FAIRMol

OHD_TC1_88

ID 1160

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

SMILES: Sc1nnc(CCc2ccc3c(c2)OCO3)n1C1CCCCC1

Formula: C17H21N3O2S | MW: 331.4410000000002

LogP: 3.5859000000000014 | TPSA: 49.17000000000001

HBA/HBD: 5/1 | RotB: 4

InChIKey: GWCUMLSPFUVEEC-UHFFFAOYSA-N

Recognized patterns

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

Bio motif

Catechol H-bond acceptor N ×3 H-bond acceptor O ×2 Gatekeeper aromatic

Functional group

Thiol Aryl ether ×2 Ether ×2 Acetal

Ring system

Benzene Benzodioxole Cyclohexane

Properties

NameValueUnit
DOCK_BASE_INTER_RANK-1.275240-
DOCK_BASE_INTER_RANK-1.354340-
DOCK_BASE_INTER_RANK-1.396220-
DOCK_BASE_INTER_RANK-1.461050-
DOCK_BASE_INTER_RANK-1.203150-
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_COUNT6.000000-
DOCK_CLASH_COUNT9.000000-
DOCK_CLASH_COUNT10.000000-
DOCK_CLASH_COUNT8.000000-
DOCK_CLASH_COUNT6.000000-
DOCK_CONTACT_COUNT13.000000-
DOCK_CONTACT_COUNT13.000000-
DOCK_CONTACT_COUNT19.000000-
DOCK_CONTACT_COUNT9.000000-
DOCK_CONTACT_COUNT15.000000-
DOCK_EXPERIMENTT22-
DOCK_EXPERIMENTT03-
DOCK_EXPERIMENTT12-
DOCK_EXPERIMENTT08-
DOCK_EXPERIMENTT05-
DOCK_EXPERIMENT_ID5-
DOCK_EXPERIMENT_ID3-
DOCK_EXPERIMENT_ID12-
DOCK_EXPERIMENT_ID8-
DOCK_EXPERIMENT_ID22-
DOCK_FINAL_RANK2.700124-
DOCK_FINAL_RANK3.078689-
DOCK_FINAL_RANK1.676211-
DOCK_FINAL_RANK-0.123041-
DOCK_FINAL_RANK2.716998-
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:ALA1581-
DOCK_IFP::A:ALA241-
DOCK_IFP::A:ARG141-
DOCK_IFP::A:ARG1401-
DOCK_IFP::A:ARG1441-
DOCK_IFP::A:ARG171-
DOCK_IFP::A:ARG971-
DOCK_IFP::A:ASN1061-
DOCK_IFP::A:ASN1261-
DOCK_IFP::A:ASP1611-
DOCK_IFP::A:ASP1811-
DOCK_IFP::A:CYS1681-
DOCK_IFP::A:GLN421-
DOCK_IFP::A:GLU431-
DOCK_IFP::A:GLU731-
DOCK_IFP::A:GLY2051-
DOCK_IFP::A:GLY2251-
DOCK_IFP::A:GLY231-
DOCK_IFP::A:GLY251-
DOCK_IFP::A:GLY471-
DOCK_IFP::A:GLY711-
DOCK_IFP::A:HIS1051-
DOCK_IFP::A:HIS1411-
DOCK_IFP::A:LEU1881-
DOCK_IFP::A:LEU2081-
DOCK_IFP::A:LEU2091-
DOCK_IFP::A:LEU2261-
DOCK_IFP::A:LEU941-
DOCK_IFP::A:LYS1271-
DOCK_IFP::A:LYS1591-
DOCK_IFP::A:LYS1981-
DOCK_IFP::A:LYS261-
DOCK_IFP::A:LYS571-
DOCK_IFP::A:LYS951-
DOCK_IFP::A:MET1631-
DOCK_IFP::A:MET1831-
DOCK_IFP::A:MET531-
DOCK_IFP::A:NAP3011-
DOCK_IFP::A:NDP3021-
DOCK_IFP::A:PHE1131-
DOCK_IFP::A:PHE381-
DOCK_IFP::A:PHE561-
DOCK_IFP::A:PHE911-
DOCK_IFP::A:PHE971-
DOCK_IFP::A:PRO1671-
DOCK_IFP::A:PRO2101-
DOCK_IFP::A:PRO881-
DOCK_IFP::A:SER1111-
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:TYR1741-
DOCK_IFP::A:TYR1941-
DOCK_IFP::A:VAL2301-
DOCK_IFP::A:VAL871-
DOCK_IFP::B:ARG461-
DOCK_IFP::B:ASP131-
DOCK_IFP::B:CYS721-
DOCK_IFP::B:GLY731-
DOCK_IFP::B:GLY751-
DOCK_IFP::B:GLY771-
DOCK_IFP::B:HIS141-
DOCK_IFP::B:ILE151-
DOCK_IFP::B:SER741-
DOCK_IFP::B:TYR491-
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_OVERLAP0.639616-
DOCK_MAX_CLASH_OVERLAP0.639611-
DOCK_MAX_CLASH_OVERLAP0.639512-
DOCK_MAX_CLASH_OVERLAP0.639539-
DOCK_MAX_CLASH_OVERLAP0.639584-
DOCK_POSE_COUNT1-
DOCK_POSE_COUNT1-
DOCK_POSE_COUNT1-
DOCK_POSE_COUNT1-
DOCK_POSE_COUNT1-
DOCK_PRE_RANK2.671028-
DOCK_PRE_RANK3.047113-
DOCK_PRE_RANK2.699271-
DOCK_PRE_RANK-0.155537-
DOCK_PRE_RANK1.657052-
DOCK_PRIMARY_POSE_ID14289-
DOCK_PRIMARY_POSE_ID7514-
DOCK_PRIMARY_POSE_ID1446-
DOCK_PRIMARY_POSE_ID2777-
DOCK_PRIMARY_POSE_ID4837-
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_t08-
DOCK_REPORT_IDselection_import_t03-
DOCK_REPORT_IDselection_import_t22-
DOCK_REPORT_IDselection_import_t12-
DOCK_REPORT_IDselection_import_t05-
DOCK_RESIDUE_CONTACTSA:ARG17;A:ASP181;A:GLY225;A:LEU188;A:LEU226;A:LYS198;A:MET183;A:NDP302;A:PHE113;A:SER111;A:TYR194;A:VAL230;D:ARG287-
DOCK_RESIDUE_CONTACTSA:ALA158;A:ALA24;A:ASN126;A:GLN42;A:GLU43;A:GLU73;A:GLY23;A:GLY25;A:GLY47;A:GLY71;A:LYS127;A:LYS159;A:LYS26;A:PHE38;A:SER22;A:SER27;A:SER28;A:THR44;A:THR69-
DOCK_RESIDUE_CONTACTSA:ARG140;A:ARG144;A:ASN106;A:HIS105;A:HIS141;B:ARG46;B:ASP13;B:CYS72;B:GLY73;B:GLY75;B:GLY77;B:HIS14;B:ILE15;B:SER74;B:TYR49-
DOCK_RESIDUE_CONTACTSA:ARG14;A:ASP161;A:CYS168;A:GLY205;A:LEU208;A:LEU209;A:MET163;A:NAP301;A:PHE97;A:PRO167;A:PRO210;A:SER95;A:TYR174-
DOCK_RESIDUE_CONTACTSA:ARG97;A:LEU94;A:LYS57;A:LYS95;A:MET53;A:PHE56;A:PHE91;A:PRO88;A:VAL87-
DOCK_SCAFFOLDc1cc2c(cc1CCc1nncn1C1CCCCC1)OCO2-
DOCK_SCAFFOLDc1cc2c(cc1CCc1nncn1C1CCCCC1)OCO2-
DOCK_SCAFFOLDc1cc2c(cc1CCc1nncn1C1CCCCC1)OCO2-
DOCK_SCAFFOLDc1cc2c(cc1CCc1nncn1C1CCCCC1)OCO2-
DOCK_SCAFFOLDc1cc2c(cc1CCc1nncn1C1CCCCC1)OCO2-
DOCK_SCORE-28.605200-
DOCK_SCORE-27.710300-
DOCK_SCORE-30.418800-
DOCK_SCORE-27.326600-
DOCK_SCORE-26.145400-
DOCK_SCORE_INTER-33.604100-
DOCK_SCORE_INTER-32.113100-
DOCK_SCORE_INTER-31.149800-
DOCK_SCORE_INTER-29.330600-
DOCK_SCORE_INTER-27.672500-
DOCK_SCORE_INTER_KCAL-7.005496-
DOCK_SCORE_INTER_KCAL-6.609466-
DOCK_SCORE_INTER_KCAL-7.670085-
DOCK_SCORE_INTER_KCAL-7.440005-
DOCK_SCORE_INTER_KCAL-8.026205-
DOCK_SCORE_INTER_NORM-1.396220-
DOCK_SCORE_INTER_NORM-1.461050-
DOCK_SCORE_INTER_NORM-1.275240-
DOCK_SCORE_INTER_NORM-1.203150-
DOCK_SCORE_INTER_NORM-1.354340-
DOCK_SCORE_INTRA1.527160-
DOCK_SCORE_INTRA3.823250-
DOCK_SCORE_INTRA3.185300-
DOCK_SCORE_INTRA0.725408-
DOCK_SCORE_INTRA4.402830-
DOCK_SCORE_INTRA_KCAL0.913168-
DOCK_SCORE_INTRA_KCAL0.364756-
DOCK_SCORE_INTRA_KCAL0.173261-
DOCK_SCORE_INTRA_KCAL1.051598-
DOCK_SCORE_INTRA_KCAL0.760796-
DOCK_SCORE_INTRA_NORM0.191428-
DOCK_SCORE_INTRA_NORM0.138491-
DOCK_SCORE_INTRA_NORM0.166228-
DOCK_SCORE_INTRA_NORM0.031539-
DOCK_SCORE_INTRA_NORM0.066398-
DOCK_SCORE_KCAL-7.265409-
DOCK_SCORE_KCAL-6.832238-
DOCK_SCORE_KCAL-6.526849-
DOCK_SCORE_KCAL-6.244724-
DOCK_SCORE_KCAL-6.618494-
DOCK_SCORE_NORM-1.243700-
DOCK_SCORE_NORM-1.204800-
DOCK_SCORE_NORM-1.322560-
DOCK_SCORE_NORM-1.136760-
DOCK_SCORE_NORM-1.188110-
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_FILET03_top5_kcal_zscore_compound_names.sdf-
DOCK_SOURCE_FILET08_top5_kcal_zscore_compound_names.sdf-
DOCK_SOURCE_FILET05_top5_kcal_zscore_compound_names.sdf-
DOCK_SOURCE_FILET22_top5_kcal_zscore_compound_names.sdf-
DOCK_SOURCE_FILET12_top5_kcal_zscore_compound_names.sdf-
DOCK_SOURCE_FORMULAC17H21N3O2S-
DOCK_SOURCE_FORMULAC17H21N3O2S-
DOCK_SOURCE_FORMULAC17H21N3O2S-
DOCK_SOURCE_FORMULAC17H21N3O2S-
DOCK_SOURCE_FORMULAC17H21N3O2S-
DOCK_SOURCE_HBA5.000000-
DOCK_SOURCE_HBA5.000000-
DOCK_SOURCE_HBA5.000000-
DOCK_SOURCE_HBA5.000000-
DOCK_SOURCE_HBA5.000000-
DOCK_SOURCE_HBD1.000000-
DOCK_SOURCE_HBD1.000000-
DOCK_SOURCE_HBD1.000000-
DOCK_SOURCE_HBD1.000000-
DOCK_SOURCE_HBD1.000000-
DOCK_SOURCE_HEAVY_ATOMS23.000000-
DOCK_SOURCE_HEAVY_ATOMS23.000000-
DOCK_SOURCE_HEAVY_ATOMS23.000000-
DOCK_SOURCE_HEAVY_ATOMS23.000000-
DOCK_SOURCE_HEAVY_ATOMS23.000000-
DOCK_SOURCE_LOGP3.585900-
DOCK_SOURCE_LOGP3.585900-
DOCK_SOURCE_LOGP3.585900-
DOCK_SOURCE_LOGP3.585900-
DOCK_SOURCE_LOGP3.585900-
DOCK_SOURCE_MW331.441000-
DOCK_SOURCE_MW331.441000-
DOCK_SOURCE_MW331.441000-
DOCK_SOURCE_MW331.441000-
DOCK_SOURCE_MW331.441000-
DOCK_SOURCE_NAMEOHD_TC1_88-
DOCK_SOURCE_NAMEOHD_TC1_88-
DOCK_SOURCE_NAMEOHD_TC1_88-
DOCK_SOURCE_NAMEOHD_TC1_88-
DOCK_SOURCE_NAMEOHD_TC1_88-
DOCK_SOURCE_RINGS4.000000-
DOCK_SOURCE_RINGS4.000000-
DOCK_SOURCE_RINGS4.000000-
DOCK_SOURCE_RINGS4.000000-
DOCK_SOURCE_RINGS4.000000-
DOCK_SOURCE_TPSA49.170000-
DOCK_SOURCE_TPSA49.170000-
DOCK_SOURCE_TPSA49.170000-
DOCK_SOURCE_TPSA49.170000-
DOCK_SOURCE_TPSA49.170000-
DOCK_STRAIN_DELTA24.576287-
DOCK_STRAIN_DELTA15.180724-
DOCK_STRAIN_DELTA13.823682-
DOCK_STRAIN_DELTA25.160800-
DOCK_STRAIN_DELTA22.943236-
DOCK_STRAIN_OK1-
DOCK_STRAIN_OK1-
DOCK_STRAIN_OK1-
DOCK_STRAIN_OK1-
DOCK_STRAIN_OK1-
DOCK_TARGETT05-
DOCK_TARGETT12-
DOCK_TARGETT08-
DOCK_TARGETT03-
DOCK_TARGETT22-
EXACT_MASS331.135447912Da
FORMULAC17H21N3O2S-
HBA5-
HBD1-
LOGP3.5859000000000014-
MOL_WEIGHT331.4410000000002g/mol
QED_SCORE0.8700520988715961-
ROTATABLE_BONDS4-
TPSA49.17000000000001A^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
 -0.12304124545237619 -27.7103 11 0.58 - Best pose
T03 T03 selection_import_t03 1
native pose available
 1.6762107964268975 -26.1454 8 0.40 - Best pose
T22 T22 selection_import_t22 1
native pose available
 2.7001241589986824 -27.3266 14 0.67 - Best pose
T12 T12 selection_import_t12 1
native pose available
 2.716998234569074 -28.6052 15 0.94 - Best pose
T05 T05 selection_import_t05 1
native pose available
 3.0786886463102823 -30.4188 11 0.65 - 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
96 -0.12304124545237619 -1.39622 -27.7103 6 13 11 0.58 0.33 0.40 0.60 - no geometry warning; 10 clashes; 1 protein contact clash; 1 severe cofactor-context clash; moderate strain Δ 25.2 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
91 1.6762107964268975 -1.20315 -26.1454 5 9 8 0.40 0.29 0.20 0.20 - no geometry warning; 6 clashes; 1 protein clash 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
51 2.7001241589986824 -1.35434 -27.3266 8 19 14 0.67 0.27 0.27 0.36 - no geometry warning; 8 clashes; 2 protein clashes; moderate strain Δ 22.9 Open pose
T12 — T12 1 poses · report selection_import_t12
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
62 2.716998234569074 -1.27524 -28.6052 11 15 15 0.94 0.67 0.60 0.70 - no geometry warning; 6 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
67 3.0786886463102823 -1.46105 -30.4188 6 13 11 0.65 0.57 0.50 0.60 - no geometry warning; 9 clashes; 2 protein clashes; 1 severe cofactor-context clash; moderate strain Δ 24.6 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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