FAIRMol

OHD_TB2020_27

ID 1305

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

SMILES: O=C(N[C@H](/C=C/S(=O)(=O)c1ccccc1)CCCCNS(=O)(=O)c1cccc2ccccc12)[C@H](Cc1ccccc1)NC(=S)Nc1ccccc1

Formula: C39H40N4O5S3 | MW: 740.9730000000003

LogP: 6.358700000000006 | TPSA: 133.46999999999997

HBA/HBD: 6/4 | RotB: 16

InChIKey: KMVZBYKQAKQKDQ-PAHQXCIESA-N

Recognized patterns

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

Bio motif

Peptide backbone Vinyl sulfone Hinge binder (C=O-NH) Hinge binder (NH-C=O) Sulfonamide bioisostere H-bond acceptor O ×5 H-bond donor ×4 Gatekeeper aromatic ×5 Ionizable base ×2 Metal chelator Retro-amide Lipinski HMW fragment ×2

Functional group

Carbonyl Amide Secondary amine ×3 Sulfonamide Sulfone Thioamide ×2 Alkene

Ring system

Benzene ×5 Naphthalene

Properties

NameValueUnit
DOCK_BASE_INTER_RANK-0.533989-
DOCK_BASE_INTER_RANK-0.505900-
DOCK_BASE_INTER_RANK-0.464314-
DOCK_BOND_LENGTH_OUTLIERS0.000000-
DOCK_BOND_LENGTH_OUTLIERS0.000000-
DOCK_BOND_LENGTH_OUTLIERS0.000000-
DOCK_CLASH_COUNT19.000000-
DOCK_CLASH_COUNT22.000000-
DOCK_CLASH_COUNT18.000000-
DOCK_CONTACT_COUNT19.000000-
DOCK_CONTACT_COUNT17.000000-
DOCK_CONTACT_COUNT22.000000-
DOCK_EXPERIMENTT03-
DOCK_EXPERIMENTT16-
DOCK_EXPERIMENTT17-
DOCK_EXPERIMENT_ID3-
DOCK_EXPERIMENT_ID16-
DOCK_EXPERIMENT_ID17-
DOCK_FINAL_RANK2.563374-
DOCK_FINAL_RANK5.822087-
DOCK_FINAL_RANK2.336739-
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:ALA2841-
DOCK_IFP::A:ALA321-
DOCK_IFP::A:ALA3651-
DOCK_IFP::A:ALA901-
DOCK_IFP::A:ARG2871-
DOCK_IFP::A:ARG3311-
DOCK_IFP::A:ARG481-
DOCK_IFP::A:ARG741-
DOCK_IFP::A:ARG971-
DOCK_IFP::A:ASN911-
DOCK_IFP::A:ASP521-
DOCK_IFP::A:CYS3751-
DOCK_IFP::A:GLU2161-
DOCK_IFP::A:GLY1961-
DOCK_IFP::A:GLY1971-
DOCK_IFP::A:GLY2291-
DOCK_IFP::A:GLY2861-
DOCK_IFP::A:GLY3761-
DOCK_IFP::A:GLY851-
DOCK_IFP::A:HIS3591-
DOCK_IFP::A:ILE1991-
DOCK_IFP::A:ILE2851-
DOCK_IFP::A:ILE451-
DOCK_IFP::A:LEU3321-
DOCK_IFP::A:LEU3341-
DOCK_IFP::A:LEU731-
DOCK_IFP::A:LEU941-
DOCK_IFP::A:LYS2111-
DOCK_IFP::A:LYS571-
DOCK_IFP::A:LYS891-
DOCK_IFP::A:LYS931-
DOCK_IFP::A:LYS951-
DOCK_IFP::A:MET3331-
DOCK_IFP::A:MET531-
DOCK_IFP::A:MET701-
DOCK_IFP::A:NDP3011-
DOCK_IFP::A:PHE1981-
DOCK_IFP::A:PHE2301-
DOCK_IFP::A:PHE561-
DOCK_IFP::A:PHE831-
DOCK_IFP::A:PHE911-
DOCK_IFP::A:PRO1871-
DOCK_IFP::A:PRO2121-
DOCK_IFP::A:PRO2131-
DOCK_IFP::A:PRO501-
DOCK_IFP::A:PRO881-
DOCK_IFP::A:PRO931-
DOCK_IFP::A:SER3641-
DOCK_IFP::A:SER861-
DOCK_IFP::A:THR3741-
DOCK_IFP::A:THR541-
DOCK_IFP::A:TRP921-
DOCK_IFP::A:TYR2101-
DOCK_IFP::A:VAL1561-
DOCK_IFP::A:VAL3621-
DOCK_IFP::A:VAL3661-
DOCK_IFP::A:VAL871-
DOCK_IFP::A:VAL881-
DOCK_IMPORT_SCOPEbest_by_name-
DOCK_IMPORT_SCOPEbest_by_name-
DOCK_IMPORT_SCOPEbest_by_name-
DOCK_MAX_CLASH_OVERLAP0.690953-
DOCK_MAX_CLASH_OVERLAP0.623455-
DOCK_MAX_CLASH_OVERLAP0.623415-
DOCK_POSE_COUNT1-
DOCK_POSE_COUNT1-
DOCK_POSE_COUNT1-
DOCK_PRE_RANK2.438706-
DOCK_PRE_RANK5.694947-
DOCK_PRE_RANK2.259513-
DOCK_PRIMARY_POSE_ID1408-
DOCK_PRIMARY_POSE_ID10201-
DOCK_PRIMARY_POSE_ID10894-
DOCK_RANKING_MODEinter_strain_penalized-
DOCK_RANKING_MODEinter_strain_penalized-
DOCK_RANKING_MODEinter_strain_penalized-
DOCK_REPORT_IDselection_import_t03-
DOCK_REPORT_IDselection_import_t16-
DOCK_REPORT_IDselection_import_t17-
DOCK_RESIDUE_CONTACTSA:ALA32;A:ARG48;A:ARG97;A:ASP52;A:GLU216;A:ILE45;A:LEU94;A:LYS57;A:LYS95;A:MET53;A:NDP301;A:PHE56;A:PHE91;A:PRO50;A:PRO88;A:PRO93;A:THR54;A:VAL156;A:VAL87-
DOCK_RESIDUE_CONTACTSA:ALA90;A:ARG74;A:ASN91;A:GLY85;A:LEU73;A:LYS211;A:LYS89;A:LYS93;A:MET70;A:PHE83;A:PRO187;A:PRO212;A:PRO213;A:SER86;A:TRP92;A:TYR210;A:VAL88-
DOCK_RESIDUE_CONTACTSA:ALA284;A:ALA365;A:ARG287;A:ARG331;A:CYS375;A:GLY196;A:GLY197;A:GLY229;A:GLY286;A:GLY376;A:HIS359;A:ILE199;A:ILE285;A:LEU332;A:LEU334;A:MET333;A:PHE198;A:PHE230;A:SER364;A:THR374;A:VAL362;A:VAL366-
DOCK_SCAFFOLDO=C(NC(C=CS(=O)(=O)c1ccccc1)CCCCNS(=O)(=O)c1cccc2ccccc12)C(Cc1ccccc1)NC(=S)Nc1ccccc1-
DOCK_SCAFFOLDO=C(NC(C=CS(=O)(=O)c1ccccc1)CCCCNS(=O)(=O)c1cccc2ccccc12)C(Cc1ccccc1)NC(=S)Nc1ccccc1-
DOCK_SCAFFOLDO=C(NC(C=CS(=O)(=O)c1ccccc1)CCCCNS(=O)(=O)c1cccc2ccccc12)C(Cc1ccccc1)NC(=S)Nc1ccccc1-
DOCK_SCORE-16.747800-
DOCK_SCORE-21.611900-
DOCK_SCORE-19.683100-
DOCK_SCORE_INTER-27.233400-
DOCK_SCORE_INTER-25.800900-
DOCK_SCORE_INTER-23.680000-
DOCK_SCORE_INTER_KCAL-6.504589-
DOCK_SCORE_INTER_KCAL-6.162442-
DOCK_SCORE_INTER_KCAL-5.655873-
DOCK_SCORE_INTER_NORM-0.533989-
DOCK_SCORE_INTER_NORM-0.505900-
DOCK_SCORE_INTER_NORM-0.464314-
DOCK_SCORE_INTRA10.485600-
DOCK_SCORE_INTRA4.170980-
DOCK_SCORE_INTRA3.996920-
DOCK_SCORE_INTRA_KCAL2.504444-
DOCK_SCORE_INTRA_KCAL0.996222-
DOCK_SCORE_INTRA_KCAL0.954648-
DOCK_SCORE_INTRA_NORM0.205600-
DOCK_SCORE_INTRA_NORM0.081784-
DOCK_SCORE_INTRA_NORM0.078371-
DOCK_SCORE_KCAL-4.000145-
DOCK_SCORE_KCAL-5.161916-
DOCK_SCORE_KCAL-4.701230-
DOCK_SCORE_NORM-0.328389-
DOCK_SCORE_NORM-0.423763-
DOCK_SCORE_NORM-0.385943-
DOCK_SCORE_RESTR0.000000-
DOCK_SCORE_RESTR0.018030-
DOCK_SCORE_RESTR0.000000-
DOCK_SCORE_RESTR_NORM0.000000-
DOCK_SCORE_RESTR_NORM0.000354-
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_FILET03_top5_kcal_zscore_compound_names.sdf-
DOCK_SOURCE_FILET16_top5_kcal_zscore_compound_names.sdf-
DOCK_SOURCE_FILET17_top5_kcal_zscore_compound_names.sdf-
DOCK_SOURCE_FORMULAC39H40N4O5S3-
DOCK_SOURCE_FORMULAC39H40N4O5S3-
DOCK_SOURCE_FORMULAC39H40N4O5S3-
DOCK_SOURCE_HBA6.000000-
DOCK_SOURCE_HBA6.000000-
DOCK_SOURCE_HBA6.000000-
DOCK_SOURCE_HBD4.000000-
DOCK_SOURCE_HBD4.000000-
DOCK_SOURCE_HBD4.000000-
DOCK_SOURCE_HEAVY_ATOMS51.000000-
DOCK_SOURCE_HEAVY_ATOMS51.000000-
DOCK_SOURCE_HEAVY_ATOMS51.000000-
DOCK_SOURCE_LOGP6.358700-
DOCK_SOURCE_LOGP6.358700-
DOCK_SOURCE_LOGP6.358700-
DOCK_SOURCE_MW740.973000-
DOCK_SOURCE_MW740.973000-
DOCK_SOURCE_MW740.973000-
DOCK_SOURCE_NAMEOHD_TB2020_27-
DOCK_SOURCE_NAMEOHD_TB2020_27-
DOCK_SOURCE_NAMEOHD_TB2020_27-
DOCK_SOURCE_RINGS5.000000-
DOCK_SOURCE_RINGS5.000000-
DOCK_SOURCE_RINGS5.000000-
DOCK_SOURCE_TPSA133.470000-
DOCK_SOURCE_TPSA133.470000-
DOCK_SOURCE_TPSA133.470000-
DOCK_STRAIN_DELTA64.999461-
DOCK_STRAIN_DELTA65.903249-
DOCK_STRAIN_DELTA46.835216-
DOCK_STRAIN_OK0-
DOCK_STRAIN_OK0-
DOCK_STRAIN_OK0-
DOCK_TARGETT03-
DOCK_TARGETT16-
DOCK_TARGETT17-
EXACT_MASS740.2160833799999Da
FORMULAC39H40N4O5S3-
HBA6-
HBD4-
LOGP6.358700000000006-
MOL_WEIGHT740.9730000000003g/mol
QED_SCORE0.06793180976996331-
ROTATABLE_BONDS16-
TPSA133.46999999999997A^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
 2.3367390353755515 -19.6831 11 0.92 - Best pose
T03 T03 selection_import_t03 1
native pose available
 2.5633739943125504 -16.7478 14 0.70 - Best pose
T16 T16 selection_import_t16 1
native pose available
 5.822086808893963 -21.6119 11 0.92 - 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
51 2.3367390353755515 -0.464314 -19.6831 3 22 11 0.92 0.00 0.00 0.00 - no geometry warning; 18 clashes; 5 protein contact clashes; high strain Δ 46.8 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
53 2.5633739943125504 -0.533989 -16.7478 3 19 14 0.70 0.14 0.20 0.20 - no geometry warning; 19 clashes; 5 protein contact clashes; high strain Δ 65.0 Open pose
T16 — T16 1 poses · report selection_import_t16
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
36 5.822086808893963 -0.5059 -21.6119 6 17 11 0.92 - - - - no geometry warning; 22 clashes; 3 protein clashes; high strain Δ 65.9 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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