FAIRMol

OHD_TB2021_21

ID 2935

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

SMILES: CC(C)C[C@H](N)/C(O)=N/S(=O)(=O)c1cccc(NC(=O)c2ccc(O)cc2)c1

Formula: C19H23N3O5S | MW: 405.47600000000017

LogP: 2.663100000000001 | TPSA: 142.08

HBA/HBD: 5/4 | RotB: 7

InChIKey: XZIUXJRZPXZWFB-KRWDZBQOSA-N

Recognized patterns

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

Bio motif

Hinge binder (C=O-NH) Hinge binder (NH-C=O) H-bond acceptor N H-bond acceptor O ×3 H-bond donor ×4 Gatekeeper aromatic ×2 Ionizable base Metal chelator ×2 Lipinski HMW fragment ×2

Functional group

Carbonyl Amide Primary amine Secondary amine Phenol Imine

Ring system

Benzene ×2

Properties

NameValueUnit
DOCK_BASE_INTER_RANK-1.079190-
DOCK_BASE_INTER_RANK-1.155590-
DOCK_BASE_INTER_RANK-0.915886-
DOCK_BASE_INTER_RANK-0.834728-
DOCK_BASE_INTER_RANK-0.869185-
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_COUNT9.000000-
DOCK_CLASH_COUNT9.000000-
DOCK_CLASH_COUNT10.000000-
DOCK_CLASH_COUNT11.000000-
DOCK_CLASH_COUNT7.000000-
DOCK_CONTACT_COUNT22.000000-
DOCK_CONTACT_COUNT15.000000-
DOCK_CONTACT_COUNT20.000000-
DOCK_CONTACT_COUNT16.000000-
DOCK_CONTACT_COUNT15.000000-
DOCK_EXPERIMENTT07-
DOCK_EXPERIMENTT08-
DOCK_EXPERIMENTT11-
DOCK_EXPERIMENTT17-
DOCK_EXPERIMENTT21-
DOCK_EXPERIMENT_ID7-
DOCK_EXPERIMENT_ID8-
DOCK_EXPERIMENT_ID11-
DOCK_EXPERIMENT_ID17-
DOCK_EXPERIMENT_ID21-
DOCK_FINAL_RANK3.490576-
DOCK_FINAL_RANK0.412011-
DOCK_FINAL_RANK2.029214-
DOCK_FINAL_RANK4.819438-
DOCK_FINAL_RANK2.628330-
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:ALA3631-
DOCK_IFP::A:ALA401-
DOCK_IFP::A:ALA961-
DOCK_IFP::A:ARG1371-
DOCK_IFP::A:ARG141-
DOCK_IFP::A:ARG141-
DOCK_IFP::A:ARG1411-
DOCK_IFP::A:ARG3611-
DOCK_IFP::A:ASN1031-
DOCK_IFP::A:ASN1251-
DOCK_IFP::A:ASN1751-
DOCK_IFP::A:ASP1611-
DOCK_IFP::A:ASP1611-
DOCK_IFP::A:ASP1651-
DOCK_IFP::A:CYS1681-
DOCK_IFP::A:CYS3751-
DOCK_IFP::A:GLN1241-
DOCK_IFP::A:GLN1661-
DOCK_IFP::A:GLU1221-
DOCK_IFP::A:GLU1921-
DOCK_IFP::A:GLY1911-
DOCK_IFP::A:GLY2291-
DOCK_IFP::A:GLY3761-
DOCK_IFP::A:GLY391-
DOCK_IFP::A:HIS1021-
DOCK_IFP::A:HIS1381-
DOCK_IFP::A:HIS1441-
DOCK_IFP::A:HIS2221-
DOCK_IFP::A:HIS3591-
DOCK_IFP::A:HIS4281-
DOCK_IFP::A:ILE1261-
DOCK_IFP::A:LEU1941-
DOCK_IFP::A:LEU2081-
DOCK_IFP::A:LEU2081-
DOCK_IFP::A:LEU2091-
DOCK_IFP::A:LEU2091-
DOCK_IFP::A:LEU3321-
DOCK_IFP::A:LEU3341-
DOCK_IFP::A:LEU951-
DOCK_IFP::A:LYS1141-
DOCK_IFP::A:LYS131-
DOCK_IFP::A:MET1631-
DOCK_IFP::A:MET2131-
DOCK_IFP::A:MET3331-
DOCK_IFP::A:NAP3011-
DOCK_IFP::A:NAP3011-
DOCK_IFP::A:PHE1711-
DOCK_IFP::A:PHE1891-
DOCK_IFP::A:PHE1901-
DOCK_IFP::A:PHE1981-
DOCK_IFP::A:PHE2301-
DOCK_IFP::A:PHE511-
DOCK_IFP::A:PHE741-
DOCK_IFP::A:PHE971-
DOCK_IFP::A:PHE971-
DOCK_IFP::A:PRO1671-
DOCK_IFP::A:PRO2101-
DOCK_IFP::A:PRO2101-
DOCK_IFP::A:PRO2231-
DOCK_IFP::A:PRO991-
DOCK_IFP::A:SER2071-
DOCK_IFP::A:SER3641-
DOCK_IFP::A:SER951-
DOCK_IFP::A:THR3601-
DOCK_IFP::A:THR3741-
DOCK_IFP::A:THR711-
DOCK_IFP::A:TRP2211-
DOCK_IFP::A:TYR1741-
DOCK_IFP::A:TYR1741-
DOCK_IFP::A:TYR981-
DOCK_IFP::A:TYR981-
DOCK_IFP::A:VAL1641-
DOCK_IFP::A:VAL1871-
DOCK_IFP::A:VAL1881-
DOCK_IFP::A:VAL2061-
DOCK_IFP::A:VAL2111-
DOCK_IFP::A:VAL2211-
DOCK_IFP::A:VAL3621-
DOCK_IFP::B:ARG1131-
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:SER711-
DOCK_IFP::B:TYR461-
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_OVERLAP0.612746-
DOCK_MAX_CLASH_OVERLAP0.612818-
DOCK_MAX_CLASH_OVERLAP0.612828-
DOCK_MAX_CLASH_OVERLAP0.612816-
DOCK_MAX_CLASH_OVERLAP0.612772-
DOCK_POSE_COUNT1-
DOCK_POSE_COUNT1-
DOCK_POSE_COUNT1-
DOCK_POSE_COUNT1-
DOCK_POSE_COUNT1-
DOCK_PRE_RANK3.402069-
DOCK_PRE_RANK0.356520-
DOCK_PRE_RANK1.944320-
DOCK_PRE_RANK4.756218-
DOCK_PRE_RANK2.513776-
DOCK_PRIMARY_POSE_ID4110-
DOCK_PRIMARY_POSE_ID4800-
DOCK_PRIMARY_POSE_ID6823-
DOCK_PRIMARY_POSE_ID10900-
DOCK_PRIMARY_POSE_ID13593-
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_t11-
DOCK_REPORT_IDselection_import_t17-
DOCK_REPORT_IDselection_import_t21-
DOCK_RESIDUE_CONTACTSA:ARG14;A:ASN175;A:ASP161;A:ASP165;A:CYS168;A:GLN166;A:LEU208;A:LEU209;A:MET163;A:MET213;A:NAP301;A:PHE171;A:PHE97;A:PRO167;A:PRO210;A:PRO99;A:SER207;A:TRP221;A:TYR174;A:TYR98;A:VAL164;A:VAL206-
DOCK_RESIDUE_CONTACTSA:ALA96;A:ARG14;A:ASP161;A:GLU122;A:LEU208;A:LEU209;A:LYS114;A:LYS13;A:NAP301;A:PHE97;A:PRO210;A:SER95;A:TYR174;A:TYR98;A:VAL211-
DOCK_RESIDUE_CONTACTSA:ALA40;A:ASN125;A:GLN124;A:GLU192;A:GLY191;A:GLY39;A:HIS144;A:HIS222;A:ILE126;A:LEU194;A:LEU95;A:PHE189;A:PHE190;A:PHE51;A:PHE74;A:PRO223;A:THR71;A:VAL187;A:VAL188;A:VAL221-
DOCK_RESIDUE_CONTACTSA:ALA363;A:ARG361;A:CYS375;A:GLY229;A:GLY376;A:HIS359;A:HIS428;A:LEU332;A:LEU334;A:MET333;A:PHE198;A:PHE230;A:SER364;A:THR360;A:THR374;A:VAL362-
DOCK_RESIDUE_CONTACTSA:ARG137;A:ARG141;A:ASN103;A:HIS102;A:HIS138;B:ARG113;B:CYS69;B:GLY70;B:GLY72;B:GLY74;B:HIS11;B:ILE73;B:PRO12;B:SER71;B:TYR46-
DOCK_SCAFFOLDO=C(Nc1ccccc1)c1ccccc1-
DOCK_SCAFFOLDO=C(Nc1ccccc1)c1ccccc1-
DOCK_SCAFFOLDO=C(Nc1ccccc1)c1ccccc1-
DOCK_SCAFFOLDO=C(Nc1ccccc1)c1ccccc1-
DOCK_SCAFFOLDO=C(Nc1ccccc1)c1ccccc1-
DOCK_SCORE-20.494400-
DOCK_SCORE-31.593600-
DOCK_SCORE-21.352200-
DOCK_SCORE-19.254500-
DOCK_SCORE-14.038500-
DOCK_SCORE_INTER-30.217300-
DOCK_SCORE_INTER-32.356600-
DOCK_SCORE_INTER-25.644800-
DOCK_SCORE_INTER-23.372400-
DOCK_SCORE_INTER-24.337200-
DOCK_SCORE_INTER_KCAL-7.217281-
DOCK_SCORE_INTER_KCAL-7.728244-
DOCK_SCORE_INTER_KCAL-6.125158-
DOCK_SCORE_INTER_KCAL-5.582404-
DOCK_SCORE_INTER_KCAL-5.812843-
DOCK_SCORE_INTER_NORM-1.079190-
DOCK_SCORE_INTER_NORM-1.155590-
DOCK_SCORE_INTER_NORM-0.915886-
DOCK_SCORE_INTER_NORM-0.834728-
DOCK_SCORE_INTER_NORM-0.869185-
DOCK_SCORE_INTRA9.722920-
DOCK_SCORE_INTRA0.695698-
DOCK_SCORE_INTRA4.292620-
DOCK_SCORE_INTRA4.077630-
DOCK_SCORE_INTRA10.298700-
DOCK_SCORE_INTRA_KCAL2.322281-
DOCK_SCORE_INTRA_KCAL0.166165-
DOCK_SCORE_INTRA_KCAL1.025275-
DOCK_SCORE_INTRA_KCAL0.973926-
DOCK_SCORE_INTRA_KCAL2.459803-
DOCK_SCORE_INTRA_NORM0.347247-
DOCK_SCORE_INTRA_NORM0.024846-
DOCK_SCORE_INTRA_NORM0.153308-
DOCK_SCORE_INTRA_NORM0.145630-
DOCK_SCORE_INTRA_NORM0.367811-
DOCK_SCORE_KCAL-4.895005-
DOCK_SCORE_KCAL-7.546005-
DOCK_SCORE_KCAL-5.099888-
DOCK_SCORE_KCAL-4.598860-
DOCK_SCORE_KCAL-3.353040-
DOCK_SCORE_NORM-0.731943-
DOCK_SCORE_NORM-1.128340-
DOCK_SCORE_NORM-0.762578-
DOCK_SCORE_NORM-0.687659-
DOCK_SCORE_NORM-0.501375-
DOCK_SCORE_RESTR0.000000-
DOCK_SCORE_RESTR0.067265-
DOCK_SCORE_RESTR0.000000-
DOCK_SCORE_RESTR0.040317-
DOCK_SCORE_RESTR0.000000-
DOCK_SCORE_RESTR_NORM0.000000-
DOCK_SCORE_RESTR_NORM0.002402-
DOCK_SCORE_RESTR_NORM0.000000-
DOCK_SCORE_RESTR_NORM0.001440-
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_FILET11_top5_kcal_zscore_compound_names.sdf-
DOCK_SOURCE_FILET17_top5_kcal_zscore_compound_names.sdf-
DOCK_SOURCE_FILET21_top5_kcal_zscore_compound_names.sdf-
DOCK_SOURCE_FORMULAC19H23N3O5S-
DOCK_SOURCE_FORMULAC19H23N3O5S-
DOCK_SOURCE_FORMULAC19H23N3O5S-
DOCK_SOURCE_FORMULAC19H23N3O5S-
DOCK_SOURCE_FORMULAC19H23N3O5S-
DOCK_SOURCE_HBA5.000000-
DOCK_SOURCE_HBA5.000000-
DOCK_SOURCE_HBA5.000000-
DOCK_SOURCE_HBA5.000000-
DOCK_SOURCE_HBA5.000000-
DOCK_SOURCE_HBD4.000000-
DOCK_SOURCE_HBD4.000000-
DOCK_SOURCE_HBD4.000000-
DOCK_SOURCE_HBD4.000000-
DOCK_SOURCE_HBD4.000000-
DOCK_SOURCE_HEAVY_ATOMS28.000000-
DOCK_SOURCE_HEAVY_ATOMS28.000000-
DOCK_SOURCE_HEAVY_ATOMS28.000000-
DOCK_SOURCE_HEAVY_ATOMS28.000000-
DOCK_SOURCE_HEAVY_ATOMS28.000000-
DOCK_SOURCE_LOGP2.663100-
DOCK_SOURCE_LOGP2.663100-
DOCK_SOURCE_LOGP2.663100-
DOCK_SOURCE_LOGP2.663100-
DOCK_SOURCE_LOGP2.663100-
DOCK_SOURCE_MW405.476000-
DOCK_SOURCE_MW405.476000-
DOCK_SOURCE_MW405.476000-
DOCK_SOURCE_MW405.476000-
DOCK_SOURCE_MW405.476000-
DOCK_SOURCE_NAMEOHD_TB2021_21-
DOCK_SOURCE_NAMEOHD_TB2021_21-
DOCK_SOURCE_NAMEOHD_TB2021_21-
DOCK_SOURCE_NAMEOHD_TB2021_21-
DOCK_SOURCE_NAMEOHD_TB2021_21-
DOCK_SOURCE_RINGS2.000000-
DOCK_SOURCE_RINGS2.000000-
DOCK_SOURCE_RINGS2.000000-
DOCK_SOURCE_RINGS2.000000-
DOCK_SOURCE_RINGS2.000000-
DOCK_SOURCE_TPSA142.080000-
DOCK_SOURCE_TPSA142.080000-
DOCK_SOURCE_TPSA142.080000-
DOCK_SOURCE_TPSA142.080000-
DOCK_SOURCE_TPSA142.080000-
DOCK_STRAIN_DELTA51.355419-
DOCK_STRAIN_DELTA37.399017-
DOCK_STRAIN_DELTA49.927338-
DOCK_STRAIN_DELTA40.899704-
DOCK_STRAIN_DELTA61.271603-
DOCK_STRAIN_OK0-
DOCK_STRAIN_OK0-
DOCK_STRAIN_OK0-
DOCK_STRAIN_OK0-
DOCK_STRAIN_OK0-
DOCK_TARGETT07-
DOCK_TARGETT08-
DOCK_TARGETT11-
DOCK_TARGETT17-
DOCK_TARGETT21-
EXACT_MASS405.13584183600005Da
FORMULAC19H23N3O5S-
HBA5-
HBD4-
LOGP2.663100000000001-
MOL_WEIGHT405.47600000000017g/mol
QED_SCORE0.4119721594288031-
ROTATABLE_BONDS7-
TPSA142.08A^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
 0.41201140335404685 -31.5936 10 0.53 - Best pose
T11 T11 selection_import_t11 1
native pose available
 2.0292142834745297 -21.3522 14 0.78 - Best pose
T21 T21 selection_import_t21 1
native pose available
 2.6283299162829468 -14.0385 13 0.93 - Best pose
T07 T07 selection_import_t07 1
native pose available
 3.4905759248111257 -20.4944 16 0.84 - Best pose
T17 T17 selection_import_t17 1
native pose available
 4.819437786996728 -19.2545 8 0.67 - 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
59 0.41201140335404685 -1.15559 -31.5936 10 15 10 0.53 0.50 0.60 0.60 - no geometry warning; 9 clashes; 3 protein contact clashes; 4 cofactor-context clashes; high strain Δ 37.4 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
49 2.0292142834745297 -0.915886 -21.3522 6 20 14 0.78 0.40 0.40 0.50 - no geometry warning; 10 clashes; 1 protein clash; high strain Δ 49.9 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
35 2.6283299162829468 -0.869185 -14.0385 10 15 13 0.93 0.50 0.56 0.62 - no geometry warning; 7 clashes; 1 protein clash; high strain Δ 61.3 Open 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
47 3.4905759248111257 -1.07919 -20.4944 6 22 16 0.84 0.33 0.40 0.40 - no geometry warning; 9 clashes; 2 protein clashes; high strain Δ 51.4 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
57 4.819437786996728 -0.834728 -19.2545 13 16 8 0.67 0.00 0.00 0.00 - no geometry warning; 11 clashes; 3 protein clashes; high strain Δ 40.9 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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