FAIRMol

Z14345629

ID 1254

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

SMILES: C[C@H](Sc1nnc(-c2cccs2)n1Cc1ccccc1)C(=O)NCc1ccc2c(c1)OCO2

Formula: C24H22N4O3S2 | MW: 478.5990000000001

LogP: 4.580600000000004 | TPSA: 78.27000000000001

HBA/HBD: 7/1 | RotB: 8

InChIKey: AIHAAYAIQLHTTF-INIZCTEOSA-N

Recognized patterns

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

Bio motif

Catechol Hinge binder (C=O-NH) Hinge binder (NH-C=O) H-bond acceptor N ×3 H-bond acceptor O ×3 H-bond donor Gatekeeper aromatic ×2 Metal chelator

Functional group

Carbonyl Amide Secondary amine Aryl ether ×2 Sulfide Ether ×2 Acetal

Ring system

Benzene ×2 Thiophene Benzodioxole

Properties

NameValueUnit
DOCK_BASE_INTER_RANK-0.710741-
DOCK_BASE_INTER_RANK-0.974529-
DOCK_BASE_INTER_RANK-0.815542-
DOCK_BASE_INTER_RANK-0.777835-
DOCK_BASE_INTER_RANK-0.943697-
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_COUNT7.000000-
DOCK_CLASH_COUNT9.000000-
DOCK_CLASH_COUNT7.000000-
DOCK_CLASH_COUNT9.000000-
DOCK_CONTACT_COUNT17.000000-
DOCK_CONTACT_COUNT18.000000-
DOCK_CONTACT_COUNT16.000000-
DOCK_CONTACT_COUNT20.000000-
DOCK_CONTACT_COUNT17.000000-
DOCK_EXPERIMENTT21-
DOCK_EXPERIMENTT03-
DOCK_EXPERIMENTT17-
DOCK_EXPERIMENTT11-
DOCK_EXPERIMENTT19-
DOCK_EXPERIMENT_ID11-
DOCK_EXPERIMENT_ID19-
DOCK_EXPERIMENT_ID3-
DOCK_EXPERIMENT_ID17-
DOCK_EXPERIMENT_ID21-
DOCK_FINAL_RANK3.184607-
DOCK_FINAL_RANK0.888323-
DOCK_FINAL_RANK3.396602-
DOCK_FINAL_RANK3.469007-
DOCK_FINAL_RANK2.199494-
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:ALA321-
DOCK_IFP::A:ALA3651-
DOCK_IFP::A:ARG1371-
DOCK_IFP::A:ARG1401-
DOCK_IFP::A:ARG1411-
DOCK_IFP::A:ARG2281-
DOCK_IFP::A:ARG3311-
DOCK_IFP::A:ARG3611-
DOCK_IFP::A:ARG971-
DOCK_IFP::A:ASN1031-
DOCK_IFP::A:ASP3301-
DOCK_IFP::A:ASP521-
DOCK_IFP::A:CYS3751-
DOCK_IFP::A:GLN1241-
DOCK_IFP::A:GLU1921-
DOCK_IFP::A:GLY1911-
DOCK_IFP::A:GLY1971-
DOCK_IFP::A:GLY3761-
DOCK_IFP::A:HIS1021-
DOCK_IFP::A:HIS1381-
DOCK_IFP::A:HIS1441-
DOCK_IFP::A:HIS2221-
DOCK_IFP::A:ILE1261-
DOCK_IFP::A:ILE451-
DOCK_IFP::A:LEU1941-
DOCK_IFP::A:LEU2271-
DOCK_IFP::A:LEU3321-
DOCK_IFP::A:LEU3341-
DOCK_IFP::A:LEU941-
DOCK_IFP::A:LYS571-
DOCK_IFP::A:LYS951-
DOCK_IFP::A:MET3331-
DOCK_IFP::A:MET531-
DOCK_IFP::A:NDP3011-
DOCK_IFP::A:PHE1891-
DOCK_IFP::A:PHE1901-
DOCK_IFP::A:PHE1981-
DOCK_IFP::A:PHE2301-
DOCK_IFP::A:PHE511-
DOCK_IFP::A:PHE561-
DOCK_IFP::A:PHE741-
DOCK_IFP::A:PHE911-
DOCK_IFP::A:PRO2231-
DOCK_IFP::A:PRO501-
DOCK_IFP::A:PRO701-
DOCK_IFP::A:SER2181-
DOCK_IFP::A:SER3641-
DOCK_IFP::A:THR1801-
DOCK_IFP::A:THR3741-
DOCK_IFP::A:THR541-
DOCK_IFP::A:THR711-
DOCK_IFP::A:TYR1621-
DOCK_IFP::A:VAL1871-
DOCK_IFP::A:VAL1881-
DOCK_IFP::A:VAL2211-
DOCK_IFP::A:VAL301-
DOCK_IFP::A:VAL311-
DOCK_IFP::A:VAL3621-
DOCK_IFP::B:CYS691-
DOCK_IFP::B:GLY701-
DOCK_IFP::B:GLY721-
DOCK_IFP::B:GLY741-
DOCK_IFP::B:HIS111-
DOCK_IFP::B:ILE731-
DOCK_IFP::B:PRO121-
DOCK_IFP::B:SER431-
DOCK_IFP::B:SER711-
DOCK_IFP::B:TYR461-
DOCK_IFP::C:ALA3651-
DOCK_IFP::C:ASP3271-
DOCK_IFP::C:CYS521-
DOCK_IFP::C:CYS571-
DOCK_IFP::C:GLU2021-
DOCK_IFP::C:GLY561-
DOCK_IFP::C:ILE1991-
DOCK_IFP::C:LEU3341-
DOCK_IFP::C:LYS601-
DOCK_IFP::C:NDP8001-
DOCK_IFP::C:PHE1821-
DOCK_IFP::C:PHE2031-
DOCK_IFP::C:PHE3671-
DOCK_IFP::C:PRO3361-
DOCK_IFP::C:PRO4351-
DOCK_IFP::C:SER1781-
DOCK_IFP::C:SER3641-
DOCK_IFP::C:THR3351-
DOCK_IFP::C:THR511-
DOCK_IFP::C:VAL551-
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_OVERLAP0.672060-
DOCK_MAX_CLASH_OVERLAP0.640044-
DOCK_MAX_CLASH_OVERLAP0.640095-
DOCK_MAX_CLASH_OVERLAP0.639985-
DOCK_MAX_CLASH_OVERLAP0.640018-
DOCK_POSE_COUNT1-
DOCK_POSE_COUNT1-
DOCK_POSE_COUNT1-
DOCK_POSE_COUNT1-
DOCK_POSE_COUNT1-
DOCK_PRE_RANK3.413026-
DOCK_PRE_RANK3.356216-
DOCK_PRE_RANK2.172338-
DOCK_PRE_RANK0.856730-
DOCK_PRE_RANK3.150227-
DOCK_PRIMARY_POSE_ID13977-
DOCK_PRIMARY_POSE_ID12562-
DOCK_PRIMARY_POSE_ID11295-
DOCK_PRIMARY_POSE_ID7162-
DOCK_PRIMARY_POSE_ID1790-
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_t19-
DOCK_REPORT_IDselection_import_t21-
DOCK_REPORT_IDselection_import_t03-
DOCK_REPORT_IDselection_import_t11-
DOCK_REPORT_IDselection_import_t17-
DOCK_RESIDUE_CONTACTSA:GLN124;A:GLU192;A:GLY191;A:HIS144;A:HIS222;A:ILE126;A:LEU194;A:PHE189;A:PHE190;A:PHE51;A:PHE74;A:PRO223;A:PRO70;A:SER218;A:THR71;A:VAL187;A:VAL188;A:VAL221-
DOCK_RESIDUE_CONTACTSC:ALA365;C:ASP327;C:CYS52;C:CYS57;C:GLU202;C:GLY56;C:ILE199;C:LEU334;C:LYS60;C:NDP800;C:PHE182;C:PHE203;C:PHE367;C:PRO336;C:PRO435;C:SER178;C:SER364;C:THR335;C:THR51;C:VAL55-
DOCK_RESIDUE_CONTACTSA:ALA365;A:ARG228;A:ARG331;A:ARG361;A:ASP330;A:CYS375;A:GLY197;A:GLY376;A:LEU227;A:LEU332;A:LEU334;A:MET333;A:PHE198;A:PHE230;A:SER364;A:THR374;A:VAL362-
DOCK_RESIDUE_CONTACTSA:ALA32;A:ARG97;A:ASP52;A:ILE45;A:LEU94;A:LYS57;A:LYS95;A:MET53;A:NDP301;A:PHE56;A:PHE91;A:PRO50;A:THR180;A:THR54;A:TYR162;A:VAL30;A:VAL31-
DOCK_RESIDUE_CONTACTSA:ARG137;A:ARG140;A:ARG141;A:ASN103;A:HIS102;A:HIS138;B:CYS69;B:GLY70;B:GLY72;B:GLY74;B:HIS11;B:ILE73;B:PRO12;B:SER43;B:SER71;B:TYR46-
DOCK_SCAFFOLDO=C(CSc1nnc(-c2cccs2)n1Cc1ccccc1)NCc1ccc2c(c1)OCO2-
DOCK_SCAFFOLDO=C(CSc1nnc(-c2cccs2)n1Cc1ccccc1)NCc1ccc2c(c1)OCO2-
DOCK_SCAFFOLDO=C(CSc1nnc(-c2cccs2)n1Cc1ccccc1)NCc1ccc2c(c1)OCO2-
DOCK_SCAFFOLDO=C(CSc1nnc(-c2cccs2)n1Cc1ccccc1)NCc1ccc2c(c1)OCO2-
DOCK_SCAFFOLDO=C(CSc1nnc(-c2cccs2)n1Cc1ccccc1)NCc1ccc2c(c1)OCO2-
DOCK_SCORE-31.984600-
DOCK_SCORE-25.557000-
DOCK_SCORE-25.494000-
DOCK_SCORE-31.779800-
DOCK_SCORE-27.311500-
DOCK_SCORE_INTER-32.159500-
DOCK_SCORE_INTER-26.912900-
DOCK_SCORE_INTER-31.142000-
DOCK_SCORE_INTER-25.668500-
DOCK_SCORE_INTER-23.454400-
DOCK_SCORE_INTER_KCAL-6.428039-
DOCK_SCORE_INTER_KCAL-6.130819-
DOCK_SCORE_INTER_KCAL-7.438142-
DOCK_SCORE_INTER_KCAL-5.601990-
DOCK_SCORE_INTER_KCAL-7.681168-
DOCK_SCORE_INTER_NORM-0.943697-
DOCK_SCORE_INTER_NORM-0.815542-
DOCK_SCORE_INTER_NORM-0.777835-
DOCK_SCORE_INTER_NORM-0.710741-
DOCK_SCORE_INTER_NORM-0.974529-
DOCK_SCORE_INTRA-1.642990-
DOCK_SCORE_INTRA-2.039580-
DOCK_SCORE_INTRA1.355890-
DOCK_SCORE_INTRA-0.842538-
DOCK_SCORE_INTRA0.379624-
DOCK_SCORE_INTRA_KCAL-0.392422-
DOCK_SCORE_INTRA_KCAL0.323849-
DOCK_SCORE_INTRA_KCAL-0.487146-
DOCK_SCORE_INTRA_KCAL0.090672-
DOCK_SCORE_INTRA_KCAL-0.201237-
DOCK_SCORE_INTRA_NORM0.041088-
DOCK_SCORE_INTRA_NORM-0.049788-
DOCK_SCORE_INTRA_NORM0.011504-
DOCK_SCORE_INTRA_NORM-0.025531-
DOCK_SCORE_INTRA_NORM-0.061805-
DOCK_SCORE_KCAL-7.639394-
DOCK_SCORE_KCAL-6.104187-
DOCK_SCORE_KCAL-7.590478-
DOCK_SCORE_KCAL-6.089140-
DOCK_SCORE_KCAL-6.523243-
DOCK_SCORE_NORM-0.772546-
DOCK_SCORE_NORM-0.963025-
DOCK_SCORE_NORM-0.969229-
DOCK_SCORE_NORM-0.827622-
DOCK_SCORE_NORM-0.774455-
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_FILET19_top5_kcal_zscore_compound_names.sdf-
DOCK_SOURCE_FILET21_top5_kcal_zscore_compound_names.sdf-
DOCK_SOURCE_FILET11_top5_kcal_zscore_compound_names.sdf-
DOCK_SOURCE_FILET17_top5_kcal_zscore_compound_names.sdf-
DOCK_SOURCE_FORMULAC24H22N4O3S2-
DOCK_SOURCE_FORMULAC24H22N4O3S2-
DOCK_SOURCE_FORMULAC24H22N4O3S2-
DOCK_SOURCE_FORMULAC24H22N4O3S2-
DOCK_SOURCE_FORMULAC24H22N4O3S2-
DOCK_SOURCE_HBA7.000000-
DOCK_SOURCE_HBA7.000000-
DOCK_SOURCE_HBA7.000000-
DOCK_SOURCE_HBA7.000000-
DOCK_SOURCE_HBA7.000000-
DOCK_SOURCE_HBD1.000000-
DOCK_SOURCE_HBD1.000000-
DOCK_SOURCE_HBD1.000000-
DOCK_SOURCE_HBD1.000000-
DOCK_SOURCE_HBD1.000000-
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_LOGP4.580600-
DOCK_SOURCE_LOGP4.580600-
DOCK_SOURCE_LOGP4.580600-
DOCK_SOURCE_LOGP4.580600-
DOCK_SOURCE_LOGP4.580600-
DOCK_SOURCE_MW478.599000-
DOCK_SOURCE_MW478.599000-
DOCK_SOURCE_MW478.599000-
DOCK_SOURCE_MW478.599000-
DOCK_SOURCE_MW478.599000-
DOCK_SOURCE_NAMEZ14345629-
DOCK_SOURCE_NAMEZ14345629-
DOCK_SOURCE_NAMEZ14345629-
DOCK_SOURCE_NAMEZ14345629-
DOCK_SOURCE_NAMEZ14345629-
DOCK_SOURCE_RINGS5.000000-
DOCK_SOURCE_RINGS5.000000-
DOCK_SOURCE_RINGS5.000000-
DOCK_SOURCE_RINGS5.000000-
DOCK_SOURCE_RINGS5.000000-
DOCK_SOURCE_TPSA78.270000-
DOCK_SOURCE_TPSA78.270000-
DOCK_SOURCE_TPSA78.270000-
DOCK_SOURCE_TPSA78.270000-
DOCK_SOURCE_TPSA78.270000-
DOCK_STRAIN_DELTA26.325537-
DOCK_STRAIN_DELTA24.587634-
DOCK_STRAIN_DELTA37.627036-
DOCK_STRAIN_DELTA29.792063-
DOCK_STRAIN_DELTA21.598355-
DOCK_STRAIN_OK1-
DOCK_STRAIN_OK1-
DOCK_STRAIN_OK1-
DOCK_STRAIN_OK0-
DOCK_STRAIN_OK1-
DOCK_TARGETT11-
DOCK_TARGETT21-
DOCK_TARGETT03-
DOCK_TARGETT19-
DOCK_TARGETT17-
EXACT_MASS478.1133325640001Da
FORMULAC24H22N4O3S2-
HBA7-
HBD1-
LOGP4.580600000000004-
MOL_WEIGHT478.5990000000001g/mol
QED_SCORE0.37364597273957695-
ROTATABLE_BONDS8-
TPSA78.27000000000001A^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
T17 T17 selection_import_t17 1
native pose available
 0.88832276171585 -25.494 10 0.83 - Best pose
T03 T03 selection_import_t03 1
native pose available
 2.199494316672017 -31.9846 15 0.75 - Best pose
T11 T11 selection_import_t11 1
native pose available
 3.1846073519236984 -25.557 14 0.78 - Best pose
T21 T21 selection_import_t21 1
native pose available
 3.396602397426157 -27.3115 13 0.93 - Best pose
T19 T19 selection_import_t19 1
native pose available
 3.4690069884636863 -31.7798 7 0.26 - Best 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
452 0.88832276171585 -0.710741 -25.494 3 17 10 0.83 1.00 1.00 1.00 - no geometry warning; 7 clashes; 4 protein contact clashes; moderate strain Δ 24.6 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
435 2.199494316672017 -0.943697 -31.9846 4 17 15 0.75 0.29 0.20 0.20 - no geometry warning; 7 clashes; 1 protein clash; moderate strain Δ 21.6 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
388 3.1846073519236984 -0.815542 -25.557 3 18 14 0.78 0.40 0.40 0.50 - no geometry warning; 9 clashes; 2 protein clashes; moderate strain Δ 26.3 Open pose
T21 — T21 1 poses · report selection_import_t21
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
419 3.396602397426157 -0.777835 -27.3115 12 16 13 0.93 0.58 0.56 0.62 - no geometry warning; 9 clashes; 2 protein clashes; moderate strain Δ 29.8 Open pose
T19 — T19 1 poses · report selection_import_t19
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
361 3.4690069884636863 -0.974529 -31.7798 9 20 7 0.26 0.08 0.20 0.25 - no geometry warning; 13 clashes; 2 protein clashes; 1 cofactor-context clash; high strain Δ 37.6 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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