FAIRMol

OHD_TB2021_21

ID 4071

DB fairmolThis detail page is pinned to the current database context.
Back to results Open docking pose (3)
2D structure

SMILES: CC(C)C[C@H]([NH3+])/C(O)=N/S(=O)(=O)c1cccc(NC(=O)c2ccc(O)cc2)c1

Formula: C19H24N3O5S+ | MW: 406.48400000000015

LogP: 1.9462999999999995 | TPSA: 143.7

HBA/HBD: 4/4 | RotB: 7

InChIKey: XZIUXJRZPXZWFB-KRWDZBQOSA-O

Recognized patterns

Click a named motif to highlight it in the 2D depiction or launch reverse search.
Highlighted: 1 pattern Hinge binder (NH-C=O) Clear highlight

Bio motif

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

Functional group

Carbonyl Amide Secondary amine Phenol Imine

Ring system

Benzene ×2

Properties

NameValueUnit
DOCK_BASE_INTER_RANK-0.968050-
DOCK_BASE_INTER_RANK-1.282940-
DOCK_BASE_INTER_RANK-0.981985-
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_CONTACT_COUNT17.000000-
DOCK_CONTACT_COUNT19.000000-
DOCK_CONTACT_COUNT24.000000-
DOCK_EXPERIMENTT22-
DOCK_EXPERIMENTT13-
DOCK_EXPERIMENTT15-
DOCK_EXPERIMENT_ID22-
DOCK_EXPERIMENT_ID15-
DOCK_EXPERIMENT_ID13-
DOCK_FINAL_RANK5.355120-
DOCK_FINAL_RANK5.512524-
DOCK_FINAL_RANK3.648461-
DOCK_GEOMETRY_ALERTwarning-
DOCK_GEOMETRY_ALERTwarning-
DOCK_GEOMETRY_ALERTwarning-
DOCK_GEOM_OK0-
DOCK_GEOM_OK0-
DOCK_GEOM_OK0-
DOCK_HARD_GEOMETRY_FAIL0-
DOCK_HARD_GEOMETRY_FAIL0-
DOCK_HARD_GEOMETRY_FAIL0-
DOCK_IFP::A:ALA1581-
DOCK_IFP::A:ALA241-
DOCK_IFP::A:ALA671-
DOCK_IFP::A:ARG1541-
DOCK_IFP::A:ARG2771-
DOCK_IFP::A:ASN1261-
DOCK_IFP::A:ASP1291-
DOCK_IFP::A:ASP1601-
DOCK_IFP::A:ASP3321-
DOCK_IFP::A:ASP881-
DOCK_IFP::A:CYS701-
DOCK_IFP::A:GLN421-
DOCK_IFP::A:GLU2741-
DOCK_IFP::A:GLU431-
DOCK_IFP::A:GLU731-
DOCK_IFP::A:GLY1991-
DOCK_IFP::A:GLY231-
DOCK_IFP::A:GLY2351-
DOCK_IFP::A:GLY2361-
DOCK_IFP::A:GLY2371-
DOCK_IFP::A:GLY251-
DOCK_IFP::A:GLY2761-
DOCK_IFP::A:GLY471-
DOCK_IFP::A:HIS1971-
DOCK_IFP::A:ILE461-
DOCK_IFP::A:LEU311-
DOCK_IFP::A:LEU391-
DOCK_IFP::A:LYS1271-
DOCK_IFP::A:LYS1591-
DOCK_IFP::A:LYS261-
DOCK_IFP::A:LYS691-
DOCK_IFP::A:PHE2381-
DOCK_IFP::A:PHE381-
DOCK_IFP::A:PRO2751-
DOCK_IFP::A:SER1571-
DOCK_IFP::A:SER2001-
DOCK_IFP::A:SER221-
DOCK_IFP::A:SER271-
DOCK_IFP::A:SER281-
DOCK_IFP::A:THR441-
DOCK_IFP::A:THR451-
DOCK_IFP::A:TYR3311-
DOCK_IFP::A:TYR3891-
DOCK_IFP::B:ALA2091-
DOCK_IFP::B:ALA2441-
DOCK_IFP::B:ALA901-
DOCK_IFP::B:ARG741-
DOCK_IFP::B:ASN2081-
DOCK_IFP::B:ASN2451-
DOCK_IFP::B:GLY2141-
DOCK_IFP::B:GLY2151-
DOCK_IFP::B:GLY2461-
DOCK_IFP::B:LYS2111-
DOCK_IFP::B:LYS891-
DOCK_IFP::B:MET701-
DOCK_IFP::B:PRO2121-
DOCK_IFP::B:PRO2131-
DOCK_IFP::B:TYR2101-
DOCK_IFP::B:TYR4081-
DOCK_IFP::B:VAL881-
DOCK_IMPORT_SCOPEbest_by_name-
DOCK_IMPORT_SCOPEbest_by_name-
DOCK_IMPORT_SCOPEbest_by_name-
DOCK_MAX_CLASH_OVERLAP0.643432-
DOCK_MAX_CLASH_OVERLAP0.611239-
DOCK_MAX_CLASH_OVERLAP0.611295-
DOCK_POSE_COUNT1-
DOCK_POSE_COUNT1-
DOCK_POSE_COUNT1-
DOCK_PRE_RANK5.427294-
DOCK_PRE_RANK5.211546-
DOCK_PRE_RANK3.566267-
DOCK_PRIMARY_POSE_ID9534-
DOCK_PRIMARY_POSE_ID8157-
DOCK_PRIMARY_POSE_ID14264-
DOCK_RANKING_MODEinter_strain_penalized-
DOCK_RANKING_MODEinter_strain_penalized-
DOCK_RANKING_MODEinter_strain_penalized-
DOCK_REPORT_IDselection_import_t22-
DOCK_REPORT_IDselection_import_t13-
DOCK_REPORT_IDselection_import_t15-
DOCK_RESIDUE_CONTACTSA:ALA67;A:ARG154;A:ARG277;A:ASP332;A:ASP88;A:CYS70;A:GLU274;A:GLY199;A:GLY235;A:GLY236;A:GLY237;A:GLY276;A:HIS197;A:LYS69;A:PHE238;A:PRO275;A:SER200;A:TYR331;A:TYR389-
DOCK_RESIDUE_CONTACTSB:ALA209;B:ALA244;B:ALA90;B:ARG74;B:ASN208;B:ASN245;B:GLY214;B:GLY215;B:GLY246;B:LYS211;B:LYS89;B:MET70;B:PRO212;B:PRO213;B:TYR210;B:TYR408;B:VAL88-
DOCK_RESIDUE_CONTACTSA:ALA158;A:ALA24;A:ASN126;A:ASP129;A:ASP160;A:GLN42;A:GLU43;A:GLU73;A:GLY23;A:GLY25;A:GLY47;A:ILE46;A:LEU31;A:LEU39;A:LYS127;A:LYS159;A:LYS26;A:PHE38;A:SER157;A:SER22;A:SER27;A:SER28;A:THR44;A:THR45-
DOCK_SCAFFOLDO=C(Nc1ccccc1)c1ccccc1-
DOCK_SCAFFOLDO=C(Nc1ccccc1)c1ccccc1-
DOCK_SCAFFOLDO=C(Nc1ccccc1)c1ccccc1-
DOCK_SCORE-25.785300-
DOCK_SCORE-22.680700-
DOCK_SCORE-29.980200-
DOCK_SCORE_INTER-27.105400-
DOCK_SCORE_INTER-35.922200-
DOCK_SCORE_INTER-27.495600-
DOCK_SCORE_INTER_KCAL-6.474016-
DOCK_SCORE_INTER_KCAL-8.579874-
DOCK_SCORE_INTER_KCAL-6.567214-
DOCK_SCORE_INTER_NORM-0.981985-
DOCK_SCORE_INTER_NORM-1.282940-
DOCK_SCORE_INTER_NORM-0.968050-
DOCK_SCORE_INTRA4.814910-
DOCK_SCORE_INTRA5.942030-
DOCK_SCORE_INTRA1.320140-
DOCK_SCORE_INTRA_KCAL0.315310-
DOCK_SCORE_INTRA_KCAL1.419230-
DOCK_SCORE_INTRA_KCAL1.150022-
DOCK_SCORE_INTRA_NORM0.171961-
DOCK_SCORE_INTRA_NORM0.212215-
DOCK_SCORE_INTRA_NORM0.047148-
DOCK_SCORE_KCAL-7.160651-
DOCK_SCORE_KCAL-6.158716-
DOCK_SCORE_KCAL-5.417194-
DOCK_SCORE_NORM-1.070720-
DOCK_SCORE_NORM-0.810024-
DOCK_SCORE_NORM-0.920902-
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_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_SELECTION_EXCLUDED0-
DOCK_SELECTION_EXCLUDED0-
DOCK_SELECTION_EXCLUDED0-
DOCK_SEVERE_CLASH_COUNT0.000000-
DOCK_SEVERE_CLASH_COUNT0.000000-
DOCK_SEVERE_CLASH_COUNT0.000000-
DOCK_SOURCE_FILET22_top5_kcal_zscore_compound_names.sdf-
DOCK_SOURCE_FILET13_top5_kcal_zscore_compound_names.sdf-
DOCK_SOURCE_FILET15_top5_kcal_zscore_compound_names.sdf-
DOCK_SOURCE_FORMULAC19H24N3O5S+-
DOCK_SOURCE_FORMULAC19H24N3O5S+-
DOCK_SOURCE_FORMULAC19H24N3O5S+-
DOCK_SOURCE_HBA4.000000-
DOCK_SOURCE_HBA4.000000-
DOCK_SOURCE_HBA4.000000-
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_LOGP1.946300-
DOCK_SOURCE_LOGP1.946300-
DOCK_SOURCE_LOGP1.946300-
DOCK_SOURCE_MW406.484000-
DOCK_SOURCE_MW406.484000-
DOCK_SOURCE_MW406.484000-
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_TPSA143.700000-
DOCK_SOURCE_TPSA143.700000-
DOCK_SOURCE_TPSA143.700000-
DOCK_STRAIN_DELTA71.858850-
DOCK_STRAIN_DELTA50.060685-
DOCK_STRAIN_DELTA48.848374-
DOCK_STRAIN_OK0-
DOCK_STRAIN_OK0-
DOCK_STRAIN_OK0-
DOCK_TARGETT22-
DOCK_TARGETT13-
DOCK_TARGETT15-
EXACT_MASS406.14311828809Da
FORMULAC19H24N3O5S+-
HBA4-
HBD4-
LOGP1.9462999999999995-
MOL_WEIGHT406.48400000000015g/mol
QED_SCORE0.4102691154871601-
ROTATABLE_BONDS7-
TPSA143.7A^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
T22 T22 selection_import_t22 1
native pose available
 3.6484606353219524 -29.9802 17 0.81 - Best pose
T13 T13 selection_import_t13 1
native pose available
 5.3551198480268685 -22.6807 17 0.89 - Best pose
T15 T15 selection_import_t15 1
native pose available
 5.512523510317045 -25.7853 10 0.77 - Best 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
26 3.6484606353219524 -1.28294 -29.9802 10 24 17 0.81 0.40 0.55 0.55 - no geometry warning; 9 clashes; 2 protein clashes; high strain Δ 48.8 Open pose
T13 — T13 1 poses · report selection_import_t13
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
27 5.3551198480268685 -0.981985 -22.6807 9 19 17 0.89 0.56 0.57 0.57 - no geometry warning; 9 clashes; 3 protein clashes; high strain Δ 71.9 Open pose
T15 — T15 1 poses · report selection_import_t15
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
48 5.512523510317045 -0.96805 -25.7853 13 17 10 0.77 - - - - no geometry warning; 10 clashes; 3 protein clashes; high strain Δ 50.1 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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