FAIRMol

OSA_Lib_226

ID 229

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

SMILES: CN1CC[NH+](CCC[N@@H+]2CC[C@@]3([NH+]4CCCCC4)C[C@H](c4ccccc4)[C@@H]2[C@H](c2ccccc2)C3)CC1

Formula: C33H51N4+3 | MW: 503.79900000000026

LogP: 1.0330000000000064 | TPSA: 16.560000000000002

HBA/HBD: 1/3 | RotB: 7

InChIKey: WPYWZSXQTBXJDD-NTCBOEBKSA-Q

Recognized patterns

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

Bio motif

H-bond acceptor N H-bond donor ×3 Gatekeeper aromatic ×2 P-gp efflux flag

Functional group

Tertiary amine

Ring system

Benzene ×2 Piperazine Piperidine Cyclohexane Pipecolinyl ring Azepane ×2 Hexahydropyrimidine Tetrahydropyrimidine

Properties

NameValueUnit
DOCK_BASE_INTER_RANK-0.739617-
DOCK_BOND_LENGTH_OUTLIERS0.000000-
DOCK_CLASH_COUNT18.000000-
DOCK_CONTACT_COUNT21.000000-
DOCK_EXPERIMENTT01-
DOCK_EXPERIMENT_ID1-
DOCK_FINAL_RANK1.597507-
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:GLU311-
DOCK_IFP::A:GLY211-
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:TYR1221-
DOCK_IFP::A:VAL1161-
DOCK_IFP::A:VAL91-
DOCK_IMPORT_SCOPEbest_by_name-
DOCK_MAX_CLASH_OVERLAP0.613840-
DOCK_POSE_COUNT1-
DOCK_PRE_RANK1.510268-
DOCK_PRIMARY_POSE_ID232-
DOCK_RANKING_MODEinter_strain_penalized-
DOCK_REPORT_IDselection_import_t01-
DOCK_RESIDUE_CONTACTSA:ALA10;A:ARG29;A:ASN65;A:ASP22;A:GLN36;A:GLU31;A:GLY21;A:ILE61;A:ILE8;A:LEU23;A:LEU28;A:LEU68;A:NAP201;A:PHE32;A:PHE35;A:PRO27;A:PRO62;A:SER60;A:TYR122;A:VAL116;A:VAL9-
DOCK_SCAFFOLDc1ccc(C2CC3([NH+]4CCCCC4)CC[NH+](CCC[NH+]4CCNCC4)C2C(c2ccccc2)C3)cc1-
DOCK_SCORE-21.630900-
DOCK_SCORE_INTER-27.365800-
DOCK_SCORE_INTER_KCAL-6.536212-
DOCK_SCORE_INTER_NORM-0.739617-
DOCK_SCORE_INTRA5.734910-
DOCK_SCORE_INTRA_KCAL1.369760-
DOCK_SCORE_INTRA_NORM0.154998-
DOCK_SCORE_KCAL-5.166454-
DOCK_SCORE_NORM-0.584620-
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_FILET01_top5_kcal_zscore_compound_names.sdf-
DOCK_SOURCE_FORMULAC33H51N4+3-
DOCK_SOURCE_HBA1.000000-
DOCK_SOURCE_HBD3.000000-
DOCK_SOURCE_HEAVY_ATOMS37.000000-
DOCK_SOURCE_LOGP1.033000-
DOCK_SOURCE_MW503.799000-
DOCK_SOURCE_NAMEOSA_Lib_226-
DOCK_SOURCE_RINGS7.000000-
DOCK_SOURCE_TPSA16.560000-
DOCK_STRAIN_DELTA50.856107-
DOCK_STRAIN_OK0-
DOCK_TARGETT01-
EXACT_MASS503.40972689227004Da
FORMULAC33H51N4+3-
HBA1-
HBD3-
LOGP1.0330000000000064-
MOL_WEIGHT503.79900000000026g/mol
QED_SCORE0.5146447834731146-
ROTATABLE_BONDS7-
TPSA16.560000000000002A^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
T01 T01 selection_import_t01 1
native pose available
 1.597507351374936 -21.6309 18 0.86 - Best 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
232 1.597507351374936 -0.739617 -21.6309 1 21 18 0.86 0.00 0.00 0.00 - no geometry warning; 18 clashes; 2 protein contact clashes; high strain Δ 50.9 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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