FAIRMol

Z56935963

ID 2724

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

SMILES: COCC/[NH+]=c1\scc(-c2cccs2)n1/N=C/c1ccc(O)c(O)c1O

Formula: C17H18N3O4S2+ | MW: 392.48200000000026

LogP: 0.9047999999999996 | TPSA: 101.18

HBA/HBD: 7/4 | RotB: 6

InChIKey: RFMNRVRJCACEGK-PZFQXLDKSA-O

Recognized patterns

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

Bio motif

Catechol ×2 Resorcinol H-bond acceptor N ×2 H-bond acceptor O H-bond donor ×4 Gatekeeper aromatic Ionizable base

Functional group

Phenol ×3 Imine Ether

Ring system

Benzene Thiophene Thiazole

Properties

NameValueUnit
DOCK_BASE_INTER_RANK-1.469700-
DOCK_BASE_INTER_RANK-1.445020-
DOCK_BASE_INTER_RANK-1.085130-
DOCK_BASE_INTER_RANK-0.899284-
DOCK_BASE_INTER_RANK-0.726783-
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_COUNT5.000000-
DOCK_CLASH_COUNT4.000000-
DOCK_CLASH_COUNT5.000000-
DOCK_CLASH_COUNT6.000000-
DOCK_CONTACT_COUNT18.000000-
DOCK_CONTACT_COUNT18.000000-
DOCK_CONTACT_COUNT19.000000-
DOCK_CONTACT_COUNT17.000000-
DOCK_CONTACT_COUNT11.000000-
DOCK_EXPERIMENTT07-
DOCK_EXPERIMENTT08-
DOCK_EXPERIMENTT09-
DOCK_EXPERIMENTT17-
DOCK_EXPERIMENTT20-
DOCK_EXPERIMENT_ID7-
DOCK_EXPERIMENT_ID8-
DOCK_EXPERIMENT_ID9-
DOCK_EXPERIMENT_ID17-
DOCK_EXPERIMENT_ID20-
DOCK_FINAL_RANK0.211608-
DOCK_FINAL_RANK1.858735-
DOCK_FINAL_RANK2.901908-
DOCK_FINAL_RANK2.840198-
DOCK_FINAL_RANK2.692913-
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:ALA3651-
DOCK_IFP::A:ARG141-
DOCK_IFP::A:ARG141-
DOCK_IFP::A:ARG2281-
DOCK_IFP::A:ARG2871-
DOCK_IFP::A:ASN1751-
DOCK_IFP::A:ASN1751-
DOCK_IFP::A:ASN4021-
DOCK_IFP::A:ASP1611-
DOCK_IFP::A:ASP1611-
DOCK_IFP::A:CYS1681-
DOCK_IFP::A:CYS1681-
DOCK_IFP::A:GLU4661-
DOCK_IFP::A:GLU4671-
DOCK_IFP::A:GLY1961-
DOCK_IFP::A:GLY1971-
DOCK_IFP::A:GLY2051-
DOCK_IFP::A:GLY2861-
DOCK_IFP::A:HIS4611-
DOCK_IFP::A:ILE1991-
DOCK_IFP::A:ILE2261-
DOCK_IFP::A:LEU2081-
DOCK_IFP::A:LEU2091-
DOCK_IFP::A:LEU2091-
DOCK_IFP::A:LEU2271-
DOCK_IFP::A:LEU3321-
DOCK_IFP::A:LEU3341-
DOCK_IFP::A:LEU3991-
DOCK_IFP::A:LYS1781-
DOCK_IFP::A:MET1631-
DOCK_IFP::A:MET1631-
DOCK_IFP::A:MET2131-
DOCK_IFP::A:MET2131-
DOCK_IFP::A:MET3331-
DOCK_IFP::A:NAP3011-
DOCK_IFP::A:NAP3011-
DOCK_IFP::A:NDP3011-
DOCK_IFP::A:PHE1711-
DOCK_IFP::A:PHE1981-
DOCK_IFP::A:PHE2301-
DOCK_IFP::A:PHE3961-
DOCK_IFP::A:PHE971-
DOCK_IFP::A:PHE971-
DOCK_IFP::A:PRO1671-
DOCK_IFP::A:PRO1671-
DOCK_IFP::A:PRO2101-
DOCK_IFP::A:PRO2101-
DOCK_IFP::A:PRO3981-
DOCK_IFP::A:SER2071-
DOCK_IFP::A:SER3641-
DOCK_IFP::A:SER3941-
DOCK_IFP::A:SER3951-
DOCK_IFP::A:SER4701-
DOCK_IFP::A:SER951-
DOCK_IFP::A:SER951-
DOCK_IFP::A:THR3971-
DOCK_IFP::A:TRP2211-
DOCK_IFP::A:TRP2211-
DOCK_IFP::A:TYR1741-
DOCK_IFP::A:TYR1741-
DOCK_IFP::A:TYR2211-
DOCK_IFP::A:VAL1641-
DOCK_IFP::A:VAL2061-
DOCK_IFP::A:VAL2061-
DOCK_IFP::A:VAL3661-
DOCK_IFP::B:ALA321-
DOCK_IFP::B:ARG481-
DOCK_IFP::B:ASP521-
DOCK_IFP::B:ILE1821-
DOCK_IFP::B:ILE451-
DOCK_IFP::B:MET531-
DOCK_IFP::B:PHE561-
DOCK_IFP::B:PRO501-
DOCK_IFP::B:SER441-
DOCK_IFP::B:SER861-
DOCK_IFP::B:THR1801-
DOCK_IFP::B:THR831-
DOCK_IFP::B:TRP471-
DOCK_IFP::B:VAL1561-
DOCK_IFP::B:VAL301-
DOCK_IFP::B:VAL311-
DOCK_IFP::B:VAL491-
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_OVERLAP0.612015-
DOCK_MAX_CLASH_OVERLAP0.730201-
DOCK_MAX_CLASH_OVERLAP0.605794-
DOCK_MAX_CLASH_OVERLAP0.611945-
DOCK_MAX_CLASH_OVERLAP0.612104-
DOCK_POSE_COUNT1-
DOCK_POSE_COUNT1-
DOCK_POSE_COUNT1-
DOCK_POSE_COUNT1-
DOCK_POSE_COUNT1-
DOCK_PRE_RANK0.094770-
DOCK_PRE_RANK1.793092-
DOCK_PRE_RANK2.794796-
DOCK_PRE_RANK2.800488-
DOCK_PRE_RANK2.595895-
DOCK_PRIMARY_POSE_ID4488-
DOCK_PRIMARY_POSE_ID5192-
DOCK_PRIMARY_POSE_ID5876-
DOCK_PRIMARY_POSE_ID11336-
DOCK_PRIMARY_POSE_ID13345-
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_t07-
DOCK_REPORT_IDselection_import_t08-
DOCK_REPORT_IDselection_import_t09-
DOCK_REPORT_IDselection_import_t17-
DOCK_REPORT_IDselection_import_t20-
DOCK_RESIDUE_CONTACTSA:ARG14;A:ASN175;A:ASP161;A:CYS168;A:GLY205;A:LEU209;A:LYS178;A:MET163;A:MET213;A:NAP301;A:PHE97;A:PRO167;A:PRO210;A:SER95;A:TRP221;A:TYR174;A:VAL164;A:VAL206-
DOCK_RESIDUE_CONTACTSA:ARG14;A:ASN175;A:ASP161;A:CYS168;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:VAL206-
DOCK_RESIDUE_CONTACTSA:NDP301;B:ALA32;B:ARG48;B:ASP52;B:ILE182;B:ILE45;B:MET53;B:PHE56;B:PRO50;B:SER44;B:SER86;B:THR180;B:THR83;B:TRP47;B:VAL156;B:VAL30;B:VAL31;B:VAL49;B:VAL87-
DOCK_RESIDUE_CONTACTSA:ALA365;A:ARG228;A:ARG287;A:GLY196;A:GLY197;A:GLY286;A:ILE199;A:ILE226;A:LEU227;A:LEU332;A:LEU334;A:MET333;A:PHE198;A:PHE230;A:SER364;A:TYR221;A:VAL366-
DOCK_RESIDUE_CONTACTSA:ASN402;A:GLU466;A:GLU467;A:HIS461;A:LEU399;A:PHE396;A:PRO398;A:SER394;A:SER395;A:SER470;A:THR397-
DOCK_SCAFFOLD[NH2+]=c1scc(-c2cccs2)n1N=Cc1ccccc1-
DOCK_SCAFFOLD[NH2+]=c1scc(-c2cccs2)n1N=Cc1ccccc1-
DOCK_SCAFFOLD[NH2+]=c1scc(-c2cccs2)n1N=Cc1ccccc1-
DOCK_SCAFFOLD[NH2+]=c1scc(-c2cccs2)n1N=Cc1ccccc1-
DOCK_SCAFFOLD[NH2+]=c1scc(-c2cccs2)n1N=Cc1ccccc1-
DOCK_SCORE-25.327000-
DOCK_SCORE-29.976000-
DOCK_SCORE-22.442200-
DOCK_SCORE-25.580400-
DOCK_SCORE-16.290700-
DOCK_SCORE_INTER-38.212200-
DOCK_SCORE_INTER-37.570500-
DOCK_SCORE_INTER-28.213500-
DOCK_SCORE_INTER-23.381400-
DOCK_SCORE_INTER-18.896400-
DOCK_SCORE_INTER_KCAL-9.126831-
DOCK_SCORE_INTER_KCAL-8.973564-
DOCK_SCORE_INTER_KCAL-6.738682-
DOCK_SCORE_INTER_KCAL-5.584554-
DOCK_SCORE_INTER_KCAL-4.513330-
DOCK_SCORE_INTER_NORM-1.469700-
DOCK_SCORE_INTER_NORM-1.445020-
DOCK_SCORE_INTER_NORM-1.085130-
DOCK_SCORE_INTER_NORM-0.899284-
DOCK_SCORE_INTER_NORM-0.726783-
DOCK_SCORE_INTRA12.885200-
DOCK_SCORE_INTRA7.594470-
DOCK_SCORE_INTRA5.771270-
DOCK_SCORE_INTRA-2.199050-
DOCK_SCORE_INTRA2.605690-
DOCK_SCORE_INTRA_KCAL3.077578-
DOCK_SCORE_INTRA_KCAL1.813909-
DOCK_SCORE_INTRA_KCAL1.378445-
DOCK_SCORE_INTRA_KCAL-0.525234-
DOCK_SCORE_INTRA_KCAL0.622359-
DOCK_SCORE_INTRA_NORM0.495585-
DOCK_SCORE_INTRA_NORM0.292095-
DOCK_SCORE_INTRA_NORM0.221972-
DOCK_SCORE_INTRA_NORM-0.084579-
DOCK_SCORE_INTRA_NORM0.100219-
DOCK_SCORE_KCAL-6.049253-
DOCK_SCORE_KCAL-7.159648-
DOCK_SCORE_KCAL-5.360230-
DOCK_SCORE_KCAL-6.109776-
DOCK_SCORE_KCAL-3.890969-
DOCK_SCORE_NORM-0.974116-
DOCK_SCORE_NORM-1.152920-
DOCK_SCORE_NORM-0.863162-
DOCK_SCORE_NORM-0.983863-
DOCK_SCORE_NORM-0.626564-
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_FILET07_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_FILET17_top5_kcal_zscore_compound_names.sdf-
DOCK_SOURCE_FILET20_top5_kcal_zscore_compound_names.sdf-
DOCK_SOURCE_FORMULAC17H18N3O4S2+-
DOCK_SOURCE_FORMULAC17H18N3O4S2+-
DOCK_SOURCE_FORMULAC17H18N3O4S2+-
DOCK_SOURCE_FORMULAC17H18N3O4S2+-
DOCK_SOURCE_FORMULAC17H18N3O4S2+-
DOCK_SOURCE_HBA7.000000-
DOCK_SOURCE_HBA7.000000-
DOCK_SOURCE_HBA7.000000-
DOCK_SOURCE_HBA7.000000-
DOCK_SOURCE_HBA7.000000-
DOCK_SOURCE_HBD4.000000-
DOCK_SOURCE_HBD4.000000-
DOCK_SOURCE_HBD4.000000-
DOCK_SOURCE_HBD4.000000-
DOCK_SOURCE_HBD4.000000-
DOCK_SOURCE_HEAVY_ATOMS26.000000-
DOCK_SOURCE_HEAVY_ATOMS26.000000-
DOCK_SOURCE_HEAVY_ATOMS26.000000-
DOCK_SOURCE_HEAVY_ATOMS26.000000-
DOCK_SOURCE_HEAVY_ATOMS26.000000-
DOCK_SOURCE_LOGP0.904800-
DOCK_SOURCE_LOGP0.904800-
DOCK_SOURCE_LOGP0.904800-
DOCK_SOURCE_LOGP0.904800-
DOCK_SOURCE_LOGP0.904800-
DOCK_SOURCE_MW392.482000-
DOCK_SOURCE_MW392.482000-
DOCK_SOURCE_MW392.482000-
DOCK_SOURCE_MW392.482000-
DOCK_SOURCE_MW392.482000-
DOCK_SOURCE_NAMEZ56935963-
DOCK_SOURCE_NAMEZ56935963-
DOCK_SOURCE_NAMEZ56935963-
DOCK_SOURCE_NAMEZ56935963-
DOCK_SOURCE_NAMEZ56935963-
DOCK_SOURCE_RINGS3.000000-
DOCK_SOURCE_RINGS3.000000-
DOCK_SOURCE_RINGS3.000000-
DOCK_SOURCE_RINGS3.000000-
DOCK_SOURCE_RINGS3.000000-
DOCK_SOURCE_TPSA101.180000-
DOCK_SOURCE_TPSA101.180000-
DOCK_SOURCE_TPSA101.180000-
DOCK_SOURCE_TPSA101.180000-
DOCK_SOURCE_TPSA101.180000-
DOCK_STRAIN_DELTA62.117961-
DOCK_STRAIN_DELTA41.959706-
DOCK_STRAIN_DELTA58.492705-
DOCK_STRAIN_DELTA29.417841-
DOCK_STRAIN_DELTA54.660239-
DOCK_STRAIN_OK0-
DOCK_STRAIN_OK0-
DOCK_STRAIN_OK0-
DOCK_STRAIN_OK1-
DOCK_STRAIN_OK0-
DOCK_TARGETT07-
DOCK_TARGETT08-
DOCK_TARGETT09-
DOCK_TARGETT17-
DOCK_TARGETT20-
EXACT_MASS392.0733244760899Da
FORMULAC17H18N3O4S2+-
HBA7-
HBD4-
LOGP0.9047999999999996-
MOL_WEIGHT392.48200000000026g/mol
QED_SCORE0.2844764062066215-
ROTATABLE_BONDS6-
TPSA101.18A^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
T07 T07 selection_import_t07 1
native pose available
 0.21160834063186595 -25.327 14 0.74 - Best pose
T08 T08 selection_import_t08 1
native pose available
 1.8587347426823515 -29.976 15 0.79 - Best pose
T20 T20 selection_import_t20 1
native pose available
 2.69291344769857 -16.2907 8 1.00 - Best pose
T17 T17 selection_import_t17 1
native pose available
 2.8401983330533893 -25.5804 9 0.75 - Best pose
T09 T09 selection_import_t09 1
native pose available
 2.90190849278236 -22.4422 13 0.62 - Best pose
T07 — T07 1 poses · report selection_import_t07
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
425 0.21160834063186595 -1.4697 -25.327 13 18 14 0.74 0.83 0.80 0.80 - no geometry warning; 4 clashes; 6 protein contact clashes; 7 cofactor-context clashes; high strain Δ 62.1 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
451 1.8587347426823515 -1.44502 -29.976 11 18 15 0.79 0.67 0.60 0.60 - no geometry warning; 5 clashes; 2 protein clashes; 1 severe cofactor-context clash; high strain Δ 42.0 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
466 2.69291344769857 -0.726783 -16.2907 5 11 8 1.00 0.00 0.00 0.00 - no geometry warning; 6 clashes; 2 protein clashes; high strain Δ 54.7 Open pose
T17 — T17 1 poses · report selection_import_t17
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 2.8401983330533893 -0.899284 -25.5804 6 17 9 0.75 1.00 1.00 1.00 - no geometry warning; 5 clashes; 2 protein clashes; moderate strain Δ 29.4 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
458 2.90190849278236 -1.08513 -22.4422 11 19 13 0.62 0.00 0.17 0.17 - no geometry warning; 4 clashes; 2 protein clashes; high strain Δ 58.5 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…