FAIRMol

OHD_TC1_12

ID 814

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

SMILES: CC1=C(C(=O)OCCc2ccccc2)[C@@H](c2ccncc2)C2=C(O)C[C@@H](c3ccc(Br)cc3)C=C2N1

Formula: C30H27BrN2O3 | MW: 543.4610000000002

LogP: 6.474300000000006 | TPSA: 71.45

HBA/HBD: 5/2 | RotB: 6

InChIKey: XGHSEKSJVSSGIH-NEKDWFFYSA-N

Recognized patterns

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

Bio motif

Aza-Michael acceptor ×2 H-bond acceptor N H-bond acceptor O ×2 H-bond donor ×2 Gatekeeper aromatic ×2 Ionizable base Michael acceptor (extended) Metal chelator

Functional group

Carbonyl Ester Secondary amine Bromine Enone Ether Alkene ×3 Enol ether Dienophile

Ring system

Benzene ×2 Pyridine

Properties

NameValueUnit
DOCK_BASE_INTER_RANK-0.713230-
DOCK_BOND_LENGTH_OUTLIERS0.000000-
DOCK_CLASH_COUNT19.000000-
DOCK_CONTACT_COUNT20.000000-
DOCK_EXPERIMENTT02-
DOCK_EXPERIMENT_ID2-
DOCK_FINAL_RANK1.614178-
DOCK_GEOMETRY_ALERTwarning-
DOCK_GEOM_OK0-
DOCK_HARD_GEOMETRY_FAIL0-
DOCK_IFP::A:ALA101-
DOCK_IFP::A:ARG291-
DOCK_IFP::A:ASN651-
DOCK_IFP::A:ASP221-
DOCK_IFP::A:GLN361-
DOCK_IFP::A:ILE611-
DOCK_IFP::A:ILE81-
DOCK_IFP::A:LEU231-
DOCK_IFP::A:LEU281-
DOCK_IFP::A:LEU681-
DOCK_IFP::A:NAP2011-
DOCK_IFP::A:PHE321-
DOCK_IFP::A:PHE351-
DOCK_IFP::A:PRO271-
DOCK_IFP::A:PRO621-
DOCK_IFP::A:SER601-
DOCK_IFP::A:THR571-
DOCK_IFP::A:TYR1221-
DOCK_IFP::A:VAL1161-
DOCK_IFP::A:VAL91-
DOCK_IMPORT_SCOPEbest_by_name-
DOCK_MAX_CLASH_OVERLAP0.675348-
DOCK_POSE_COUNT1-
DOCK_PRE_RANK1.590680-
DOCK_PRIMARY_POSE_ID772-
DOCK_RANKING_MODEinter_strain_penalized-
DOCK_REPORT_IDselection_import_t02-
DOCK_RESIDUE_CONTACTSA:ALA10;A:ARG29;A:ASN65;A:ASP22;A:GLN36;A:ILE61;A:ILE8;A:LEU23;A:LEU28;A:LEU68;A:NAP201;A:PHE32;A:PHE35;A:PRO27;A:PRO62;A:SER60;A:THR57;A:TYR122;A:VAL116;A:VAL9-
DOCK_SCAFFOLDO=C(OCCc1ccccc1)C1=CNC2=CC(c3ccccc3)CC=C2C1c1ccncc1-
DOCK_SCORE-18.454600-
DOCK_SCORE_INTER-25.676300-
DOCK_SCORE_INTER_KCAL-6.132682-
DOCK_SCORE_INTER_NORM-0.713230-
DOCK_SCORE_INTRA7.221660-
DOCK_SCORE_INTRA_KCAL1.724865-
DOCK_SCORE_INTRA_NORM0.200602-
DOCK_SCORE_KCAL-4.407807-
DOCK_SCORE_NORM-0.512629-
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_FILET02_top5_kcal_zscore_compound_names.sdf-
DOCK_SOURCE_FORMULAC30H27BrN2O3-
DOCK_SOURCE_HBA5.000000-
DOCK_SOURCE_HBD2.000000-
DOCK_SOURCE_HEAVY_ATOMS36.000000-
DOCK_SOURCE_LOGP6.474300-
DOCK_SOURCE_MW543.461000-
DOCK_SOURCE_NAMEOHD_TC1_12-
DOCK_SOURCE_RINGS5.000000-
DOCK_SOURCE_TPSA71.450000-
DOCK_STRAIN_DELTA18.865385-
DOCK_STRAIN_OK1-
DOCK_TARGETT02-
EXACT_MASS542.120504824Da
FORMULAC30H27BrN2O3-
HBA5-
HBD2-
LOGP6.474300000000006-
MOL_WEIGHT543.4610000000002g/mol
QED_SCORE0.3488045141581652-
ROTATABLE_BONDS6-
TPSA71.45A^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
T02 T02 selection_import_t02 1
native pose available
 1.6141776261789276 -18.4546 17 0.81 - Best 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
94 1.6141776261789276 -0.71323 -18.4546 3 20 17 0.81 0.20 0.20 0.20 - no geometry warning; 19 clashes; 1 protein contact 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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