FAIRMol

OHD_TB2020_3

ID 545

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

SMILES: COc1ccc2nc(C(F)(F)F)n(CC(=O)N3C[C@H]([NH2+][C@H]4CCOC4)CC[C@H]3c3nc(-c4cc5ccccc5nc4OC)c[nH]3)c2c1

Formula: C33H35F3N7O4+ | MW: 650.6820000000002

LogP: 4.095200000000002 | TPSA: 124.0

HBA/HBD: 7/2 | RotB: 8

InChIKey: HROYDHVAXJDGAI-BUEREQSYSA-O

Recognized patterns

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

Bio motif

N-Methyl amide ×2 Nucleoside sugar H-bond acceptor N ×6 H-bond acceptor O ×4 H-bond donor ×2 Gatekeeper aromatic ×2 Metal chelator P-gp efflux flag

Functional group

Carbonyl Amide Tertiary amine Lactam Trifluoromethyl Fluorine ×3 Aryl ether ×2 Ether ×3

Ring system

Benzene ×2 Pyridine Quinoline Imidazole Tetrahydrofuran Pipecolinyl ring

Properties

NameValueUnit
DOCK_BASE_INTER_RANK-0.598467-
DOCK_BASE_INTER_RANK-0.632942-
DOCK_BASE_INTER_RANK-0.404834-
DOCK_BOND_LENGTH_OUTLIERS0.000000-
DOCK_BOND_LENGTH_OUTLIERS0.000000-
DOCK_BOND_LENGTH_OUTLIERS0.000000-
DOCK_CLASH_COUNT16.000000-
DOCK_CLASH_COUNT15.000000-
DOCK_CLASH_COUNT15.000000-
DOCK_CONTACT_COUNT20.000000-
DOCK_CONTACT_COUNT19.000000-
DOCK_CONTACT_COUNT14.000000-
DOCK_EXPERIMENTT01-
DOCK_EXPERIMENTT02-
DOCK_EXPERIMENTT20-
DOCK_EXPERIMENT_ID1-
DOCK_EXPERIMENT_ID2-
DOCK_EXPERIMENT_ID20-
DOCK_FINAL_RANK3.143352-
DOCK_FINAL_RANK3.768285-
DOCK_FINAL_RANK2.070720-
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:ALA101-
DOCK_IFP::A:ALA101-
DOCK_IFP::A:ARG291-
DOCK_IFP::A:ARG291-
DOCK_IFP::A:ASN4021-
DOCK_IFP::A:ASP221-
DOCK_IFP::A:ASP221-
DOCK_IFP::A:GLU311-
DOCK_IFP::A:GLU311-
DOCK_IFP::A:GLU4661-
DOCK_IFP::A:GLU4671-
DOCK_IFP::A:GLY211-
DOCK_IFP::A:GLY211-
DOCK_IFP::A:HIS4611-
DOCK_IFP::A:ILE611-
DOCK_IFP::A:ILE611-
DOCK_IFP::A:ILE81-
DOCK_IFP::A:ILE81-
DOCK_IFP::A:LEU231-
DOCK_IFP::A:LEU231-
DOCK_IFP::A:LEU281-
DOCK_IFP::A:LEU281-
DOCK_IFP::A:LEU3991-
DOCK_IFP::A:MET3931-
DOCK_IFP::A:MET4001-
DOCK_IFP::A:NAP2011-
DOCK_IFP::A:NAP2011-
DOCK_IFP::A:PHE321-
DOCK_IFP::A:PHE321-
DOCK_IFP::A:PHE351-
DOCK_IFP::A:PHE351-
DOCK_IFP::A:PHE3961-
DOCK_IFP::A:PRO261-
DOCK_IFP::A:PRO261-
DOCK_IFP::A:PRO271-
DOCK_IFP::A:PRO271-
DOCK_IFP::A:PRO3981-
DOCK_IFP::A:PRO4621-
DOCK_IFP::A:PRO621-
DOCK_IFP::A:PRO621-
DOCK_IFP::A:SER3941-
DOCK_IFP::A:SER3951-
DOCK_IFP::A:SER4641-
DOCK_IFP::A:SER601-
DOCK_IFP::A:SER601-
DOCK_IFP::A:THR4631-
DOCK_IFP::A:TRP251-
DOCK_IFP::A:TRP251-
DOCK_IFP::A:TYR1221-
DOCK_IFP::A:TYR1221-
DOCK_IFP::A:VAL1161-
DOCK_IFP::A:VAL91-
DOCK_IFP::A:VAL91-
DOCK_IMPORT_SCOPEbest_by_name-
DOCK_IMPORT_SCOPEbest_by_name-
DOCK_IMPORT_SCOPEbest_by_name-
DOCK_MAX_CLASH_OVERLAP0.641966-
DOCK_MAX_CLASH_OVERLAP0.641884-
DOCK_MAX_CLASH_OVERLAP0.641963-
DOCK_POSE_COUNT1-
DOCK_POSE_COUNT1-
DOCK_POSE_COUNT1-
DOCK_PRE_RANK2.970345-
DOCK_PRE_RANK3.612834-
DOCK_PRE_RANK1.980017-
DOCK_PRIMARY_POSE_ID61-
DOCK_PRIMARY_POSE_ID729-
DOCK_PRIMARY_POSE_ID12928-
DOCK_RANKING_MODEinter_strain_penalized-
DOCK_RANKING_MODEinter_strain_penalized-
DOCK_RANKING_MODEinter_strain_penalized-
DOCK_REPORT_IDselection_import_t01-
DOCK_REPORT_IDselection_import_t02-
DOCK_REPORT_IDselection_import_t20-
DOCK_RESIDUE_CONTACTSA:ALA10;A:ARG29;A:ASP22;A:GLU31;A:GLY21;A:ILE61;A:ILE8;A:LEU23;A:LEU28;A:NAP201;A:PHE32;A:PHE35;A:PRO26;A:PRO27;A:PRO62;A:SER60;A:TRP25;A:TYR122;A:VAL116;A:VAL9-
DOCK_RESIDUE_CONTACTSA:ALA10;A:ARG29;A:ASP22;A:GLU31;A:GLY21;A:ILE61;A:ILE8;A:LEU23;A:LEU28;A:NAP201;A:PHE32;A:PHE35;A:PRO26;A:PRO27;A:PRO62;A:SER60;A:TRP25;A:TYR122;A:VAL9-
DOCK_RESIDUE_CONTACTSA:ASN402;A:GLU466;A:GLU467;A:HIS461;A:LEU399;A:MET393;A:MET400;A:PHE396;A:PRO398;A:PRO462;A:SER394;A:SER395;A:SER464;A:THR463-
DOCK_SCAFFOLDO=C(Cn1cnc2ccccc21)N1CC([NH2+]C2CCOC2)CCC1c1nc(-c2cnc3ccccc3c2)c[nH]1-
DOCK_SCAFFOLDO=C(Cn1cnc2ccccc21)N1CC([NH2+]C2CCOC2)CCC1c1nc(-c2cnc3ccccc3c2)c[nH]1-
DOCK_SCAFFOLDO=C(Cn1cnc2ccccc21)N1CC([NH2+]C2CCOC2)CCC1c1nc(-c2cnc3ccccc3c2)c[nH]1-
DOCK_SCORE-28.491100-
DOCK_SCORE-29.317400-
DOCK_SCORE-16.785400-
DOCK_SCORE_INTER-28.127900-
DOCK_SCORE_INTER-29.748300-
DOCK_SCORE_INTER-19.027200-
DOCK_SCORE_INTER_KCAL-6.718236-
DOCK_SCORE_INTER_KCAL-7.105262-
DOCK_SCORE_INTER_KCAL-4.544571-
DOCK_SCORE_INTER_NORM-0.598467-
DOCK_SCORE_INTER_NORM-0.632942-
DOCK_SCORE_INTER_NORM-0.404834-
DOCK_SCORE_INTRA-0.363212-
DOCK_SCORE_INTRA0.430837-
DOCK_SCORE_INTRA2.241810-
DOCK_SCORE_INTRA_KCAL-0.086752-
DOCK_SCORE_INTRA_KCAL0.102904-
DOCK_SCORE_INTRA_KCAL0.535447-
DOCK_SCORE_INTRA_NORM-0.007728-
DOCK_SCORE_INTRA_NORM0.009167-
DOCK_SCORE_INTRA_NORM0.047698-
DOCK_SCORE_KCAL-6.804985-
DOCK_SCORE_KCAL-7.002344-
DOCK_SCORE_KCAL-4.009126-
DOCK_SCORE_NORM-0.606195-
DOCK_SCORE_NORM-0.623775-
DOCK_SCORE_NORM-0.357136-
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_FILET01_top5_kcal_zscore_compound_names.sdf-
DOCK_SOURCE_FILET02_top5_kcal_zscore_compound_names.sdf-
DOCK_SOURCE_FILET20_top5_kcal_zscore_compound_names.sdf-
DOCK_SOURCE_FORMULAC33H35F3N7O4+-
DOCK_SOURCE_FORMULAC33H35F3N7O4+-
DOCK_SOURCE_FORMULAC33H35F3N7O4+-
DOCK_SOURCE_HBA7.000000-
DOCK_SOURCE_HBA7.000000-
DOCK_SOURCE_HBA7.000000-
DOCK_SOURCE_HBD2.000000-
DOCK_SOURCE_HBD2.000000-
DOCK_SOURCE_HBD2.000000-
DOCK_SOURCE_HEAVY_ATOMS47.000000-
DOCK_SOURCE_HEAVY_ATOMS47.000000-
DOCK_SOURCE_HEAVY_ATOMS47.000000-
DOCK_SOURCE_LOGP4.095200-
DOCK_SOURCE_LOGP4.095200-
DOCK_SOURCE_LOGP4.095200-
DOCK_SOURCE_MW650.682000-
DOCK_SOURCE_MW650.682000-
DOCK_SOURCE_MW650.682000-
DOCK_SOURCE_NAMEOHD_TB2020_3-
DOCK_SOURCE_NAMEOHD_TB2020_3-
DOCK_SOURCE_NAMEOHD_TB2020_3-
DOCK_SOURCE_RINGS7.000000-
DOCK_SOURCE_RINGS7.000000-
DOCK_SOURCE_RINGS7.000000-
DOCK_SOURCE_TPSA124.000000-
DOCK_SOURCE_TPSA124.000000-
DOCK_SOURCE_TPSA124.000000-
DOCK_STRAIN_DELTA82.366067-
DOCK_STRAIN_DELTA76.117638-
DOCK_STRAIN_DELTA52.215618-
DOCK_STRAIN_OK0-
DOCK_STRAIN_OK0-
DOCK_STRAIN_OK0-
DOCK_TARGETT01-
DOCK_TARGETT02-
DOCK_TARGETT20-
EXACT_MASS650.26971368009Da
FORMULAC33H35F3N7O4+-
HBA7-
HBD2-
LOGP4.095200000000002-
MOL_WEIGHT650.6820000000002g/mol
QED_SCORE0.25937913525493855-
ROTATABLE_BONDS8-
TPSA124.0A^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
T20 T20 selection_import_t20 1
native pose available
 2.070719971733801 -16.7854 6 0.75 - Best pose
T01 T01 selection_import_t01 1
native pose available
 3.1433524629369596 -28.4911 15 0.71 - Best pose
T02 T02 selection_import_t02 1
native pose available
 3.768285019266341 -29.3174 14 0.67 - Best 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
49 2.070719971733801 -0.404834 -16.7854 5 14 6 0.75 0.50 1.00 1.00 - no geometry warning; 15 clashes; 4 protein contact clashes; high strain Δ 52.2 Open pose
T01 — T01 1 poses · report selection_import_t01
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 3.1433524629369596 -0.598467 -28.4911 2 20 15 0.71 0.00 0.00 0.00 - no geometry warning; 16 clashes; 1 protein clash; high strain Δ 82.4 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
51 3.768285019266341 -0.632942 -29.3174 3 19 14 0.67 0.00 0.00 0.00 - no geometry warning; 15 clashes; 2 protein clashes; 1 cofactor-context clash; high strain Δ 76.1 Open pose
Loading PharmaFP-250 analysis…

Drug Similarity

Shared structural fragments with approved drugs — based on faircheckmol profile fingerprint.
Loading drug matches…

Structural Profile Fingerprint

Named-bit fingerprint from curated SMARTS patterns. Each bit = one chemical pattern.

Loading…

ADMET Profile

Computed from structure using RDKit. Indicative only — not a substitute for experimental data.

Loading…

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.
Loading…