FAIRMol

OSA_Lib_69

ID 2963

DB Docking_panel_21This detail page is pinned to the current database context.
Back to results Open docking pose (20)
2D structure

SMILES: O=C(O)CN1CC[C@@]2([NH+]3CCCCC3)C[C@H](c3ccc(Cl)cc3)[C@@H]1[C@H](c1ccc(Cl)cc1)C2

Formula: C27H33Cl2N2O2+ | MW: 488.4790000000004

LogP: 4.6211000000000055 | TPSA: 44.980000000000004

HBA/HBD: 2/2 | RotB: 5

InChIKey: UAXDXLJUUCRWEF-IILNLGDVSA-O

Recognized patterns

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

Bio motif

α-Amino acid H-bond acceptor N H-bond acceptor O H-bond donor ×2 Gatekeeper aromatic ×2 Metal chelator Retro-amide P-gp efflux flag

Functional group

Carbonyl Carboxylic acid Tertiary amine Chlorine ×2

Ring system

Benzene ×2 Piperidine Cyclohexane Pipecolinyl ring
3D loads on demand to keep the page fast.

Properties

NameValueUnit
DOCK_BASE_INTER_RANK-0.595890-
DOCK_BOND_LENGTH_OUTLIERS0.000000-
DOCK_CLASH_COUNT13.000000-
DOCK_CONTACT_COUNT13.000000-
DOCK_EXPERIMENTT16-
DOCK_EXPERIMENT_ID14-
DOCK_FINAL_RANK5.295778-
DOCK_GEOMETRY_ALERTwarning-
DOCK_GEOM_OK0-
DOCK_HARD_GEOMETRY_FAIL0-
DOCK_IFP::A:ALA2091-
DOCK_IFP::A:ALA901-
DOCK_IFP::A:ARG741-
DOCK_IFP::A:ASN2081-
DOCK_IFP::A:LEU731-
DOCK_IFP::A:LYS2111-
DOCK_IFP::A:LYS891-
DOCK_IFP::A:MET701-
DOCK_IFP::A:PHE831-
DOCK_IFP::A:PRO2121-
DOCK_IFP::A:PRO2131-
DOCK_IFP::A:TYR691-
DOCK_IFP::A:VAL881-
DOCK_IMPORT_SCOPEbest_by_name-
DOCK_MAX_CLASH_OVERLAP0.615871-
DOCK_POSE_COUNT20-
DOCK_PRE_RANK4.330111-
DOCK_PRIMARY_POSE_ID35733-
DOCK_RANKING_MODEinter_strain_penalized-
DOCK_REPORT_IDdockmulti_91311c650f2e_T16-
DOCK_RESIDUE_CONTACTSA:ALA209;A:ALA90;A:ARG74;A:ASN208;A:LEU73;A:LYS211;A:LYS89;A:MET70;A:PHE83;A:PRO212;A:PRO213;A:TYR69;A:VAL88-
DOCK_SCAFFOLDc1ccc(C2CC3([NH+]4CCCCC4)CCNC2C(c2ccccc2)C3)cc1-
DOCK_SCORE-18.896000-
DOCK_SCORE_INTER-19.664400-
DOCK_SCORE_INTER_KCAL-4.696763-
DOCK_SCORE_INTER_NORM-0.595890-
DOCK_SCORE_INTRA0.768430-
DOCK_SCORE_INTRA_KCAL0.183536-
DOCK_SCORE_INTRA_NORM0.023286-
DOCK_SCORE_KCAL-4.513234-
DOCK_SCORE_NORM-0.572605-
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_T16_top1000.sdf-
DOCK_SOURCE_FORMULAC27H33Cl2N2O2+-
DOCK_SOURCE_HBA2.000000-
DOCK_SOURCE_HBD2.000000-
DOCK_SOURCE_HEAVY_ATOMS33.000000-
DOCK_SOURCE_LOGP4.621100-
DOCK_SOURCE_MW488.479000-
DOCK_SOURCE_NAMEOSA_Lib_69-
DOCK_SOURCE_RINGS6.000000-
DOCK_SOURCE_TPSA44.980000-
DOCK_STRAIN_DELTA28.094458-
DOCK_STRAIN_OK0-
DOCK_TARGETT16-
EXACT_MASS487.19136007609Da
FORMULAC27H33Cl2N2O2+-
HBA2-
HBD2-
LOGP4.6211000000000055-
MOL_WEIGHT488.4790000000004g/mol
QED_SCORE0.6458745740273406-
ROTATABLE_BONDS5-
TPSA44.980000000000004A^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
T16 T16 dockmulti_91311c650f2e_T16 20
native pose available
 5.2957784628841456 -18.896 9 0.75 - Best pose
T16 — T16 20 poses · report dockmulti_91311c650f2e_T16
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
1092 5.2957784628841456 -0.59589 -18.896 2 13 9 0.75 - - - - no geometry warning; 13 clashes; 7 protein contact clashes; high strain Δ 28.1 Open pose
1081 5.801605846732829 -0.601717 -20.1038 2 13 8 0.67 - - - - no geometry warning; 12 clashes; 8 protein contact clashes; high strain Δ 33.2 Open pose
1084 7.0732147999752195 -0.803271 -26.5219 6 15 9 0.75 - - - - no geometry warning; 13 clashes; 15 protein contact clashes; high strain Δ 23.8 Open pose
1093 7.279121172217095 -0.56052 -15.6981 4 13 8 0.67 - - - - no geometry warning; 15 clashes; 12 protein contact clashes; high strain Δ 28.1 Open pose
1085 7.115387098879916 -0.569134 -19.2364 3 14 10 0.83 - - - - yes excluded; geometry warning; 13 clashes; 1 protein clash; high strain Δ 35.6 Open pose
1089 7.355621610774438 -0.61981 -19.2721 2 12 7 0.58 - - - - yes excluded; geometry warning; 17 clashes; 1 protein clash; high strain Δ 29.5 Open pose
1094 7.5547296712704926 -0.529939 -16.8063 3 15 8 0.67 - - - - yes excluded; geometry warning; 16 clashes; 1 protein clash; high strain Δ 31.8 Open pose
1096 8.39242148609147 -0.613123 -20.2274 5 15 9 0.75 - - - - yes excluded; geometry warning; 14 clashes; 1 protein clash; high strain Δ 32.9 Open pose
1090 8.725791223318923 -0.684547 -22.4994 4 15 8 0.67 - - - - yes excluded; geometry warning; 14 clashes; 1 protein clash; high strain Δ 31.2 Open pose
1082 56.76573942894001 -0.610192 -19.4675 2 12 7 0.58 - - - - yes excluded; geometry warning; 13 clashes; 1 protein clash Open pose
1099 57.52592614738931 -0.7245 -22.6027 4 12 8 0.67 - - - - yes excluded; geometry warning; 13 clashes; 1 protein clash Open pose
1091 58.054510029824996 -0.599743 -19.1084 2 14 8 0.67 - - - - yes excluded; geometry warning; 14 clashes; 2 protein clashes Open pose
1097 58.32196225452799 -0.593523 -16.9697 1 14 10 0.83 - - - - yes excluded; geometry warning; 17 clashes; 2 protein clashes Open pose
1088 58.735572686621666 -0.756143 -24.3927 5 14 9 0.75 - - - - yes excluded; geometry warning; 15 clashes; 2 protein clashes Open pose
1083 58.9065800113909 -0.695085 -23.3869 4 14 7 0.58 - - - - yes excluded; geometry warning; 11 clashes; 2 protein clashes Open pose
1087 58.99563281372879 -0.627041 -20.0195 4 13 7 0.58 - - - - yes excluded; geometry warning; 14 clashes; 1 protein clash Open pose
1095 59.19743634452297 -0.709421 -22.9128 4 13 7 0.58 - - - - yes excluded; geometry warning; 13 clashes; 3 protein clashes Open pose
1100 59.868254258041894 -0.594661 -17.3009 5 13 9 0.75 - - - - yes excluded; geometry warning; 15 clashes; 3 protein clashes Open pose
1086 60.07835981732811 -0.699088 -19.1235 4 16 8 0.67 - - - - yes excluded; geometry warning; 14 clashes; 2 protein clashes Open pose
1098 60.74769262041211 -0.688894 -18.7531 3 16 8 0.67 - - - - yes excluded; geometry warning; 16 clashes; 2 protein clashes 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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