FAIRMol

TC419

ID 3504

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

SMILES: COc1ccc(C[N@H+]2C[C@@](C)(COCc3cc(CCc4ccc(O)c(O)c4)no3)Oc3c(C)c(C)cc(C)c32)cc1

Formula: C33H39N2O6+ | MW: 559.6830000000003

LogP: 4.889360000000005 | TPSA: 98.62

HBA/HBD: 7/3 | RotB: 10

InChIKey: CAGUARGIPJOTMW-XIFFEERXSA-O

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

Catechol H-bond acceptor N H-bond acceptor O ×4 H-bond donor ×3 Gatekeeper aromatic ×3

Functional group

Phenol ×2 Aryl ether ×2 Ether ×3

Ring system

Benzene ×3 Isoxazole 1,2,4-Oxadiazole Benzomorpholine

Properties

NameValueUnit
DOCK_BASE_INTER_RANK-0.774095-
DOCK_BASE_INTER_RANK-0.618350-
DOCK_BASE_INTER_RANK-0.615241-
DOCK_BASE_INTER_RANK-0.561220-
DOCK_BASE_INTER_RANK-0.616610-
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_COUNT14.000000-
DOCK_CLASH_COUNT14.000000-
DOCK_CLASH_COUNT17.000000-
DOCK_CLASH_COUNT14.000000-
DOCK_CLASH_COUNT14.000000-
DOCK_CONTACT_COUNT17.000000-
DOCK_CONTACT_COUNT15.000000-
DOCK_CONTACT_COUNT20.000000-
DOCK_CONTACT_COUNT19.000000-
DOCK_CONTACT_COUNT24.000000-
DOCK_EXPERIMENTT10-
DOCK_EXPERIMENTT14-
DOCK_EXPERIMENTT15-
DOCK_EXPERIMENTT16-
DOCK_EXPERIMENTT17-
DOCK_EXPERIMENT_ID10-
DOCK_EXPERIMENT_ID14-
DOCK_EXPERIMENT_ID15-
DOCK_EXPERIMENT_ID16-
DOCK_EXPERIMENT_ID17-
DOCK_FINAL_RANK3.866776-
DOCK_FINAL_RANK1.911282-
DOCK_FINAL_RANK3.555675-
DOCK_FINAL_RANK3.826545-
DOCK_FINAL_RANK3.215063-
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:ALA151-
DOCK_IFP::A:ALA2091-
DOCK_IFP::A:ALA2841-
DOCK_IFP::A:ALA3651-
DOCK_IFP::A:ALA771-
DOCK_IFP::A:ALA901-
DOCK_IFP::A:ARG1161-
DOCK_IFP::A:ARG1401-
DOCK_IFP::A:ARG1441-
DOCK_IFP::A:ARG221-
DOCK_IFP::A:ARG2281-
DOCK_IFP::A:ARG2871-
DOCK_IFP::A:ARG3311-
DOCK_IFP::A:ARG3371-
DOCK_IFP::A:ARG3421-
DOCK_IFP::A:ARG3611-
DOCK_IFP::A:ARG741-
DOCK_IFP::A:ASN1061-
DOCK_IFP::A:ASN201-
DOCK_IFP::A:ASP131-
DOCK_IFP::A:ASP2431-
DOCK_IFP::A:ASP3851-
DOCK_IFP::A:ASP841-
DOCK_IFP::A:CYS3751-
DOCK_IFP::A:CYS721-
DOCK_IFP::A:GLN3411-
DOCK_IFP::A:GLU3431-
DOCK_IFP::A:GLU3841-
DOCK_IFP::A:GLU821-
DOCK_IFP::A:GLY1951-
DOCK_IFP::A:GLY1971-
DOCK_IFP::A:GLY2291-
DOCK_IFP::A:GLY2861-
DOCK_IFP::A:GLY3761-
DOCK_IFP::A:GLY731-
DOCK_IFP::A:GLY771-
DOCK_IFP::A:GLY851-
DOCK_IFP::A:HIS1051-
DOCK_IFP::A:HIS141-
DOCK_IFP::A:HIS1411-
DOCK_IFP::A:ILE1991-
DOCK_IFP::A:ILE2851-
DOCK_IFP::A:ILE761-
DOCK_IFP::A:LEU1011-
DOCK_IFP::A:LEU251-
DOCK_IFP::A:LEU3321-
DOCK_IFP::A:LEU3341-
DOCK_IFP::A:LEU731-
DOCK_IFP::A:LYS2111-
DOCK_IFP::A:LYS891-
DOCK_IFP::A:MET3331-
DOCK_IFP::A:MET3861-
DOCK_IFP::A:MET701-
DOCK_IFP::A:PHE1981-
DOCK_IFP::A:PHE2301-
DOCK_IFP::A:PHE3831-
DOCK_IFP::A:PHE831-
DOCK_IFP::A:PRO2121-
DOCK_IFP::A:PRO2131-
DOCK_IFP::A:SER2001-
DOCK_IFP::A:SER3641-
DOCK_IFP::A:SER461-
DOCK_IFP::A:SER761-
DOCK_IFP::A:SER861-
DOCK_IFP::A:THR211-
DOCK_IFP::A:THR3741-
DOCK_IFP::A:THR741-
DOCK_IFP::A:TRP811-
DOCK_IFP::A:TYR2101-
DOCK_IFP::A:TYR491-
DOCK_IFP::A:VAL3351-
DOCK_IFP::A:VAL3361-
DOCK_IFP::A:VAL3621-
DOCK_IFP::A:VAL3661-
DOCK_IFP::A:VAL881-
DOCK_IFP::B:ALA2091-
DOCK_IFP::B:ALA771-
DOCK_IFP::B:ALA901-
DOCK_IFP::B:ARG741-
DOCK_IFP::B:ASP841-
DOCK_IFP::B:GLU821-
DOCK_IFP::B:GLY2141-
DOCK_IFP::B:GLY2151-
DOCK_IFP::B:GLY851-
DOCK_IFP::B:LEU731-
DOCK_IFP::B:LYS2111-
DOCK_IFP::B:LYS891-
DOCK_IFP::B:MET701-
DOCK_IFP::B:PHE831-
DOCK_IFP::B:PRO2121-
DOCK_IFP::B:PRO2131-
DOCK_IFP::B:SER861-
DOCK_IFP::B:TRP811-
DOCK_IFP::B:TYR2101-
DOCK_IFP::B:VAL881-
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_OVERLAP0.612011-
DOCK_MAX_CLASH_OVERLAP0.618079-
DOCK_MAX_CLASH_OVERLAP0.618008-
DOCK_MAX_CLASH_OVERLAP0.618038-
DOCK_MAX_CLASH_OVERLAP0.612054-
DOCK_POSE_COUNT1-
DOCK_POSE_COUNT1-
DOCK_POSE_COUNT1-
DOCK_POSE_COUNT1-
DOCK_POSE_COUNT1-
DOCK_PRE_RANK3.811396-
DOCK_PRE_RANK1.800851-
DOCK_PRE_RANK3.475067-
DOCK_PRE_RANK3.741852-
DOCK_PRE_RANK3.141515-
DOCK_PRIMARY_POSE_ID6267-
DOCK_PRIMARY_POSE_ID9067-
DOCK_PRIMARY_POSE_ID9855-
DOCK_PRIMARY_POSE_ID10507-
DOCK_PRIMARY_POSE_ID11106-
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_t10-
DOCK_REPORT_IDselection_import_t14-
DOCK_REPORT_IDselection_import_t15-
DOCK_REPORT_IDselection_import_t16-
DOCK_REPORT_IDselection_import_t17-
DOCK_RESIDUE_CONTACTSA:ALA15;A:ARG116;A:ARG140;A:ARG144;A:ASN106;A:ASP13;A:CYS72;A:GLY73;A:GLY77;A:HIS105;A:HIS14;A:HIS141;A:ILE76;A:LEU101;A:SER46;A:THR74;A:TYR49-
DOCK_RESIDUE_CONTACTSA:ARG22;A:ARG337;A:ARG342;A:ASN20;A:ASP243;A:ASP385;A:GLN341;A:GLU343;A:GLU384;A:LEU25;A:MET386;A:PHE383;A:THR21;A:VAL335;A:VAL336-
DOCK_RESIDUE_CONTACTSB:ALA209;B:ALA77;B:ALA90;B:ARG74;B:ASP84;B:GLU82;B:GLY214;B:GLY215;B:GLY85;B:LEU73;B:LYS211;B:LYS89;B:MET70;B:PHE83;B:PRO212;B:PRO213;B:SER86;B:TRP81;B:TYR210;B:VAL88-
DOCK_RESIDUE_CONTACTSA:ALA209;A:ALA77;A:ALA90;A:ARG74;A:ASP84;A:GLU82;A:GLY85;A:LEU73;A:LYS211;A:LYS89;A:MET70;A:PHE83;A:PRO212;A:PRO213;A:SER76;A:SER86;A:TRP81;A:TYR210;A:VAL88-
DOCK_RESIDUE_CONTACTSA:ALA284;A:ALA365;A:ARG228;A:ARG287;A:ARG331;A:ARG361;A:CYS375;A:GLY195;A:GLY197;A:GLY229;A:GLY286;A:GLY376;A:ILE199;A:ILE285;A:LEU332;A:LEU334;A:MET333;A:PHE198;A:PHE230;A:SER200;A:SER364;A:THR374;A:VAL362;A:VAL366-
DOCK_SCAFFOLDc1ccc(CCc2cc(COCC3C[NH+](Cc4ccccc4)c4ccccc4O3)on2)cc1-
DOCK_SCAFFOLDc1ccc(CCc2cc(COCC3C[NH+](Cc4ccccc4)c4ccccc4O3)on2)cc1-
DOCK_SCAFFOLDc1ccc(CCc2cc(COCC3C[NH+](Cc4ccccc4)c4ccccc4O3)on2)cc1-
DOCK_SCAFFOLDc1ccc(CCc2cc(COCC3C[NH+](Cc4ccccc4)c4ccccc4O3)on2)cc1-
DOCK_SCAFFOLDc1ccc(CCc2cc(COCC3C[NH+](Cc4ccccc4)c4ccccc4O3)on2)cc1-
DOCK_SCORE-32.877600-
DOCK_SCORE-20.835000-
DOCK_SCORE-22.271700-
DOCK_SCORE-21.954900-
DOCK_SCORE-25.640600-
DOCK_SCORE_INTER-31.737900-
DOCK_SCORE_INTER-25.352300-
DOCK_SCORE_INTER-25.224900-
DOCK_SCORE_INTER-23.010000-
DOCK_SCORE_INTER-25.281000-
DOCK_SCORE_INTER_KCAL-7.580470-
DOCK_SCORE_INTER_KCAL-6.055295-
DOCK_SCORE_INTER_KCAL-6.024866-
DOCK_SCORE_INTER_KCAL-5.495846-
DOCK_SCORE_INTER_KCAL-6.038266-
DOCK_SCORE_INTER_NORM-0.774095-
DOCK_SCORE_INTER_NORM-0.618350-
DOCK_SCORE_INTER_NORM-0.615241-
DOCK_SCORE_INTER_NORM-0.561220-
DOCK_SCORE_INTER_NORM-0.616610-
DOCK_SCORE_INTRA-1.139730-
DOCK_SCORE_INTRA4.517350-
DOCK_SCORE_INTRA2.953140-
DOCK_SCORE_INTRA1.055060-
DOCK_SCORE_INTRA-0.359616-
DOCK_SCORE_INTRA_KCAL-0.272220-
DOCK_SCORE_INTRA_KCAL1.078951-
DOCK_SCORE_INTRA_KCAL0.705346-
DOCK_SCORE_INTRA_KCAL0.251997-
DOCK_SCORE_INTRA_KCAL-0.085893-
DOCK_SCORE_INTRA_NORM-0.027798-
DOCK_SCORE_INTRA_NORM0.110179-
DOCK_SCORE_INTRA_NORM0.072028-
DOCK_SCORE_INTRA_NORM0.025733-
DOCK_SCORE_INTRA_NORM-0.008771-
DOCK_SCORE_KCAL-7.852683-
DOCK_SCORE_KCAL-4.976356-
DOCK_SCORE_KCAL-5.319506-
DOCK_SCORE_KCAL-5.243840-
DOCK_SCORE_KCAL-6.124155-
DOCK_SCORE_NORM-0.801894-
DOCK_SCORE_NORM-0.508171-
DOCK_SCORE_NORM-0.543213-
DOCK_SCORE_NORM-0.535486-
DOCK_SCORE_NORM-0.625381-
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_FILET10_top5_kcal_zscore_compound_names.sdf-
DOCK_SOURCE_FILET14_top5_kcal_zscore_compound_names.sdf-
DOCK_SOURCE_FILET15_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_FORMULAC33H39N2O6+-
DOCK_SOURCE_FORMULAC33H39N2O6+-
DOCK_SOURCE_FORMULAC33H39N2O6+-
DOCK_SOURCE_FORMULAC33H39N2O6+-
DOCK_SOURCE_FORMULAC33H39N2O6+-
DOCK_SOURCE_HBA7.000000-
DOCK_SOURCE_HBA7.000000-
DOCK_SOURCE_HBA7.000000-
DOCK_SOURCE_HBA7.000000-
DOCK_SOURCE_HBA7.000000-
DOCK_SOURCE_HBD3.000000-
DOCK_SOURCE_HBD3.000000-
DOCK_SOURCE_HBD3.000000-
DOCK_SOURCE_HBD3.000000-
DOCK_SOURCE_HBD3.000000-
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_LOGP4.889360-
DOCK_SOURCE_LOGP4.889360-
DOCK_SOURCE_LOGP4.889360-
DOCK_SOURCE_LOGP4.889360-
DOCK_SOURCE_LOGP4.889360-
DOCK_SOURCE_MW559.683000-
DOCK_SOURCE_MW559.683000-
DOCK_SOURCE_MW559.683000-
DOCK_SOURCE_MW559.683000-
DOCK_SOURCE_MW559.683000-
DOCK_SOURCE_NAMETC419-
DOCK_SOURCE_NAMETC419-
DOCK_SOURCE_NAMETC419-
DOCK_SOURCE_NAMETC419-
DOCK_SOURCE_NAMETC419-
DOCK_SOURCE_RINGS5.000000-
DOCK_SOURCE_RINGS5.000000-
DOCK_SOURCE_RINGS5.000000-
DOCK_SOURCE_RINGS5.000000-
DOCK_SOURCE_RINGS5.000000-
DOCK_SOURCE_TPSA98.620000-
DOCK_SOURCE_TPSA98.620000-
DOCK_SOURCE_TPSA98.620000-
DOCK_SOURCE_TPSA98.620000-
DOCK_SOURCE_TPSA98.620000-
DOCK_STRAIN_DELTA37.347145-
DOCK_STRAIN_DELTA59.736314-
DOCK_STRAIN_DELTA48.210009-
DOCK_STRAIN_DELTA49.847409-
DOCK_STRAIN_DELTA45.317175-
DOCK_STRAIN_OK0-
DOCK_STRAIN_OK0-
DOCK_STRAIN_OK0-
DOCK_STRAIN_OK0-
DOCK_STRAIN_OK0-
DOCK_TARGETT10-
DOCK_TARGETT14-
DOCK_TARGETT15-
DOCK_TARGETT16-
DOCK_TARGETT17-
EXACT_MASS559.2802633880899Da
FORMULAC33H39N2O6+-
HBA7-
HBD3-
LOGP4.889360000000005-
MOL_WEIGHT559.6830000000003g/mol
QED_SCORE0.2381129571919604-
ROTATABLE_BONDS10-
TPSA98.62A^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
T14 T14 selection_import_t14 1
native pose available
 1.9112823406497645 -20.835 8 0.53 - Best pose
T17 T17 selection_import_t17 1
native pose available
 3.2150630446791273 -25.6406 12 1.00 - Best pose
T15 T15 selection_import_t15 1
native pose available
 3.5556749477823884 -22.2717 12 0.92 - Best pose
T16 T16 selection_import_t16 1
native pose available
 3.8265450347153354 -21.9549 11 0.92 - Best pose
T10 T10 selection_import_t10 1
native pose available
 3.8667762534557513 -32.8776 16 0.94 - Best 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
259 1.9112823406497645 -0.61835 -20.835 8 15 8 0.53 0.17 0.40 0.40 - no geometry warning; 14 clashes; 5 protein contact clashes; high strain Δ 59.7 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
263 3.2150630446791273 -0.61661 -25.6406 6 24 12 1.00 1.00 1.00 1.00 - no geometry warning; 14 clashes; 1 protein clash; high strain Δ 45.3 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
369 3.5556749477823884 -0.615241 -22.2717 6 20 12 0.92 - - - - no geometry warning; 17 clashes; 1 protein clash; high strain Δ 48.2 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
342 3.8265450347153354 -0.56122 -21.9549 5 19 11 0.92 - - - - no geometry warning; 14 clashes; 2 protein clashes; high strain Δ 49.8 Open pose
T10 — T10 1 poses · report selection_import_t10
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
171 3.8667762534557513 -0.774095 -32.8776 10 17 16 0.94 0.38 0.36 0.55 - no geometry warning; 14 clashes; 1 protein clash; high strain Δ 37.3 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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