FAIRMol

OHD_TB2022_36

ID 883

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

SMILES: O=C1N[C@H](Cc2ccc(OCc3ccccc3)cc2)c2nc3ccccc3c(=O)n2[C@H]1Cc1c[nH]c2ccccc12

Formula: C34H28N4O3 | MW: 540.6230000000004

LogP: 5.654200000000005 | TPSA: 89.01

HBA/HBD: 4/2 | RotB: 7

InChIKey: CEDIGCLYJHBNDF-JSOSNVBQSA-N

Recognized patterns

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

Bio motif

ATP mimic pyrimidine Hinge binder (C=O-NH) Hinge binder (NH-C=O) H-bond acceptor N ×3 H-bond acceptor O ×3 H-bond donor ×2 Gatekeeper aromatic ×4 Metal chelator

Functional group

Carbonyl Amide Secondary amine Lactam Aryl ether Ether

Ring system

Benzene ×4 Indole Pyrimidine Pyrrole Isoindole

Properties

NameValueUnit
DOCK_BASE_INTER_RANK-0.600365-
DOCK_BASE_INTER_RANK-0.680695-
DOCK_BASE_INTER_RANK-0.563454-
DOCK_BASE_INTER_RANK-0.641846-
DOCK_BASE_INTER_RANK-0.507118-
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_COUNT24.000000-
DOCK_CLASH_COUNT25.000000-
DOCK_CLASH_COUNT22.000000-
DOCK_CLASH_COUNT24.000000-
DOCK_CLASH_COUNT22.000000-
DOCK_CONTACT_COUNT17.000000-
DOCK_CONTACT_COUNT21.000000-
DOCK_CONTACT_COUNT15.000000-
DOCK_CONTACT_COUNT16.000000-
DOCK_CONTACT_COUNT20.000000-
DOCK_EXPERIMENTT02-
DOCK_EXPERIMENTT16-
DOCK_EXPERIMENTT18-
DOCK_EXPERIMENTT03-
DOCK_EXPERIMENTT17-
DOCK_EXPERIMENT_ID2-
DOCK_EXPERIMENT_ID3-
DOCK_EXPERIMENT_ID18-
DOCK_EXPERIMENT_ID17-
DOCK_EXPERIMENT_ID16-
DOCK_FINAL_RANK4.036057-
DOCK_FINAL_RANK3.552710-
DOCK_FINAL_RANK2.194941-
DOCK_FINAL_RANK2.042884-
DOCK_FINAL_RANK2.011857-
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:ALA101-
DOCK_IFP::A:ALA2091-
DOCK_IFP::A:ALA2841-
DOCK_IFP::A:ALA901-
DOCK_IFP::A:ARG2281-
DOCK_IFP::A:ARG2871-
DOCK_IFP::A:ARG3311-
DOCK_IFP::A:ARG481-
DOCK_IFP::A:ARG741-
DOCK_IFP::A:ARG971-
DOCK_IFP::A:ASN651-
DOCK_IFP::A:ASN911-
DOCK_IFP::A:ASP1161-
DOCK_IFP::A:ASP221-
DOCK_IFP::A:ASP2311-
DOCK_IFP::A:ASP521-
DOCK_IFP::A:CYS521-
DOCK_IFP::A:GLN361-
DOCK_IFP::A:GLU181-
DOCK_IFP::A:GLU311-
DOCK_IFP::A:GLY1121-
DOCK_IFP::A:GLY1971-
DOCK_IFP::A:GLY211-
DOCK_IFP::A:GLY2291-
DOCK_IFP::A:GLY2861-
DOCK_IFP::A:GLY3761-
DOCK_IFP::A:GLY961-
DOCK_IFP::A:HIS4281-
DOCK_IFP::A:ILE1991-
DOCK_IFP::A:ILE2851-
DOCK_IFP::A:ILE3391-
DOCK_IFP::A:ILE3781-
DOCK_IFP::A:ILE451-
DOCK_IFP::A:ILE611-
DOCK_IFP::A:ILE81-
DOCK_IFP::A:LEU171-
DOCK_IFP::A:LEU2271-
DOCK_IFP::A:LEU231-
DOCK_IFP::A:LEU3321-
DOCK_IFP::A:LEU3341-
DOCK_IFP::A:LEU681-
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:MET1131-
DOCK_IFP::A:MET3331-
DOCK_IFP::A:MET531-
DOCK_IFP::A:MET701-
DOCK_IFP::A:NAP2011-
DOCK_IFP::A:PHE1981-
DOCK_IFP::A:PHE2301-
DOCK_IFP::A:PHE321-
DOCK_IFP::A:PHE351-
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:PRO271-
DOCK_IFP::A:PRO3361-
DOCK_IFP::A:PRO621-
DOCK_IFP::A:PRO881-
DOCK_IFP::A:SER1091-
DOCK_IFP::A:SER141-
DOCK_IFP::A:SER3641-
DOCK_IFP::A:SER441-
DOCK_IFP::A:SER601-
DOCK_IFP::A:SER861-
DOCK_IFP::A:THR1171-
DOCK_IFP::A:THR3351-
DOCK_IFP::A:THR3741-
DOCK_IFP::A:THR571-
DOCK_IFP::A:THR611-
DOCK_IFP::A:TRP211-
DOCK_IFP::A:TRP471-
DOCK_IFP::A:TRP921-
DOCK_IFP::A:TYR1101-
DOCK_IFP::A:TYR1221-
DOCK_IFP::A:TYR2101-
DOCK_IFP::A:VAL1161-
DOCK_IFP::A:VAL581-
DOCK_IFP::A:VAL871-
DOCK_IFP::A:VAL881-
DOCK_IFP::A:VAL91-
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_OVERLAP0.634754-
DOCK_MAX_CLASH_OVERLAP0.634813-
DOCK_MAX_CLASH_OVERLAP0.634772-
DOCK_MAX_CLASH_OVERLAP0.634759-
DOCK_MAX_CLASH_OVERLAP0.634742-
DOCK_POSE_COUNT1-
DOCK_POSE_COUNT1-
DOCK_POSE_COUNT1-
DOCK_POSE_COUNT1-
DOCK_POSE_COUNT1-
DOCK_PRE_RANK3.509928-
DOCK_PRE_RANK2.160399-
DOCK_PRE_RANK1.995756-
DOCK_PRE_RANK4.013453-
DOCK_PRE_RANK1.987344-
DOCK_PRIMARY_POSE_ID11582-
DOCK_PRIMARY_POSE_ID10915-
DOCK_PRIMARY_POSE_ID1432-
DOCK_PRIMARY_POSE_ID10212-
DOCK_PRIMARY_POSE_ID750-
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_t17-
DOCK_REPORT_IDselection_import_t02-
DOCK_REPORT_IDselection_import_t03-
DOCK_REPORT_IDselection_import_t16-
DOCK_REPORT_IDselection_import_t18-
DOCK_RESIDUE_CONTACTSA:ALA209;A:ALA90;A:ARG74;A:ASN91;A:LEU73;A:LYS211;A:LYS89;A:LYS93;A:MET70;A:PHE83;A:PRO187;A:PRO212;A:PRO213;A:TRP92;A:TYR210;A:VAL88-
DOCK_RESIDUE_CONTACTSA:ARG48;A:ARG97;A:ASP52;A:GLY96;A:ILE45;A:LEU94;A:LYS57;A:LYS95;A:MET53;A:PHE56;A:PHE91;A:PRO88;A:SER44;A:SER86;A:THR61;A:TRP47;A:VAL87-
DOCK_RESIDUE_CONTACTSA:ALA10;A:ASN65;A:ASP22;A:GLN36;A:GLU31;A:GLY21;A:ILE61;A:ILE8;A:LEU23;A:LEU68;A:NAP201;A:PHE32;A:PHE35;A:PRO27;A:PRO62;A:SER60;A:THR57;A:TYR122;A:VAL116;A:VAL9-
DOCK_RESIDUE_CONTACTSA:ASP116;A:CYS52;A:GLU18;A:GLY112;A:ILE339;A:LEU17;A:MET113;A:PRO336;A:SER109;A:SER14;A:THR117;A:THR335;A:TRP21;A:TYR110;A:VAL58-
DOCK_RESIDUE_CONTACTSA:ALA284;A:ARG228;A:ARG287;A:ARG331;A:ASP231;A:GLY197;A:GLY229;A:GLY286;A:GLY376;A:HIS428;A:ILE199;A:ILE285;A:ILE378;A:LEU227;A:LEU332;A:LEU334;A:MET333;A:PHE198;A:PHE230;A:SER364;A:THR374-
DOCK_SCAFFOLDO=C1NC(Cc2ccc(OCc3ccccc3)cc2)c2nc3ccccc3c(=O)n2C1Cc1c[nH]c2ccccc12-
DOCK_SCAFFOLDO=C1NC(Cc2ccc(OCc3ccccc3)cc2)c2nc3ccccc3c(=O)n2C1Cc1c[nH]c2ccccc12-
DOCK_SCAFFOLDO=C1NC(Cc2ccc(OCc3ccccc3)cc2)c2nc3ccccc3c(=O)n2C1Cc1c[nH]c2ccccc12-
DOCK_SCAFFOLDO=C1NC(Cc2ccc(OCc3ccccc3)cc2)c2nc3ccccc3c(=O)n2C1Cc1c[nH]c2ccccc12-
DOCK_SCAFFOLDO=C1NC(Cc2ccc(OCc3ccccc3)cc2)c2nc3ccccc3c(=O)n2C1Cc1c[nH]c2ccccc12-
DOCK_SCORE-18.457900-
DOCK_SCORE-23.792200-
DOCK_SCORE-24.118900-
DOCK_SCORE-22.235300-
DOCK_SCORE-15.222600-
DOCK_SCORE_INTER-24.615000-
DOCK_SCORE_INTER-23.101600-
DOCK_SCORE_INTER-26.315700-
DOCK_SCORE_INTER-20.791800-
DOCK_SCORE_INTER-27.908500-
DOCK_SCORE_INTER_KCAL-5.879194-
DOCK_SCORE_INTER_KCAL-4.966038-
DOCK_SCORE_INTER_KCAL-6.285400-
DOCK_SCORE_INTER_KCAL-6.665834-
DOCK_SCORE_INTER_KCAL-5.517725-
DOCK_SCORE_INTER_NORM-0.680695-
DOCK_SCORE_INTER_NORM-0.507118-
DOCK_SCORE_INTER_NORM-0.600365-
DOCK_SCORE_INTER_NORM-0.641846-
DOCK_SCORE_INTER_NORM-0.563454-
DOCK_SCORE_INTRA4.643700-
DOCK_SCORE_INTRA5.673230-
DOCK_SCORE_INTRA2.196830-
DOCK_SCORE_INTRA0.822743-
DOCK_SCORE_INTRA5.569260-
DOCK_SCORE_INTRA_KCAL1.330195-
DOCK_SCORE_INTRA_KCAL1.355028-
DOCK_SCORE_INTRA_KCAL0.196509-
DOCK_SCORE_INTRA_KCAL0.524704-
DOCK_SCORE_INTRA_KCAL1.109129-
DOCK_SCORE_INTRA_NORM0.020067-
DOCK_SCORE_INTRA_NORM0.113261-
DOCK_SCORE_INTRA_NORM0.135836-
DOCK_SCORE_INTRA_NORM0.053581-
DOCK_SCORE_INTRA_NORM0.138371-
DOCK_SCORE_KCAL-4.408596-
DOCK_SCORE_KCAL-5.310812-
DOCK_SCORE_KCAL-3.635857-
DOCK_SCORE_KCAL-5.682672-
DOCK_SCORE_KCAL-5.760703-
DOCK_SCORE_NORM-0.542324-
DOCK_SCORE_NORM-0.580298-
DOCK_SCORE_NORM-0.588265-
DOCK_SCORE_NORM-0.371282-
DOCK_SCORE_NORM-0.450193-
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_FILET17_top5_kcal_zscore_compound_names.sdf-
DOCK_SOURCE_FILET03_top5_kcal_zscore_compound_names.sdf-
DOCK_SOURCE_FILET18_top5_kcal_zscore_compound_names.sdf-
DOCK_SOURCE_FILET16_top5_kcal_zscore_compound_names.sdf-
DOCK_SOURCE_FILET02_top5_kcal_zscore_compound_names.sdf-
DOCK_SOURCE_FORMULAC34H28N4O3-
DOCK_SOURCE_FORMULAC34H28N4O3-
DOCK_SOURCE_FORMULAC34H28N4O3-
DOCK_SOURCE_FORMULAC34H28N4O3-
DOCK_SOURCE_FORMULAC34H28N4O3-
DOCK_SOURCE_HBA4.000000-
DOCK_SOURCE_HBA4.000000-
DOCK_SOURCE_HBA4.000000-
DOCK_SOURCE_HBA4.000000-
DOCK_SOURCE_HBA4.000000-
DOCK_SOURCE_HBD2.000000-
DOCK_SOURCE_HBD2.000000-
DOCK_SOURCE_HBD2.000000-
DOCK_SOURCE_HBD2.000000-
DOCK_SOURCE_HBD2.000000-
DOCK_SOURCE_HEAVY_ATOMS41.000000-
DOCK_SOURCE_HEAVY_ATOMS41.000000-
DOCK_SOURCE_HEAVY_ATOMS41.000000-
DOCK_SOURCE_HEAVY_ATOMS41.000000-
DOCK_SOURCE_HEAVY_ATOMS41.000000-
DOCK_SOURCE_LOGP5.654200-
DOCK_SOURCE_LOGP5.654200-
DOCK_SOURCE_LOGP5.654200-
DOCK_SOURCE_LOGP5.654200-
DOCK_SOURCE_LOGP5.654200-
DOCK_SOURCE_MW540.623000-
DOCK_SOURCE_MW540.623000-
DOCK_SOURCE_MW540.623000-
DOCK_SOURCE_MW540.623000-
DOCK_SOURCE_MW540.623000-
DOCK_SOURCE_NAMEOHD_TB2022_36-
DOCK_SOURCE_NAMEOHD_TB2022_36-
DOCK_SOURCE_NAMEOHD_TB2022_36-
DOCK_SOURCE_NAMEOHD_TB2022_36-
DOCK_SOURCE_NAMEOHD_TB2022_36-
DOCK_SOURCE_RINGS7.000000-
DOCK_SOURCE_RINGS7.000000-
DOCK_SOURCE_RINGS7.000000-
DOCK_SOURCE_RINGS7.000000-
DOCK_SOURCE_RINGS7.000000-
DOCK_SOURCE_TPSA89.010000-
DOCK_SOURCE_TPSA89.010000-
DOCK_SOURCE_TPSA89.010000-
DOCK_SOURCE_TPSA89.010000-
DOCK_SOURCE_TPSA89.010000-
DOCK_STRAIN_DELTA26.423282-
DOCK_STRAIN_DELTA19.652555-
DOCK_STRAIN_DELTA31.088953-
DOCK_STRAIN_DELTA18.150521-
DOCK_STRAIN_DELTA33.343985-
DOCK_STRAIN_OK1-
DOCK_STRAIN_OK1-
DOCK_STRAIN_OK0-
DOCK_STRAIN_OK0-
DOCK_STRAIN_OK1-
DOCK_TARGETT18-
DOCK_TARGETT16-
DOCK_TARGETT17-
DOCK_TARGETT02-
DOCK_TARGETT03-
EXACT_MASS540.216140756Da
FORMULAC34H28N4O3-
HBA4-
HBD2-
LOGP5.654200000000005-
MOL_WEIGHT540.6230000000004g/mol
QED_SCORE0.2737658811267439-
ROTATABLE_BONDS7-
TPSA89.01A^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
T03 T03 selection_import_t03 1
native pose available
 2.0118570697338822 -22.2353 11 0.55 - Best pose
T02 T02 selection_import_t02 1
native pose available
 2.042884377801323 -24.1189 19 0.90 - Best pose
T18 T18 selection_import_t18 1
native pose available
 2.1949413175310615 -15.2226 11 0.85 - Best pose
T16 T16 selection_import_t16 1
native pose available
 3.552709512306892 -18.4579 9 0.75 - Best pose
T17 T17 selection_import_t17 1
native pose available
 4.036056587384694 -23.7922 10 0.83 - Best 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
77 2.0118570697338822 -0.680695 -22.2353 1 17 11 0.55 0.14 0.20 0.20 - no geometry warning; 22 clashes; 2 protein contact clashes Open pose
T02 — T02 1 poses · report selection_import_t02
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
72 2.042884377801323 -0.641846 -24.1189 0 20 19 0.90 0.00 0.00 0.00 - no geometry warning; 24 clashes; 1 protein contact clash; high strain Δ 33.3 Open pose
T18 — T18 1 poses · report selection_import_t18
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
61 2.1949413175310615 -0.507118 -15.2226 3 15 11 0.85 - - - - no geometry warning; 22 clashes; 2 protein contact clashes; moderate strain Δ 26.4 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
47 3.552709512306892 -0.563454 -18.4579 3 16 9 0.75 - - - - no geometry warning; 24 clashes; 1 protein clash; high strain Δ 31.1 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
72 4.036056587384694 -0.600365 -23.7922 4 21 10 0.83 1.00 1.00 1.00 - no geometry warning; 25 clashes; 1 protein clash 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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