FAIRMol

OHD_TB2020_19

ID 2517

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]([NH3+])/C(O)=N/S(=O)(=O)c1cccc(NC(=O)COc2ccccc2)c1

Formula: C20H26N3O5S+ | MW: 420.5110000000002

LogP: 2.0059 | TPSA: 132.7

HBA/HBD: 4/3 | RotB: 9

InChIKey: DTQYWZRFCXULRI-SFHVURJKSA-O

Recognized patterns

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

Bio motif

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

Functional group

Carbonyl Amide Secondary amine Aryl ether Imine Ether

Ring system

Benzene ×2

Properties

NameValueUnit
DOCK_BASE_INTER_RANK-0.833631-
DOCK_BASE_INTER_RANK-0.957658-
DOCK_BASE_INTER_RANK-0.879147-
DOCK_BASE_INTER_RANK-1.105700-
DOCK_BASE_INTER_RANK-0.729544-
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_COUNT8.000000-
DOCK_CLASH_COUNT8.000000-
DOCK_CLASH_COUNT9.000000-
DOCK_CLASH_COUNT11.000000-
DOCK_CLASH_COUNT9.000000-
DOCK_CONTACT_COUNT17.000000-
DOCK_CONTACT_COUNT17.000000-
DOCK_CONTACT_COUNT15.000000-
DOCK_CONTACT_COUNT15.000000-
DOCK_CONTACT_COUNT14.000000-
DOCK_EXPERIMENTT06-
DOCK_EXPERIMENTT12-
DOCK_EXPERIMENTT14-
DOCK_EXPERIMENTT19-
DOCK_EXPERIMENTT20-
DOCK_EXPERIMENT_ID6-
DOCK_EXPERIMENT_ID12-
DOCK_EXPERIMENT_ID14-
DOCK_EXPERIMENT_ID19-
DOCK_EXPERIMENT_ID20-
DOCK_FINAL_RANK1.306114-
DOCK_FINAL_RANK2.984454-
DOCK_FINAL_RANK3.343316-
DOCK_FINAL_RANK2.526798-
DOCK_FINAL_RANK3.842846-
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:ALA3341-
DOCK_IFP::A:ALA341-
DOCK_IFP::A:ARG1401-
DOCK_IFP::A:ARG1441-
DOCK_IFP::A:ARG2421-
DOCK_IFP::A:ARG3371-
DOCK_IFP::A:ARG591-
DOCK_IFP::A:ASN1061-
DOCK_IFP::A:ASN4021-
DOCK_IFP::A:ASP2431-
DOCK_IFP::A:ASP3851-
DOCK_IFP::A:ASP471-
DOCK_IFP::A:ASP541-
DOCK_IFP::A:GLN561-
DOCK_IFP::A:GLU3841-
DOCK_IFP::A:GLU4661-
DOCK_IFP::A:GLU4671-
DOCK_IFP::A:HIS1051-
DOCK_IFP::A:HIS1411-
DOCK_IFP::A:HIS4611-
DOCK_IFP::A:ILE1601-
DOCK_IFP::A:ILE471-
DOCK_IFP::A:LEU3391-
DOCK_IFP::A:LEU3991-
DOCK_IFP::A:LEU901-
DOCK_IFP::A:LEU971-
DOCK_IFP::A:LYS4071-
DOCK_IFP::A:LYS4101-
DOCK_IFP::A:LYS511-
DOCK_IFP::A:MET1011-
DOCK_IFP::A:MET3861-
DOCK_IFP::A:MET4001-
DOCK_IFP::A:MET551-
DOCK_IFP::A:NDP3011-
DOCK_IFP::A:PHE3831-
DOCK_IFP::A:PHE3961-
DOCK_IFP::A:PHE581-
DOCK_IFP::A:PHE941-
DOCK_IFP::A:PRO3981-
DOCK_IFP::A:PRO4621-
DOCK_IFP::A:PRO911-
DOCK_IFP::A:SER2821-
DOCK_IFP::A:SER4641-
DOCK_IFP::A:THR2411-
DOCK_IFP::A:THR3971-
DOCK_IFP::A:THR4631-
DOCK_IFP::A:THR861-
DOCK_IFP::A:TYR1661-
DOCK_IFP::A:VAL321-
DOCK_IFP::A:VAL331-
DOCK_IFP::A:VAL3351-
DOCK_IFP::A:VAL3361-
DOCK_IFP::B:ARG461-
DOCK_IFP::B:ASP131-
DOCK_IFP::B:CYS721-
DOCK_IFP::B:GLY731-
DOCK_IFP::B:GLY771-
DOCK_IFP::B:HIS141-
DOCK_IFP::B:ILE151-
DOCK_IFP::B:ILE761-
DOCK_IFP::B:LEU441-
DOCK_IFP::B:SER741-
DOCK_IFP::B:TYR491-
DOCK_IFP::C:ARG2221-
DOCK_IFP::C:ARG2281-
DOCK_IFP::C:ARG2871-
DOCK_IFP::C:GLN1651-
DOCK_IFP::C:GLY1961-
DOCK_IFP::C:GLY1971-
DOCK_IFP::C:GLY2861-
DOCK_IFP::C:ILE2851-
DOCK_IFP::C:ILE2881-
DOCK_IFP::C:LEU2271-
DOCK_IFP::C:LEU3321-
DOCK_IFP::C:MET3331-
DOCK_IFP::C:NDP8001-
DOCK_IFP::C:PHE1981-
DOCK_IFP::C:PHE2301-
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_OVERLAP0.611349-
DOCK_MAX_CLASH_OVERLAP0.611230-
DOCK_MAX_CLASH_OVERLAP0.611250-
DOCK_MAX_CLASH_OVERLAP0.611295-
DOCK_MAX_CLASH_OVERLAP0.611331-
DOCK_POSE_COUNT1-
DOCK_POSE_COUNT1-
DOCK_POSE_COUNT1-
DOCK_POSE_COUNT1-
DOCK_POSE_COUNT1-
DOCK_PRE_RANK1.168482-
DOCK_PRE_RANK2.885667-
DOCK_PRE_RANK3.225100-
DOCK_PRE_RANK2.421346-
DOCK_PRE_RANK3.750383-
DOCK_PRIMARY_POSE_ID3432-
DOCK_PRIMARY_POSE_ID7491-
DOCK_PRIMARY_POSE_ID8862-
DOCK_PRIMARY_POSE_ID12233-
DOCK_PRIMARY_POSE_ID12930-
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_t06-
DOCK_REPORT_IDselection_import_t12-
DOCK_REPORT_IDselection_import_t14-
DOCK_REPORT_IDselection_import_t19-
DOCK_REPORT_IDselection_import_t20-
DOCK_RESIDUE_CONTACTSA:ALA34;A:ARG59;A:ASP54;A:GLN56;A:ILE160;A:ILE47;A:LEU90;A:LEU97;A:MET55;A:NDP301;A:PHE58;A:PHE94;A:PRO91;A:THR86;A:TYR166;A:VAL32;A:VAL33-
DOCK_RESIDUE_CONTACTSA:ARG140;A:ARG144;A:ASN106;A:HIS105;A:HIS141;A:MET101;B:ARG46;B:ASP13;B:CYS72;B:GLY73;B:GLY77;B:HIS14;B:ILE15;B:ILE76;B:LEU44;B:SER74;B:TYR49-
DOCK_RESIDUE_CONTACTSA:ALA334;A:ARG242;A:ARG337;A:ASP243;A:ASP385;A:ASP47;A:GLU384;A:LEU339;A:LYS51;A:MET386;A:PHE383;A:SER282;A:THR241;A:VAL335;A:VAL336-
DOCK_RESIDUE_CONTACTSC:ARG222;C:ARG228;C:ARG287;C:GLN165;C:GLY196;C:GLY197;C:GLY286;C:ILE285;C:ILE288;C:LEU227;C:LEU332;C:MET333;C:NDP800;C:PHE198;C:PHE230-
DOCK_RESIDUE_CONTACTSA:ASN402;A:GLU466;A:GLU467;A:HIS461;A:LEU399;A:LYS407;A:LYS410;A:MET400;A:PHE396;A:PRO398;A:PRO462;A:SER464;A:THR397;A:THR463-
DOCK_SCAFFOLDO=C(COc1ccccc1)Nc1ccccc1-
DOCK_SCAFFOLDO=C(COc1ccccc1)Nc1ccccc1-
DOCK_SCAFFOLDO=C(COc1ccccc1)Nc1ccccc1-
DOCK_SCAFFOLDO=C(COc1ccccc1)Nc1ccccc1-
DOCK_SCAFFOLDO=C(COc1ccccc1)Nc1ccccc1-
DOCK_SCORE-15.098100-
DOCK_SCORE-27.885400-
DOCK_SCORE-23.348900-
DOCK_SCORE-28.001000-
DOCK_SCORE-17.075000-
DOCK_SCORE_INTER-24.175300-
DOCK_SCORE_INTER-27.772100-
DOCK_SCORE_INTER-25.495300-
DOCK_SCORE_INTER-32.065200-
DOCK_SCORE_INTER-21.156800-
DOCK_SCORE_INTER_KCAL-5.774174-
DOCK_SCORE_INTER_KCAL-6.633255-
DOCK_SCORE_INTER_KCAL-6.089450-
DOCK_SCORE_INTER_KCAL-7.658645-
DOCK_SCORE_INTER_KCAL-5.053217-
DOCK_SCORE_INTER_NORM-0.833631-
DOCK_SCORE_INTER_NORM-0.957658-
DOCK_SCORE_INTER_NORM-0.879147-
DOCK_SCORE_INTER_NORM-1.105700-
DOCK_SCORE_INTER_NORM-0.729544-
DOCK_SCORE_INTRA9.076700-
DOCK_SCORE_INTRA-0.113296-
DOCK_SCORE_INTRA2.146330-
DOCK_SCORE_INTRA4.064140-
DOCK_SCORE_INTRA4.081800-
DOCK_SCORE_INTRA_KCAL2.167933-
DOCK_SCORE_INTRA_KCAL-0.027060-
DOCK_SCORE_INTRA_KCAL0.512642-
DOCK_SCORE_INTRA_KCAL0.970704-
DOCK_SCORE_INTRA_KCAL0.974922-
DOCK_SCORE_INTRA_NORM0.312990-
DOCK_SCORE_INTRA_NORM-0.003907-
DOCK_SCORE_INTRA_NORM0.074011-
DOCK_SCORE_INTRA_NORM0.140143-
DOCK_SCORE_INTRA_NORM0.140752-
DOCK_SCORE_KCAL-3.606121-
DOCK_SCORE_KCAL-6.660316-
DOCK_SCORE_KCAL-5.576791-
DOCK_SCORE_KCAL-6.687927-
DOCK_SCORE_KCAL-4.078295-
DOCK_SCORE_NORM-0.520624-
DOCK_SCORE_NORM-0.961564-
DOCK_SCORE_NORM-0.805135-
DOCK_SCORE_NORM-0.965553-
DOCK_SCORE_NORM-0.588792-
DOCK_SCORE_RESTR0.000488-
DOCK_SCORE_RESTR0.000000-
DOCK_SCORE_RESTR0.000000-
DOCK_SCORE_RESTR0.000000-
DOCK_SCORE_RESTR0.000000-
DOCK_SCORE_RESTR_NORM0.000017-
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_FILET06_top5_kcal_zscore_compound_names.sdf-
DOCK_SOURCE_FILET12_top5_kcal_zscore_compound_names.sdf-
DOCK_SOURCE_FILET14_top5_kcal_zscore_compound_names.sdf-
DOCK_SOURCE_FILET19_top5_kcal_zscore_compound_names.sdf-
DOCK_SOURCE_FILET20_top5_kcal_zscore_compound_names.sdf-
DOCK_SOURCE_FORMULAC20H26N3O5S+-
DOCK_SOURCE_FORMULAC20H26N3O5S+-
DOCK_SOURCE_FORMULAC20H26N3O5S+-
DOCK_SOURCE_FORMULAC20H26N3O5S+-
DOCK_SOURCE_FORMULAC20H26N3O5S+-
DOCK_SOURCE_HBA4.000000-
DOCK_SOURCE_HBA4.000000-
DOCK_SOURCE_HBA4.000000-
DOCK_SOURCE_HBA4.000000-
DOCK_SOURCE_HBA4.000000-
DOCK_SOURCE_HBD3.000000-
DOCK_SOURCE_HBD3.000000-
DOCK_SOURCE_HBD3.000000-
DOCK_SOURCE_HBD3.000000-
DOCK_SOURCE_HBD3.000000-
DOCK_SOURCE_HEAVY_ATOMS29.000000-
DOCK_SOURCE_HEAVY_ATOMS29.000000-
DOCK_SOURCE_HEAVY_ATOMS29.000000-
DOCK_SOURCE_HEAVY_ATOMS29.000000-
DOCK_SOURCE_HEAVY_ATOMS29.000000-
DOCK_SOURCE_LOGP2.005900-
DOCK_SOURCE_LOGP2.005900-
DOCK_SOURCE_LOGP2.005900-
DOCK_SOURCE_LOGP2.005900-
DOCK_SOURCE_LOGP2.005900-
DOCK_SOURCE_MW420.511000-
DOCK_SOURCE_MW420.511000-
DOCK_SOURCE_MW420.511000-
DOCK_SOURCE_MW420.511000-
DOCK_SOURCE_MW420.511000-
DOCK_SOURCE_NAMEOHD_TB2020_19-
DOCK_SOURCE_NAMEOHD_TB2020_19-
DOCK_SOURCE_NAMEOHD_TB2020_19-
DOCK_SOURCE_NAMEOHD_TB2020_19-
DOCK_SOURCE_NAMEOHD_TB2020_19-
DOCK_SOURCE_RINGS2.000000-
DOCK_SOURCE_RINGS2.000000-
DOCK_SOURCE_RINGS2.000000-
DOCK_SOURCE_RINGS2.000000-
DOCK_SOURCE_RINGS2.000000-
DOCK_SOURCE_TPSA132.700000-
DOCK_SOURCE_TPSA132.700000-
DOCK_SOURCE_TPSA132.700000-
DOCK_SOURCE_TPSA132.700000-
DOCK_SOURCE_TPSA132.700000-
DOCK_STRAIN_DELTA69.715230-
DOCK_STRAIN_DELTA55.337832-
DOCK_STRAIN_DELTA62.627463-
DOCK_STRAIN_DELTA57.867907-
DOCK_STRAIN_DELTA52.901007-
DOCK_STRAIN_OK0-
DOCK_STRAIN_OK0-
DOCK_STRAIN_OK0-
DOCK_STRAIN_OK0-
DOCK_STRAIN_OK0-
DOCK_TARGETT06-
DOCK_TARGETT12-
DOCK_TARGETT14-
DOCK_TARGETT19-
DOCK_TARGETT20-
EXACT_MASS420.15876835209Da
FORMULAC20H26N3O5S+-
HBA4-
HBD3-
LOGP2.0059-
MOL_WEIGHT420.5110000000002g/mol
QED_SCORE0.4215154157804495-
ROTATABLE_BONDS9-
TPSA132.7A^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
T06 T06 selection_import_t06 1
native pose available
 1.3061135800995796 -15.0981 15 0.71 - Best pose
T19 T19 selection_import_t19 1
native pose available
 2.5267981267085653 -28.001 12 0.44 - Best pose
T12 T12 selection_import_t12 1
native pose available
 2.984454236444561 -27.8854 15 0.94 - Best pose
T14 T14 selection_import_t14 1
native pose available
 3.3433164112676046 -23.3489 8 0.53 - Best pose
T20 T20 selection_import_t20 1
native pose available
 3.842845825095622 -17.075 6 0.75 - Best pose
T06 — T06 1 poses · report selection_import_t06
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
46 1.3061135800995796 -0.833631 -15.0981 5 17 15 0.71 0.00 0.00 0.00 - no geometry warning; 8 clashes; 7 protein contact clashes; 1 cofactor-context clash; high strain Δ 69.7 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
32 2.5267981267085653 -1.1057 -28.001 7 15 12 0.44 0.00 0.20 0.25 - no geometry warning; 11 clashes; 1 protein clash; 4 cofactor-context clashes; high strain Δ 57.9 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
39 2.984454236444561 -0.957658 -27.8854 10 17 15 0.94 0.50 0.50 0.60 - no geometry warning; 8 clashes; 2 protein clashes; high strain Δ 55.3 Open pose
T14 — T14 1 poses · report selection_import_t14
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
54 3.3433164112676046 -0.879147 -23.3489 10 15 8 0.53 0.17 0.40 0.60 - no geometry warning; 9 clashes; 2 protein clashes; high strain Δ 62.6 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
51 3.842845825095622 -0.729544 -17.075 6 14 6 0.75 0.50 1.00 1.00 - no geometry warning; 9 clashes; 2 protein clashes; high strain Δ 52.9 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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