_IFP::A:MET1631-
DOCK_IFP::A:MET2131-
DOCK_IFP::A:MET2331-
DOCK_IFP::A:NAP3011-
DOCK_IFP::A:NDP3021-
DOCK_IFP::A:PHE1131-
DOCK_IFP::A:PHE1711-
DOCK_IFP::A:PHE381-
DOCK_IFP::A:PHE971-
DOCK_IFP::A:PRO1671-
DOCK_IFP::A:PRO2101-
DOCK_IFP::A:SER1571-
DOCK_IFP::A:SER2071-
DOCK_IFP::A:SER221-
DOCK_IFP::A:SER271-
DOCK_IFP::A:SER281-
DOCK_IFP::A:SER951-
DOCK_IFP::A:THR441-
DOCK_IFP::A:THR691-
DOCK_IFP::A:TRP2211-
DOCK_IFP::A:TYR1741-
DOCK_IFP::A:TYR1911-
DOCK_IFP::A:TYR1941-
DOCK_IFP::A:TYR491-
DOCK_IFP::A:VAL1641-
DOCK_IFP::A:VAL2061-
DOCK_IFP::A:VAL2301-
DOCK_IMPORT_SCOPEbest_by_name-
DOCK_IMPORT_SCOPEbest_by_name-
DOCK_IMPORT_SCOPEbest_by_name-
DOCK_IMPORT_SCOPEbest_by_name-
DOCK_MAX_CLASH_OVERLAP0.612798-
DOCK_MAX_CLASH_OVERLAP0.612783-
DOCK_MAX_CLASH_OVERLAP0.612849-
DOCK_MAX_CLASH_OVERLAP0.611527-
DOCK_POSE_COUNT1-
DOCK_POSE_COUNT1-
DOCK_POSE_COUNT1-
DOCK_POSE_COUNT1-
DOCK_PRE_RANK-0.067941-
DOCK_PRE_RANK0.043749-
DOCK_PRE_RANK3.475211-
DOCK_PRE_RANK4.706864-
DOCK_PRIMARY_POSE_ID2522-
DOCK_PRIMARY_POSE_ID5232-
DOCK_PRIMARY_POSE_ID6578-
DOCK_PRIMARY_POSE_ID14731-
DOCK_RANKING_MODEinter_strain_penalized-
DOCK_RANKING_MODEinter_strain_penalized-
DOCK_RANKING_MODEinter_strain_penalized-
DOCK_RANKING_MODEinter_strain_penalized-
DOCK_REPORT_IDselection_import_t04-
DOCK_REPORT_IDselection_import_t08-
DOCK_REPORT_IDselection_import_t10-
DOCK_REPORT_IDselection_import_t22-
DOCK_RESIDUE_CONTACTSA:ARG17;A:ASP232;A:HIS241;A:LEU188;A:LEU226;A:LEU229;A:MET233;A:NDP302;A:PHE113;A:TYR191;A:TYR194;A:VAL230-
DOCK_RESIDUE_CONTACTSA:ARG14;A:ASN175;A:ASP161;A:CYS168;A:GLY205;A:LEU208;A:LEU209;A:MET163;A:MET213;A:NAP301;A:PHE171;A:PHE97;A:PRO167;A:PRO210;A:SER207;A:SER95;A:TRP221;A:TYR174;A:VAL164;A:VAL206-
DOCK_RESIDUE_CONTACTSA:ALA15;A:ARG116;A:ARG140;A:ARG144;A:ASN106;A:ASP13;A:CYS72;A:GLU138;A:GLY73;A:HIS105;A:HIS14;A:HIS141;A:LEU101;A:LEU136;A:TYR49-
DOCK_RESIDUE_CONTACTSA:ALA158;A:ALA24;A:ALA70;A:ASN126;A:ASP129;A:ASP68;A:GLU43;A:GLU73;A:GLY23;A:GLY25;A:GLY47;A:GLY71;A:ILE46;A:LYS127;A:LYS159;A:LYS26;A:PHE38;A:SER157;A:SER22;A:SER27;A:SER28;A:THR44;A:THR69-
DOCK_SCAFFOLDO=C(CNS(=O)(=O)c1ccccc1)NNC=C1C=CC=CC1=O-
DOCK_SCAFFOLDO=C(CNS(=O)(=O)c1ccccc1)NNC=C1C=CC=CC1=O-
DOCK_SCAFFOLDO=C(CNS(=O)(=O)c1ccccc1)NNC=C1C=CC=CC1=O-
DOCK_SCAFFOLDO=C(CNS(=O)(=O)c1ccccc1)NNC=C1C=CC=CC1=O-
DOCK_SCORE-21.487900-
DOCK_SCORE-31.893600-
DOCK_SCORE-24.483500-
DOCK_SCORE-36.305600-
DOCK_SCORE_INTER-24.064000-
DOCK_SCORE_INTER-33.198200-
DOCK_SCORE_INTER-26.804600-
DOCK_SCORE_INTER-34.481400-
DOCK_SCORE_INTER_KCAL-5.747590-
DOCK_SCORE_INTER_KCAL-7.929257-
DOCK_SCORE_INTER_KCAL-6.402171-
DOCK_SCORE_INTER_KCAL-8.235744-
DOCK_SCORE_INTER_NORM-0.891259-
DOCK_SCORE_INTER_NORM-1.229560-
DOCK_SCORE_INTER_NORM-0.992764-
DOCK_SCORE_INTER_NORM-1.277090-
DOCK_SCORE_INTRA2.576110-
DOCK_SCORE_INTRA1.304630-
DOCK_SCORE_INTRA2.321140-
DOCK_SCORE_INTRA-1.824260-
DOCK_SCORE_INTRA_KCAL0.615294-
DOCK_SCORE_INTRA_KCAL0.311606-
DOCK_SCORE_INTRA_KCAL0.554395-
DOCK_SCORE_INTRA_KCAL-0.435717-
DOCK_SCORE_INTRA_NORM0.095411-
DOCK_SCORE_INTRA_NORM0.048320-
DOCK_SCORE_INTRA_NORM0.085968-
DOCK_SCORE_INTRA_NORM-0.067565-
DOCK_SCORE_KCAL-5.132299-
DOCK_SCORE_KCAL-7.617659-
DOCK_SCORE_KCAL-5.847786-
DOCK_SCORE_KCAL-8.671447-
DOCK_SCORE_NORM-0.795847-
DOCK_SCORE_NORM-1.181240-
DOCK_SCORE_NORM-0.906796-
DOCK_SCORE_NORM-1.344650-
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_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_FILET04_top5_kcal_zscore_compound_names.sdf-
DOCK_SOURCE_FILET08_top5_kcal_zscore_compound_names.sdf-
DOCK_SOURCE_FILET10_top5_kcal_zscore_compound_names.sdf-
DOCK_SOURCE_FILET22_top5_kcal_zscore_compound_names.sdf-
DOCK_SOURCE_FORMULAC16H15Cl2N3O5S-
DOCK_SOURCE_FORMULAC16H15Cl2N3O5S-
DOCK_SOURCE_FORMULAC16H15Cl2N3O5S-
DOCK_SOURCE_FORMULAC16H15Cl2N3O5S-
DOCK_SOURCE_HBA6.000000-
DOCK_SOURCE_HBA6.000000-
DOCK_SOURCE_HBA6.000000-
DOCK_SOURCE_HBA6.000000-
DOCK_SOURCE_HBD4.000000-
DOCK_SOURCE_HBD4.000000-
DOCK_SOURCE_HBD4.000000-
DOCK_SOURCE_HBD4.000000-
DOCK_SOURCE_HEAVY_ATOMS27.000000-
DOCK_SOURCE_HEAVY_ATOMS27.000000-
DOCK_SOURCE_HEAVY_ATOMS27.000000-
DOCK_SOURCE_HEAVY_ATOMS27.000000-
DOCK_SOURCE_LOGP1.745700-
DOCK_SOURCE_LOGP1.745700-
DOCK_SOURCE_LOGP1.745700-
DOCK_SOURCE_LOGP1.745700-
DOCK_SOURCE_MW432.285000-
DOCK_SOURCE_MW432.285000-
DOCK_SOURCE_MW432.285000-
DOCK_SOURCE_MW432.285000-
DOCK_SOURCE_NAMEZ68348244-
DOCK_SOURCE_NAMEZ68348244-
DOCK_SOURCE_NAMEZ68348244-
DOCK_SOURCE_NAMEZ68348244-
DOCK_SOURCE_RINGS2.000000-
DOCK_SOURCE_RINGS2.000000-
DOCK_SOURCE_RINGS2.000000-
DOCK_SOURCE_RINGS2.000000-
DOCK_SOURCE_TPSA124.600000-
DOCK_SOURCE_TPSA124.600000-
DOCK_SOURCE_TPSA124.600000-
DOCK_SOURCE_TPSA124.600000-
DOCK_STRAIN_DELTA62.925561-
DOCK_STRAIN_DELTA53.671444-
DOCK_STRAIN_DELTA65.933572-
DOCK_STRAIN_DELTA54.361251-
DOCK_STRAIN_OK0-
DOCK_STRAIN_OK0-
DOCK_STRAIN_OK0-
DOCK_STRAIN_OK0-
DOCK_TARGETT04-
DOCK_TARGETT08-
DOCK_TARGETT10-
DOCK_TARGETT22-
EXACT_MASS431.01094694Da
FORMULAC16H15Cl2N3O5S-
HBA6-
HBD4-
LOGP1.7457000000000003-
MOL_WEIGHT432.2850000000001g/mol
QED_SCORE0.30851533125184055-
ROTATABLE_BONDS6-
TPSA124.60000000000002A^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
 0.05108413669265377 -21.4879 11 0.58 - Best pose
T08 T08 selection_import_t08 1
native pose available
 0.13820060664767683 -31.8936 16 0.84 - Best pose
T10 T10 selection_import_t10 1
native pose available
 3.6024335964103926 -24.4835 13 0.76 - Best pose
T22 T22 selection_import_t22 1
native pose available
 4.803104340131133 -36.3056 15 0.71 - 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
489 0.05108413669265377 -0.891259 -21.4879 0 12 11 0.58 0.00 0.00 0.00 - no geometry warning; 6 clashes; 1 protein contact clash; 1 cofactor-context clash; high strain Δ 62.9 Open 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
491 0.13820060664767683 -1.22956 -31.8936 7 20 16 0.84 0.17 0.40 0.40 - no geometry warning; 9 clashes; 2 protein contact clashes; 4 cofactor-context clashes; high strain Δ 53.7 Open pose
T10 — T10 1 poses · report selection_import_t10
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
482 3.6024335964103926 -0.992764 -24.4835 9 15 13 0.76 0.38 0.36 0.45 - no geometry warning; 7 clashes; 2 protein clashes; high strain Δ 65.9 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
493 4.803104340131133 -1.27709 -36.3056 6 23 15 0.71 0.33 0.36 0.45 - no geometry warning; 7 clashes; 3 protein clashes; high strain Δ 54.4 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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