FAIRMol

OHD_TB2020_53

ID 5460

DB fairmolThis detail page is pinned to the current database context.
Back to results Open docking pose (1)
2D structure

SMILES: CO[C@H]1CC=C(c2ccc3ncc4c(c3c2)n(-c2ccc(N3CC[NH2+]CC3)c(C(F)(F)F)c2)c(=O)n4C)C=[NH+]1

Formula: C28H29F3N6O2+2 | MW: 538.5740000000003

LogP: 1.1905999999999992 | TPSA: 82.87000000000002

HBA/HBD: 4/2 | RotB: 4

InChIKey: KOAWKOKKJFVDMP-VWLOTQADSA-P

Recognized patterns

Click a named motif to highlight it in the 2D depiction or launch reverse search.

Bio motif

H-bond acceptor N ×4 H-bond acceptor O ×2 H-bond donor ×2 Gatekeeper aromatic ×2 Ionizable base P-gp efflux flag

Functional group

Tertiary amine Trifluoromethyl Fluorine ×3 Ether Alkene

Ring system

Benzene ×2 Pyridine Quinoline

Properties

NameValueUnit
DOCK_BASE_INTER_RANK-0.642746-
DOCK_BOND_LENGTH_OUTLIERS0.000000-
DOCK_CLASH_COUNT19.000000-
DOCK_CONTACT_COUNT19.000000-
DOCK_EXPERIMENTT21-
DOCK_EXPERIMENT_ID21-
DOCK_FINAL_RANK5.590121-
DOCK_GEOMETRY_ALERTwarning-
DOCK_GEOM_OK0-
DOCK_HARD_GEOMETRY_FAIL0-
DOCK_IFP::A:ARG1371-
DOCK_IFP::A:ARG1411-
DOCK_IFP::A:ASN1031-
DOCK_IFP::A:HIS1021-
DOCK_IFP::A:HIS1381-
DOCK_IFP::A:MET981-
DOCK_IFP::A:TYR941-
DOCK_IFP::B:ARG1131-
DOCK_IFP::B:ASP101-
DOCK_IFP::B:CYS691-
DOCK_IFP::B:GLY701-
DOCK_IFP::B:GLY721-
DOCK_IFP::B:GLY741-
DOCK_IFP::B:HIS111-
DOCK_IFP::B:ILE731-
DOCK_IFP::B:PRO121-
DOCK_IFP::B:SER431-
DOCK_IFP::B:SER711-
DOCK_IFP::B:TYR461-
DOCK_IMPORT_SCOPEbest_by_name-
DOCK_MAX_CLASH_OVERLAP0.649403-
DOCK_POSE_COUNT1-
DOCK_PRE_RANK5.480325-
DOCK_PRIMARY_POSE_ID13589-
DOCK_RANKING_MODEinter_strain_penalized-
DOCK_REPORT_IDselection_import_t21-
DOCK_RESIDUE_CONTACTSA:ARG137;A:ARG141;A:ASN103;A:HIS102;A:HIS138;A:MET98;A:TYR94;B:ARG113;B:ASP10;B:CYS69;B:GLY70;B:GLY72;B:GLY74;B:HIS11;B:ILE73;B:PRO12;B:SER43;B:SER71;B:TYR46-
DOCK_SCAFFOLDO=c1[nH]c2cnc3ccc(C4=CCC[NH+]=C4)cc3c2n1-c1ccc(N2CC[NH2+]CC2)cc1-
DOCK_SCORE-26.509200-
DOCK_SCORE_INTER-25.067100-
DOCK_SCORE_INTER_KCAL-5.987177-
DOCK_SCORE_INTER_NORM-0.642746-
DOCK_SCORE_INTRA-1.442130-
DOCK_SCORE_INTRA_KCAL-0.344447-
DOCK_SCORE_INTRA_NORM-0.036978-
DOCK_SCORE_KCAL-6.331616-
DOCK_SCORE_NORM-0.679724-
DOCK_SCORE_RESTR0.000000-
DOCK_SCORE_RESTR_NORM0.000000-
DOCK_SCORE_SYSTEM0.000000-
DOCK_SCORE_SYSTEM_NORM0.000000-
DOCK_SELECTION_EXCLUDED0-
DOCK_SEVERE_CLASH_COUNT0.000000-
DOCK_SOURCE_FILET21_top5_kcal_zscore_compound_names.sdf-
DOCK_SOURCE_FORMULAC28H29F3N6O2+2-
DOCK_SOURCE_HBA4.000000-
DOCK_SOURCE_HBD2.000000-
DOCK_SOURCE_HEAVY_ATOMS39.000000-
DOCK_SOURCE_LOGP1.190600-
DOCK_SOURCE_MW538.574000-
DOCK_SOURCE_NAMEOHD_TB2020_53-
DOCK_SOURCE_RINGS6.000000-
DOCK_SOURCE_TPSA82.870000-
DOCK_STRAIN_DELTA59.498716-
DOCK_STRAIN_OK0-
DOCK_TARGETT21-
EXACT_MASS538.22931166818Da
FORMULAC28H29F3N6O2+2-
HBA4-
HBD2-
LOGP1.1905999999999992-
MOL_WEIGHT538.5740000000003g/mol
QED_SCORE0.4092510876553117-
ROTATABLE_BONDS4-
TPSA82.87000000000002A^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
T21 T21 selection_import_t21 1
native pose available
 5.5901206338666185 -26.5092 14 1.00 - Best pose
T21 — T21 1 poses · report selection_import_t21
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
31 5.5901206338666185 -0.642746 -26.5092 8 19 14 1.00 0.33 0.33 0.38 - no geometry warning; 19 clashes; 3 protein clashes; high strain Δ 59.5 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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