FAIRMol

OSA_Lib_66

ID 493

DB Docking_panel_21This detail page is pinned to the current database context.
Back to results Open docking pose (12)
2D structure

SMILES: NC(=O)C[N@H+]1CC[C@]2([NH+]3CCCCC3)C[C@H](c3ccc(Cl)cc3)[C@H]1[C@@H](c1ccc(Cl)cc1)C2

Formula: C27H35Cl2N3O+2 | MW: 488.50300000000004

LogP: 2.604700000000001 | TPSA: 51.97

HBA/HBD: 1/3 | RotB: 5

InChIKey: YYNGEANNJVAPBS-UDCKCYQBSA-P

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 O H-bond donor ×3 Gatekeeper aromatic ×2 Metal chelator

Functional group

Carbonyl Amide Primary amine Chlorine ×2

Ring system

Benzene ×2 Piperidine Cyclohexane Pipecolinyl ring Azepane ×2
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Properties

NameValueUnit
DOCK_BASE_INTER_RANK-0.786608-
DOCK_BOND_LENGTH_OUTLIERS0.000000-
DOCK_CLASH_COUNT12.000000-
DOCK_CONTACT_COUNT20.000000-
DOCK_EXPERIMENTT03-
DOCK_EXPERIMENT_ID2-
DOCK_FINAL_RANK3.392113-
DOCK_GEOMETRY_ALERTwarning-
DOCK_GEOM_OK0-
DOCK_HARD_GEOMETRY_FAIL0-
DOCK_IFP::A:ALA321-
DOCK_IFP::A:ARG481-
DOCK_IFP::A:ARG971-
DOCK_IFP::A:ASP521-
DOCK_IFP::A:ILE451-
DOCK_IFP::A:LEU941-
DOCK_IFP::A:LYS571-
DOCK_IFP::A:MET531-
DOCK_IFP::A:NDP3011-
DOCK_IFP::A:PHE561-
DOCK_IFP::A:PHE911-
DOCK_IFP::A:PRO881-
DOCK_IFP::A:SER861-
DOCK_IFP::A:THR1801-
DOCK_IFP::A:THR831-
DOCK_IFP::A:TRP471-
DOCK_IFP::A:VAL301-
DOCK_IFP::A:VAL311-
DOCK_IFP::A:VAL491-
DOCK_IFP::A:VAL871-
DOCK_IMPORT_SCOPEbest_by_name-
DOCK_MAX_CLASH_OVERLAP0.614014-
DOCK_POSE_COUNT12-
DOCK_PRE_RANK2.526836-
DOCK_PRIMARY_POSE_ID4238-
DOCK_RANKING_MODEinter_strain_penalized-
DOCK_REPORT_IDdockmulti_91311c650f2e_T03-
DOCK_RESIDUE_CONTACTSA:ALA32;A:ARG48;A:ARG97;A:ASP52;A:ILE45;A:LEU94;A:LYS57;A:MET53;A:NDP301;A:PHE56;A:PHE91;A:PRO88;A:SER86;A:THR180;A:THR83;A:TRP47;A:VAL30;A:VAL31;A:VAL49;A:VAL87-
DOCK_SCAFFOLDc1ccc(C2CC3([NH+]4CCCCC4)CC[NH2+]C2C(c2ccccc2)C3)cc1-
DOCK_SCORE-26.403200-
DOCK_SCORE_INTER-25.958100-
DOCK_SCORE_INTER_KCAL-6.199988-
DOCK_SCORE_INTER_NORM-0.786608-
DOCK_SCORE_INTRA-0.445118-
DOCK_SCORE_INTRA_KCAL-0.106315-
DOCK_SCORE_INTRA_NORM-0.013488-
DOCK_SCORE_KCAL-6.306299-
DOCK_SCORE_NORM-0.800096-
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_FILEresults_T03_top1000.sdf-
DOCK_SOURCE_FORMULAC27H35Cl2N3O+2-
DOCK_SOURCE_HBA1.000000-
DOCK_SOURCE_HBD3.000000-
DOCK_SOURCE_HEAVY_ATOMS33.000000-
DOCK_SOURCE_LOGP2.604700-
DOCK_SOURCE_MW488.503000-
DOCK_SOURCE_NAMEOSA_Lib_66-
DOCK_SOURCE_RINGS6.000000-
DOCK_SOURCE_TPSA51.970000-
DOCK_STRAIN_DELTA26.421288-
DOCK_STRAIN_OK0-
DOCK_TARGETT03-
EXACT_MASS487.21462094018Da
FORMULAC27H35Cl2N3O+2-
HBA1-
HBD3-
LOGP2.604700000000001-
MOL_WEIGHT488.50300000000004g/mol
QED_SCORE0.5958117006459902-
ROTATABLE_BONDS5-
TPSA51.97A^2

Samples

BatchAmountPurityState

Containers

NameLocationQR

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
T03 T03 dockmulti_91311c650f2e_T03 12
native pose available
 3.3921129235118075 -26.4032 17 0.85 - Best pose
T03 — T03 12 poses · report dockmulti_91311c650f2e_T03
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
920 3.3921129235118075 -0.786608 -26.4032 1 20 17 0.85 0.00 0.00 0.00 - no geometry warning; 12 clashes; 2 protein contact clashes; high strain Δ 26.4 Open pose
918 4.466130918170257 -0.660983 -21.5578 3 17 16 0.80 0.00 0.00 0.00 - no geometry warning; 14 clashes; 4 protein contact clashes; high strain Δ 24.6 Open pose
919 4.541927057328645 -0.675289 -20.0398 1 16 15 0.75 0.00 0.00 0.00 - no geometry warning; 13 clashes; 4 protein contact clashes; high strain Δ 30.6 Open pose
927 4.547122791432823 -0.738015 -24.3128 1 19 15 0.75 0.14 0.20 0.20 - no geometry warning; 13 clashes; 6 protein contact clashes; high strain Δ 23.2 Open pose
926 5.185744875827882 -0.731541 -22.5494 0 16 14 0.70 0.00 0.00 0.00 - no geometry warning; 14 clashes; 7 protein contact clashes; high strain Δ 25.2 Open pose
928 7.142468069579767 -0.784515 -25.1419 0 19 15 0.75 0.00 0.00 0.00 - yes excluded; geometry warning; 15 clashes; 1 protein clash; high strain Δ 26.0 Open pose
917 55.56391377030038 -0.691484 -21.8284 3 18 17 0.85 0.00 0.00 0.00 - yes excluded; geometry warning; 15 clashes; 1 protein clash Open pose
921 55.591960163616854 -0.710313 -23.0601 1 18 15 0.75 0.00 0.00 0.00 - yes excluded; geometry warning; 12 clashes; 1 protein clash Open pose
922 56.104198095562424 -0.688399 -20.6625 1 16 13 0.65 0.14 0.20 0.20 - yes excluded; geometry warning; 13 clashes; 1 protein clash Open pose
923 56.815553152437204 -0.834181 -26.8943 2 20 16 0.80 0.00 0.00 0.00 - yes excluded; geometry warning; 13 clashes; 1 protein clash Open pose
924 57.029934614322144 -0.84904 -27.5482 2 19 14 0.70 0.00 0.00 0.00 - yes excluded; geometry warning; 13 clashes; 2 protein clashes Open pose
925 57.63083632292539 -0.673078 -22.4813 0 18 15 0.75 0.00 0.00 0.00 - yes excluded; geometry warning; 14 clashes; 1 protein clash Open pose

Heterocycles & Functional Groups

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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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⚗ AI Structural Analysis

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